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Tulip Forest, a farm defined by scale, stewardship, and long-term value. Recognized as a premier sporting estate, this legacy holding property is the kind of asset that seldom comes to market on Maryland's Upper Eastern Shore. 1,054 +/- acres held intact under one ownership: 680 tillable acres, 272 acres of timber, 5 ponds, 3 impoundments, 26.75-acre wetlands restoration project, 45 acres CRP, a 3.75 mile interior gravel road system, 3 residences, and multiple farm outbuildings. At its center stands Caulk's Field House, circa 1743, a remarkably preserved residence on the ground recognized among Maryland's best-preserved War of 1812 sites. Nearly four miles of farm roads reach every corner of the property, and the ponds, impoundments, and mature timber hold waterfowl, whitetail and countless other game species. Also included beyond the farming operation: 7 acres zoned commercial, additional parcels zoned Village, and four sewer allocations secured along Georgetown Road. A working farm today, with room to grow, suited to farmers, sportsmen, conservation buyers, and investors.

4 Beds ⋅ 2 Baths

Tulip Forest, a farm defined by scale, stewardship, and long-term value. Recognized as a premier sporting estate, this legacy holding property is the kind of asset that seldom comes to market on Maryland's Upper Eastern Shore. 1,054 +/- acres held intact under one ownership: 680 tillable acres, 272 acres of timber, 5 ponds, 3 impoundments, 26.75-acre wetlands restoration project, 45 acres CRP, a 3.75 mile interior gravel road system, 3 residences, and multiple farm outbuildings. At its center stands Caulk's Field House, circa 1743, a remarkably preserved residence on the ground recognized among Maryland's best-preserved War of 1812 sites. Nearly four miles of farm roads reach every corner of the property, and the ponds, impoundments, and mature timber hold waterfowl, whitetail and countless other game species. Also included beyond the farming operation: 7 acres zoned commercial, additional parcels zoned Village, and four sewer allocations secured along Georgetown Road. A working farm today, with room to grow, suited to farmers, sportsmen, conservation buyers, and investors.

8184 Rock Hall Rd, Chestertown

Listing courtesy of Cross Street Realtors LLC. Contact:

$19,900,000

Rarely… does such a unique, well-designed, constructed, and maintained world-class equestrian facility grace the international real estate market. Spanning 510 preserved acres, this iconic equestrian estate boasts a rich legacy and unparalleled amenities, including a state-of-the-art equestrian training facility built by B&D Builders, a nationally renowned custom builder. RiverEdge Farm is synonymous with world-class equestrian training, ideally suited to any discipline. The farm has previously housed numerous Olympic dressage and three-day event horses, operated as a top-class private thoroughbred breeding facility, and most recently served as a training mecca for world-class dressage. At the heart of the property is a spectacular 31-stall, 45,000-square-foot indoor dressage show barn. Built with unmatched craftsmanship and old-world charm second to none. Visitors are welcomed through a charming, covered porch and elegant, glass-paneled double doors into a grand reception area featuring a central stone fireplace and a private meeting room, all adorned with custom millwork throughout. Overlooking the 100’ x 200’ indoor dressage arena are stunning glass-enclosed observation areas on both the first and second floors, that are brilliantly filled with natural light and character. This impressive space includes twin service bars, a conveniently located commercial-grade kitchen, and a spacious area ideal for entertaining. An ornate wide-plank staircase leads to a lofted second level with private office suites, an exercise room, and a lounge area. The barn itself is thoughtfully designed, featuring barreled ceilings, six grooming/wash stalls, two well-appointed tack rooms, a central eat-in kitchen/break area, a laundry room, and a three-season sitting room offering panoramic views through grand window walls on two sides. The barn’s layout seamlessly flows through a bank of 31 spacious (mostly 14’ x 14’) stalls, curving into an additional wing with even more accommodations. Complementing the equestrian facilities is a beautifully appointed 9,000-square-foot brick manor home of Georgian architectural style, offering four bedrooms and 3 full & 2 half bathrooms. This wonderful home features an updated kitchen, brick and antique wood flooring, beamed ceilings, a sunken living room, multiple fireplaces, a spacious game room, and a detached three-car garage. The extensive grounds are thoughtfully and professionally landscaped. It artfully blends traditional character with modern conveniences—perfectly suited for today’s lifestyle. Also included within this breathtaking property is a luxurious guest home featuring a chef’s kitchen and an enclosed timber-framed pavilion over a heated indoor pool. Additionally, there is a 15-stall center-aisle block barn with a six-horse Kraft Eurocizer, as well as numerous ancillary operational buildings, including a fully functional brick office building—and numerous double-fenced fields and paddocks with approximately 10 miles of four-rail post-and-board fencing offering unparalleled views throughout the farm. RiverEdge is set within one of Maryland’s largest agricultural preservation areas and is protected by a conservation easement, ensuring its beauty and legacy for generations to come. The property includes 4 parcels: 0802016206 - 109.4 acres, 0802019078 - 186.7 acres, 0802029049 - 106 acres, and 0802029537 - 109.4 acres.

4 Beds ⋅ 5 Baths

Rarely… does such a unique, well-designed, constructed, and maintained world-class equestrian facility grace the international real estate market. Spanning 510 preserved acres, this iconic equestrian estate boasts a rich legacy and unparalleled amenities, including a state-of-the-art equestrian training facility built by B&D Builders, a nationally renowned custom builder. RiverEdge Farm is synonymous with world-class equestrian training, ideally suited to any discipline. The farm has previously housed numerous Olympic dressage and three-day event horses, operated as a top-class private thoroughbred breeding facility, and most recently served as a training mecca for world-class dressage. At the heart of the property is a spectacular 31-stall, 45,000-square-foot indoor dressage show barn. Built with unmatched craftsmanship and old-world charm second to none. Visitors are welcomed through a charming, covered porch and elegant, glass-paneled double doors into a grand reception area featuring a central stone fireplace and a private meeting room, all adorned with custom millwork throughout. Overlooking the 100’ x 200’ indoor dressage arena are stunning glass-enclosed observation areas on both the first and second floors, that are brilliantly filled with natural light and character. This impressive space includes twin service bars, a conveniently located commercial-grade kitchen, and a spacious area ideal for entertaining. An ornate wide-plank staircase leads to a lofted second level with private office suites, an exercise room, and a lounge area. The barn itself is thoughtfully designed, featuring barreled ceilings, six grooming/wash stalls, two well-appointed tack rooms, a central eat-in kitchen/break area, a laundry room, and a three-season sitting room offering panoramic views through grand window walls on two sides. The barn’s layout seamlessly flows through a bank of 31 spacious (mostly 14’ x 14’) stalls, curving into an additional wing with even more accommodations. Complementing the equestrian facilities is a beautifully appointed 9,000-square-foot brick manor home of Georgian architectural style, offering four bedrooms and 3 full & 2 half bathrooms. This wonderful home features an updated kitchen, brick and antique wood flooring, beamed ceilings, a sunken living room, multiple fireplaces, a spacious game room, and a detached three-car garage. The extensive grounds are thoughtfully and professionally landscaped. It artfully blends traditional character with modern conveniences—perfectly suited for today’s lifestyle. Also included within this breathtaking property is a luxurious guest home featuring a chef’s kitchen and an enclosed timber-framed pavilion over a heated indoor pool. Additionally, there is a 15-stall center-aisle block barn with a six-horse Kraft Eurocizer, as well as numerous ancillary operational buildings, including a fully functional brick office building—and numerous double-fenced fields and paddocks with approximately 10 miles of four-rail post-and-board fencing offering unparalleled views throughout the farm. RiverEdge is set within one of Maryland’s largest agricultural preservation areas and is protected by a conservation easement, ensuring its beauty and legacy for generations to come. The property includes 4 parcels: 0802016206 - 109.4 acres, 0802019078 - 186.7 acres, 0802029049 - 106 acres, and 0802029537 - 109.4 acres.

1455 Cayots Corner Rd, Chesapeake City

Listing courtesy of Monument Sotheby's International Realty. Contact:

$19,900,000

Rarely… does such a unique, well-designed, constructed, and maintained world-class equestrian facility grace the international real estate market. Spanning 510 preserved acres, this iconic equestrian estate boasts a rich legacy and unparalleled amenities, including a state-of-the-art equestrian training facility built by B&D Builders, a nationally renowned custom builder. RiverEdge Farm is synonymous with world-class equestrian training, ideally suited to any discipline. The farm has previously housed numerous Olympic dressage and three-day event horses, operated as a top-class private thoroughbred breeding facility, and most recently served as a training mecca for world-class dressage. At the heart of the property is a spectacular 31-stall, 45,000-square-foot indoor dressage show barn. Built with unmatched craftsmanship and old-world charm second to none. Visitors are welcomed through a charming, covered porch and elegant, glass-paneled double doors into a grand reception area featuring a central stone fireplace and a private meeting room, all adorned with custom millwork throughout. Overlooking the 100’ x 200’ indoor dressage arena are stunning glass-enclosed observation areas on both the first and second floors, that are brilliantly filled with natural light and character. This impressive space includes twin service bars, a conveniently located commercial-grade kitchen, and a spacious area ideal for entertaining. An ornate wide-plank staircase leads to a lofted second level with private office suites, an exercise room, and a lounge area. The barn itself is thoughtfully designed, featuring barreled ceilings, six grooming/wash stalls, two well-appointed tack rooms, a central eat-in kitchen/break area, a laundry room, and a three-season sitting room offering panoramic views through grand window walls on two sides. The barn’s layout seamlessly flows through a bank of 31 spacious (mostly 14’ x 14’) stalls, curving into an additional wing with even more accommodations. Complementing the equestrian facilities is a beautifully appointed 9,000-square-foot brick manor home of Georgian architectural style, offering four bedrooms and 3 full & 2 half bathrooms. This wonderful home features an updated kitchen, brick and antique wood flooring, beamed ceilings, a sunken living room, multiple fireplaces, a spacious game room, and a detached three-car garage. The extensive grounds are thoughtfully and professionally landscaped. It artfully blends traditional character with modern conveniences—perfectly suited for today’s lifestyle. Also included within this breathtaking property is a luxurious guest home featuring a chef’s kitchen and an enclosed timber-framed pavilion over a heated indoor pool. Additionally, there is a 15-stall center-aisle block barn with a six-horse Kraft Eurocizer, as well as numerous ancillary operational buildings, including a fully functional brick office building—and numerous double-fenced fields and paddocks with approximately 10 miles of four-rail post-and-board fencing offering unparalleled views throughout the farm. RiverEdge is set within one of Maryland’s largest agricultural preservation areas and is protected by a conservation easement, ensuring its beauty and legacy for generations to come. The property includes 4 parcels: 0802016206 - 109.4 acres, 0802019078 - 186.7 acres, 0802029049 - 106 acres, and 0802029537 - 109.4 acres.

4 Beds ⋅ 5 Baths

Rarely… does such a unique, well-designed, constructed, and maintained world-class equestrian facility grace the international real estate market. Spanning 510 preserved acres, this iconic equestrian estate boasts a rich legacy and unparalleled amenities, including a state-of-the-art equestrian training facility built by B&D Builders, a nationally renowned custom builder. RiverEdge Farm is synonymous with world-class equestrian training, ideally suited to any discipline. The farm has previously housed numerous Olympic dressage and three-day event horses, operated as a top-class private thoroughbred breeding facility, and most recently served as a training mecca for world-class dressage. At the heart of the property is a spectacular 31-stall, 45,000-square-foot indoor dressage show barn. Built with unmatched craftsmanship and old-world charm second to none. Visitors are welcomed through a charming, covered porch and elegant, glass-paneled double doors into a grand reception area featuring a central stone fireplace and a private meeting room, all adorned with custom millwork throughout. Overlooking the 100’ x 200’ indoor dressage arena are stunning glass-enclosed observation areas on both the first and second floors, that are brilliantly filled with natural light and character. This impressive space includes twin service bars, a conveniently located commercial-grade kitchen, and a spacious area ideal for entertaining. An ornate wide-plank staircase leads to a lofted second level with private office suites, an exercise room, and a lounge area. The barn itself is thoughtfully designed, featuring barreled ceilings, six grooming/wash stalls, two well-appointed tack rooms, a central eat-in kitchen/break area, a laundry room, and a three-season sitting room offering panoramic views through grand window walls on two sides. The barn’s layout seamlessly flows through a bank of 31 spacious (mostly 14’ x 14’) stalls, curving into an additional wing with even more accommodations. Complementing the equestrian facilities is a beautifully appointed 9,000-square-foot brick manor home of Georgian architectural style, offering four bedrooms and 3 full & 2 half bathrooms. This wonderful home features an updated kitchen, brick and antique wood flooring, beamed ceilings, a sunken living room, multiple fireplaces, a spacious game room, and a detached three-car garage. The extensive grounds are thoughtfully and professionally landscaped. It artfully blends traditional character with modern conveniences—perfectly suited for today’s lifestyle. Also included within this breathtaking property is a luxurious guest home featuring a chef’s kitchen and an enclosed timber-framed pavilion over a heated indoor pool. Additionally, there is a 15-stall center-aisle block barn with a six-horse Kraft Eurocizer, as well as numerous ancillary operational buildings, including a fully functional brick office building—and numerous double-fenced fields and paddocks with approximately 10 miles of four-rail post-and-board fencing offering unparalleled views throughout the farm. RiverEdge is set within one of Maryland’s largest agricultural preservation areas and is protected by a conservation easement, ensuring its beauty and legacy for generations to come. The property includes 4 parcels: 0802016206 - 109.4 acres, 0802019078 - 186.7 acres, 0802029049 - 106 acres, and 0802029537 - 109.4 acres.

1455 Cayots Corner Rd, Chesapeake City

Listing courtesy of Monument Sotheby's International Realty. Contact:

$18,000,000

Rare opportunity to purchase 26 + acres of waterfront on the South River! This just does not happen! 5 separate lots. Zoned MA2, R1, RLD/OS. Features 1 lot with brick rancher 4 bedrooms and 3 baths. Deep water pier with gazebo and boat house. Total water frontage is approx. 1200 feet. Endless opportunities to develop this gem. Family compound, private estate, horses, lots of privacy and nature. Near South River Bridge. Selling as an entire package. Includes parcels 157,158, 378,159 and 154. Property Tax Records. 020200006760600, 020200006764800, 020200006765200, 020200006765000, 020200090083947. Agent related to owner. Appointment required. Owner Financing Available.

4 Beds ⋅ 3 Baths

Rare opportunity to purchase 26 + acres of waterfront on the South River! This just does not happen! 5 separate lots. Zoned MA2, R1, RLD/OS. Features 1 lot with brick rancher 4 bedrooms and 3 baths. Deep water pier with gazebo and boat house. Total water frontage is approx. 1200 feet. Endless opportunities to develop this gem. Family compound, private estate, horses, lots of privacy and nature. Near South River Bridge. Selling as an entire package. Includes parcels 157,158, 378,159 and 154. Property Tax Records. 020200006760600, 020200006764800, 020200006765200, 020200006765000, 020200090083947. Agent related to owner. Appointment required. Owner Financing Available.

27 Old S River Rd, Edgewater

Listing courtesy of Hoffman Real Estate Group, LLC. Contact:

$16,500,000

Set in the heart of Maryland’s storied Worthington Valley, Sagamore Farm offers an extraordinary opportunity to own one of the most iconic estates in American Thoroughbred racing. Founded in 1925 by Isaac Emerson and later entrusted to Alfred G. Vanderbilt Jr., Sagamore rose to international prominence as a premier breeding and training ground, producing legendary racehorses and hosting generations of equestrian excellence. Today, the estate spans over 524± acres of rolling pastures framed by classic white board fencing, thoughtfully restored to honor its legacy while supporting modern operations. At its center, a stately 16,000+ square foot residence offers gracious, light-filled living spaces designed for both refined entertaining and everyday comfort. A richly appointed library provides a quiet retreat, while the formal dining room, scaled for memorable gatherings, sets the stage for elegant evenings. Each of the six upper-level bedrooms features its own en-suite bath, creating a private sanctuary for family and guests alike. The equestrian facilities are equally exceptional. A 3/4-mile (six-furlong) Tapeta synthetic training track delivers superior footing, complemented by the iconic Clocker’s Tower with a viewing lounge, kitchenette, and dining area offering an elevated vantage point for overseeing training or hosting with ease. The property includes a comprehensive collection of barns, including a stallion barn, training barn, broodmare barn, and foaling barn, along with expansive turnout paddocks. Vanderbilt's original home remains on the property, providing residence for a general manager, while the well-appointed bunkhouse provides comfortable accommodations for staff and jockeys. Also on the grounds is an historic natural spring house, adding a distinctive nod to the land’s enduring heritage. With its unmatched pedigree, world-class infrastructure, and timeless setting, Sagamore Farm represents a rare offering equally suited for a premier Thoroughbred operation or a visionary expansion into additional equestrian disciplines. A legacy property of remarkable scale, significance, and possibility. With effortless access to I-83, I-695, BWI Airport, Washington, D.C., New York, and central to the world’s most prestigious racing venues, Sagamore Farm stands ready for its next chapter.

7 Beds ⋅ 10 Baths

Set in the heart of Maryland’s storied Worthington Valley, Sagamore Farm offers an extraordinary opportunity to own one of the most iconic estates in American Thoroughbred racing. Founded in 1925 by Isaac Emerson and later entrusted to Alfred G. Vanderbilt Jr., Sagamore rose to international prominence as a premier breeding and training ground, producing legendary racehorses and hosting generations of equestrian excellence. Today, the estate spans over 524± acres of rolling pastures framed by classic white board fencing, thoughtfully restored to honor its legacy while supporting modern operations. At its center, a stately 16,000+ square foot residence offers gracious, light-filled living spaces designed for both refined entertaining and everyday comfort. A richly appointed library provides a quiet retreat, while the formal dining room, scaled for memorable gatherings, sets the stage for elegant evenings. Each of the six upper-level bedrooms features its own en-suite bath, creating a private sanctuary for family and guests alike. The equestrian facilities are equally exceptional. A 3/4-mile (six-furlong) Tapeta synthetic training track delivers superior footing, complemented by the iconic Clocker’s Tower with a viewing lounge, kitchenette, and dining area offering an elevated vantage point for overseeing training or hosting with ease. The property includes a comprehensive collection of barns, including a stallion barn, training barn, broodmare barn, and foaling barn, along with expansive turnout paddocks. Vanderbilt's original home remains on the property, providing residence for a general manager, while the well-appointed bunkhouse provides comfortable accommodations for staff and jockeys. Also on the grounds is an historic natural spring house, adding a distinctive nod to the land’s enduring heritage. With its unmatched pedigree, world-class infrastructure, and timeless setting, Sagamore Farm represents a rare offering equally suited for a premier Thoroughbred operation or a visionary expansion into additional equestrian disciplines. A legacy property of remarkable scale, significance, and possibility. With effortless access to I-83, I-695, BWI Airport, Washington, D.C., New York, and central to the world’s most prestigious racing venues, Sagamore Farm stands ready for its next chapter.

3366 Belmont Ave, Glyndon

Listing courtesy of Monument Sotheby's International Realty. Contact:

$16,500,000

Set in the heart of Maryland’s storied Worthington Valley, Sagamore Farm offers an extraordinary opportunity to own one of the most iconic estates in American Thoroughbred racing. Founded in 1925 by Isaac Emerson and later entrusted to Alfred G. Vanderbilt Jr., Sagamore rose to international prominence as a premier breeding and training ground, producing legendary racehorses and hosting generations of equestrian excellence. Today, the estate spans over 524± acres of rolling pastures framed by classic white board fencing, thoughtfully restored to honor its legacy while supporting modern operations. At its center, a stately 16,000+ square foot residence offers gracious, light-filled living spaces designed for both refined entertaining and everyday comfort. A richly appointed library provides a quiet retreat, while the formal dining room, scaled for memorable gatherings, sets the stage for elegant evenings. Each of the six upper-level bedrooms features its own en-suite bath, creating a private sanctuary for family and guests alike. The equestrian facilities are equally exceptional. A 3/4-mile (six-furlong) Tapeta synthetic training track delivers superior footing, complemented by the iconic Clocker’s Tower with a viewing lounge, kitchenette, and dining area offering an elevated vantage point for overseeing training or hosting with ease. The property includes a comprehensive collection of barns, including a stallion barn, training barn, broodmare barn, and foaling barn, along with expansive turnout paddocks. Vanderbilt's original home remains on the property, providing residence for a general manager, while the well-appointed bunkhouse provides comfortable accommodations for staff and jockeys. Also on the grounds is an historic natural spring house, adding a distinctive nod to the land’s enduring heritage. With its unmatched pedigree, world-class infrastructure, and timeless setting, Sagamore Farm represents a rare offering equally suited for a premier Thoroughbred operation or a visionary expansion into additional equestrian disciplines. A legacy property of remarkable scale, significance, and possibility. With effortless access to I-83, I-695, BWI Airport, Washington, D.C., New York, and central to the world’s most prestigious racing venues, Sagamore Farm stands ready for its next chapter.

7 Beds ⋅ 10 Baths

Set in the heart of Maryland’s storied Worthington Valley, Sagamore Farm offers an extraordinary opportunity to own one of the most iconic estates in American Thoroughbred racing. Founded in 1925 by Isaac Emerson and later entrusted to Alfred G. Vanderbilt Jr., Sagamore rose to international prominence as a premier breeding and training ground, producing legendary racehorses and hosting generations of equestrian excellence. Today, the estate spans over 524± acres of rolling pastures framed by classic white board fencing, thoughtfully restored to honor its legacy while supporting modern operations. At its center, a stately 16,000+ square foot residence offers gracious, light-filled living spaces designed for both refined entertaining and everyday comfort. A richly appointed library provides a quiet retreat, while the formal dining room, scaled for memorable gatherings, sets the stage for elegant evenings. Each of the six upper-level bedrooms features its own en-suite bath, creating a private sanctuary for family and guests alike. The equestrian facilities are equally exceptional. A 3/4-mile (six-furlong) Tapeta synthetic training track delivers superior footing, complemented by the iconic Clocker’s Tower with a viewing lounge, kitchenette, and dining area offering an elevated vantage point for overseeing training or hosting with ease. The property includes a comprehensive collection of barns, including a stallion barn, training barn, broodmare barn, and foaling barn, along with expansive turnout paddocks. Vanderbilt's original home remains on the property, providing residence for a general manager, while the well-appointed bunkhouse provides comfortable accommodations for staff and jockeys. Also on the grounds is an historic natural spring house, adding a distinctive nod to the land’s enduring heritage. With its unmatched pedigree, world-class infrastructure, and timeless setting, Sagamore Farm represents a rare offering equally suited for a premier Thoroughbred operation or a visionary expansion into additional equestrian disciplines. A legacy property of remarkable scale, significance, and possibility. With effortless access to I-83, I-695, BWI Airport, Washington, D.C., New York, and central to the world’s most prestigious racing venues, Sagamore Farm stands ready for its next chapter.

3366 Belmont Ave, Glyndon

Listing courtesy of Monument Sotheby's International Realty. Contact:

$15,000,000

OPEN HOUSES BY APPOINTMENT. PLEASE COME AND TAKE A LOOK AT THIS MAGNIFICENT 500 ACRE ESTATE WHERE THE FOUNDING FATHER'S ONCE MINGLED! Mulberry Fields is one of those rare places where the land itself tells the story. The mile-long cedar avenue announces the stately approach, its rows planted at an ever-widening angle to draw the eye toward the Potomac below, a feat of 18th-century landscape design so precise it has appeared in gardening textbooks for centuries. At the end of that drive stands the last surviving Georgian manor house in St. Mary’s County, a ca. 1755 brick estate where the center hall, great room, and dining room are paneled in raised wood from floor to ceiling, the original moldings, doors, and mantels intact after nearly 270 years. Beyond the manor, two Georgian brick dependencies anchor a formal north courtyard, and the grounds unfold across just under 500 acres of fertile land before meeting 1,700 feet of white sand Potomac riverfront. There is simply no other property like this on the Eastern Seaboard.

6 Beds ⋅ 5 Baths

OPEN HOUSES BY APPOINTMENT. PLEASE COME AND TAKE A LOOK AT THIS MAGNIFICENT 500 ACRE ESTATE WHERE THE FOUNDING FATHER'S ONCE MINGLED! Mulberry Fields is one of those rare places where the land itself tells the story. The mile-long cedar avenue announces the stately approach, its rows planted at an ever-widening angle to draw the eye toward the Potomac below, a feat of 18th-century landscape design so precise it has appeared in gardening textbooks for centuries. At the end of that drive stands the last surviving Georgian manor house in St. Mary’s County, a ca. 1755 brick estate where the center hall, great room, and dining room are paneled in raised wood from floor to ceiling, the original moldings, doors, and mantels intact after nearly 270 years. Beyond the manor, two Georgian brick dependencies anchor a formal north courtyard, and the grounds unfold across just under 500 acres of fertile land before meeting 1,700 feet of white sand Potomac riverfront. There is simply no other property like this on the Eastern Seaboard.

19700 Mulberry Fields Rd, Leonardtown

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$13,750,000

Stock Range Farm spans 350 acres of prime waterfront and is available for purchase in its entirety OR with reduced acreage including the main residence, if the buyer so chooses. Options include selling main residence with 20+ acres, 40+ acres, and 100+ acres. **CALL listing agent for more information! The property is free of easements and includes development rights, subject to all applicable Talbot County zoning regulations. With vast working farmland and resort-style amenities, this rare gem truly combines luxury and sophistication with seclusion and tranquility. The 12,000+ sq. ft. primary residence showcases the breathtaking stylings of acclaimed architect Peter Jay Zweig and exemplifies the pinnacle of luxury living. Built by Ilex Construction, striking architectural details and unparalleled craftsmanship are demonstrated throughout, seamlessly integrating with the breathtaking beauty of the landscape. This magnificent home is filled with an abundance of natural light and boasts panoramic views, thanks to soaring glass walls that overlook the tranquil waters of Pickering Creek, expansive fields, and picturesque vineyards. The thoughtfully curated interior includes spacious living areas, a stunning owner's wing that offers privacy and comfort, and a separate guest wing that features a full kitchen, providing ideal accommodations for family and visitors. High-end features abound, including a gourmet kitchen, recreation room complete with kitchen and bar for entertaining, full exercise room, 5 car garages, elevator, heated limestone floors, Venetian plaster walls, and multiple outdoor decks. At every turn, this property exudes the loving care it has received. Outside, the resort-style amenities include a large, heated infinity pool, complete with waterfall and hot tub, stunning pool pavilion with full outdoor kitchen, stone fireplace, and two TV’s and AV system. Along with the waterside tennis/pickleball court, tranquil koi pond, and private pier with 4-5’MLW, the opportunities for outdoor fun and relaxation are boundless. In addition is the beautifully renovated 4-bedroom guesthouse with views of the vineyards, providing comfortable accommodations for family and friends. A well-equipped 9-stall barn includes a tack room/office, kitchenette, and a riding ring, complemented by 20 acres of fenced pastures. There is also a 3-4 BR caretaker's home, a fully outfitted greenhouse, large equipment barn complete with an office and full workshop, and hay barn for storage. The property also offers excellent hunting opportunities, making it a versatile retreat for outdoor enthusiasts. The highlights of this extraordinary property continue through every acre, including sweeping landscapes and hardscapes, 200 acres of working farmland, 5 acres of vineyards, and a 6-acre stocked pond with private island. Unparalleled in its mix of tranquility and luxury, the opportunity to experience the very best of the Eastern Shore’s refined lifestyle and natural beauty is only possible at Stock Range Farm. Please don't drive in driveway as there are security cameras and alarm. All appointments must be made with listing agent and additional information and details are available upon request.

5 Beds ⋅ 9 Baths

Stock Range Farm spans 350 acres of prime waterfront and is available for purchase in its entirety OR with reduced acreage including the main residence, if the buyer so chooses. Options include selling main residence with 20+ acres, 40+ acres, and 100+ acres. **CALL listing agent for more information! The property is free of easements and includes development rights, subject to all applicable Talbot County zoning regulations. With vast working farmland and resort-style amenities, this rare gem truly combines luxury and sophistication with seclusion and tranquility. The 12,000+ sq. ft. primary residence showcases the breathtaking stylings of acclaimed architect Peter Jay Zweig and exemplifies the pinnacle of luxury living. Built by Ilex Construction, striking architectural details and unparalleled craftsmanship are demonstrated throughout, seamlessly integrating with the breathtaking beauty of the landscape. This magnificent home is filled with an abundance of natural light and boasts panoramic views, thanks to soaring glass walls that overlook the tranquil waters of Pickering Creek, expansive fields, and picturesque vineyards. The thoughtfully curated interior includes spacious living areas, a stunning owner's wing that offers privacy and comfort, and a separate guest wing that features a full kitchen, providing ideal accommodations for family and visitors. High-end features abound, including a gourmet kitchen, recreation room complete with kitchen and bar for entertaining, full exercise room, 5 car garages, elevator, heated limestone floors, Venetian plaster walls, and multiple outdoor decks. At every turn, this property exudes the loving care it has received. Outside, the resort-style amenities include a large, heated infinity pool, complete with waterfall and hot tub, stunning pool pavilion with full outdoor kitchen, stone fireplace, and two TV’s and AV system. Along with the waterside tennis/pickleball court, tranquil koi pond, and private pier with 4-5’MLW, the opportunities for outdoor fun and relaxation are boundless. In addition is the beautifully renovated 4-bedroom guesthouse with views of the vineyards, providing comfortable accommodations for family and friends. A well-equipped 9-stall barn includes a tack room/office, kitchenette, and a riding ring, complemented by 20 acres of fenced pastures. There is also a 3-4 BR caretaker's home, a fully outfitted greenhouse, large equipment barn complete with an office and full workshop, and hay barn for storage. The property also offers excellent hunting opportunities, making it a versatile retreat for outdoor enthusiasts. The highlights of this extraordinary property continue through every acre, including sweeping landscapes and hardscapes, 200 acres of working farmland, 5 acres of vineyards, and a 6-acre stocked pond with private island. Unparalleled in its mix of tranquility and luxury, the opportunity to experience the very best of the Eastern Shore’s refined lifestyle and natural beauty is only possible at Stock Range Farm. Please don't drive in driveway as there are security cameras and alarm. All appointments must be made with listing agent and additional information and details are available upon request.

27772 Sharp Rd, Easton

Listing courtesy of TTR Sotheby's International Realty. Contact:

$12,975,000

This extraordinary gated 20-acre waterfront estate, featuring a French-inspired stone residence, sits prominently along the banks of the Severn River just minutes from downtown Annapolis and under an hour from Washington, DC. With coveted western exposure, the property offers breathtaking, year-round sunsets and over 23,000 square feet of combined living space across the main house, guest house, and carriage house—all set amid rolling lawns, formal gardens, mature trees, and natural surroundings. The main residence is designed for both grand entertaining and comfortable living, with ten sets of French doors opening to terraces and gardens. A dramatic two-story foyer with limestone and marble inlays leads to a soaring great room anchored by an 18th-century French carved limestone mantel. Additional main-level spaces include a formal dining room, library, and music room—each with its own fireplace—and a gourmet kitchen featuring dual marble-topped islands. Upstairs, an open gallery overlooks the great room and grounds, while the expansive primary suite offers a fireplace, private sitting room, and waterside balcony with sweeping river views. The lower level is equally impressive, with a family room, billiards room and bar, a striking stone wine cellar with tasting room, media room, full gym with bath and sauna, and an additional bedroom suite. A separate wing provides a dedicated art studio or craft space, complemented by a motor court and two three-car garages. Outdoor living is equally refined, with manicured lawns and gardens, an expansive patio, outdoor kitchen, hot tub, and charming details including a gardening shed, chicken coop, and raised beds. The approximately 6,000-square-foot guest house is ideal for hosting, centered around a pool with a covered veranda, outdoor fireplace, bar, and gazebo—all with water views. Inside, it offers spacious living and dining areas with a shared stone fireplace, three bedrooms, two full and two half baths, and a full catering kitchen with Viking appliances. A breezeway connects to the carriage house with an additional three-car garage. The estate’s 900 feet of shoreline is complemented by a 350-foot deep-water pier (8–9' MLW) with four slips, including two accommodating 60-foot vessels, and two boat lifts—perfect for boating, sailing, and enjoying life on the Severn River and Chesapeake Bay.

6 Beds ⋅ 11 Baths

This extraordinary gated 20-acre waterfront estate, featuring a French-inspired stone residence, sits prominently along the banks of the Severn River just minutes from downtown Annapolis and under an hour from Washington, DC. With coveted western exposure, the property offers breathtaking, year-round sunsets and over 23,000 square feet of combined living space across the main house, guest house, and carriage house—all set amid rolling lawns, formal gardens, mature trees, and natural surroundings. The main residence is designed for both grand entertaining and comfortable living, with ten sets of French doors opening to terraces and gardens. A dramatic two-story foyer with limestone and marble inlays leads to a soaring great room anchored by an 18th-century French carved limestone mantel. Additional main-level spaces include a formal dining room, library, and music room—each with its own fireplace—and a gourmet kitchen featuring dual marble-topped islands. Upstairs, an open gallery overlooks the great room and grounds, while the expansive primary suite offers a fireplace, private sitting room, and waterside balcony with sweeping river views. The lower level is equally impressive, with a family room, billiards room and bar, a striking stone wine cellar with tasting room, media room, full gym with bath and sauna, and an additional bedroom suite. A separate wing provides a dedicated art studio or craft space, complemented by a motor court and two three-car garages. Outdoor living is equally refined, with manicured lawns and gardens, an expansive patio, outdoor kitchen, hot tub, and charming details including a gardening shed, chicken coop, and raised beds. The approximately 6,000-square-foot guest house is ideal for hosting, centered around a pool with a covered veranda, outdoor fireplace, bar, and gazebo—all with water views. Inside, it offers spacious living and dining areas with a shared stone fireplace, three bedrooms, two full and two half baths, and a full catering kitchen with Viking appliances. A breezeway connects to the carriage house with an additional three-car garage. The estate’s 900 feet of shoreline is complemented by a 350-foot deep-water pier (8–9' MLW) with four slips, including two accommodating 60-foot vessels, and two boat lifts—perfect for boating, sailing, and enjoying life on the Severn River and Chesapeake Bay.

938 Old County Rd, Severna Park

Listing courtesy of Coldwell Banker Realty. Contact:

$12,500,000

Overlooking the Potomac River in scenic Glen Echo, Wissioming Road is a modernist masterpiece designed by the critically acclaimed Robert M. Gurney, FAIA. In the architect’s signature style, interconnected structures harmonize with the site’s natural topography to create a striking visual cohesion and uninterrupted views of the roaring river beyond. A spectacular addition by Christopher Tucker, constructed by Steve Howard of Square One Development, enhances Gurney’s original vision of Corten steel, rich wood, and expansive glass. The approach is both bold and intentional—anchored by a generous covered carport and an attached, heated four-car garage, offering exceptional space for the automobile enthusiast. A bridge crosses whimsical, High Line–inspired landscaping in the central courtyard, leading to the home’s dramatic main entrance. Inside, the main living area is a masterclass in luxurious minimalism. Slender steel window frames—laid out in a Mondrian-inspired pattern—frame sweeping views of the Potomac, while large, unbroken slabs of white terrazzo flooring reflect natural light to heighten the sense of space. Rich mahogany paneling conceals the television, and a floating bamboo vanity distinguishes the formal powder room. An adjacent screened-in porch with its own fireplace and television allows for four-season enjoyment. The chef’s kitchen is nestled beneath an upper-level mezzanine, illuminated by double-height, floor-to-ceiling windows with motorized shades. Sleek European Varenna by Poliform cabinetry conceals a suite of professional-grade Miele appliances, subtly accentuated by architectural Delta lighting. The space opens into a generous dining area, perfectly positioned to overlook the central courtyard and create a seamless indoor-outdoor experience. A full butler’s pantry with redundant appliances and access to the three-level elevator complete the main level. A floating steel staircase leads to the upper level, introduced by a frosted Shoji-paneled wall. Three secondary bedrooms—each with an ensuite bath and walk-in closet—are connected by a shared sitting room. The primary suite commands its own private wing, accessed via a floating glass bridge. Stained ebony floors and two private offices set the tone for the refined sanctuary that follows. Sweeping river views pour into the main sleeping area through floor-to-ceiling windows and continue onto the full-length private balcony, while custom blackout curtains allow for serene retreat. The limestone-clad bath is a study in indulgence, featuring a freestanding tub set against glass, a walk-in shower, sauna, and a separate dressing room. On the lower level, the main recreation area spans more than 52 feet. Polished concrete floors, a wet bar, and a temperature-controlled, illuminated 1,000-bottle wine cellar create an effortless environment for entertaining. In the opposite wing, a professional fitness center with padded flooring, its own HVAC system, and a Helo sauna connects to a fully self-sufficient guest suite complete with private bath, patio, and kitchenette. The lower level’s architectural pièce de résistance is a split-level library. A cozy upper-tier reading nook accesses a cantilevered glass bridge that overlooks the dramatic den below. An unbroken wall of built-ins spans both levels, anchored by a linear gas fireplace and double-height window wall with direct access to the lower patio. Out back, a magnificent 66-foot lap pool serves as the property’s showstopping centerpiece. A built-in grill and fireplace on the rear terrace facilitate al fresco entertaining, framed by dramatic views of the Potomac. An interconnected fortress of luxury, the residence features computer-controlled Lutron lighting, Sonos surround sound, Honeywell security, and video surveillance.

5 Beds ⋅ 8 Baths

Overlooking the Potomac River in scenic Glen Echo, Wissioming Road is a modernist masterpiece designed by the critically acclaimed Robert M. Gurney, FAIA. In the architect’s signature style, interconnected structures harmonize with the site’s natural topography to create a striking visual cohesion and uninterrupted views of the roaring river beyond. A spectacular addition by Christopher Tucker, constructed by Steve Howard of Square One Development, enhances Gurney’s original vision of Corten steel, rich wood, and expansive glass. The approach is both bold and intentional—anchored by a generous covered carport and an attached, heated four-car garage, offering exceptional space for the automobile enthusiast. A bridge crosses whimsical, High Line–inspired landscaping in the central courtyard, leading to the home’s dramatic main entrance. Inside, the main living area is a masterclass in luxurious minimalism. Slender steel window frames—laid out in a Mondrian-inspired pattern—frame sweeping views of the Potomac, while large, unbroken slabs of white terrazzo flooring reflect natural light to heighten the sense of space. Rich mahogany paneling conceals the television, and a floating bamboo vanity distinguishes the formal powder room. An adjacent screened-in porch with its own fireplace and television allows for four-season enjoyment. The chef’s kitchen is nestled beneath an upper-level mezzanine, illuminated by double-height, floor-to-ceiling windows with motorized shades. Sleek European Varenna by Poliform cabinetry conceals a suite of professional-grade Miele appliances, subtly accentuated by architectural Delta lighting. The space opens into a generous dining area, perfectly positioned to overlook the central courtyard and create a seamless indoor-outdoor experience. A full butler’s pantry with redundant appliances and access to the three-level elevator complete the main level. A floating steel staircase leads to the upper level, introduced by a frosted Shoji-paneled wall. Three secondary bedrooms—each with an ensuite bath and walk-in closet—are connected by a shared sitting room. The primary suite commands its own private wing, accessed via a floating glass bridge. Stained ebony floors and two private offices set the tone for the refined sanctuary that follows. Sweeping river views pour into the main sleeping area through floor-to-ceiling windows and continue onto the full-length private balcony, while custom blackout curtains allow for serene retreat. The limestone-clad bath is a study in indulgence, featuring a freestanding tub set against glass, a walk-in shower, sauna, and a separate dressing room. On the lower level, the main recreation area spans more than 52 feet. Polished concrete floors, a wet bar, and a temperature-controlled, illuminated 1,000-bottle wine cellar create an effortless environment for entertaining. In the opposite wing, a professional fitness center with padded flooring, its own HVAC system, and a Helo sauna connects to a fully self-sufficient guest suite complete with private bath, patio, and kitchenette. The lower level’s architectural pièce de résistance is a split-level library. A cozy upper-tier reading nook accesses a cantilevered glass bridge that overlooks the dramatic den below. An unbroken wall of built-ins spans both levels, anchored by a linear gas fireplace and double-height window wall with direct access to the lower patio. Out back, a magnificent 66-foot lap pool serves as the property’s showstopping centerpiece. A built-in grill and fireplace on the rear terrace facilitate al fresco entertaining, framed by dramatic views of the Potomac. An interconnected fortress of luxury, the residence features computer-controlled Lutron lighting, Sonos surround sound, Honeywell security, and video surveillance.

5124 Wissioming Rd, Bethesda

Listing courtesy of TTR Sotheby's International Realty. Contact:

$12,000,000

124 +/- acres on the edge of Easton Md town limits. Farm is currently in row crop production. Situated between Matthewstown Run and Waylands subdivisions, this property is ideal for development potential located in priority areas two and three of Easton's Comprehensive Plan Growth Map. BUYER'S RESPONSIBILITY TO PERFORM DUE DILIGENCE REGARDING PROPERTY LOCATION, USE, RESTRICTIONS, AND TAXES.

3 Beds ⋅ 2 Baths

124 +/- acres on the edge of Easton Md town limits. Farm is currently in row crop production. Situated between Matthewstown Run and Waylands subdivisions, this property is ideal for development potential located in priority areas two and three of Easton's Comprehensive Plan Growth Map. BUYER'S RESPONSIBILITY TO PERFORM DUE DILIGENCE REGARDING PROPERTY LOCATION, USE, RESTRICTIONS, AND TAXES.

29587 Matthewstown Rd, Easton

Listing courtesy of Meredith Fine Properties. Contact:

$11,995,000

1546 Teal Drive, Ocean City, Maryland presents a singular opportunity: the bay’s only private island estate, offering more than three acres of privacy in the heart of Ocean City. Hidden from view behind a gated entrance, the arrival unfolds across a private 120-foot vehicular bridge to an extraordinary world of its own—native marshland, coastal landscape, abundant birdlife and panoramic open-water views, with both sunrise and sunset reflected across the bay. Just three blocks from the beach and iconic Ocean City Boardwalk, this remarkable setting offers the rare combination of seclusion and accessibility. By water, the Ocean City Inlet and Assateague Island are only minutes away, with Harbour Island—home of the internationally renowned White Marlin Open, the world’s largest billfish tournament—nearby. Included with the estate is an adjacent, buildable .29-acre waterfront parcel with approximately 95 feet of bulkheaded shoreline, boardwalk, paved driveway, irrigation and landscaping, creating possibilities for a future guest house or single-family residence, additional parking or expanded waterfront enjoyment. At the center of the island is an approximately 5,000-square-foot shingle-style residence inspired by the enduring coastal architecture of Nantucket and enhanced by renowned Lyman Perry Architects Ltd. of Nantucket, Massachusetts. Inside, craftsmanship and character reveal themselves through custom millwork, Carlisle wide-plank hand-finished pine floors and expansive Andersen doors framing the water beyond. A dramatic 24-foot atrium beneath an oversized skylight is anchored by a soaring Coral Rock wall with an integrated fireplace, creating a striking architectural focal point visible from both levels and connecting the surrounding living spaces. The kitchen and family room were designed for gathering, with custom solid-birch cabinetry by Premier Cabinetry of New Holland, Pennsylvania, and a custom 5-foot by 10-foot teak island. A private office with custom built-ins, guest suite and full bath complete this level. Upstairs, an open bridge overlooks the atrium and leads to the expansive four-room primary suite with bayfront deck, vaulted ceilings, custom cherry built-ins, generous dressing rooms and en-suite bath. Two additional bedrooms offer en-suite baths and private decks. Outdoors, the island becomes its own waterfront resort, with approximately 3,250 square feet of wraparound decking leading to a pool and spa, gazebo bar, full bath, private docking, 10,000-pound boat lift and fish-cleaning station—all surrounded by open water and coastal sky. Significant recent investment includes bulkhead improvements, reinforced helical pilings, bridge renovations, active security and surveillance systems, and maintained structural and mechanical systems. More than a waterfront residence, 1546 Teal Drive is a private island estate of extraordinary rarity—an irreplaceable setting where architecture, land, water and privacy converge in the heart of Ocean City.

4 Beds ⋅ 5 Baths

1546 Teal Drive, Ocean City, Maryland presents a singular opportunity: the bay’s only private island estate, offering more than three acres of privacy in the heart of Ocean City. Hidden from view behind a gated entrance, the arrival unfolds across a private 120-foot vehicular bridge to an extraordinary world of its own—native marshland, coastal landscape, abundant birdlife and panoramic open-water views, with both sunrise and sunset reflected across the bay. Just three blocks from the beach and iconic Ocean City Boardwalk, this remarkable setting offers the rare combination of seclusion and accessibility. By water, the Ocean City Inlet and Assateague Island are only minutes away, with Harbour Island—home of the internationally renowned White Marlin Open, the world’s largest billfish tournament—nearby. Included with the estate is an adjacent, buildable .29-acre waterfront parcel with approximately 95 feet of bulkheaded shoreline, boardwalk, paved driveway, irrigation and landscaping, creating possibilities for a future guest house or single-family residence, additional parking or expanded waterfront enjoyment. At the center of the island is an approximately 5,000-square-foot shingle-style residence inspired by the enduring coastal architecture of Nantucket and enhanced by renowned Lyman Perry Architects Ltd. of Nantucket, Massachusetts. Inside, craftsmanship and character reveal themselves through custom millwork, Carlisle wide-plank hand-finished pine floors and expansive Andersen doors framing the water beyond. A dramatic 24-foot atrium beneath an oversized skylight is anchored by a soaring Coral Rock wall with an integrated fireplace, creating a striking architectural focal point visible from both levels and connecting the surrounding living spaces. The kitchen and family room were designed for gathering, with custom solid-birch cabinetry by Premier Cabinetry of New Holland, Pennsylvania, and a custom 5-foot by 10-foot teak island. A private office with custom built-ins, guest suite and full bath complete this level. Upstairs, an open bridge overlooks the atrium and leads to the expansive four-room primary suite with bayfront deck, vaulted ceilings, custom cherry built-ins, generous dressing rooms and en-suite bath. Two additional bedrooms offer en-suite baths and private decks. Outdoors, the island becomes its own waterfront resort, with approximately 3,250 square feet of wraparound decking leading to a pool and spa, gazebo bar, full bath, private docking, 10,000-pound boat lift and fish-cleaning station—all surrounded by open water and coastal sky. Significant recent investment includes bulkhead improvements, reinforced helical pilings, bridge renovations, active security and surveillance systems, and maintained structural and mechanical systems. More than a waterfront residence, 1546 Teal Drive is a private island estate of extraordinary rarity—an irreplaceable setting where architecture, land, water and privacy converge in the heart of Ocean City.

1546 Teal Dr, Ocean City

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$11,700,000

Live authentically. Align forces with the internationally renowned designer Steven Gambrel. Cultivate your vision with a designer who draws inspiration from vernacular architectural details of the region and was honored as one of today's greatest talents in Architecture and Design in Architectural Digest's "AD 100." A true artist and masterful conductor of form. Steven subscribes to the importance of properly proportioned structures and details, partnered always with a carefully curated collection of vintage, antique, and custom furniture designed by Steven himself. Embark on a journey to create a destination for you and your family. Enduring architecture and honed materials give you the experience of feeling settled and inspired all at once. The award-winning Delbert Adams Construction Group is here to help you realize your vision in all its brilliance. This 20-acre site is worthy of a legacy estate. Raw in its current state, awaiting to be shaped by new stewards. Two separately deeded building sites exist. Elevated main estate site overlooking idyllic pond teeming with life. Relish the long treelined drive with iconic old stone entry monuments. Glorious private setting. Ample room for pool, guest house, gardens, greenhouse, tennis courts, and whatever else might be on your mind. Rock outcroppings. Ponder the benefits of building exactly what you desire. Lively meandering stream and walking paths. Unleash your vision for living with an incredibly talented team to get you there. A site where the synergy of your creativity is elevated with the land. Tucked away in the heart of Greenspring Valley. One of the few sites left in the Valley. Incredibly accessible to Falls Rd, 83, and 695. Conservation easement exists. Photos are concepts for inspiration. Please do not visit the property without an appointment. The art of uniting human and home. Please see related listings. Seller is doing some site work and we will be back in the fall: Hillside | Land | MLS# MDBC2007018 933 Hillside Rd | Land | MLS# 1000113931- Temp off 933 Hillside Rd | Land | MLS# MDBC2026716- Temp off 933 Hillside Lot A | Residential | MLS# MDBC2026352 933 Hillside Lot A | Farm | MLS# MDBC2026534

6 Beds ⋅ 9 Baths

Live authentically. Align forces with the internationally renowned designer Steven Gambrel. Cultivate your vision with a designer who draws inspiration from vernacular architectural details of the region and was honored as one of today's greatest talents in Architecture and Design in Architectural Digest's "AD 100." A true artist and masterful conductor of form. Steven subscribes to the importance of properly proportioned structures and details, partnered always with a carefully curated collection of vintage, antique, and custom furniture designed by Steven himself. Embark on a journey to create a destination for you and your family. Enduring architecture and honed materials give you the experience of feeling settled and inspired all at once. The award-winning Delbert Adams Construction Group is here to help you realize your vision in all its brilliance. This 20-acre site is worthy of a legacy estate. Raw in its current state, awaiting to be shaped by new stewards. Two separately deeded building sites exist. Elevated main estate site overlooking idyllic pond teeming with life. Relish the long treelined drive with iconic old stone entry monuments. Glorious private setting. Ample room for pool, guest house, gardens, greenhouse, tennis courts, and whatever else might be on your mind. Rock outcroppings. Ponder the benefits of building exactly what you desire. Lively meandering stream and walking paths. Unleash your vision for living with an incredibly talented team to get you there. A site where the synergy of your creativity is elevated with the land. Tucked away in the heart of Greenspring Valley. One of the few sites left in the Valley. Incredibly accessible to Falls Rd, 83, and 695. Conservation easement exists. Photos are concepts for inspiration. Please do not visit the property without an appointment. The art of uniting human and home. Please see related listings. Seller is doing some site work and we will be back in the fall: Hillside | Land | MLS# MDBC2007018 933 Hillside Rd | Land | MLS# 1000113931- Temp off 933 Hillside Rd | Land | MLS# MDBC2026716- Temp off 933 Hillside Lot A | Residential | MLS# MDBC2026352 933 Hillside Lot A | Farm | MLS# MDBC2026534

933 Hillside, Lutherville Timonium

Listing courtesy of Krauss Real Property Brokerage. Contact:

$11,700,000

Live authentically. Align forces with the internationally renowned designer Steven Gambrel. Cultivate your vision with a designer who draws inspiration from vernacular architectural details of the region and was honored as one of “today’s greatest talents in Architecture and Design” in Architectural Digest’s “AD 100.” A true artist and masterful conductor of form. Steven subscribes to the importance of properly proportioned structures and details, partnered always with a carefully curated collection of vintage, antique, and custom furniture designed by Steven himself. Embark on a journey to create a destination for you and your family. Enduring architecture and honed materials give you the experience of feeling settled and inspired all at once. The award-winning Delbert Adams Construction Group is here to help you realize your vision in all its brilliance. This 20-acre site is worthy of a legacy estate. Raw in its current state, awaiting to be shaped by new stewards. Two separately deeded building sites exist. Elevated main estate site overlooking idyllic pond teeming with life. Relish the long treelined drive with iconic old stone entry monuments. Glorious private setting. Ample room for pool, guest house, gardens, greenhouse, tennis courts, and whatever else might be on your mind. Rock outcroppings. Ponder the benefits of building exactly what you desire. Lively meandering stream and walking paths. Unleash your vision for living with an incredibly talented team to get you there. A site where the synergy of your creativity is elevated with the land. Tucked away in the heart of Greenspring Valley. One of the few sites left in the Valley. Incredibly accessible to Falls Rd, 83, and 695. Conservation easement exists. Photos are concepts for inspiration. Please do not visit the property without an appointment. The art of uniting human and home. Please see related listings. The seller is doing some site work and we will be back in the fall: Hillside | Land | MLS# MDBC2007018 933 Hillside Rd | Land | MLS# 1000113931- Temp off 933 Hillside Rd | Land | MLS# MDBC2026716 -Temp off 933 Hillside Lot A | Residential | MLS# MDBC2026352- Temp off 933 Hillside Lot A | Farm | MLS# MDBC2026534

6 Beds ⋅ 9 Baths

Live authentically. Align forces with the internationally renowned designer Steven Gambrel. Cultivate your vision with a designer who draws inspiration from vernacular architectural details of the region and was honored as one of “today’s greatest talents in Architecture and Design” in Architectural Digest’s “AD 100.” A true artist and masterful conductor of form. Steven subscribes to the importance of properly proportioned structures and details, partnered always with a carefully curated collection of vintage, antique, and custom furniture designed by Steven himself. Embark on a journey to create a destination for you and your family. Enduring architecture and honed materials give you the experience of feeling settled and inspired all at once. The award-winning Delbert Adams Construction Group is here to help you realize your vision in all its brilliance. This 20-acre site is worthy of a legacy estate. Raw in its current state, awaiting to be shaped by new stewards. Two separately deeded building sites exist. Elevated main estate site overlooking idyllic pond teeming with life. Relish the long treelined drive with iconic old stone entry monuments. Glorious private setting. Ample room for pool, guest house, gardens, greenhouse, tennis courts, and whatever else might be on your mind. Rock outcroppings. Ponder the benefits of building exactly what you desire. Lively meandering stream and walking paths. Unleash your vision for living with an incredibly talented team to get you there. A site where the synergy of your creativity is elevated with the land. Tucked away in the heart of Greenspring Valley. One of the few sites left in the Valley. Incredibly accessible to Falls Rd, 83, and 695. Conservation easement exists. Photos are concepts for inspiration. Please do not visit the property without an appointment. The art of uniting human and home. Please see related listings. The seller is doing some site work and we will be back in the fall: Hillside | Land | MLS# MDBC2007018 933 Hillside Rd | Land | MLS# 1000113931- Temp off 933 Hillside Rd | Land | MLS# MDBC2026716 -Temp off 933 Hillside Lot A | Residential | MLS# MDBC2026352- Temp off 933 Hillside Lot A | Farm | MLS# MDBC2026534

933 Hillside, Lutherville Timonium

Listing courtesy of Krauss Real Property Brokerage. Contact:

$11,500,000

Fairmiles, one of Talbot County’s most distinguished waterfront estates, enjoys an extraordinary setting along the coveted Miles River. This Federal-style manor blends timeless elegance with the warmth and charm of Maryland’s Eastern Shore. Rarely does an estate offer such an intimate connection to the water. The property boasts its own private, boutique winery, adding a layer of refined luxury to the expansive grounds. The residence and waterside swimming pool are remarkably close to the protected shoreline, capturing sweeping, ever-changing river views from nearly every room. Each season unveils its own captivating beauty: summer yachts gracefully navigating the river, autumn’s brilliant palette of changing colors, the enchanting glow of Christmas trees illuminating with neighboring piers, and the fresh blossoms of spring. Together, these ever-changing scenes create a remarkable waterfront experience throughout the year. A private dock with an impressive eight feet of mean low water (MLW) depth offers exceptional opportunities for accommodating deep-draft vessels. Ideally situated between historic Easton and St. Michaels, Fairmiles combines privacy, natural beauty, and refined waterfront living with convenient access to exceptional dining, shopping, and cultural attractions. For the discerning traveler, Easton Airport is approximately ten minutes away, offering convenient private aviation access and fixed-base operator (FBO) services. By appointment only. Listing agents must accompany all showings. Do not enter the property without an appointment.

6 Beds ⋅ 7 Baths

Fairmiles, one of Talbot County’s most distinguished waterfront estates, enjoys an extraordinary setting along the coveted Miles River. This Federal-style manor blends timeless elegance with the warmth and charm of Maryland’s Eastern Shore. Rarely does an estate offer such an intimate connection to the water. The property boasts its own private, boutique winery, adding a layer of refined luxury to the expansive grounds. The residence and waterside swimming pool are remarkably close to the protected shoreline, capturing sweeping, ever-changing river views from nearly every room. Each season unveils its own captivating beauty: summer yachts gracefully navigating the river, autumn’s brilliant palette of changing colors, the enchanting glow of Christmas trees illuminating with neighboring piers, and the fresh blossoms of spring. Together, these ever-changing scenes create a remarkable waterfront experience throughout the year. A private dock with an impressive eight feet of mean low water (MLW) depth offers exceptional opportunities for accommodating deep-draft vessels. Ideally situated between historic Easton and St. Michaels, Fairmiles combines privacy, natural beauty, and refined waterfront living with convenient access to exceptional dining, shopping, and cultural attractions. For the discerning traveler, Easton Airport is approximately ten minutes away, offering convenient private aviation access and fixed-base operator (FBO) services. By appointment only. Listing agents must accompany all showings. Do not enter the property without an appointment.

26989 Miles River Rd, Easton

Listing courtesy of Meredith Fine Properties. Contact:

$10,000,000

This offering marks an extraordinary opportunity to acquire one of North America’s most prestigious properties. While the 437.5 acre farm is globally celebrated for its history of breeding, training, and raising excellence and many world-class sport horse champions, the focus now turns to the sale of the physical estate, a masterpiece of equestrian infrastructure and natural beauty now available for its next chapter. The property is defined by its remarkable landscape, featuring 200 wooded acres of mature trees, 220 acres of pastureland, and 15 acres of impervious structures across the gently rolling terrain of Cecil County. Bordered by 1.3 miles of tranquil waters of the Octoraro Creek, the land offers a rare combination of high-performance utility and serene privacy. The sale includes comprehensive, established equestrian infrastructure, highlighted by a 36-stall main barn, 2 outdoor arenas, 12 fields, 31 paddocks, 14 dwellings, 2 additional barns, and numerous equine facilities that have served as the benchmark for elite sport horse development for decades. The true value of Hilltop Farm’s footprint lies in its versatility; it is a canvas limited only by the scale of one’s imagination. While its equestrian pedigree is unrivaled, the estate invites a bold repurposing as a world-class Agri-Tourism Destination or a Private Legacy Compound. The riverfront and woodlands are perfectly suited for a Luxury Wellness Retreat, with riparian trails just a stone's throw from the urban corridors of Philadelphia, Baltimore, and DC. As this historic operational chapter concludes, the property is now positioned for a new curator to inherit a landscape of immense function and beauty. This is a rare chance to own a sanctuary that has been both a stage for international sport and a community standard-bearer. This listing includes multiple parcels and should be referenced in conjunction with MLS# MDCC2020400 and MLS# MDCC2020404. Photos #6, #9, #12, #18, #30, #32, #40, #52, #59, #63, #68, #70, and #83 are AI-generated concept images of the Conference Center, Tenant House, and Lodge and are intended for illustrative purposes only.

14 Beds ⋅ 14 Baths

This offering marks an extraordinary opportunity to acquire one of North America’s most prestigious properties. While the 437.5 acre farm is globally celebrated for its history of breeding, training, and raising excellence and many world-class sport horse champions, the focus now turns to the sale of the physical estate, a masterpiece of equestrian infrastructure and natural beauty now available for its next chapter. The property is defined by its remarkable landscape, featuring 200 wooded acres of mature trees, 220 acres of pastureland, and 15 acres of impervious structures across the gently rolling terrain of Cecil County. Bordered by 1.3 miles of tranquil waters of the Octoraro Creek, the land offers a rare combination of high-performance utility and serene privacy. The sale includes comprehensive, established equestrian infrastructure, highlighted by a 36-stall main barn, 2 outdoor arenas, 12 fields, 31 paddocks, 14 dwellings, 2 additional barns, and numerous equine facilities that have served as the benchmark for elite sport horse development for decades. The true value of Hilltop Farm’s footprint lies in its versatility; it is a canvas limited only by the scale of one’s imagination. While its equestrian pedigree is unrivaled, the estate invites a bold repurposing as a world-class Agri-Tourism Destination or a Private Legacy Compound. The riverfront and woodlands are perfectly suited for a Luxury Wellness Retreat, with riparian trails just a stone's throw from the urban corridors of Philadelphia, Baltimore, and DC. As this historic operational chapter concludes, the property is now positioned for a new curator to inherit a landscape of immense function and beauty. This is a rare chance to own a sanctuary that has been both a stage for international sport and a community standard-bearer. This listing includes multiple parcels and should be referenced in conjunction with MLS# MDCC2020400 and MLS# MDCC2020404. Photos #6, #9, #12, #18, #30, #32, #40, #52, #59, #63, #68, #70, and #83 are AI-generated concept images of the Conference Center, Tenant House, and Lodge and are intended for illustrative purposes only.

1089 Nesbitt Rd, Colora

Listing courtesy of Engel & Volkers Annapolis. Contact:

$10,000,000

This offering marks an extraordinary opportunity to acquire one of North America’s most prestigious properties. While the 437.5 acre farm is globally celebrated for its history of breeding, training, and raising excellence and many world-class sport horse champions, the focus now turns to the sale of the physical estate, a masterpiece of equestrian infrastructure and natural beauty now available for its next chapter. The property is defined by its remarkable landscape, featuring 200 wooded acres of mature trees, 220 acres of pastureland, and 15 acres of impervious structures across the gently rolling terrain of Cecil County. Bordered by 1.3 miles of tranquil waters of the Octoraro Creek, the land offers a rare combination of high-performance utility and serene privacy. The sale includes comprehensive, established equestrian infrastructure, highlighted by a 36-stall main barn, 2 outdoor arenas, 12 fields, 31 paddocks, 14 dwellings, 2 additional barns, and numerous equine facilities that have served as the benchmark for elite sport horse development for decades. The true value of Hilltop Farm’s footprint lies in its versatility; it is a canvas limited only by the scale of one’s imagination. While its equestrian pedigree is unrivaled, the estate invites a bold repurposing as a world-class Agri-Tourism Destination or a Private Legacy Compound. The riverfront and woodlands are perfectly suited for a Luxury Wellness Retreat, with riparian trails just a stone's throw from the urban corridors of Philadelphia, Baltimore, and DC. As this historic operational chapter concludes, the property is now positioned for a new curator to inherit a landscape of immense function and beauty. This is a rare chance to own a sanctuary that has been both a stage for international sport and a community standard-bearer. This property includes multiple parcels and should be referenced in conjunction with MLS# MDCC2020402 (Tax ID: 0806025811) and MLS# MDCC2020404 (Tax ID: 0806012450). Photos #6, #9, #13, #18, #28, #33, #39, #51, #58, and #61 are AI-generated conceptual images depicting potential improvements and/or uses for the Conference Center, Tenant House, and Lodge. These images are for illustrative purposes only and do not represent existing conditions.

14 Beds ⋅ 14 Baths

This offering marks an extraordinary opportunity to acquire one of North America’s most prestigious properties. While the 437.5 acre farm is globally celebrated for its history of breeding, training, and raising excellence and many world-class sport horse champions, the focus now turns to the sale of the physical estate, a masterpiece of equestrian infrastructure and natural beauty now available for its next chapter. The property is defined by its remarkable landscape, featuring 200 wooded acres of mature trees, 220 acres of pastureland, and 15 acres of impervious structures across the gently rolling terrain of Cecil County. Bordered by 1.3 miles of tranquil waters of the Octoraro Creek, the land offers a rare combination of high-performance utility and serene privacy. The sale includes comprehensive, established equestrian infrastructure, highlighted by a 36-stall main barn, 2 outdoor arenas, 12 fields, 31 paddocks, 14 dwellings, 2 additional barns, and numerous equine facilities that have served as the benchmark for elite sport horse development for decades. The true value of Hilltop Farm’s footprint lies in its versatility; it is a canvas limited only by the scale of one’s imagination. While its equestrian pedigree is unrivaled, the estate invites a bold repurposing as a world-class Agri-Tourism Destination or a Private Legacy Compound. The riverfront and woodlands are perfectly suited for a Luxury Wellness Retreat, with riparian trails just a stone's throw from the urban corridors of Philadelphia, Baltimore, and DC. As this historic operational chapter concludes, the property is now positioned for a new curator to inherit a landscape of immense function and beauty. This is a rare chance to own a sanctuary that has been both a stage for international sport and a community standard-bearer. This property includes multiple parcels and should be referenced in conjunction with MLS# MDCC2020402 (Tax ID: 0806025811) and MLS# MDCC2020404 (Tax ID: 0806012450). Photos #6, #9, #13, #18, #28, #33, #39, #51, #58, and #61 are AI-generated conceptual images depicting potential improvements and/or uses for the Conference Center, Tenant House, and Lodge. These images are for illustrative purposes only and do not represent existing conditions.

1089 Nesbitt Rd, Colora

Listing courtesy of Engel & Volkers Annapolis. Contact:

$9,998,000

NEW PRICE — $9,998,000. A rare opportunity to acquire an extraordinary Annapolis waterfront estate, now thoughtfully repositioned for today’s discerning buyer. Set along 168' of Spa Creek waterfront, this approximately 6,000 SF residence is privately positioned within an exclusive enclave of just three homes. The private deep-water dock offers approximately 8' MLW and accommodates a 60–70' sailboat or yacht with wide beam. Cruise to City Dock and downtown restaurants in minutes, or enjoy panoramic water and unobstructed Annapolis skyline views from home, including front-row views of the Blue Angels, fireworks and annual boat parade. The heated saltwater pool, expansive Ipe deck and beautifully landscaped grounds create exceptional waterfront entertaining. Meticulously maintained and extensively renovated by Pyramid Builders, the architecturally distinctive residence features a dramatic marble foyer, floor-to-ceiling windows, solid wood doors, rich stained black oak flooring and two striking gas fireplaces. The sophisticated white kitchen features Sub-Zero refrigeration, a eight-burner Viking cooktop, high-gloss Premier cabinetry and Neolith porcelain countertops, complemented by designer lighting and a striking floating staircase. A private speakeasy with a custom marble-topped bar creates an intimate setting for cocktails and entertaining. The residence offers 4–5 bedrooms and 5 full and 1 half baths, including a first-floor bedroom suite. A two-car garage, generous parking and private pier complete this exceptional Murray Hill waterfront offering. Enjoy deep-water boating, resort-style outdoor living, sophisticated entertaining and downtown Annapolis—all from one extraordinary private setting.

5 Beds ⋅ 6 Baths

NEW PRICE — $9,998,000. A rare opportunity to acquire an extraordinary Annapolis waterfront estate, now thoughtfully repositioned for today’s discerning buyer. Set along 168' of Spa Creek waterfront, this approximately 6,000 SF residence is privately positioned within an exclusive enclave of just three homes. The private deep-water dock offers approximately 8' MLW and accommodates a 60–70' sailboat or yacht with wide beam. Cruise to City Dock and downtown restaurants in minutes, or enjoy panoramic water and unobstructed Annapolis skyline views from home, including front-row views of the Blue Angels, fireworks and annual boat parade. The heated saltwater pool, expansive Ipe deck and beautifully landscaped grounds create exceptional waterfront entertaining. Meticulously maintained and extensively renovated by Pyramid Builders, the architecturally distinctive residence features a dramatic marble foyer, floor-to-ceiling windows, solid wood doors, rich stained black oak flooring and two striking gas fireplaces. The sophisticated white kitchen features Sub-Zero refrigeration, a eight-burner Viking cooktop, high-gloss Premier cabinetry and Neolith porcelain countertops, complemented by designer lighting and a striking floating staircase. A private speakeasy with a custom marble-topped bar creates an intimate setting for cocktails and entertaining. The residence offers 4–5 bedrooms and 5 full and 1 half baths, including a first-floor bedroom suite. A two-car garage, generous parking and private pier complete this exceptional Murray Hill waterfront offering. Enjoy deep-water boating, resort-style outdoor living, sophisticated entertaining and downtown Annapolis—all from one extraordinary private setting.

8 Spa View Cir, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$9,950,000

Set on the coveted shores of the Tred Avon River, this extraordinary waterfront estate is a rare offering, combining deep-water boating, a private sandy beach, a substantial main residence, separate guest accommodations, and an exceptional collection of lifestyle amenities. From the first approach, the property unfolds as a private Eastern Shore compound, where elegant architecture, sweeping river views, and resort-caliber amenities are seamlessly integrated into a singular waterfront setting. The four-bedroom, five-and-a-half-bath main residence is both impressive and inviting. A dramatic two-story living room features hardwood floors, a fireplace, custom millwork, and abundant natural light, while the waterside den offers a more intimate retreat with a gas fireplace, custom bookshelves, and a wall of glass framing views across the Tred Avon. A spacious screened porch and expansive Ipe decking extend the living spaces outdoors and provide direct access to the waterfront. At the heart of the home, the kitchen is equipped with a Sub-Zero refrigerator, gas cooktop, double ovens, stainless steel dishwasher, granite countertops, and white cabinetry, along with generous space for casual dining. A first-floor office and laundry room add everyday convenience, while dual staircases provide easy access throughout the home. The first-floor waterfront primary suite is a private sanctuary with its own fireplace, sitting room with custom bookshelves, two walk-in closets with custom shelving, and a beautifully appointed bath featuring a waterside soaking tub, dual vanity, and walk-in steam shower. Each additional bedroom is en suite, creating comfortable and private accommodations for family and guests. Outside, the property transforms into a private waterfront retreat. A heated lap pool, hot tub, and sandy beach create distinct places to relax along the river, while a scenic walking path winds through wildflower gardens and open space, reinforcing the estate’s remarkable sense of privacy and scale. The pool house makes outdoor entertaining effortless, with a full kitchen, stainless steel appliances, gas range, laundry facilities, and an outdoor shower. A separate three-bedroom, two-bath guest residence provides exceptional additional accommodations with hardwood floors, a full kitchen, laundry, garage, and a large deck overlooking the Tred Avon—ideal for extended family, guests, or multi-generational living while preserving the privacy of the main residence. For those drawn to the water, the property delivers. A private pier offers 6+ feet of water at mean low water, three slips, two boat lifts, water and electric—providing exceptional deep-water access for a wide range of vessels. From here, spend the day cruising the Tred Avon and exploring the waterways of the Chesapeake Bay. A rip-rapped shoreline provides protection while preserving the property’s connection to the river. With a three-car garage, irrigation system, extensive custom millwork, guest and pool houses, heated pool, sandy beach, and substantial boating infrastructure, this is far more than a waterfront home. It is a complete Eastern Shore estate—a private compound where the residences, grounds, and waterfront amenities come together to create an exceptional lifestyle on the Tred Avon.

4 Beds ⋅ 6 Baths

Set on the coveted shores of the Tred Avon River, this extraordinary waterfront estate is a rare offering, combining deep-water boating, a private sandy beach, a substantial main residence, separate guest accommodations, and an exceptional collection of lifestyle amenities. From the first approach, the property unfolds as a private Eastern Shore compound, where elegant architecture, sweeping river views, and resort-caliber amenities are seamlessly integrated into a singular waterfront setting. The four-bedroom, five-and-a-half-bath main residence is both impressive and inviting. A dramatic two-story living room features hardwood floors, a fireplace, custom millwork, and abundant natural light, while the waterside den offers a more intimate retreat with a gas fireplace, custom bookshelves, and a wall of glass framing views across the Tred Avon. A spacious screened porch and expansive Ipe decking extend the living spaces outdoors and provide direct access to the waterfront. At the heart of the home, the kitchen is equipped with a Sub-Zero refrigerator, gas cooktop, double ovens, stainless steel dishwasher, granite countertops, and white cabinetry, along with generous space for casual dining. A first-floor office and laundry room add everyday convenience, while dual staircases provide easy access throughout the home. The first-floor waterfront primary suite is a private sanctuary with its own fireplace, sitting room with custom bookshelves, two walk-in closets with custom shelving, and a beautifully appointed bath featuring a waterside soaking tub, dual vanity, and walk-in steam shower. Each additional bedroom is en suite, creating comfortable and private accommodations for family and guests. Outside, the property transforms into a private waterfront retreat. A heated lap pool, hot tub, and sandy beach create distinct places to relax along the river, while a scenic walking path winds through wildflower gardens and open space, reinforcing the estate’s remarkable sense of privacy and scale. The pool house makes outdoor entertaining effortless, with a full kitchen, stainless steel appliances, gas range, laundry facilities, and an outdoor shower. A separate three-bedroom, two-bath guest residence provides exceptional additional accommodations with hardwood floors, a full kitchen, laundry, garage, and a large deck overlooking the Tred Avon—ideal for extended family, guests, or multi-generational living while preserving the privacy of the main residence. For those drawn to the water, the property delivers. A private pier offers 6+ feet of water at mean low water, three slips, two boat lifts, water and electric—providing exceptional deep-water access for a wide range of vessels. From here, spend the day cruising the Tred Avon and exploring the waterways of the Chesapeake Bay. A rip-rapped shoreline provides protection while preserving the property’s connection to the river. With a three-car garage, irrigation system, extensive custom millwork, guest and pool houses, heated pool, sandy beach, and substantial boating infrastructure, this is far more than a waterfront home. It is a complete Eastern Shore estate—a private compound where the residences, grounds, and waterfront amenities come together to create an exceptional lifestyle on the Tred Avon.

6920 Travelers Rest Cir, Easton

Listing courtesy of TTR Sotheby's International Realty. Contact:

$9,500,000

This 37-acre Waterfront Estate in the desirable West Ocean City Community of Captains Hill stands among Worcester County’s true legacy properties. A rare combination of Coastal Luxury, privacy, acreage and future opportunity. Set on a expansive rise overlooking the bay, the Estate commands sweeping water and skyline views that shift elegantly from sunrise to the golden glow of sunset. A long driveway leads you to the 8000+ Sq Ft Coastal Residence, a grand yet serene retreat surrounded by park-like grounds and mature landscape that creates an atmosphere of total privacy. The main Estate and grounds encompass 27 acres that feature a diverse landscape designed for both beauty and functionality. Such highlights include a 3-acre freshwater pond that anchors the properties tranquil setting, an outdoor pool with surrounding deck ideal for families and entertaining, an expansive lawn for gatherings and pets, a large covered porch perfect for enjoying the broad water views and nature, covered parking entrance and a three-car garage. The residence itself offers the architectural presence and scale expected of a Coastal Estate of this magnitude, with generous living spaces, impressive ceiling heights and endless potential for customization or enhancement. In addition, this Estate offers additional parcels and development potential that allows for flexibility for future use. Included in the offering is a 2.73-acre Waterfront Lot and 20 plated lots with their own road frontage. This rare land portfolio provides exceptional opportunities, ideal for a private compound, multi-generational retreat, curated development or long-term investment that makes this property uniquely valuable. Opportunities of this size, location and versatility rarely ever come to market. With commanding views, coastal proximity, and expansive acreage, this Captain’s Hill Estate stands as one of the region’s premier offerings, a property with both present-day grandeur and limitless future potential. A Coastal Treasure without equal.

6 Beds ⋅ 5 Baths

This 37-acre Waterfront Estate in the desirable West Ocean City Community of Captains Hill stands among Worcester County’s true legacy properties. A rare combination of Coastal Luxury, privacy, acreage and future opportunity. Set on a expansive rise overlooking the bay, the Estate commands sweeping water and skyline views that shift elegantly from sunrise to the golden glow of sunset. A long driveway leads you to the 8000+ Sq Ft Coastal Residence, a grand yet serene retreat surrounded by park-like grounds and mature landscape that creates an atmosphere of total privacy. The main Estate and grounds encompass 27 acres that feature a diverse landscape designed for both beauty and functionality. Such highlights include a 3-acre freshwater pond that anchors the properties tranquil setting, an outdoor pool with surrounding deck ideal for families and entertaining, an expansive lawn for gatherings and pets, a large covered porch perfect for enjoying the broad water views and nature, covered parking entrance and a three-car garage. The residence itself offers the architectural presence and scale expected of a Coastal Estate of this magnitude, with generous living spaces, impressive ceiling heights and endless potential for customization or enhancement. In addition, this Estate offers additional parcels and development potential that allows for flexibility for future use. Included in the offering is a 2.73-acre Waterfront Lot and 20 plated lots with their own road frontage. This rare land portfolio provides exceptional opportunities, ideal for a private compound, multi-generational retreat, curated development or long-term investment that makes this property uniquely valuable. Opportunities of this size, location and versatility rarely ever come to market. With commanding views, coastal proximity, and expansive acreage, this Captain’s Hill Estate stands as one of the region’s premier offerings, a property with both present-day grandeur and limitless future potential. A Coastal Treasure without equal.

12903 Windy Dr, Ocean City

Listing courtesy of Holiday Real Estate. Contact:

$8,995,000

7112 Natelli Woods Lane, a stately new construction designed by GTM Architects. Envisioned as a seamless union of timeless elegance and modern luxury, this 13,000+ square foot estate rests on two sweeping acres of manicured landscape. A striking all-glass and steel pivot front door leads into a dramatic foyer, flanked by a formal study and grand dining room. The interiors are defined by bespoke finishes, including 9-foot Barausse Italian doors throughout, custom Italian cabinetry by Stossa Metropolis in the kitchen and bar, and meticulously tailored closets by ARAAN of Italy. The heart of the home—an exquisite chef’s kitchen with Miele appliances—flows effortlessly into a soaring family room with 22-foot ceilings, setting the stage for refined entertaining. Ambiance is perfected by a state-of-the-art Lutron lighting system, offering over 15 million combinations, paired with custom automated Lutron shades. A butler’s pantry, scullery, elevator, and stylish powder room add convenience. The main level features a lavish primary suite retreat with a spa-inspired bath, sitting room, and access to a covered porch. Additional highlights include a laundry room, pool bath, and five-car garage. A 30'x15' covered porch with arches, columns, heating, and a dual-sided fireplace invites all-season enjoyment with a view of the pool beyond. Upstairs, discover five secondary bedroom suites, an optional second primary suite, and a sunlit family lounge overlooking the grounds. The fully finished lower level is designed for indulgent recreation with a cinema, bar lounge, golf simulator, gym, billiards area, and a private guest suite.

7 Beds ⋅ 10 Baths

7112 Natelli Woods Lane, a stately new construction designed by GTM Architects. Envisioned as a seamless union of timeless elegance and modern luxury, this 13,000+ square foot estate rests on two sweeping acres of manicured landscape. A striking all-glass and steel pivot front door leads into a dramatic foyer, flanked by a formal study and grand dining room. The interiors are defined by bespoke finishes, including 9-foot Barausse Italian doors throughout, custom Italian cabinetry by Stossa Metropolis in the kitchen and bar, and meticulously tailored closets by ARAAN of Italy. The heart of the home—an exquisite chef’s kitchen with Miele appliances—flows effortlessly into a soaring family room with 22-foot ceilings, setting the stage for refined entertaining. Ambiance is perfected by a state-of-the-art Lutron lighting system, offering over 15 million combinations, paired with custom automated Lutron shades. A butler’s pantry, scullery, elevator, and stylish powder room add convenience. The main level features a lavish primary suite retreat with a spa-inspired bath, sitting room, and access to a covered porch. Additional highlights include a laundry room, pool bath, and five-car garage. A 30'x15' covered porch with arches, columns, heating, and a dual-sided fireplace invites all-season enjoyment with a view of the pool beyond. Upstairs, discover five secondary bedroom suites, an optional second primary suite, and a sunlit family lounge overlooking the grounds. The fully finished lower level is designed for indulgent recreation with a cinema, bar lounge, golf simulator, gym, billiards area, and a private guest suite.

7112 Natelli Woods Ln, Bethesda

Listing courtesy of TTR Sotheby's International Realty. Contact:

$8,950,000

Parsons Creek Farm - A 255+/- Acre, Multi-Residence, Deep-Water, Waterfowl & Wildlife Estate at the Confluence of Parsons Creek and the Little Choptank River This once-in-a-lifetime Chesapeake Bay legacy holding is set upon 255.47 extraordinary acres of waterfront, wetlands, upland forest, and meticulously curated wildlife habitat making Parsons Creek Farm one of the most sophisticated private estates on Maryland's Eastern Shore. Masterfully blending historic charm, modern craftsmanship, high-performance land management, and recreational luxury, this turnkey, multi-residence compound stands unrivaled in scale, ecological design, and architectural execution. Positioned at the union of Parsons Creek and the Little Choptank River, the property enjoys nearly a mile of sandy, private shoreline, deep-water access, expansive water vistas, and complete seclusion - yet remains within a short drive to Cambridge, Annapolis, Baltimore, Washington, and the greater Mid-Atlantic corridor. A series of thoughtfully positioned structures - each with its own architectural identity - combine to create a private compound capable of sleeping more than 24 guests in total comfort. Elegantly sited to capture uninterrupted views across impoundments, woodlands, and water, the primary residence blends historic Maryland character with refined luxury. This meticulously designed, 9,583 sq. ft. luxury residence boasts an impressive array of distinct living areas, creating a home of both grand scale and exceptional comfort for family living and entertaining. The expansive property also features a charming, fully renovated, private 1,500 sq. ft. Cape Cod–style guest house that extends a warm welcome to visitors, and a third two-story residence complete with a full bedroom suite, full bathroom, laundry, and sweeping picture windows overlooking one of the ponds. Part of the estate's recreational opportunities is an over-the-water bar and game room, a gathering place where family and friends can cast a line into the pond while enjoying the comforts of a private lounge. Equestrian enthusiasts and entertainers alike will appreciate the impressive stable complex, complete with second-floor luxurious living quarters, a spacious game room, and full bar. Balconies at each end capture sweeping views of the surrounding woodland and water, creating an atmosphere of timeless elegance. Whether envisioned as a generational family compound, a private sporting estate, a conservation-forward investment property, or an exclusive corporate/hospitality retreat, Parsons Creek Farm offers a combination of luxury, ecological engineering, and rural waterfront beauty unmatched anywhere in the Mid-Atlantic. This remarkable waterfront estate is a unique opportunity that unites world-class waterfowl and upland hunting, meticulous wildlife management, and refined living—enhanced by impressive income potential. Having identified his replacement property, the seller is prepared to move forward and welcomes qualified offers.

24 Beds ⋅ 13 Baths

Parsons Creek Farm - A 255+/- Acre, Multi-Residence, Deep-Water, Waterfowl & Wildlife Estate at the Confluence of Parsons Creek and the Little Choptank River This once-in-a-lifetime Chesapeake Bay legacy holding is set upon 255.47 extraordinary acres of waterfront, wetlands, upland forest, and meticulously curated wildlife habitat making Parsons Creek Farm one of the most sophisticated private estates on Maryland's Eastern Shore. Masterfully blending historic charm, modern craftsmanship, high-performance land management, and recreational luxury, this turnkey, multi-residence compound stands unrivaled in scale, ecological design, and architectural execution. Positioned at the union of Parsons Creek and the Little Choptank River, the property enjoys nearly a mile of sandy, private shoreline, deep-water access, expansive water vistas, and complete seclusion - yet remains within a short drive to Cambridge, Annapolis, Baltimore, Washington, and the greater Mid-Atlantic corridor. A series of thoughtfully positioned structures - each with its own architectural identity - combine to create a private compound capable of sleeping more than 24 guests in total comfort. Elegantly sited to capture uninterrupted views across impoundments, woodlands, and water, the primary residence blends historic Maryland character with refined luxury. This meticulously designed, 9,583 sq. ft. luxury residence boasts an impressive array of distinct living areas, creating a home of both grand scale and exceptional comfort for family living and entertaining. The expansive property also features a charming, fully renovated, private 1,500 sq. ft. Cape Cod–style guest house that extends a warm welcome to visitors, and a third two-story residence complete with a full bedroom suite, full bathroom, laundry, and sweeping picture windows overlooking one of the ponds. Part of the estate's recreational opportunities is an over-the-water bar and game room, a gathering place where family and friends can cast a line into the pond while enjoying the comforts of a private lounge. Equestrian enthusiasts and entertainers alike will appreciate the impressive stable complex, complete with second-floor luxurious living quarters, a spacious game room, and full bar. Balconies at each end capture sweeping views of the surrounding woodland and water, creating an atmosphere of timeless elegance. Whether envisioned as a generational family compound, a private sporting estate, a conservation-forward investment property, or an exclusive corporate/hospitality retreat, Parsons Creek Farm offers a combination of luxury, ecological engineering, and rural waterfront beauty unmatched anywhere in the Mid-Atlantic. This remarkable waterfront estate is a unique opportunity that unites world-class waterfowl and upland hunting, meticulous wildlife management, and refined living—enhanced by impressive income potential. Having identified his replacement property, the seller is prepared to move forward and welcomes qualified offers.

964 Taylors Island Rd, Madison

Listing courtesy of National Land Realty, LLC. Contact:

$8,950,000

Parsons Creek Farm - A 255+/- Acre, Multi-Residence, Deep-Water, Waterfowl & Wildlife Estate at the Confluence of Parsons Creek and the Little Choptank River This once-in-a-lifetime Chesapeake Bay legacy holding is set upon 255.47 extraordinary acres of waterfront, wetlands, upland forest, and meticulously curated wildlife habitat making Parsons Creek Farm one of the most sophisticated private estates on Maryland's Eastern Shore. Masterfully blending historic charm, modern craftsmanship, high-performance land management, and recreational luxury, this turnkey, multi-residence compound stands unrivaled in scale, ecological design, and architectural execution. Positioned at the union of Parsons Creek and the Little Choptank River, the property enjoys nearly a mile of sandy, private shoreline, deep-water access, expansive water vistas, and complete seclusion - yet remains within a short drive to Cambridge, Annapolis, Baltimore, Washington, and the greater Mid-Atlantic corridor. A series of thoughtfully positioned structures - each with its own architectural identity - combine to create a private compound capable of sleeping more than 24 guests in total comfort. Elegantly sited to capture uninterrupted views across impoundments, woodlands, and water, the primary residence blends historic Maryland character with refined luxury. This meticulously designed, 9,583 sq. ft. luxury residence boasts an impressive array of distinct living areas, creating a home of both grand scale and exceptional comfort for family living and entertaining. The expansive property also features a charming, fully renovated, private 1,500 sq. ft. Cape Cod–style guest house that extends a warm welcome to visitors, and a third two-story residence complete with a full bedroom suite, full bathroom, laundry, and sweeping picture windows overlooking one of the ponds. Part of the estate's recreational opportunities is an over-the-water bar and game room, a gathering place where family and friends can cast a line into the pond while enjoying the comforts of a private lounge. Equestrian enthusiasts and entertainers alike will appreciate the impressive stable complex, complete with second-floor luxurious living quarters, a spacious game room, and full bar. Balconies at each end capture sweeping views of the surrounding woodland and water, creating an atmosphere of timeless elegance. Whether envisioned as a generational family compound, a private sporting estate, a conservation-forward investment property, or an exclusive corporate/hospitality retreat, Parsons Creek Farm offers a combination of luxury, ecological engineering, and rural waterfront beauty unmatched anywhere in the Mid-Atlantic. This remarkable waterfront estate is a unique opportunity that unites world-class waterfowl and upland hunting, meticulous wildlife management, and refined living—enhanced by impressive income potential. Having identified his replacement property, the seller is prepared to move forward and welcomes qualified offers.

24 Beds ⋅ 13 Baths

Parsons Creek Farm - A 255+/- Acre, Multi-Residence, Deep-Water, Waterfowl & Wildlife Estate at the Confluence of Parsons Creek and the Little Choptank River This once-in-a-lifetime Chesapeake Bay legacy holding is set upon 255.47 extraordinary acres of waterfront, wetlands, upland forest, and meticulously curated wildlife habitat making Parsons Creek Farm one of the most sophisticated private estates on Maryland's Eastern Shore. Masterfully blending historic charm, modern craftsmanship, high-performance land management, and recreational luxury, this turnkey, multi-residence compound stands unrivaled in scale, ecological design, and architectural execution. Positioned at the union of Parsons Creek and the Little Choptank River, the property enjoys nearly a mile of sandy, private shoreline, deep-water access, expansive water vistas, and complete seclusion - yet remains within a short drive to Cambridge, Annapolis, Baltimore, Washington, and the greater Mid-Atlantic corridor. A series of thoughtfully positioned structures - each with its own architectural identity - combine to create a private compound capable of sleeping more than 24 guests in total comfort. Elegantly sited to capture uninterrupted views across impoundments, woodlands, and water, the primary residence blends historic Maryland character with refined luxury. This meticulously designed, 9,583 sq. ft. luxury residence boasts an impressive array of distinct living areas, creating a home of both grand scale and exceptional comfort for family living and entertaining. The expansive property also features a charming, fully renovated, private 1,500 sq. ft. Cape Cod–style guest house that extends a warm welcome to visitors, and a third two-story residence complete with a full bedroom suite, full bathroom, laundry, and sweeping picture windows overlooking one of the ponds. Part of the estate's recreational opportunities is an over-the-water bar and game room, a gathering place where family and friends can cast a line into the pond while enjoying the comforts of a private lounge. Equestrian enthusiasts and entertainers alike will appreciate the impressive stable complex, complete with second-floor luxurious living quarters, a spacious game room, and full bar. Balconies at each end capture sweeping views of the surrounding woodland and water, creating an atmosphere of timeless elegance. Whether envisioned as a generational family compound, a private sporting estate, a conservation-forward investment property, or an exclusive corporate/hospitality retreat, Parsons Creek Farm offers a combination of luxury, ecological engineering, and rural waterfront beauty unmatched anywhere in the Mid-Atlantic. This remarkable waterfront estate is a unique opportunity that unites world-class waterfowl and upland hunting, meticulous wildlife management, and refined living—enhanced by impressive income potential. Having identified his replacement property, the seller is prepared to move forward and welcomes qualified offers.

964 Taylors Island Rd, Madison

Listing courtesy of National Land Realty, LLC. Contact:

$8,750,000

AMAZING OPPORTUNITY TO PURCHASE EXTRAORDINARY PROPERTY AT MAJORLY REDUCED PRICE!! QUALIFIED BUYERS WELCOME! OFFERS WELCOME!!DEAL of a LIFETIME!! "Fine Homes & Lifestyles" cover feature! Architecturally distinguished property. Custom built estate, luxury of modern-day amenities combined with imported, antique, historic, thoughtfully resourced building materials & detail bring centuries old world charm to this extraordinary 10-acre Potomac Tuscany inspired Villa. Minutes to Washington DC. 8 to 12 ensuite bedrooms, libraries, offices, spacious gathering & lecture areas. Land your helicopter-security & privacy; entertain large gatherings-wedding venues, stone chapel replica of ancient Italian estate w/ Della Robbia inspired bell; entertain fine arts displays or performances; host concert pianist recitals; house guests who travel from abroad to attend your venue - closest to downtown Washington DC, convenient location to northern Virginia and Baltimore; minutes to golf courses hosting major tournaments; Airbnb or bed & breakfast hosts' dream property, great place for a spa, relaxing Turkish baths; NIH, medical institution or University satellite location for gatherings to further education, enrichment, group meetings & presentations, international conferences; embassy or consulate ownership, consular offices, ambassadorial residences, government embassy, serene, gated, security & privacy convenient location close proximity to DC; high-level relocation for foreign service officers; relocation consultants, international organizations & consulates; tranquil, inspiring haven to host retreats or ceremonial gatherings; bring your horses; fish-carp filled pond; grow grapes, vineyard potential; artist's inspirational getaway w/studio to display creations; serenity ,writer's escape from hustle & bustle of city ; swim laps year round "against the current" indoor pool (specially designed HVAC system to reduce humidity) enjoy a game of pool volleyball w/ friends; cook in the true gourmet kitchen boasting a spectacular Lacanche stove imported from France; gracious home family, friends & guests can enjoy. Grand property, designed & built w/integrity & genuine craftmanship. Resources, research, history, the study of light and more combined to recreate the appearance of centuries old, Medieval, European influenced architecture and culture & modern comforts for prestigious living, welcome to "Albero del Segnale" Driveway built of centuries old, repurposed cobblestones, came to this country from Europe as ballasts on sailing ships and were then used to pave city streets. Pass through the iron gates, the double stone entrance pillars capped with custom made lanterns from Italy and along the driveway lined with antique streetlamps. Greeted by the front landing made of hand-hewn antique limestone pavers from Italy and twin Corinthian limestone columns also custom made in Italy. Front doors, supported by gold-plated, hand-chiseled hinges custom made in France, spectacular classic Italian design featuring iron grillwork in the glass transoms and a working "man door," door within a door - tradition dates to Medieval times. Grand foyer drenched with natural light from 2+ story windows, welcomed many renown performers and pianists, fantastic acoustics! Every room in this grand, glorious mansion is abundant with natural light, every angle of each room has magnificent windows connecting pastural rolling views with interior. Centuries-old hand-molded antique terra cotta floors w/imprints of the artisan's fingers & hands as well as occasional animal footprints are forever defined - imprinted before the tiles dried and were fired. Solid iron balusters & railings designed for this home &hand forged in Italy & so much more! No HOA offers many potential uses

8 Beds ⋅ 15 Baths

AMAZING OPPORTUNITY TO PURCHASE EXTRAORDINARY PROPERTY AT MAJORLY REDUCED PRICE!! QUALIFIED BUYERS WELCOME! OFFERS WELCOME!!DEAL of a LIFETIME!! "Fine Homes & Lifestyles" cover feature! Architecturally distinguished property. Custom built estate, luxury of modern-day amenities combined with imported, antique, historic, thoughtfully resourced building materials & detail bring centuries old world charm to this extraordinary 10-acre Potomac Tuscany inspired Villa. Minutes to Washington DC. 8 to 12 ensuite bedrooms, libraries, offices, spacious gathering & lecture areas. Land your helicopter-security & privacy; entertain large gatherings-wedding venues, stone chapel replica of ancient Italian estate w/ Della Robbia inspired bell; entertain fine arts displays or performances; host concert pianist recitals; house guests who travel from abroad to attend your venue - closest to downtown Washington DC, convenient location to northern Virginia and Baltimore; minutes to golf courses hosting major tournaments; Airbnb or bed & breakfast hosts' dream property, great place for a spa, relaxing Turkish baths; NIH, medical institution or University satellite location for gatherings to further education, enrichment, group meetings & presentations, international conferences; embassy or consulate ownership, consular offices, ambassadorial residences, government embassy, serene, gated, security & privacy convenient location close proximity to DC; high-level relocation for foreign service officers; relocation consultants, international organizations & consulates; tranquil, inspiring haven to host retreats or ceremonial gatherings; bring your horses; fish-carp filled pond; grow grapes, vineyard potential; artist's inspirational getaway w/studio to display creations; serenity ,writer's escape from hustle & bustle of city ; swim laps year round "against the current" indoor pool (specially designed HVAC system to reduce humidity) enjoy a game of pool volleyball w/ friends; cook in the true gourmet kitchen boasting a spectacular Lacanche stove imported from France; gracious home family, friends & guests can enjoy. Grand property, designed & built w/integrity & genuine craftmanship. Resources, research, history, the study of light and more combined to recreate the appearance of centuries old, Medieval, European influenced architecture and culture & modern comforts for prestigious living, welcome to "Albero del Segnale" Driveway built of centuries old, repurposed cobblestones, came to this country from Europe as ballasts on sailing ships and were then used to pave city streets. Pass through the iron gates, the double stone entrance pillars capped with custom made lanterns from Italy and along the driveway lined with antique streetlamps. Greeted by the front landing made of hand-hewn antique limestone pavers from Italy and twin Corinthian limestone columns also custom made in Italy. Front doors, supported by gold-plated, hand-chiseled hinges custom made in France, spectacular classic Italian design featuring iron grillwork in the glass transoms and a working "man door," door within a door - tradition dates to Medieval times. Grand foyer drenched with natural light from 2+ story windows, welcomed many renown performers and pianists, fantastic acoustics! Every room in this grand, glorious mansion is abundant with natural light, every angle of each room has magnificent windows connecting pastural rolling views with interior. Centuries-old hand-molded antique terra cotta floors w/imprints of the artisan's fingers & hands as well as occasional animal footprints are forever defined - imprinted before the tiles dried and were fired. Solid iron balusters & railings designed for this home &hand forged in Italy & so much more! No HOA offers many potential uses

13320 Signal Tree, Potomac

Listing courtesy of O'Conor, Mooney & Fitzgerald. Contact:

$8,495,000

NEW PRICE! Located minutes from downtown St. Michaels, “Aqua Vitae” the waters of life, sits on 8.6 private acres on Harris Creek, a Chesapeake Bay tributary. This custom-built offering w/ over 400’ of direct water frontage is comprised of 3 magnificent structures: a grand main residence, guest cottage, & “party barn” all highlighted by a waterside pool, pier w/ 4’ MLW, pine grove, putting green, extensive landscaping & incomparable craftmanship. The 12,000 SF main residence, positioned to prioritize water views, welcomes you via prominent double lead-glass doors & a grand 3-story foyer w/ dual-staircase. The “river room” w/ 2-story octagon copula offers 270◦ views of the property & creek. The TV room w/ 3 exposures & gas-burning fireplace offers double French doors on two sides leading to the wrap-around flagstone patio. The stunning gourmet kitchen is a true chefs dream. Offering oversized island, built-in media/storage cabinet, coffered ceiling, fireplace, 3 sinks, double Subzero fridges w/ freezer drawers, 2 beverage drawers, 3 dishwashers, Wolf microwave & a stainless-steel Lacanche range with 6-burners, pot warmer, warming oven, & 2 ovens. Complimenting the kitchen is a large walk-in pantry w/ dishwasher, sink & extra freezer in hall. Off the kitchen is a covered porch w/ gas fireplace & “ghost’ screens, a perfect spot to enjoy evenings. A large open dining room has 2 custom built-in display cases. The grand salon w/ bay window, gas-fireplace & intricate mantel is reminiscent of Paris. Adjoining the salon is the handsome 2-story curly cherrywood library w/ custom display cases & leaded-glass pocket doors. The adjoining climate-controlled wine room has a wet bar & storage for 750+ bottles. Wood floors flow throughout the entire main level. The main level is completed by an office, powder room & laundry to service the pool, 2 additional powder rooms, elevator to all 4 levels, mud/dog room, rear spiral staircase, guest suite w/ ensuite bathroom, & 2-car attached garage. The 2nd level offers a generous primary suite w/ fireplace & full length terrace overlooking the water. Her wing features dressing room w/ custom built-ins, separate sitting room, & a luxurious bathroom w/ marble tile, separate shower, jetted tub, & vanity. His wing offers an office w/ fireplace, paneled closet leading to separate bathroom w/ shower, travertine stone, & vanity. From his office access the 2nd level of library, open to below. Just off of the primary suite is a bar area/kitchen. 3 additional bedrooms, each w/ ensuite bathroom, and a laundry room complete the 2nd level. The 3rd level offers theater/rec room, play area, bedroom w/ ensuite bathroom, powder room, & ample storage. The lower-level houses utilities, storage, & enough room for an exercise area. The charming guest cottage sits amongst extensive landscaping. The main level offers a full kitchen, dining area, living room, sunroom, large family room, 2 bedrooms w/ shared bathroom, additional guest bathroom, & large entertaining room. Upstairs is a full bedroom w/ ensuite bathroom. The unfinished lower level offers storage. The party barn originally built for boat storage was designed to look like an old Pennsylvania barn w/ 4’ of stone around the base. Flanked by 2 garage wings allowing for 4+ cars & capped w/ a cupola, the shingled-style barn has two large doors on either side of the building that allow for a trailered boat or 4+ more cars. The 2nd level is a loft w/ sleeping/living area w/ full bathroom, plumbed for potential kitchenette, front & rear terraces, & a spiral staircase to a crow’s nest w/ amazing views. There is a full property generator & a dog run w/ kennel just off the rear. Outside enjoy the benefits of beautiful shore living amongst the verdant grounds, mature landscaping & exceptional views. The pier offers 4’ MLW & the shoreline is fully rip-rapped w/ natural plantings.

6 Beds ⋅ 11 Baths

NEW PRICE! Located minutes from downtown St. Michaels, “Aqua Vitae” the waters of life, sits on 8.6 private acres on Harris Creek, a Chesapeake Bay tributary. This custom-built offering w/ over 400’ of direct water frontage is comprised of 3 magnificent structures: a grand main residence, guest cottage, & “party barn” all highlighted by a waterside pool, pier w/ 4’ MLW, pine grove, putting green, extensive landscaping & incomparable craftmanship. The 12,000 SF main residence, positioned to prioritize water views, welcomes you via prominent double lead-glass doors & a grand 3-story foyer w/ dual-staircase. The “river room” w/ 2-story octagon copula offers 270◦ views of the property & creek. The TV room w/ 3 exposures & gas-burning fireplace offers double French doors on two sides leading to the wrap-around flagstone patio. The stunning gourmet kitchen is a true chefs dream. Offering oversized island, built-in media/storage cabinet, coffered ceiling, fireplace, 3 sinks, double Subzero fridges w/ freezer drawers, 2 beverage drawers, 3 dishwashers, Wolf microwave & a stainless-steel Lacanche range with 6-burners, pot warmer, warming oven, & 2 ovens. Complimenting the kitchen is a large walk-in pantry w/ dishwasher, sink & extra freezer in hall. Off the kitchen is a covered porch w/ gas fireplace & “ghost’ screens, a perfect spot to enjoy evenings. A large open dining room has 2 custom built-in display cases. The grand salon w/ bay window, gas-fireplace & intricate mantel is reminiscent of Paris. Adjoining the salon is the handsome 2-story curly cherrywood library w/ custom display cases & leaded-glass pocket doors. The adjoining climate-controlled wine room has a wet bar & storage for 750+ bottles. Wood floors flow throughout the entire main level. The main level is completed by an office, powder room & laundry to service the pool, 2 additional powder rooms, elevator to all 4 levels, mud/dog room, rear spiral staircase, guest suite w/ ensuite bathroom, & 2-car attached garage. The 2nd level offers a generous primary suite w/ fireplace & full length terrace overlooking the water. Her wing features dressing room w/ custom built-ins, separate sitting room, & a luxurious bathroom w/ marble tile, separate shower, jetted tub, & vanity. His wing offers an office w/ fireplace, paneled closet leading to separate bathroom w/ shower, travertine stone, & vanity. From his office access the 2nd level of library, open to below. Just off of the primary suite is a bar area/kitchen. 3 additional bedrooms, each w/ ensuite bathroom, and a laundry room complete the 2nd level. The 3rd level offers theater/rec room, play area, bedroom w/ ensuite bathroom, powder room, & ample storage. The lower-level houses utilities, storage, & enough room for an exercise area. The charming guest cottage sits amongst extensive landscaping. The main level offers a full kitchen, dining area, living room, sunroom, large family room, 2 bedrooms w/ shared bathroom, additional guest bathroom, & large entertaining room. Upstairs is a full bedroom w/ ensuite bathroom. The unfinished lower level offers storage. The party barn originally built for boat storage was designed to look like an old Pennsylvania barn w/ 4’ of stone around the base. Flanked by 2 garage wings allowing for 4+ cars & capped w/ a cupola, the shingled-style barn has two large doors on either side of the building that allow for a trailered boat or 4+ more cars. The 2nd level is a loft w/ sleeping/living area w/ full bathroom, plumbed for potential kitchenette, front & rear terraces, & a spiral staircase to a crow’s nest w/ amazing views. There is a full property generator & a dog run w/ kennel just off the rear. Outside enjoy the benefits of beautiful shore living amongst the verdant grounds, mature landscaping & exceptional views. The pier offers 4’ MLW & the shoreline is fully rip-rapped w/ natural plantings.

8620 Bozman Neavitt, Saint Michaels

Listing courtesy of Washington Fine Properties, LLC. Contact:

$8,200,000

Live authentically. Sunny Hill Farm circa 1937. Brilliantly designed by William McMillan, storied architect. McMillan was also commissioned locally to design Alfred Vanderbilt's residence at Sagamore. McMillan married Grace G. Roosevelt, granddaughter of Theodore Roosevelt. They lived their days out at Sunny Hill. This is the second time it has been offered. A significant estate perched on 261 glorious acres with spectacular panoramic views of Worthington Valley. Masterful architecture. This English Country estate was sited in a way that dances with the sun. Your sense of arrival is punctuated by a very purposeful Moon Gate. I can only imagine an architect who is just as avid of a yachtsman would incorporate such a feature to connect with a framed view of the cosmos. Remarkable. Poetic interior and exterior courtyards grace every space. Soothing fountains are placed just so. Artistically framed views abound. Dazzling use of expansion and contraction. Sunny Hill will have a profound effect on you. A place to be cherished for generations. A cultivated trail network exists... adventure through vast woodlands, streams, orchards, and rolling farmland. You will experience microclimates from one end of the property to the other. Teeming with wildlife. Stroll seamlessly into the great outdoors and never miss a sunrise or sunset from one of your many terraces. Exquisite pool and hot tub. Ample space to curate pasture and equestrian facilities if desired. Greenhouse. Amish built five bay barn. Additional potential densities. Cultivate your existence. The art of uniting human and home.

5 Beds ⋅ 10 Baths

Live authentically. Sunny Hill Farm circa 1937. Brilliantly designed by William McMillan, storied architect. McMillan was also commissioned locally to design Alfred Vanderbilt's residence at Sagamore. McMillan married Grace G. Roosevelt, granddaughter of Theodore Roosevelt. They lived their days out at Sunny Hill. This is the second time it has been offered. A significant estate perched on 261 glorious acres with spectacular panoramic views of Worthington Valley. Masterful architecture. This English Country estate was sited in a way that dances with the sun. Your sense of arrival is punctuated by a very purposeful Moon Gate. I can only imagine an architect who is just as avid of a yachtsman would incorporate such a feature to connect with a framed view of the cosmos. Remarkable. Poetic interior and exterior courtyards grace every space. Soothing fountains are placed just so. Artistically framed views abound. Dazzling use of expansion and contraction. Sunny Hill will have a profound effect on you. A place to be cherished for generations. A cultivated trail network exists... adventure through vast woodlands, streams, orchards, and rolling farmland. You will experience microclimates from one end of the property to the other. Teeming with wildlife. Stroll seamlessly into the great outdoors and never miss a sunrise or sunset from one of your many terraces. Exquisite pool and hot tub. Ample space to curate pasture and equestrian facilities if desired. Greenhouse. Amish built five bay barn. Additional potential densities. Cultivate your existence. The art of uniting human and home.

3600 Butler Rd, Glyndon

Listing courtesy of Krauss Real Property Brokerage. Contact:

$8,200,000

Live authentically. Sunny Hill Farm circa 1937. Brilliantly designed by William McMillan, storied architect. McMillan was also commissioned locally to design Alfred Vanderbilt's residence at Sagamore. McMillan married Grace G. Roosevelt, granddaughter of Theodore Roosevelt. They lived their days out at Sunny Hill. This is the second time it has been offered. A significant estate perched on 261 glorious acres with spectacular panoramic views of Worthington Valley. Masterful architecture. This English Country estate was sited in a way that dances with the sun. Your sense of arrival is punctuated by a very purposeful Moon Gate. I can only imagine an architect who is just as avid of a yachtsman would incorporate such a feature to connect with a framed view of the cosmos. Remarkable. Poetic interior and exterior courtyards grace every space. Soothing fountains are placed just so. Artistically framed views abound. Dazzling use of expansion and contraction. Sunny Hill will have a profound effect on you. A place to be cherished for generations. A cultivated trail network exists... adventure through vast woodlands, streams, orchards, and rolling farmland. You will experience microclimates from one end of the property to the other. Teeming with wildlife. Stroll seamlessly into the great outdoors and never miss a sunrise or sunset from one of your many terraces. Exquisite pool and hot tub. Ample space to curate pasture and equestrian facilities if desired. Greenhouse. Amish built five bay barn. Additional potential densities. Cultivate your existence. The art of uniting human and home.

5 Beds ⋅ 10 Baths

Live authentically. Sunny Hill Farm circa 1937. Brilliantly designed by William McMillan, storied architect. McMillan was also commissioned locally to design Alfred Vanderbilt's residence at Sagamore. McMillan married Grace G. Roosevelt, granddaughter of Theodore Roosevelt. They lived their days out at Sunny Hill. This is the second time it has been offered. A significant estate perched on 261 glorious acres with spectacular panoramic views of Worthington Valley. Masterful architecture. This English Country estate was sited in a way that dances with the sun. Your sense of arrival is punctuated by a very purposeful Moon Gate. I can only imagine an architect who is just as avid of a yachtsman would incorporate such a feature to connect with a framed view of the cosmos. Remarkable. Poetic interior and exterior courtyards grace every space. Soothing fountains are placed just so. Artistically framed views abound. Dazzling use of expansion and contraction. Sunny Hill will have a profound effect on you. A place to be cherished for generations. A cultivated trail network exists... adventure through vast woodlands, streams, orchards, and rolling farmland. You will experience microclimates from one end of the property to the other. Teeming with wildlife. Stroll seamlessly into the great outdoors and never miss a sunrise or sunset from one of your many terraces. Exquisite pool and hot tub. Ample space to curate pasture and equestrian facilities if desired. Greenhouse. Amish built five bay barn. Additional potential densities. Cultivate your existence. The art of uniting human and home.

3600 Butler Rd, Glyndon

Listing courtesy of Krauss Real Property Brokerage. Contact:

$7,995,000

A rare estate offering of extraordinary scale, privacy, and presence along one of Bethesda’s most distinguished residential addresses. Set on approximately two acres adjoining the fairways of Congressional Country Club, 8508 Country Club Drive combines timeless stone-and-wood architecture with gracious, light-filled interiors, exceptional amenities, and the quiet elegance of a private country retreat. A dramatic two-story foyer introduces a beautifully proportioned collection of formal and informal living spaces, each designed with an effortless balance of sophistication and comfort. A gracious living room, formal dining room, richly paneled library, music room, and inviting family room provide a remarkable variety of settings for both intimate gatherings and grand-scale entertaining. At the heart of the home, an expansive chef’s kitchen features marble countertops, a substantial wood-topped island, Sub-Zero refrigeration, Viking cooking appliances, and an adjoining breakfast area with a wood-burning fireplace. A spectacular glass-wrapped morning room draws in natural light and frames views of the surrounding landscape. The thoughtfully conceived floor plan encompasses a substantial main residence, separate guest accommodations, and extensive indoor and outdoor recreational spaces. Upstairs, the primary suite is a private sanctuary unto itself, with a sitting area, fireplace, dual bathrooms, and separate dressing rooms. Three additional bedrooms and a dedicated exercise room or flexible-use space complete the upper level. Below, an expansive lower level offers a home theater, recreation and play rooms, craft room, wet bar, den, and additional spaces for work, leisure, and storage. The grounds are nothing short of extraordinary. An extensive series of flagstone terraces, covered living and dining areas, and beautifully landscaped gardens unfolds around a heated saltwater swimming pool and spa. A fully equipped outdoor kitchen—with a gas grill, wood-fired grill, pizza oven, deep fryer, and bar—creates an exceptional setting for entertaining, while a bocce court, fire pits, and generous lawns invite recreation and relaxation. A substantial carriage house provides a two-car garage and a separate two-bedroom guest apartment, offering remarkable flexibility for extended family, visitors, or longer stays. Thoughtfully expanded and enhanced with extensive improvements to the outdoor living spaces, landscaping, and infrastructure, the estate also benefits from integrated Crestron home automation, sophisticated indoor and outdoor entertainment systems, and multiple garages. Elegant without ostentation, expansive without sacrificing intimacy, and exceptionally private despite its proximity to the heart of Bethesda, 8508 Country Club Drive represents a rare convergence of architectural substance, resort-caliber amenities, and an extraordinary country club setting. A home designed not simply to impress, but to be lived in beautifully.

7 Beds ⋅ 12 Baths

A rare estate offering of extraordinary scale, privacy, and presence along one of Bethesda’s most distinguished residential addresses. Set on approximately two acres adjoining the fairways of Congressional Country Club, 8508 Country Club Drive combines timeless stone-and-wood architecture with gracious, light-filled interiors, exceptional amenities, and the quiet elegance of a private country retreat. A dramatic two-story foyer introduces a beautifully proportioned collection of formal and informal living spaces, each designed with an effortless balance of sophistication and comfort. A gracious living room, formal dining room, richly paneled library, music room, and inviting family room provide a remarkable variety of settings for both intimate gatherings and grand-scale entertaining. At the heart of the home, an expansive chef’s kitchen features marble countertops, a substantial wood-topped island, Sub-Zero refrigeration, Viking cooking appliances, and an adjoining breakfast area with a wood-burning fireplace. A spectacular glass-wrapped morning room draws in natural light and frames views of the surrounding landscape. The thoughtfully conceived floor plan encompasses a substantial main residence, separate guest accommodations, and extensive indoor and outdoor recreational spaces. Upstairs, the primary suite is a private sanctuary unto itself, with a sitting area, fireplace, dual bathrooms, and separate dressing rooms. Three additional bedrooms and a dedicated exercise room or flexible-use space complete the upper level. Below, an expansive lower level offers a home theater, recreation and play rooms, craft room, wet bar, den, and additional spaces for work, leisure, and storage. The grounds are nothing short of extraordinary. An extensive series of flagstone terraces, covered living and dining areas, and beautifully landscaped gardens unfolds around a heated saltwater swimming pool and spa. A fully equipped outdoor kitchen—with a gas grill, wood-fired grill, pizza oven, deep fryer, and bar—creates an exceptional setting for entertaining, while a bocce court, fire pits, and generous lawns invite recreation and relaxation. A substantial carriage house provides a two-car garage and a separate two-bedroom guest apartment, offering remarkable flexibility for extended family, visitors, or longer stays. Thoughtfully expanded and enhanced with extensive improvements to the outdoor living spaces, landscaping, and infrastructure, the estate also benefits from integrated Crestron home automation, sophisticated indoor and outdoor entertainment systems, and multiple garages. Elegant without ostentation, expansive without sacrificing intimacy, and exceptionally private despite its proximity to the heart of Bethesda, 8508 Country Club Drive represents a rare convergence of architectural substance, resort-caliber amenities, and an extraordinary country club setting. A home designed not simply to impress, but to be lived in beautifully.

8508 Country Club Dr, Bethesda

Listing courtesy of TTR Sotheby's International Realty. Contact:

$7,995,000

Set behind automatic gates on over two landscaped acres in Potomac's Golden Horseshoe, this landmark Bradley Farms estate has undergone a complete transformation by Kent Construction & Development. Built in 1971, the residence has been reimagined from the inside out, preserving its Georgian Colonial proportions while introducing every expectation of contemporary luxury. A sweeping driveway crosses the front lawn to the stately façade, where new Pella windows, restored masonry, and a complementary garage addition bring the exterior forward without disturbing the home's country-estate ethos. The gloss black front door opens to a gracious foyer with checkerboard marble flooring and custom picture frame molding, introducing 14,300 total square feet of exceptional workmanship. Hand-stained solid oak flooring, intricate millwork, solid brass Emtek hardware in polished nickel, and designer fixtures carry a layered design narrative throughout. The main level balances grandeur and livability. The living room spans 35 feet with a roaring fireplace, one of four. Opposite, a dignified library offers a richly outfitted hideaway. A central dining room in a moody dark palette is juxtaposed by the light-filled solarium with flagstone flooring. Structural enhancements open the informal spaces to contemporary demands. At their heart is the bespoke kitchen and adjoining butler's pantry, where custom cabinetry handmade in Italy conceals a suite of Wolf, Sub-Zero, and Miele appliances. Calacatta Fantasy Quartzite clads the center island, farmhouse sink, and slab backsplash, paired with antique brass hardware and Waterworks fixtures. An open breakfast area and family room complete the level, alongside a mudroom accessing the four-car garage, with storage for six vehicles. The grand staircase rises to a primary suite in a dedicated wing. Its spa-inspired bath is clad in Bianco Puro marble, with a marble archway separating dual handcrafted walnut vanities from the freestanding tub and walk-in shower. Custom dressing room cabinetry, imported from Italy, features accent lighting complementing the Acquabelle marble island. Four additional bedroom suites and a laundry room complete the upper level. The top floor opens with a large living space punctuated by dormers in the slate roof. Two bedrooms share a hall bath, and bonus spaces flank either end. A kitchenette and breakfast room suit an in-law suite, au pair quarters, or extended guest stays. The lower level is announced by a custom glass wine cellar, glowing at the entrance to a professional home cinema. Conceived as a private screening room rather than a media space, it is finished with the same rigor as the formal rooms above: custom box molding detailing the walls, automatic Lutron shades, and an integrated Crestron system governing picture, sound, and light from a single control. An adjoining bar completes the experience, as suited to an evening with friends as to a film alone. The remainder is dedicated to wellness: a mirrored fitness room, massage room, sauna, and full bath. Nearly every infrastructure component has been replaced or modernized. Four new HVAC zones, new natural gas service, two 75-gallon water heaters, new electrical infrastructure with a dedicated Pepco transformer, new Comcast service, Lutron lighting automation, indoor and outdoor Sonos audio, integrated security, irrigation, landscape lighting, and renovated pool systems create an estate that performs as impressively as it presents. The fully fenced grounds are equally compelling: expanses of lawn framed by mature trees provide privacy, while the 50-foot lap pool, new stone terraces, extensive lighting, and irrigated landscape suit intimate evenings and large-scale entertaining al fresco. A union of Georgian Colonial architecture, rare craftsmanship, and sophisticated technology, 8901 Durham Drive stands among the finest estate homes along Potomac's Millionaire's Mile.

7 Beds ⋅ 9 Baths

Set behind automatic gates on over two landscaped acres in Potomac's Golden Horseshoe, this landmark Bradley Farms estate has undergone a complete transformation by Kent Construction & Development. Built in 1971, the residence has been reimagined from the inside out, preserving its Georgian Colonial proportions while introducing every expectation of contemporary luxury. A sweeping driveway crosses the front lawn to the stately façade, where new Pella windows, restored masonry, and a complementary garage addition bring the exterior forward without disturbing the home's country-estate ethos. The gloss black front door opens to a gracious foyer with checkerboard marble flooring and custom picture frame molding, introducing 14,300 total square feet of exceptional workmanship. Hand-stained solid oak flooring, intricate millwork, solid brass Emtek hardware in polished nickel, and designer fixtures carry a layered design narrative throughout. The main level balances grandeur and livability. The living room spans 35 feet with a roaring fireplace, one of four. Opposite, a dignified library offers a richly outfitted hideaway. A central dining room in a moody dark palette is juxtaposed by the light-filled solarium with flagstone flooring. Structural enhancements open the informal spaces to contemporary demands. At their heart is the bespoke kitchen and adjoining butler's pantry, where custom cabinetry handmade in Italy conceals a suite of Wolf, Sub-Zero, and Miele appliances. Calacatta Fantasy Quartzite clads the center island, farmhouse sink, and slab backsplash, paired with antique brass hardware and Waterworks fixtures. An open breakfast area and family room complete the level, alongside a mudroom accessing the four-car garage, with storage for six vehicles. The grand staircase rises to a primary suite in a dedicated wing. Its spa-inspired bath is clad in Bianco Puro marble, with a marble archway separating dual handcrafted walnut vanities from the freestanding tub and walk-in shower. Custom dressing room cabinetry, imported from Italy, features accent lighting complementing the Acquabelle marble island. Four additional bedroom suites and a laundry room complete the upper level. The top floor opens with a large living space punctuated by dormers in the slate roof. Two bedrooms share a hall bath, and bonus spaces flank either end. A kitchenette and breakfast room suit an in-law suite, au pair quarters, or extended guest stays. The lower level is announced by a custom glass wine cellar, glowing at the entrance to a professional home cinema. Conceived as a private screening room rather than a media space, it is finished with the same rigor as the formal rooms above: custom box molding detailing the walls, automatic Lutron shades, and an integrated Crestron system governing picture, sound, and light from a single control. An adjoining bar completes the experience, as suited to an evening with friends as to a film alone. The remainder is dedicated to wellness: a mirrored fitness room, massage room, sauna, and full bath. Nearly every infrastructure component has been replaced or modernized. Four new HVAC zones, new natural gas service, two 75-gallon water heaters, new electrical infrastructure with a dedicated Pepco transformer, new Comcast service, Lutron lighting automation, indoor and outdoor Sonos audio, integrated security, irrigation, landscape lighting, and renovated pool systems create an estate that performs as impressively as it presents. The fully fenced grounds are equally compelling: expanses of lawn framed by mature trees provide privacy, while the 50-foot lap pool, new stone terraces, extensive lighting, and irrigated landscape suit intimate evenings and large-scale entertaining al fresco. A union of Georgian Colonial architecture, rare craftsmanship, and sophisticated technology, 8901 Durham Drive stands among the finest estate homes along Potomac's Millionaire's Mile.

8901 Durham Dr, Potomac

Listing courtesy of TTR Sotheby's International Realty. Contact:

$7,985,000

The Wilderness presents an extraordinary opportunity to acquire 234± acres across five recorded parcels in Trappe, Maryland, including three waterfront parcels along the Choptank River and two inland parcels. With over 3,000 feet of combined shoreline, broad southerly views, deep water, agricultural fields, and mature woodlands, this significant Eastern Shore estate offers remarkable privacy, history, and recreational opportunities. Two additional residential development rights, each associated with a separate recorded parcel, are subject to building size limitations, applicable land-use regulations, and required approvals. Convenient to Oxford, Easton, Cambridge, and St. Michaels. The land is among the property's most compelling features. One inland parcel comprises approximately 52 wooded acres offering excellent deer and turkey. A tidal pond, waterfront habitat, and surrounding farmland provide further opportunities for waterfowl and upland game. The diverse landscape supports outdoor recreation, sporting pursuits, and continued agricultural use. Set among distinguished waterfront estates and majestic specimen trees, the improvements include a historic main residence, waterside guest cottage, beach house, pool house, swimming pool, private pier, tennis court, early 20th-century barn, and accessory buildings. Across the four residential structures are a combined 12 bedrooms, 9 full bathrooms, and 3 half bathrooms, providing exceptional accommodations for family and guests. The main house is the former home of Daniel Martin, Maryland's 20th Governor, who served in 1829 and 1831. Martin, the grandson of an earlier owner, constructed the larger Federal-style wing around 1815. Listed on the National Register of Historic Places in 1974, The Wilderness is recognized for its significance in Maryland's domestic architecture. The original brick wing dates to the late 18th century, with an early 19th-century addition distinguished by unusual telescoping architecture that increases in scale. White brick, and olive-green shutters and trim complement the mature grounds and an immense sycamore. A long gravel drive beneath a canopy of trees passes the barn and outbuildings before reaching the residence. Inside, an elegant foyer and stair hall feature an elliptical arch, while a rear French door frames views of the lawn and Choptank River. Two gracious parlors have period fireplace mantels historically attributed to English artisans Grinling Gibbons and Robert Adam. The main level includes a living room, dining room, original and additional kitchens, pantry, two powder rooms, and a sunroom opening to a riverside terrace. Upstairs are bedrooms with fireplaces and walk-in closets, an artist's studio with cabinetry and sink, and a primary suite with river views, fireplace, and two bathrooms. The attic level includes additional bedrooms and a spacious game room. The main residence totals 6 bedrooms, 5 full bathrooms, and 2 half bathrooms. Additional accommodations include a waterside guest cottage with 2 bedrooms and 1 full bath; a beach house with 3 bedrooms, 2 full baths, and 1 half bath; and a pool house with 1 bedroom and 1 full bath. With its combination of historic architecture, extensive shoreline, wooded hunting grounds, farmland, multiple residences, and recreational amenities, The Wilderness offers an exceptional opportunity for long-term stewardship of a remarkable Eastern Shore estate. Explore the virtual tour to appreciate the full scope of this offering.

6 Beds ⋅ 7 Baths

The Wilderness presents an extraordinary opportunity to acquire 234± acres across five recorded parcels in Trappe, Maryland, including three waterfront parcels along the Choptank River and two inland parcels. With over 3,000 feet of combined shoreline, broad southerly views, deep water, agricultural fields, and mature woodlands, this significant Eastern Shore estate offers remarkable privacy, history, and recreational opportunities. Two additional residential development rights, each associated with a separate recorded parcel, are subject to building size limitations, applicable land-use regulations, and required approvals. Convenient to Oxford, Easton, Cambridge, and St. Michaels. The land is among the property's most compelling features. One inland parcel comprises approximately 52 wooded acres offering excellent deer and turkey. A tidal pond, waterfront habitat, and surrounding farmland provide further opportunities for waterfowl and upland game. The diverse landscape supports outdoor recreation, sporting pursuits, and continued agricultural use. Set among distinguished waterfront estates and majestic specimen trees, the improvements include a historic main residence, waterside guest cottage, beach house, pool house, swimming pool, private pier, tennis court, early 20th-century barn, and accessory buildings. Across the four residential structures are a combined 12 bedrooms, 9 full bathrooms, and 3 half bathrooms, providing exceptional accommodations for family and guests. The main house is the former home of Daniel Martin, Maryland's 20th Governor, who served in 1829 and 1831. Martin, the grandson of an earlier owner, constructed the larger Federal-style wing around 1815. Listed on the National Register of Historic Places in 1974, The Wilderness is recognized for its significance in Maryland's domestic architecture. The original brick wing dates to the late 18th century, with an early 19th-century addition distinguished by unusual telescoping architecture that increases in scale. White brick, and olive-green shutters and trim complement the mature grounds and an immense sycamore. A long gravel drive beneath a canopy of trees passes the barn and outbuildings before reaching the residence. Inside, an elegant foyer and stair hall feature an elliptical arch, while a rear French door frames views of the lawn and Choptank River. Two gracious parlors have period fireplace mantels historically attributed to English artisans Grinling Gibbons and Robert Adam. The main level includes a living room, dining room, original and additional kitchens, pantry, two powder rooms, and a sunroom opening to a riverside terrace. Upstairs are bedrooms with fireplaces and walk-in closets, an artist's studio with cabinetry and sink, and a primary suite with river views, fireplace, and two bathrooms. The attic level includes additional bedrooms and a spacious game room. The main residence totals 6 bedrooms, 5 full bathrooms, and 2 half bathrooms. Additional accommodations include a waterside guest cottage with 2 bedrooms and 1 full bath; a beach house with 3 bedrooms, 2 full baths, and 1 half bath; and a pool house with 1 bedroom and 1 full bath. With its combination of historic architecture, extensive shoreline, wooded hunting grounds, farmland, multiple residences, and recreational amenities, The Wilderness offers an exceptional opportunity for long-term stewardship of a remarkable Eastern Shore estate. Explore the virtual tour to appreciate the full scope of this offering.

27295 Southside Island Creek Rd, Trappe

Listing courtesy of Benson & Mangold, LLC. Contact:

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