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$1,200,000

Unique Tilghman Island Property. Zoned Residential-Commercial. Situated on a 2.74 acre fenced yard. This 2450 sq ft Stone Rancher has many upgrades, new 2 car garage and 24 new commercial slips. The possibilities are endless....... Vacation Rental, 24 brand new slips, typically rent from 175.00-225.00 monthly. Develop a new fishing center, crabbing tours, sunsets cruises. Let's see what you can dream up??

3 Beds ⋅ 3 Baths

Unique Tilghman Island Property. Zoned Residential-Commercial. Situated on a 2.74 acre fenced yard. This 2450 sq ft Stone Rancher has many upgrades, new 2 car garage and 24 new commercial slips. The possibilities are endless....... Vacation Rental, 24 brand new slips, typically rent from 175.00-225.00 monthly. Develop a new fishing center, crabbing tours, sunsets cruises. Let's see what you can dream up??

21441 Dogwood Cove Rd, Tilghman

Listing courtesy of Chesapeake Bay Real Estate Plus, LLC. Contact:

$875,000

The Landings at Piney Point is a highly sought-after waterfront community offering exceptional amenities and a true coastal lifestyle. Residents enjoy one of the most beautiful private beaches in Southern Maryland, along with a community pool, tennis court, playground, harbor with boat slips, boat trailer storage, and more. Whether you enjoy boating, fishing, kayaking, or simply relaxing by the water, this community offers something for everyone. Conveniently located just a short commute from Naval Air Station Patuxent River, The Landings provides the perfect balance of peaceful waterfront living and everyday convenience. This home offers numerous upgrades and exceptional features, including new shingles, siding, gutters, a stone-front garage, and beautiful hardscaping in both the front and back yards. On the waterfront side, a fire pit creates the perfect setting for relaxing evenings by the water and space for grilling. The home is filled with natural light, thanks to dramatic wall-to-wall windows topped with transom windows that showcase the stunning water views. There are two spacious primary suites, one on the main level and one on the upper level—both with soaking tubs, dual sinks, and separate showers. The upper level has a balcony for enjoying lovely sunsets. Situated on one of the largest lots in The Landings, this beautiful, level 0.409-acre property overlooks the harbor and includes a deeded boat slip # 69 with a lift is located directly in front of the home. The slip size is 25 ' x 10'. Water source available. Seller is unsure of the capacity of the boat lift; it appears to be 8,000-10,000 LBS. The wooden platform that is on top of the lift is for launching kayaks. Additional features include an in-ground electric fence for pets and recent landscaping with beautiful trees and shrubs that enhance the property’s charm and privacy. The main level features a wide-open floor plan with wall-to-wall windows to enhance the view. The spacious bedrooms offer comfort and character, each with its own special features, making this waterfront home truly one of a kind.

4 Beds ⋅ 4 Baths

The Landings at Piney Point is a highly sought-after waterfront community offering exceptional amenities and a true coastal lifestyle. Residents enjoy one of the most beautiful private beaches in Southern Maryland, along with a community pool, tennis court, playground, harbor with boat slips, boat trailer storage, and more. Whether you enjoy boating, fishing, kayaking, or simply relaxing by the water, this community offers something for everyone. Conveniently located just a short commute from Naval Air Station Patuxent River, The Landings provides the perfect balance of peaceful waterfront living and everyday convenience. This home offers numerous upgrades and exceptional features, including new shingles, siding, gutters, a stone-front garage, and beautiful hardscaping in both the front and back yards. On the waterfront side, a fire pit creates the perfect setting for relaxing evenings by the water and space for grilling. The home is filled with natural light, thanks to dramatic wall-to-wall windows topped with transom windows that showcase the stunning water views. There are two spacious primary suites, one on the main level and one on the upper level—both with soaking tubs, dual sinks, and separate showers. The upper level has a balcony for enjoying lovely sunsets. Situated on one of the largest lots in The Landings, this beautiful, level 0.409-acre property overlooks the harbor and includes a deeded boat slip # 69 with a lift is located directly in front of the home. The slip size is 25 ' x 10'. Water source available. Seller is unsure of the capacity of the boat lift; it appears to be 8,000-10,000 LBS. The wooden platform that is on top of the lift is for launching kayaks. Additional features include an in-ground electric fence for pets and recent landscaping with beautiful trees and shrubs that enhance the property’s charm and privacy. The main level features a wide-open floor plan with wall-to-wall windows to enhance the view. The spacious bedrooms offer comfort and character, each with its own special features, making this waterfront home truly one of a kind.

17597 Whitestone Dr, Tall Timbers

Listing courtesy of O'Brien Realty ERA Powered. Contact: 3018632400

$775,000

Enjoy effortless waterfront living in Southern Maryland from this premier end-unit condominium on Oakwood Lodge Lane in Piney Point, offering expansive views across the Potomac River to Virginia and a white sandy beach just steps from your door. Nestled within an exclusive 6-unit condominium community, this maintenance-free waterfront retreat offers over 3,500 square feet of beautifully designed living space with 3 bedrooms, 2 full baths, and a convenient main-level half bath. The main-level primary suite provides comfort and convenience, while hardwood floors, a chef’s kitchen, gas fireplace, and panoramic river views create the perfect setting for everyday living and entertaining. Upstairs, you'll find an additional primary suite featuring a private balcony overlooking the Potomac River and sandy beach—an ideal spot to enjoy morning coffee, watch boats pass by, or take in spectacular sunsets. The upper level also includes a a third bedroom, a spacious bunk room, and an additional full bath, providing plenty of room for family and guests. Step outside and sink your toes into the sandy beach, launch your boat from your deeded slip equipped with a 12,500-pound boat lift, or relax on the expansive deck overlooking the river, beach, and community pier. An attached 2-car garage provides ample storage for vehicles and beach gear. For boating enthusiasts, the property is located just minutes from the mouth of the Potomac River and approximately 15 minutes by boat from the Chesapeake Bay, providing easy access to some of the region's best fishing, cruising, and waterfront destinations. Located within walking distance of the Piney Point Lighthouse Museum, this exceptional waterfront residence offers a rare opportunity to enjoy one of the finest waterfront lifestyles in Southern Maryland, where boating, fishing, beach days, and unforgettable sunsets become part of everyday life.

3 Beds ⋅ 3 Baths

Enjoy effortless waterfront living in Southern Maryland from this premier end-unit condominium on Oakwood Lodge Lane in Piney Point, offering expansive views across the Potomac River to Virginia and a white sandy beach just steps from your door. Nestled within an exclusive 6-unit condominium community, this maintenance-free waterfront retreat offers over 3,500 square feet of beautifully designed living space with 3 bedrooms, 2 full baths, and a convenient main-level half bath. The main-level primary suite provides comfort and convenience, while hardwood floors, a chef’s kitchen, gas fireplace, and panoramic river views create the perfect setting for everyday living and entertaining. Upstairs, you'll find an additional primary suite featuring a private balcony overlooking the Potomac River and sandy beach—an ideal spot to enjoy morning coffee, watch boats pass by, or take in spectacular sunsets. The upper level also includes a a third bedroom, a spacious bunk room, and an additional full bath, providing plenty of room for family and guests. Step outside and sink your toes into the sandy beach, launch your boat from your deeded slip equipped with a 12,500-pound boat lift, or relax on the expansive deck overlooking the river, beach, and community pier. An attached 2-car garage provides ample storage for vehicles and beach gear. For boating enthusiasts, the property is located just minutes from the mouth of the Potomac River and approximately 15 minutes by boat from the Chesapeake Bay, providing easy access to some of the region's best fishing, cruising, and waterfront destinations. Located within walking distance of the Piney Point Lighthouse Museum, this exceptional waterfront residence offers a rare opportunity to enjoy one of the finest waterfront lifestyles in Southern Maryland, where boating, fishing, beach days, and unforgettable sunsets become part of everyday life.

17295 Oakwood Lodge Ln Unit #6, Piney Point

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169

$750,000

Wake up to panoramic views of the Bush River and spend your days enjoying everything waterfront living has to offer. Whether it's boating, kayaking, paddleboarding, jet skiing, swimming, or simply relaxing by the water, this property puts it all just steps from your back door. The private dock, with portions replaced in April 2026, accommodates larger boats and includes a boat lift, while the new bulkhead (2024) adds peace of mind. From here, you'll have easy access to the Chesapeake Bay and countless waterfront destinations. Inside, the open floor plan is designed for gathering, with hardwood floors, a gas fireplace, and water views that carry throughout the main living spaces. The sunroom is the perfect place to enjoy your morning coffee or unwind at the end of the day while overlooking the river. The primary bedroom opens directly onto the deck through sliding glass doors, creating an easy connection to the outdoors and offering beautiful water views to start and end each day. The home offers four bedrooms and two full baths, along with thoughtful updates that make ownership easier, including dual-zone heating and air, owned solar panels, and a new roof, gutters, and siding completed in 2020. A detached two-car garage provides additional parking and workspace, while the separate bath house offers extra storage for all your boating and outdoor gear. There's even a large attic storage area, easily accessed through the upstairs bedroom closet. An added bonus is the voluntary HOA, giving owners the opportunity to participate in the community without mandatory association fees or restrictions. If you're looking for a home where weekends revolve around life on the water instead of traffic to get there, this Bush River property delivers the lifestyle you've been waiting for.

4 Beds ⋅ 2 Baths

Wake up to panoramic views of the Bush River and spend your days enjoying everything waterfront living has to offer. Whether it's boating, kayaking, paddleboarding, jet skiing, swimming, or simply relaxing by the water, this property puts it all just steps from your back door. The private dock, with portions replaced in April 2026, accommodates larger boats and includes a boat lift, while the new bulkhead (2024) adds peace of mind. From here, you'll have easy access to the Chesapeake Bay and countless waterfront destinations. Inside, the open floor plan is designed for gathering, with hardwood floors, a gas fireplace, and water views that carry throughout the main living spaces. The sunroom is the perfect place to enjoy your morning coffee or unwind at the end of the day while overlooking the river. The primary bedroom opens directly onto the deck through sliding glass doors, creating an easy connection to the outdoors and offering beautiful water views to start and end each day. The home offers four bedrooms and two full baths, along with thoughtful updates that make ownership easier, including dual-zone heating and air, owned solar panels, and a new roof, gutters, and siding completed in 2020. A detached two-car garage provides additional parking and workspace, while the separate bath house offers extra storage for all your boating and outdoor gear. There's even a large attic storage area, easily accessed through the upstairs bedroom closet. An added bonus is the voluntary HOA, giving owners the opportunity to participate in the community without mandatory association fees or restrictions. If you're looking for a home where weekends revolve around life on the water instead of traffic to get there, this Bush River property delivers the lifestyle you've been waiting for.

2028 Park Beach Dr, Aberdeen

Listing courtesy of American Premier Realty, LLC. Contact: 4435120090

$799,000

Buy the home with NO INCOME VERIFICATION!! SAILBOATERS bring your SAILBOATS here with this 15’ water depth! WATERFRONT LIVING AT ITS FINEST! Nestled along Rock Creek & directly across the creek from the Maryland Yacht Club & the famous Mike's North Restaurant, this beautifully UPDATED 4-bedroom, 3-bath home offers the perfect blend of comfort, convenience, and BOATING lifestyle. With over 2,400 square feet of living space and a FULLY FINISHED WALK OUT BASEMENT, there's plenty of room for family, guests, and entertaining! The heart of the home features a stunning renovated kitchen with QUARTZ countertops, DUAL ISLANDS, INDUCTION Cooktop, DOUBLE OVENs, Under-cabinet lighting, Pantry, and WET BAR. Recent improvements throughout include UPDATED FLOORING THRU-OUT, Fresh paint, NEW LIGHTING, Newer WINDOWs, BRAND NEW CARPETING, and Beautifully RENOVATED BATHROOMS. Step outside to enjoy incredible WATER VIEWS from the expansive 600-sqft deck complete with CABLE RAILINGS, PRIVACY SCREEN, UPGRADED ELECTRIC & WATER Service, and plenty of space for gatherings. Follow the path to your private waterfront retreat featuring a 115' PIER with ELECTRIC & WATER, SANDY BEACH AREA at low tide, fire pit, 10,000 lb BOAT LIFT, and Swim Platform. BOATERS will love the easy access to the Chesapeake Bay & the convenience of fueling up just across the creek at the Maryland Yacht Club! Additional features include a new sidewalk and extended driveway accommodating up to SIX VEHICLES, waterproofed lower level, exterior paint, boat storage area, second laundry area in the primary suite, and numerous thoughtful UPGRADES THRU-OUT. This is more than a home—it's a WATERFRONT LIFESTYLE opportunity you won't want to miss- You deserve it!!

4 Beds ⋅ 3 Baths

Buy the home with NO INCOME VERIFICATION!! SAILBOATERS bring your SAILBOATS here with this 15’ water depth! WATERFRONT LIVING AT ITS FINEST! Nestled along Rock Creek & directly across the creek from the Maryland Yacht Club & the famous Mike's North Restaurant, this beautifully UPDATED 4-bedroom, 3-bath home offers the perfect blend of comfort, convenience, and BOATING lifestyle. With over 2,400 square feet of living space and a FULLY FINISHED WALK OUT BASEMENT, there's plenty of room for family, guests, and entertaining! The heart of the home features a stunning renovated kitchen with QUARTZ countertops, DUAL ISLANDS, INDUCTION Cooktop, DOUBLE OVENs, Under-cabinet lighting, Pantry, and WET BAR. Recent improvements throughout include UPDATED FLOORING THRU-OUT, Fresh paint, NEW LIGHTING, Newer WINDOWs, BRAND NEW CARPETING, and Beautifully RENOVATED BATHROOMS. Step outside to enjoy incredible WATER VIEWS from the expansive 600-sqft deck complete with CABLE RAILINGS, PRIVACY SCREEN, UPGRADED ELECTRIC & WATER Service, and plenty of space for gatherings. Follow the path to your private waterfront retreat featuring a 115' PIER with ELECTRIC & WATER, SANDY BEACH AREA at low tide, fire pit, 10,000 lb BOAT LIFT, and Swim Platform. BOATERS will love the easy access to the Chesapeake Bay & the convenience of fueling up just across the creek at the Maryland Yacht Club! Additional features include a new sidewalk and extended driveway accommodating up to SIX VEHICLES, waterproofed lower level, exterior paint, boat storage area, second laundry area in the primary suite, and numerous thoughtful UPGRADES THRU-OUT. This is more than a home—it's a WATERFRONT LIFESTYLE opportunity you won't want to miss- You deserve it!!

222 Bar Harbor Rd, Pasadena

Listing courtesy of LPT Realty, LLC. Contact: 8773662213

$999,000

Tucked away at the end of a quiet cul-de-sac on over an acre of waterfront property, this beautifully renovated home offers a rare opportunity to enjoy the waterfront lifestyle without the time, expense, and uncertainty of a major renovation. Situated along peaceful Lerch Creek, just off the West River, the property combines privacy, natural beauty, and a truly turnkey living experience in one of Southern Anne Arundel County’s most desirable waterfront communities. Since purchasing the home in 2021, the current owner has completed a comprehensive transformation, thoughtfully updating nearly every aspect of the property. A stunning new kitchen, updated bathrooms, new flooring, fresh paint, new appliances, new siding, and a new roof create a home that feels fresh, modern, and completely move-in ready. The result is a property where the hard work has already been done, allowing the next owner to simply move in and start enjoying life on the water. Inside, natural light pours through oversized windows and a dramatic skylight, creating bright and inviting living spaces throughout. The main level offers an easy, comfortable flow between the living room, dining area, and renovated kitchen, making everyday living and entertaining equally enjoyable. A standout feature of the home is the main-level bedroom and full bathroom, offering exceptional flexibility for guests, multigenerational living, or convenient single-level living. Whether used as a primary suite option, private guest space, or home office with full bath access, this main-floor layout is a rare and valuable feature in a waterfront setting. One of the home’s most inviting spaces is the climate-controlled sunroom, providing year-round enjoyment of the waterfront environment. It serves as a peaceful extension of the living space, ideal for morning coffee, quiet reading, or simply watching wildlife along the creek. From here, step out to the deck and patio areas that overlook the expansive yard as it gently transitions toward the water. Upstairs, two additional bedrooms and a full bath provide comfortable private accommodations, offering separation and space for family or guests. Life in Galesville is centered around the water. From boating and kayaking on Lerch Creek and the West River to waterfront dining and community amenities, the village offers a relaxed Chesapeake Bay lifestyle with a strong sense of place. Residents enjoy nearby parks, pickleball courts, a fishing pier, playground, marinas, sailing opportunities, and several beloved waterfront restaurants, all contributing to the charm and convenience of the area. Beautifully renovated, meticulously maintained, and perfectly positioned on the water, this is the rare waterfront property where buyers can skip the renovation process and immediately begin enjoying everything that makes Chesapeake Bay living so desirable.

3 Beds ⋅ 2 Baths

Tucked away at the end of a quiet cul-de-sac on over an acre of waterfront property, this beautifully renovated home offers a rare opportunity to enjoy the waterfront lifestyle without the time, expense, and uncertainty of a major renovation. Situated along peaceful Lerch Creek, just off the West River, the property combines privacy, natural beauty, and a truly turnkey living experience in one of Southern Anne Arundel County’s most desirable waterfront communities. Since purchasing the home in 2021, the current owner has completed a comprehensive transformation, thoughtfully updating nearly every aspect of the property. A stunning new kitchen, updated bathrooms, new flooring, fresh paint, new appliances, new siding, and a new roof create a home that feels fresh, modern, and completely move-in ready. The result is a property where the hard work has already been done, allowing the next owner to simply move in and start enjoying life on the water. Inside, natural light pours through oversized windows and a dramatic skylight, creating bright and inviting living spaces throughout. The main level offers an easy, comfortable flow between the living room, dining area, and renovated kitchen, making everyday living and entertaining equally enjoyable. A standout feature of the home is the main-level bedroom and full bathroom, offering exceptional flexibility for guests, multigenerational living, or convenient single-level living. Whether used as a primary suite option, private guest space, or home office with full bath access, this main-floor layout is a rare and valuable feature in a waterfront setting. One of the home’s most inviting spaces is the climate-controlled sunroom, providing year-round enjoyment of the waterfront environment. It serves as a peaceful extension of the living space, ideal for morning coffee, quiet reading, or simply watching wildlife along the creek. From here, step out to the deck and patio areas that overlook the expansive yard as it gently transitions toward the water. Upstairs, two additional bedrooms and a full bath provide comfortable private accommodations, offering separation and space for family or guests. Life in Galesville is centered around the water. From boating and kayaking on Lerch Creek and the West River to waterfront dining and community amenities, the village offers a relaxed Chesapeake Bay lifestyle with a strong sense of place. Residents enjoy nearby parks, pickleball courts, a fishing pier, playground, marinas, sailing opportunities, and several beloved waterfront restaurants, all contributing to the charm and convenience of the area. Beautifully renovated, meticulously maintained, and perfectly positioned on the water, this is the rare waterfront property where buyers can skip the renovation process and immediately begin enjoying everything that makes Chesapeake Bay living so desirable.

4889 Lerch Creek Ct, Galesville

Listing courtesy of HomeSource Pro Real Estate. Contact: (443) 454-1470

$2,750,000

This stunning waterfront estate is located just minutes from Historic downtown St. Michaels and offers breathtaking views across Leadenham Creek. Set on 47± picturesque acres, the property combines a beautifully renovated main residence, guest house, private dock, waterside pool and expansive open land in one exceptional Eastern Shore offering. Renovated in 2017, the 3,500± sqft brick residence features an open floor plan designed to capture panoramic water views. The spacious kitchen includes quartz countertops, stainless steel appliances, a large center island, beverage bar and dining area. A dramatic waterside family room showcases cathedral ceilings, exposed beam, skylights, a gas fireplace and floor-to-ceiling windows overlooking the creek and surrounding farmland. This stunning home further features a separate living room, waterfront primary suite, three additional bedrooms, a waterside office, an attached oversized two-car garage and so much more. Outdoor amenities include a waterside patio, in-ground waterside pool with extensive hardscaping and a private dock with electric and boat lift providing access to the Chesapeake Bay and its surrounding tributaries. A separate 2,700± sqft guest house with 3-4 bedrooms and 2.5 baths offers flexible accommodations for family, guests or short/long-term rental opportunities. Approximately 42± acres are currently leased to a local farmer, preserving scenic views and agricultural tax advantages. Multiple barns and outbuildings provide endless possibilities for storage, livestock, equipment, hobbies or recreation. For outdoor enthusiasts, the acreage supports abundant wildlife including deer, turkey and geese, while the waterfront setting offers endless opportunities for boating, fishing, kayaking and exploring the Rivers, Creeks and Bay. This is a rare opportunity to own a waterfront estate just minutes from the shops, restaurants and maritime charm of St. Michaels. This is Eastern Shore living at its finest.

4 Beds ⋅ 3 Baths

This stunning waterfront estate is located just minutes from Historic downtown St. Michaels and offers breathtaking views across Leadenham Creek. Set on 47± picturesque acres, the property combines a beautifully renovated main residence, guest house, private dock, waterside pool and expansive open land in one exceptional Eastern Shore offering. Renovated in 2017, the 3,500± sqft brick residence features an open floor plan designed to capture panoramic water views. The spacious kitchen includes quartz countertops, stainless steel appliances, a large center island, beverage bar and dining area. A dramatic waterside family room showcases cathedral ceilings, exposed beam, skylights, a gas fireplace and floor-to-ceiling windows overlooking the creek and surrounding farmland. This stunning home further features a separate living room, waterfront primary suite, three additional bedrooms, a waterside office, an attached oversized two-car garage and so much more. Outdoor amenities include a waterside patio, in-ground waterside pool with extensive hardscaping and a private dock with electric and boat lift providing access to the Chesapeake Bay and its surrounding tributaries. A separate 2,700± sqft guest house with 3-4 bedrooms and 2.5 baths offers flexible accommodations for family, guests or short/long-term rental opportunities. Approximately 42± acres are currently leased to a local farmer, preserving scenic views and agricultural tax advantages. Multiple barns and outbuildings provide endless possibilities for storage, livestock, equipment, hobbies or recreation. For outdoor enthusiasts, the acreage supports abundant wildlife including deer, turkey and geese, while the waterfront setting offers endless opportunities for boating, fishing, kayaking and exploring the Rivers, Creeks and Bay. This is a rare opportunity to own a waterfront estate just minutes from the shops, restaurants and maritime charm of St. Michaels. This is Eastern Shore living at its finest.

7543 Bozman Neavitt Rd, Bozman

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 745-0415

$155,000

Have you always wanted a condo at the beach but found it unaffordable? Try this... 39 weeks prime location on the waterfront. Huge 3 bedroom 2 bath condo with fireplace, fully furnished and "turn key". "Quarter Share-Time Share" property featuring 39 weeks of DEEDED ownership * Intervals A, B and C are being offered together as a package of $155,000 or they can be sold separately for $52,000 each * Blue Marlin on 120th Street, bayside, features 2 pools, elevator, boat slip, convenient to shops, restaurants and of course the beach * This 3 Bedroom 2 Bath condo is an end unit and in excellent condition with newer appliances, central heat and AC, fireplace and 1589 sq feet, of open living space to enjoy * 2 balconies, one on the water front which stretches across the living room and primary bedroom and the other is off of the 2nd bedroom. Here is your opportunity to own your piece of what life was meant to be... waiting for you, but not for long... don't let this one get away.... 39 weeks

3 Beds ⋅ 2 Baths

Have you always wanted a condo at the beach but found it unaffordable? Try this... 39 weeks prime location on the waterfront. Huge 3 bedroom 2 bath condo with fireplace, fully furnished and "turn key". "Quarter Share-Time Share" property featuring 39 weeks of DEEDED ownership * Intervals A, B and C are being offered together as a package of $155,000 or they can be sold separately for $52,000 each * Blue Marlin on 120th Street, bayside, features 2 pools, elevator, boat slip, convenient to shops, restaurants and of course the beach * This 3 Bedroom 2 Bath condo is an end unit and in excellent condition with newer appliances, central heat and AC, fireplace and 1589 sq feet, of open living space to enjoy * 2 balconies, one on the water front which stretches across the living room and primary bedroom and the other is off of the 2nd bedroom. Here is your opportunity to own your piece of what life was meant to be... waiting for you, but not for long... don't let this one get away.... 39 weeks

104A 120 Unit #101ABC, Ocean City

Listing courtesy of Sea Grace @ North Beach Realtors. Contact: 443-614-3901

$7,500,000

Nestled within the prestigious St. Jeromes subdivision, this exquisite Bayfront residence offers an unparalleled lifestyle defined by luxury and tranquility. Spanning over 175 acres just with the main house, this coastal architectural masterpiece seamlessly blends sophisticated design with nature's beauty, providing a serene retreat for discerning homeowners. Step inside to discover a harmonious open floor plan adorned with rich hardwood. The expansive family room, complete with a cozy wood-burning fireplace and elegant mantel, invites relaxation and gatherings. The kitchen is a culinary enthusiast's dream, featuring an island, ample pantry space, and an inviting eat-in area. The primary suite is a sanctuary of comfort, boasting a Bayfront view, and a luxurious primary bath equipped with a walk-in shower. Additional highlights include built-ins, recessed lighting, and a dedicated entry-level bedroom, ensuring convenience and style throughout. The exterior of this residence is equally impressive, showcasing extensive hardscaping that enhances the property's aesthetic appeal. Enjoy the ultimate outdoor lifestyle with a private beach, perfect for sunbathing or leisurely strolls along the sandy shore. The roof deck offers panoramic views of the Chesapeake Bay, while the tennis court (should you choose to restore it) provides an active lifestyle option right at your doorstep. Multiple patios and decks create inviting spaces for al fresco dining and entertaining, all set against a backdrop of lush greenery and serene Chesapeake Bay views. This premium lot is a true gem, bordered by trees and offering a secluded atmosphere that feels worlds away from the hustle and bustle. With direct access to the Bay, indulge in fishing, boating, or simply soaking in the natural beauty that surrounds you. Ample parking with an attached garage and expansive driveway. Breathtaking views of the Bay, pond, and wooded areas create a picturesque setting that changes with the seasons. Located just steps from the water's edge, this home offers a unique opportunity to embrace a lifestyle centered around nature and luxury. With over 6,136 feet of water-frontage, this property provides direct access to the Chesapeake Bay, where swimming, kayaking, and water skiing await. This exceptional residence is not just a home; it's a lifestyle choice that embodies luxury, comfort, and the beauty of nature. Experience the ultimate in coastal living, where every day feels like a vacation. Sale includes 91 lots in St. Jeromes shores and 71 lots in Bay Harbor totaling approximately 280 acres. There is nothing else like this in Southern Maryland. Your legacy awaits.

4 Beds ⋅ 3 Baths

Nestled within the prestigious St. Jeromes subdivision, this exquisite Bayfront residence offers an unparalleled lifestyle defined by luxury and tranquility. Spanning over 175 acres just with the main house, this coastal architectural masterpiece seamlessly blends sophisticated design with nature's beauty, providing a serene retreat for discerning homeowners. Step inside to discover a harmonious open floor plan adorned with rich hardwood. The expansive family room, complete with a cozy wood-burning fireplace and elegant mantel, invites relaxation and gatherings. The kitchen is a culinary enthusiast's dream, featuring an island, ample pantry space, and an inviting eat-in area. The primary suite is a sanctuary of comfort, boasting a Bayfront view, and a luxurious primary bath equipped with a walk-in shower. Additional highlights include built-ins, recessed lighting, and a dedicated entry-level bedroom, ensuring convenience and style throughout. The exterior of this residence is equally impressive, showcasing extensive hardscaping that enhances the property's aesthetic appeal. Enjoy the ultimate outdoor lifestyle with a private beach, perfect for sunbathing or leisurely strolls along the sandy shore. The roof deck offers panoramic views of the Chesapeake Bay, while the tennis court (should you choose to restore it) provides an active lifestyle option right at your doorstep. Multiple patios and decks create inviting spaces for al fresco dining and entertaining, all set against a backdrop of lush greenery and serene Chesapeake Bay views. This premium lot is a true gem, bordered by trees and offering a secluded atmosphere that feels worlds away from the hustle and bustle. With direct access to the Bay, indulge in fishing, boating, or simply soaking in the natural beauty that surrounds you. Ample parking with an attached garage and expansive driveway. Breathtaking views of the Bay, pond, and wooded areas create a picturesque setting that changes with the seasons. Located just steps from the water's edge, this home offers a unique opportunity to embrace a lifestyle centered around nature and luxury. With over 6,136 feet of water-frontage, this property provides direct access to the Chesapeake Bay, where swimming, kayaking, and water skiing await. This exceptional residence is not just a home; it's a lifestyle choice that embodies luxury, comfort, and the beauty of nature. Experience the ultimate in coastal living, where every day feels like a vacation. Sale includes 91 lots in St. Jeromes shores and 71 lots in Bay Harbor totaling approximately 280 acres. There is nothing else like this in Southern Maryland. Your legacy awaits.

50645 Holly Point Rd, Dameron

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169

$12,950,000

Imagine arriving home each day to a place where the pace slows, the views stretch for miles, and every amenity for recreation, relaxation, and entertaining is right outside your door. Tucked away along the Chesapeake Bay, this extraordinary waterfront retreat offers a lifestyle that few properties can match, a private oasis where luxury and nature exist in perfect balance. Originally constructed by the renowned Pyramid Builders and later transformed through an extraordinary $7 million top-to-bottom renovation, also completed by Pyramid Builders, the estate has been reimagined to an uncompromising standard. Every space, finish, and amenity was thoughtfully designed and curated to create a residence that is as functional as it is beautiful, blending timeless craftsmanship with modern luxury. State of the art features include the Crestron Home Automation and integrated Lutron lighting systems while the modern luxuries entail top of the line Miele appliances including a built-in coffee maker, microwave and convection oven, BlueStar range, radiant heated floors in all bedroom bathrooms and much more. Here, days can begin with coffee overlooking the pond and its abundant wildlife, followed by a swim in the heated saltwater pool, a match on the tennis or pickleball court, a workout in the gym, or a stroll down to the sandy beach. Evenings are spent gathered with family and friends around the pool and hot tub, watching the game on the hydraulic television that rises from the landscape, enjoying a glass of wine from the tasting room, or simply taking in the stars above the Bay. The ever-changing waterfront scenery, southern exposure, and remarkable sense of privacy create a backdrop that feels more like a luxury resort than a private residence. Designed for those who believe home should be a destination, the property offers an incredible collection of indoor and outdoor amenities rarely found in a single estate. Tennis, pickleball, basketball, a climbing wall, playground, in-ground trampoline, expansive lawns, sandy beach, pond with fountain, indoor racquetball court with basketball and volleyball capabilities, golf simulator, game room, fitness center, indoor lap pool, infrared sauna, wine tasting and cellar area, and countless spaces to gather ensure there is always something to enjoy for every generation. The residence itself is beautifully designed and thoughtfully appointed, with spacious living and entertaining areas, a wraparound screened porch that embraces the waterfront setting, private ensuite bedrooms throughout, and a dedicated guest or in-law suite that welcomes family and friends in comfort and style. Abundant storage, an attached two-car garage, and a detached garage with additional space for vehicles, golf carts, recreational equipment, and storage provide the functionality expected of a property of this caliber. What makes this estate truly special is not simply the remarkable list of amenities—it is the feeling it creates. The extraordinary combination of peace, beauty, privacy, and convenience is increasingly difficult to find. Just minutes from Annapolis, yet seemingly a world away, this is the kind of property where children spend their days outdoors, guests never want to leave, and every sunset reminds you why you chose to call it home. A rare opportunity to own a true Chesapeake Bay waterfront compound where every day feels like a vacation, every detail has been thoughtfully considered, and the lifestyle is every bit as exceptional as the home itself. Welcome Home!

6 Beds ⋅ 9 Baths

Imagine arriving home each day to a place where the pace slows, the views stretch for miles, and every amenity for recreation, relaxation, and entertaining is right outside your door. Tucked away along the Chesapeake Bay, this extraordinary waterfront retreat offers a lifestyle that few properties can match, a private oasis where luxury and nature exist in perfect balance. Originally constructed by the renowned Pyramid Builders and later transformed through an extraordinary $7 million top-to-bottom renovation, also completed by Pyramid Builders, the estate has been reimagined to an uncompromising standard. Every space, finish, and amenity was thoughtfully designed and curated to create a residence that is as functional as it is beautiful, blending timeless craftsmanship with modern luxury. State of the art features include the Crestron Home Automation and integrated Lutron lighting systems while the modern luxuries entail top of the line Miele appliances including a built-in coffee maker, microwave and convection oven, BlueStar range, radiant heated floors in all bedroom bathrooms and much more. Here, days can begin with coffee overlooking the pond and its abundant wildlife, followed by a swim in the heated saltwater pool, a match on the tennis or pickleball court, a workout in the gym, or a stroll down to the sandy beach. Evenings are spent gathered with family and friends around the pool and hot tub, watching the game on the hydraulic television that rises from the landscape, enjoying a glass of wine from the tasting room, or simply taking in the stars above the Bay. The ever-changing waterfront scenery, southern exposure, and remarkable sense of privacy create a backdrop that feels more like a luxury resort than a private residence. Designed for those who believe home should be a destination, the property offers an incredible collection of indoor and outdoor amenities rarely found in a single estate. Tennis, pickleball, basketball, a climbing wall, playground, in-ground trampoline, expansive lawns, sandy beach, pond with fountain, indoor racquetball court with basketball and volleyball capabilities, golf simulator, game room, fitness center, indoor lap pool, infrared sauna, wine tasting and cellar area, and countless spaces to gather ensure there is always something to enjoy for every generation. The residence itself is beautifully designed and thoughtfully appointed, with spacious living and entertaining areas, a wraparound screened porch that embraces the waterfront setting, private ensuite bedrooms throughout, and a dedicated guest or in-law suite that welcomes family and friends in comfort and style. Abundant storage, an attached two-car garage, and a detached garage with additional space for vehicles, golf carts, recreational equipment, and storage provide the functionality expected of a property of this caliber. What makes this estate truly special is not simply the remarkable list of amenities—it is the feeling it creates. The extraordinary combination of peace, beauty, privacy, and convenience is increasingly difficult to find. Just minutes from Annapolis, yet seemingly a world away, this is the kind of property where children spend their days outdoors, guests never want to leave, and every sunset reminds you why you chose to call it home. A rare opportunity to own a true Chesapeake Bay waterfront compound where every day feels like a vacation, every detail has been thoughtfully considered, and the lifestyle is every bit as exceptional as the home itself. Welcome Home!

2045 Maidstone Farm Rd, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$1,450,000

** OPEN HOUSE EVERY DAY, CALL FOR TIMES! ** Discover the possibilities of waterfront living on beautiful Beard’s Creek in sought-after Riva. Offering privacy, boating access, and exceptional long-term potential, this spacious property is ready for its next chapter—and the seller welcomes all offers. The ranch-style home provides comfortable one-level living with three bedrooms and two full bathrooms on the main level. The walkout lower level features high ceilings, a full bathroom, fireplace, and expansive glass doors overlooking the water. This bright and versatile space offers excellent potential for an in-law suite, guest quarters, recreation room, home office, or additional living area. Step outside and enjoy the Chesapeake Bay lifestyle from your private pier, complete with two boat lifts and convenient access to Granville Creek, the South River, and the Chesapeake Bay. The generous waterfront setting provides plenty of space for outdoor entertaining, relaxing by the water, and enjoying peaceful views throughout the seasons. Located in a quiet, non-through neighborhood, the property feels tucked away while remaining just minutes from downtown Annapolis, shopping, dining, marinas, major commuter routes, and popular waterfront destinations such as Mike’s Crab House. It is also located within the South River school district with convenient access to Washington, D.C., Baltimore, and the surrounding region. The large waterfront parcel may also offer the potential for subdivision into two waterfront lots, adding another exciting dimension to this unique offering. Buyers should conduct their own due diligence with Anne Arundel County regarding subdivision possibilities, required approvals, and future development options. Whether envisioned as a primary residence, weekend retreat, multigenerational home, renovation opportunity, or long-term investment, this distinctive waterfront property offers flexibility, location, and tremendous potential. Seller welcomes all offers.

3 Beds ⋅ 3 Baths

** OPEN HOUSE EVERY DAY, CALL FOR TIMES! ** Discover the possibilities of waterfront living on beautiful Beard’s Creek in sought-after Riva. Offering privacy, boating access, and exceptional long-term potential, this spacious property is ready for its next chapter—and the seller welcomes all offers. The ranch-style home provides comfortable one-level living with three bedrooms and two full bathrooms on the main level. The walkout lower level features high ceilings, a full bathroom, fireplace, and expansive glass doors overlooking the water. This bright and versatile space offers excellent potential for an in-law suite, guest quarters, recreation room, home office, or additional living area. Step outside and enjoy the Chesapeake Bay lifestyle from your private pier, complete with two boat lifts and convenient access to Granville Creek, the South River, and the Chesapeake Bay. The generous waterfront setting provides plenty of space for outdoor entertaining, relaxing by the water, and enjoying peaceful views throughout the seasons. Located in a quiet, non-through neighborhood, the property feels tucked away while remaining just minutes from downtown Annapolis, shopping, dining, marinas, major commuter routes, and popular waterfront destinations such as Mike’s Crab House. It is also located within the South River school district with convenient access to Washington, D.C., Baltimore, and the surrounding region. The large waterfront parcel may also offer the potential for subdivision into two waterfront lots, adding another exciting dimension to this unique offering. Buyers should conduct their own due diligence with Anne Arundel County regarding subdivision possibilities, required approvals, and future development options. Whether envisioned as a primary residence, weekend retreat, multigenerational home, renovation opportunity, or long-term investment, this distinctive waterfront property offers flexibility, location, and tremendous potential. Seller welcomes all offers.

3088 Tudor Hall Rd, Riva

Listing courtesy of RE/MAX Leading Edge. Contact:

$2,750,000

This stunning waterfront estate is located just minutes from Historic downtown St. Michaels and offers breathtaking views across Leadenham Creek. Set on 47± picturesque acres, the property combines a beautifully renovated main residence, guest house, private dock, waterside pool and expansive open land in one exceptional Eastern Shore offering. Renovated in 2017, the 3,500± sqft brick residence features an open floor plan designed to capture panoramic water views. The spacious kitchen includes quartz countertops, stainless steel appliances, a large center island, beverage bar and dining area. A dramatic waterside family room showcases cathedral ceilings, exposed beam, skylights, a gas fireplace and floor-to-ceiling windows overlooking the creek and surrounding farmland. This stunning home further features a separate living room, waterfront primary suite, three additional bedrooms, a waterside office, an attached oversized two-car garage and so much more. Outdoor amenities include a waterside patio, in-ground waterside pool with extensive hardscaping and a private dock with electric and boat lift providing access to the Chesapeake Bay and its surrounding tributaries. A separate 2,700± sqft guest house with 3-4 bedrooms and 2.5 baths offers flexible accommodations for family, guests or short/long-term rental opportunities. Approximately 42± acres are currently leased to a local farmer, preserving scenic views and agricultural tax advantages. Multiple barns and outbuildings provide endless possibilities for storage, livestock, equipment, hobbies or recreation. For outdoor enthusiasts, the acreage supports abundant wildlife including deer, turkey and geese, while the waterfront setting offers endless opportunities for boating, fishing, kayaking and exploring the Rivers, Creeks and Bay. This is a rare opportunity to own a waterfront estate just minutes from the shops, restaurants and maritime charm of St. Michaels. This is Eastern Shore living at its finest.

4 Beds ⋅ 3 Baths

This stunning waterfront estate is located just minutes from Historic downtown St. Michaels and offers breathtaking views across Leadenham Creek. Set on 47± picturesque acres, the property combines a beautifully renovated main residence, guest house, private dock, waterside pool and expansive open land in one exceptional Eastern Shore offering. Renovated in 2017, the 3,500± sqft brick residence features an open floor plan designed to capture panoramic water views. The spacious kitchen includes quartz countertops, stainless steel appliances, a large center island, beverage bar and dining area. A dramatic waterside family room showcases cathedral ceilings, exposed beam, skylights, a gas fireplace and floor-to-ceiling windows overlooking the creek and surrounding farmland. This stunning home further features a separate living room, waterfront primary suite, three additional bedrooms, a waterside office, an attached oversized two-car garage and so much more. Outdoor amenities include a waterside patio, in-ground waterside pool with extensive hardscaping and a private dock with electric and boat lift providing access to the Chesapeake Bay and its surrounding tributaries. A separate 2,700± sqft guest house with 3-4 bedrooms and 2.5 baths offers flexible accommodations for family, guests or short/long-term rental opportunities. Approximately 42± acres are currently leased to a local farmer, preserving scenic views and agricultural tax advantages. Multiple barns and outbuildings provide endless possibilities for storage, livestock, equipment, hobbies or recreation. For outdoor enthusiasts, the acreage supports abundant wildlife including deer, turkey and geese, while the waterfront setting offers endless opportunities for boating, fishing, kayaking and exploring the Rivers, Creeks and Bay. This is a rare opportunity to own a waterfront estate just minutes from the shops, restaurants and maritime charm of St. Michaels. This is Eastern Shore living at its finest.

7543 Bozman Neavitt Rd, Bozman

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 745-0415

$599,900

Welcome to 10431 Brighton Road, your salt-air hideaway tucked along a quiet canal in Ocean City, where your private dock waits for boating, kayaking, or a lazy afternoon with your toes in the water. This furnished three-level home in Cape Isle of Wight in West Ocean City blends coastal comfort with waterfront convenience, offering 4-5 bedrooms, 2 bathrooms, and a fully equipped kitchen designed for easy gatherings and seafood feasts after a day on the bay. The main living area’s large windows overlooking the canal afford plenty of natural light. The kitchen includes all appliances, and is well-stocked with dishware and cookware, while the furnished living areas create a relaxed vacation-home atmosphere. All three levels feature potential sleeping accommodations, making this a flexible home for guests, extended family, or even a home office. Outside, the property offers multi-level decking and balconies, with views of the canal and Ocean City. A private dock provides boating access to the bay. This home also features a freshly painted one-car garage with extra storage space for boating and outdoor equipment. Ideally located in West Ocean City, this home offers easy access to nearby shops, restaurants, and everyday conveniences — many close enough to reach by bike. Enjoy the best of coastal living with the Ocean City Boardwalk, downtown attractions, Assateague Island, historic Berlin, beaches, waterfront dining, and local seafood favorites all just minutes away.

4 Beds ⋅ 2 Baths

Welcome to 10431 Brighton Road, your salt-air hideaway tucked along a quiet canal in Ocean City, where your private dock waits for boating, kayaking, or a lazy afternoon with your toes in the water. This furnished three-level home in Cape Isle of Wight in West Ocean City blends coastal comfort with waterfront convenience, offering 4-5 bedrooms, 2 bathrooms, and a fully equipped kitchen designed for easy gatherings and seafood feasts after a day on the bay. The main living area’s large windows overlooking the canal afford plenty of natural light. The kitchen includes all appliances, and is well-stocked with dishware and cookware, while the furnished living areas create a relaxed vacation-home atmosphere. All three levels feature potential sleeping accommodations, making this a flexible home for guests, extended family, or even a home office. Outside, the property offers multi-level decking and balconies, with views of the canal and Ocean City. A private dock provides boating access to the bay. This home also features a freshly painted one-car garage with extra storage space for boating and outdoor equipment. Ideally located in West Ocean City, this home offers easy access to nearby shops, restaurants, and everyday conveniences — many close enough to reach by bike. Enjoy the best of coastal living with the Ocean City Boardwalk, downtown attractions, Assateague Island, historic Berlin, beaches, waterfront dining, and local seafood favorites all just minutes away.

10431 Brighton Rd, Ocean City

Listing courtesy of ERA Martin Associates, Shamrock Division. Contact: 4106415000

$575,000

Welcome to Wymont Park, a sought-after waterfront community on picturesque Still Pond Creek, where every day feels like a vacation on Maryland's Eastern Shore. From sipping your morning coffee while watching the sunrise over the water to enjoying breathtaking waterfront sunsets from your private floating dock, this unique property offers the lifestyle you dream about. Nestled on a beautiful waterfront lot, this versatile property features two separate living spaces, making it ideal for multi-generational living, guest accommodations, or potential rental opportunities. The charming waterfront cottage offers 1 bedroom, 1 full bath, and 1 half bath, highlighted by a spacious living room with cathedral ceilings and panoramic views of Still Pond Creek. The kitchen provides abundant cabinet and counter space, making it perfect for entertaining. Adding even more value is the oversized detached garage with a fully equipped second-floor apartment, complete with 2 bedrooms, a full kitchen, living room, and full bath. Whether you're hosting extended family, accommodating guests, or creating a private workspace, this additional living area offers endless possibilities. Step outside and discover what truly makes this property special. A large wraparound deck leads to a gazebo, creating the perfect place to relax and take in the peaceful creek views. Follow the path to your private floating dock, ideal for boating, kayaking, fishing, crabbing, paddleboarding, or simply enjoying life on the water. Located in one of Kent County's most desirable waterfront communities, this property offers the perfect combination of privacy, natural beauty, and Eastern Shore charm. Whether you're searching for a full-time waterfront residence or weekend getaway, this rare waterfront property is ready for its next owner to make it their own. Don't miss your chance to own a piece of Maryland's Eastern Shore waterfront lifestyle on Still Pond Creek.

1 Beds ⋅ 2 Baths

Welcome to Wymont Park, a sought-after waterfront community on picturesque Still Pond Creek, where every day feels like a vacation on Maryland's Eastern Shore. From sipping your morning coffee while watching the sunrise over the water to enjoying breathtaking waterfront sunsets from your private floating dock, this unique property offers the lifestyle you dream about. Nestled on a beautiful waterfront lot, this versatile property features two separate living spaces, making it ideal for multi-generational living, guest accommodations, or potential rental opportunities. The charming waterfront cottage offers 1 bedroom, 1 full bath, and 1 half bath, highlighted by a spacious living room with cathedral ceilings and panoramic views of Still Pond Creek. The kitchen provides abundant cabinet and counter space, making it perfect for entertaining. Adding even more value is the oversized detached garage with a fully equipped second-floor apartment, complete with 2 bedrooms, a full kitchen, living room, and full bath. Whether you're hosting extended family, accommodating guests, or creating a private workspace, this additional living area offers endless possibilities. Step outside and discover what truly makes this property special. A large wraparound deck leads to a gazebo, creating the perfect place to relax and take in the peaceful creek views. Follow the path to your private floating dock, ideal for boating, kayaking, fishing, crabbing, paddleboarding, or simply enjoying life on the water. Located in one of Kent County's most desirable waterfront communities, this property offers the perfect combination of privacy, natural beauty, and Eastern Shore charm. Whether you're searching for a full-time waterfront residence or weekend getaway, this rare waterfront property is ready for its next owner to make it their own. Don't miss your chance to own a piece of Maryland's Eastern Shore waterfront lifestyle on Still Pond Creek.

25133 Wymont Park Rd, Worton

Listing courtesy of RE/MAX Chesapeake. Contact:

$615,000

MOTIVATED SELLER; Modern waterfront living meets everyday comfort at 3145 Baybriar Road. Also available for Sale! Constructed in 2019, this contemporary home sits directly along Bullneck Creek with sweeping water views and a private backyard retreat designed for both relaxation and entertaining. The setting alone sets this property apart. Inside, the home offers a clean, modern aesthetic with an open main level layout that maximizes both natural light and water views. The kitchen is designed to impress, featuring an expansive island, quartz countertops, streamlined cabinetry, and upgraded appliances. Upstairs, three generously sized bedrooms each include their own ensuite bath, offering privacy and functionality. Two bedrooms open to private waterfront balconies, creating the perfect space to unwind and take in sunset views. Upper level laundry adds everyday convenience. The outdoor experience is where this property truly shines. A fully fenced yard leads to a private in ground pool overlooking the water, with ample patio space for gatherings and a grassy lawn that extends to the shoreline. Launch a kayak, paddleboard, or simply enjoy the peaceful waterfront setting. Tucked away on a quiet street yet just minutes from major commuter routes, this home offers the rare combination of privacy, accessibility, and lifestyle. A unique opportunity to own modern construction on the water with resort style amenities.

3 Beds ⋅ 4 Baths

MOTIVATED SELLER; Modern waterfront living meets everyday comfort at 3145 Baybriar Road. Also available for Sale! Constructed in 2019, this contemporary home sits directly along Bullneck Creek with sweeping water views and a private backyard retreat designed for both relaxation and entertaining. The setting alone sets this property apart. Inside, the home offers a clean, modern aesthetic with an open main level layout that maximizes both natural light and water views. The kitchen is designed to impress, featuring an expansive island, quartz countertops, streamlined cabinetry, and upgraded appliances. Upstairs, three generously sized bedrooms each include their own ensuite bath, offering privacy and functionality. Two bedrooms open to private waterfront balconies, creating the perfect space to unwind and take in sunset views. Upper level laundry adds everyday convenience. The outdoor experience is where this property truly shines. A fully fenced yard leads to a private in ground pool overlooking the water, with ample patio space for gatherings and a grassy lawn that extends to the shoreline. Launch a kayak, paddleboard, or simply enjoy the peaceful waterfront setting. Tucked away on a quiet street yet just minutes from major commuter routes, this home offers the rare combination of privacy, accessibility, and lifestyle. A unique opportunity to own modern construction on the water with resort style amenities.

3145 Baybriar Rd, Dundalk

Listing courtesy of Keller Williams Legacy. Contact: 4436609229

$5,495,000

Luxury lakeview living at its finest. Perfectly positioned in one of Deep Creek Lake’s most desirable communities, this custom-built mountain retreat offers sweeping lake views, exceptional craftsmanship, and thoughtfully designed living spaces throughout. Built with quality and longevity in mind, the home showcases superior construction, soaring vaulted ceilings, exposed wood beams, expansive windows, and a stunning floor-to-ceiling stone fireplace that anchors the heart of the home. Designed for entertaining, the gourmet kitchen flows seamlessly into spacious dining and gathering areas, while multiple covered and uncovered outdoor living spaces invite you to enjoy the lake and mountain scenery year-round. The lower level is built for hosting with an impressive custom bar, recreation space, and additional room for guests. Rich wood finishes, upscale details, and a warm modern mountain aesthetic carry throughout the home. Outside, a spectacular fire pit gathering area creates the perfect setting for evenings under the stars overlooking the beauty of Deep Creek Lake. Located in one of Deep Creek Lake's premier residential communities, this exceptional property offers the perfect balance of luxury, privacy, quality craftsmanship, and lake lifestyle.s, and a warm modern mountain aesthetic carry throughout the home. Striking exterior architecture with stone accents, beautifully landscaped grounds, and an ideal location near Deep Creek Lake amenities complete this exceptional offering. Whether serving as a full-time residence or private vacation retreat, this home delivers luxury mountain living in a truly special setting. NOTE: Private residence. Showings are strictly by appointment only. Please do not access the property or grounds without a confirmed appointment and licensed agent present.

6 Beds ⋅ 6 Baths

Luxury lakeview living at its finest. Perfectly positioned in one of Deep Creek Lake’s most desirable communities, this custom-built mountain retreat offers sweeping lake views, exceptional craftsmanship, and thoughtfully designed living spaces throughout. Built with quality and longevity in mind, the home showcases superior construction, soaring vaulted ceilings, exposed wood beams, expansive windows, and a stunning floor-to-ceiling stone fireplace that anchors the heart of the home. Designed for entertaining, the gourmet kitchen flows seamlessly into spacious dining and gathering areas, while multiple covered and uncovered outdoor living spaces invite you to enjoy the lake and mountain scenery year-round. The lower level is built for hosting with an impressive custom bar, recreation space, and additional room for guests. Rich wood finishes, upscale details, and a warm modern mountain aesthetic carry throughout the home. Outside, a spectacular fire pit gathering area creates the perfect setting for evenings under the stars overlooking the beauty of Deep Creek Lake. Located in one of Deep Creek Lake's premier residential communities, this exceptional property offers the perfect balance of luxury, privacy, quality craftsmanship, and lake lifestyle.s, and a warm modern mountain aesthetic carry throughout the home. Striking exterior architecture with stone accents, beautifully landscaped grounds, and an ideal location near Deep Creek Lake amenities complete this exceptional offering. Whether serving as a full-time residence or private vacation retreat, this home delivers luxury mountain living in a truly special setting. NOTE: Private residence. Showings are strictly by appointment only. Please do not access the property or grounds without a confirmed appointment and licensed agent present.

218 Smith Pointe Rd, Swanton

Listing courtesy of Railey Realty, Inc.. Contact:

$229,900

Welcome to peaceful, rural, country living! Looking for a home with lots of room to roam and enjoy watching wildlife like, deer, turkey, geese, turtles, fish and even crabs! This 3 bedroom 1 1/2 bath home will give you all that along with a large den/family room/play room, fenced back yard for the kids or pets and almost 4 acres of mostly cleared land with a Tidal Water pond that is full of fish and crabs. Two "Car Ports" and sheds to store all your equipment. Sold AS IS.

3 Beds ⋅ 2 Baths

Welcome to peaceful, rural, country living! Looking for a home with lots of room to roam and enjoy watching wildlife like, deer, turkey, geese, turtles, fish and even crabs! This 3 bedroom 1 1/2 bath home will give you all that along with a large den/family room/play room, fenced back yard for the kids or pets and almost 4 acres of mostly cleared land with a Tidal Water pond that is full of fish and crabs. Two "Car Ports" and sheds to store all your equipment. Sold AS IS.

27351 Phoenix Church Rd, Marion Station

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4105463211

$1,100,000

Perched above the Chesapeake Bay, this exceptional waterfront home offers sweeping views, and a setting that feels like a retreat every single day. Set on over an acre with 200+ feet of shoreline, the property blends natural beauty with thoughtful upgrades, creating a space that is both refined and relaxed. Inside, you’ll find over 4,000 square feet of living space designed to capture the water from nearly every angle. The main level features a primary suite, making everyday living easy and flexible. The kitchen opens to dining and living areas, all filled with natural light and framed by the Bay beyond. Upstairs and down, the home offers room to spread out, including a finished lower level with a full bath and bar area, ideal for entertaining or extended stays. Step outside and the property truly shines. Professionally designed ornamental gardens surround the home, creating a layered landscape of color and texture. Hardscaped patios, including a slate circular patio and paver terrace, offer perfect spaces to gather. Enjoy evenings by the firepit, quiet mornings on the screened porch, or host on the expansive deck overlooking the water. A shoreline revetment is already in place, and extensive drainage and stormwater systems have been thoughtfully installed to protect and preserve the land. Major systems have been upgraded for comfort and efficiency, including a geothermal HVAC system with three-zone climate control, a new hot water heater, whole-house water filtration with UV sanitizer, and Andersen rear picture windows that frame the view beautifully. Located in the Western Shores community, this property offers a rare opportunity not just as a primary residence, but also as a potential income-producing asset. Short-term rentals are permitted, making this an ideal Airbnb or second home investment in one of Calvert County’s most scenic waterfront settings. There is no HOA, giving you flexibility and fewer restrictions, but the community does have a Civic Association. The annual fee is just $75 for a single-family home. If you choose to take advantage of short-term rental opportunities like Airbnb, the Civic Association fee is $750 per year. Just a short drive to Washington DC, Annapolis, and Solomons Island, you get the best of both worlds. A peaceful waterfront escape with access to everything you need. If you’ve been waiting for a true Chesapeake Bay property that combines views, land, privacy, and flexibility, this is the one. Current shoreline feasibility studies, revetment documentation, and riprap information are available upon request. Buyers and their agents are encouraged to review the available reports and supporting documentation regarding shoreline protection and waterfront improvements completed on the property.

4 Beds ⋅ 4 Baths

Perched above the Chesapeake Bay, this exceptional waterfront home offers sweeping views, and a setting that feels like a retreat every single day. Set on over an acre with 200+ feet of shoreline, the property blends natural beauty with thoughtful upgrades, creating a space that is both refined and relaxed. Inside, you’ll find over 4,000 square feet of living space designed to capture the water from nearly every angle. The main level features a primary suite, making everyday living easy and flexible. The kitchen opens to dining and living areas, all filled with natural light and framed by the Bay beyond. Upstairs and down, the home offers room to spread out, including a finished lower level with a full bath and bar area, ideal for entertaining or extended stays. Step outside and the property truly shines. Professionally designed ornamental gardens surround the home, creating a layered landscape of color and texture. Hardscaped patios, including a slate circular patio and paver terrace, offer perfect spaces to gather. Enjoy evenings by the firepit, quiet mornings on the screened porch, or host on the expansive deck overlooking the water. A shoreline revetment is already in place, and extensive drainage and stormwater systems have been thoughtfully installed to protect and preserve the land. Major systems have been upgraded for comfort and efficiency, including a geothermal HVAC system with three-zone climate control, a new hot water heater, whole-house water filtration with UV sanitizer, and Andersen rear picture windows that frame the view beautifully. Located in the Western Shores community, this property offers a rare opportunity not just as a primary residence, but also as a potential income-producing asset. Short-term rentals are permitted, making this an ideal Airbnb or second home investment in one of Calvert County’s most scenic waterfront settings. There is no HOA, giving you flexibility and fewer restrictions, but the community does have a Civic Association. The annual fee is just $75 for a single-family home. If you choose to take advantage of short-term rental opportunities like Airbnb, the Civic Association fee is $750 per year. Just a short drive to Washington DC, Annapolis, and Solomons Island, you get the best of both worlds. A peaceful waterfront escape with access to everything you need. If you’ve been waiting for a true Chesapeake Bay property that combines views, land, privacy, and flexibility, this is the one. Current shoreline feasibility studies, revetment documentation, and riprap information are available upon request. Buyers and their agents are encouraged to review the available reports and supporting documentation regarding shoreline protection and waterfront improvements completed on the property.

2400 Vern Rd, Port Republic

Listing courtesy of Deep Roots Real Estate. Contact: 4439676687

$679,900

Welcome to your own waterfront retreat in a premier West Ocean City location ! Perfectly situated on a canal with direct water access, this beautifully renovated coastal home offers the ideal combination of beach living, boating lifestyle, and everyday convenience. With both Ocean City beaches and the natural beauty of Assateague Island close by, you'll enjoy easy access to restaurants, shopping, marinas, entertainment, and everything the Eastern Shore has to offer. Inside, the home is filled with coastal charm featuring soaring cathedral ceilings giving it abundant natural light. Gather around the cozy wood-burning fireplace on cooler evenings or entertain family and friends in the inviting living spaces designed for comfortable waterfront living. Step outside to the deck and outdoor living area overlooking the canal—perfect for morning coffee, summer cookouts, or relaxing after a day on the water. With plenty of outdoor space, room for entertaining, and no HOA restrictions, you'll enjoy the freedom to truly make this property your own. Whether you're looking for a primary residence, vacation getaway, or waterfront investment opportunity, this West Ocean City gem delivers the lifestyle you've been dreaming of. Coastal living, waterfront access, no HOA, and an unbeatable location—this is the one you've been waiting for!

3 Beds ⋅ 3 Baths

Welcome to your own waterfront retreat in a premier West Ocean City location ! Perfectly situated on a canal with direct water access, this beautifully renovated coastal home offers the ideal combination of beach living, boating lifestyle, and everyday convenience. With both Ocean City beaches and the natural beauty of Assateague Island close by, you'll enjoy easy access to restaurants, shopping, marinas, entertainment, and everything the Eastern Shore has to offer. Inside, the home is filled with coastal charm featuring soaring cathedral ceilings giving it abundant natural light. Gather around the cozy wood-burning fireplace on cooler evenings or entertain family and friends in the inviting living spaces designed for comfortable waterfront living. Step outside to the deck and outdoor living area overlooking the canal—perfect for morning coffee, summer cookouts, or relaxing after a day on the water. With plenty of outdoor space, room for entertaining, and no HOA restrictions, you'll enjoy the freedom to truly make this property your own. Whether you're looking for a primary residence, vacation getaway, or waterfront investment opportunity, this West Ocean City gem delivers the lifestyle you've been dreaming of. Coastal living, waterfront access, no HOA, and an unbeatable location—this is the one you've been waiting for!

10429 Brighton Rd, Ocean City

Listing courtesy of RE/MAX Advantage Realty. Contact: (410) 723-3600

$589,000

The luxury of living here is not in the square footage. It is in the untouched beauty of the river and constant exposure to nature. A charming oasis on the Chester River with 3 outbuildings all with the most amazing view. Magnificent plantings around the property. A duck blind for hunting. Private dock with lift. Historical ferry road is yours! The house was completely renovated in 2011. It's all so charming and extremely well kept. Roughly a quarter mile of waterfront. BAT septic system only approved for 1 bedroom. You cannot expand the house.

1 Beds ⋅ 2 Baths

The luxury of living here is not in the square footage. It is in the untouched beauty of the river and constant exposure to nature. A charming oasis on the Chester River with 3 outbuildings all with the most amazing view. Magnificent plantings around the property. A duck blind for hunting. Private dock with lift. Historical ferry road is yours! The house was completely renovated in 2011. It's all so charming and extremely well kept. Roughly a quarter mile of waterfront. BAT septic system only approved for 1 bedroom. You cannot expand the house.

114 Front St, Crumpton

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

$4,500,000

94-Acre Equestrian Estate & Event Venue Opportunity – Offered at $4,500,000 Welcome to an extraordinary 94-acre private estate in Charles County, Maryland, where luxury, recreation, equestrian living, and income-producing potential come together. This remarkable property has received Charles County zoning approval for events, making it an exceptional opportunity for a private retreat, horse farm, event venue, agritourism operation, or family compound. The property features approximately 30 acres of fenced pastureland divided into eight separate paddocks, ideal for horses, livestock, or agricultural use. A picturesque one-acre stocked pond offers excellent fishing with bass, bluegill, trout, and catfish. The acreage is further enhanced by valuable timber resources including gum, oak, pine, walnut, maple, and pulpwood. At the heart of the estate sits a spacious 4,270-square-foot residence offering 5 bedrooms, 3 full bathrooms, and 2 full kitchens, making it perfect for multi-generational living, guest accommodations, or event operations. Additional features include a durable metal roof and a large, screened porch overlooking the peaceful surroundings. Supporting the property are five outbuildings, each equipped with a minimum of 300-amp electrical service, providing outstanding flexibility for equestrian, agricultural, workshop, storage, or event-related uses. Privacy is unmatched, with a stunning 2,500-foot private driveway leading to this secluded retreat. A planned 20-foot access road further enhances accessibility and future development potential. Despite its private setting, the property is conveniently located just minutes from downtown La Plata and approximately 30 miles from Washington, D.C., offering easy access to urban amenities while maintaining a true countryside atmosphere. Offered at $4,500,000 Private showings by appointment only. Contact the listing agent for additional information and to schedule your private tour. Property Address: 5745 Cues Favorite Place, Waldorf, MD 20602

5 Beds ⋅ 3 Baths

94-Acre Equestrian Estate & Event Venue Opportunity – Offered at $4,500,000 Welcome to an extraordinary 94-acre private estate in Charles County, Maryland, where luxury, recreation, equestrian living, and income-producing potential come together. This remarkable property has received Charles County zoning approval for events, making it an exceptional opportunity for a private retreat, horse farm, event venue, agritourism operation, or family compound. The property features approximately 30 acres of fenced pastureland divided into eight separate paddocks, ideal for horses, livestock, or agricultural use. A picturesque one-acre stocked pond offers excellent fishing with bass, bluegill, trout, and catfish. The acreage is further enhanced by valuable timber resources including gum, oak, pine, walnut, maple, and pulpwood. At the heart of the estate sits a spacious 4,270-square-foot residence offering 5 bedrooms, 3 full bathrooms, and 2 full kitchens, making it perfect for multi-generational living, guest accommodations, or event operations. Additional features include a durable metal roof and a large, screened porch overlooking the peaceful surroundings. Supporting the property are five outbuildings, each equipped with a minimum of 300-amp electrical service, providing outstanding flexibility for equestrian, agricultural, workshop, storage, or event-related uses. Privacy is unmatched, with a stunning 2,500-foot private driveway leading to this secluded retreat. A planned 20-foot access road further enhances accessibility and future development potential. Despite its private setting, the property is conveniently located just minutes from downtown La Plata and approximately 30 miles from Washington, D.C., offering easy access to urban amenities while maintaining a true countryside atmosphere. Offered at $4,500,000 Private showings by appointment only. Contact the listing agent for additional information and to schedule your private tour. Property Address: 5745 Cues Favorite Place, Waldorf, MD 20602

5745 Cues Favorite Pl, Waldorf

Listing courtesy of Samson Properties. Contact: 7033788810

$4,995,000

There are places where you visit the water, and there are places where the water becomes part of your everyday life. Perfectly positioned along the shores of Spa Creek in the heart of Eastport, this exceptional waterfront residence offers a front-row seat to one of Annapolis' most coveted lifestyles. Imagine stepping from your back door onto your private pier, casting off for an evening cruise, a sunset sail, or a waterfront dinner in Annapolis Harbor just minutes away. Paddleboards and kayaks launch effortlessly from the floating dock, while the protected waters of Spa Creek become your backyard playground. Life here unfolds both on and off the water. Mornings begin with coffee on the balcony overlooking the creek as the masts in Annapolis Harbor come to life. Afternoons are spent entertaining friends across multiple waterfront terraces, watching sailboats glide past and city lights reflect across the water. Evenings conclude with a short stroll to Eastport's restaurants, marinas, yacht clubs, and waterfront gathering spots. Thoughtfully rebuilt and extensively updated, the home blends timeless craftsmanship with sophisticated coastal living. Wide-plank white oak flooring, custom millwork, designer finishes, and walls of glass frame breathtaking views from nearly every room. The open-concept living spaces flow seamlessly to the waterfront, creating an ideal setting for both intimate gatherings and large-scale entertaining. With a private 40-foot pier, 12,500-pound boat lift, floating dock, and direct access to the Chesapeake Bay, this is more than a waterfront home—it is an opportunity to embrace the Eastport lifestyle that draws people from around the world to Annapolis, . Properties that combine protected deep-water access, exceptional views, and walkability to Downtown Annapolis rarely become available. This is a home best experienced from the waterfront, where the views, the setting, and the lifestyle speak for themselves.

5 Beds ⋅ 4 Baths

There are places where you visit the water, and there are places where the water becomes part of your everyday life. Perfectly positioned along the shores of Spa Creek in the heart of Eastport, this exceptional waterfront residence offers a front-row seat to one of Annapolis' most coveted lifestyles. Imagine stepping from your back door onto your private pier, casting off for an evening cruise, a sunset sail, or a waterfront dinner in Annapolis Harbor just minutes away. Paddleboards and kayaks launch effortlessly from the floating dock, while the protected waters of Spa Creek become your backyard playground. Life here unfolds both on and off the water. Mornings begin with coffee on the balcony overlooking the creek as the masts in Annapolis Harbor come to life. Afternoons are spent entertaining friends across multiple waterfront terraces, watching sailboats glide past and city lights reflect across the water. Evenings conclude with a short stroll to Eastport's restaurants, marinas, yacht clubs, and waterfront gathering spots. Thoughtfully rebuilt and extensively updated, the home blends timeless craftsmanship with sophisticated coastal living. Wide-plank white oak flooring, custom millwork, designer finishes, and walls of glass frame breathtaking views from nearly every room. The open-concept living spaces flow seamlessly to the waterfront, creating an ideal setting for both intimate gatherings and large-scale entertaining. With a private 40-foot pier, 12,500-pound boat lift, floating dock, and direct access to the Chesapeake Bay, this is more than a waterfront home—it is an opportunity to embrace the Eastport lifestyle that draws people from around the world to Annapolis, . Properties that combine protected deep-water access, exceptional views, and walkability to Downtown Annapolis rarely become available. This is a home best experienced from the waterfront, where the views, the setting, and the lifestyle speak for themselves.

217 Lockwood Ct, Annapolis

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

$1,189,000

Level lakefront with desirable sunset exposure can be yours with this 2 Bedroom, 2 Bath lakefront cottage. Located in a quiet cove on the southeastern section of the lake, the partly wooded parcel includes pleasant views, spectacular summer sunsets, a lakeside fire pit area, private Type "A" dock that qualifies for 2 power boats plus a third water vessel. The well built structure offers open living spaces, and a covered lakeside porch. The main level includes a lake facing bedroom with adjoining full bath. The upper level offers a large loft/family room space with a lake facing bedroom and adjoining a full bath. Additional features include hardwood oak flooring, pine tongue and groove ceilings and gas fireplace. The kitchen includes new granite counter tops, breakfast bar, and stainless steel appliances. The property includes the lakeside buy down and original property now includes an adjoining parcel which provides the potential to expand the main structure and or add an attached or detached garage. This ready to live in property is available now and in ready move in condition.

2 Beds ⋅ 2 Baths

Level lakefront with desirable sunset exposure can be yours with this 2 Bedroom, 2 Bath lakefront cottage. Located in a quiet cove on the southeastern section of the lake, the partly wooded parcel includes pleasant views, spectacular summer sunsets, a lakeside fire pit area, private Type "A" dock that qualifies for 2 power boats plus a third water vessel. The well built structure offers open living spaces, and a covered lakeside porch. The main level includes a lake facing bedroom with adjoining full bath. The upper level offers a large loft/family room space with a lake facing bedroom and adjoining a full bath. Additional features include hardwood oak flooring, pine tongue and groove ceilings and gas fireplace. The kitchen includes new granite counter tops, breakfast bar, and stainless steel appliances. The property includes the lakeside buy down and original property now includes an adjoining parcel which provides the potential to expand the main structure and or add an attached or detached garage. This ready to live in property is available now and in ready move in condition.

96 Whispering Way, Swanton

Listing courtesy of Railey Realty, Inc.. Contact:

$379,500

Experience the best of Deep Creek Lake from this beautifully situated 2-story, 1-bedroom, 1-bath condominium at Will O' The Wisp. Offering 636 square feet of comfortable living space and spectacular lake views, this waterfront retreat is the perfect personal getaway, year-round residence, or vacation rental investment. Enjoy your morning coffee while taking in panoramic views of the water, then spend the day enjoying the incredible amenities that make Will O' The Wisp one of Deep Creek Lake's most sought-after destinations. Residents and guests have access to an indoor swimming pool and hot tub, racquetball court, fitness center, and arcade, providing year-round entertainment for all ages. RAILEY REALTY IS NOT THE CARETAKER OF PROPERTIES LISTED BY IT. DURING INCLEMENT WEATHER CONDITIONS, PROSPECTIVE PURCHASERS AND THEIR AGENTS ASSUME ALL LIABILITY ASSOCIATED WITH OR BY WEATHER AT THE PROPERTY. Boating enthusiasts will appreciate the community's 22 dock slips available for reservation and 4 dedicated jet ski docks, making it easy to get out and enjoy the lake. When it's time to relax, take advantage of two exceptional waterfront restaurant and bar venues located on-site, both featuring stunning lake views and convenient commercial docking. With professional on-site management, resort-style amenities, and a premier lakefront location just minutes from Wisp Resort, state parks, golf courses, and countless outdoor activities, this property offers an incredible opportunity to own a piece of Deep Creek Lake's waterfront lifestyle. Whether you're looking for a weekend escape or a property with strong rental appeal, this lakeview condo checks all the boxes.

1 Beds ⋅ 1 Baths

Experience the best of Deep Creek Lake from this beautifully situated 2-story, 1-bedroom, 1-bath condominium at Will O' The Wisp. Offering 636 square feet of comfortable living space and spectacular lake views, this waterfront retreat is the perfect personal getaway, year-round residence, or vacation rental investment. Enjoy your morning coffee while taking in panoramic views of the water, then spend the day enjoying the incredible amenities that make Will O' The Wisp one of Deep Creek Lake's most sought-after destinations. Residents and guests have access to an indoor swimming pool and hot tub, racquetball court, fitness center, and arcade, providing year-round entertainment for all ages. RAILEY REALTY IS NOT THE CARETAKER OF PROPERTIES LISTED BY IT. DURING INCLEMENT WEATHER CONDITIONS, PROSPECTIVE PURCHASERS AND THEIR AGENTS ASSUME ALL LIABILITY ASSOCIATED WITH OR BY WEATHER AT THE PROPERTY. Boating enthusiasts will appreciate the community's 22 dock slips available for reservation and 4 dedicated jet ski docks, making it easy to get out and enjoy the lake. When it's time to relax, take advantage of two exceptional waterfront restaurant and bar venues located on-site, both featuring stunning lake views and convenient commercial docking. With professional on-site management, resort-style amenities, and a premier lakefront location just minutes from Wisp Resort, state parks, golf courses, and countless outdoor activities, this property offers an incredible opportunity to own a piece of Deep Creek Lake's waterfront lifestyle. Whether you're looking for a weekend escape or a property with strong rental appeal, this lakeview condo checks all the boxes.

20160 Garrett Hwy Unit #C307, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$675,000

Less than three miles from the iconic Ocean City Boardwalk, waterfront living and resort-style amenities come together at 11100 Crusader Lane, Unit 107. Perfectly positioned within the prestigious gated marina and golf course community of Glen Riddle, this exceptional end-unit townhome offers panoramic marina views, beautifully updated interiors, and an extraordinary coastal lifestyle. Spanning three levels of thoughtfully designed living space, this waterfront residence is perfectly suited for entertaining, gathering with family and friends, or simply enjoying the relaxed rhythm of life on the water. A bright and welcoming foyer introduces the home, where fresh paint throughout much of the interior, custom shiplap accents in the kitchen and dining room, updated lighting and ceiling fans, and abundant natural light create an inviting atmosphere. The main living level showcases an open-concept design centered around a beautifully appointed gourmet kitchen featuring Cambria Montgomery quartz countertops, extensive workspace, under-cabinet lighting, decorative tile backsplash, beadboard-wrapped breakfast bar, and a new refrigerator scheduled for installation prior to July 1. In 2025, new luxury vinyl plank flooring was installed throughout the main living areas, while new carpeting was added to the upper-level bedrooms and lower-level family room. The spacious living room is anchored by a cozy gas fireplace with a custom surround and opens to a waterfront balcony overlooking the marina. Whether enjoying morning coffee, spectacular sunsets, or watching boats glide through the harbor, this outdoor space provides a front-row seat to the beauty of coastal living. A separate dining room, highlighted by a stylish chandelier, offers access through transom-topped doors to a private front balcony. Upstairs, the primary suite serves as a private retreat, complete with magnificent water views and its own waterfront balcony. The spa-inspired ensuite bath features a deep soaking tub, dual vanity, large walk-in shower, and an expansive walk-in closet. Two additional generously sized bedrooms with ample closet space share a well-appointed hall bath, providing comfortable accommodations for family and guests. The lower level offers exceptional flexibility as a family room, recreation space, or guest suite. Two sets of transom atrium doors lead to a private covered patio, creating yet another inviting outdoor living space where the marina setting can be fully appreciated. A full bath enhances functionality, while a dedicated laundry room includes a washer and dryer purchased in 2017 that have seen minimal use. Access to the finished garage provides abundant storage with shelving, storage hangers, a dedicated storage room, and an additional refrigerator. Reflecting the home's meticulous care and maintenance, both HVAC systems were replaced in 2025, providing added comfort and peace of mind for years to come. Residents of Glen Riddle enjoy an impressive collection of resort-style amenities, including a clubhouse, fitness center, outdoor pool with splash pad, tennis courts, marina, boat ramp, kayak launch, and two championship golf courses. Fine dining is nearby at Ruth's Chris Steak House, while shopping, restaurants, medical facilities, and schools are just minutes away. World-class fishing, boating, beaches, and all that Ocean City has to offer complete this remarkable coastal lifestyle. For boating enthusiasts, Boat Slip #54 is available for separate purchase. The slip accommodates up to a 32-foot boat and includes a convenient dock box, making it easy to embrace life on the water! Don’t wait, schedule your private viewing today!

3 Beds ⋅ 4 Baths

Less than three miles from the iconic Ocean City Boardwalk, waterfront living and resort-style amenities come together at 11100 Crusader Lane, Unit 107. Perfectly positioned within the prestigious gated marina and golf course community of Glen Riddle, this exceptional end-unit townhome offers panoramic marina views, beautifully updated interiors, and an extraordinary coastal lifestyle. Spanning three levels of thoughtfully designed living space, this waterfront residence is perfectly suited for entertaining, gathering with family and friends, or simply enjoying the relaxed rhythm of life on the water. A bright and welcoming foyer introduces the home, where fresh paint throughout much of the interior, custom shiplap accents in the kitchen and dining room, updated lighting and ceiling fans, and abundant natural light create an inviting atmosphere. The main living level showcases an open-concept design centered around a beautifully appointed gourmet kitchen featuring Cambria Montgomery quartz countertops, extensive workspace, under-cabinet lighting, decorative tile backsplash, beadboard-wrapped breakfast bar, and a new refrigerator scheduled for installation prior to July 1. In 2025, new luxury vinyl plank flooring was installed throughout the main living areas, while new carpeting was added to the upper-level bedrooms and lower-level family room. The spacious living room is anchored by a cozy gas fireplace with a custom surround and opens to a waterfront balcony overlooking the marina. Whether enjoying morning coffee, spectacular sunsets, or watching boats glide through the harbor, this outdoor space provides a front-row seat to the beauty of coastal living. A separate dining room, highlighted by a stylish chandelier, offers access through transom-topped doors to a private front balcony. Upstairs, the primary suite serves as a private retreat, complete with magnificent water views and its own waterfront balcony. The spa-inspired ensuite bath features a deep soaking tub, dual vanity, large walk-in shower, and an expansive walk-in closet. Two additional generously sized bedrooms with ample closet space share a well-appointed hall bath, providing comfortable accommodations for family and guests. The lower level offers exceptional flexibility as a family room, recreation space, or guest suite. Two sets of transom atrium doors lead to a private covered patio, creating yet another inviting outdoor living space where the marina setting can be fully appreciated. A full bath enhances functionality, while a dedicated laundry room includes a washer and dryer purchased in 2017 that have seen minimal use. Access to the finished garage provides abundant storage with shelving, storage hangers, a dedicated storage room, and an additional refrigerator. Reflecting the home's meticulous care and maintenance, both HVAC systems were replaced in 2025, providing added comfort and peace of mind for years to come. Residents of Glen Riddle enjoy an impressive collection of resort-style amenities, including a clubhouse, fitness center, outdoor pool with splash pad, tennis courts, marina, boat ramp, kayak launch, and two championship golf courses. Fine dining is nearby at Ruth's Chris Steak House, while shopping, restaurants, medical facilities, and schools are just minutes away. World-class fishing, boating, beaches, and all that Ocean City has to offer complete this remarkable coastal lifestyle. For boating enthusiasts, Boat Slip #54 is available for separate purchase. The slip accommodates up to a 32-foot boat and includes a convenient dock box, making it easy to embrace life on the water! Don’t wait, schedule your private viewing today!

11100 Crusader Ln Unit #107, Berlin

Listing courtesy of Northrop Realty. Contact: 4105310321

$85,000

A charming waterfront two-bedroom, one-bathroom cottage is situated in the picturesque village of Rhodes Point on historic Smith Island, Maryland. This cozy grey cottage offers panoramic views of the water from both its front and rear facades. The property features a standing seam metal roof and original hardwood floors, ensuring durability and charm. All furnishings are included. The house has been winterized, with water supply temporarily suspended. Please be advised that this property is being sold “as is,” and there is some structural damage in the dining room. However, the home possesses significant potential for renovation and restoration. Take advantage of this unique opportunity to own a waterfront property on Smith Island. Within walking distance of the front door, you can launch your kayak or cast your fishing pole and immerse yourself in the tranquility of the waterfront.

2 Beds ⋅ 1 Baths

A charming waterfront two-bedroom, one-bathroom cottage is situated in the picturesque village of Rhodes Point on historic Smith Island, Maryland. This cozy grey cottage offers panoramic views of the water from both its front and rear facades. The property features a standing seam metal roof and original hardwood floors, ensuring durability and charm. All furnishings are included. The house has been winterized, with water supply temporarily suspended. Please be advised that this property is being sold “as is,” and there is some structural damage in the dining room. However, the home possesses significant potential for renovation and restoration. Take advantage of this unique opportunity to own a waterfront property on Smith Island. Within walking distance of the front door, you can launch your kayak or cast your fishing pole and immerse yourself in the tranquility of the waterfront.

3191 Marsh Rd, Ewell

Listing courtesy of Wilson Realty. Contact: (410) 968-1882

$600,000

🌊 Waterfront Living • 🚤 Private Docks • 🌅 4 Private Decks • 🏡 No HOA or Condo Fees Welcome to 617 Bayshore Court, Unit B, a spacious 3-story semi-detached waterfront home in the sought-after Bayshore Estates community. This fee simple property offers 3 bedrooms, 3 full baths, 2,356 sq. ft. of living space, an attached garage, 4 private decks, and 2 fully owned docks — all with no HOA, no condo fees, and no ground rent. 🙌 Enjoy direct canal-front living with two private docks, including a floating jet ski dock and boat lift. Three of the oversized decks face south over the canal, while the fourth offers a northern view with a peek of the Isle of Wight Bay. The home also features cedar siding, a slab-on-grade foundation, extensive garage shelving, and a hot tub for added outdoor enjoyment. ✨ 🏠 Interior Layout 1st Floor: Flexible multipurpose room currently used as a family room, complete with a pellet stove, utility area, refrigerator, water heater, half bath, and access to the attached garage. 🔥 2nd Floor: Main living level featuring a recessed living room with redwood ceiling detail and a wood-burning fireplace, dining area with counter seating, and a kitchen that opens to a waterfront deck. Kitchen updates include appliances installed in 2021, including a stovetop, wall oven, microwave, and refrigerator with water, ice, and coffee features. 🍳🌊 Guest Bedroom with Full Bathroom. 3rd Floor: Primary suite with private deck, walk-in closet, attic access, and full bath. An additional large bedroom offers three closets, a view of the open bay, and access to another full bath. 🛌🛁 📍 Lifestyle & Location Step outside to your private docks and enjoy easy access to the Isle of Wight Bay for boating, fishing, and watersports. 🚤🎣 The location is close to popular Ocean City favorites including Dry Dock 28, Coins Pub and Restaurant, Buxy’s Salty Dog, Pit & Pub, Fish Tales, Happy Jack’s, and Mother’s Cantina. Jolly Roger Amusement Park, Speedworld, and Splash Mountain are also just minutes away. 🎢💦 💡 Opportunity This home is priced to reflect its current condition, creating an excellent opportunity for buyers looking for direct waterfront living, owned docks, and fee simple ownership in Ocean City. With the right updates, this property offers outstanding potential to build value and create a true coastal getaway. 🌴☀️

3 Beds ⋅ 4 Baths

🌊 Waterfront Living • 🚤 Private Docks • 🌅 4 Private Decks • 🏡 No HOA or Condo Fees Welcome to 617 Bayshore Court, Unit B, a spacious 3-story semi-detached waterfront home in the sought-after Bayshore Estates community. This fee simple property offers 3 bedrooms, 3 full baths, 2,356 sq. ft. of living space, an attached garage, 4 private decks, and 2 fully owned docks — all with no HOA, no condo fees, and no ground rent. 🙌 Enjoy direct canal-front living with two private docks, including a floating jet ski dock and boat lift. Three of the oversized decks face south over the canal, while the fourth offers a northern view with a peek of the Isle of Wight Bay. The home also features cedar siding, a slab-on-grade foundation, extensive garage shelving, and a hot tub for added outdoor enjoyment. ✨ 🏠 Interior Layout 1st Floor: Flexible multipurpose room currently used as a family room, complete with a pellet stove, utility area, refrigerator, water heater, half bath, and access to the attached garage. 🔥 2nd Floor: Main living level featuring a recessed living room with redwood ceiling detail and a wood-burning fireplace, dining area with counter seating, and a kitchen that opens to a waterfront deck. Kitchen updates include appliances installed in 2021, including a stovetop, wall oven, microwave, and refrigerator with water, ice, and coffee features. 🍳🌊 Guest Bedroom with Full Bathroom. 3rd Floor: Primary suite with private deck, walk-in closet, attic access, and full bath. An additional large bedroom offers three closets, a view of the open bay, and access to another full bath. 🛌🛁 📍 Lifestyle & Location Step outside to your private docks and enjoy easy access to the Isle of Wight Bay for boating, fishing, and watersports. 🚤🎣 The location is close to popular Ocean City favorites including Dry Dock 28, Coins Pub and Restaurant, Buxy’s Salty Dog, Pit & Pub, Fish Tales, Happy Jack’s, and Mother’s Cantina. Jolly Roger Amusement Park, Speedworld, and Splash Mountain are also just minutes away. 🎢💦 💡 Opportunity This home is priced to reflect its current condition, creating an excellent opportunity for buyers looking for direct waterfront living, owned docks, and fee simple ownership in Ocean City. With the right updates, this property offers outstanding potential to build value and create a true coastal getaway. 🌴☀️

617 Bayshore Ct Unit #UNIT B, Ocean City

Listing courtesy of RE/MAX Advantage Realty. Contact: (410) 723-3600

$230,000

This is a beautiful setting and will make a great home site. Note: this is not the house on 7038 this is the vacant lots adjacent to 7038. Great Opportunity to own a waterfront lot in the quiet Twin River Beach Community. The water view from this partially shaded lot faces East. Imagine enjoying your morning watching the sun rise over the River. This is a buildable lot. According to Baltimore County Planning and Zoning setbacks are as follows: there are 2 lots, combined 50 foot wide, one side is 293 feet to the water, the other 250 feet to and easement. approximate dimensions are available in the documents. The Front of house will face the water, 25 ft setback from water's edge, 10 foot set back on each side, rear from road (driveway) is 30 ft. height 55 feet. The house is required to be raised with parking underneath, 2 floors of living space and the roof. They would like windows on the sides of the house as well. Balt. Co Planning and Zoning can answer your questions. The lot is part of the Chesapeake Bay Critical Area. It is a limited development area that is grandfathered under old requirements limited to 25% coverage or 31.25% coverage with mitigation. (2544 sq ft possibly 3180 sq feet with mitigation) This is the area of coverage house, decks, patio, shed, walkways etc, not total for the house as the house will have 2 living levels. This would be a tall, narrow, long house. This can be confirmed through the Balt Co of the Environment. Building regulations can be discussed regarding flood plain building requirements Dept of public works and development plan review. All feasibility studies are the responsibility of the buyer. Water and sewer hook ups are the responsibility of the buyer. This is a beautiful setting and will make a great home site. The Gunpowder River is quite and peaceful. Your home would be away from the hustle of the waterside resturaunts. The Oliver beach community has a community center you could join as a non voting member. No HOA just social activities and the boat ramp accesses. Don't wait to build your dream home.

7038 Lot 142 Pt 141 Greenbank Rd, Middle River

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 879-8080

$997,000

WELCOME to the Eastern Shore -- This charming Nantucket style waterfront home offers unique privacy with the advantage of being in a wonderful water privilege community. Rare 1.5-acre lot offers a 5 bedroom, 3.5 bath renovated beauty that offers upgrades to include: true handsome hardwood floors, stunning renovated Coastal kitchen and baths, new windows, siding and doors. There are scenic wrap-around water views from almost every room. The water depth is low and small craft is advised in the creek.... which does exit into the bay.... The community boat ramp is directly across the street for easy boating. There are a couple of garage options available for this property: The garage option is " TO BE BUILT.... County has said OK to pool and garage addition, permit process has started...

5 Beds ⋅ 4 Baths

WELCOME to the Eastern Shore -- This charming Nantucket style waterfront home offers unique privacy with the advantage of being in a wonderful water privilege community. Rare 1.5-acre lot offers a 5 bedroom, 3.5 bath renovated beauty that offers upgrades to include: true handsome hardwood floors, stunning renovated Coastal kitchen and baths, new windows, siding and doors. There are scenic wrap-around water views from almost every room. The water depth is low and small craft is advised in the creek.... which does exit into the bay.... The community boat ramp is directly across the street for easy boating. There are a couple of garage options available for this property: The garage option is " TO BE BUILT.... County has said OK to pool and garage addition, permit process has started...

101 Beachside Dr, Stevensville

Listing courtesy of Coastal Realty Maryland. Contact:

$319,700

BACK ON THE MARKET WITH IMPROVED PRICE-THIS IS THE LOCATION!!!! ***********************PUBLIC SEWER IS ON THIS PROPERTY************************************* If you’ve been searching for the perfect canvas to build your Delmarva masterpiece, look no further. This rare offering features over 1.5 acres of low-maintenance waterfront land on the Little Choptank River, comprised of two cleared, level lots ready for your own personal dream. One of the most significant hurdles to waterfront building has already been cleared for you. This property comes with a current tidewater buffer setback variance (BOA Case #2109), allowing for the construction of a dwelling inside the typical 100-foot setback. Most importantly, this variance does not expire and transfers directly to the new owner, providing a unique "plug and play" opportunity that is nearly impossible to find. Call me today to learn more.

1609 Heliport Rd, Woolford

Listing courtesy of Keller Williams Realty Delmarva. Contact: (410) 524-6400