Chesapeake City MD Homes For Sale

Set on 15.11 acres in the peaceful countryside of Chesapeake City, this distinctive property offers the space, privacy, and versatility that are increasingly hard to find. Located along a quiet dead-end road near the C&D Canal, the property provides a serene rural setting with room to enjoy the outdoors, pursue equestrian interests, or simply spread out and enjoy the freedom of country living. The farmhouse offers 3 bedrooms and 3 full bathrooms, with thoughtful updates throughout the home. The main level features a welcoming combination of living and gathering spaces, including two bright sunrooms, one enhanced by heated brick flooring. The kitchen has been refreshed with new stainless steel appliances, including a built-in microwave, electric range, dishwasher, and refrigerator, and connects directly to the family room, where a pellet stove creates a cozy focal point. A separate dining room, full bathroom, and laundry room complete the main level. Upstairs, you'll find all three bedrooms, including a spacious primary suite with a walk-in closet and private bathroom featuring a stall shower. A second full bathroom serves the additional bedrooms. The home also includes a water softener and conditioned crawlspace, adding to the property's functionality and overall care. The acreage is exceptionally well suited for horses and outdoor pursuits. A newer barn features three fully matted stalls, each opening to its own paddock with five-foot no-climb fencing. Water and electric have been thoughtfully incorporated, while an insulated utility room provides a flexible workspace. A large electric-equipped run-in shed offers additional shelter, and several level, fenced areas provide options for a riding or grass exercise area. For those who enjoy riding, walking, or exploring, an established trail loop follows the property's perimeter. Additional outbuildings provide plenty of room for equipment, hay, feed, storage, or future projects. One insulated building has electric service, while another offers additional storage or potential stall space and includes an unfinished loft with electric that could be finished into an office, studio, or other usable space. A custom enclosed catio adds another versatile feature and could be repurposed for a variety of needs. From the expansive acreage and established equestrian infrastructure to the comfortable farmhouse and multiple outbuildings, this property offers a rare opportunity to create the rural lifestyle you've been looking for. Enjoy the privacy of your own 15.11-acre retreat while remaining close to the C&D Canal, Fair Hill, and surrounding Cecil County destinations.

240 Randalia Rd, Chesapeake City

Listing courtesy of Keller Williams Realty. Contact: (302) 360-0300

$799,000

3 Beds ⋅ 3 Baths

There's no place like home when you live along the Chesapeake & Delaware Canal, offering wide water views, natural light, and peaceful surroundings. Set on a spacious lot with mature trees, an expansive lawn, and a covered rear deck overlooking the canal, this property offers a rare opportunity to enjoy front-row views of passing ships and ever-changing scenery from nearly every angle. Inside, the home blends warmth and functionality with generous living spaces, hardwood flooring upstairs, terra cotta flooring on the main level, and large windows that bring the outdoors in. The updated white kitchen features stainless steel appliances, granite countertops, subway tile backsplash, abundant cabinetry, and an adjoining breakfast area with panoramic canal views. Multiple gathering spaces throughout the home create an ideal layout for both everyday living and entertaining. The spacious living room opens seamlessly toward the rear deck and waterfront backdrop, while the formal dining room showcases detailed flooring and classic character. Upstairs, the oversized primary suite features a sitting area, a walk-in closet, and breathtaking canal views, creating a peaceful retreat within the home. Additional bedrooms are generously sized and filled with natural light. Enjoy mornings on the covered deck, evenings watching ships pass by, or easy access to the nearby Ben Cardin/Mike Castle Canal Trail for walking and biking along the water. Conveniently located near the Maryland and Delaware line with easy access to Route 213, Route 896, and surrounding destinations, this home combines scenic waterfront living with everyday convenience.

904 Biddle St, Chesapeake City

Listing courtesy of Integrity Real Estate. Contact:

$6,750,000

4 Beds ⋅ 4 Baths

Unicorn Farm includes two parcels, #022095 and #007967. Total acreage is 393.346. Set on a picturesque landscape, this exceptional working equestrian estate offers a rare blend of privacy, heritage, and opportunity. Comprised of two parcels—both protected by easements that preserve the land’s natural beauty and long-term integrity. The property is thoughtfully designed to support a wide range of equestrian pursuits, all within convenient reach of Virginia, Washington, D.C., and New York. A long, scenic approach reveals a setting defined by fields, established paddocks with run-in sheds, barns, and various outbuildings—creating a turnkey environment for a fully functioning horse operation, with income-generating potential. At the heart of Unicorn Farm stands the distinguished circa-1900 residence, with the original section dating back to 1750, lovingly maintained by its present stewards for over 50 years. The property reflects a deep commitment to its land and legacy, making a farm of this caliber increasingly rare. Rich in character, warmth, and timeless appeal, the main level is both inviting and refined, with a spacious eat-in kitchen and gathering area, featuring a saltbox ceiling, exposed beams, and brick flooring. The bright, sun-filled space is framed by large windows that offer lovely outdoor views, and a door leading to a brick patio. Elegant entertaining spaces unfold throughout the home, including a formal dining room and a gracious living room—both with beautiful fireplaces. Built-ins further enhance the rooms. A separate formal sitting room, also with its own fireplace and exterior entrance, completes the first floor. Brick and hardwood floors run throughout, complementing the home’s historic integrity while adding warmth and texture to each space. Period details blend effortlessly throughout. Eight fireplaces lend charm and architectural significance. The second floor features a total of four bedrooms and three full baths, with an ensuite bath in the primary. Also included is the charming, attached “Wister Loft.” Wister Loft with its own private entrance. Wister Loft is a thoughtfully designed space that offers one bedroom and one full bath, highlighted by exposed beams and a fireplace—an inviting retreat that provides guests or family with privacy while remaining seamlessly connected to the main home. Enhancing the property’s versatility is a newly renovated 1,400-square-foot apartment, ideal for rental, guest accommodations, or on-site staff. This is more than a property—it is a legacy holding. A place where history, land, and lifestyle converge—protected for generations to come—offering a truly rare opportunity to bring your equestrian vision to life in a private, exceptional, and accessible location.

416 Mitton Rd, Chesapeake City

Listing courtesy of Patterson-Schwartz - Greenville. Contact: 3024294500

$298,000

2 Beds ⋅ 1 Baths

Purchase includes Map 48(Tax ID 0802004771), Parcels 80, 74 (Tax ID 0802004712) and 84 (Tax ID 0802013525) Total of 2.81 acres

2871 Augustine Herman Hwy, Chesapeake City

Listing courtesy of Gunther-McClary Real Estate. Contact:

$885,000

3 Beds ⋅ 3 Baths

Set on 15.11 acres in the peaceful countryside of Chesapeake City, this distinctive property offers the space, privacy, and versatility that are increasingly hard to find. Located along a quiet dead-end road near the C&D Canal, the property provides a serene rural setting with room to enjoy the outdoors, pursue equestrian interests, or simply spread out and enjoy the freedom of country living. The farmhouse offers 3 bedrooms and 3 full bathrooms, with thoughtful updates throughout the home. The main level features a welcoming combination of living and gathering spaces, including two bright sunrooms, one enhanced by heated brick flooring. The kitchen has been refreshed with new stainless steel appliances, including a built-in microwave, electric range, dishwasher, and refrigerator, and connects directly to the family room, where a pellet stove creates a cozy focal point. A separate dining room, full bathroom, and laundry room complete the main level. Upstairs, you'll find all three bedrooms, including a spacious primary suite with a walk-in closet and private bathroom featuring a stall shower. A second full bathroom serves the additional bedrooms. The home also includes a water softener and conditioned crawlspace, adding to the property's functionality and overall care. The acreage is exceptionally well suited for horses and outdoor pursuits. A newer barn features three fully matted stalls, each opening to its own paddock with five-foot no-climb fencing. Water and electric have been thoughtfully incorporated, while an insulated utility room provides a flexible workspace. A large electric-equipped run-in shed offers additional shelter, and several level, fenced areas provide options for a riding or grass exercise area. For those who enjoy riding, walking, or exploring, an established trail loop follows the property's perimeter. Additional outbuildings provide plenty of room for equipment, hay, feed, storage, or future projects. One insulated building has electric service, while another offers additional storage or potential stall space and includes an unfinished loft with electric that could be finished into an office, studio, or other usable space. A custom enclosed catio adds another versatile feature and could be repurposed for a variety of needs. From the expansive acreage and established equestrian infrastructure to the comfortable farmhouse and multiple outbuildings, this property offers a rare opportunity to create the rural lifestyle you've been looking for. Enjoy the privacy of your own 15.11-acre retreat while remaining close to the C&D Canal, Fair Hill, and surrounding Cecil County destinations.

240 Randalia Rd, Chesapeake City

Listing courtesy of Keller Williams Realty. Contact: (302) 360-0300

$6,750,000

4 Beds ⋅ 4 Baths

Unicorn Farm includes two parcels, #022095 and #007967. Total acreage is 393.346. Set on a picturesque landscape, this exceptional working equestrian estate offers a rare blend of privacy, heritage, and opportunity. Comprised of two parcels—both protected by easements that preserve the land’s natural beauty and long-term integrity. The property is thoughtfully designed to support a wide range of equestrian pursuits, all within convenient reach of Virginia, Washington, D.C., and New York. A long, scenic approach reveals a setting defined by fields, established paddocks with run-in sheds, barns, and various outbuildings—creating a turnkey environment for a fully functioning horse operation, with income-generating potential. At the heart of Unicorn Farm stands the distinguished circa-1900 residence, with the original section dating back to 1750, lovingly maintained by its present stewards for over 50 years. The property reflects a deep commitment to its land and legacy, making a farm of this caliber increasingly rare. Rich in character, warmth, and timeless appeal, the main level is both inviting and refined, with a spacious eat-in kitchen and gathering area, featuring a saltbox ceiling, exposed beams, and brick flooring. The bright, sun-filled space is framed by large windows that offer lovely outdoor views, and a door leading to a brick patio. Elegant entertaining spaces unfold throughout the home, including a formal dining room and a gracious living room—both with beautiful fireplaces. Built-ins further enhance the rooms. A separate formal sitting room, also with its own fireplace and exterior entrance, completes the first floor. Brick and hardwood floors run throughout, complementing the home’s historic integrity while adding warmth and texture to each space. Period details blend effortlessly throughout. Eight fireplaces lend charm and architectural significance. The second floor features a total of four bedrooms and three full baths, with an ensuite bath in the primary. Also included is the charming, attached “Wister Loft.” Wister Loft with its own private entrance. Wister Loft is a thoughtfully designed space that offers one bedroom and one full bath, highlighted by exposed beams and a fireplace—an inviting retreat that provides guests or family with privacy while remaining seamlessly connected to the main home. Enhancing the property’s versatility is a newly renovated 1,400-square-foot apartment, ideal for rental, guest accommodations, or on-site staff. This is more than a property—it is a legacy holding. A place where history, land, and lifestyle converge—protected for generations to come—offering a truly rare opportunity to bring your equestrian vision to life in a private, exceptional, and accessible location.

416 Mitton Rd, Chesapeake City

Listing courtesy of Patterson-Schwartz - Greenville. Contact: 3024294500

$69,000

3 Beds ⋅ 2 Baths

Looking for a place to call home look no farther. Nicely renovated three bedroom and two full bath in this 1216 sq ft home. Many new appliances in the kitchen. Conveniently located close to Historic downtown Chesapeake City for shopping, dining, boat ramp, or just a stroll through the town.

44 Buddy Blvd, Chesapeake City

Listing courtesy of Real-Trust-Associates, LLC.. Contact: (443) 553-2206

$849,000

4 Beds ⋅ 4 Baths

Welcome to 2418 Old Telegraph Rd, Chesapeake City Maryland. The home is a car enthusiasts dream with an attached 2 car garage and oversized detached garage with finished bonus rooms above. Ample parking iS available in the paved driveway. This beautiful home sits on 4 Park like acres surrounded by sprawling horse farms and farmland. The home features a large primary bedroom suite on the first floor, first floor laundry, Fireplace, open living room, kitchen and dining area as well as a large formal dining room and great room. The second floor features a second primary suite with massive walk in closet. There are 2 more bedrooms with a jack and jill bath. The home has fresh paint in most rooms, new carpet, new appliances, a new roof and a new well pump. Large unfinished basement offers room for storage. Square footage on county records is believed to be incorrect

2418 Old Telegraph Rd, Chesapeake City

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$399,999

Take advantage of this opportunity to build your dream home on the breath taking 1.6 acre lot. This property features views of the canal and is just minutes from the historic town of Chesapeake City for all your dining, shopping, and entertainment needs. The land is also conveniently located near major roadways and Delaware for additional shopping and dining.

966 Biddle St, Chesapeake City

Listing courtesy of Patterson-Schwartz-Middletown. Contact: 3022855100

$95,000

99 Beds ⋅ 99 Baths

Own a Piece of Chesapeake City History Step into the past with this truly one-of-a-kind property, originally built as an early 1900s church and rich with architectural character. Featuring soaring ceilings, beautiful Gothic-style arched windows, original wood details, and an open sanctuary space, this historic building offers endless possibilities for the visionary buyer. Whether you've dreamed of creating a unique gathering space, artist's studio, event venue (subject to approvals), or simply preserving a remarkable piece of local history, this property provides an incredible canvas for your imagination. Past improvements include architectural shingle roofing, updated electrical wiring, and interior paint. The spacious lower level offers abundant storage and flexible space, while the main level showcases the building's original charm with its dramatic architecture and expansive open floor plan. Heating is provided by a floor furnace(propane fuel, no tanks currently), and window air conditioning units offer seasonal comfort. Located in charming Chesapeake City, you'll also enjoy water rights to a nearby community beach, adding even more appeal to this rare offering. Important Information: Property is being sold strictly AS-IS, WHERE-IS. Seller will make no repairs or improvements. Buyer is responsible for verifying all information, zoning, intended use, permits, and any requirements with Cecil County. No septic system is available on-site due to county health department regulations. Historic properties like this seldom become available. Bring your vision, creativity, and appreciation for timeless architecture to transform this remarkable Chesapeake City landmark into its next chapter.

244 Cherry St, Chesapeake City

Listing courtesy of Patterson-Schwartz-Middletown. Contact: 3022855100

$399,000

OVER 10.5 ACRES FOR SALE OFF CHESTNUT SPRINGS RD, LAKE ON THE PROPERTY, LAND IS UNDEVELOPED, HAS LOTS OF DIFFERENT POTENTIALS

Chestnut Springs Rd, Chesapeake City

Listing courtesy of RE/MAX Distinctive Real Estate, Inc.. Contact: 3019660035

$90,000

3 Beds ⋅ 2 Baths

Wonderfully landscaped and spacious 3 bedroom 2 bathroom handicap-accessible manufactured home in Chesapeake Estates! Upon entry up the front ramp, you'll notice the lovely spacious front deck. The oversized living room, complete with a ceiling fan, opens to the gorgeous kitchen with stainless steel appliances including the propane-fired cooktop. Just beyond the dining room is the huge primary bedroom complete with access to the primary bath featuring a double sink. Two additional bedrooms and a full bathroom are located at the other end of the home down a wide hallway. Outside, you'll love relaxing on the lovely deck and the storage shed is a great place to store lawn tools! Recently upgraded air conditioner. Property sold as-is.

34 Buddy Blvd, Chesapeake City

Listing courtesy of RE/MAX Chesapeake. Contact:

$699,999

4 Beds ⋅ 4 Baths

There’s no place like home at 246 Biddle Street, a Victorian home full of Chesapeake City history and classic craftsmanship. Believed to have been built by master carpenter and canal lock builder Joseph Schaefer, this remarkable home reflects the heritage tied to the early growth of Chesapeake City and the Chesapeake & Delaware Canal. Thoughtfully preserved through generations, the property showcases soaring ceilings, intricate woodwork, original hardwood flooring, expansive wraparound porches, and spacious living areas filled with natural light. Tasteful updates, including an updated kitchen and baths, complement the home’s historic charm while providing modern comfort. A renovated great room with sliding glass doors opens to the backyard, creating an ideal space for everyday living and entertaining. The spacious primary suite features a walk-in closet, private bath, and private balcony overlooking canal views. Additional highlights include two propane fireplaces, main level laundry, and a roof updated in 2015. Outdoor spaces are equally inviting with a composite deck with vinyl rails, fenced rear yard, detached garage, and storage shed. Perfectly positioned near the marina and waterfront in the heart of historic North Chesapeake City, this is a rare opportunity to own a home with exceptional presence and a meaningful connection to the town’s storied past. Schedule your private showing and experience the charm and history of 246 Biddle Street for yourself.

246 Biddle St, Chesapeake City

Listing courtesy of Integrity Real Estate. Contact:

$305,000

3 Beds ⋅ 2 Baths

NEW PRICE! Folk Victorian home, featuring gingerbread trim and over 2000 sq ft., offers a versatile layout ideal for everyday living and entertaining. Spacious kitchen and family rooms with exposed beams provide warmth and character, while the primary suite and laundry on the main level add convenience. The family room bay window overlooks an adjacent lot for sale, presenting exciting opportunities for expansion, gardening, or added privacy. Outdoors, you have a composite deck where you can enjoy beautiful sunsets and a view of the Chesapeake City bridge, front porch, and fenced, sodded rear yard- perfect for gatherings or relaxing. Shed for added storage. While the home has had updates and repairs, it offers the opportunity to refresh finishes and flooring to make it your own.

320 Cecil St, Chesapeake City

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

$109,999

3 Beds ⋅ 1 Baths

needs work sold as is

943 Cayots Corner Rd, Chesapeake City

Listing courtesy of Thurston Wyatt Real Estate, LLC. Contact: 4103206785

$19,900,000

4 Beds ⋅ 5 Baths

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

1455 Cayots Corner Rd, Chesapeake City

Listing courtesy of Monument Sotheby's International Realty. Contact: 3026546500

$19,900,000

4 Beds ⋅ 5 Baths

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

1455 Cayots Corner Rd, Chesapeake City

Listing courtesy of Monument Sotheby's International Realty. Contact: 3026546500