Homes with Basements for Sale in Chesapeake City, MD

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FLOOR PLAN

ABOUT THIS HOME
Home with Basement for sale in Chesapeake City, MD:
Some homes offer a place to live. This one offers a place to make memories. Set on approximately 11 acres in Chesapeake City, Maryland, this distinctive retreat combines the privacy of a country estate with private dock access and opportunities to enjoy life on the water. Approximately 7,500 square feet of living space, four bedrooms, three full baths, and two half baths provide generous room for everyday comfort, extended visits, and memorable gatherings. The setting invites you to slow down and stay awhile. Spend summer afternoons by the pool, entertain friends on the decks, or enjoy a quiet morning surrounded by the beauty of the grounds. Water access through a private easement leads to

$2,300,000

4 beds4 baths7,166 sq ft

1400 Town Point Rd, Chesapeake City, MD 21915

Water views • Private dock • Gracious interiors

(410) 266-9005

ABOUT THIS HOME
Home with Basement for sale in Chesapeake City, MD:
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 functio

$6,750,000

4 beds3.5 baths4,141 sq ft

416 Mitton Rd, Chesapeake City, MD 21915

Circa-1900 residence • Exposed beams • Established paddocks

(302) 429-4500

ABOUT THIS HOME
Home with Basement for sale in Chesapeake City, MD:
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

$699,999

4 beds3.5 baths3,280 sq ft

246 Biddle St, Chesapeake City, MD 21915

9,583 sq ft lot • Garage • Built 1885

(410) 287-8080

ABOUT THIS HOME
Home with Basement for sale in Chesapeake City, MD:
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

$19,900,000

4 beds4 baths— sq ft

1455 Cayots Corner Rd, Chesapeake City, MD 21915

Exercise room • Equestrian facility • Wide-plank staircase

(302) 654-6500

ABOUT THIS HOME
Home with Basement for sale in Chesapeake City, MD:
Welcome to 82 Woodside Drive, a beautifully maintained 5-year-old Colonial situated on a . 34-acre lot in the desirable water-oriented community of Elk River Basin in Chesapeake City! Offering approximately 1,960 square feet of living space, 4 bedrooms, 3.5 bathrooms, a finished lower level, and an attached 2-car garage, this home offers modern comfort, thoughtful design, and access to wonderful community amenities. Step inside to an inviting open-concept living room, kitchen, and dining area, ideal for everyday living and entertaining. The kitchen features stainless steel appliances, while sliding glass doors lead to a spacious rear yard enclosed by low-maintenance PVC fencing. Enjoy outdo

$425,000

4 beds3 baths1,960 sq ft

82 Woodside Dr, Chesapeake City, MD 21915

Spacious rear yard • Community beach • Finished lower level

(410) 778-0330

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COMING SOON

ABOUT THIS HOME
Home with Basement for sale in Chesapeake City, MD:
There's No Place Like Home! Welcome to this 4-bedroom home in the desirable Forest Knoll community of Elk Neck! A two-story foyer welcomes you inside, leading to an eat-in kitchen featuring a subway tile backsplash and room for a center island. The family room features a gas fireplace with a stone surround and hearth. The main level also includes formal living and dining rooms, a versatile bonus room that could serve as a home office, and a convenient laundry room. Upstairs, the primary suite features its own sitting room, two closets, and a private bathroom with a soaking tub and separate walk-in shower. Three additional bedrooms and a full hallway bathroom complete the upper level. The un

$480,000

4 beds2.5 baths2,538 sq ft

7 Austins Way, Elkton, MD 21921

Primary suite • Gas fireplace • Eat-in kitchen

(410) 287-8080

OPEN SAT, 1PM TO 3PM

ABOUT THIS HOME
Home with Basement for sale in Chesapeake City, DE:
Showings start Nov 7 Open House . Welcome to 108 Brooks Dr — a stately 4-bedroom, 3-bath Colonial set on nearly a full acre in the coveted Back Creek golf community of Middletown. Built in 2003 and beautifully maintained, this 3,200 sq ft residence delivers the space today's buyers are searching for: a flexible main-level layout for everyday living and entertaining, four generous bedrooms including a serene primary suite, and three full baths. Outside, the impressive 0.87-acre homesite offers room to roam, garden, or simply enjoy the privacy of a premium Back Creek lot. A rare 3-car side-entry attached garage keeps vehicles, toys, and tools under roof, with additional driveway parki

$810,000

4 beds4.5 baths3,200 sq ft

108 Brooks Dr, Middletown, DE 19709

3 garage spots • Built 2003 • Listed 2 days

(302) 368-1621

FLOOR PLAN

ABOUT THIS HOME
Home with Basement for sale in Chesapeake City, MD:
JUST LISTED!!! Welcome to Morning Glory Lane in Bethel of Elk Forest! This nearly 7000 sq. ft. home is situated on 13.84 acres and also shares an additional 5 acres with the other home owners down to a private beach access on the C & D Canal! Come walk the trail (or drive your gater/golf cart) and watch the ships pass by from the sandy beach! The culdesac is only shared with 6 other homes and is located just minutes from downtown Chesapeake City, fine restaurants and shopping. What a great place to call home.

$949,000

5 beds4.5 baths6,818 sq ft

16 Morning Glory Ln, Elkton, MD 21921

13.84 acre lot • 2 garage spots • Built 2005

(410) 287-8080

COMING SOON

ABOUT THIS HOME
Home with Basement for sale in Chesapeake City, DE:
Discover the Art of Exceptional Living in Bohemia Mill Pond. Gracefully nestled on over 2 acres within the prestigious Bohemia Mill Pond community of Middletown, this custom-built estate offers an extraordinary blend of elegance, comfort, and timeless appeal. A grand circular driveway, professionally manicured landscaping, mature trees, and an expansive backyard create a breathtaking first impression, setting the stage for the remarkable living experience that awaits within. Upon entering, you are welcomed by an impressive two-story foyer that introduces the home's thoughtfully designed interiors. Elegant formal living and dining rooms provide an inviting atmosphere for entertaining, while

$1,249,000

6 beds4 baths4,875 sq ft

108 Bohemia Mill Pond Dr, Middletown, DE 19709

Spacious backyard • Circular driveway • Two story foyer

(302) 674-4255

NEW CONSTRUCTION

ABOUT THIS HOME
Home with Basement for sale in Chesapeake City, MD:
THE AUGUSTA starts at 2082 square feet of living space and offers so much more. This charming 2-story home features a spacious kitchen and great room with flexible living areas and incredible closet space. Turn the first floor living into any way you desire with adaptable spaces; sunroom, office, formal dining, first floor in-law suite. The second floor has generous size bedrooms and a second floor laundry. Which do you desire in a master bath? Tub…Shower…Both? You choose. A 2 car garage can be front or side load and a full unfinished basement rounds out this home.

$614,990

4 beds2.5 baths2,082 sq ft

Shagbark Ln, Elkton, MD 21921

Office • Spacious kitchen • Sunroom

(410) 287-8080

ABOUT THIS HOME
Home with Basement for sale in Chesapeake City, DE:
Investor or 203k opportunity on a beautiful, expansive lot in Middletown! Situated on an estimated 2.17 acres, 4 Rebecca Court offers four bedrooms, two-and-a-half bathrooms, a full finished basement, and a three-car garage. The partially fenced yard, newer 50-year roof (installed in 2018), Heater installed in 2026, and existing water purification system add to the property’s features and renovation potential. This home is in poor condition and requires substantial repairs and extensive renovation. The septic system needs to be replaced. This is a project suited to investors or 203k purchasers. The generous lot, home size, and garage space provide an appealing starting point for those

$594,000

4 beds2.5 baths4,000 sq ft

4 Rebecca Ct, Middletown, DE 19709

Expansive lot • Newer heater • Newer roof

(888) 893-3537

Property at 115 Saint Andrews Ct, Middletown, DE 19709, 4 beds, 2.5 baths

$625,000

4 beds2.5 baths2,625 sq ft

115 Saint Andrews Ct, Middletown, DE 19709

(302) 688-7653

Property at 42 Wild Laurel Ct, Elkton, MD 21921, 4 beds, 2.5 baths

$625,000

4 beds2.5 baths4,448 sq ft

42 Wild Laurel Ct, Elkton, MD 21921

(410) 287-8080

Property at 33 Bonney Shrs, Elkton, MD 21921, 3 beds, 3 baths

$550,000

3 beds3 baths2,640 sq ft

33 Bonney Shrs, Elkton, MD 21921

(302) 733-7000

Property at 429 Cherry Grove Rd, Earleville, MD 21919, 4 beds, 2 baths

$565,000

4 beds2 baths1,600 sq ft

429 Cherry Grove Rd, Earleville, MD 21919

(302) 369-5397

Property at 134 Ayshire Dr, Middletown, DE 19709, 4 beds, 3.5 baths

$1,439,900

4 beds3.5 baths4,452 sq ft

134 Ayshire Dr, Middletown, DE 19709

(215) 699-5555

Property at 106 Marley Rd, Middletown, DE 19709, 4 beds, 2.5 baths

$599,900

4 beds2.5 baths3,150 sq ft

106 Marley Rd, Middletown, DE 19709

(302) 733-7000

Property at 224 Tralee Dr, Middletown, DE 19709, 5 beds, 2.5 baths

$649,000

5 beds2.5 baths3,250 sq ft

224 Tralee Dr, Middletown, DE 19709

(302) 213-5397

Property at 198 Blair Shore Rd, Elkton, MD 21921, 4 beds, 2.5 baths

$650,000

4 beds2.5 baths3,126 sq ft

198 Blair Shore Rd, Elkton, MD 21921

(410) 398-3434

Property at 39 Wood Chip Rd, Elkton, MD 21921, 4 beds, 3.5 baths

$749,990

4 beds3.5 baths3,905 sq ft

39 Wood Chip Rd, Elkton, MD 21921

(410) 705-2565

Property at 64 S Shore Rd, Elkton, MD 21921, 2 beds, 2.5 baths

$699,999

2 beds2.5 baths2,042 sq ft

64 S Shore Rd, Elkton, MD 21921

(302) 368-1621

Property at 233 Woodholme Way, Elkton, MD 21921, 4 beds, 3.5 baths

$705,000

4 beds3.5 baths5,352 sq ft

233 Woodholme Way, Elkton, MD 21921

(302) 299-1100

Property at 64 Open Meadow Ct, Elkton, MD 21921, 4 beds, 3 baths

$575,000

4 beds3 baths4,140 sq ft

64 Open Meadow Ct, Elkton, MD 21921

(410) 398-9200

Property at 38 Osprey Way, Elkton, MD 21921, 4 beds, 3.5 baths

$1,400,000

4 beds3.5 baths4,185 sq ft

38 Osprey Way, Elkton, MD 21921

(717) 344-5950

Property at 273 Abbotsford Dr Unit HANCOCK GRAND, Middletown, DE 19709, 4 beds, 2.5 baths

$778,990

4 beds2.5 baths3,260 sq ft

273 Abbotsford Dr Unit HANCOCK GRAND, Middletown, DE 19709

(888) 543-4829

Homes with Basements for Sale in Chesapeake City

There are currently 5 homes with basements for sale in Chesapeake City at a median listing price of $885K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Chesapeake City stay on the market for 160 days and receive 3 offers. This map is refreshed with the newest listings in Chesapeake City every 15 minutes.

In the past month, 1 home has been sold in Chesapeake City. In addition to houses in Chesapeake City, there were also 0 condos, 1 townhouse, and 1 multi-family unit for sale in Chesapeake City last month. Find your dream home in Chesapeake City using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Chesapeake City are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Chesapeake City. Our Chesapeake City real estate stats and trends will give you more information about home buying and selling trends in Chesapeake City. If you're looking to sell your home in the Chesapeake City area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Chesapeake City with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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