Homes with Basements for Sale in Caroline County, MD

31 homes

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ABOUT THIS HOME
Home with Basement for sale in Caroline County, MD:
Tucked away between Preston and Easton, this charming one-level ranch home offers comfortable living, inviting outdoor spaces and a peaceful setting on 1+/- acre. The spacious rear yard backs to a tidal stream that flows to Little Creek and the Choptank River. A welcoming front porch leads into the foyer, which opens to a dining room that could easily serve as a second living space. The spacious kitchen offers ample cabinet and counter space, room for a table and a closet that could be converted to a pantry. The adjacent family room is a favorite gathering space with vaulted ceilings, hardwood floors and a wood-burning fireplace with brick hearth. The primary suite features a walk-in tile s

$349,000

3 beds2 baths1,504 sq ft

4928 Edmondson Creek Rd, Preston, MD 21655

Spacious rear yard • Tidal stream • One level ranch home

(410) 745-0415

ABOUT THIS HOME
Home with Basement for sale in Caroline County, MD:
Welcome to 105 S 5th Avenue, where historic small-town charm meets the convenience of living right in the heart of Denton! Built circa 1900, this spacious 4-bedroom, 2-full-bath detached home offers the character of a classic Eastern Shore residence with plenty of room to make it your own. One of the most special features of this location is the true front-row seat to Denton's hometown traditions. Imagine stepping outside your front door and watching the annual Denton Holiday Parade travel along 5th Avenue, complete with floats, bands, classic cars, horses and a special appearance by Santa Claus before the celebration continues downtown with the Lighting of the Green. Throughout the year, d

$310,000

4 beds2 baths2,759 sq ft

105 S 5th Ave, Denton, MD 21629

8,363 sq ft lot • 12 parking spots • Built 1900

(302) 846-7839

OPEN SAT, 10AM TO 12PM

ABOUT THIS HOME
Home with Basement for sale in Caroline County, MD:
Space, flexibility, and outdoor living come together at 2792 Meadowbrook Road! This spacious 5-bedroom, 2.5-bath split-level home sits on a beautiful . 46-acre lot. The upper level features three bedrooms, including a primary bedroom with its own private bath. The living room offers an open feel and an opportunity to create an even more unique space with the potential for an upper balcony. The kitchen provides abundant cabinet storage and plenty of natural light. Downstairs, you'll find two additional bedrooms, a large family room with an electric fireplace, and a charming stone sitting area with a large sliding glass door that opens directly to the backyard and expansive concrete patio. Th

$325,000

5 beds2.5 baths2,232 sq ft

2792 Meadowbrook Rd, Federalsburg, MD 21632

Stone sitting area • Private bath • Sliding glass door

(302) 360-0300

COMING SOON

ABOUT THIS HOME
Home with Basement for sale in Caroline County, MD:
If you've been dreaming of peaceful country living without giving up the convenience of town, this beautifully maintained Colonial in the desirable Lister Estates community may be exactly what you've been waiting for. Enjoy the feeling of space and privacy while still being close to a quaint town square, local shopping, churches, schools, parks, and major commuter routes. From the moment you arrive, you'll appreciate how exceptionally clean and well cared for this 5-bedroom, 2.5-bath home is. Freshly painted interiors, almost-new gleaming oak hardwood floors, a beautiful newer front door that fills the entry with natural sunlight, and several recent updates make this home truly move-in read

$419,000

5 beds2.5 baths2,250 sq ft

109 Walnut St, Ridgely, MD 21660

New garbage disposal • Spacious backyard • Walk-in closet

(410) 263-8686

ABOUT THIS HOME
Home with Basement for sale in Caroline County, MD:
Charming Greensboro bungalow ready to welcome you home! This 3-bedroom, 1-bathroom property offers a warm blend of character and modern updates throughout. The dining area features a beautiful wood‑burning fireplace, creating a cozy focal point for gatherings. The remodeled 2024 kitchen brings fresh style and functionality, while the new roof (2019) and all‑new flooring add peace of mind and comfort. A partial basement provides additional storage and houses the laundry area. Outside, enjoy the convenience of a one‑car detached garage and a lovely yard perfect for relaxing or outdoor hobbies. This well‑maintained home is the perfect place to settle in and enjoy small‑town Eastern Shore livin

$249,900

3 beds1 bath1,359 sq ft

315 Main St, Greensboro, MD 21639

Remodeled kitchen • Partial basement • 9,295 sq ft lot

(410) 479-4663

Property at 23118 Tuckahoe Springs Dr, Denton, MD 21629, 3 beds, 2 baths

$450,000

3 beds2 baths2,240 sq ft

23118 Tuckahoe Springs Dr, Denton, MD 21629

(410) 479-4663

Property at 13166 Oakland Rd, Ridgely, MD 21660, 3 beds, 2 baths

$435,000

3 beds2 baths2,408 sq ft

13166 Oakland Rd, Ridgely, MD 21660

(410) 934-3478

Property at 421 Sunset Ave, Greensboro, MD 21639, 3 beds, 2 baths

$449,900

3 beds2 baths1,904 sq ft

421 Sunset Ave, Greensboro, MD 21639

(302) 539-1777

Property at 1043 Camp Rd, Denton, MD 21629, 3 beds, 1 bath

$295,000

3 beds1 bath1,252 sq ft

1043 Camp Rd, Denton, MD 21629

(410) 548-2100

Property at 23071 Tuckahoe Springs Dr, Denton, MD 21629, 4 beds, 3 baths

$1,350,000

4 beds3 baths3,358 sq ft

23071 Tuckahoe Springs Dr, Denton, MD 21629

(410) 228-2525

Property at 306 Sunrise Ave, Ridgely, MD 21660, 4 beds, 2 baths

$325,000

4 beds2 baths1,539 sq ft

306 Sunrise Ave, Ridgely, MD 21660

(301) 854-2155

Property at 21370 Skeleton Creek Rd, Preston, MD 21655, 3 beds, 1.5 baths

$425,000

3 beds1.5 baths1,356 sq ft

21370 Skeleton Creek Rd, Preston, MD 21655

(410) 822-6272

Property at 24766 Tribbett Cir, Ridgely, MD 21660, 4 beds, 2.5 baths

$579,900

4 beds2.5 baths2,643 sq ft

24766 Tribbett Cir, Ridgely, MD 21660

Property at 108 N Academy St N, Greensboro, MD 21639, 4 beds, 2 baths

$269,000

4 beds2 baths1,950 sq ft

108 N Academy St N, Greensboro, MD 21639

(410) 479-3993

Property at 9472 Quail Run Rd, Denton, MD 21629, 4 beds, 2.5 baths

$469,900

4 beds2.5 baths2,488 sq ft

9472 Quail Run Rd, Denton, MD 21629

(410) 543-4545

Property at 612 Market St, Denton, MD 21629, 4 beds, 2 baths

$345,000

4 beds2 baths2,172 sq ft

612 Market St, Denton, MD 21629

(410) 778-3779

Property at 202 Central Ave, Ridgely, MD 21660, 3 beds, 3 baths

$467,900

3 beds3 baths2,713 sq ft

202 Central Ave, Ridgely, MD 21660

(410) 479-3993

Property at 222 S 2nd St, Denton, MD 21629, 5 beds, 2 baths

$329,900

5 beds2 baths1,800 sq ft

222 S 2nd St, Denton, MD 21629

(410) 479-4663

Property at 410 Wood Duck Dr, Greensboro, MD 21639, 4 beds, 3.5 baths

$359,000

4 beds3.5 baths2,712 sq ft

410 Wood Duck Dr, Greensboro, MD 21639

(410) 479-3993

Property at 3894 Old Denton Rd, Federalsburg, MD 21632, 2 beds, 1 bath

$230,000

2 beds1 bath1,108 sq ft

3894 Old Denton Rd, Federalsburg, MD 21632

(302) 856-1458

Property at 407 W Sunset Ave, Greensboro, MD 21639, 5 beds, 2 baths

$280,000

5 beds2 baths1,884 sq ft

407 W Sunset Ave, Greensboro, MD 21639

(410) 432-1223

Property at 1010 S 2nd St, Denton, MD 21629, 3 beds, 2 baths

$375,000

3 beds2 baths1,588 sq ft

1010 S 2nd St, Denton, MD 21629

(410) 643-4663

Property at 115 Boyce Mill Rd, Greensboro, MD 21639, 4 beds, 1.5 baths

$284,900

4 beds1.5 baths1,350 sq ft

115 Boyce Mill Rd, Greensboro, MD 21639

(410) 479-4663

Property at 25485 Hignutt Rd, Denton, MD 21629, 3 beds, 2.5 baths

$435,000

3 beds2.5 baths1,720 sq ft

25485 Hignutt Rd, Denton, MD 21629

(301) 970-2447

Property at 105 Lincoln, Greensboro, MD 21639, 3 beds, 1 bath

$215,000

3 beds1 bath756 sq ft

105 Lincoln, Greensboro, MD 21639

(301) 970-2447

Property at 112 S 5th Ave, Denton, MD 21629, 4 beds, 1.5 baths

$369,900

4 beds1.5 baths2,885 sq ft

112 S 5th Ave, Denton, MD 21629

(410) 479-0777

Property at 4 S 1st St S, Denton, MD 21629, 3 beds, 3 baths

$679,000

3 beds3 baths2,756 sq ft

4 S 1st St S, Denton, MD 21629

(410) 479-4663

Property at 309 N Main St, Greensboro, MD 21639, 3 beds, 1.5 baths

$279,900

3 beds1.5 baths1,791 sq ft

309 N Main St, Greensboro, MD 21639

(410) 822-1415

Property at 14236 Drapers Mill Rd, Greensboro, MD 21639, 3 beds, 2 baths

$700,000

3 beds2 baths4,580 sq ft

14236 Drapers Mill Rd, Greensboro, MD 21639

(410) 827-4663

Property at 126 Maple Ave, Preston, MD 21655, 3 beds, 1.5 baths

$224,000

3 beds1.5 baths1,828 sq ft

126 Maple Ave, Preston, MD 21655

(410) 754-7000

Property at 22005 Main St, Hillsboro, MD 21641, 3 beds, 3 baths

$525,000

3 beds3 baths3,088 sq ft

22005 Main St, Hillsboro, MD 21641

(410) 778-9319

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Homes with Basements for Sale in Caroline County

There are currently 31 homes with basements for sale in Caroline County at a median listing price of $332K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Caroline County stay on the market for 71 days and receive 2 offers. This map is refreshed with the newest listings in Caroline County every 15 minutes.

In the past month, 45 homes have been sold in Caroline County. In addition to houses in Caroline County, there was also 1 condo, 10 townhouses, and 2 multi-family units for sale in Caroline County last month. Find your dream home in Caroline County 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 Caroline County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Caroline County. If you're looking to sell your home in the Caroline County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Caroline County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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