Homes with Basements for Sale in Caroline County, MD

31 homes

Sort:

Recommended

NEW 1 HR AGO

ABOUT THIS HOME
Home with Basement for sale in Caroline County, MD:
Adorable curb appeal, major updates, and room to make it your own! This charming 4-bedroom, 1-bath home at 522 Denton Road offers a great opportunity for buyers looking to add their personal touch without tackling all the big-ticket projects! The seller has already done much of the heavy lifting with remodeling, a new roof, new windows, and a brand-new septic system to be installed prior to settlement. Outside, you'll find two pergolas and a detached one-car garage, adding even more possibilities to this property. With its inviting exterior, important improvements, and plenty of potential left to make it your own, this home is ready for its next chapter. The hard work has started, now bring

$215,000

4 beds1 bath1,446 sq ft

522 Denton Rd, Federalsburg, MD 21632

New septic system • Major updates • Two pergolas

(302) 360-0300

ABOUT THIS HOME
Home with Basement for sale in Caroline County, MD:
Step into a charming piece of history with this beautiful Colonial home in the desirable Denton area. Built in 1900, this 2,759-square-foot residence offers the character and craftsmanship of a bygone era while providing the space and conveniences today's buyers desire. From the moment you arrive, the large wrap-around front porch with beautiful wood decking welcomes you home. It's the perfect spot to enjoy your morning coffee, relax on a summer evening, or simply take in the charm of small-town living. And with local festivals, parades, and community events passing right by your front porch, you'll have a front-row seat to all that makes Denton special! Inside, you'll find four spacious

$290,000

4 beds2 baths2,759 sq ft

105 S 5th Ave, Denton, MD 21629

Separate office • Large dining room • Cozy fireplace

(410) 643-4663

ABOUT THIS HOME
Home with Basement for sale in Caroline County, MD:
Nestled on a charming corner lot, this delightful ranch-style home offers a perfect blend of comfort and community. Built in 1955, this residence boasts a spacious layout with 1,539 square feet of living space, featuring four inviting bedrooms and two full bathrooms. New $30,000 complete roof with 50 year transferable warranty, new The warm ambiance is enhanced by a mix of hardwood and carpet flooring, creating a cozy atmosphere throughout. The exterior, adorned with durable aluminum siding, complements the home's classic design while providing low-maintenance living. The generous lot size of 0.37 acres allows for ample outdoor space, perfect for gardening, play, or simply enjoying the fre

$319,900

4 beds2 baths1,539 sq ft

306 Sunrise Ave, Ridgely, MD 21660

New complete roof • Off-street parking • Corner lot

(301) 854-2155

ABOUT THIS HOME
Home with Basement for sale in Caroline County, MD:
Welcome to this charming 3BR/2BA classic Craftsman. Pull into the driveway and make your way to the covered front porch and the door to your forever home. Step inside to discover a home filled with original character, including beautiful original hardwood floors throughout. The main level showcases the traditional layout and timeless charm of a Craftsman, featuring a spacious living room that flows seamlessly into the dining room and kitchen. Just off the dining area is a cozy cabin-style room, offering incredible versatility as a family room, home office, or guest bedroom. This space also provides convenient access to a full bathroom featuring a walk-in shower. Upstairs, you'll find two sp

$215,000

3 beds2 baths1,096 sq ft

215 N Main St, Federalsburg, MD 21632

Ductless split units • Second bathroom • Front porch

(877) 366-2213

FLOOR PLAN

ABOUT THIS HOME
Home with Basement for sale in Caroline County, MD:
Why rent when you can own and start building equity and an asset of your own? Priced at just $250,000, this charming home in the heart of downtown Denton offers an affordable opportunity to put your personal touches into a home and make it your own. The main level features a spacious living room with updated flooring, kitchen with separate dining area, office/flex space, mudroom, and a full bathroom, while upstairs you'll find three bedrooms and another full bathroom. An unfinished basement provides additional storage space & laundry and the inviting front porch with swing is the perfect spot to relax and enjoy the charm of this walkable downtown location. Conveniently located near th

$250,000

3 beds2 baths1,254 sq ft

216 S 3rd St, Denton, MD 21629

Inviting front porch • Unfinished basement • Updated flooring

(443) 215-4663

Property at 200 Maple Ave, Greensboro, MD 21639, 3 beds, 2 baths

$205,000

3 beds2 baths1,306 sq ft

200 Maple Ave, Greensboro, MD 21639

(410) 814-2400

Property at 104 Riverton Ave, Denton, MD 21629, 3 beds, 2 baths

$467,900

3 beds2 baths2,318 sq ft

104 Riverton Ave, Denton, MD 21629

(410) 479-3993

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 105 Noble Ave, Preston, MD 21655, 3 beds, 2 baths

$299,000

3 beds2 baths2,034 sq ft

105 Noble Ave, Preston, MD 21655

(302) 360-0300

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

$395,000

3 beds2 baths2,408 sq ft

13166 Oakland Rd, Ridgely, MD 21660

(410) 934-3478

Property at 23130 Sparks Road Rd, Ridgely, MD 21660, 3 beds, 2 baths

$599,900

3 beds2 baths1,938 sq ft

23130 Sparks Road Rd, Ridgely, MD 21660

(443) 225-4100

Property at 109 Walnut St, Ridgely, MD 21660, 5 beds, 2.5 baths

$419,000

5 beds2.5 baths2,250 sq ft

109 Walnut St, Ridgely, MD 21660

(410) 263-8686

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

$1,250,000

4 beds3 baths3,358 sq ft

23071 Tuckahoe Springs Dr, Denton, MD 21629

(410) 228-2525

Property at 412 N Main St, Greensboro, MD 21639, 3 beds, 2 baths

$359,900

3 beds2 baths2,160 sq ft

412 N Main St, Greensboro, MD 21639

(302) 677-0020

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

$465,900

3 beds3 baths2,713 sq ft

202 Central Ave, Ridgely, MD 21660

(410) 479-3993

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

$325,000

4 beds2 baths2,172 sq ft

612 Market St, Denton, MD 21629

(410) 778-3779

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

$319,000

5 beds2 baths1,800 sq ft

222 S 2nd St, Denton, MD 21629

(410) 479-4663

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

$220,000

3 beds1.5 baths1,828 sq ft

126 Maple Ave, Preston, MD 21655

(410) 754-7000

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

$359,000

4 beds1.5 baths2,885 sq ft

112 S 5th Ave, Denton, MD 21629

(410) 479-0777

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 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 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

Property at 4517 Smithville Rd, Federalsburg, MD 21632, 4 beds, 3.5 baths

$749,900

4 beds3.5 baths5,303 sq ft

4517 Smithville Rd, Federalsburg, MD 21632

(877) 366-2213

Viewing page 1 of 1

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 $331K. 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 78 days and receive 2 offers. This map is refreshed with the newest listings in Caroline County every 15 minutes.

In the past month, 32 homes have been sold in Caroline County. In addition to houses in Caroline County, there was also 1 condo, 9 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.

More real estate resources for Caroline County, MD

Cities

Nearby Counties

Nearby Counties with Homes with Basements

Nearby Cities with Homes with Basements

More to explore in Caroline County, MD

How to buy a house in Caroline County, MD

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Maryland

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.