Caroline County, MD homes for sale & real estate

148 homes

Sort:

Recommended

NEW 7 HRS AGOFLOOR PLAN

ABOUT THIS HOME
Caroline County, MD Homes for Sale
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

NEW 8 HRS AGO

ABOUT THIS HOME
Caroline County, MD Homes for Sale
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

COMING SOON

ABOUT THIS HOME
Caroline County, MD Homes for Sale
Offered for the first time, this custom-built home is nestled on 2 private acres in the highly sought-after water access community of Forest Landing, conveniently located between historic downtown Denton and Easton. Beautifully updated and move-in ready, this property offers 3 bedrooms, 2.5 baths, and a finished bonus room, providing flexible space for a home office, gym, playroom, or guest accommodations. Designed with comfort and functionality in mind, the home features a spacious sunken family room ideal for gathering with family and friends, while the living room's gas fireplace creates a warm and inviting atmosphere during the cooler months. Recent improvements include a new roof and m

$569,900

3 beds2.5 baths2,769 sq ft

7884 Laurel Ln, Denton, MD 21629

Private acres • Finished bonus room • Sunken family room

(410) 476-2201

NEW 11 HRS AGO

ABOUT THIS HOME
Caroline County, MD Homes for Sale
Welcome to this spacious ranch-style home situated on approximately 1.98 private, wooded acres, offering an exceptional combination of space, privacy, and versatility. With approximately 3,258 square feet of living space, including two additions to the original home, this expansive property features 4 bedrooms and 3 full bathrooms, along with flexible living areas that can accommodate a home office, guest quarters, home gym, studio, or potential in-law suite. The updated kitchen features white cabinetry, butcher-block countertops, a 36-inch farmhouse sink, Samsung range and refrigerator, and GE dishwasher. Generous living and gathering spaces provide plenty of room to spread out, while the

$345,000

4 beds4 baths3,258 sq ft

14671 Fox Chase Cir, Ridgely, MD 21660

Covered porch • Private wooded acres • Updated kitchen

(410) 377-2211

COMING SOON3D WALKTHROUGH

ABOUT THIS HOME
Caroline County, MD Homes for Sale
Welcome to 11509 Reed Cir, a charming 3-bedroom, 2-bathroom rancher nestled on 1.10 acres in Ridgely, Maryland. Set against a peaceful, tree-lined backdrop, this home offers comfortable one-level living with plenty of space to enjoy both indoors and out. A covered front porch welcomes you inside, where the inviting living room makes a statement with a floor-to-ceiling brick propane fireplace, creating a warm focal point for everyday living and entertaining. The kitchen features stainless steel appliances, a convenient dining area, and direct access to the backyard. The attached front garage provides convenient parking and storage, and a propane heater was added to offer added versatility fo

$449,000

3 beds2 baths1,392 sq ft

11509 Reed Cir, Ridgely, MD 21660

Covered front porch • Hot tub • Deck

(302) 360-0300

Property at 4669 Gadow Rd Unit `, Preston, MD 21655, 2 beds, 1 bath

$99,500

2 beds1 bath904 sq ft

4669 Gadow Rd Unit `, Preston, MD 21655

(410) 479-3993

Property at 11592 Holly Rd, Ridgely, MD 21660, 6 beds, 3.5 baths

$600,000

6 beds3.5 baths3,592 sq ft

11592 Holly Rd, Ridgely, MD 21660

(703) 378-8810

Property at 8851 New Bridge Rd, Denton, MD 21629, 3 beds, 2.5 baths

$955,000

3 beds2.5 baths2,468 sq ft

8851 New Bridge Rd, Denton, MD 21629

(410) 822-6272

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 22733 Squire Ln, Queen Anne, MD 21657, 4 beds, 2.5 baths

$575,000

4 beds2.5 baths2,426 sq ft

22733 Squire Ln, Queen Anne, MD 21657

(410) 643-2244

Property at 1210 Market St, Denton, MD 21629, 2 beds, 1 bath

$249,000

2 beds1 bath908 sq ft

1210 Market St, Denton, MD 21629

(410) 221-8000

Property at 6132 Harmony Rd, Preston, MD 21655, 2 beds, 1 bath

$200,000

2 beds1 bath1,080 sq ft

6132 Harmony Rd, Preston, MD 21655

(240) 623-3948

Property at 22677 Camryns Way, Queen Anne, MD 21657, 4 beds, 2.5 baths

$554,000

4 beds2.5 baths2,253 sq ft

22677 Camryns Way, Queen Anne, MD 21657

(301) 970-2447

Property at 2766 Veterans Dr, Federalsburg, MD 21632, 2 beds, 1 bath

$309,000

2 beds1 bath1,284 sq ft

2766 Veterans Dr, Federalsburg, MD 21632

(410) 745-0415

Property at 247 Briarwood Cir, Denton, MD 21629, 4 beds, 2.5 baths

$299,900

4 beds2.5 baths1,936 sq ft

247 Briarwood Cir, Denton, MD 21629

(410) 643-4131

Property at 119 Hobbs St, Greensboro, MD 21639, 3 beds, 2 baths

$299,990

3 beds2 baths1,219 sq ft

119 Hobbs St, Greensboro, MD 21639

(301) 407-2600

Property at 111 Maple Ave, Greensboro, MD 21639, 4 beds, 2 baths

$315,000

4 beds2 baths2,774 sq ft

111 Maple Ave, Greensboro, MD 21639

Property at 4471 Harmony Rd, Preston, MD 21655, 3 beds, 1 bath

$109,000

3 beds1 bath1,056 sq ft

4471 Harmony Rd, Preston, MD 21655

(888) 838-9044

Property at 14631 Fox Chase Cir, Ridgely, MD 21660, 4 beds, 3.5 baths

$495,000

4 beds3.5 baths2,231 sq ft

14631 Fox Chase Cir, Ridgely, MD 21660

(443) 274-1900

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 16881 Heritage Hills Ln, Henderson, MD 21640, 4 beds, 2.5 baths

$620,000

4 beds2.5 baths2,704 sq ft

16881 Heritage Hills Ln, Henderson, MD 21640

(410) 822-6665

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 22845 Peaviner Rd, Ridgely, MD 21660, 4 beds, 2.5 baths

$499,990

4 beds2.5 baths2,052 sq ft

22845 Peaviner Rd, Ridgely, MD 21660

(443) 988-0114

Property at 104 Chambers St, Federalsburg, MD 21632, 3 beds, 2.5 baths

$315,000

3 beds2.5 baths1,212 sq ft

104 Chambers St, Federalsburg, MD 21632

(410) 822-6665

Property at 304 Tidewater Cir, Preston, MD 21655, 6 beds, 2.5 baths

$414,499

6 beds2.5 baths2,934 sq ft

304 Tidewater Cir, Preston, MD 21655

(301) 850-0255

Property at 4455 Smithville Rd, Federalsburg, MD 21632, 3 beds, 1 bath

$380,000

3 beds1 bath936 sq ft

4455 Smithville Rd, Federalsburg, MD 21632

(443) 274-1900

Property at 3769 Bradley Rd, Federalsburg, MD 21632, 3 beds, 2 baths

$755,000

3 beds2 baths2,504 sq ft

3769 Bradley Rd, Federalsburg, MD 21632

(410) 543-4545

Property at 212 Apple Ln, Preston, MD 21655, 3 beds, 2 baths

$295,000

3 beds2 baths1,232 sq ft

212 Apple Ln, Preston, MD 21655

(302) 846-7839

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 205 N Academy St, Greensboro, MD 21639, 3 beds, 1 bath

$239,900

3 beds1 bath960 sq ft

205 N Academy St, Greensboro, MD 21639

(717) 394-7283

Property at 113 Hobbs St, Greensboro, MD 21639, 3 beds, 2 baths

$291,490

3 beds2 baths1,182 sq ft

113 Hobbs St, Greensboro, MD 21639

(301) 407-2600

Property at 510 Lincoln St, Denton, MD 21629, 3 beds, 2 baths

$299,000

3 beds2 baths1,296 sq ft

510 Lincoln St, Denton, MD 21629

(410) 479-4663

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 325 Carter Ave, Denton, MD 21629, 2 beds, 1 bath

$259,900

2 beds1 bath864 sq ft

325 Carter Ave, Denton, MD 21629

(410) 479-4663

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 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 5 Sunrise Ave, Ridgely, MD 21660, 4 beds, 2 baths

$409,500

4 beds2 baths1,628 sq ft

5 Sunrise Ave, Ridgely, MD 21660

(443) 274-1900

Property at 306 Caroline Ave, Ridgely, MD 21660, 3 beds, 2 baths

$340,000

3 beds2 baths1,680 sq ft

306 Caroline Ave, Ridgely, MD 21660

(410) 643-4663

Property at 103 Williamson St, Preston, MD 21655, 3 beds, 2 baths

$285,000

3 beds2 baths1,677 sq ft

103 Williamson St, Preston, MD 21655

(410) 271-1265

Property at 14540 Drapers Mill Rd, Goldsboro, MD 21636, 3 beds, 2 baths

$699,000

3 beds2 baths1,200 sq ft

14540 Drapers Mill Rd, Goldsboro, MD 21636

(410) 479-4663

Property at 13790 Drapers Mill Rd, Greensboro, MD 21639, 4 beds, 2 baths

$389,000

4 beds2 baths1,624 sq ft

13790 Drapers Mill Rd, Greensboro, MD 21639

(410) 643-5005

Viewing page 1 of 4

Average home prices near Caroline County, MD

Cities

Counties

Harford County homes for sale
$417,990
St. Mary's County homes for sale
$450,000
Baltimore County homes for sale
$385,000

Caroline County, MD real estate trends

All Home Types trends in Caroline County, MD

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$336,052

+5.0% YoY | Jun 2026

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Jun 2026

Growth

% YoY

Caroline County, MD

$336,052

+5.0%

See more Caroline County, MD market insights

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.