Caroline County, MD homes for sale & real estate

152 homes

Sort:

Recommended

FLOOR PLAN

ABOUT THIS HOME
Caroline County, MD Homes for Sale
Come make this updated and move in ready rancher your new home. Considerable improvements have been made over the last two years to include the following. This home has a new deep well, new septic system, new tankless propane water heater, new washer/dryer. new range and refrigerator, new roof, new siding, new hvac, renovated bathroom, new flooring, fresh paint, new privacy and chain link fencing in the backyard, new storage/garden shed.

$299,000

3 beds1 bath1,222 sq ft

7192 American Corner Rd, Denton, MD 21629

0.34 acre lot • 4 parking spots • Built 1965

(410) 479-2000

3D WALKTHROUGH

ABOUT THIS HOME
Caroline County, MD Homes for Sale
Welcome to this beautifully maintained newer town home that has been virtually staged was built in late 2025, in the charming Riverwalk community of Federalsburg. Offering 3 bedrooms, 2.5 bathrooms, and modern construction, this home combines today's sought-after finishes with the warmth and small-town charm that make Maryland's Eastern Shore such a desirable place to call home. Close to Federalsburg Community Park & Marina, as well as walking Trails. Whether you're a first-time home buyer, looking to downsize, or searching for a newer home with minimal maintenance, this Riverwalk townhome offers exceptional value in a growing community. Experience modern construction, comfortable liv

$229,000

3 beds2.5 baths1,440 sq ft

122 Julie Ln, Federalsburg, MD 21632

$80 HOA • 2 parking spots • Built 2025

(410) 287-3629

FLOOR PLAN

ABOUT THIS HOME
Caroline County, MD Homes for Sale
If you've been searching for a property that offers acreage, privacy, and plenty of room to grow, this is the one you've been waiting for! Nestled on 3.80 wooded acres, this ranch-style home offers approximately 1,904 square feet of comfortable living space, featuring 3 bedrooms, 2 full baths, and two versatile bonus rooms that can easily serve as a home office, hobby room, playroom, guest space, or additional storage. The spacious primary suite provides a relaxing retreat with a large walk-in closet and an ensuite bath complete with a jetted soaking tub, tiled shower with glass sliding doors, and a single vanity with generous counter space. Two additional bedrooms and a full hall bath prov

$380,000

3 beds2 baths1,904 sq ft

28440 Bloomery Rd, Federalsburg, MD 21632

Stone countertops • Private wooded lot • Dark wood cabinetry

(800) 447-7711

ABOUT THIS HOME
Caroline County, MD Homes for Sale
Don’t miss this exceptional 20+/- acre working horse farm thoughtfully designed for both functionality and country living. This well-equipped equestrian property offers everything needed for training, boarding, riding, and daily farm operations. The property features a 36’ x 40’ center-aisle barn with 9 stalls, water, electric, and an insulated tack room, along with a 77’ x 36’ metal barn currently framed as a shell and designed for 8+ additional stalls and a dedicated hay storage area. A 36’ x 20’ three-bay workshop provides ample space for equipment, storage, or farm projects. Equestrian amenities include a 100’ x 200’ sand arena and 1

$525,000

2 beds1 bath1,292 sq ft

5820 Bell Creek Rd, Preston, MD 21655

Three-bay workshop • Working horse farm • Metal barn

(888) 860-7369

ABOUT THIS HOME
Caroline County, MD Homes for Sale
Welcome to this charming, Cape-Cod with a Full Unfinished basement—perfectly nestled on a spacious 1/2 Acre! This property gives you that “welcome home” feeling the moment you arrive. Inside, you’ll find a bright and inviting living area featuring a cozy electric fireplace insert and beautiful wood‑beam accents. The freshly renovated kitchen is thoughtfully designed and opens seamlessly to the dining area. The main floor also offers two comfortable bedrooms and a full bathroom. Head upstairs and you’ll discover an open foyer leading to two more spacious bedrooms and a convenient half bath. And if you’re craving even more room, the full basement downstair

$284,900

4 beds1.5 baths1,350 sq ft

115 Boyce Mill Rd, Greensboro, MD 21639

0.47 acre lot • 4 parking spots • Built 1949

(410) 479-4663

Property at 24276 Asbury Dr, Denton, MD 21629, 5 beds, 2.5 baths

$595,000

5 beds2.5 baths2,920 sq ft

24276 Asbury Dr, Denton, MD 21629

(410) 822-9000

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 5258 Preston Rd, Federalsburg, MD 21632, 4 beds, 1 bath

$225,000

4 beds1 bath1,350 sq ft

5258 Preston Rd, Federalsburg, MD 21632

(410) 754-7000

Property at 205 Park Ave, Federalsburg, MD 21632, 3 beds, 2 baths

$239,900

3 beds2 baths1,320 sq ft

205 Park Ave, Federalsburg, MD 21632

(410) 224-2200

Property at 104 Charlotte Ave, Federalsburg, MD 21632, 3 beds, 3 baths

$479,000

3 beds3 baths2,506 sq ft

104 Charlotte Ave, Federalsburg, MD 21632

(410) 770-9255

Property at 608 Market St, Denton, MD 21629, 3 beds, 2.5 baths

$345,000

3 beds2.5 baths2,056 sq ft

608 Market St, Denton, MD 21629

(410) 479-4663

Property at 129 Bloomingdale Ave, Federalsburg, MD 21632, 3 beds, 2 baths

$319,999

3 beds2 baths2,079 sq ft

129 Bloomingdale Ave, Federalsburg, MD 21632

(410) 543-4545

Property at 5256 Williamsburg Rd, Federalsburg, MD 21632, 3 beds, 2 baths

$480,000

3 beds2 baths1,538 sq ft

5256 Williamsburg Rd, Federalsburg, MD 21632

(410) 543-4545

Property at 25660 Cherry Blossom Ln, Denton, MD 21629, 4 beds, 2 baths

$499,999

4 beds2 baths1,613 sq ft

25660 Cherry Blossom Ln, Denton, MD 21629

(302) 360-0300

Property at 27329 Iron Gate Rd, Federalsburg, MD 21632, 3 beds, 2 baths

$465,000

3 beds2 baths2,038 sq ft

27329 Iron Gate Rd, Federalsburg, MD 21632

(410) 271-1265

Property at 1204 Blue Heron Dr, Denton, MD 21629, 3 beds, 2.5 baths

$235,000

3 beds2.5 baths1,693 sq ft

1204 Blue Heron Dr, Denton, MD 21629

(443) 992-4990

Property at 26471 Three Bridges Rd, Federalsburg, MD 21632, 2 beds, 2 baths

$110,000

2 beds2 baths640 sq ft

26471 Three Bridges Rd, Federalsburg, MD 21632

(302) 856-1458

Property at 121 Hobbs St, Greensboro, MD 21639, 4 beds, 2 baths

$299,990

4 beds2 baths1,460 sq ft

121 Hobbs St, Greensboro, MD 21639

(301) 407-2600

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 310 Main St, Marydel, MD 21649, 9 beds

$499,000

9 beds— baths3,600 sq ft

310 Main St, Marydel, MD 21649

(410) 432-1223

Property at 803 Market St, Denton, MD 21629, 4 beds, 1.5 baths

$369,900

4 beds1.5 baths2,268 sq ft

803 Market St, Denton, MD 21629

(410) 543-4545

Property at 506 Pintail St, Greensboro, MD 21639, 3 beds, 2 baths

$299,000

3 beds2 baths1,320 sq ft

506 Pintail St, Greensboro, MD 21639

(302) 360-0300

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 109 Hobbs St, Greensboro, MD 21639, 3 beds, 2 baths

$289,990

3 beds2 baths1,219 sq ft

109 Hobbs St, Greensboro, MD 21639

(301) 407-2600

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

Property at 211 Bloomingdale Ave, Federalsburg, MD 21632, 2 beds, 1.5 baths

$299,000

2 beds1.5 baths2,017 sq ft

211 Bloomingdale Ave, Federalsburg, MD 21632

(410) 822-6272

Property at 103 Riverwalk Ter, Federalsburg, MD 21632, 3 beds, 2.5 baths

$229,000

3 beds2.5 baths1,440 sq ft

103 Riverwalk Ter, Federalsburg, MD 21632

(410) 479-0777

Property at 204 Academy Ave, Federalsburg, MD 21632, 2 beds, 1 bath

$21,000

2 beds1 bath1,024 sq ft

204 Academy Ave, Federalsburg, MD 21632

(410) 677-0909

Property at 8019 Patten Rd, Denton, MD 21629

$3,700,000

— beds— baths— sq ft

8019 Patten Rd, Denton, MD 21629

(302) 629-4514

Property at 26355 Marydel Rd, Marydel, MD 21649, 1 bed, 1 bath

$155,000

1 bed1 bath512 sq ft

26355 Marydel Rd, Marydel, MD 21649

(410) 479-3993

Property at CURTIS Plan, Greensboro, MD 21639, 3 beds, 2 baths

$282,990

3 beds2 baths1,182 sq ft

CURTIS Plan, Greensboro, MD 21639

Listing provided by Zillow

Property at HELENA Plan, Xyrvrp Greensboro, MD 21639, 4 beds, 2 baths

$298,990

4 beds2 baths1,460 sq ft

HELENA Plan, Xyrvrp Greensboro, MD 21639

Listing provided by Zillow

Property at 22403 Marsh Creek Rd, Preston, MD 21655, 3 beds, 2 baths

$379,900

3 beds2 baths1,448 sq ft

22403 Marsh Creek Rd, Preston, MD 21655

(410) 744-6500

Property at 23547 Jonestown Ln, Preston, MD 21655

$25,000

— beds— baths728 sq ft

23547 Jonestown Ln, Preston, MD 21655

(410) 972-4000

Property at SULLIVAN Plan, Greensboro, MD 21639, 3 beds, 2 baths

$294,990

3 beds2 baths1,219 sq ft

SULLIVAN Plan, Greensboro, MD 21639

Listing provided by Zillow

$190,000

2 beds1 bath1,280 sq ft

27944 Possum Hill Rd, Federalsburg, MD 21632

(410) 721-0103

Property at 2821 Meadowbrook Rd, Federalsburg, MD 21632

$75,000

Land3.73 acres (lot)

2821 Meadowbrook Rd, Federalsburg, MD 21632

(877) 366-2213

Viewing page 3 of 4

Average home prices near Caroline County, MD

Cities

Counties

Harford County homes for sale
$414,990
St. Mary's County homes for sale
$450,000
Baltimore County homes for sale
$379,900

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.