Single family homes for sale in Caroline County, MD

3 hours on Rocket

$10,000 Closing Credit¹

$1,250,000

3 beds • 3 baths • 2,585 sqft

23556 Gilpin Point Rd, Preston MD 21655

#MDCM2005330, Judith A Germain, Listing Office: Benson & Mangold, LLC

bungalow-style home featuring a front lawn, driveway, a shingled roof, and a garage

back of house with heating fuel, cooling unit, and roof with shingles

23 hours on Rocket

$3,858 Closing Credit¹

$324,900

3 beds • 1 bath • 1,320 sqft

607 N Main St, Greensboro MD 21639

#MDCM2005452, Kathleen M Brenton, Listing Office: Brenton Realty Group

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interior space featuring unfinished concrete flooring

clothes washing area with laundry area and separate washer and dryer

1 day on Rocket

$1,186 Closing Credit¹

$99,900

3 beds • 2 baths • 1,600 sqft

27980 Ruritan Rd, Denton MD 21629

#MDCM2005454, Megan Elizabeth Carpenter, Listing Office: Tesla Realty Group, LLC

view of front facade with a porch, an attached garage, driveway, and a shingled roof

view of front of house featuring aphalt driveway, a porch, an attached garage, and a shingled roof

view of front facade featuring a garage, roof with shingles, a porch, and driveway

1 day on Rocket3D tour

$6,625 Closing Credit¹

$557,900

4 beds • 2.5 baths • 2,960 sqft

25833 Spring Branch Dr, Greensboro MD 21639

#MDCM2005450, Daniel B Foster, Listing Office: Long & Foster Real Estate, Inc.

traditional-style house with brick siding, a front lawn, fence, a porch, and driveway

foyer entrance featuring baseboards, visible vents, and light wood-type flooring

2 days on Rocket

$4,572 Closing Credit¹

$385,000

4 beds • 2.5 baths • 2,577 sqft

1104 Ruddy Duck Ct, Denton MD 21629

#MDCM2005430, Kathleen Higginbotham, Listing Office: Keller Williams Flagship

view of front of house with crawl space, entry steps, and roof with shingles

Coming soon

$2,849 Closing Credit¹

$239,900

3 beds • 1 bath • 1,000 sqft

119 Edenton Ln, Denton MD 21629

#MDCM2005448, Shirley Coulbourne, Listing Office: Coldwell Banker Realty

view of front of house with a front yard and a shingled roof

view of front facade featuring a front lawn and roof with shingles

view of front facade featuring a shingled roof and a front yard

Coming soon

$5,818 Closing Credit¹

$489,900

3 beds • 2 baths • 1,600 sqft

2570 Guard Rd, Federalsburg MD 21632

#MDCM2005156, DARLENE E CONDON, Listing Office: Keller Williams Realty

Room to negotiate?

Median Sold Price

$310K

Avg. Sale Time

82 Days

Based on our February 2025 Market Report.

ranch-style house with a front lawn and a shingled roof

rear view of property featuring a patio area and fence

Coming soon

$3,966 Closing Credit¹

$334,000

3 beds • 2 baths • 1,232 sqft

5734 Bell Creek Rd, Preston MD 21655

#MDCM2005444, Kathryn P Moore, Listing Office: Coldwell Banker Chesapeake Real Estate Company

view of front of home featuring a chimney and a deck

6 days on Rocket

$3,741 Closing Credit¹

$315,000

3 beds • 1 bath • 1,120 sqft

24033 Friendship Rd, Preston MD 21655

#MDCM2005414, Mary L Mabry, Listing Office: Keller Williams Select Realtors of Annapolis

view of front of property featuring a front lawn, a porch, fence, board and batten siding, and a shingled roof

view of front of home with board and batten siding, a porch, a front lawn, and a shingled roof

view of side of home featuring a yard, central AC unit, and fence

Coming soon

$3,834 Closing Credit¹

$322,900

3 beds • 2 baths • 1,265 sqft

278 Wood Duck Dr, Greensboro MD 21639

#MDCM2005440, Crystal M Smith, Listing Office: RE/MAX Executive

ranch-style house with a garage and driveway

carpeted empty room with visible vents, baseboards, and a healthy amount of sunlight

kitchen with a peninsula, under cabinet range hood, black range with gas stovetop, dishwasher, and stainless steel microwave

7 days on Rocket

$4,334 Closing Credit¹

$365,000

3 beds • 2.5 baths • 1,688 sqft

25329 Calvert Dr, Greensboro MD 21639

#MDCM2005388, Nickolaus B Waldner, Listing Office: Keller Williams Realty Centre

view of front of home featuring a garage and covered porch

view of front of house featuring a porch, a garage, fence, driveway, and roof with shingles

carpeted living area featuring baseboards and a ceiling fan

7 days on Rocket

$5,344 Closing Credit¹

$450,000

4 beds • 2.5 baths • 1,884 sqft

11412 Cecil Ct, Greensboro MD 21639

#MDCM2005326, Deborah A Shiley, Listing Office: Long & Foster Real Estate, Inc.

view of front of home with covered porch

view of front of property featuring a porch

Coming soon

$4,512 Closing Credit¹

$379,999

4 beds • 2.5 baths • 2,064 sqft

306 Kerr Ave, Denton MD 21629

#MDCM2005410, Justin Ryan Pokrywka, Listing Office: Meredith Fine Properties

ranch-style house with entry steps, a chimney, and metal roof

view of front of property featuring metal roof

$4,026 Closing Credit¹

$339,000

3 beds • 2 baths • 1,456 sqft

5059 Gina Ln, Federalsburg MD 21632

#MDCM2005402, Andrew B Beaven, Listing Office: Wright Real Estate

view of front of property featuring central air condition unit, a shingled roof, covered porch, concrete driveway, and an attached garage

$4,738 Closing Credit¹

$399,000

4 beds • 2.5 baths • 1,768 sqft

LOT11 Sunrise Ave, Ridgely MD 21660

#MDCM2005400, Nora Turner, Listing Office: Benson & Mangold, LLC.

view of front facade with a forest view, a front lawn, and a porch

kitchen with light countertops, a sink, wood finished floors, white appliances, and a kitchen breakfast bar

bathroom with toilet, stone finish floor, a shower with shower curtain, and vanity

$5,105 Closing Credit¹

$429,900

3 beds • 2 baths • 1,500 sqft

24905 Holsinger Ln, Ridgely MD 21660

#MDCM2005406, Pamela L Geib, Listing Office: Long & Foster Real Estate, Inc.

view of front of house featuring a front lawn and crawl space

view of front of home featuring entry steps, roof with shingles, and crawl space

$3,680 Closing Credit¹

$309,900

3 beds • 2 baths • 1,344 sqft

3449 Jefferson Pond Rd, Federalsburg MD 21632

#MDCM2005358, Amy Jo Herr, Listing Office: RE/MAX Advantage Realty

view of front facade with driveway and a porch

view of front of property featuring a garage, covered porch, stone siding, and gravel driveway

view of front of home featuring covered porch and driveway

Backup offers

$10,000 Closing Credit¹

$899,000

5 beds • 4 baths • 4,975 sqft

22879 Stevenson Rd, Ridgely MD 21660

#MDCM2005396, Christopher J Rosendale III, Listing Office: CR Realty

view of front of property featuring concrete driveway and a front lawn

3D tour

$4,749 Closing Credit¹

$399,900

4 beds • 2.5 baths • 3,056 sqft

1603 Cattail Commons Way, Denton MD 21629

#MDCM2005376, Matthew P Wyble, Listing Office: Next Step Realty, LLC.

view of front of property with driveway, covered porch, a shingled roof, and an outbuilding

view of front of home featuring gravel driveway, covered porch, roof with shingles, and an outdoor structure

$6,530 Closing Credit¹

$549,900

4 beds • 3.5 baths • 3,788 sqft

25879 Brookwood Rd, Greensboro MD 21639

#MDCM2005366, Brett Schrader, Listing Office: Taylor Properties

rear view of house featuring a shingled roof and a lawn

foyer featuring baseboards, visible vents, and light wood-style floors

Backup offers

$5,926 Closing Credit¹

$499,000

3 beds • 3.5 baths • 2,375 sqft

23792 Bridgetown Rd, Henderson MD 21640

#MDCM2005372, Christopher J Rosendale III, Listing Office: CR Realty

modern inspired farmhouse featuring board and batten siding, driveway, and a garage

view of front of house featuring board and batten siding, a front lawn, driveway, and a garage

back of property featuring board and batten siding and a lawn

$4,571 Closing Credit¹

$384,900

3 beds • 2 baths • 1,292 sqft

Sunrise Ave, Ridgely MD 21660

#MDCM2005370, Shirley Coulbourne, Listing Office: Coldwell Banker Realty

view of side of home featuring heating fuel and metal roof

$1,543 Closing Credit¹

$129,900

2 beds • 1 bath • 1,386 sqft

25782 Goldsboro Rd, Goldsboro MD 21636

#MDCM2005356, Pamela L Geib, Listing Office: Long & Foster Real Estate, Inc.

ranch-style house featuring a garage, fence, and a front lawn

single story home with driveway, an attached garage, and a front yard

ranch-style house featuring an attached garage, fence, and a front yard

$5,219 Closing Credit¹

$439,500

4 beds • 2.5 baths • 1,923 sqft

11489 Reed Cir, Ridgely MD 21660

#MDCM2005312, Carol L Delayo, Listing Office: Chaney Homes, LLC

Coming soon

$7,707 Closing Credit¹

$649,000

3 beds • 2.5 baths • 2,968 sqft

25305 Sandy Point Rd, Greensboro MD 21639

#MDCM2005344, Janet R Larson, Listing Office: Benson & Mangold, LLC

dining area with a wainscoted wall and electric panel

office with carpet, crown molding, and ceiling fan

$2,838 Closing Credit¹

$239,000

1 bed • 1 bath • 864 sqft

4928 Bethlehem Rd, Bethlehem MD 21609

#MDCM2005342, James C Corson, Listing Office: Benson & Mangold, LLC

dining area with a textured ceiling, a ceiling fan, wainscoting, and a baseboard radiator

living room featuring a ceiling fan, carpet, a textured ceiling, and ornamental molding

$3,739 Closing Credit¹

$314,900

3 beds • 2 baths • 2,546 sqft

14706 Cherry Ln, Ridgely MD 21660

#MDCM2005332, Ingrid H Butler, Listing Office: CENTURY 21 New Millennium

modern farmhouse featuring covered porch, a shingled roof, and a front yard

view of front facade featuring a porch, roof with shingles, an attached garage, and a front lawn

modern farmhouse style home with a front lawn and a shingled roof

Backup offers

$6,293 Closing Credit¹

$529,900

3 beds • 2.5 baths • 2,250 sqft

20735 Tammuxzena Dr, Preston MD 21655

#MDCM2005320, LEO EDWARD KUNEMAN III, Listing Office: Meredith Fine Properties

view of front of house with a front yard

dining area featuring a wall unit AC, crown molding, a fireplace, and light hardwood / wood-style floors

Backup offers

$2,731 Closing Credit¹

$230,000

3 beds • 2 baths • 1,712 sqft

306 Central Ave, Federalsburg MD 21632

#MDCM2005334, Heather Ann Brummell, Listing Office: Shore Living Real Estate

single story home featuring covered porch and a garage

unfurnished living room featuring a high ceiling and hardwood / wood-style flooring

kitchen with light wood-type flooring and lofted ceiling

$3,086 Closing Credit¹

$259,900

3 beds • 2 baths • 1,260 sqft

13061 Logan Ln, Greensboro MD 21639

#MDCM2005336, Megan Elizabeth Carpenter, Listing Office: Tesla Realty Group, LLC

view of front of home featuring a front lawn

$1,983 Closing Credit¹

$167,000

2 beds • 1 bath • 480 sqft

103 Smith St, Federalsburg MD 21632

#MDCM2005324, Barbara G Nichols, Listing Office: Results Realty Inc.

single story home with a detached garage, crawl space, metal roof, an outdoor structure, and a front lawn

$4,738 Closing Credit¹

$399,000

3 beds • 2 baths • 1,344 sqft

25782 Burrsville Rd, Denton MD 21629

#MDCM2005308, Brittany Marie Gough, Listing Office: RE/MAX One

view of front of home featuring a front yard

Backup offers

$4,501 Closing Credit¹

$379,000

2 beds • 1 bath • 1,680 sqft

435 Main, Goldsboro MD 21636

#MDCM2005316, Elizabeth Tryon, Listing Office: Meredith Fine Properties

living area with a ceiling fan, light carpet, and baseboards

$3,551 Closing Credit¹

$299,000

3 beds • 2 baths • 1,300 sqft

306 W Third St, Ridgely MD 21660

#MDCM2005310, Elizabeth Keyser, Listing Office: Alberti Realty, LLC

$2,019 Closing Credit¹

$170,000

3 beds • 1 bath • 1,015 sqft

208 W 2nd St, Ridgely MD 21660

#MDCM2005306, Dawn M Williams, Listing Office: Berkshire Hathaway Homeservice Homesale Realty

view of front of house with a front lawn

Backup offers

$4,857 Closing Credit¹

$409,000

4 beds • 2 baths • 1,560 sqft

23048 Tuckahoe Springs Dr, Denton MD 21629

#MDCM2005282, Dane P Ways, Listing Office: Long & Foster Real Estate, Inc.

traditional-style house featuring driveway, brick siding, and a front yard

office space with light colored carpet, a wealth of natural light, and baseboards

home office with light carpet, a chandelier, and visible vents

Backup offers

$4,453 Closing Credit¹

$375,000

4 beds • 2.5 baths • 2,988 sqft

1104 Canvasback Ln, Denton MD 21629

#MDCM2005266, Kevin Waterman, Listing Office: Coldwell Banker Waterman Realty

Backup offers

$2,963 Closing Credit¹

$249,500

4 beds • 2 baths • 3,731 sqft

505 Market St, Denton MD 21629

#MDCM2005268, Barbara Beaudet, Listing Office: Brenton Realty Group

view of front of home with a garage and a front yard

living room featuring wood-type flooring, a barn door, a healthy amount of sunlight, and ceiling fan

living room with hardwood / wood-style floors and ceiling fan

Backup offers

$8,301 Closing Credit¹

$699,000

4 beds • 2 baths • 2,888 sqft

23956 Willow Pond Rd, Denton MD 21629

#MDCM2005254, Christopher J Rosendale III, Listing Office: CR Realty

view of front property with a porch and a front lawn

$4,898 Closing Credit¹

$412,500

5 beds • 2.5 baths • 2,492 sqft

1612 Cattail Commons Way, Denton MD 21629

#MDCM2005248, Daniel B Register IV, Listing Office: Northrop Realty

Caroline County, MD Real Estate Market Overview

Browse 104 homes for sale in Caroline County, MD. View properties, photos, nearby real estate with school and housing market information. The number of listings in Caroline County, MD increased by 14.3% between January 2025 and February 2025. Listings spent 82 days on the market in February 2025, and had a median list price of $310,000 during the same period. While more than 3 listings in Caroline County, MD in February 2025 were sold above asking price, there were more than 7 listings sold at asking price, and more than 12 were sold below.

From Rocket Homes Real Estate and based on county public records data

Schools near Caroline County, MD

Elementary Schools

Denton Elementary School
303 Sharp Rd
Public District PK-5
Federalsburg Elementary School
302 S University Ave
Public District PK-5
Chapel District Elementary School
11430 Cordova Rd
Public District PK-5

Middle Schools

Colonel Richardson Middle School
25390 Richardson Rd
Public District 6-8
Lockerman Middle School
410 Lockerman St
Public District 6-8

High Schools

North Caroline High School
10990 River Rd
Public District 9-12
Colonel Richardson High School
25320 Richardson Rd
Public District 9-12

Data provided by Great Schools

Single family homes for sale in Caroline County, MD

Caroline County, MD Real Estate Market Overview

What is it like to live in Caroline County, MD

Overview

Explore popular home types in Caroline County, MD

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Schools near Caroline County, MD

Housing market reports in Caroline County

Homes for sale near Caroline County, MD

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