Recently Sold Homes in Caroline County, MD

134 homes

Sort:

Recommended

SOLD SEP 25, 2026

ABOUT THIS HOME
Recently Sold Home 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

$342,000 Last sold price

3 beds2 baths1,504 sq ft

4928 Edmondson Creek Rd, Preston, MD 21655

(410) 745-0415

SOLD SEP 11, 2026

ABOUT THIS HOME
Recently Sold Home in Caroline County, MD:
Perfect as a starter home or rental, this cozy bungalow is situated on half an acre in a rural setting just outside of Preston. With an updated bathroom, new appliances, new flooring, fresh paint and a recent roof this home is move in ready. Nice garden/storage shed and raised bed gardens. Approximately 15 minutes from Easton and 1 hour from MD/DE beaches. Call to schedule your showing today! This property is being sold to settle an estate.

$165,000 Last sold price

2 beds1 bath737 sq ft

23480 Brunkhorst Rd, Preston, MD 21655

(410) 479-2000

SOLD JUL 20, 2026

ABOUT THIS HOME
Recently Sold Home in Caroline County, MD:
* Please note Mother Nature has blessed this house with baby birds at the entrance, Showings are put off till the 8th of May, this should give the little feather family time to move on. Searching for quiet and private yet close to everything home - you just found it! Three bedroom rancher sits on 1.37 acres overlooking farmland makes this a very special find. Very well maintained and updated house with a new roof in 2024 a new hot water heater, new appliances, remodeled kitchen fresh paint fenced in area and a brand new septic system all waiting for the next person to enjoy living on this property. Detached garage with concrete floor, to make sure you can houser all the toys you can hav

$295,000 Last sold price

3 beds1 bath1,392 sq ft

6101 Bethlehem Rd, Preston, MD 21655

(410) 479-0777

SOLD AUG 13, 2026

ABOUT THIS HOME
Recently Sold Home in Caroline County, MD:
Blending warmth, character, and thoughtful updates, this beautifully maintained post-and-beam home offers a truly inviting living experience both inside and out. The spacious main level features all tile flooring, a huge living room anchored by a cozy wood stove, a flexible study/sitting room, and a charming 3-season room. The kitchen and dining combination creates an ideal gathering space with granite countertops, freshly painted cabinetry, and easy access to the mudroom/laundry area. Radiant heat serves as the primary heat source, adding efficient comfort throughout the home, while a convenient half bath completes the first floor. Upstairs, hardwood floors run throughout all three bedroom

$435,000 Last sold price

3 beds2.5 baths2,839 sq ft

128 Main St, Preston, MD 21655

(410) 304-2250

SOLD SEP 9, 2026

ABOUT THIS HOME
Recently Sold Home in Caroline County, MD:
This cottage is being sold in "As Is" condition and can be renovated into a beautiful home. Bring your ideas of how you can renovated it and make an offer.

$60,000 Last sold price

2 beds1 bath904 sq ft

4669 Gadow Rd Unit `, Preston, MD 21655

(410) 479-3993

Property at 106 Main St, Preston, MD 21655, 3 beds, 1.5 baths

$287,000 Last sold price

3 beds1.5 baths1,234 sq ft

106 Main St, Preston, MD 21655

(302) 360-0300

Property at 5026 Bethlehem Rd, Preston, MD 21655, 3 beds, 2 baths

$285,000 Last sold price

3 beds2 baths1,922 sq ft

5026 Bethlehem Rd, Preston, MD 21655

(410) 479-3993

Property at 21666 Dover Bridge Rd, Preston, MD 21655, 2 beds, 1 bath

$165,000 Last sold price

2 beds1 bath672 sq ft

21666 Dover Bridge Rd, Preston, MD 21655

(410) 822-6665

Property at 2697 Choptank Main St, Preston, MD 21655, 2 beds, 2 baths

$262,000 Last sold price

2 beds2 baths1,104 sq ft

2697 Choptank Main St, Preston, MD 21655

(410) 770-9255

Property at 3720 Payne Rd, Preston, MD 21655, 4 beds, 2.5 baths

$510,000 Last sold price

4 beds2.5 baths2,304 sq ft

3720 Payne Rd, Preston, MD 21655

(302) 360-0300

Property at 22408 Hog Creek Rd, Preston, MD 21655, 3 beds, 3.5 baths

$442,675 Last sold price

3 beds3.5 baths2,667 sq ft

22408 Hog Creek Rd, Preston, MD 21655

(410) 770-9255

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

$80,000 Last sold price

3 beds2 baths1,488 sq ft

103 Chambers St, Preston, MD 21655

(410) 479-3993

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

$260,000 Last sold price

3 beds2 baths1,677 sq ft

103 Williamson St, Preston, MD 21655

(410) 271-1265

Property at 8548 Dogwood Blossom Ln, Denton, MD 21629, 4 beds, 2.5 baths

$380,000 Last sold price

4 beds2.5 baths2,176 sq ft

8548 Dogwood Blossom Ln, Denton, MD 21629

Property at 222 S 3rd St, Denton, MD 21629, 3 beds, 2 baths

$249,000 Last sold price

3 beds2 baths1,346 sq ft

222 S 3rd St, Denton, MD 21629

(410) 822-6665

Property at 8590 Briar Patch Dr, Denton, MD 21629, 4 beds, 2.5 baths

$527,000 Last sold price

4 beds2.5 baths2,942 sq ft

8590 Briar Patch Dr, Denton, MD 21629

(410) 479-3993

Property at 304 Academy Ave, Denton, MD 21629, 3 beds, 1 bath

$220,000 Last sold price

3 beds1 bath960 sq ft

304 Academy Ave, Denton, MD 21629

(410) 479-4663

Property at 28241 Hickman Cannery Rd, Denton, MD 21629, 3 beds, 2 baths

$230,000 Last sold price

3 beds2 baths1,436 sq ft

28241 Hickman Cannery Rd, Denton, MD 21629

(302) 856-1458

Property at 26351 Anthony Mill Rd, Denton, MD 21629, 2 beds, 1 bath

$260,000 Last sold price

2 beds1 bath1,092 sq ft

26351 Anthony Mill Rd, Denton, MD 21629

(410) 479-3993

Property at 106 S 6th St, Denton, MD 21629, 3 beds, 2 baths

$130,000 Last sold price

3 beds2 baths2,776 sq ft

106 S 6th St, Denton, MD 21629

(410) 543-4545

Property at 8605 Hickory Pl, Denton, MD 21629, 4 beds, 2.5 baths

$479,000 Last sold price

4 beds2.5 baths2,747 sq ft

8605 Hickory Pl, Denton, MD 21629

(410) 822-6665

Property at 401 S 2nd St, Denton, MD 21629, 3 beds, 1.5 baths

$340,000 Last sold price

3 beds1.5 baths1,560 sq ft

401 S 2nd St, Denton, MD 21629

(410) 822-9000

Property at 10819 Greensboro Rd, Denton, MD 21629, 2 beds, 1 bath

$265,000 Last sold price

2 beds1 bath1,092 sq ft

10819 Greensboro Rd, Denton, MD 21629

(410) 479-4663

Property at 103 Elmor Ct, Greensboro, MD 21639, 5 beds, 3 baths

$399,900 Last sold price

5 beds3 baths2,232 sq ft

103 Elmor Ct, Greensboro, MD 21639

(410) 304-2011

Property at 509 S 2nd St, Denton, MD 21629, 3 beds, 1.5 baths

$399,000 Last sold price

3 beds1.5 baths1,800 sq ft

509 S 2nd St, Denton, MD 21629

(410) 822-6665

Property at 225 S 2nd St, Denton, MD 21629, 5 beds, 2.5 baths

$410,000 Last sold price

5 beds2.5 baths2,382 sq ft

225 S 2nd St, Denton, MD 21629

Property at 207 S 7th St, Denton, MD 21629, 3 beds, 1.5 baths

$310,000 Last sold price

3 beds1.5 baths1,622 sq ft

207 S 7th St, Denton, MD 21629

(410) 543-4545

Property at 11502 Greensboro Rd, Greensboro, MD 21639, 3 beds, 2 baths

$249,375 Last sold price

3 beds2 baths1,892 sq ft

11502 Greensboro Rd, Greensboro, MD 21639

(410) 479-3993 Redfin Corp

Property at 25910 Fox Grape Rd, Greensboro, MD 21639, 3 beds, 2 baths

$205,870 Last sold price

3 beds2 baths1,311 sq ft

25910 Fox Grape Rd, Greensboro, MD 21639

(855) 687-2765

Property at 315 Main St, Greensboro, MD 21639, 3 beds, 1 bath

$261,150 Last sold price

3 beds1 bath1,359 sq ft

315 Main St, Greensboro, MD 21639

(410) 479-4663

Property at 114 Wothers Rd, Greensboro, MD 21639, 3 beds, 2 baths

$345,000 Last sold price

3 beds2 baths1,510 sq ft

114 Wothers Rd, Greensboro, MD 21639

(443) 205-4007

Property at 25519 Linhard Ln, Greensboro, MD 21639, 3 beds, 2 baths

$390,000 Last sold price

3 beds2 baths1,232 sq ft

25519 Linhard Ln, Greensboro, MD 21639

(410) 643-2244

Property at 27279 Jenny Hye Ln, Marydel, MD 21649, 3 beds, 2.5 baths

$346,147 Last sold price

3 beds2.5 baths2,286 sq ft

27279 Jenny Hye Ln, Marydel, MD 21649

(410) 690-7356

Property at Cool Spring Rd, Marydel, MD 21649, 3 beds, 2 baths

$1,337,000 Last sold price

3 beds2 baths1,674 sq ft

Cool Spring Rd, Marydel, MD 21649

(410) 934-3478

Property at 25399 Golt Farm Ln, Goldsboro, MD 21636, 2 beds, 1 bath

$300,000 Last sold price

2 beds1 bath864 sq ft

25399 Golt Farm Ln, Goldsboro, MD 21636

(410) 479-2000

Property at 8821 Dorothy Ln, Denton, MD 21629, 5 beds, 5 baths

$740,000 Last sold price

5 beds5 baths3,816 sq ft

8821 Dorothy Ln, Denton, MD 21629

(410) 479-2000

Property at 1302 Trice Meadows Cir, Denton, MD 21629, 3 beds, 2 baths

$330,000 Last sold price

3 beds2 baths2,412 sq ft

1302 Trice Meadows Cir, Denton, MD 21629

(410) 690-7356

Property at 10280 Log Cabin Rd, Denton, MD 21629, 3 beds, 2 baths

$349,000 Last sold price

3 beds2 baths1,748 sq ft

10280 Log Cabin Rd, Denton, MD 21629

(410) 479-4663

Property at 2691 Lorraine Ave, Federalsburg, MD 21632, 4 beds, 2 baths

$329,500 Last sold price

4 beds2 baths1,880 sq ft

2691 Lorraine Ave, Federalsburg, MD 21632

(888) 838-9044

Property at 210 W 2nd St, Ridgely, MD 21660, 4 beds, 2 baths

$289,000 Last sold price

4 beds2 baths1,800 sq ft

210 W 2nd St, Ridgely, MD 21660

(410) 479-0777

Property at 8047 Laurel Ln, Denton, MD 21629, 3 beds, 2 baths

$520,000 Last sold price

3 beds2 baths1,805 sq ft

8047 Laurel Ln, Denton, MD 21629

(410) 476-2201

Viewing page 2 of 4

Recently Sold Homes in Caroline County

There are currently 134 recently sold homes for sale in Caroline County at a median listing price of $335K. 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 80 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, 12 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

Nearby Counties

Cities

Nearby Counties with Recently Sold Homes

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.