Caroline County, MD homes for sale & real estate

139 homes

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ABOUT THIS HOME
Caroline County, MD Homes for Sale
Well built and lovingly maintained 3 bedroom, 2 bath rancher on 1 acre. New roof installed 2024. Nice open yard with established shade trees around the house. Small barn at rear of the property.

$359,000

3 beds2 baths1,642 sq ft

4215 Preston Rd, Preston, MD 21655

1 acre lot • 4 parking spots • Built 1959

(410) 479-2000

NEW 27 HRS AGO

ABOUT THIS HOME
Caroline County, MD Homes for Sale
Seller Requestes to use Cardinal Title. Sold AS-IS and Priced to Sell! Located on a quiet rural road, this 1-acre property is ideal for investors, homeowners or builders. Major rehab needed or tear down and build your dream home. Great opportunity!

$89,900

3 beds1 bath1,152 sq ft

22415 Hillsboro Rd, Denton, MD 21629

1-acre property • 1 acre lot • Built 1910

(443) 317-8125

ABOUT THIS HOME
Caroline County, MD Homes for Sale
Nestled in the serene Meadow Wood subdivision, this charming brick Colonial home offers a perfect blend of comfort and tranquility. With 2.56+/- acres of partly wooded land, enjoy the peaceful ambiance of nature right in your backyard, complete with a picturesque pond view. This 3 Bedroom, 3 Bath home offers 2645 +/- sq ft living space and a true secluded and private country feel. The inviting interior features an open floor plan that seamlessly connects the family room to the country-style kitchen, ideal for gatherings. The kitchen boasts upgraded countertops, an island, and essential appliances, including a newer refrigerator, self-cleaning oven and dishwasher, making meal prep a delight.

$385,000

3 beds3 baths2,645 sq ft

14957 Cherry Ln, Ridgely, MD 21660

Open floor plan • Upgraded countertops • Partly wooded land

(410) 822-6665

ABOUT THIS HOME
Caroline County, MD Homes for Sale
Enjoy the best of Eastern Shore living with the tranquility of a quiet, country setting while remaining conveniently located just outside of the quaint little town of Ridgely. This nanticoke rancher features a nice family room addition off the kitchen and is located on a private 2 acre lot on the end of a cul-de-sac. Featuring 3 bedrooms and 2 full baths and a two car garage. This property also has a green house that is in need of a little tlc, and a total of 3 wells. Home is subject to a solar lease and is being sold as-is.

$399,000

3 beds2 baths1,792 sq ft

24029 Meadows Dr, Ridgely, MD 21660

2 acre lot • 2 garage spots • Built 1990

(410) 476-2201

COMING SOON

ABOUT THIS HOME
Caroline County, MD Homes for Sale
A Private Eastern Shore Compound Designed for Living, Relaxing & Entertaining! Welcome to 13539 Hokum Drive, a rare Eastern Shore retreat offering privacy, amenities, and “room to breathe” on a gorgeous, partially wooded landscape. This isn’t just a home — it’s a full lifestyle setting, complete with multiple outbuildings, an in-ground pool, wooded trails, and incredible outdoor living spaces, and did we mention an Island! From the moment you enter the long, tree-lined gravel driveway, the property unfolds like a private estate. Mature oaks frame the entrance, opening to a wide courtyard of parking and easy access to the home, the detached garage, and th

$1,100,000

5 beds3 baths3,704 sq ft

13539 Hokum Dr, Greensboro, MD 21639

3.14 acre lot • 5 garage spots • Pool

(443) 256-3773

Property at 24712 Tribbett Cir, Ridgely, MD 21660, 4 beds, 4 baths

$629,900

4 beds4 baths3,491 sq ft

24712 Tribbett Cir, Ridgely, MD 21660

(410) 546-3211

Property at 26067 Goldsboro Rd, Goldsboro, MD 21636, 3 beds, 2.5 baths

$629,900

3 beds2.5 baths2,080 sq ft

26067 Goldsboro Rd, Goldsboro, MD 21636

(410) 643-5005

Property at 106 Briarwood Cir, Denton, MD 21629, 3 beds, 2.5 baths

$399,900

3 beds2.5 baths2,551 sq ft

106 Briarwood Cir, Denton, MD 21629

(410) 255-3690

Property at 3 Sunrise Ave, Ridgely, MD 21660, 3 beds, 2 baths

$369,000

3 beds2 baths1,292 sq ft

3 Sunrise Ave, Ridgely, MD 21660

(410) 543-4545

Property at 11 N Maple Ave, Ridgely, MD 21660, 3 beds, 1 bath

$200,000

3 beds1 bath814 sq ft

11 N Maple Ave, Ridgely, MD 21660

(410) 304-2250

$155,000

3 beds1.5 baths1,393 sq ft

109 Buena Vista Buena Vista Ave, Federalsburg, MD 21632

(410) 754-7000

Property at 4218 Harmony Rd, Preston, MD 21655, 8 beds, 12 baths

$2,999,000

8 beds12 baths9,364 sq ft

4218 Harmony Rd, Preston, MD 21655

(410) 543-4545

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

$169,000

3 beds2 baths2,776 sq ft

106 S 6th St, Denton, MD 21629

(410) 543-4545

Property at 318 Carter Ave, Denton, MD 21629, 2 beds, 2 baths

$258,900

2 beds2 baths606 sq ft

318 Carter Ave, Denton, MD 21629

(410) 770-9255

Property at 4305 Langrell Rd, Preston, MD 21655, 4 beds, 2 baths

$399,000

4 beds2 baths2,076 sq ft

4305 Langrell Rd, Preston, MD 21655

(443) 274-1900

Property at 9946 New Bridge Rd, Denton, MD 21629, 3 beds, 1 bath

$250,000

3 beds1 bath960 sq ft

9946 New Bridge Rd, Denton, MD 21629

(443) 215-4663

Property at 5585 Harmony Woods Dr, Preston, MD 21655, 4 beds, 2.5 baths

$549,000

4 beds2.5 baths3,442 sq ft

5585 Harmony Woods Dr, Preston, MD 21655

(410) 770-9255

Property at 121 Edenton Ln, Denton, MD 21629, 3 beds, 2 baths

$315,000

3 beds2 baths1,232 sq ft

121 Edenton Ln, Denton, MD 21629

(410) 822-6665

Property at 26091 Hokum Dr, Greensboro, MD 21639, 4 beds, 2.5 baths

$429,900

4 beds2.5 baths2,248 sq ft

26091 Hokum Dr, Greensboro, MD 21639

(410) 260-2800

Property at 8578 Tuckahoe Rd, Denton, MD 21629, 4 beds, 3 baths

$425,000

4 beds3 baths1,680 sq ft

8578 Tuckahoe Rd, Denton, MD 21629

(443) 448-8320

Property at 24276 Asbury Dr, Denton, MD 21629, 4 beds, 2.5 baths

$642,900

4 beds2.5 baths2,920 sq ft

24276 Asbury Dr, Denton, MD 21629

(410) 822-9000

Property at 115 Boyce Mill Rd, Greensboro, MD 21639, 3 beds, 1 bath

$219,000

3 beds1 bath1,350 sq ft

115 Boyce Mill Rd, Greensboro, MD 21639

(410) 479-0777

Property at 305 Central Ave, Ridgely, MD 21660, 5 beds, 2 baths

$330,000

5 beds2 baths2,574 sq ft

305 Central Ave, Ridgely, MD 21660

(410) 822-9000

Property at 206 Charles St, Federalsburg, MD 21632, 3 beds, 2.5 baths

$361,000

3 beds2.5 baths1,734 sq ft

206 Charles St, Federalsburg, MD 21632

(302) 539-1777

Property at 23629 Willow Pond Rd, Denton, MD 21629, 1 bed, 1.5 baths

$450,000

1 bed1.5 baths1,596 sq ft

23629 Willow Pond Rd, Denton, MD 21629

(410) 770-3600

Property at 229 Oldtown Rd, Goldsboro, MD 21636, 3 beds, 2 baths

$296,000

3 beds2 baths1,368 sq ft

229 Oldtown Rd, Goldsboro, MD 21636

(301) 970-2447

Property at 13306 Greensboro Rd, Greensboro, MD 21639, 2 beds, 1.5 baths

$355,000

2 beds1.5 baths708 sq ft

13306 Greensboro Rd, Greensboro, MD 21639

(410) 827-4663

Property at 203 Hobbs St, Greensboro, MD 21639, 3 beds, 2 baths

$286,990

3 beds2 baths1,219 sq ft

203 Hobbs St, Greensboro, MD 21639

(301) 407-2600

Property at 25607 Garey Rd, Denton, MD 21629, 3 beds, 2 baths

$315,000

3 beds2 baths920 sq ft

25607 Garey Rd, Denton, MD 21629

(410) 822-6665

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

$394,000

4 beds2.5 baths2,176 sq ft

8548 Dogwood Blossom Ln, Denton, MD 21629

(410) 479-4663

Property at 3540 Houston Branch Rd, Federalsburg, MD 21632, 2 beds, 1 bath

$279,000

2 beds1 bath1,140 sq ft

3540 Houston Branch Rd, Federalsburg, MD 21632

(410) 822-1415

Property at 1412 Blue Heron Dr, Denton, MD 21629, 3 beds, 2.5 baths

$240,000

3 beds2.5 baths1,709 sq ft

1412 Blue Heron Dr, Denton, MD 21629

(410) 729-7700

Property at 8025 Laurel Ln, Denton, MD 21629, 5 beds, 2 baths

$425,000

5 beds2 baths2,061 sq ft

8025 Laurel Ln, Denton, MD 21629

(301) 862-4000

Property at 21405 Tanyard Rd, Preston, MD 21655, 4 beds, 3 baths

$440,000

4 beds3 baths3,212 sq ft

21405 Tanyard Rd, Preston, MD 21655

(301) 970-2447

Property at 24800 Pealiquor Rd, Denton, MD 21629, 4 beds, 3.5 baths

$1,295,000

4 beds3.5 baths4,496 sq ft

24800 Pealiquor Rd, Denton, MD 21629

(304) 645-7700

Property at 511 Bernard Ave, Greensboro, MD 21639, 3 beds, 1 bath

$245,000

3 beds1 bath1,385 sq ft

511 Bernard Ave, Greensboro, MD 21639

(410) 827-4663

Property at 2766 Veterans Dr, Federalsburg, MD 21632, 3 beds, 1 bath

$299,000

3 beds1 bath1,284 sq ft

2766 Veterans Dr, Federalsburg, MD 21632

(410) 479-4663

Property at 3547 Prchal Rd, Preston, MD 21655, 4 beds, 3 baths

$875,000

4 beds3 baths3,149 sq ft

3547 Prchal Rd, Preston, MD 21655

(410) 972-4000

Property at 1612 Cattail Commons Way, Denton, MD 21629, 4 beds, 2.5 baths

$399,900

4 beds2.5 baths2,492 sq ft

1612 Cattail Commons Way, Denton, MD 21629

(410) 531-0321

Property at 1403 Blue Heron Dr, Denton, MD 21629, 3 beds, 2.5 baths

$225,000

3 beds2.5 baths1,680 sq ft

1403 Blue Heron Dr, Denton, MD 21629

(443) 829-5828

Property at 206 Academy St, Greensboro, MD 21639, 3 beds, 1.5 baths

$239,999

3 beds1.5 baths1,565 sq ft

206 Academy St, Greensboro, MD 21639

(302) 217-6692

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Average home prices near Caroline County, MD

Cities

Counties

Harford County homes for sale
$400,000
St. Mary's County homes for sale
$467,000
Baltimore County homes for sale
$384,245

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)

$260,000

-21.2% YoY | Oct 2025

1 year
3 year
5 year

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

Location

Data

Oct 2025

Growth

% YoY

Caroline County, MD

$260,000

-21.2%

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