Caroline County, MD homes for sale & real estate

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ABOUT THIS HOME
Caroline County, MD Homes for Sale
Needs Work. sold as is - large home in need of updating/TLC - 2-story 3 car garage

$225,000

3 beds1.5 baths2,817 sq ft

22060 Main St, Hillsboro, MD 21641

0.49 acre lot • Built 1900

(410) 320-6785

ABOUT THIS HOME
Caroline County, MD Homes for Sale
Charming Eastern Shore property set on a peaceful stretch of Seaman’s Road in Preston, MD. Enjoy the tranquility of country living with convenient access to nearby towns, outdoor recreation, and local amenities. A great opportunity for those seeking space, privacy, and small-town charm.

$310,000

3 beds2 baths1,787 sq ft

3675 Seaman Rd, Preston, MD 21655

Built 1973 • Listed 2 days

(410) 972-4000

ABOUT THIS HOME
Caroline County, MD Homes for Sale
Water privileged, privacy and lots of space, over 1,800 sqft with 3 bedrooms and 2 full baths. You won t want to miss this one. Lots of space for entertaining inside and out. Inside you will find new floors in kitchen and laundry room, recently purchased stainless appliances, fresh painted walls, updated bathroom, large open floor plan, and a sun room overlooking the large, fenced-in yard. Outside includes concrete driveway with ample parking and room for boat/RV, and two car garage with extra lighting. All within walking distance to community water access on the Choptank River, so bring the canoes or kayaks and claim this beauty before someone else does! Call today for more info!

$324,500

3 beds2 baths1,450 sq ft

25361 Calvert Dr, Greensboro, MD 21639

0.46 acre lot • 2 garage spots • Built 1989

(443) 988-0114

ABOUT THIS HOME
Caroline County, MD Homes for Sale
Stunning waterfront renovation on the Choptank River – completely redone inside and out in 2025! This 2-bedroom, 1.5-bath residence has been completely remodeled from top to bottom with modern design and high-end finishes throughout. The home features all-new walls, bathrooms, appliances, kitchen cabinets/countertops and luxury vinyl plank flooring throughout, with carpet in the bedrooms. Enjoy river views from the open living area and sliding glass doors that lead to a private patio with new steps down to a landing—perfect for relaxing or launching a kayak. Additional updates include a new metal roof, siding, and driveway. Move-in ready and designed for easy waterfront living!

$355,000

2 beds1.5 baths708 sq ft

13306 Greensboro Rd, Greensboro, MD 21639

0.72 acre lot • Built 1962 • Listed 2 days

(410) 827-4663

ABOUT THIS HOME
Caroline County, MD Homes for Sale
This charming 1940 bungalow in the desirable Federalsburg area presents a unique investment opportunity. With a total finished area of 1,230 sq. ft. , this property features 2 bedrooms and 1 full bathroom, making it an attractive option for rental income or resale potential. Estate sale, property is being sold "as-is". No repairs, and contents included to be removed at the expense of the buyer. The home is equipped with essential appliances, including an electric oven/range, refrigerator, and a stacked washer/dryer, providing immediate functionality for tenants or future owners. Roof just replaced approximately 2-3 years ago. The interior boasts a mix of carpet, hardwood, and luxu

$135,000

2 beds1 bath1,230 sq ft

311 Maple Ave, Federalsburg, MD 21632

Built 1940 • Listed 2 days

(410) 673-3344

Property at 210 Old Line Rd, Goldsboro, MD 21636, 7 beds, 3 baths

$349,900

7 beds3 baths2,729 sq ft

210 Old Line Rd, Goldsboro, MD 21636

(410) 827-4663

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

$339,000

2 beds1.5 baths2,017 sq ft

211 Bloomingdale Ave, Federalsburg, MD 21632

(410) 822-6272

Property at 5940 Noble Rd, Federalsburg, MD 21632, 3 beds, 1 bath

$249,900

3 beds1 bath1,008 sq ft

5940 Noble Rd, Federalsburg, MD 21632

(410) 770-3600

Property at 7929 Laurel Ln, Denton, MD 21629, 4 beds, 2.5 baths

$699,000

4 beds2.5 baths2,243 sq ft

7929 Laurel Ln, Denton, MD 21629

(410) 479-3993

Property at 17753 Marvel Rd, Marydel, MD 21649, 4 beds, 2.5 baths

$599,000

4 beds2.5 baths2,475 sq ft

17753 Marvel Rd, Marydel, MD 21649

(410) 643-3404

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

$135,000

3 beds2 baths1,488 sq ft

103 Chamber St, Preston, MD 21655

(410) 479-3993

Property at 7904 Clark Rd, Denton, MD 21629, 4 beds, 2.5 baths

$1,099,999

4 beds2.5 baths3,242 sq ft

7904 Clark Rd, Denton, MD 21629

(410) 934-3478

Property at 3471 Laurel Grove Rd, Federalsburg, MD 21632, 3 beds, 1 bath

$110,000

3 beds1 bath888 sq ft

3471 Laurel Grove Rd, Federalsburg, MD 21632

(302) 360-0300

Property at 25999 Fox Grape Rd, Greensboro, MD 21639, 4 beds, 2 baths

$379,000

4 beds2 baths1,792 sq ft

25999 Fox Grape Rd, Greensboro, MD 21639

(410) 543-4545

Property at 1202 Blue Heron Dr, Denton, MD 21629, 3 beds, 2.5 baths

$235,000

3 beds2.5 baths1,753 sq ft

1202 Blue Heron Dr, Denton, MD 21629

(888) 860-7369

Property at Quail Ct, Greensboro, MD 21639, 3 beds, 2 baths

$399,000

3 beds2 baths— sq ft

Quail Ct, Greensboro, MD 21639

(410) 479-3993

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

$475,000

3 beds2 baths2,038 sq ft

27329 Iron Gate Rd, Federalsburg, MD 21632

(410) 271-1265

Property at 24749 Woods Dr, Denton, MD 21629, 4 beds, 2.5 baths

$485,000

4 beds2.5 baths2,550 sq ft

24749 Woods Dr, Denton, MD 21629

(410) 822-6665

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 208 S 3rd St, Denton, MD 21629, 3 beds, 1 bath

$200,000

3 beds1 bath1,136 sq ft

208 S 3rd St, Denton, MD 21629

(443) 988-0483

Property at 24029 Meadows Dr, Ridgely, MD 21660, 3 beds, 2 baths

$399,000

3 beds2 baths1,792 sq ft

24029 Meadows Dr, Ridgely, MD 21660

(410) 476-2201

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

$214,900

2 beds2 baths606 sq ft

318 Carter Ave, Denton, MD 21629

(410) 770-9255

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 26623 Bee Tree Rd, Henderson, MD 21640, 3 beds, 1 bath

$339,900

3 beds1 bath1,104 sq ft

26623 Bee Tree Rd, Henderson, MD 21640

(443) 274-1900

Property at 113 Maple Ave, Goldsboro, MD 21636, 3 beds, 2 baths

$230,000

3 beds2 baths1,448 sq ft

113 Maple Ave, Goldsboro, MD 21636

(410) 643-4663

Property at 24383 Robins Creek Rd, Preston, MD 21655, 4 beds, 2 baths

$375,000

4 beds2 baths1,568 sq ft

24383 Robins Creek Rd, Preston, MD 21655

(410) 770-3600

Property at 804 Gay St, Denton, MD 21629, 2 beds, 1 bath

$99,000

2 beds1 bath956 sq ft

804 Gay St, Denton, MD 21629

(410) 479-2000

Property at 13539 Hokum Dr, Greensboro, MD 21639, 6 beds, 3.5 baths

$1,100,000

6 beds3.5 baths3,704 sq ft

13539 Hokum Dr, Greensboro, MD 21639

(443) 256-3773

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

$399,000

3 beds2 baths2,412 sq ft

1302 Trice Meadows Cir, Denton, MD 21629

(410) 479-3993

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

$299,000

5 beds2 baths2,574 sq ft

305 Central Ave, Ridgely, MD 21660

(410) 822-9000

Property at 4215 Preston Rd, Preston, MD 21655, 3 beds, 2 baths

$359,000

3 beds2 baths1,642 sq ft

4215 Preston Rd, Preston, MD 21655

(410) 479-2000

Property at 130 Charlotte Ave, Federalsburg, MD 21632, 3 beds, 2 baths

$315,000

3 beds2 baths1,646 sq ft

130 Charlotte Ave, Federalsburg, MD 21632

(410) 464-5500

Property at 132 Hobbs St, Greensboro, MD 21639, 2 beds, 2 baths

$268,490

2 beds2 baths1,059 sq ft

132 Hobbs St, Greensboro, MD 21639

(301) 407-2600

Property at 129 Hobbs St, Greensboro, MD 21639, 3 beds, 2 baths

$276,990

3 beds2 baths1,182 sq ft

129 Hobbs St, Greensboro, MD 21639

(301) 407-2600

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

$265,000

3 beds2 baths1,368 sq ft

229 Oldtown Rd, Goldsboro, MD 21636

(301) 970-2447

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 21269 Dover Bridge Rd Lot 22, Preston, MD 21655, 3 beds, 2 baths

$80,000

3 beds2 baths1,344 sq ft

21269 Dover Bridge Rd Lot 22, Preston, MD 21655

(410) 543-4545

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 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 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

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Average home prices near Caroline County, MD

Cities

Counties

Harford County homes for sale
$399,900
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)

$259,750

+0.3% YoY | Nov 2025

1 year
3 year
5 year

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

Location

Data

Nov 2025

Growth

% YoY

Caroline County, MD

$259,750

+0.3%

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