Caroline County, MD homes for sale & real estate

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LISTED BY REDFIN 8 HRS AGO3D WALKTHROUGH

ABOUT THIS HOME
Caroline County, MD Homes for Sale
Welcome to this meticulously crafted 2023 contemporary farmhouse, perfectly positioned on a spacious . 85-acre lot in the established community of Ashworth. Offering 3,168 square feet, 4 bedrooms, and 2.5 baths, this beautifully designed home blends timeless farmhouse charm with modern finishes and thoughtful upgrades throughout. The striking exterior showcases classic white siding, bold black trim, and expansive windows that create an inviting first impression. Inside, the open-concept layout features luxury vinyl plank flooring, soaring ceilings, and abundant natural light. The great room is anchored by a decorative gas fireplace, offering both comfort and style. The kitchen is designed t

$579,900

4 beds2.5 baths2,643 sq ft

Large center island • Spacious lot • Granite countertops

24766 Tribbett Cir, Ridgely, MD 21660

OPEN SEP 20, 1PM TO 4PM

$299,000

3 beds2 baths1,250 sq ft

0.73 acre lot • 2 parking spots • Built 2026

162 Knife Box Rd, Harrington, DE 19952

(302) 378-8700

3D WALKTHROUGH

ABOUT THIS HOME
Caroline County, MD Homes for Sale
Welcome to 11592 Holly Road in Ridgely, MD! This spacious 6-bedroom, 3.5-bath home offers plenty of room inside and out, with a flexible layout to fit a variety of needs. Inside, you'll find a bright kitchen with premium appliances, a comfortable living room with a gas fireplace, and a primary suite featuring a separate sitting area and attached office. The home also includes an in-law suite, providing additional space for family or guests. Outside, enjoy a nice-sized yard with a paver patio, gazebo, and stone fire pit. An attached garage provides additional parking and storage. With plenty of living space and convenient access to local schools and amenities, 11592 Holly Road is ready for i

$600,000

6 beds3.5 baths3,592 sq ft

Bright kitchen • Primary suite • Premium appliances

11592 Holly Rd, Ridgely, MD 21660

(703) 378-8810

COMING SOON

ABOUT THIS HOME
Caroline County, MD Homes for Sale
COMING SOON! Nestled in the charming Denton Area, this adorable bungalow exudes warmth and character! Built in 1950, this home features 2 cozy bedrooms and an updated full bathroom. The inviting living space is enhanced by luxury vinyl plank flooring, seamlessly blending comfort and style. Set on a generous 0.29-acre lot, the property offers ample outdoor space for gardening, playing, and relaxing in the sun! The private driveway accommodates up to three vehicles, ensuring convenience for you and your guests. A handy shed provides extra storage for your outdoor tools and hobbies. The Denton Area is known for its friendly community vibe, with local parks, shops, waterfront restaurant and eat

$239,900

2 beds1 bath788 sq ft

0.29-acre lot • Handy shed • Private driveway

1115 Market St, Denton, MD 21629

(443) 274-1900

ABOUT THIS HOME
Caroline County, MD Homes for Sale
* * Thoughtfully Renovated & Move-In Ready * * Welcome to a beautifully renovated home offering 3 bedrooms plus a flexible bonus space with potential for a 4th bedroom in the water front community of Two Johns. Extensively updated from top to bottom, this home offers a fresh, modern feel while maintaining a warm and inviting atmosphere. As you enter, you’ll immediately notice the all-new flooring and lighting throughout, freshly painted rooms, new interior doors, and crown molding featured in most spaces, creating a clean and cohesive look throughout the home. The updated kitchen combines style and functionality with beautiful quartz countertops and stainless steel appliances

$649,900

3 beds3 baths2,343 sq ft

1.07 acre lot • 2 garage spots • Pool

7737 Westerly Dr, Preston, MD 21655

(410) 972-4000

Property at 105 Noble Ave, Preston, MD 21655, 3 beds, 2 baths

$319,000

3 beds2 baths2,034 sq ft

105 Noble Ave, Preston, MD 21655

(302) 360-0300

Property at 4 N Maryland Ave, Ridgely, MD 21660, 4 beds, 2.5 baths

$375,000

4 beds2.5 baths2,552 sq ft

4 N Maryland Ave, Ridgely, MD 21660

(302) 360-0300

Property at 21182 Marsh Creek Road E-10 Rd, Preston, MD 21655, 3 beds, 2 baths

$74,900

3 beds2 baths1,400 sq ft

21182 Marsh Creek Road E-10 Rd, Preston, MD 21655

(410) 822-6665

Property at 107 Hobbs St, Greensboro, MD 21639, 4 beds, 2 baths

$308,990

4 beds2 baths1,460 sq ft

107 Hobbs St, Greensboro, MD 21639

(301) 407-2600

Property at 109 Walnut St, Ridgely, MD 21660, 5 beds, 2.5 baths

$419,000

5 beds2.5 baths2,250 sq ft

109 Walnut St, Ridgely, MD 21660

(410) 263-8686

Property at 107 N School St Unit 2F, Greensboro, MD 21639, 2 beds, 1.5 baths

$159,000

2 beds1.5 baths968 sq ft

107 N School St Unit 2F, Greensboro, MD 21639

(410) 827-4663

Property at 104 University Ave S, Federalsburg, MD 21632, 3 beds, 1 bath

$249,000

3 beds1 bath1,104 sq ft

104 University Ave S, Federalsburg, MD 21632

(302) 360-0300

Property at 10903 Holt, Denton, MD 21629, 4 beds, 3.5 baths

$624,000

4 beds3.5 baths2,289 sq ft

10903 Holt, Denton, MD 21629

(443) 274-1900

Property at 7884 Laurel Ln, Denton, MD 21629, 3 beds, 2.5 baths

$569,900

3 beds2.5 baths2,769 sq ft

7884 Laurel Ln, Denton, MD 21629

(410) 476-2201

Property at 24634 Pealiquor Rd, Denton, MD 21629, 3 beds, 4 baths

$699,000

3 beds4 baths3,968 sq ft

24634 Pealiquor Rd, Denton, MD 21629

(410) 822-1415

Property at 107 Chamber St, Preston, MD 21655, 3 beds, 2.5 baths

$299,000

3 beds2.5 baths1,760 sq ft

107 Chamber St, Preston, MD 21655

(302) 360-0300

Property at 5716 Bethlehem Rd, Preston, MD 21655, 4 beds, 2 baths

$385,000

4 beds2 baths1,728 sq ft

5716 Bethlehem Rd, Preston, MD 21655

(301) 881-6398

Property at 105 S 5th Ave, Denton, MD 21629, 4 beds, 2 baths

$299,999

4 beds2 baths2,759 sq ft

105 S 5th Ave, Denton, MD 21629

(302) 846-7839

Property at 10 Park Ave, Ridgely, MD 21660, 2 beds, 2 baths

$200,000

2 beds2 baths1,612 sq ft

10 Park Ave, Ridgely, MD 21660

Property at 14671 Fox Chase Cir, Ridgely, MD 21660, 4 beds, 3 baths

$345,000

4 beds3 baths3,258 sq ft

14671 Fox Chase Cir, Ridgely, MD 21660

(410) 377-2211

Property at 1307 Chesapeake Dr, Denton, MD 21629, 3 beds, 2.5 baths

$329,900

3 beds2.5 baths1,360 sq ft

1307 Chesapeake Dr, Denton, MD 21629

(410) 479-3993

Property at 6132 Harmony Rd, Preston, MD 21655, 2 beds, 1 bath

$175,000

2 beds1 bath1,080 sq ft

6132 Harmony Rd, Preston, MD 21655

(240) 623-3948

Property at 13926 S Quail Ct, Greensboro, MD 21639, 3 beds, 2 baths

$435,500

3 beds2 baths1,802 sq ft

13926 S Quail Ct, Greensboro, MD 21639

(443) 988-0114

Property at 2792 Meadowbrook Rd, Federalsburg, MD 21632, 5 beds, 2.5 baths

$319,000

5 beds2.5 baths2,232 sq ft

2792 Meadowbrook Rd, Federalsburg, MD 21632

(302) 360-0300

Property at 111 Maple Ave, Greensboro, MD 21639, 4 beds, 2 baths

$315,000

4 beds2 baths2,774 sq ft

111 Maple Ave, Greensboro, MD 21639

Property at 5315 Smithville Rd, Federalsburg, MD 21632, 3 beds, 2 baths

$995,000

3 beds2 baths1,568 sq ft

5315 Smithville Rd, Federalsburg, MD 21632

(410) 822-6665

Property at 4471 Harmony Rd, Preston, MD 21655, 3 beds, 1 bath

$102,500

3 beds1 bath1,056 sq ft

4471 Harmony Rd, Preston, MD 21655

(888) 838-9044

Property at 22677 Camryns Way, Queen Anne, MD 21657, 4 beds, 2.5 baths

$554,000

4 beds2.5 baths2,253 sq ft

22677 Camryns Way, Queen Anne, MD 21657

(301) 970-2447

Property at 158 Wright St, Preston, MD 21655, 3 beds, 2 baths

$235,000

3 beds2 baths1,840 sq ft

158 Wright St, Preston, MD 21655

(302) 360-0300

Property at 1210 Market St, Denton, MD 21629, 2 beds, 1 bath

$249,000

2 beds1 bath908 sq ft

1210 Market St, Denton, MD 21629

(410) 221-8000

Property at 22845 Peaviner Rd, Ridgely, MD 21660, 4 beds, 2.5 baths

$499,990

4 beds2.5 baths2,052 sq ft

22845 Peaviner Rd, Ridgely, MD 21660

(443) 988-0114

Property at 305 Caroline Ave, Ridgely, MD 21660, 2 beds, 1 bath

$229,000

2 beds1 bath840 sq ft

305 Caroline Ave, Ridgely, MD 21660

(410) 304-2011

Property at 2766 Veterans Dr, Federalsburg, MD 21632, 2 beds, 1 bath

$309,000

2 beds1 bath1,284 sq ft

2766 Veterans Dr, Federalsburg, MD 21632

(410) 745-0415

Property at 104 Chambers St, Federalsburg, MD 21632, 3 beds, 2.5 baths

$315,000

3 beds2.5 baths1,212 sq ft

104 Chambers St, Federalsburg, MD 21632

(410) 822-6665

Property at 412 N Main St, Greensboro, MD 21639, 3 beds, 2 baths

$359,900

3 beds2 baths2,160 sq ft

412 N Main St, Greensboro, MD 21639

(302) 677-0020

Property at 11509 Reed Cir, Ridgely, MD 21660, 3 beds, 2 baths

$449,000

3 beds2 baths1,392 sq ft

11509 Reed Cir, Ridgely, MD 21660

(302) 360-0300

Property at 306 Sunrise Ave, Ridgely, MD 21660, 4 beds, 2 baths

$325,000

4 beds2 baths1,539 sq ft

306 Sunrise Ave, Ridgely, MD 21660

(301) 854-2155

Property at 23118 Tuckahoe Springs Dr, Denton, MD 21629, 3 beds, 2 baths

$450,000

3 beds2 baths2,240 sq ft

23118 Tuckahoe Springs Dr, Denton, MD 21629

(410) 479-4663

Property at 23130 Sparks Road Rd, Ridgely, MD 21660, 3 beds, 2 baths

$599,900

3 beds2 baths1,938 sq ft

23130 Sparks Road Rd, Ridgely, MD 21660

(443) 225-4100

Property at 304 Tidewater Cir, Preston, MD 21655, 6 beds, 2.5 baths

$414,499

6 beds2.5 baths2,934 sq ft

304 Tidewater Cir, Preston, MD 21655

(301) 850-0255

Property at 23071 Tuckahoe Springs Dr, Denton, MD 21629, 4 beds, 3 baths

$1,250,000

4 beds3 baths3,358 sq ft

23071 Tuckahoe Springs Dr, Denton, MD 21629

(410) 228-2525

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Average home prices near Caroline County, MD

Cities

Counties

Harford County homes for sale
$413,838
St. Mary's County homes for sale
$450,000
Baltimore County homes for sale
$379,000

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)

$328,401

+16.2% YoY | Aug 2026

1 year
3 year
5 year

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

Location

Data

Aug 2026

Growth

% YoY

Caroline County, MD

$328,401

+16.2%

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