Recently Sold Homes in Windham County, CT

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SOLD JUN 17, 2026

ABOUT THIS HOME
Recently Sold Home in Windham County, CT:
Nestled on a scenic knoll along the prestigious Wrights Crossing Road, this custom colonial presents a rare chance to reside on a highly sought-after street where opportunities to buy are few and far between. From the moment you arrive, the professionally landscaped grounds-featuring blooming magnolias, cherry trees, and vibrant rhododendrons-set a tranquil tone for this exceptional estate. Step inside to find gleaming white oak floors that flow seamlessly throughout the main level, where the home is designed for both grand entertaining and cozy evenings. The living room is anchored by a classic fireplace and bathed in light from front-to-back bay windows, while the showstopping great room

$735,000 Last sold price

4 beds2.5 baths3,231 sq ft

792 Wrights Crossing Rd, Pomfret Center, CT 06259

SOLD JUL 27, 2026

ABOUT THIS HOME
Recently Sold Home in Windham County, CT:
This beautiful, spacious, 3-bedroom, 3.1-bath colonial is nestled on a quiet country road, offering unparalleled privacy and breathtaking views of the surrounding marshland and wildlife. The property features its own private pond - perfect for boating, relaxing, and soaking in the natural landscape. Inside the expansive family room provides the ideal setting for entertaining or unwinding against a backdrop of panoramic pond and marsh views. Above the garage, a versatile space awaits, perfect for a home office, gym, studio, or recreation room. Sold together on the same deed, the property includes two parcels (102 & 104 Drown Road) totaling approximately 16.70 acres of serene open space

$680,000 Last sold price

3 beds3.5 baths2,768 sq ft

102 Drown Rd, Pomfret Center, CT 06259

SOLD AUG 7, 2026

ABOUT THIS HOME
Recently Sold Home in Windham County, CT:
Investors, contractors, and restoration enthusiasts-take notice! Bring your vision and creativity to this farmhouse, originally built in 1805. This 3-bedroom, 1-bath home offers approximately 1,560 square feet of living space and is ready for a complete renovation or may be taken down. Situated on 3.17 acres, the property features a picturesque pond, providing a beautiful natural setting with endless possibilities. Whether you're looking to restore the home's charm, renovate it into your dream country retreat, or invest in your next project, this property offers incredible potential. This is a rare opportunity to own a piece of something truly special. Property is being sold as-is, where is

$100,000 Last sold price

3 beds1 bath1,560 sq ft

768 Mashamoquet Rd, Pomfret Center, CT 06259

SOLD AUG 19, 2026

ABOUT THIS HOME
Recently Sold Home in Windham County, CT:
Welcome to this classic 1910 Cape with flexible living, set on a gorgeous, sprawling 1.8-acre lot with peach and pear trees, raspberries and plenty of gardens in highly desirable Pomfret, CT! Offering peaceful rural privacy at an incredible entry-level value, this home is a fantastic opportunity for conventional buyers, hobbyists, or smart investors. brand-new, fully permitted 200-Amp electrical service (Updated June 2026) functional galley kitchen, hardwood floors, 2 beds 1 bath, enclosed porch, plus bonus rooms-perfect for a bedroom, home office for remote workers looking for a quiet place to work. partially finished basement could be fixed up to suit your needs with a wood stove, a slid

$300,000 Last sold price

2 beds2 baths1,135 sq ft

514 Mashamoquet Rd, Pomfret Center, CT 06259

SOLD AUG 14, 20263D WALKTHROUGH

ABOUT THIS HOME
Recently Sold Home in Windham County, CT:
Offered for the first time since it was built, this lovingly maintained one-owner Cape is a rare opportunity! This move-in ready home features 3 bedrooms, 1.5 baths, and a desirable three-bay garage, showcasing years of pride of ownership throughout. Inside, you'll find beautiful hardwood floors and a spacious living area with flexible options for both living and dining. The eat-in kitchen offers wraparound countertops, ample cabinetry, and a cozy dining nook. A half bath and versatile office/den complete the first floor. French doors open to a breezeway and covered screened porch, leading to a private backyard surrounded by mature trees. Composite decking, a patio, and a fire pit create th

$625,000 Last sold price

3 beds1.5 baths2,090 sq ft

159 Valentine Rd, Pomfret Center, CT 06259

Property at 21 Duffy Rd, Pomfret Center, CT 06259, 4 beds, 2.5 baths

$426,875 Last sold price

4 beds2.5 baths2,550 sq ft

21 Duffy Rd, Pomfret Center, CT 06259

Property at 243 Searles Rd, Pomfret Center, CT 06259, 2 beds, 2.5 baths

$450,000 Last sold price

2 beds2.5 baths1,536 sq ft

243 Searles Rd, Pomfret Center, CT 06259

Property at 973 Hampton Rd, Pomfret Center, CT 06259, 2 beds, 1.5 baths

$415,000 Last sold price

2 beds1.5 baths1,544 sq ft

973 Hampton Rd, Pomfret Center, CT 06259

Property at 22 Porter Plain Rd, Thompson, CT 06277, 3 beds, 1.5 baths

$390,000 Last sold price

3 beds1.5 baths1,438 sq ft

22 Porter Plain Rd, Thompson, CT 06277

Property at 29 Logan Ln, Thompson, CT 06277, 3 beds, 2.5 baths

$501,000 Last sold price

3 beds2.5 baths2,236 sq ft

29 Logan Ln, Thompson, CT 06277

Property at 6 Lillian Ave, Thompson, CT 06255, 3 beds, 2.5 baths

$540,000 Last sold price

3 beds2.5 baths1,872 sq ft

6 Lillian Ave, Thompson, CT 06255

Property at 309 Oleary Rd, Thompson, CT 06277, 4 beds, 2 baths

$542,000 Last sold price

4 beds2 baths2,478 sq ft

309 Oleary Rd, Thompson, CT 06277

Property at 3 Westside Dr #17, North Grosvenordale, CT 06255, 2 beds, 1.5 baths

$280,000 Last sold price

2 beds1.5 baths1,288 sq ft

3 Westside Dr #17, North Grosvenordale, CT 06255

Property at 27 Mountain Hill Rd, North Grosvenordale, CT 06255, 3 beds, 1 bath

$369,900 Last sold price

3 beds1 bath1,196 sq ft

27 Mountain Hill Rd, North Grosvenordale, CT 06255

Property at 11 Poulin Dr, Thompson, CT 06277, 2 beds, 1 bath

$240,000 Last sold price

2 beds1 bath1,054 sq ft

11 Poulin Dr, Thompson, CT 06277

Property at 14 Liberty Ln, Thompson, CT 06277, 3 beds, 1 bath

$387,500 Last sold price

3 beds1 bath1,660 sq ft

14 Liberty Ln, Thompson, CT 06277

Property at 817 Thompson Rd, Thompson, CT 06277, 2 beds, 1 bath

$367,400 Last sold price

2 beds1 bath1,024 sq ft

817 Thompson Rd, Thompson, CT 06277

Property at 56 Thompson Hill Rd, North Grosvenordale, CT 06255, 2 beds, 2 baths

$440,000 Last sold price

2 beds2 baths974 sq ft

56 Thompson Hill Rd, North Grosvenordale, CT 06255

Property at 56 Sand Dam Rd, Thompson, CT 06277, 4 beds, 2 baths

$475,000 Last sold price

4 beds2 baths1,541 sq ft

56 Sand Dam Rd, Thompson, CT 06277

Property at 529 E Thompson Rd, Thompson, CT 06277, 3 beds, 1 bath

$325,000 Last sold price

3 beds1 bath1,144 sq ft

529 E Thompson Rd, Thompson, CT 06277

Property at 1555 Riverside Dr, North Grosvenordale, CT 06255, 4 beds, 3.5 baths

$874,900 Last sold price

4 beds3.5 baths2,114 sq ft

1555 Riverside Dr, North Grosvenordale, CT 06255

Property at 10 Ryler Ct, North Grosvenordale, CT 06255, 3 beds, 2 baths

$477,000 Last sold price

3 beds2 baths1,890 sq ft

10 Ryler Ct, North Grosvenordale, CT 06255

Property at 54 Main St, North Grosvenordale, CT 06255, 3 beds, 2 baths

$317,708 Last sold price

3 beds2 baths1,400 sq ft

54 Main St, North Grosvenordale, CT 06255

Property at 521 E Thompson Rd, Thompson, CT 06277, 3 beds, 3 baths

$472,000 Last sold price

3 beds3 baths2,810 sq ft

521 E Thompson Rd, Thompson, CT 06277

Property at 11 Breaults Landing Rd, Thompson, CT 06277, 2 beds, 1 bath

$385,000 Last sold price

2 beds1 bath960 sq ft

11 Breaults Landing Rd, Thompson, CT 06277

Property at 148 Pompeo Rd, North Grosvenordale, CT 06255, 3 beds, 2 baths

$435,000 Last sold price

3 beds2 baths1,591 sq ft

148 Pompeo Rd, North Grosvenordale, CT 06255

Property at 366 Fabyan Rd, North Grosvenordale, CT 06255, 2 beds, 1 bath

$430,000 Last sold price

2 beds1 bath1,168 sq ft

366 Fabyan Rd, North Grosvenordale, CT 06255

Property at 108 Fabyan Woodstock Rd, North Grosvenordale, CT 06255, 5 beds, 2 baths

$512,000 Last sold price

5 beds2 baths1,828 sq ft

108 Fabyan Woodstock Rd, North Grosvenordale, CT 06255

Property at 49 Blash Rd, North Grosvenordale, CT 06255, 3 beds, 2.5 baths

$515,000 Last sold price

3 beds2.5 baths1,508 sq ft

49 Blash Rd, North Grosvenordale, CT 06255

Property at 286 Quaddick Town Farm Rd, Thompson, CT 06277, 3 beds, 2.5 baths

$480,000 Last sold price

3 beds2.5 baths1,928 sq ft

286 Quaddick Town Farm Rd, Thompson, CT 06277

Property at 501 Quaddick Rd, Thompson, CT 06277, 4 beds, 2.5 baths

$650,000 Last sold price

4 beds2.5 baths2,324 sq ft

501 Quaddick Rd, Thompson, CT 06277

Property at 142 Quinebaug Rd, North Grosvenordale, CT 06255, 3 beds, 3 baths

$575,000 Last sold price

3 beds3 baths1,831 sq ft

142 Quinebaug Rd, North Grosvenordale, CT 06255

Property at 120 Quaddick Town Farm Rd, Thompson, CT 06277, 2 beds, 1.5 baths

$435,000 Last sold price

2 beds1.5 baths1,469 sq ft

120 Quaddick Town Farm Rd, Thompson, CT 06277

Property at 264 Quaddick Town Farm Rd, Thompson, CT 06277, 3 beds, 1 bath

$437,000 Last sold price

3 beds1 bath1,612 sq ft

264 Quaddick Town Farm Rd, Thompson, CT 06277

Property at 45 Breaults Landing Rd, Thompson, CT 06277, 2 beds, 2 baths

$350,000 Last sold price

2 beds2 baths1,643 sq ft

45 Breaults Landing Rd, Thompson, CT 06277

Property at 222 Parish Hill Rd, Scotland, CT 06264, 3 beds, 1.5 baths

$271,500 Last sold price

3 beds1.5 baths1,075 sq ft

222 Parish Hill Rd, Scotland, CT 06264

Property at 78 Littlefield Rd, Hampton, CT 06247, 3 beds, 2 baths

$387,000 Last sold price

3 beds2 baths1,008 sq ft

78 Littlefield Rd, Hampton, CT 06247

Property at 512 Brook Rd, Hampton, CT 06247, 3 beds, 1 bath

$365,000 Last sold price

3 beds1 bath1,272 sq ft

512 Brook Rd, Hampton, CT 06247

Property at 449 Pudding Hill Rd, Hampton, CT 06247, 2 beds, 1 bath

$355,000 Last sold price

2 beds1 bath912 sq ft

449 Pudding Hill Rd, Hampton, CT 06247

Property at 280 Gager Hill Rd, Windham, CT 06280, 5 beds, 2.5 baths

$529,000 Last sold price

5 beds2.5 baths2,808 sq ft

280 Gager Hill Rd, Windham, CT 06280

Property at 20 Toleration Rd, Baltic, CT 06330, 3 beds, 1 bath

$315,000 Last sold price

3 beds1 bath924 sq ft

20 Toleration Rd, Baltic, CT 06330

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Recently Sold Homes in Windham County

There are currently 439 recently sold homes for sale in Windham County at a median listing price of $400K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Windham County stay on the market for 37 days and receive 1 offers. This map is refreshed with the newest listings in Windham County every 15 minutes.

In the past month, 133 homes have been sold in Windham County. In addition to houses in Windham County, there were also 35 condos, 1 townhouse, and 42 multi-family units for sale in Windham County last month. Find your dream home in Windham 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 Windham County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Windham County. If you're looking to sell your home in the Windham County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Windham County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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