Recently Sold Homes in Windham County, CT

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SOLD OCT 14, 2025

ABOUT THIS HOME
Recently Sold Home in Windham County, CT:
Welcome to this well maintained 3 bedroom, 2 bathroom ranch home nestled on a 0.42-acre corner lot, with 1,568 square feet of living space. The layout includes a sunporch connecting the driveway to backyard - perfect for enjoying morning coffee or unwinding in the evening. Conventiently located near schools, shopping, and major routed while maintaining a quiet, tucked-away feel.

$359,000 Last sold price

3 beds2 baths1,568 sq ft

104 Fairgrounds Rd, Brooklyn, CT 06234

SOLD SEP 24, 2025

ABOUT THIS HOME
Recently Sold Home in Windham County, CT:
Quaint antique farmhouse on 40 acres of land in Brooklyn. Great location for Homesteading, Mini Farm or possible subdivision with mostly wooded acreage and moderately sloping land. Currently 37 acres are open space and registered in Public Act 490. There are several outbuildings on the property with various potential uses: two large double story chicken coops, a two-bay detached garage that is on the "Historic Barns of Brooklyn" list, plus a mobile home that can be replaced in the future with another within the same footprint. The house has a newer roof and gutters, a brand-new oil tank, and an automatic generator. Lovely hardwood floors throughout the entire house! Both bathrooms

$400,000 Last sold price

3 beds2 baths1,131 sq ft

614 Hartford Rd, Brooklyn, CT 06234

SOLD OCT 31, 2025

ABOUT THIS HOME
Recently Sold Home in Windham County, CT:
Charming 3-bedroom, 2.5-bath Colonial set on a picturesque 1-acre level lot bordered by a stone wall. Conveniently located near Routes 44 and 97, with restaurants and amenities in Pomfret Center and Putnam just minutes away. The main level offers a kitchen with tile floors and a walk-in pantry, a dining room, and a large light-filled living room, both with hardwood floors. A first-floor office provides flexibility for work or study, and a half bath completes this level. Upstairs, the primary suite includes two closets (one a walk-in) and a private bath with tub & shower. Two additional carpeted bedrooms and a full bath round out the second floor. The basement adds extra living space w

$385,000 Last sold price

3 beds2.5 baths1,664 sq ft

289 Drown Rd, Pomfret Center, CT 06259

SOLD OCT 21, 2025

ABOUT THIS HOME
Recently Sold Home in Windham County, CT:
349 Pomfret Street, Pomfret Center, Connecticut - Historic Charm Meets Modern Living Step into New England history with this beautifully restored property in the heart of Pomfret Center. Originally known as Stilleben Cottage, this stately home is one of just twelve original Bradley Cottages and is proudly listed on the National Register of Historic Places. Formerly the Cobscroft Inn, the residence blends timeless architectural elegance with thoughtful, modern updates-offering a rare chance to own a piece of Connecticut's heritage without sacrificing comfort or style. Set on a picturesque lot along Pomfret's iconic tree-lined street, this largely renovated home features spacious, light-fill

$975,000 Last sold price

6 beds5 baths4,071 sq ft

349 Pomfret St, Pomfret Center, CT 06259

SOLD SEP 19, 2025

ABOUT THIS HOME
Recently Sold Home in Windham County, CT:
BACK ON MARKET-BUYERS FINANCING FELL THROUGH! THEIR LOSS IS YOUR GAIN!! Welcome to your private country retreat in the heart of Thompson! This expansive 5-bedroom, 3.5-bathroom ranch-style home offers 2,622 square feet of versatile living space, including a full in-law apartment-perfect for multi-generational living, guests, or possible rental potential. Set on 4.6 acres the property features two beautiful stone patios, a partially fenced-in backyard, a gardening area with mature plantings, a large barn with a fenced in section that would be ideal for chickens, and even an outdoor wood furnace! Inside, enjoy the warmth of hardwood floors, a cozy fireplace, and a partially finished basement

$515,000 Last sold price

5 beds3.5 baths2,986 sq ft

240 Ravenelle Rd, North Grosvenordale, CT 06255

Property at 51 Becola Rd, Thompson, CT 06277, 3 beds, 2 baths

$565,000 Last sold price

3 beds2 baths1,180 sq ft

51 Becola Rd, Thompson, CT 06277

Property at 15 Oakwood Dr, Thompson, CT 06277, 3 beds, 2 baths

$380,000 Last sold price

3 beds2 baths1,518 sq ft

15 Oakwood Dr, Thompson, CT 06277

Property at 21 Birch Ave, Thompson, CT 06277, 4 beds, 2 baths

$457,000 Last sold price

4 beds2 baths1,546 sq ft

21 Birch Ave, Thompson, CT 06277

Redfin Corporation

Property at 156 Quaddick Rd, Thompson, CT 06277, 3 beds, 2 baths

$470,000 Last sold price

3 beds2 baths1,836 sq ft

156 Quaddick Rd, Thompson, CT 06277

Property at 150 Fabyan Rd, North Grosvenordale, CT 06255, 3 beds, 2.5 baths

$421,000 Last sold price

3 beds2.5 baths3,502 sq ft

150 Fabyan Rd, North Grosvenordale, CT 06255

Property at 8 Sunshine Ter, North Grosvenordale, CT 06255, 2 beds, 1.5 baths

$115,000 Last sold price

2 beds1.5 baths924 sq ft

8 Sunshine Ter, North Grosvenordale, CT 06255

Property at 75 Hagstrom Rd, North Grosvenordale, CT 06255, 3 beds, 2.5 baths

$430,000 Last sold price

3 beds2.5 baths2,465 sq ft

75 Hagstrom Rd, North Grosvenordale, CT 06255

Property at 298 W Thompson Rd, Thompson, CT 06255, 3 beds, 1.5 baths

$515,000 Last sold price

3 beds1.5 baths2,503 sq ft

298 W Thompson Rd, Thompson, CT 06255

Property at 93 Red Bridge Rd, North Grosvenordale, CT 06255, 3 beds, 1.5 baths

$375,000 Last sold price

3 beds1.5 baths1,457 sq ft

93 Red Bridge Rd, North Grosvenordale, CT 06255

Property at 91 Quaddick Mountain Rd, Thompson, CT 06277, 1 bed, 1 bath

$255,000 Last sold price

1 bed1 bath454 sq ft

91 Quaddick Mountain Rd, Thompson, CT 06277

Property at 51 Pasay Rd, North Grosvenordale, CT 06255, 3 beds, 2 baths

$440,000 Last sold price

3 beds2 baths1,794 sq ft

51 Pasay Rd, North Grosvenordale, CT 06255

Property at 43 Parkway Dr, Quinebaug, CT 06262, 1 bed, 1 bath

$142,000 Last sold price

1 bed1 bath864 sq ft

43 Parkway Dr, Quinebaug, CT 06262

Property at 245 Reardon Rd, North Grosvenordale, CT 06255, 3 beds, 1 bath

$288,250 Last sold price

3 beds1 bath1,674 sq ft

245 Reardon Rd, North Grosvenordale, CT 06255

Property at 440 Quaddick Rd, Thompson, CT 06277, 3 beds, 2.5 baths

$487,000 Last sold price

3 beds2.5 baths2,051 sq ft

440 Quaddick Rd, Thompson, CT 06277

Property at 9 Sunshine Ter, North Grosvenordale, CT 06255, 2 beds, 1 bath

$107,000 Last sold price

2 beds1 bath784 sq ft

9 Sunshine Ter, North Grosvenordale, CT 06255

Property at 31 Rawson Ave, North Grosvenordale, CT 06255, 3 beds, 1 bath

$300,000 Last sold price

3 beds1 bath960 sq ft

31 Rawson Ave, North Grosvenordale, CT 06255

Property at 202 Huntington Rd, Scotland, CT 06264, 3 beds, 1 bath

$340,000 Last sold price

3 beds1 bath960 sq ft

202 Huntington Rd, Scotland, CT 06264

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Unknown Last sold price

3 beds2.5 baths2,048 sq ft

181 Bass Rd, Windham, CT 06280

Property at 631 Hanover Rd, Canterbury, CT 06331, 2 beds, 1 bath

$390,000 Last sold price

2 beds1 bath1,040 sq ft

631 Hanover Rd, Canterbury, CT 06331

Property at 48 Khourie Rd, Baltic, CT 06330, 3 beds, 1 bath

$375,000 Last sold price

3 beds1 bath1,568 sq ft

48 Khourie Rd, Baltic, CT 06330

Property at 440 Hanover Rd, Baltic, CT 06330, 3 beds, 1 bath

$375,000 Last sold price

3 beds1 bath1,280 sq ft

440 Hanover Rd, Baltic, CT 06330

Property at 53 Lake Woods Ln, Ashford, CT 06278, 3 beds, 2.5 baths

$500,000 Last sold price

3 beds2.5 baths1,633 sq ft

53 Lake Woods Ln, Ashford, CT 06278

Property at 40 Ference Rd, Ashford, CT 06278, 2 beds, 2 baths

$130,000 Last sold price

2 beds2 baths1,008 sq ft

40 Ference Rd, Ashford, CT 06278

Property at 40 Deerfield Dr, Ashford, CT 06278, 3 beds, 2 baths

$357,500 Last sold price

3 beds2 baths1,152 sq ft

40 Deerfield Dr, Ashford, CT 06278

Property at 85 Nott Hwy, Ashford, CT 06278, 4 beds, 3 baths

$397,500 Last sold price

4 beds3 baths3,226 sq ft

85 Nott Hwy, Ashford, CT 06278

Property at 237 Turnpike Rd, Ashford, CT 06278, 3 beds, 2.5 baths

$515,000 Last sold price

3 beds2.5 baths1,976 sq ft

237 Turnpike Rd, Ashford, CT 06278

Property at 16 North Rd, Ashford, CT 06278, 4 beds, 1.5 baths

$320,000 Last sold price

4 beds1.5 baths2,408 sq ft

16 North Rd, Ashford, CT 06278

Property at 188 Oxbow Dr, Willimantic, CT 06226, 2 beds, 2 baths

$275,000 Last sold price

2 beds2 baths804 sq ft

188 Oxbow Dr, Willimantic, CT 06226

Property at 390 South St, Willimantic, CT 06226, 3 beds, 1 bath

$210,000 Last sold price

3 beds1 bath960 sq ft

390 South St, Willimantic, CT 06226

Property at 6 Kitty Ln, North Windham, CT 06256, 2 beds, 1 bath

$54,000 Last sold price

2 beds1 bath728 sq ft

6 Kitty Ln, North Windham, CT 06256

Property at 49 Haley Ln, North Windham, CT 06256, 3 beds, 2 baths

$95,000 Last sold price

3 beds2 baths1,296 sq ft

49 Haley Ln, North Windham, CT 06256

Property at 107 Lions Way, North Windham, CT 06256, 2 beds, 2 baths

$80,000 Last sold price

2 beds2 baths924 sq ft

107 Lions Way, North Windham, CT 06256

Property at 8 Haley Ln, North Windham, CT 06256, 3 beds, 2 baths

$100,000 Last sold price

3 beds2 baths1,296 sq ft

8 Haley Ln, North Windham, CT 06256

Property at 33 Long Dr, North Windham, CT 06256, 2 beds, 1 bath

$16,000 Last sold price

2 beds1 bath672 sq ft

33 Long Dr, North Windham, CT 06256

Property at 9 Circle Dr, North Windham, CT 06256, 3 beds, 2 baths

$155,000 Last sold price

3 beds2 baths1,620 sq ft

9 Circle Dr, North Windham, CT 06256

Property at 29 Kathleen Dr Apt 1B, Willimantic, CT 06226, 2 beds, 1.5 baths

$205,000 Last sold price

2 beds1.5 baths1,245 sq ft

29 Kathleen Dr Apt 1B, Willimantic, CT 06226

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Recently Sold Homes in Windham County

There are currently 378 recently sold homes for sale in Windham County at a median listing price of $389K. 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 44 days and receive 1 offers. This map is refreshed with the newest listings in Windham County every 15 minutes.

In the past month, 143 homes have been sold in Windham County. In addition to houses in Windham County, there were also 31 condos, 1 townhouse, and 30 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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