Recently Sold Homes in Windham County, CT

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SOLD SEP 30, 2025

ABOUT THIS HOME
Recently Sold Home in Windham County, CT:
Looking for a custom built home that's set on a peaceful setting? Welcome to this one owner owned home! Located JUST MINUTES OVER the RI line! This private country oasis awaits. This home has it all, including additional & separate living space above the attached 2 car garage. Step food inside this gorgeous home entering through the large mudroom right off the garage which is perfect for New England winters. Step inside this one of kind open concept kitchen/dining room with custom built cabinets and stunning wood ceilings. Look out your kitchen window to admire your flat and spacious back yard. The designated dining room is beyond spacious making it perfect for entertaining! Large li

$515,000 Last sold price

3 beds3 baths2,814 sq ft

271 Snake Meadow Hill Rd, Sterling, CT 06377

SOLD SEP 2, 2025

ABOUT THIS HOME
Recently Sold Home in Windham County, CT:
Welcome to easy, one-level living in this beautifully maintained and freshly painted home! Nestled in a serene community surrounded by nature. Step into a bright, open layout with cathedral ceilings, a spacious living room, and a granite kitchen featuring stainless steel appliances, ample cabinetry, and a breakfast bar. The primary suite includes a full bath with granite vanity and tub, while an additional bedroom and full bath serve family or guests. Enjoy meals in the dedicated dining room or at-home office with sliders leading to a private patio and mature gardens - perfect for relaxing or entertaining. Custom blinds throughout add a polished touch. Start your mornings on the inviting fr

$295,000 Last sold price

2 beds2 baths1,220 sq ft

118 Ashford Rd #6, Eastford, CT 06278

SOLD OCT 31, 2025

ABOUT THIS HOME
Recently Sold Home in Windham County, CT:
Welcome to this charming, 2 bedroom, 2 bathroom ranch style condo tucked away on a quiet country road in Eastford, CT! Featuring an inviting open floor plan, this home offers a bright and spacious living area with vaulted ceilings & flows seamlessly into the kitchen and dining spaces - perfect for both every day living and entertaining. There's plenty of room in the kitchen for multiple chefs & an abundance of cabinets with pull out shelves and soft close doors & drawers. The bedrooms are very generously sized. The primary features its own bathroom. The laundry room and utilities are located just off the one car attached garage. An additional bonus room lends itself to be

$305,000 Last sold price

2 beds2 baths1,220 sq ft

120 Ashford Rd #2, Eastford, CT 06242

SOLD NOV 3, 2025

ABOUT THIS HOME
Recently Sold Home in Windham County, CT:
Entered Comp Purposes Only

$394,000 Last sold price

2 beds2 baths3,188 sq ft

14 Commonway Dr, Brooklyn, CT 06234

SOLD SEP 23, 2025

ABOUT THIS HOME
Recently Sold Home in Windham County, CT:
Discover the perfect blend of tranquility and potential in this private, 10-acre sanctuary, tucked away in the peaceful northeastern corner of Connecticut. Set well off the road and accessed via a long private driveway, this unique property offers endless possibilities-whether you're seeking a serene retreat, a recreational haven, or a self-sustaining homestead. The home features an open-concept living space with cathedral ceilings, an abundance of natural light from large windows, and gleaming hardwood floors throughout. Outside is a spacious back deck perfect for entertaining or enjoy a quiet moment on the inviting covered front porch. Currently configured as a two-bedroom residence, the

$425,000 Last sold price

2 beds1 bath1,332 sq ft

570 Hartford Rd, Brooklyn, CT 06234

Property at 25 Barlow Cemetery Rd, Woodstock Valley, CT 06282, 3 beds, 2 baths

$490,000 Last sold price

3 beds2 baths1,728 sq ft

25 Barlow Cemetery Rd, Woodstock Valley, CT 06282

Property at 30 R And R Park, Killingly, CT 06241, 3 beds, 2 baths

$137,800 Last sold price

3 beds2 baths924 sq ft

30 R And R Park, Killingly, CT 06241

Property at 371 Maple St, Danielson, CT 06239, 2 beds, 1 bath

$300,000 Last sold price

2 beds1 bath936 sq ft

371 Maple St, Danielson, CT 06239

Property at 4 Skylark Ln #4, Danielson, CT 06239, 2 beds, 2 baths

$495,000 Last sold price

2 beds2 baths1,613 sq ft

4 Skylark Ln #4, Danielson, CT 06239

Property at 363 South St, Brooklyn, CT 06234, 3 beds, 2 baths

$400,000 Last sold price

3 beds2 baths1,236 sq ft

363 South St, Brooklyn, CT 06234

Property at 28 Cross Creek Rd #28, Plainfield, CT 06374, 2 beds, 1.5 baths

$275,000 Last sold price

2 beds1.5 baths1,020 sq ft

28 Cross Creek Rd #28, Plainfield, CT 06374

Property at 213 Pomfret, Putnam, CT 06260, 5 beds, 2 baths

$430,000 Last sold price

5 beds2 baths2,750 sq ft

213 Pomfret, Putnam, CT 06260

Property at 26 Hummingbird Way #26, Danielson, CT 06241, 2 beds, 1 bath

$322,000 Last sold price

2 beds1 bath1,146 sq ft

26 Hummingbird Way #26, Danielson, CT 06241

Property at 60 Sachem Dr #60, Plainfield, CT 06374, 3 beds, 2 baths

$285,000 Last sold price

3 beds2 baths1,408 sq ft

60 Sachem Dr #60, Plainfield, CT 06374

Property at 410 Porter Pond Rd, Sterling, CT 06377, 4 beds, 2 baths

$500,000 Last sold price

4 beds2 baths2,535 sq ft

410 Porter Pond Rd, Sterling, CT 06377

Property at 3 Brook Front Ln #3, Pomfret Center, CT 06259, 2 beds, 1 bath

$199,000 Last sold price

2 beds1 bath1,090 sq ft

3 Brook Front Ln #3, Pomfret Center, CT 06259

Property at 24 Saint Regis Dr #24, Brooklyn, CT 06234, 2 beds, 1 bath

$150,000 Last sold price

2 beds1 bath832 sq ft

24 Saint Regis Dr #24, Brooklyn, CT 06234

Property at 46 Sachem Dr #46, Plainfield, CT 06374, 3 beds, 2 baths

$270,000 Last sold price

3 beds2 baths1,608 sq ft

46 Sachem Dr #46, Plainfield, CT 06374

Property at 13 Oriole Dr #13, Killingly, CT 06239, 2 beds, 2 baths

$315,000 Last sold price

2 beds2 baths1,292 sq ft

13 Oriole Dr #13, Killingly, CT 06239

Property at 111 Sterling Hill Rd, Moosup, CT 06354, 4 beds, 3 baths

$450,000 Last sold price

4 beds3 baths1,800 sq ft

111 Sterling Hill Rd, Moosup, CT 06354

Property at 208 Whetstone Mls #208, Dayville, CT 06241, 1 bed, 1 bath

$130,000 Last sold price

1 bed1 bath600 sq ft

208 Whetstone Mls #208, Dayville, CT 06241

Property at 135 Goodwin Rd, Canterbury, CT 06331, 4 beds, 2.5 baths

$545,000 Last sold price

4 beds2.5 baths2,545 sq ft

135 Goodwin Rd, Canterbury, CT 06331

Property at 81 Reynolds St, Killingly, CT 06239, 2 beds, 1 bath

$355,000 Last sold price

2 beds1 bath1,040 sq ft

81 Reynolds St, Killingly, CT 06239

Property at 91 Meadowside Rd, Woodstock, CT 06281, 2 beds, 1 bath

$55,000 Last sold price

2 beds1 bath450 sq ft

91 Meadowside Rd, Woodstock, CT 06281

Property at 3 John's Cir Lot 36, Sterling, CT 06377, 3 beds, 2.5 baths

$405,700 Last sold price

3 beds2.5 baths1,776 sq ft

3 John's Cir Lot 36, Sterling, CT 06377

Property at 2A Buckley Hill Rd, North Grosvenor Dale, CT 06255, 3 beds, 2.5 baths

$350,000 Last sold price

3 beds2.5 baths1,590 sq ft

2A Buckley Hill Rd, North Grosvenor Dale, CT 06255

Property at 6 John's Cir Lot 32, Sterling, CT 06377, 3 beds, 2 baths

$339,900 Last sold price

3 beds2 baths1,144 sq ft

6 John's Cir Lot 32, Sterling, CT 06377

Property at 14 Red Bridge Rd, North Grosvenor Dale, CT 06255, 3 beds, 1.5 baths

$405,000 Last sold price

3 beds1.5 baths1,800 sq ft

14 Red Bridge Rd, North Grosvenor Dale, CT 06255

Property at 180 Tripp Hollow Rd, Brooklyn, CT 06234, 3 beds, 2 baths

$452,000 Last sold price

3 beds2 baths1,423 sq ft

180 Tripp Hollow Rd, Brooklyn, CT 06234

Property at 23 Hell Hollow Rd, Sterling, CT 06384, 3 beds, 1.5 baths

$425,000 Last sold price

3 beds1.5 baths2,440 sq ft

23 Hell Hollow Rd, Sterling, CT 06384

Property at 1 Cornfield Pt #1, Woodstock, CT 06281, 1 bed, 1 bath

$185,000 Last sold price

1 bed1 bath780 sq ft

1 Cornfield Pt #1, Woodstock, CT 06281

Property at 326 Route 169, Woodstock, CT 06281

$208,000 Last sold price

— beds— baths3,008 sq ft

326 Route 169, Woodstock, CT 06281

Property at 748 Plainfield Pike, Moosup, CT 06354, 3 beds, 2 baths

$130,000 Last sold price

3 beds2 baths3,434 sq ft

748 Plainfield Pike, Moosup, CT 06354

Property at 277 Gorman Rd, Brooklyn, CT 06234, 3 beds, 2 baths

$479,000 Last sold price

3 beds2 baths1,500 sq ft

277 Gorman Rd, Brooklyn, CT 06234

Property at 58 New Rd, Moosup, CT 06354, 4 beds, 2.5 baths

$550,000 Last sold price

4 beds2.5 baths2,700 sq ft

58 New Rd, Moosup, CT 06354

Property at 30 Brunswick Ave, Moosup, CT 06354, 2 beds, 1 bath

$399,000 Last sold price

2 beds1 bath1,080 sq ft

30 Brunswick Ave, Moosup, CT 06354

Property at 9 Isabellas Pl #9, Danielson, CT 06239, 2 beds, 2.5 baths

$350,000 Last sold price

2 beds2.5 baths1,268 sq ft

9 Isabellas Pl #9, Danielson, CT 06239

Property at 361 South St, Brooklyn, CT 06234, 3 beds, 2 baths

$399,499 Last sold price

3 beds2 baths1,236 sq ft

361 South St, Brooklyn, CT 06234

Property at 64 South St, Brooklyn, CT 06234, 3 beds, 2.5 baths

$512,000 Last sold price

3 beds2.5 baths1,696 sq ft

64 South St, Brooklyn, CT 06234

Property at 66 South St, Brooklyn, CT 06234, 3 beds, 2.5 baths

$489,900 Last sold price

3 beds2.5 baths1,664 sq ft

66 South St, Brooklyn, CT 06234

Property at 68 South St, Brooklyn, CT 06234, 3 beds, 3 baths

$485,000 Last sold price

3 beds3 baths1,795 sq ft

68 South St, Brooklyn, CT 06234

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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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