Recently Sold Homes in Windham County, CT

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SOLD AUG 12, 2026VIDEO TOUR

ABOUT THIS HOME
Recently Sold Home in Windham County, CT:
Steeped in New England old-world charm, this circa-1900 farmhouse sits on over 6 picturesque acres and offers the perfect blend of historic character, equestrian amenities, and country living. The spacious home features 5 bedrooms, a dedicated office, 2.5 baths, high ceilings, abundant natural light, hardwood floors throughout, and a flexible floor plan that includes a main-level bedroom and full bath. Enjoy a country kitchen with breakfast area and walk-in pantry/laundry room, a library with a charming bay-window alcove, front and rear staircases, and a walk-up attic offering additional potential. Relax on the wraparound porch or entertain in the screened-in gazebo while taking in the peac

$529,000 Last sold price

5 beds2.5 baths2,808 sq ft

280 Gager Hill Rd, Windham, CT 06280

SOLD JUL 27, 2026

ABOUT THIS HOME
Recently Sold Home in Windham County, CT:
Welcome to beautiful Scotland-where peace, tranquility, and small-town living are both cherished and preserved. This small yet mighty Cape-style home offers surprising space and comfort. The main floor features an updated eat-in kitchen and a cozy living room complete with a fireplace. Down the hall, you'll find the primary bedroom, a full bath, and a charming library with built-ins that can easily serve as an office, den, or additional bedroom. Upstairs are two generously sized bedrooms, perfect for guests, family, or flexible use. Set on nearly 2 acres of land, this property invites you to explore, garden, or simply unwind. Enjoy your morning coffee while gazing at the serene pond just ac

$315,000 Last sold price

3 beds1 bath924 sq ft

20 Toleration Rd, Baltic, CT 06330

SOLD JUL 13, 2026

ABOUT THIS HOME
Recently Sold Home in Windham County, CT:
Welcome to country living with all the amenities at Silver Sail Farm! This meticulously maintained Farm is ready to welcome you and your animals Home! Relax, unwind and Sip your coffee on the beautiful front porch as you watch your animals happily graze in the 9 acre pasture. Newer metal roof, whole house generator, a Nelson automatic waterer and beautiful electric cord fencing add to the low maintenance and peace of mind you deserve in a horse farm. Inside the home you'll be welcomed with a beautiful, light and bright open floor plan with lovely views from every window. Upstairs you will find all the bedrooms, the full baths and the laundry. If you don't need 4 bedrooms, how about an offic

$720,000 Last sold price

4 beds3 baths2,516 sq ft

214 James Rd, Ashford, CT 06278

SOLD JUL 17, 2026

ABOUT THIS HOME
Recently Sold Home in Windham County, CT:
Nestled on a private cul-de-sac in a peaceful country setting, this beautifully maintained 4-bedroom, 2-bath home offers the perfect blend of privacy, comfort, and convenience with easy access to both Hartford and Boston. Built in 2018 and set on 3 picturesque acres surrounded by stone walls, and wooded walking paths with a short distance to Ashford Lake, this 2,090 square foot property is truly a rare find. Step inside to an inviting open-concept main living area featuring a spacious kitchen with granite countertops, stainless steel appliances, breakfast nook, and seamless flow into the dining and living spaces with hardwood and tile throughout. A gas fireplace in the Living Room adds to a

$505,000 Last sold price

4 beds2 baths2,090 sq ft

74 Lake Woods Ln, Ashford, CT 06278

SOLD JUN 30, 2026

ABOUT THIS HOME
Recently Sold Home in Windham County, CT:
MOTIVATED SELLER!! PRICE MODIFICATION !! SELLER TO CREDIT THE FIRST YEAR OF LAKE ASSOCIATION ($250) Lovely 3-bedroom ranch style home for sale in Ashford CT! Perfect size for a starter home or downsizing. The kitchen features tile flooring, recess lighting, stainless steel appliances and solid countertops. The living room has hard wood floors and a cozy fireplace. Three decent size bedrooms, and a full bath featuring tiled floor and a tiled shower. Area in the basement for office or additional space. Plenty of storage space also in the basement. Fenced in backyard with storage shed and patio perfect for entertaining. Within the boundaries of the Lake Chaffee Association with lake and beach

$290,000 Last sold price

3 beds1 bath1,102 sq ft

355 Ference Rd, Ashford, CT 06278

Property at 46 Ashford Lake Dr, Ashford, CT 06278, 2 beds, 1 bath

$425,000 Last sold price

2 beds1 bath692 sq ft

46 Ashford Lake Dr, Ashford, CT 06278

Property at 33 Ference Rd, Ashford, CT 06278, 4 beds, 2 baths

$435,000 Last sold price

4 beds2 baths1,360 sq ft

33 Ference Rd, Ashford, CT 06278

Property at 318 James Rd, Ashford, CT 06278, 3 beds, 1.5 baths

$380,000 Last sold price

3 beds1.5 baths1,344 sq ft

318 James Rd, Ashford, CT 06278

Property at 339 Ference Rd, Ashford, CT 06278, 2 beds, 1 bath

$280,000 Last sold price

2 beds1 bath480 sq ft

339 Ference Rd, Ashford, CT 06278

Property at 173 Westford Hill Rd, Ashford, CT 06278, 3 beds, 1 bath

$360,000 Last sold price

3 beds1 bath1,394 sq ft

173 Westford Hill Rd, Ashford, CT 06278

Property at 102 Pumpkin Hill Rd, Ashford, CT 06278, 3 beds, 2.5 baths

$500,000 Last sold price

3 beds2.5 baths2,754 sq ft

102 Pumpkin Hill Rd, Ashford, CT 06278

Property at 93 & 90-94 Upton Rd, Ashford, CT 06278, 7 beds, 5 baths

$1,695,000 Last sold price

7 beds5 baths4,283 sq ft

93 & 90-94 Upton Rd, Ashford, CT 06278

Property at 133 Fitts Rd, Ashford, CT 06278, 2 beds, 2.5 baths

$483,400 Last sold price

2 beds2.5 baths2,178 sq ft

133 Fitts Rd, Ashford, CT 06278

Property at 150 Krapf Rd, Ashford, CT 06278, 4 beds, 2 baths

$456,000 Last sold price

4 beds2 baths1,648 sq ft

150 Krapf Rd, Ashford, CT 06278

Property at 362 Turnpike Rd, Ashford, CT 06278, 3 beds, 2.5 baths

$440,000 Last sold price

3 beds2.5 baths2,309 sq ft

362 Turnpike Rd, Ashford, CT 06278

Property at 37 Tuckie Rd, Windham, CT 06280, 3 beds, 2.5 baths

$470,000 Last sold price

3 beds2.5 baths2,136 sq ft

37 Tuckie Rd, Windham, CT 06280

Property at 4 Jessie Ln, North Windham, CT 06256, 3 beds, 2 baths

$138,000 Last sold price

3 beds2 baths1,152 sq ft

4 Jessie Ln, North Windham, CT 06256

Property at 11 Circle Dr, North Windham, CT 06256, 4 beds, 2 baths

$139,000 Last sold price

4 beds2 baths1,512 sq ft

11 Circle Dr, North Windham, CT 06256

Property at 252 Roanoak Ave, Willimantic, CT 06226, 3 beds, 1 bath

$295,000 Last sold price

3 beds1 bath912 sq ft

252 Roanoak Ave, Willimantic, CT 06226

Property at 394 Jerusalem Rd, Windham, CT 06280, 5 beds, 3.5 baths

$368,000 Last sold price

5 beds3.5 baths2,836 sq ft

394 Jerusalem Rd, Windham, CT 06280

Property at 74 Pigeon Rd, Willimantic, CT 06226, 4 beds, 2.5 baths

$435,000 Last sold price

4 beds2.5 baths3,289 sq ft

74 Pigeon Rd, Willimantic, CT 06226

Property at 12 Ardman Dr, Willimantic, CT 06226, 3 beds, 1 bath

$265,000 Last sold price

3 beds1 bath1,134 sq ft

12 Ardman Dr, Willimantic, CT 06226

Property at 272 Prospect St, Willimantic, CT 06226, 5 beds, 2.5 baths

$420,750 Last sold price

5 beds2.5 baths2,848 sq ft

272 Prospect St, Willimantic, CT 06226

Property at 19 Washburn St, Willimantic, CT 06226, 4 beds, 1.5 baths

$290,000 Last sold price

4 beds1.5 baths1,900 sq ft

19 Washburn St, Willimantic, CT 06226

Property at 264 South St, Willimantic, CT 06226, 2 beds, 2 baths

$250,000 Last sold price

2 beds2 baths1,200 sq ft

264 South St, Willimantic, CT 06226

Property at 30 Russ Rd, Willimantic, CT 06226, 4 beds, 1.5 baths

$309,900 Last sold price

4 beds1.5 baths1,320 sq ft

30 Russ Rd, Willimantic, CT 06226

Property at 22 Spring View Ln, Willimantic, CT 06226, 3 beds, 1 bath

$260,000 Last sold price

3 beds1 bath950 sq ft

22 Spring View Ln, Willimantic, CT 06226

Property at 262 Church St, Willimantic, CT 06226, 4 beds, 2 baths

$330,000 Last sold price

4 beds2 baths1,756 sq ft

262 Church St, Willimantic, CT 06226

Property at 22 Carriage Ln, North Windham, CT 06256, 4 beds, 2 baths

$360,000 Last sold price

4 beds2 baths2,013 sq ft

22 Carriage Ln, North Windham, CT 06256

Property at 6 Woods Way, North Windham, CT 06256, 2 beds, 1.5 baths

$86,000 Last sold price

2 beds1.5 baths924 sq ft

6 Woods Way, North Windham, CT 06256

Property at 18 Pleasant View Ave, Willimantic, CT 06226, 5 beds, 2 baths

$310,000 Last sold price

5 beds2 baths1,680 sq ft

18 Pleasant View Ave, Willimantic, CT 06226

Property at 37 Manners Ave, Willimantic, CT 06226, 8 beds, 4 baths

$550,000 Last sold price

8 beds4 baths4,824 sq ft

37 Manners Ave, Willimantic, CT 06226

Property at 41 Lauter Ave, Willimantic, CT 06226, 3 beds, 2 baths

$315,000 Last sold price

3 beds2 baths1,712 sq ft

41 Lauter Ave, Willimantic, CT 06226

Property at 25 Godfrey St, Willimantic, CT 06226, 4 beds, 1.5 baths

$239,900 Last sold price

4 beds1.5 baths1,468 sq ft

25 Godfrey St, Willimantic, CT 06226

Property at 33 Jennings Ln, Windham, CT 06280, 4 beds, 2 baths

$432,000 Last sold price

4 beds2 baths2,040 sq ft

33 Jennings Ln, Windham, CT 06280

Property at 29 Shetucket Dr, Windham, CT 06280, 3 beds, 2 baths

$365,000 Last sold price

3 beds2 baths1,405 sq ft

29 Shetucket Dr, Windham, CT 06280

Redfin Corporation

Property at 17 Wayne Dr, North Windham, CT 06256, 2 beds, 1.5 baths

$45,000 Last sold price

2 beds1.5 baths672 sq ft

17 Wayne Dr, North Windham, CT 06256

Property at 37 Pond Way, North Windham, CT 06256, 3 beds, 2 baths

$122,000 Last sold price

3 beds2 baths960 sq ft

37 Pond Way, North Windham, CT 06256

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

$55,000 Last sold price

2 beds1 bath928 sq ft

2 Circle Dr, North Windham, CT 06256

Property at 26 Long Dr, North Windham, CT 06256, 2 beds, 1 bath

$54,900 Last sold price

2 beds1 bath624 sq ft

26 Long Dr, North Windham, CT 06256

Property at 54 Manners Ave, Willimantic, CT 06226, 2 beds, 1 bath

$280,000 Last sold price

2 beds1 bath852 sq ft

54 Manners Ave, Willimantic, CT 06226

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Recently Sold Homes in Windham County

There are currently 441 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 36 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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