Windham County, CT homes for sale & real estate

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NEW 15 HRS AGO

ABOUT THIS HOME
Windham County, CT Homes for Sale
Step into this beautifully maintained 1885 home full of charm and character. The home is in great condition, with updates of roof, exterior paint, windows, wood floors, boiler and electric panel. Crown molding and high ceilings throughout the main level combine to add warmth and flair. A formal living room, family room with built-ins, and large dining area accommodate entertaining, or relaxed living. The primary bedroom suite is on the 2nd level, and features a sitting area, propane fireplace, walk-in closet, and full bath. Host the next gathering on the wrap around porch, complete with haint blue ceiling, or just sip apple cider with a friend. The barn provides great space for storage, hob

$425,000

4 beds2 baths1,897 sq ft

225 Woodstock Ave, Putnam, CT 06260

Wrap around porch • Propane fireplace • Barn

ABOUT THIS HOME
Windham County, CT Homes for Sale
2024 Siding redone and painted $20,000, 2021 Chimney Repointed, chimney cap and new liner installed $2000. 2021 Gas Furnace in Unit B $7000. 2019 New ROOF. CITY WATER, SEWER, GAS! HUGE Side Yard . 82 acres (playground does not convey) One Unit will be ready to occupy or rent and make your own lease other side is month-to-month. Each side has their own DECK, pay their own utilities/heat.

$349,900

6 beds2 baths1,976 sq ft

943 N Main St, Killingly, CT 06239

Gas furnace • Sewer • Chimney repointed

FLOOR PLAN

ABOUT THIS HOME
Windham County, CT Homes for Sale
Full of character and possibilities, this spacious 1821 home in the heart of Eastford is ready for its next chapter. Offering approximately 3,324 sq ft on . 70 acres, this property provides an incredible amount of space and the opportunity to restore, refresh, and make a truly unique home your own. The large kitchen features granite countertops, stainless steel appliances, a commercial-grade range with hood, and a spacious pantry offering plenty of room for food storage and smaller appliances. The generously sized living room provides an inviting gathering space centered around a cozy pellet stove. Upstairs, the flexible layout offers the possibility of up to five bedrooms, providing plenty

$369,000

4 beds1.5 baths3,324 sq ft

5 Eastford Rd, Eastford, CT 06242

Spacious pantry • Large kitchen • Granite countertops

ABOUT THIS HOME
Windham County, CT Homes for Sale
Live efficiently & worry free in this well maintained and mechanically updated Ranch style home. Home has recently had improvements to the roof, windows, doors vinyl siding, blown in insulation, ductless mini-split heat & AC installed, new composite rear deck with pergola, hybrid water heater, generator ready, & pellet stove as a fantastic alternative heat source. Home features 3 bedrooms and 1 full bathroom. The living room features laminate wood floors & a wood burning fireplace. The kitchen has been nicely renovated over time-updated cabinets, stainless steel appliances, backsplash & a great eating area. All three bedrooms are located on the main level for co

$334,800

3 beds1 bath960 sq ft

120 Dufault St, Putnam, CT 06260

Blown in insulation • Composite rear deck • Generator ready

ABOUT THIS HOME
Windham County, CT Homes for Sale
Located in the affordable tax district of E. Putnam, this highly sought after designed, young, Ranch style home has everything you have been looking for & more. Designed for energy efficiency, this nearly 2,500 sq. ft. 3 bedroom 2 bathroom home features a geothermal heating & cooling system, Hardi board siding, added insulation, generator ready, central vac, underground utilities, all on a wooded & private almost 2.5 AC. Upon entering you will be greeted by an open floor plan, slate tile flooring, wainscoting, crown molding, & 9 ft. ceilings. A propane fireplace in the living room will take the chill out as you enjoy the entrance to the rear patio space. The kitchen i

$799,900

3 beds2 baths3,278 sq ft

15 Brookside Lndg, Putnam, CT 06260

Hardi board siding • Generator ready • Geothermal heating

Property at 345 Cook Hill Rd, Killingly, CT 06239, 3 beds, 2.5 baths

$544,900

3 beds2.5 baths1,848 sq ft

345 Cook Hill Rd, Killingly, CT 06239

Property at 1619 Route 171, Woodstock Valley, CT 06281, 3 beds, 1.5 baths

$379,000

3 beds1.5 baths1,824 sq ft

1619 Route 171, Woodstock Valley, CT 06281

Property at 11 Ash St, Putnam, CT 06260, 4 beds, 1 bath

$299,900

4 beds1 bath1,604 sq ft

11 Ash St, Putnam, CT 06260

Property at 201 Jessica Ln, Dayville, CT 06241, 2 beds, 1.5 baths

$315,000

2 beds1.5 baths1,322 sq ft

201 Jessica Ln, Dayville, CT 06241

Property at 8 Dyer St, Danielson, CT 06239, 5 beds, 2 baths

$379,900

5 beds2 baths3,280 sq ft

8 Dyer St, Danielson, CT 06239

Property at 30 Mapleshade Ave, Plainfield, CT 06374, 3 beds, 1 bath

$265,000

3 beds1 bath1,028 sq ft

30 Mapleshade Ave, Plainfield, CT 06374

Property at 11 Carefree Ln, Chaplin, CT 06235, 3 beds, 1.5 baths

$375,000

3 beds1.5 baths1,570 sq ft

11 Carefree Ln, Chaplin, CT 06235

Property at 19 Mountain View Lndg #19, Danielson, CT 06239, 2 beds, 2 baths

$379,900

2 beds2 baths1,498 sq ft

19 Mountain View Lndg #19, Danielson, CT 06239

Property at 85 Robertson Ave, Killingly, CT 06239, 4 beds, 2 baths

$393,000

4 beds2 baths1,904 sq ft

85 Robertson Ave, Killingly, CT 06239

Property at 82 Hutchins St, Killingly, CT 06239, 12 beds, 9 baths

$995,000

12 beds9 baths5,400 sq ft

82 Hutchins St, Killingly, CT 06239

Property at 555 Senexet Rd, Woodstock, CT 06281, 4 beds, 2 baths

$799,000

4 beds2 baths3,794 sq ft

555 Senexet Rd, Woodstock, CT 06281

Property at 91 Beaver Dam Rd, Woodstock Valley, CT 06282, 3 beds, 2 baths

$339,900

3 beds2 baths1,412 sq ft

91 Beaver Dam Rd, Woodstock Valley, CT 06282

Property at 160 Halls Hill Rd, Danielson, CT 06239, 3 beds, 1.5 baths

$699,900

3 beds1.5 baths3,119 sq ft

160 Halls Hill Rd, Danielson, CT 06239

Property at 29 Lehtinen Rd, Thompson, CT 06277, 4 beds, 3 baths

$465,000

4 beds3 baths1,971 sq ft

29 Lehtinen Rd, Thompson, CT 06277

Property at 187 Eastford Rd, Eastford, CT 06242, 4 beds, 2 baths

$199,900

4 beds2 baths1,752 sq ft

187 Eastford Rd, Eastford, CT 06242

Property at 38 Wilson St, Willimantic, CT 06226, 3 beds, 1.5 baths

$189,000

3 beds1.5 baths1,152 sq ft

38 Wilson St, Willimantic, CT 06226

Property at 53 Laiho Rd, Sterling, CT 06377, 3 beds, 1 bath

$345,000

3 beds1 bath960 sq ft

53 Laiho Rd, Sterling, CT 06377

Property at 204 Pine Hollow Rd, Dayville, CT 06241, 2 beds, 1 bath

$550,000

2 beds1 bath1,424 sq ft

204 Pine Hollow Rd, Dayville, CT 06241

Property at 31 Chetelat Dr, Ashford, CT 06278, 2 beds, 2 baths

$330,000

2 beds2 baths1,776 sq ft

31 Chetelat Dr, Ashford, CT 06278

Property at 137-139 S Chestnut St, Plainfield, CT 06387, 8 beds, 2 baths

$380,000

8 beds2 baths2,522 sq ft

137-139 S Chestnut St, Plainfield, CT 06387

Property at 411 Church St, Brooklyn, CT 06234, 3 beds, 2.5 baths

$685,000

3 beds2.5 baths1,850 sq ft

411 Church St, Brooklyn, CT 06234

Property at 972 Quaddick Town Farm Rd, Thompson, CT 06277, 3 beds, 1 bath

$340,000

3 beds1 bath1,360 sq ft

972 Quaddick Town Farm Rd, Thompson, CT 06277

Property at 40 Fitts Rd, Ashford, CT 06278, 3 beds, 1 bath

$345,000

3 beds1 bath1,239 sq ft

40 Fitts Rd, Ashford, CT 06278

Property at 678 Wauregan Rd, Brooklyn, CT 06234, 3 beds, 1 bath

$275,000

3 beds1 bath1,634 sq ft

678 Wauregan Rd, Brooklyn, CT 06234

Property at 29 Ashford Rd, Eastford, CT 06242, 4 beds, 2.5 baths

$619,900

4 beds2.5 baths2,400 sq ft

29 Ashford Rd, Eastford, CT 06242

Property at 9 Providence St, Putnam, CT 06260, 5 beds, 2 baths

$299,900

5 beds2 baths2,794 sq ft

9 Providence St, Putnam, CT 06260

Property at 259 Ference Rd, Ashford, CT 06278, 3 beds, 2 baths

$219,000

3 beds2 baths3,243 sq ft

259 Ference Rd, Ashford, CT 06278

Property at 249 Pond Hill Rd, Moosup, CT 06354, 4 beds, 2 baths

$429,900

4 beds2 baths1,992 sq ft

249 Pond Hill Rd, Moosup, CT 06354

Property at 166 PARADISE Dr, Brooklyn, CT 06234, 3 beds, 3 baths

$529,900

3 beds3 baths1,700 sq ft

166 PARADISE Dr, Brooklyn, CT 06234

Property at 769 Brook Rd, Hampton, CT 06247, 3 beds, 2.5 baths

$674,900

3 beds2.5 baths2,534 sq ft

769 Brook Rd, Hampton, CT 06247

Property at 1-5 Mountain Hill Rd, North Grosvenor Dale, CT 06255, 6 beds, 3 baths

$579,900

6 beds3 baths1,296 sq ft

1-5 Mountain Hill Rd, North Grosvenor Dale, CT 06255

Property at 874 Brook Rd, Hampton, CT 06427, 3 beds, 2 baths

$565,000

3 beds2 baths1,800 sq ft

874 Brook Rd, Hampton, CT 06427

Property at 317 Day St, Brooklyn, CT 06234, 3 beds, 2 baths

$485,000

3 beds2 baths1,960 sq ft

317 Day St, Brooklyn, CT 06234

Property at 1 Corttiss Rd, North Grosvenordale, CT 06255, 3 beds, 2.5 baths

$500,000

3 beds2.5 baths2,628 sq ft

1 Corttiss Rd, North Grosvenordale, CT 06255

Property at 272 Gorman Rd, Brooklyn, CT 06234, 3 beds, 2 baths

$599,900

3 beds2 baths2,630 sq ft

272 Gorman Rd, Brooklyn, CT 06234

Property at 35 Gilman St, Putnam, CT 06260, 3 beds, 1.5 baths

$299,900

3 beds1.5 baths1,779 sq ft

35 Gilman St, Putnam, CT 06260

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Average home prices near Windham County, CT

Cities

Plainfield Village homes for sale
$369,000
East Brooklyn homes for sale
$404,450
North Grosvenor Dale homes for sale
$413,950
Danielson homes for sale
$294,950
South Woodstock homes for sale
$650,000
Willimantic homes for sale
$289,000
Putnam homes for sale
$329,900
Moosup homes for sale
$367,000
Quinebaug homes for sale
$489,900
Mansfield Center homes for sale
$355,000
Brooklyn homes for sale
$422,000
Dayville homes for sale
$529,900

Counties

Hartford County homes for sale
$399,000
New Haven County homes for sale
$419,900
New London County homes for sale
$450,000

Windham County, CT real estate trends

All Home Types trends in Windham County, CT

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$398,666

+6.3% 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

Windham County, CT

$398,666

+6.3%

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