Windham County, CT homes for sale & real estate

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NEW 6 HRS AGO

ABOUT THIS HOME
Windham County, CT Homes for Sale
Stylish 2-Bedroom Condo with Modern Upgrades and Private Outdoor Space Discover easy living in this newer 2-bedroom condo featuring an open floor plan, beautiful hardwood floors, and elegant finishes throughout. The modern kitchen is a chef's dream with stainless steel appliances, quartz countertops, and plenty of cabinet space-perfect for both everyday living and entertaining. The spacious bathroom includes a convenient walk-in tub/shower combo, offering comfort and accessibility. Enjoy year-round comfort with central air, and take advantage of the full basement for storage, a home gym, or future expansion. Step outside to a private deck and yard, ideal for relaxing or enjoying a quiet ev

$349,900

2 beds1 bath1,146 sq ft

26 Hummingbird Way #26, Danielson, CT 06241

Quartz countertops • Modern kitchen • Central air

COMING SOON

ABOUT THIS HOME
Windham County, CT Homes for Sale
Introducing 19 Oakwood Drive, a charming Colonial set on a private 1.6-acre corner lot. This well-loved home has been carefully maintained and offers both comfort and space. Inside, you will find a warm brick fireplace in the living room, a bright eat-in kitchen, and a large screened-in porch overlooking the expansive backyard. The main floor features a generously sized primary bedroom with a full bath, including a brand-new tiled walk-in shower. Upstairs, there are four additional good sized bedrooms and a full bathroom, providing plenty of room for family and guests. The home offers abundant storage throughout, including a full unfinished basement and a two-car attached garage. Outdoor li

$425,000

4 beds2.5 baths2,288 sq ft

19 Oakwood Dr, Windham, CT 06280

1.63 acre lot • 2 garage spots • Car-dependent

NEW 8 HRS AGO

ABOUT THIS HOME
Windham County, CT Homes for Sale
Beautifully maintained Colonial home sits far off road on a pristine lot. With a treed background, the outdoor enjoyment is immense. This grand home boast lots of space! NEWLY remodeled kitchen with lovely natural light flowing and plenty of workspace. Granite and stainless appliances. French doors open to deck. Open living room into dining room with NEW flooring. First floor freshly painted. 4 generously sized bedrooms on second floor and 2 full baths. Finished space in basement for multiple purposes and also great storage area. NEW roof. Sigfridson Barn is incredibly built with for 2 cars, lawn equipment and second floor loft for storage. Paved driveway parks several car easily. Pellet st

$510,000

4 beds2.5 baths2,256 sq ft

462 Wauregan Rd, Brooklyn, CT 06234

Remodeled kitchen • Natural light • French doors

NEW 10 HRS AGO

ABOUT THIS HOME
Windham County, CT Homes for Sale
.

$385,000

3 beds1.5 baths1,160 sq ft

513 Lhomme Street Ext, Killingly, CT 06239

0.99 acre lot • Built 1986

OPEN SAT, 11AM TO 1PM

ABOUT THIS HOME
Windham County, CT Homes for Sale
Escape to tranquility in this inviting 3-bedroom, 1.5-bath home set in a private country setting. Featuring beautiful hardwood floors throughout and sun-filled bay windows, this home exudes warmth and character. Step outside to enjoy a spacious, covered porch-perfect for relaxing, entertaining, or taking in the peaceful surroundings. Whether you're sipping morning coffee or hosting evening gatherings, the porch adds a special touch to this serene retreat. A perfect blend of comfort and charm, this property offers a quiet lifestyle with nature at your doorstep.

$369,900

3 beds1.5 baths1,598 sq ft

678 Squaw Rock Rd, Moosup, CT 06354

Covered porch • Hardwood floors • 1.4 acre lot

Property at 47 Little Bungee Hill Rd, Woodstock Valley, CT 06282, 4 beds, 1.5 baths

$420,000

4 beds1.5 baths1,412 sq ft

47 Little Bungee Hill Rd, Woodstock Valley, CT 06282

Property at 42 Woodstock Mdws #42, Woodstock, CT 06281, 2 beds, 2 baths

$339,500

2 beds2 baths1,541 sq ft

42 Woodstock Mdws #42, Woodstock, CT 06281

Property at 229 Brown Rd, Brooklyn, CT 06234, 3 beds, 2.5 baths

$399,900

3 beds2.5 baths1,756 sq ft

229 Brown Rd, Brooklyn, CT 06234

Property at 85 Soap St, Dayville, CT 06241, 3 beds, 2.5 baths

$549,900

3 beds2.5 baths2,160 sq ft

85 Soap St, Dayville, CT 06241

Property at 51 Courtney Ln, Dayville, CT 06241, 3 beds, 1 bath

$315,000

3 beds1 bath960 sq ft

51 Courtney Ln, Dayville, CT 06241

Property at 9 Sherman Rd, Woodstock, CT 06281, 2 beds, 1 bath

$190,000

2 beds1 bath888 sq ft

9 Sherman Rd, Woodstock, CT 06281

Property at 53 Proulx St, Brooklyn, CT 06234, 3 beds, 1 bath

$349,900

3 beds1 bath960 sq ft

53 Proulx St, Brooklyn, CT 06234

Property at 15 Windswept Dr, Woodstock, CT 06281, 3 beds, 2.5 baths

$430,000

3 beds2.5 baths1,560 sq ft

15 Windswept Dr, Woodstock, CT 06281

Property at 101 Child Hill Rd, Woodstock, CT 06281, 4 beds, 3 baths

$549,000

4 beds3 baths2,150 sq ft

101 Child Hill Rd, Woodstock, CT 06281

Property at 32 Breault St, Putnam, CT 06260, 4 beds, 1 bath

$350,000

4 beds1 bath960 sq ft

32 Breault St, Putnam, CT 06260

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

$299,900

2 beds1 bath936 sq ft

371 Maple St, Danielson, CT 06239

Property at 31 Deer Meadow Ln, Woodstock, CT 06281, 3 beds, 2.5 baths

$525,000

3 beds2.5 baths2,344 sq ft

31 Deer Meadow Ln, Woodstock, CT 06281

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

$170,000

3 beds2 baths1,620 sq ft

9 Circle Dr, North Windham, CT 06256

Property at 29 Pleasant St, Plainfield, CT 06374, 3 beds, 2 baths

$380,000

3 beds2 baths1,650 sq ft

29 Pleasant St, Plainfield, CT 06374

Property at 173 Westford Hill Rd, Ashford, CT 06278, 3 beds, 1.5 baths

$350,000

3 beds1.5 baths1,394 sq ft

173 Westford Hill Rd, Ashford, CT 06278

Property at 30 Mayhew Dr, Dayville, CT 06241, 3 beds, 1 bath

$450,000

3 beds1 bath1,136 sq ft

30 Mayhew Dr, Dayville, CT 06241

Property at 69 Peckham Ln, Killingly, CT 06239, 4 beds, 3.5 baths

$300,000

4 beds3.5 baths3,523 sq ft

69 Peckham Ln, Killingly, CT 06239

Property at 88 Walnut St, Putnam, CT 06260, 3 beds, 1.5 baths

$225,000

3 beds1.5 baths1,496 sq ft

88 Walnut St, Putnam, CT 06260

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

$275,000

3 beds1 bath1,674 sq ft

245 Reardon Rd, North Grosvenordale, CT 06255

Property at 132 Grove St, Putnam, CT 06260, 3 beds, 1 bath

$349,900

3 beds1 bath1,344 sq ft

132 Grove St, Putnam, CT 06260

Property at 119 Brooklyn Tpke, Windham, CT 06280, 4 beds, 3 baths

$399,900

4 beds3 baths1,914 sq ft

119 Brooklyn Tpke, Windham, CT 06280

Property at 289 Drown Rd, Pomfret Center, CT 06259, 3 beds, 2.5 baths

$400,000

3 beds2.5 baths1,664 sq ft

289 Drown Rd, Pomfret Center, CT 06259

Property at 16 Pilfershire Rd, Eastford, CT 06242, 3 beds, 3 baths

$699,000

3 beds3 baths2,854 sq ft

16 Pilfershire Rd, Eastford, CT 06242

Property at 860 N Main St, Killingly, CT 06239, 3 beds, 2 baths

$415,000

3 beds2 baths1,900 sq ft

860 N Main St, Killingly, CT 06239

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

$137,500

1 bed1 bath864 sq ft

43 Parkway Dr, Quinebaug, CT 06262

Property at 36 Water St, Plainfield, CT 06332, 3 beds, 1.5 baths

$275,000

3 beds1.5 baths1,113 sq ft

36 Water St, Plainfield, CT 06332

Property at 50 Ware Rd, Dayville, CT 06241, 3 beds, 1.5 baths

$399,900

3 beds1.5 baths1,683 sq ft

50 Ware Rd, Dayville, CT 06241

Property at 214 N Shore Rd, Killingly, CT 06241, 4 beds, 3 baths

$699,000

4 beds3 baths1,728 sq ft

214 N Shore Rd, Killingly, CT 06241

Property at 1415 North Rd, Dayville, CT 06241, 3 beds, 3 baths

$699,000

3 beds3 baths1,515 sq ft

1415 North Rd, Dayville, CT 06241

Property at 91 Colonial Rd, Plainfield, CT 06374, 2 beds, 2 baths

$174,900

2 beds2 baths960 sq ft

91 Colonial Rd, Plainfield, CT 06374

Property at 329 Turnpike Rd, Ashford, CT 06278, 4 beds, 3 baths

$1,999,999

4 beds3 baths4,319 sq ft

329 Turnpike Rd, Ashford, CT 06278

Property at 84 Machine Shop Hill Rd, South Windham, CT 06266, 2 beds, 1.5 baths

$229,900

2 beds1.5 baths2,396 sq ft

84 Machine Shop Hill Rd, South Windham, CT 06266

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

$500,000

4 beds2 baths2,535 sq ft

410 Porter Pond Rd, Sterling, CT 06377

Property at 190 Main St, Moosup, CT 06354, 4 beds, 4 baths

$339,000

4 beds4 baths2,288 sq ft

190 Main St, Moosup, CT 06354

Property at 543 5 Mile River Rd, Putnam, CT 06260, 3 beds, 2.5 baths

$650,000

3 beds2.5 baths2,016 sq ft

543 5 Mile River Rd, Putnam, CT 06260

Property at 100 Morin Ave, Killingly, CT 06239, 4 beds, 1 bath

$299,900

4 beds1 bath1,076 sq ft

100 Morin Ave, Killingly, CT 06239

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Average home prices near Windham County, CT

Cities

Plainfield Village homes for sale
$335,000
East Brooklyn homes for sale
$387,400
North Grosvenor Dale homes for sale
$315,000
South Windham homes for sale
$337,450
Danielson homes for sale
$350,000
South Woodstock homes for sale
$612,500
Lake Bungee homes for sale
$572,450
Willimantic homes for sale
$289,000
Putnam homes for sale
$349,450
Moosup homes for sale
$375,000
Mansfield Center homes for sale
$489,000
Brooklyn homes for sale
$479,948

Counties

Hartford County homes for sale
$399,000
New Haven County homes for sale
$424,900
New London County homes for sale
$459,000

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)

$375,000

+10.3% YoY | Aug 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Aug 2025

Growth

% YoY

Windham County, CT

$375,000

+10.3%

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