Windham County, CT homes for sale & real estate

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NEW 5 HRS AGO

ABOUT THIS HOME
Windham County, CT Homes for Sale
Some properties make you feel at home before you've reached the front door. Welcome to Little Creek Farm! Follow the winding driveway past open fields, fenced pastures and riding rings, with glimpses of a sparkling blue lake beyond, to a magnificent reproduction Colonial nestled in Ashford's scenic countryside. This special property blends the warmth and character of an antique New England homestead with the comforts of newer construction. Wide-board hardwood floors, distinctive woodwork and a classic Rumford fireplace evoke another era, while updated mechanicals, heating systems and central air provide modern comfort without compromising the home's timeless appeal. A spacious country kitch

$599,900

4 beds1 bath1,691 sq ft

126 Amidon Rd, Ashford, CT 06278

Winding driveway • Fenced pastures • Riding rings

OPEN OCT 19, 10AM TO 12PM

ABOUT THIS HOME
Windham County, CT Homes for Sale
SOLAR PAID OFF AT CLOSING! Move in with owned solar working to keep your electric bills low from day one! This updated colonial sits on a peaceful acre on a quiet cul-de-sac in sought-after Woodstock, and the BIG-TICKET items are done: brand new roof and siding, new hot water heater, water filtration system, new washer and dryer, and a freshly painted back deck overlooking the yard and the above ground pool. The hard work is done and the peace of mind is included; all that's left is to make it your own. Enter through the new mudroom to a bright living room, separate dining room, and a kitchen with granite counters, stainless appliances and a breakfast bar. Off the kitchen, the bonus room wi

$490,000

3 beds1.5 baths2,014 sq ft

21 Fairfield Dr, Woodstock, CT 06281

New siding • New washer and dryer • New hot water heater

OPEN SAT, 12PM TO 2PMFLOOR PLAN

ABOUT THIS HOME
Windham County, CT Homes for Sale
Welcome to 208 Bass Rd, a charming three-bedroom, one-bath mid-century modern ranch nestled on a desirable corner lot. Surrounded by elaborate gardens and natural landscaping, this home offers a tranquil, secret-garden setting complete with a relaxing back deck and vibrant butterfly bushes. Inside, character abounds with classic arched detailing, rich wood accents, and newly refinished hardwood floors (2026). The inviting living room features a cozy fireplace and built-in bookshelves, flowing seamlessly into the dining area and a functional kitchen with a cozy breakfast nook. A standout great room boasts floor-to-ceiling windows and an independent AC/heat split, creating a bright and flexib

$449,000

3 beds1 bath2,161 sq ft

208 Bass Rd, Windham, CT 06280

Natural landscaping • Wood accents • Back deck

NEW 9 HRS AGO

ABOUT THIS HOME
Windham County, CT Homes for Sale
Welcome home to this wonderful townhouse in Whetstone Village. Drive up the hill past the waterfall and enter the quaint village hidden from the rest of the complex. This home boasts of 2 car garage, wood fireplace, a dining room that opens onto a deck facing the woods where you can sit and watch nature around you or just take in the solitude.

$265,000

2 beds1.5 baths1,230 sq ft

604 Whetstone Mls #604, Dayville, CT 06241

Deck facing woods • Wood fireplace • Dining room

NEW 10 HRS AGO

ABOUT THIS HOME
Windham County, CT Homes for Sale
Situated in a quiet and established 55+mobile home community, this well-maintained residence offers affordable, low-maintenance living in a peaceful rural setting. The functional layout features a bright open living area filled with natural light, creating a cozy and welcoming atmosphere for daily relaxation. An efficient kitchen comes equipped with solid cabinet storage and practical workspace, flowing seamlessly into the adjacent dining area. The home features brand new windows (2024) and includes a whole-house generator, providing exceptional peace of mind and year-round comfort. The comfortable bedrooms serve as quiet retreats, complete with good closet storage and easy access to a clea

$120,000

2 beds1 bath930 sq ft

291 Bingham Rd Lot 19, Canterbury, CT 06331

Natural light • 2 parking spots • Built 1985

Property at 280-C Killingly Rd, Pomfret Center, CT 06259, 3 beds, 1.5 baths

$269,990

3 beds1.5 baths2,752 sq ft

280-C Killingly Rd, Pomfret Center, CT 06259

Property at 4 Mountain View Lndg #4, Danielson, CT 06239, 2 beds, 2 baths

$379,900

2 beds2 baths1,443 sq ft

4 Mountain View Lndg #4, Danielson, CT 06239

Property at 24 Sumner Hill Rd, Eastford, CT 06242, 3 beds, 2 baths

$425,000

3 beds2 baths2,016 sq ft

24 Sumner Hill Rd, Eastford, CT 06242

Property at 25 Bebbington Rd, Ashford, CT 06278, 3 beds, 2.5 baths

$499,900

3 beds2.5 baths1,604 sq ft

25 Bebbington Rd, Ashford, CT 06278

Property at 19 Tucker District Rd, Dayville, CT 06241, 3 beds, 1 bath

$209,900

3 beds1 bath864 sq ft

19 Tucker District Rd, Dayville, CT 06241

Property at 391 Squaw Hollow Rd, Ashford, CT 06278, 3 beds, 2.5 baths

$515,000

3 beds2.5 baths1,968 sq ft

391 Squaw Hollow Rd, Ashford, CT 06278

Property at 1629 Route 171, Woodstock Valley, CT 06282, 3 beds, 1 bath

$369,000

3 beds1 bath1,460 sq ft

1629 Route 171, Woodstock Valley, CT 06282

Property at 7 Sessions Dr, Central Village, CT 06332, 3 beds, 1 bath

$345,000

3 beds1 bath1,812 sq ft

7 Sessions Dr, Central Village, CT 06332

Property at 32 Pomfret Rd, Brooklyn, CT 06234, 2 beds, 1 bath

$289,900

2 beds1 bath696 sq ft

32 Pomfret Rd, Brooklyn, CT 06234

Property at 40 Furnace St, Killingly, CT 06239, 2 beds, 1 bath

$279,900

2 beds1 bath728 sq ft

40 Furnace St, Killingly, CT 06239

Property at 26 Bush Hill Rd, Brooklyn, CT 06234, 3 beds, 2.5 baths

$439,900

3 beds2.5 baths2,542 sq ft

26 Bush Hill Rd, Brooklyn, CT 06234

Property at 17 Vezina Dr, Killingly, CT 06239, 3 beds, 2 baths

$525,000

3 beds2 baths2,050 sq ft

17 Vezina Dr, Killingly, CT 06239

Property at 488 School St, Putnam, CT 06260, 3 beds, 1.5 baths

$270,000

3 beds1.5 baths1,154 sq ft

488 School St, Putnam, CT 06260

Property at 20 Park Dr, Chaplin, CT 06235, 3 beds, 2 baths

$450,000

3 beds2 baths1,638 sq ft

20 Park Dr, Chaplin, CT 06235

Property at 129 Walnut St, Willimantic, CT 06226, 4 beds, 1 bath

$217,500

4 beds1 bath1,078 sq ft

129 Walnut St, Willimantic, CT 06226

Property at 16 Jefferson Dr, Killingly, CT 06239, 3 beds, 2 baths

$425,000

3 beds2 baths1,613 sq ft

16 Jefferson Dr, Killingly, CT 06239

Property at 21 Haley Ln, North Windham, CT 06256, 2 beds, 2 baths

$84,900

2 beds2 baths924 sq ft

21 Haley Ln, North Windham, CT 06256

Property at 266 Heritage Rd, Putnam, CT 06260, 3 beds, 3.5 baths

$875,000

3 beds3.5 baths3,716 sq ft

266 Heritage Rd, Putnam, CT 06260

Property at 346 Church St, Putnam, CT 06260, 4 beds, 2 baths

$399,000

4 beds2 baths3,198 sq ft

346 Church St, Putnam, CT 06260

Property at 45 Main St #205, Plainfield, CT 06374, 2 beds, 1.5 baths

$192,000

2 beds1.5 baths1,100 sq ft

45 Main St #205, Plainfield, CT 06374

Property at 83 Perry St #171, Putnam, CT 06260, 2 beds, 1.5 baths

$380,000

2 beds1.5 baths1,738 sq ft

83 Perry St #171, Putnam, CT 06260

Property at 7 Amidon Dr, Ashford, CT 06278, 3 beds, 2 baths

$599,900

3 beds2 baths1,372 sq ft

7 Amidon Dr, Ashford, CT 06278

Property at 19 Steven St, Killingly, CT 06239, 3 beds, 2 baths

$400,000

3 beds2 baths1,632 sq ft

19 Steven St, Killingly, CT 06239

Property at 31 Depot Rd, Plainfield, CT 06239, 5 beds, 1 bath

$209,900

5 beds1 bath1,939 sq ft

31 Depot Rd, Plainfield, CT 06239

Property at 10 Homestead Rd, Dayville, CT 06241, 4 beds, 2 baths

$400,000

4 beds2 baths2,272 sq ft

10 Homestead Rd, Dayville, CT 06241

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

$699,000

4 beds2 baths3,794 sq ft

555 Senexet Rd, Woodstock, CT 06281

Property at 35 Old Sawmill Rd, Woodstock, CT 06281, 3 beds, 2 baths

$379,900

3 beds2 baths1,376 sq ft

35 Old Sawmill Rd, Woodstock, CT 06281

Property at 248 Paine Rd, Pomfret Center, CT 06259, 4 beds, 2 baths

$559,000

4 beds2 baths2,356 sq ft

248 Paine Rd, Pomfret Center, CT 06259

Property at 602 N Main St, Killingly, CT 06239, 3 beds, 2 baths

$269,000

3 beds2 baths1,467 sq ft

602 N Main St, Killingly, CT 06239

Property at 89 John Perry Rd, Eastford, CT 06242, 4 beds, 2.5 baths

$625,000

4 beds2.5 baths4,538 sq ft

89 John Perry Rd, Eastford, CT 06242

Property at 20 Bradley St, Putnam, CT 06260, 5 beds, 2 baths

$169,900

5 beds2 baths2,767 sq ft

20 Bradley St, Putnam, CT 06260

Property at 990 Riverside Dr, North Grosvenordale, CT 06255, 5 beds, 1.5 baths

$424,900

5 beds1.5 baths2,132 sq ft

990 Riverside Dr, North Grosvenordale, CT 06255

Property at 225 Woodstock Ave, Putnam, CT 06260, 4 beds, 2 baths

$419,900

4 beds2 baths1,897 sq ft

225 Woodstock Ave, Putnam, CT 06260

Property at 540 Squaw Rock Rd, Moosup, CT 06354, 3 beds, 2 baths

$449,900

3 beds2 baths1,856 sq ft

540 Squaw Rock Rd, Moosup, CT 06354

Property at 62 Bates Pond Rd, Canterbury, CT 06331, 3 beds, 1 bath

$375,000

3 beds1 bath1,356 sq ft

62 Bates Pond Rd, Canterbury, CT 06331

Property at 101 Beaver Dam Rd, Woodstock Valley, CT 06282, 4 beds, 2 baths

$339,900

4 beds2 baths1,712 sq ft

101 Beaver Dam Rd, Woodstock Valley, CT 06282

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Average home prices near Windham County, CT

Cities

Plainfield Village homes for sale
$369,450
Storrs homes for sale
$291,450
North Grosvenor Dale homes for sale
$469,450
Wauregan homes for sale
$365,000
Willimantic homes for sale
$290,000
Quinebaug homes for sale
$512,400
Brooklyn homes for sale
$387,450
East Brooklyn homes for sale
$394,950
Danielson homes for sale
$332,500
South Woodstock homes for sale
$595,000
Putnam homes for sale
$347,450
Moosup homes for sale
$372,450
Mansfield Center homes for sale
$395,000
Dayville homes for sale
$529,900

Counties

Hartford County homes for sale
$398,000
New Haven County homes for sale
$419,900
New London County homes for sale
$440,000

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)

$381,147

+5.9% YoY | Sep 2026

1 year
3 year
5 year

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

Location

Data

Sep 2026

Growth

% YoY

Windham County, CT

$381,147

+5.9%

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Deals*

4.4

Satisfaction

369

Homes closed*

* Data from the last year

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