Windham County, CT homes for sale & real estate

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ABOUT THIS HOME
Windham County, CT Homes for Sale
Rare opportunity to own a large buildable lot in Woodstock, CT. This serene rear lot is located on one of the highest elevations in Woodstock. Surrounded by conservatory farmland, the views are for miles. The ride to this property, through the sparsely populated countryside, will surely give you the feel of the natural surroundings. Although located "far from the crowd" you are centrally located to Hartford, Providence and Boston and only 30 minutes to Worcester Massachusetts. Ther are also 2 adjoining parcels available, making a total of over 9 acres a possibility

$179,000

Land2.90 acres (lot)

Child Dome Rd, Woodstock, CT 06281

Large tract of land • Highest elevations • Views are for miles

ABOUT THIS HOME
Windham County, CT Homes for Sale
Prime development opportunity in a convenient Putnam location at in incredible price. 2 lots available! Public water and sewer at the street. The property offers close access to shopping, restaurants, and I-395 for easy commuting to MA, CT and RI. No other engineering has been done.

$39,900

Land0.54 acre (lot)

47 Groveland Ave, Putnam, CT 06260

Public sewer • Convenient location • Public water

ABOUT THIS HOME
Windham County, CT Homes for Sale
Discover the beauty and character of this stunning 43.3-acre parcel featuring a perfect blend of wooded areas and open fields, offering endless possibilities for your dream home, private retreat, recreational getaway, or future investment. A shared drive provides access beginning at a truly unique feature - an old covered bridge located on the property that is proudly listed on the National Covered Bridge Registry, adding timeless charm and historic significance rarely found today. Enjoy peaceful surroundings, natural beauty, and the opportunity to own an extraordinary piece of land with both privacy and character. A rare property with history, scenery, and potential all in one.

$550,000

Land43.30 acres (lot)

0 North Canterbury Rd, Canterbury, CT 06331

Old covered bridge • Wooded areas

ABOUT THIS HOME
Windham County, CT Homes for Sale
Here is a rare opportunity to buy a FULLY Approved 1.06 Acre Building lot in the beautiful new Subdivision of Ashford Meadow Estates, Known as Lot #4 in Ashford's Newest 6 lot subdivision featuring picturesque land in Eastern CT's quiet corner. Build your own or have Titan Construction build a custom home for you. Custom homes currently offered include ranch and colonial farmhouse style and start in the high 500's. Enjoy a peaceful rural setting while remaining conveniently close to major highway i84 just 5 miles away, Lake Chaffee close by and the Uconn campus just 13 miles away.

$125,000

Land1.06 acres (lot)

86 Ference Rd, Ashford, CT 06278

Listed 63 days

ABOUT THIS HOME
Windham County, CT Homes for Sale
Rare opportunity to acquire a potential residential development site located within a Qualified Opportunity Zone in Putnam. Previously approved subdivision plans in 2008 along with updated conceptual plans completed in 2022 provide valuable groundwork for future development. The property was designed for a proposed 12-unit subdivision with city water and sewer available, offering excellent future upside for builders, developers, and investors seeking long-term investment potential in northeastern Connecticut. Public utilities already available to the site provide a significant advantage while supporting continued housing demand in the area. Conveniently located near downtown Putnam, shoppin

$150,000

Land4.25 acres (lot)

406 Sabin St, Putnam, CT 06260

City water and sewer • Conceptual plans • 12-unit subdivision

Property at Baxter Rd, Woodstock, CT 06281

$74,900

Land0.50 acre (lot)

Baxter Rd, Woodstock, CT 06281

Property at 45 Brooklyn Rd, Canterbury, CT 06331

$90,000

Land4.25 acres (lot)

45 Brooklyn Rd, Canterbury, CT 06331

Property at 1248 hartford Pike, Killingly, CT 06243

$75,000

Land0.59 acre (lot)

1248 hartford Pike, Killingly, CT 06243

Property at Lot 03-2 New Sweden Rd, Woodstock, CT 06281

$99,000

Land3.50 acres (lot)

Lot 03-2 New Sweden Rd, Woodstock, CT 06281

Property at 90 Serwan Ave, Willimantic, CT 06226

$49,000

Land0.29 acre (lot)

90 Serwan Ave, Willimantic, CT 06226

Property at 463 Mashamoquet Rd, Pomfret Center, CT 06259

$49,900

Land0.75 acre (lot)

463 Mashamoquet Rd, Pomfret Center, CT 06259

Property at 220 Plains Rd, Windham, CT 06280

$249,900

Land25.70 acres (lot)

220 Plains Rd, Windham, CT 06280

Property at 760 Main St, Willimantic, CT 06226

$157,900

Land7,405 sq ft (lot)

760 Main St, Willimantic, CT 06226

Property at 11 Otis St, Killingly, CT 06241

$99,000

Land0.75 acre (lot)

11 Otis St, Killingly, CT 06241

Property at 110 Church St, Brooklyn, CT 06234

$179,000

Land16.08 acres (lot)

110 Church St, Brooklyn, CT 06234

Property at 117 Riverside Dr, Thompson, CT 06255

$499,900

Land11.15 acres (lot)

117 Riverside Dr, Thompson, CT 06255

Property at Kozey Rd, Eastford, CT 06242

$650,000

Land153.00 acres (lot)

Kozey Rd, Eastford, CT 06242

Property at 43 Groveland Ave, Putnam, CT 06260

$39,900

Land0.42 acre (lot)

43 Groveland Ave, Putnam, CT 06260

Property at 71 Deerfield Dr, Sterling, CT 06373

$299,900

Land1.07 acres (lot)

71 Deerfield Dr, Sterling, CT 06373

Property at 108 Church St, Brooklyn, CT 06234

$104,000

Land3.35 acres (lot)

108 Church St, Brooklyn, CT 06234

Property at 115 Groveland Ave, Putnam, CT 06260

$215,000

Land1.34 acres (lot)

115 Groveland Ave, Putnam, CT 06260

Property at 100 Hubbard Hill Rd, Killingly, CT 06239

$300,000

Land8.80 acres (lot)

100 Hubbard Hill Rd, Killingly, CT 06239

Property at 81 Deerfield Dr, Sterling, CT 06373

$60,000

Land0.61 acre (lot)

81 Deerfield Dr, Sterling, CT 06373

Property at 11 Cheney Rd, Pomfret Center, CT 06259

$79,000

Land1.00 acre (lot)

11 Cheney Rd, Pomfret Center, CT 06259

Property at 67 Holmes Rd, Pomfret Center, CT 06259

$6,950,000

Land39.00 acres (lot)

67 Holmes Rd, Pomfret Center, CT 06259

Property at N Canterbury Rd, Canterbury, CT 06331

$550,000

Land43.30 acres (lot)

N Canterbury Rd, Canterbury, CT 06331

Property at 13 Holmes Rd, Pomfret Center, CT 06259

$6,950,000

Land25.16 acres (lot)

13 Holmes Rd, Pomfret Center, CT 06259

Property at 6 Broad St, Killingly, CT 06239

$170,000

Land3.40 acres (lot)

6 Broad St, Killingly, CT 06239

Property at Allen Hill Rd, Brooklyn, CT 06234

$5,500,000

Land136.38 acres (lot)

Allen Hill Rd, Brooklyn, CT 06234

Property at 308 Orchard Hill Rd, Pomfret Center, CT 06259

$175,000

Land7.33 acres (lot)

308 Orchard Hill Rd, Pomfret Center, CT 06259

Property at 0 Church St, Thompson, CT 06277

$225,000

Land13.30 acres (lot)

0 Church St, Thompson, CT 06277

Property at Boston Tpke, Eastford, CT 06242

$180,000

Land17.36 acres (lot)

Boston Tpke, Eastford, CT 06242

Property at 161 Lisbon Rd, Canterbury, CT 06331

$124,900

Land2.06 acres (lot)

161 Lisbon Rd, Canterbury, CT 06331

Property at 94 Hubbard Hill Rd, Killingly, CT 06239

$1,975,000

Land58.76 acres (lot)

94 Hubbard Hill Rd, Killingly, CT 06239

Property at 99 Azud Rd, Thompson, CT 06277

$1,295,000

Land12.80 acres (lot)

99 Azud Rd, Thompson, CT 06277

Property at 26 Bass Ln, Brooklyn, CT 06234

$99,900

Land2.17 acres (lot)

26 Bass Ln, Brooklyn, CT 06234

Property at 165 Lisbon Rd, Canterbury, CT 06331

$129,900

Land2.34 acres (lot)

165 Lisbon Rd, Canterbury, CT 06331

Property at Brooklyn Rd, Canterbury, CT 06331

$159,500

Land2.80 acres (lot)

Brooklyn Rd, Canterbury, CT 06331

Property at 20 Wauregan Rd, Danielson, CT 06239

$1,300,000

Land1.41 acres (lot)

20 Wauregan Rd, Danielson, CT 06239

Property at 0 West Pkwy, Plainfield, CT 06374

$399,900

Land8.29 acres (lot)

0 West Pkwy, Plainfield, CT 06374

Property at 834 Hampton Rd, Pomfret, CT 06230

$100,000

Land2.10 acres (lot)

834 Hampton Rd, Pomfret, CT 06230

Viewing page 7 of 8

Average home prices near Windham County, CT

Cities

Plainfield Village homes for sale
$359,900
North Grosvenor Dale homes for sale
$398,000
South Windham homes for sale
$350,000
Willimantic homes for sale
$265,000
Quinebaug homes for sale
$473,500
Brooklyn homes for sale
$399,999
East Brooklyn homes for sale
$400,000
Danielson homes for sale
$339,950
South Woodstock homes for sale
$650,000
Putnam homes for sale
$372,450
Moosup homes for sale
$420,000
Mansfield Center homes for sale
Dayville homes for sale
$492,400

Counties

Hartford County homes for sale
$399,900
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)

$388,903

-2.8% YoY | Jun 2026

1 year
3 year
5 year

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

Location

Data

Jun 2026

Growth

% YoY

Windham County, CT

$388,903

-2.8%

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Deals*

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Satisfaction

354

Homes closed*

* Data from the last year

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