Windham County, CT homes for sale & real estate

247 homes

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ABOUT THIS HOME
Windham County, CT Homes for Sale
1.47 acres of vacant land conveniently located! Driveway has been dug out and crush stone laid. Your opportunity awaits! Site plan was done in the past by an Engineer. Previously approved building lot, expired 3/20/23.Driveway work done in 2023. Last Perc test done in 2004.

$75,000

— beds— baths— sq ft

Plainfield Pike, Plainfield, CT 06374

1.47 acre lot • Listed 228 days

ABOUT THIS HOME
Windham County, CT Homes for Sale
Land was approved for a 3 bedroom home in 2004 - please do your due diligence with the town. Beautiful country lot that is high and dry to build your dream home. 4.5 Miles to 395 and close to RI line. 617Ft of road frontage.

$79,900

— beds— baths— sq ft

18 Ledge Hill Rd, Sterling, CT 06377

1.87 acre lot • Listed 225 days

ABOUT THIS HOME
Windham County, CT Homes for Sale
Discover a prime opportunity for a 55 and older condo development on this expansive 47-acre parcel of land. With its previous approval for a 70-unit development, this property offers the perfect canvas for creating a community tailored for active adults. The spaciousness of the land allows for a thoughtful layout that can incorporate a range of amenities, such as walking trails, community gardens, and recreational areas. The serene surroundings provide a peaceful retreat while still being conveniently located within easy reach of essential services and amenities. Close to 395, RT 12 and downtown. Embrace the potential of this sought-after location and bring your vision to life in this desir

$350,000

— beds— baths— sq ft

241 Killingly Ave, Putnam, CT 06260

47.73 acre lot • Listed 130 days

ABOUT THIS HOME
Windham County, CT Homes for Sale
Beautiful sloping, wooded lot that borders a bird sanctuary on the Glocester, RI line. There has not been any testing on this land, It is raw land. Buyers/Buyers agent to verify all information with town records, zoning, NDDH, permits etc for buyers intended use. Come check it out, there is a path to walk to take a good look! Please DO NOT walk this property without an agent!!

$55,000

— beds— baths— sq ft

96 Rodgers Rd, Killingly, CT 06241

2.5 acre lot • Listed 423 days

ABOUT THIS HOME
Windham County, CT Homes for Sale
Located in a peaceful rural setting near I-395 and Rhode Island, this spacious plot of land offers abundant potential for subdivision or development. Its strategic location provides easy access to major transportation routes, making it an ideal opportunity for creating residential lots. Surrounded by natural beauty and tranquil surroundings, this property presents endless possibilities for building.

$115,000

— beds— baths— sq ft

85 Mashentuck Rd, Killingly, CT 06239

8.5 acre lot • Listed 151 days

Property at Brooklyn Rd, Canterbury, CT 06331

$899,000

— beds— baths— sq ft

Brooklyn Rd, Canterbury, CT 06331

Property at 165 Lisbon Rd, Canterbury, CT 06331

$129,900

— beds— baths— sq ft

165 Lisbon Rd, Canterbury, CT 06331

Property at 00 No Brook St, Hampton, CT 06427

$49,900

— beds— baths— sq ft

00 No Brook St, Hampton, CT 06427

Property at 70 cutler Rd, Killingly, CT 06243

$100,000

— beds— baths— sq ft

70 cutler Rd, Killingly, CT 06243

Property at 333 Breakneck Hill Rd, Dayville, CT 06241

$2,195,000

— beds— baths— sq ft

333 Breakneck Hill Rd, Dayville, CT 06241

$159,500

— beds— baths— sq ft

Brooklyn Rd, Canterbury, CT 06331

Property at 38-82 Ballouville Rd, Dayville, CT 06241

$750,000

— beds— baths— sq ft

38-82 Ballouville Rd, Dayville, CT 06241

Property at 1450 North Rd, Killingly, CT 06241

$349,000

— beds— baths— sq ft

1450 North Rd, Killingly, CT 06241

Property at 3 Pomfret Rd, Brooklyn, CT 06234

$450,000

— beds— baths— sq ft

3 Pomfret Rd, Brooklyn, CT 06234

Property at 1248 hartford Pike, Killingly, CT 06243

$75,000

— beds— baths2,274 sq ft

1248 hartford Pike, Killingly, CT 06243

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

$210,000

— beds— baths— sq ft

308 Orchard Hill Rd, Pomfret Center, CT 06259

Property at 53 S Main St, Brooklyn, CT 06234

$39,000

— beds— baths— sq ft

53 S Main St, Brooklyn, CT 06234

Property at 36 Plainfield Pike, Plainfield, CT 06374

$1,100,000

— beds— baths1,545 sq ft

36 Plainfield Pike, Plainfield, CT 06374

Property at 24 Center St, Danielson, CT 06239

$49,900

— beds— baths— sq ft

24 Center St, Danielson, CT 06239

Property at Dow Rd, Plainfield, CT 06374

$199,900

— beds— baths— sq ft

Dow Rd, Plainfield, CT 06374

Property at Lot 0 Kozey Rd, Eastford, CT 06242

$800,000

— beds— baths— sq ft

Lot 0 Kozey Rd, Eastford, CT 06242

Property at Putnam Rd, Plainfield, CT 06374

$450,000

— beds— baths— sq ft

Putnam Rd, Plainfield, CT 06374

Property at 64 Westcott Rd, Danielson, CT 06239

$65,000

— beds— baths— sq ft

64 Westcott Rd, Danielson, CT 06239

Property at 0 Hampton Rd, Chaplin, CT 06235

$139,000

— beds— baths— sq ft

0 Hampton Rd, Chaplin, CT 06235

Property at 128 Lathrop Rd, Plainfield, CT 06374

$1,200,000

— beds— baths— sq ft

128 Lathrop Rd, Plainfield, CT 06374

Property at 405 Providence Rd, Brooklyn, CT 06234

$799,500

— beds— baths1,764 sq ft

405 Providence Rd, Brooklyn, CT 06234

Property at Providence Rd, Brooklyn, CT 06234

$5,400,000

— beds— baths— sq ft

Providence Rd, Brooklyn, CT 06234

$497,500

— beds— baths— sq ft

454 Providence Rd, Brooklyn, CT 06234

Property at 19 Knollwood Dr, Canterbury, CT 06331

$295,000

— beds— baths— sq ft

19 Knollwood Dr, Canterbury, CT 06331

Property at 384 Killingly Rd, Pomfret Center, CT 06259

$300,000

— beds— baths— sq ft

384 Killingly Rd, Pomfret Center, CT 06259

Property at 00 Mashamoquet Rd, Pomfret Center, CT 06259

$225,000

— beds— baths— sq ft

00 Mashamoquet Rd, Pomfret Center, CT 06259

Property at 61 Deerwood Dr, Killingly, CT 06239

$699,000

— beds— baths— sq ft

61 Deerwood Dr, Killingly, CT 06239

Property at 219 Pomfret St, Putnam, CT 06260

$525,000

— beds— baths— sq ft

219 Pomfret St, Putnam, CT 06260

Property at 423 Providence Rd, Brooklyn, CT 06234

$349,500

— beds— baths— sq ft

423 Providence Rd, Brooklyn, CT 06234

Property at 80 Averill Rd, Pomfret Center, CT 06259

$225,000

— beds— baths— sq ft

80 Averill Rd, Pomfret Center, CT 06259

Property at Wolf Den Rd, Brooklyn, CT 06234

$363,000

— beds— baths— sq ft

Wolf Den Rd, Brooklyn, CT 06234

Property at 842 Hartford Pike, Killingly, CT 06241

$2,816,000

— beds— baths— sq ft

842 Hartford Pike, Killingly, CT 06241

Property at Wauregan Rd, Plainfield, CT 06374

$750,000

— beds— baths— sq ft

Wauregan Rd, Plainfield, CT 06374

Property at 0A Norwich Rd, Plainfield, CT 06374

$249,900

— beds— baths— sq ft

0A Norwich Rd, Plainfield, CT 06374

Property at 35 S Main St, Brooklyn, CT 06234

$249,900

— beds— baths— sq ft

35 S Main St, Brooklyn, CT 06234

Property at 133 Sachem Dr, Plainfield, CT 06374

$1,800,000

— beds— baths— sq ft

133 Sachem Dr, Plainfield, CT 06374

Viewing page 6 of 7

Average home prices near Windham County, CT

Cities

Plainfield Village homes for sale
$319,000
North Grosvenor Dale homes for sale
$319,950
South Windham homes for sale
$295,000
Wauregan homes for sale
$340,000
Lake Bungee homes for sale
$447,500
Willimantic homes for sale
$264,900
Quinebaug homes for sale
$315,000
Brooklyn homes for sale
$465,000
East Brooklyn homes for sale
$389,450
Danielson homes for sale
$290,000
South Woodstock homes for sale
$486,000
Putnam homes for sale
$399,000
Moosup homes for sale
$449,900
Dayville homes for sale
$499,900

Counties

Hartford County homes for sale
$381,750
New Haven County homes for sale
$399,900
New London County homes for sale
$409,450

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)

$359,000

+8.8% YoY | Nov 2025

1 year
3 year
5 year

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

Location

Data

Nov 2025

Growth

% YoY

Windham County, CT

$359,000

+8.8%

See more Windham County, CT market insights

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