Windham County, CT homes for sale & real estate

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ABOUT THIS HOME
Windham County, CT Homes for Sale
CROOKES ORCHARD - A 153-ACRE CONNECTICUT LEGACY FARM WITH HOME BUILDING LOT! One of Northeast Connecticut's most beloved agricultural destinations, presents an exceptionally rare opportunity to acquire 153 contiguous acres of working orchard, farmland, & scenic countryside. The property encompasses approximately 32 acres of improved cropland w/ sprawling hay fields, picturesque ponds, & Bebbington Brook winding through the landscape, all abutting State Forest & Joshua's Trust protected land. More than 6,000 fruit trees, including 1,200 newly planted, yield 28 heirloom varieties of apples, peaches, & Asian pears. Carefully maintained orchard rows are supported by irrigat

$1,699,000

Land153.10 acres (lot)

317 Bebbington Rd, Ashford, CT 06278

Working orchard • Irrigation systems • Improved cropland

$235,000

Land35.41 acres (lot)

Undisclosed address, Putnam, CT 06260

Mostly level land • Usable terrain

ABOUT THIS HOME
Windham County, CT Homes for Sale
Lightly wooded, 4.125-acre residential building lot with about 330 feet of paved-road frontage. The property was recently subdivided from a larger 6-acre parcel, has been perc tested, and has a 3-bedroom septic plan available. The terrain rises gently into the wooded area and includes old cart paths. There are minimal wetlands toward the rear/northeast portion of the property. The lot has not been staked. Rural residential setting on Kapitulik Road in Thompson, CT, near North Grosvenordale. The area is characterized by wooded lots, low-density residential development, and convenient access to local schools, Route 12, and nearby amenities in Thompson and Putnam.

$107,000

Land4.21 acres (lot)

Lot 169A Kapitulik Rd, North Grosvenor Dale, CT 06255

Minimal wetlands • Perc tested • Recently subdivided

ABOUT THIS HOME
Windham County, CT Homes for Sale
Woodstock 13.60-Acre Residential Home Lot With 643-FT Frontage. Soil Testing, Perc Test Done. Septic Design / Engineering Done Health Dept. Approved. Proposed Site Plan With 4-Bedroom, 2-Car Attached Garage, And Nice Size 30' X 40' Outbuilding / Shop / Detached Garage As Well Done And Ready To Go. Most Of The Property Frontage And Both Driveway Aprons Are On Rte-197 (Old Turnpike Rd) And Continues Onto Lyon Hill Rd. Property Is Located At The Intersection Of Rte-197 (Old Turnpike Rd), Center Road, And Lyon Hill Road, Woodstock. Across Road From Laurel Spring Farm, 866 Rte-197 (Old Turnpike Rd). Driveway Apron On Rte-197 (Old Turnpike Rd) Build Site Is Accessible, Cleared, Level, Open, Alrea

$125,000

Land13.60 acres (lot)

0 Lyon Hill Rd, Woodstock, CT 06281

Perc test done • 30 x 40 outbuilding • 643 ft frontage

ABOUT THIS HOME
Windham County, CT Homes for Sale
Picturesque lot with building site off the road. Ready to go with testing complete for a 5 bedroom home. Build your dream home! Buyer. buyers agent to verify all info

$225,000

Land13.30 acres (lot)

Church St, Thompson, CT 06277

Building site • Picturesque lot

Property at 21/10/A Water St, Canterbury, CT 06331

$200,000

Land16.76 acres (lot)

21/10/A Water St, Canterbury, CT 06331

Property at 94 & 100 Hubbard Hill Rd, Killingly, CT 06239, 4 beds, 1.5 baths

$2,500,000

Land67.56 acres (lot)

94 & 100 Hubbard Hill Rd, Killingly, CT 06239

Property at 00 Pole Bridge Rd, Woodstock, CT 06281

$164,900

Land22.00 acres (lot)

00 Pole Bridge Rd, Woodstock, CT 06281

Property at 110 Church St, Brooklyn, CT 06234

$179,000

Land16.08 acres (lot)

110 Church St, Brooklyn, CT 06234

Property at Aplin Hill Ln, Woodstock, CT 06281

$85,000

Land0.88 acre (lot)

Aplin Hill Ln, Woodstock, CT 06281

Property at 35 Blash, North Grosvenor Dale, CT 06255

$99,900

Land5.56 acres (lot)

35 Blash, North Grosvenor Dale, CT 06255

Property at 8 Partridge Pl, Sterling, CT 06377

$109,999

Land2.50 acres (lot)

8 Partridge Pl, Sterling, CT 06377

Property at XO Pole Bridge Rd, Woodstock, CT 06281

$164,900

Land22.00 acres (lot)

XO Pole Bridge Rd, Woodstock, CT 06281

Property at 11 Otis St, Killingly, CT 06241

$69,000

Land0.75 acre (lot)

11 Otis St, Killingly, CT 06241

Property at 121 Walker Rd, Canterbury, CT 06331, 2 beds, 1 bath

$499,000

Land56.38 acres (lot)

121 Walker Rd, Canterbury, CT 06331

Property at 108 Church St, Brooklyn, CT 06234

$104,000

Land3.35 acres (lot)

108 Church St, Brooklyn, CT 06234

Property at tbd 169 Rte, Woodstock, CT 06281

$115,000

Land1.97 acres (lot)

tbd 169 Rte, Woodstock, CT 06281

Property at 612 Cook Hill Rd, Killingly, CT 06239

$399,000

Land22.94 acres (lot)

612 Cook Hill Rd, Killingly, CT 06239

Property at 35 Brooklyn Rd, Canterbury, CT 06331

$85,000

Land5.09 acres (lot)

35 Brooklyn Rd, Canterbury, CT 06331

Property at 18 Ledge Hill Rd, Sterling, CT 06377

$84,900

Land1.87 acres (lot)

18 Ledge Hill Rd, Sterling, CT 06377

Property at Kozey Rd, Eastford, CT 06242

$550,000

Land153.00 acres (lot)

Kozey Rd, Eastford, CT 06242

Property at 49 Stone Rd, Killingly, CT 06241

$164,900

Land2.30 acres (lot)

49 Stone Rd, Killingly, CT 06241

Property at 43 fallbrook Rd, Killingly, CT 06243

$100,000

Land8.50 acres (lot)

43 fallbrook Rd, Killingly, CT 06243

Property at 00 Ide Perrin Rd, Woodstock, CT 06281

$299,900

Land79.00 acres (lot)

00 Ide Perrin Rd, Woodstock, CT 06281

Property at 0 Oak Dr, Woodstock, CT 06281

$45,000

Land0.30 acre (lot)

0 Oak Dr, Woodstock, CT 06281

Property at 70 cutler Rd, Killingly, CT 06243, 3 beds, 2.5 baths

$100,000

Land3.85 acres (lot)

70 cutler Rd, Killingly, CT 06243

Property at 617 Jackson St, Willimantic, CT 06226

$40,000

Land0.68 acre (lot)

617 Jackson St, Willimantic, CT 06226

Property at 0 North Canterbury Rd, Canterbury, CT 06331

$550,000

Land43.30 acres (lot)

0 North Canterbury Rd, Canterbury, CT 06331

Property at Route 197, Woodstock, CT 06281

$300,000

Land22.20 acres (lot)

Route 197, Woodstock, CT 06281

Property at Brook Rd Lot 4, Hampton, CT 06247

$85,000

Land3.36 acres (lot)

Brook Rd Lot 4, Hampton, CT 06247

Property at 1450 North Rd, Killingly, CT 06241

$299,900

Land5.20 acres (lot)

1450 North Rd, Killingly, CT 06241

Property at Collelo Ave, Plainfield, CT 06354

$69,900

Land0.83 acre (lot)

Collelo Ave, Plainfield, CT 06354

Property at 47 Groveland Ave, Putnam, CT 06260

$34,900

Land0.54 acre (lot)

47 Groveland Ave, Putnam, CT 06260

Property at 295 Providence Tpke, Hampton, CT 06247

$85,000

Land2.50 acres (lot)

295 Providence Tpke, Hampton, CT 06247

Property at 220 Plains Rd, Windham, CT 06280

$249,900

Land25.70 acres (lot)

220 Plains Rd, Windham, CT 06280

Property at 11 Cheney Rd, Pomfret Center, CT 06259

$79,000

Land1.00 acre (lot)

11 Cheney Rd, Pomfret Center, CT 06259

Property at 406 Sabin St, Putnam, CT 06260

$150,000

Land4.25 acres (lot)

406 Sabin St, Putnam, CT 06260

Property at 43 Groveland Ave, Putnam, CT 06260

$34,900

Land0.42 acre (lot)

43 Groveland Ave, Putnam, CT 06260

Property at 67 Holmes Rd, Pomfret Center, CT 06259

$6,450,000

Land39.00 acres (lot)

67 Holmes Rd, Pomfret Center, CT 06259

Property at 45 Brooklyn Rd, Canterbury, CT 06331

$85,000

Land4.25 acres (lot)

45 Brooklyn Rd, Canterbury, CT 06331

Property at 90 Serwan Ave, Willimantic, CT 06226

$49,000

Land0.29 acre (lot)

90 Serwan Ave, Willimantic, CT 06226

Viewing page 7 of 8

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*

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Satisfaction

369

Homes closed*

* Data from the last year

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