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Windham County, CT homes for sale & real estate
306 homes
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Recommended
OPEN TODAY, 1PM TO 3PM
21 Prince St, Killingly, CT 06239
21 Prince St, Killingly, CT 06239
21 Prince St, Killingly, CT 06239
$289,900
4 beds
2 baths
1,974
sq ft
21 Prince St, Killingly, CT 06239
8,712 sq ft lot
•
Garage
•
Somewhat walkable
COMING SOON
20 Pineville Rd, Killingly, CT 06241
20 Pineville Rd, Killingly, CT 06241
20 Pineville Rd, Killingly, CT 06241
$349,900
3 beds
2.5 baths
1,985
sq ft
20 Pineville Rd, Killingly, CT 06241
0.32 acre lot
•
2 garage spots
•
Car-dependent
Loading...
NEW 13 HRS AGO
410 Porter Pond Rd, Sterling, CT 06377
410 Porter Pond Rd, Sterling, CT 06377
410 Porter Pond Rd, Sterling, CT 06377
$500,000
4 beds
2 baths
2,535
sq ft
410 Porter Pond Rd, Sterling, CT 06377
3.35 acre lot
•
Pool
NEW 16 HRS AGO
10 Woods Way, Windham, CT 06256
10 Woods Way, Windham, CT 06256
10 Woods Way, Windham, CT 06256
$70,000
3 beds
1.5 baths
1,044
sq ft
10 Woods Way, Windham, CT 06256
Car-dependent
COMING SOON
24 Mechanic St, Killingly, CT 06239
24 Mechanic St, Killingly, CT 06239
24 Mechanic St, Killingly, CT 06239
$299,900
6 beds
2 baths
2,206
sq ft
24 Mechanic St, Killingly, CT 06239
9,147 sq ft lot
•
Garage
•
Somewhat walkable
2 Ann St, Windham, CT 06226
$499,900
8 beds
4 baths
3,680
sq ft
2 Ann St, Windham, CT 06226
98 Breakneck Hill Rd, Killingly, CT 06241
$689,000
4 beds
2.5 baths
2,954
sq ft
98 Breakneck Hill Rd, Killingly, CT 06241
55 Battey St, Putnam, CT 06260
$125,000
3 beds
1 bath
1,056
sq ft
55 Battey St, Putnam, CT 06260
289 Gorman Rd, Brooklyn, CT 06234
$475,000
3 beds
2.5 baths
1,536
sq ft
289 Gorman Rd, Brooklyn, CT 06234
26 Maple Ave, Windham, CT 06226
$309,000
7 beds
3 baths
3,419
sq ft
26 Maple Ave, Windham, CT 06226
50 Ware Rd, Killingly, CT 06241
$399,900
3 beds
1.5 baths
1,683
sq ft
50 Ware Rd, Killingly, CT 06241
36 Breakneck Hill Rd, Killingly, CT 06241
$749,900
3 beds
3 baths
5,358
sq ft
36 Breakneck Hill Rd, Killingly, CT 06241
81 Reynolds St, Killingly, CT 06239
$369,999
2 beds
1 bath
1,040
sq ft
81 Reynolds St, Killingly, CT 06239
293 Willimantic Rd, Chaplin, CT 06235
$325,000
3 beds
1 bath
1,052
sq ft
293 Willimantic Rd, Chaplin, CT 06235
237 Turnpike Rd, Ashford, CT 06278
$499,000
3 beds
2.5 baths
1,976
sq ft
237 Turnpike Rd, Ashford, CT 06278
74 Perry St #184, Putnam, CT 06260
$325,000
3 beds
1.5 baths
2,748
sq ft
74 Perry St #184, Putnam, CT 06260
Loading...
280 Cook Hill Rd, Killingly, CT 06239
$249,900
3 beds
1.5 baths
1,344
sq ft
280 Cook Hill Rd, Killingly, CT 06239
120 Ashford Rd #2, Eastford, CT 06242
$309,000
2 beds
2 baths
1,220
sq ft
120 Ashford Rd #2, Eastford, CT 06242
87 Perry St #238, Putnam, CT 06260
$369,000
2 beds
3.5 baths
2,145
sq ft
87 Perry St #238, Putnam, CT 06260
19 Florence St, Plainfield, CT 06354
$299,900
3 beds
1 bath
1,008
sq ft
19 Florence St, Plainfield, CT 06354
543 5 Mile River Rd, Putnam, CT 06260
$650,000
3 beds
2.5 baths
2,016
sq ft
543 5 Mile River Rd, Putnam, CT 06260
678 Squaw Rock Rd, Plainfield, CT 06354
$415,000
3 beds
1.5 baths
1,598
sq ft
678 Squaw Rock Rd, Plainfield, CT 06354
145 River St, Plainfield, CT 06354
$299,900
2 beds
1 bath
1,261
sq ft
145 River St, Plainfield, CT 06354
21 Anthony St, Windham, CT 06226
$210,000
4 beds
1 bath
1,740
sq ft
21 Anthony St, Windham, CT 06226
176 Bush Hill Rd, Windham, CT 06226
$350,000
3 beds
2 baths
1,137
sq ft
176 Bush Hill Rd, Windham, CT 06226
Loading...
85 Nott Hwy, Ashford, CT 06278
$399,000
5 beds
3 baths
3,326
sq ft
85 Nott Hwy, Ashford, CT 06278
144 Phoenixville Rd, Chaplin, CT 06235
$349,900
3 beds
1 bath
1,288
sq ft
144 Phoenixville Rd, Chaplin, CT 06235
25 Pine Knolls Dr, Killingly, CT 06241
$549,900
3 beds
2.5 baths
2,104
sq ft
25 Pine Knolls Dr, Killingly, CT 06241
99 Snake Meadow Rd, Killingly, CT 06239
$349,000
3 beds
1.5 baths
1,610
sq ft
99 Snake Meadow Rd, Killingly, CT 06239
13 Rapids Trl, Canterbury, CT 06331
$369,900
3 beds
2 baths
1,674
sq ft
13 Rapids Trl, Canterbury, CT 06331
6 Stone Mill Ln, Eastford, CT 06242
$279,900
2 beds
2 baths
1,014
sq ft
6 Stone Mill Ln, Eastford, CT 06242
9 Colleen St, Killingly, CT 06239
$389,000
3 beds
2 baths
1,144
sq ft
9 Colleen St, Killingly, CT 06239
162 Sawmill Hill Rd, Killingly, CT 06239
$525,000
4 beds
2.5 baths
2,376
sq ft
162 Sawmill Hill Rd, Killingly, CT 06239
564 Hubbard Rd, Killingly, CT 06239
$975,000
2 beds
2 baths
2,343
sq ft
564 Hubbard Rd, Killingly, CT 06239
170 Lake St, Plainfield, CT 06354
$379,900
3 beds
1 bath
1,182
sq ft
170 Lake St, Plainfield, CT 06354
516 Brooklyn Rd, Canterbury, CT 06331
$469,000
3 beds
1.5 baths
2,740
sq ft
516 Brooklyn Rd, Canterbury, CT 06331
60 Chaplin St, Chaplin, CT 06235
$425,000
3 beds
2 baths
2,438
sq ft
60 Chaplin St, Chaplin, CT 06235
101 Center Rd, Woodstock, CT 06281
$674,900
4 beds
3.5 baths
4,536
sq ft
101 Center Rd, Woodstock, CT 06281
45 Proulx St, Brooklyn, CT 06234
$339,000
3 beds
1 bath
1,125
sq ft
45 Proulx St, Brooklyn, CT 06234
132 Grove St, Putnam, CT 06260
$349,900
3 beds
1 bath
1,344
sq ft
132 Grove St, Putnam, CT 06260
2C Pleasant St, Plainfield, CT 06374
$349,000
4 beds
2 baths
1,506
sq ft
2C Pleasant St, Plainfield, CT 06374
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Redfin
Connecticut
Windham County
Average home prices near Windham County, CT
Cities
Plainfield Village
homes for sale
$335,000
East Brooklyn
homes for sale
$399,900
North Grosvenor Dale
homes for sale
$357,250
South Windham
homes for sale
$335,000
Danielson
homes for sale
$363,450
South Woodstock
homes for sale
$654,950
Willimantic
homes for sale
$281,900
Putnam
homes for sale
$340,000
Moosup
homes for sale
$364,900
Mansfield Center
homes for sale
$489,000
Brooklyn
homes for sale
$479,948
Show more
Counties
Hartford County
homes for sale
$399,000
New Haven County
homes for sale
$429,900
New London County
homes for sale
$449,950
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
All Home Types
Single Family Homes
Townhouses
Condos/Co-ops
Median Sale Price
(All Home Types)
$360,000
+5.9%
YoY | Jul 2025
1 year
3 year
5 year
Based on Redfin calculations of home data from MLS and/or public records.
Location
Data
Jul 2025
Growth
% YoY
Windham County, CT
$360,000
+5.9%
See more Windham County, CT market insights
More to explore in Windham County, CT
Houses for rent
in Windham County
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in Windham County
Vintage homes
in Windham County
Land
in Windham County
New listings
in Windham County
Luxury homes
in Windham County
Open houses
in Windham County
Homes with pools
in Windham County
Waterfront homes
in Windham County
New homes
in Windham County
Multi family homes
in Windham County
Condos
in Windham County
Single story homes
in Windham County
Fixer upper homes
in Windham County
Houses
for sale near me
Land
for sale near me
Open Houses
near me
Condos
for sale near me
Agents
near me
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How to buy a house in Windham County, CT
How much house can I afford?
How to buy a house in 10 steps
First-time homebuyer's guide
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Popular Markets in Connecticut
Greenwich
homes for sale
$3,399,000
Stamford
homes for sale
$734,500
West Hartford
homes for sale
$539,950
Westport
homes for sale
$2,995,000
New Haven
homes for sale
$365,000
Norwalk
homes for sale
$699,000
Milford
homes for sale
$557,400
Darien
homes for sale
$1,895,000
Hartford
homes for sale
$339,000
Ridgefield
homes for sale
$1,399,000
Danbury
homes for sale
$535,000
Trumbull
homes for sale
$654,950
Bridgeport
homes for sale
$395,000
Shelton
homes for sale
$561,950
Stratford
homes for sale
$445,000
Show more
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