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Homes Recently Sold in Winchester, CT | Page 2

175 Homes
 
106 Rockwell St, Winchester, CT 06098
  • $230,000
  • 6Bd
  • 3Ba
  • 1,874 Sq Ft
SOLD
38 Upland Rd, Winchester, CT 06098
  • $240,000
  • 3Bd
  • 2Ba
  • 1,736 Sq Ft
SOLD
197 Spencer Hill Rd, Winchester, CT 06098
  • $475,000
  • 3Bd
  • 2Ba
  • 2,167 Sq Ft
SOLD
123 Wetmore Ave, Winchester, CT 06098
  • $330,000
  • 4Bd
  • 2Ba
  • 2,345 Sq Ft
SOLD
817 E Wakefield Blvd, Winchester, CT 06098
  • $231,000
  • 2Bd
  • 1Ba
  • 1,051 Sq Ft
SOLD
52 White St, Winchester, CT 06098
  • $30,000
  • 1.88 Acre
SOLD
155 Rockwell St, Winchester, CT 06098
  • $151,000
  • 3Bd
  • 1Ba
  • 1,317 Sq Ft
SOLD
440 Platt Hill Rd, Winchester, CT 06098
  • $440,000
  • 4Bd
  • 3Ba
  • 3,416 Sq Ft
SOLD
117 South Rd, Winchester, CT 06098
  • $375,000
  • 3Bd
  • 3Ba
  • 2,747 Sq Ft
SOLD
111 Riverton Rd #90, Winchester, CT 06098
  • $171,000
  • 2Bd
  • 2Ba
  • 1,204 Sq Ft
SOLD
49 Walnut St, Winchester, CT 06098
  • $305,000
  • 5Bd
  • 2Ba
  • 2,344 Sq Ft
SOLD
99 Norfolk Rd, Winchester, CT 06098
  • $180,000
  • 3Bd
  • 1Ba
  • 980 Sq Ft
SOLD
32 Charles St, Winchester, CT 06098
  • $225,000
  • 3Bd
  • 1Ba
  • 1,044 Sq Ft
SOLD
111 Riverton Rd #61, Winchester, CT 06098
  • $194,900
  • 2Bd
  • 2Ba
  • 1,204 Sq Ft
SOLD
101 Norfolk Rd, Winchester, CT 06098
  • $270,000
  • 2Bd
  • 1Ba
  • 1,880 Sq Ft
SOLD
30 Rock St, Winchester, CT 06098
  • $235,000
  • 4Bd
  • 2Ba
  • 2,299 Sq Ft
SOLD
135 Elm St, Winchester, CT 06098
  • $324,900
  • 4Bd
  • 2Ba
  • 3,303 Sq Ft
SOLD
14 Pratt St, Winchester, CT 06098
  • $167,900
  • 3Bd
  • 2Ba
  • 1,340 Sq Ft
SOLD
174 Wallens St #H1, Winchester, CT 06098
  • $227,500
  • 1Bd
  • 2Ba
  • 1,334 Sq Ft
SOLD
147 Smith Hill Rd, Winchester, CT 06098
  • $362,000
  • 4Bd
  • 2Ba
  • 1,910 Sq Ft
SOLD
130 Stanton Ave, Winchester, CT 06098
  • $225,000
  • 2Bd
  • 1Ba
  • 768 Sq Ft
SOLD
115 Wallens St, Winchester, CT 06098
  • $345,000
  • 4Bd
  • 2Ba
  • 2,100 Sq Ft
SOLD
111 Old North Rd, Winchester, CT 06098
  • $388,750
  • 3Bd
  • 3Ba
  • 1,584 Sq Ft
SOLD
131 Willow St, Winchester, CT 06098
  • $293,000
  • 6Bd
  • 2Ba
  • 2,160 Sq Ft
SOLD
111 Riverton Rd #37, Winchester, CT 06098
  • $198,000
  • 2Bd
  • 2Ba
  • 1,204 Sq Ft
SOLD
126 Forest Ave, Winchester, CT 06098
  • $375,000
  • 3Bd
  • 2Ba
  • 1,833 Sq Ft
SOLD
210 Walnut St, Winchester, CT 06098
  • $240,000
  • 3Bd
  • 2Ba
  • 1,056 Sq Ft
SOLD
12 Cherry St, Winchester, CT 06098
  • $277,000
  • 4Bd
  • 1Ba
  • 1,492 Sq Ft
SOLD
128 Danbury Quarter Rd, Winchester, CT 06098
  • $320,000
  • 3Bd
  • 1Ba
  • 960 Sq Ft
SOLD
920 Main St, Winchester, CT 06098
  • $275,000
  • 6Bd
  • 4Ba
  • 4,635 Sq Ft
SOLD
226 E Wakefield Blvd, Winchester, CT 06098
  • $380,000
  • 3Bd
  • 2Ba
  • 1,196 Sq Ft
SOLD
435434 W 434 West Wakefield Blvd, Winchester, CT 06098
  • $1,215,000
  • 8Bd
  • 5Ba
  • 5,231 Sq Ft
SOLD
39 Colony Dr, Winchester, CT 06098
  • $279,900
  • 3Bd
  • 1Ba
  • 1,183 Sq Ft
SOLD
42 Maloney Ct, Winchester, CT 06098
  • $240,000
  • 3Bd
  • 1Ba
  • 1,008 Sq Ft
SOLD
279 Pratt St, Winchester, CT 06098
  • $290,000
  • 4Bd
  • 1Ba
  • 1,978 Sq Ft
SOLD
409 N Main St, Winchester, CT 06098
  • $388,000
  • 5Bd
  • 2Ba
  • 2,403 Sq Ft
SOLD
233 Grantville Rd, Winchester, CT 06098
  • $250,000
  • 1Bd
  • 1Ba
  • 1,168 Sq Ft
SOLD
50 Lakeview Rd, Winchester, CT 06098
  • $425,000
  • 4Bd
  • 3Ba
  • 2,086 Sq Ft
SOLD
711 W Wakefield Blvd, Winchester, CT 06098
  • $281,000
  • 0.61 Acre
SOLD
17 Woodland Ave, Winchester, CT 06098
  • $410,000
  • 3Bd
  • 2Ba
  • 2,105 Sq Ft
SOLD
102 Hollow Hill Rd, Winchester, CT 06098
  • $639,000
  • 3Bd
  • 3Ba
  • 2,692 Sq Ft
SOLD
284 Gilbert Ave, Winchester, CT 06098
  • $325,000
  • 4Bd
  • 1Ba
  • 1,849 Sq Ft
SOLD
88 Strong Ter, Winchester, CT 06098
  • $282,000
  • 5Bd
  • 2Ba
  • 2,470 Sq Ft
SOLD
11 Gibbs St #7, Winchester, CT 06098
  • $120,000
  • 1Bd
  • 1Ba
  • 570 Sq Ft
SOLD
39 Baker St, Winchester, CT 06098
  • $225,000
  • 5Bd
  • 2Ba
  • 1,612 Sq Ft
SOLD
508 W Wakefield Blvd, Winchester, CT 06098
  • $1,575,000
  • 7Bd
  • 4Ba
  • 2,687 Sq Ft
SOLD
355 W Lake St, Winchester, CT 06098
  • $950,000
  • 5Bd
  • 4Ba
  • 3,216 Sq Ft
SOLD
11 Gibbs St #9, Winchester, CT 06098
  • $113,000
  • 1Bd
  • 1Ba
  • 570 Sq Ft
SOLD
174 Boyd St, Winchester, CT 06098
  • $280,000
  • 3Bd
  • 1Ba
  • 1,424 Sq Ft
SOLD
421 Unity Pl, Winchester, CT 06098
  • $286,000
  • 3Bd
  • 2Ba
  • 1,440 Sq Ft
SOLD
51 - 100 of 175 Homes in Winchester, CT
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Winchester, CT real estate market trends

Statistics as of November 2026
$339K
Avg. list price
$203/Sqft
Avg. price/sqft
43
Homes for sale
1,488 Sqft
Avg. home size
45 Days
Avg. days on market
Movoto makes it easy to track market trends in Winchester, CT. Whether you’re entering the market or planning your next move, understanding these key metrics can guide smart decisions. Looking for more detailed housing market stats in Winchester, CT?
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