Sign In
Join
Join
Sign In
Buy
Homes for sale near me
Winchester homes for sale
Winchester single family for sale
Winchester condos for sale
Winchester multi family/duplex for sale
Winchester land for sale
Winchester open houses
Preapproval
Insurance quotes
Home buying checklist
Veteran resources
All homes
Sell
Sell my home
Cash offer
Sale calculator
Home value
Homeowner dashboard
Repair & service providers
Rent
Homes for rent near me
Winchester rentals
Winchester homes for rent
Winchester apartments for rent
Mortgage
Loan
Preapproval
Buying power
Calculator
Mortgage rates
Refinance rates
Veterans & VA home loans
Agent
Meet an agent
Top agents in Winchester
Join agent network
(844) 417-0525
Connect with an agent
Price
Home Type
Beds /
Baths
Hide Pending
New Construction
New
Price Cut
Foreclosed
For Rent
Sold
Must Have Photos
Open House
3D Tour
Keywords
Lot Size
Home Size
HOA Fee
Year Built
Days on Movoto
ZIP Codes
Neighborhoods
Cities
Counties
Save search
Map
Filter
1
Reset
Save search
Homes Recently Sold in
Winchester, CT
375 Homes
Price
$/Sqft
Bd
Ba
Sqft
Lot
Size
On Movoto
230 E Wakefield Blvd,
Winchester, CT 06098
$300,000
3
Bd
2
Ba
1,536
Sq Ft
SOLD
05/14/26
94 Holabird Ave,
Winchester, CT 06098
$255,000
3
Bd
1
Ba
1,422
Sq Ft
SOLD
05/12/26
Old Robertsville Road,
Winchester, CT 06098
$575,000
93.38
Acre
SOLD
05/12/26
351 Platt Hill Rd,
Winchester, CT 06098
$370,000
3
Bd
2
Ba
1,715
Sq Ft
SOLD
04/17/26
48 Bridge St,
Winchester, CT 06098
$27,000
0.15
Acre
SOLD
04/17/26
174 Wallens St #A5,
Winchester, CT 06098
$300,000
2
Bd
3
Ba
1,946
Sq Ft
SOLD
04/16/26
35 Glendale Ave,
Winchester, CT 06098
$410,000
3
Bd
2
Ba
2,196
Sq Ft
SOLD
04/14/26
25 Center St,
Winchester, CT 06098
$315,000
3
Bd
3
Ba
2,754
Sq Ft
SOLD
04/10/26
44 Lewis St,
Winchester, CT 06098
$335,000
3
Bd
2
Ba
1,604
Sq Ft
SOLD
04/07/26
95 Colony Dr,
Winchester, CT 06098
$316,000
3
Bd
2
Ba
1,008
Sq Ft
SOLD
04/07/26
9 Central Ave,
Winchester, CT 06098
$266,000
3
Bd
2
Ba
1,267
Sq Ft
SOLD
04/04/26
9 John St,
Winchester, CT 06098
$225,000
2
Bd
2
Ba
1,172
Sq Ft
SOLD
04/02/26
171 Wallens St,
Winchester, CT 06098
$370,000
2
Bd
2
Ba
1,274
Sq Ft
SOLD
03/25/26
256 Colebrook Rd,
Winchester, CT 06098
$33,500
0.92
Acre
SOLD
03/23/26
106 Rockwell St,
Winchester, CT 06098
$230,000
6
Bd
3
Ba
1,874
Sq Ft
SOLD
03/18/26
38 Upland Rd,
Winchester, CT 06098
$240,000
3
Bd
2
Ba
1,736
Sq Ft
SOLD
03/11/26
21 Riveredge Dr #21,
Winchester, CT 06098
$160,000
2
Bd
2
Ba
992
Sq Ft
SOLD
03/11/26
157 Elm St,
Winchester, CT 06098
$330,000
6
Bd
3
Ba
2,376
Sq Ft
SOLD
03/10/26
8 Oak St,
Winchester, CT 06098
$150,000
2
Bd
2
Ba
832
Sq Ft
SOLD
03/10/26
197 Spencer Hill Rd,
Winchester, CT 06098
$475,000
3
Bd
2
Ba
2,167
Sq Ft
SOLD
03/04/26
43 Wallens St,
Winchester, CT 06098
$250,000
4
Bd
2
Ba
1,971
Sq Ft
SOLD
03/01/26
123 Wetmore Ave,
Winchester, CT 06098
$330,000
4
Bd
2
Ba
2,345
Sq Ft
SOLD
02/28/26
817 E Wakefield Blvd,
Winchester, CT 06098
$231,000
2
Bd
1
Ba
1,051
Sq Ft
SOLD
02/27/26
187 Torringford St,
Winchester, CT 06098
$360,000
4
Bd
2
Ba
2,365
Sq Ft
SOLD
02/25/26
52 White St,
Winchester, CT 06098
$30,000
1.88
Acre
SOLD
02/25/26
155 Rockwell St,
Winchester, CT 06098
$151,000
3
Bd
1
Ba
1,317
Sq Ft
SOLD
02/23/26
148 Danbury Quarter Rd,
Winchester, CT 06098
$320,000
4
Bd
2
Ba
1,999
Sq Ft
SOLD
02/17/26
18 Curtice St,
Winchester, CT 06098
$229,000
2
Bd
2
Ba
1,252
Sq Ft
SOLD
02/10/26
107 Peck Rd,
Winchester, CT 06098
$309,250
3
Bd
1
Ba
960
Sq Ft
SOLD
02/07/26
151 Losaw Rd,
Winchester, CT 06098
$690,000
5
Bd
3
Ba
2,950
Sq Ft
SOLD
02/06/26
440 Platt Hill Rd,
Winchester, CT 06098
$440,000
4
Bd
3
Ba
3,416
Sq Ft
SOLD
02/06/26
117 South Rd,
Winchester, CT 06098
$375,000
3
Bd
3
Ba
2,747
Sq Ft
SOLD
02/06/26
45 Riveredge Dr #45,
Winchester, CT 06098
$185,000
2
Bd
2
Ba
992
Sq Ft
SOLD
01/29/26
208 Spencer Hill Rd,
Winchester, CT 06098
$385,000
3
Bd
2
Ba
1,969
Sq Ft
SOLD
01/27/26
174 Wallens St #B6,
Winchester, CT 06098
$250,000
2
Bd
2
Ba
1,352
Sq Ft
SOLD
01/27/26
10 Crescent St,
Winchester, CT 06098
$280,000
4
Bd
2
Ba
2,444
Sq Ft
SOLD
01/08/26
111 Riverton Rd #90,
Winchester, CT 06098
$171,000
2
Bd
2
Ba
1,204
Sq Ft
SOLD
12/30/25
49 Walnut St,
Winchester, CT 06098
$305,000
5
Bd
2
Ba
2,344
Sq Ft
SOLD
12/23/25
99 Norfolk Rd,
Winchester, CT 06098
$180,000
3
Bd
1
Ba
980
Sq Ft
SOLD
12/22/25
73 Norfolk Rd,
Winchester, CT 06098
$260,000
3
Bd
3
Ba
1,542
Sq Ft
SOLD
12/20/25
38 Riveredge Dr #38,
Winchester, CT 06098
$135,800
1
Bd
1
Ba
635
Sq Ft
SOLD
12/15/25
32 Charles St,
Winchester, CT 06098
$225,000
3
Bd
1
Ba
1,044
Sq Ft
SOLD
12/10/25
111 Riverton Rd #61,
Winchester, CT 06098
$194,900
2
Bd
2
Ba
1,204
Sq Ft
SOLD
12/10/25
819 E Wakefield Blvd,
Winchester, CT 06098
$439,900
3
Bd
2
Ba
1,892
Sq Ft
SOLD
12/04/25
101 Norfolk Rd,
Winchester, CT 06098
$270,000
2
Bd
1
Ba
1,880
Sq Ft
SOLD
12/03/25
30 Rock St,
Winchester, CT 06098
$235,000
4
Bd
2
Ba
2,299
Sq Ft
SOLD
12/01/25
39 Orchard St,
Winchester, CT 06098
$290,000
3
Bd
2
Ba
1,200
Sq Ft
SOLD
11/30/25
135 Elm St,
Winchester, CT 06098
$324,900
4
Bd
2
Ba
3,303
Sq Ft
SOLD
11/23/25
14 Pratt St,
Winchester, CT 06098
$167,900
3
Bd
2
Ba
1,340
Sq Ft
SOLD
11/20/25
174 Wallens St #H1,
Winchester, CT 06098
$227,500
1
Bd
2
Ba
1,334
Sq Ft
SOLD
11/20/25
Don’t see what you’re looking for?
A local real estate agent is the best way to get access to exclusive and off-market properties so you can find
home
.
Connect with an agent
Adjust filters to expand your search.
Reset your filters
Expand your search area