$499,900
3
6Bds
5Ba
2,864sqft
Multi family home for sale
Berkshire Hathaway Ne Prop.
Homes for Sale Under 500K in Winchester Town, CT
40 Homes for Sale
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$495,000
1
4Bds
3Ba
3,834sqft
Single family home for sale
Coldwell Banker Realty
$474,900
1
5Bds
3Ba
3,404sqft
Single family home for sale
Tier 1 Real Estate
Price Drop: $39.1K
$449,900
9
3Bds
2Ba
1,680sqft
Single family home for sale
Berkshire Hathaway Ne Prop.
$449,000
1
3Bds
3Ba
1,659sqft
Single family home for sale
Sullivan Real Estate Inc
$439,900
5
4Bds
2Ba
1,977sqft
Single family home for sale
Northwest Ct Realty
$425,000
6
3Bds
2Ba
1,952sqft
Single family home for sale
Elyse Harney Real Estate
$420,000
7
3Bds
2Ba
1,430sqft
Single family home for sale
William Raveis Real Estate
Price Drop: $19K
$410,000
9
5Bds
4Ba
5,016sqft
Single family home for sale
Northwest Ct Realty
$395,000
12
3Bds
2Ba
1,909sqft
Multi family home for sale
The Gonzalez Property Group
Price Drop: $10K
$389,900
6
4Bds
2Ba
1,944sqft
Single family home for sale
Northwest Ct Realty
$365,000
6
3Bds
2Ba
1,820sqft
Single family home for sale
Showcase Realty, Inc.
$359,900
7
4Bds
2Ba
2,699sqft
Multi family home for sale
Better Homes And Gardens Real Estate Executive Real Estate
$350,000
6
4Bds
2Ba
2,914sqft
Single family home for sale
Northwest Ct Realty
$339,900
8
2Bds
2Ba
1,470sqft
Single family home for sale
Fathom Realty Ct Llc
$339,900
3
3Bds
1Ba
1,488sqft
Single family home for sale
Northwest Ct Realty
$325,000
4
4Bds
3Ba
2,257sqft
Multi family home for sale
Northwest Ct Realty
Price Drop: $20K
$309,900
5
2Bds
2Ba
1,346sqft
Single family home for sale
Integrity Real Estate
Price Drop: $19.9K
$305,000
7
4Bds
2Ba
2,722sqft
Single family home for sale
Northwest Ct Realty
Price Drop: $19.9K
$305,000
4
3Bds
2Ba
1,442sqft
Single family home for sale
Northwest Ct Realty
Price Drop: $15K
$304,900
8
2Bds
2Ba
1,192sqft
Single family home for sale
Re/Max Rise
$300,000
1
4Bds
3Ba
2,407sqft
Single family home for sale
Find Real Estate Llc
Hot
$299,900
13
5Bds
2Ba
2,016sqft
Multi family home for sale
Northwest Ct Realty
$295,000
12
--Bds
--Ba
51acres lot
Land for sale
Elyse Harney Real Estate
$289,900
5
4Bds
2Ba
1,664sqft
Single family home for sale
Tier 1 Real Estate
$289,000
5
2Bds
1Ba
596sqft
Single family home for sale
Berkshire Hathaway Ne Prop.
$269,900
1
2Bds
1Ba
702sqft
Single family home for sale
Mary Leblanc Realty
$260,000
8
3Bds
2Ba
1,652sqft
Single family home for sale
The Washington Agency
$239,900
2
3Bds
1Ba
1,201sqft
Single family home for sale
Sullivan Real Estate Inc
$239,000
12
7Bds
3Ba
2,400sqft
Single family home for sale
Town & Country Real Estate
$215,000
4
2Bds
2Ba
1,204sqft
Townhouse for sale
Borla & Associates Real Estate
$200,000
11
--Bds
--Ba
15.9acres lot
Land for sale
Borla & Associates Real Estate
$199,000
4
3Bds
1Ba
1,056sqft
Single family home for sale
Social & Co Realty
$150,000
5
--Bds
--Ba
6.18acres lot
Land for sale
William Pitt Sotheby'S Int'L
$37,900
4
--Bds
--Ba
5,227.2sqft lot
Land for sale
Coldwell Banker Realty
$12,500
1
--Bds
--Ba
10,018.8sqft lot
Land for sale
Carl Guild & Associates
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Based on information provided to and compiled by the SMART MLS, Inc. through Oct 7, 2026, 11:30 AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.
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