3 Bedroom Homes for Sale in Winchester Town, CT

14 Homes for Sale

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Photo 3 of Single family home for sale at 35 Prospect St, Winsted, CT 06098 | MLS# 24210294 | Listing updated on 2026-10-04

Photo 1 of Single family home for sale at 35 Prospect St, Winsted, CT 06098 | MLS# 24210294 | Listing updated on 2026-10-04

Photo 2 of Single family home for sale at 35 Prospect St, Winsted, CT 06098 | MLS# 24210294 | Listing updated on 2026-10-04

$239,900

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3Bds

1Ba

1,201sqft

Single family home for sale

35 Prospect St, Winsted, CT 06098

Sullivan Real Estate Inc

Photo 3 of Single family home for sale at 50 Overlook Rd, Winsted, CT 06098 | MLS# 24210012 | Listing updated on 2026-10-05

Photo 1 of Single family home for sale at 50 Overlook Rd, Winsted, CT 06098 | MLS# 24210012 | Listing updated on 2026-10-05

Photo 2 of Single family home for sale at 50 Overlook Rd, Winsted, CT 06098 | MLS# 24210012 | Listing updated on 2026-10-05

$339,900

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3Bds

1Ba

1,488sqft

Single family home for sale

50 Overlook Rd, Winsted, CT 06098

Northwest Ct Realty

Photo 3 of Single family home for sale at 359 Winchester Rd, Winsted, CT 06098 | MLS# 24208872 | Listing updated on 2026-09-30

Photo 1 of Single family home for sale at 359 Winchester Rd, Winsted, CT 06098 | MLS# 24208872 | Listing updated on 2026-09-30

Photo 2 of Single family home for sale at 359 Winchester Rd, Winsted, CT 06098 | MLS# 24208872 | Listing updated on 2026-09-30

$850,000

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3Bds

3Ba

2,943sqft

Single family home for sale

359 Winchester Rd, Winsted, CT 06098

William Pitt Sotheby'S Int'L

Photo 3 of Single family home for sale at 150 E Lake St, Winsted, CT 06098 | MLS# 24208283 | Listing updated on 2026-09-27

Photo 1 of Single family home for sale at 150 E Lake St, Winsted, CT 06098 | MLS# 24208283 | Listing updated on 2026-09-27

Photo 2 of Single family home for sale at 150 E Lake St, Winsted, CT 06098 | MLS# 24208283 | Listing updated on 2026-09-27

$449,000

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3Bds

3Ba

1,659sqft

Single family home for sale

150 E Lake St, Winsted, CT 06098

Sullivan Real Estate Inc

Price Drop: $39.1K

Open House

Photo 3 of Single family home for sale at 50 Palmer Ave, Winsted, CT 06098 | MLS# 24206936 | Listing updated on 2026-10-05

Photo 1 of Single family home for sale at 50 Palmer Ave, Winsted, CT 06098 | MLS# 24206936 | Listing updated on 2026-10-05

Photo 2 of Single family home for sale at 50 Palmer Ave, Winsted, CT 06098 | MLS# 24206936 | Listing updated on 2026-10-05

$449,900

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3Bds

2Ba

1,680sqft

Single family home for sale

50 Palmer Ave, Winsted, CT 06098

Berkshire Hathaway Ne Prop.

Photo 3 of Single family home for sale at 120 Moore Ave, Winsted, CT 06098 | MLS# 24198146 | Listing updated on 2026-10-02

Photo 1 of Single family home for sale at 120 Moore Ave, Winsted, CT 06098 | MLS# 24198146 | Listing updated on 2026-10-02

Photo 2 of Single family home for sale at 120 Moore Ave, Winsted, CT 06098 | MLS# 24198146 | Listing updated on 2026-10-02

$425,000

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3Bds

2Ba

1,952sqft

Single family home for sale

120 Moore Ave, Winsted, CT 06098

Elyse Harney Real Estate

Photo 3 of Single family home for sale at 118 Meadow St, Winsted, CT 06098 | MLS# 24204964 | Listing updated on 2026-10-05

Photo 1 of Single family home for sale at 118 Meadow St, Winsted, CT 06098 | MLS# 24204964 | Listing updated on 2026-10-05

Photo 2 of Single family home for sale at 118 Meadow St, Winsted, CT 06098 | MLS# 24204964 | Listing updated on 2026-10-05

$260,000

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3Bds

2Ba

1,652sqft

Single family home for sale

118 Meadow St, Winsted, CT 06098

The Washington Agency

Photo 3 of Single family home for sale at 416 Horne Ave, Winsted, CT 06098 | MLS# 24206541 | Listing updated on 2026-09-22

Photo 1 of Single family home for sale at 416 Horne Ave, Winsted, CT 06098 | MLS# 24206541 | Listing updated on 2026-09-22

Photo 2 of Single family home for sale at 416 Horne Ave, Winsted, CT 06098 | MLS# 24206541 | Listing updated on 2026-09-22

$199,000

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3Bds

1Ba

1,056sqft

Single family home for sale

416 Horne Ave, Winsted, CT 06098

Social & Co Realty

Photo 3 of Multi family home for sale at 720 Main St, Winsted, CT 06098 | MLS# 24190347 | Listing updated on 2026-09-13

Photo 1 of Multi family home for sale at 720 Main St, Winsted, CT 06098 | MLS# 24190347 | Listing updated on 2026-09-13

Photo 2 of Multi family home for sale at 720 Main St, Winsted, CT 06098 | MLS# 24190347 | Listing updated on 2026-09-13

$395,000

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3Bds

2Ba

1,909sqft

Multi family home for sale

720 Main St, Winsted, CT 06098

The Gonzalez Property Group

Photo 3 of Single family home for sale at 180 Shore Dr, Winsted, CT 06098 | MLS# 24206406 | Listing updated on 2026-10-02

Photo 1 of Single family home for sale at 180 Shore Dr, Winsted, CT 06098 | MLS# 24206406 | Listing updated on 2026-10-02

Photo 2 of Single family home for sale at 180 Shore Dr, Winsted, CT 06098 | MLS# 24206406 | Listing updated on 2026-10-02

$749,900

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3Bds

2Ba

1,131sqft

Single family home for sale

180 Shore Dr, Winsted, CT 06098

Berkshire Hathaway Ne Prop.

Price Drop: $15K

Photo 3 of Single family home for sale at 130 Riverton Rd, Winsted, CT 06098 | MLS# 24204002 | Listing updated on 2026-10-08

Photo 1 of Single family home for sale at 130 Riverton Rd, Winsted, CT 06098 | MLS# 24204002 | Listing updated on 2026-10-08

Photo 2 of Single family home for sale at 130 Riverton Rd, Winsted, CT 06098 | MLS# 24204002 | Listing updated on 2026-10-08

$420,000

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3Bds

2Ba

1,430sqft

Single family home for sale

130 Riverton Rd, Winsted, CT 06098

William Raveis Real Estate

Photo 3 of Single family home for sale at 837 E Wakefield Blvd, Winchester, CT 06098 | MLS# 24199152 | Listing updated on 2026-08-31

Photo 1 of Single family home for sale at 837 E Wakefield Blvd, Winchester, CT 06098 | MLS# 24199152 | Listing updated on 2026-08-31

Photo 2 of Single family home for sale at 837 E Wakefield Blvd, Winchester, CT 06098 | MLS# 24199152 | Listing updated on 2026-08-31

$629,900

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3Bds

2Ba

1,168sqft

Single family home for sale

837 E Wakefield Blvd, Winchester, CT 06098

Northwest Ct Realty

Photo 3 of Single family home for sale at 132 E Lake St, Winsted, CT 06098 | MLS# 24184417 | Listing updated on 2026-10-03

Photo 1 of Single family home for sale at 132 E Lake St, Winsted, CT 06098 | MLS# 24184417 | Listing updated on 2026-10-03

Photo 2 of Single family home for sale at 132 E Lake St, Winsted, CT 06098 | MLS# 24184417 | Listing updated on 2026-10-03

$365,000

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3Bds

2Ba

1,820sqft

Single family home for sale

132 E Lake St, Winsted, CT 06098

Showcase Realty, Inc.

Price Drop: $19.9K

Photo 3 of Single family home for sale at 103 Cordano Rd, Winsted, CT 06098 | MLS# 24186089 | Listing updated on 2026-09-26

Photo 1 of Single family home for sale at 103 Cordano Rd, Winsted, CT 06098 | MLS# 24186089 | Listing updated on 2026-09-26

Photo 2 of Single family home for sale at 103 Cordano Rd, Winsted, CT 06098 | MLS# 24186089 | Listing updated on 2026-09-26

$305,000

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3Bds

2Ba

1,442sqft

Single family home for sale

103 Cordano Rd, Winsted, CT 06098

Northwest Ct Realty

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No. of Homes

Historic Homes for Sale Winchester Town

Homes for Sale in Winchester Town With AC

Single Family Homes for Sale in Winchester Town

Land for Sale in Winchester Town

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2 Bedroom Homes for Sale in Winchester Town, CT

3 Bedroom Homes for Sale in Winchester Town, CT

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6 Bedroom Homes for Sale in Winchester Town, CT

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Houses for Sale in Winchester Town Under $100K

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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.