Real
  • Home
  • Buy
    1. All Listings
    2. Featured Listings
    3. Sold Listings
  • Sell
    1. Sell My Home
    2. Home Valuation
  • Areas
  • About
    1. My Team
    2. About Us
    3. Contact Us
    4. Reviews
  • Market Snapshot
  • Register
  • /
  • Sign In
Filters Reset
1 Filter
Price
  • Any
  • $ 100,000
  • $ 150,000
  • $ 200,000
  • $ 400,000
  • $ 800,000
  • Any
  • $ 200,000
  • $ 300,000
  • $ 400,000
  • $ 600,000
  • $ 1,000,000
Beds
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
Baths
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
  • Any
  • 1
  • 2
  • 3
  • 4
  • 5
Save Search (1)
Save your search to get Alerts
63 Properties

63 Properties Available

  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
  • 150 Meadow Street, Winchester, CT 06098
    1/32 32
    Under Contract

    $ 249,900

    4 Beds2 Baths2,094 SqFt

    150 Meadow Street, Winchester, CT 06098

    Single Family Home

    Listed by David Sartirana of Northwest CT Realty

  • 39 Orchard Street, Winchester, CT 06098
    1/18 18
    Under Contract

    $ 230,000

    3 Beds2 Baths1,200 SqFt

    39 Orchard Street, Winchester, CT 06098

    Single Family Home

    Listed by Michael Flaherty Jr of Sullivan Real Estate Inc

  • 173 Torringford Street, Winchester, CT 06098
    1/36 36
    Under Contract

    $ 370,000

    3 Beds2 Baths2,239 SqFt

    173 Torringford Street, Winchester, CT 06098

    Single Family Home

    Listed by Sandra Fehrs of Lamacchia Realty

  • 104 Norfolk Road, Winchester, CT 06098
    1/6 6
    Under Contract

    $ 39,000

    2 Beds1 Bath980 SqFt

    104 Norfolk Road, Winchester, CT 06098

    Single Family Home

    Listed by David Sartirana of Northwest CT Realty

  • 288 Torringford Street, Winchester, CT 06098
    1/39 39
    Under Contract

    $ 460,000

    4 Beds3 Baths3,021 SqFt

    288 Torringford Street, Winchester, CT 06098

    Single Family Home

    Listed by Mark Porriello of RE/MAX Right Choice

  • 37 Riveredge Drive #37, Winchester, CT 06098
    1/17 17
    Under Contract

    $ 160,000

    2 Beds2 Baths992 SqFt

    37 Riveredge Drive #37, Winchester, CT 06098

    Condo

    Listed by Erin Ruwet of Century 21 AllPoints Realty

  • 175 Main Street, Winchester, CT 06098
    1/40 40
    Active

    $ 950,000

    5 Baths10,432 SqFt

    175 Main Street, Winchester, CT 06098

    Commercial

    Listed by Ryan Rea of Berkshire Hathaway NE Prop.

  • 55 Walnut Street, Winchester, CT 06098
    1/37 37
    Price Dropped by $25K

    $ 525,000

    5 Beds4 Baths5,016 SqFt

    55 Walnut Street, Winchester, CT 06098

    Single Family Home

    Listed by David Sartirana of Northwest CT Realty

  • 115 Willow Street, Winchester, CT 06098
    1/19 19
    Active

    $ 165,000

    1 Bath780 SqFt

    115 Willow Street, Winchester, CT 06098

    Commercial

    Listed by Samantha Behm of William Pitt Sotheby's Int'l

  • 244 Colebrook Road, Winchester, CT 06098
    1/14 14
    Under Contract

    $ 369,900

    4 Beds2 Baths1,531 SqFt

    244 Colebrook Road, Winchester, CT 06098

    Single Family Home

    Listed by Carol York of For Sale By Owner Connecticut

  • 174 Boyd Street, Winchester, CT 06098
    1/18 18
    Under Contract

    $ 289,000

    3 Beds1 Bath1,424 SqFt

    174 Boyd Street, Winchester, CT 06098

    Single Family Home

    Listed by Margaret Alexson of Elyse Harney Real Estate

  • 39 Baker Street, Winchester, CT 06098
    1/22 22
    Under Contract

    $ 225,000

    5 Beds2 Baths1,612 SqFt

    39 Baker Street, Winchester, CT 06098

    Multi-Family

    Listed by Christine Hunter of Hunter Real Estate, LLC

  • 77 Hubbard Street, Winchester, CT 06098
    1/8 8
    Under Contract

    $ 299,900

    6 Beds2 Baths2,699 SqFt

    77 Hubbard Street, Winchester, CT 06098

    Multi-Family

    Listed by Amy Rio of Executive Real Estate Inc.

  • 188 East Lake Street, Winchester, CT 06098
    1/11 11
    Active

    $ 2,200

    2 Beds1 Bath1,100 SqFt

    188 East Lake Street, Winchester, CT 06098

    Multi-Family

    Listed by Annie Simard of KW Legacy Partners

  • 538 Wheelers Point, Winchester, CT 06098
    1/40 40
    Price Dropped by $155K

    $ 1,699,500

    4 Beds3 Baths2,496 SqFt

    538 Wheelers Point, Winchester, CT 06098

    Single Family Home

    Listed by Karen Newton of William Pitt Sotheby's Int'l

  • 435/434 West Wakefield Boulevard, Winchester, CT 06098
    1/40 40
    Active

    $ 1,500,000

    8 Beds5 Baths5,231 SqFt

    435/434 West Wakefield Boulevard, Winchester, CT 06098

    Single Family Home

    Listed by Heidi Picard-Ramsay of Berkshire Hathaway NE Prop.

  • 431 West Wakefield Boulevard, Winchester, CT 06098
    1/40 40
    Price Dropped by $200K

    $ 2,600,000

    9 Beds6 Baths7,000 SqFt

    431 West Wakefield Boulevard, Winchester, CT 06098

    Single Family Home

    Listed by Lisa Ogren of Berkshire Hathaway NE Prop.

  • 711 West Wakefield Boulevard, Winchester, CT 06098
    1/24 24
    Active

    $ 1,500,000

    3 Beds3 Baths2,664 SqFt

    711 West Wakefield Boulevard, Winchester, CT 06098

    Single Family Home

    Listed by Peter Kores of The Washington Agency

  • 508 West Wakefield Boulevard, Winchester, CT 06098
    1/20 20
    Under Contract

    $ 1,650,000

    7 Beds4 Baths2,687 SqFt

    508 West Wakefield Boulevard, Winchester, CT 06098

    Single Family Home

    Listed by Pierre Moran of William Pitt Sotheby's Int'l

  • 354 Main Street, Winchester, CT 06098
    1/27 27
    Active

    $ 950,000

    4 Baths11,972 SqFt

    354 Main Street, Winchester, CT 06098

    Commercial

    Listed by Jordan Ostrofsky of KW Legacy Partners

  • 18-4A Taylor Brook Road, Winchester, CT 06098
    1/30 30
    Active

    $ 650,000

    3 Beds3 Baths2,135 SqFt

    18-4A Taylor Brook Road, Winchester, CT 06098

    Single Family Home

    Listed by Peter Kores of The Washington Agency

  • 129 Shore Drive, Winchester, CT 06098
    1/3 3
    Active

    $ 225,000

    0.23 Acres

    129 Shore Drive, Winchester, CT 06098

    Vacant Land

    Listed by Annie Simard of LPT Realty

  • Old Robertsville Road, Winchester, CT 06098
    1/9 9
    Active

    $ 739,900

    93.38 Acres

    Old Robertsville Road, Winchester, CT 06098

    Vacant Land

    Listed by David Sartirana of Northwest CT Realty

  • 320 White Oak Trail, Winchester, CT 06098
    1/4 4
    Price Dropped by $10K

    $ 17,999

    0.12 Acres

    320 White Oak Trail, Winchester, CT 06098

    Vacant Land

    Listed by Dillon Cass of eRealty Advisors, Inc.

  • 1
  • 2
  • 3

explore listings

  • Open House
  • Price Reduced
  • Virtual Tour
  • 3D Tour
site logo
    • Home
      About
      1. My Team
      2. About Us
      3. Contact Us
      4. Reviews
    • Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Market Snapshot
    • Sell
      1. Sell My Home
      2. Home Valuation
Real
Anthony Rivera

+1(860) 966-4365 anthony.rivera1089@gmail.com

Get My App

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.
site logo
    • Home
      About
      1. My Team
      2. About Us
      3. Contact Us
      4. Reviews
    • Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Market Snapshot
    • Sell
      1. Sell My Home
      2. Home Valuation
Real
Anthony Rivera

+1(860) 966-4365 anthony.rivera1089@gmail.com

Get My App

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.