Winchester, CT Real Estate & Homes For Sale

16 homes

  • 287 Colebrook Rd, Winsted, CT 06098
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    2.02 ACRES
    Berkshire Hathaway NE Prop.
  • 522 W  Wakefield Blvd, Winsted, CT 06098
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    1 ACRE
    $800,000
    2bd
    1ba
    1,134 sqft (on 1 acre)
    522 W Wakefield Blvd,
    Winsted, CT 06098
    Showcase Realty, Inc.
  • 339 W  Wakefield Blvd, Winsted, CT 06098
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    Berkshire Hathaway NE Prop.
  • 817 E  Wakefield Blvd, Winsted, CT 06098
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    0.62 ACRES
    $399,900
    2bd
    2ba
    1,051 sqft (on 0.62 acres)
    817 E Wakefield Blvd,
    Winsted, CT 06098
    Coldwell Banker Realty
  • 843-845 Lots #10-10A, Winsted, CT 06098
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    1.18 ACRES
    Northwest CT Realty
  • Ramsgate Ln, Barkhamsted, CT 06063
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    30 ACRES
    Berkshire Hathaway NE Prop.
  • 105-107 E  Mountain Rd, Winsted, CT 06098
    0.41 ACRES
    Northwest CT Realty
  • 259 Torringford St, Winsted, CT 06098
    65.29 ACRES
    eXp Realty
  • 256 Colebrook Rd, Winsted, CT 06098
    0.92 ACRES
    Sullivan Real Estate Inc
  • 711 W  Wakefield Blvd, Winsted, CT 06098
    0.61 ACRES
    $320,000
    2bd
    1ba
    1,015 sqft (on 0.61 acres)
    711 W Wakefield Blvd,
    Winsted, CT 06098
    The Washington Agency
  • _ Norwood Rd, Winsted, CT 06098
    Houlihan Lawrence WD
  • 18-4A Taylor Brook Rd, Winsted, CT 06098
    NEW CONSTRUCTION3.46 ACRES
    $650,000
    3bd
    3ba
    2,135 sqft (on 3.46 acres)
    18-4A Taylor Brook Rd,
    Winsted, CT 06098
    The Washington Agency
  • 108 Riverton Rd, Winsted, CT 06098
    0.75 ACRES
    Candlewood Realty
  • 32 Norfolk Rd, Winsted, CT 06098
    63 ACRES
    Northwest CT Realty
  • Winchester Rd, Norfolk, CT 06058
    128.24 ACRES
    William Pitt Sotheby's Int'l
  • Winsted Norfolk Rd, Winsted, CT 06098
    131.5 ACRES
    Locust Lane Realty LLC

Homes Near Winchester, CT

We found 30 more homes matching your filters just outside Winchester

  • 217 Turnbull Rd, New Hartford, CT 06057
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    NEW - 2 HRS AGO5 ACRES
    $599,900
    5bd
    2ba
    2,784 sqft (on 5 acres)
    217 Turnbull Rd,
    New Hartford, CT 06057
    Dave Jones Realty, LLC
  • 3222 Torringford St, Torrington, CT 06790
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    NEW - 5 HRS AGO5.1 ACRES
    William Pitt Sotheby's Int'l
  • 40 Carlson Dr, New Hartford, CT 06057
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    1.01 ACRES
    $349,900
    3bd
    2ba
    1,459 sqft (on 1.01 acres)
    40 Carlson Dr,
    New Hartford, CT 06057
    The Washington Agency
  • 246 Kingsbury St, Winsted, CT 06098
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    Northwest CT Realty
  • 372 Trailsend Dr, Torrington, CT 06790
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    William Pitt Sotheby's Int'l
  • 4118 Torringford St, Torrington, CT 06790
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    OPEN SUN, 12-2PM4.6 ACRES
    $589,000
    3bd
    3ba
    2,996 sqft (on 4.60 acres)
    4118 Torringford St,
    Torrington, CT 06790
    Regency Real Estate, LLC
  • 88 Munro Pl, Winsted, CT 06098
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    COMING SOON0.25 ACRES
    $319,000
    4bd
    2ba
    2,800 sqft (on 0.25 acres)
    88 Munro Pl,
    Winsted, CT 06098
    William Raveis Real Estate
  • 195 New Hartford Rd, Barkhamsted, CT 06063
    14.97 ACRES
    Turning Point Realty, LLC
  • 404 Colebrook Rd, Colebrook, CT 06021
    7.87 ACRES
    $699,000
    3bd
    3ba
    3,860 sqft (on 7.87 acres)
    404 Colebrook Rd,
    Colebrook, CT 06021
    Berkshire Hathaway NE Prop.
  • 27 Benton St, Winsted, CT 06098
    FORECLOSURE0.43 ACRES
    $226,900
    2bd
    2ba
    1,109 sqft (on 0.43 acres)
    27 Benton St,
    Winsted, CT 06098
    A-Gold Action Realty
  • 80 John St, Winsted, CT 06098
    16.88 ACRES
    $349,999
    2bd
    2ba
    1,514 sqft (on 16.88 acres)
    80 John St,
    Winsted, CT 06098
    Dave Jones Realty, LLC
  • Address Not Disclosed, Torrington, CT 06790
    0.53 ACRES
    $310,000
    3bd
    2ba
    1,132 sqft (on 0.53 acres)
    Address Not Disclosed,
    Torrington, CT 06790
    Coldwell Banker Realty
  • 313 Cliffside Dr, Torrington, CT 06790
    William Pitt Sotheby's Int'l
  • 49 Riverton Rd, Riverton, CT 06065
    0.26 ACRES
    $295,000
    3bd
    2ba
    1,109 sqft (on 0.26 acres)
    49 Riverton Rd,
    Riverton, CT 06065
    Carol Cole Real Estate, LLC
  • 352 Ledge Dr, Torrington, CT 06790
    $189,000
    2bd
    2ba
    1,154 sqft
    352 Ledge Dr,
    Torrington, CT 06790
    William Pitt Sotheby's Int'l
  • Colebrook Rd, Colebrook, CT 06021
    1.32 ACRES
    William Pitt Sotheby's Int'l
  • 1 E  West Hill Rd, Barkhamsted, CT 06063
    NEW CONSTRUCTION7.5 ACRES
    $499,000
    3bd
    3ba
    1,700 sqft (on 7.50 acres)
    1 E West Hill Rd,
    Barkhamsted, CT 06063
    Coldwell Banker Realty
  • 411 Cardinal Cir, Torrington, CT 06790
    1.83 ACRES
    $499,000
    4bd
    3ba
    2,672 sqft (on 1.83 acres)
    411 Cardinal Cir,
    Torrington, CT 06790
    Hunter Real Estate, LLC
  • 129 Shore Dr, Winsted, CT 06098
    KW Legacy Partners
  • 238 Colebrook River Rd, Colebrook, CT 06021
    0.77 ACRES
    $409,000
    4bd
    5ba
    3,020 sqft (on 0.77 acres)
    238 Colebrook River Rd,
    Colebrook, CT 06021
    Coldwell Banker Realty
  • 265 W  Lake St, Winsted, CT 06098
    0.44 ACRES
    $770,000
    3bd
    2ba
    1,112 sqft (on 0.44 acres)
    265 W Lake St,
    Winsted, CT 06098
    William Pitt Sotheby's Int'l
  • 16 Eno Hill Rd, Colebrook, CT 06021
    2.95 ACRES
    $539,900
    3bd
    3ba
    2,746 sqft (on 2.95 acres)
    16 Eno Hill Rd,
    Colebrook, CT 06021
    Turning Point Realty, LLC
  • 30 Oaklawn Dr, Barkhamsted, CT 06063
    NEW CONSTRUCTION2 ACRES
    $649,900
    4bd
    3ba
    2,500 sqft (on 2 acres)
    30 Oaklawn Dr,
    Barkhamsted, CT 06063
    Berkshire Hathaway NE Prop.
  • 115 Old New Hartford Rd, Barkhamsted, CT 06063
    1.68 ACRES
    Berkshire Hathaway NE Prop.
  • Riverton Rd, East Hartland, CT 06027
    10.65 ACRES
    Sullivan Real Estate Inc
  • 13 Dew Rd, Barkhamsted, CT 06063
    140.57 ACRES
    Berkshire Hathaway NE Prop.
  • 408 Niles Rd, New Hartford, CT 06057
    6.58 ACRES
    Turning Point Realty, LLC
  • 142 Old North Rd, Barkhamsted, CT 06063
    116.47 ACRES
    Elyse Harney Real Estate
  • 52A Lovely St, Winsted, CT 06098
    1.39 ACRES
    Turning Point Realty, LLC
  • Winsted Norfolk Rd, Colebrook, CT 06021
    131.5 ACRES
    Locust Lane Realty LLC

Winchester, CT Real Estate Trends

Learn about the Winchester, CT housing market through trends and averages.

Affordability of Living in Winchester, CT

The median home value is $355,416
MonthMedian home value
March 2023$316k
April 2023$319k
May 2023$322k
June 2023$326k
July 2023$330k
August 2023$335k
September 2023$340k
October 2023$342k
November 2023$344k
December 2023$347k
January 2024$351k
February 2024$355k
View as a graph
Trends and affordability stats are provided by third party data sources.

Average Home Value in Winchester, CT, by Home Size

Currently, there are 1 new listing and 16 homes for sale in Winchester.
Home SizeHome Value*
2 bedrooms (3 homes)$292,823
3 bedrooms (2 homes)$369,539
4 bedrooms (See homes)$453,280
*Home value over the past month

What Locals Say about Winchester

  • Carrie P.
    "The homes have big, spacious yards, and most people are dog owners. There is not a lot of traffic on the street."
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