146

Recently Sold Winchester, CT Homes

Section Image Section Image
  • 9 Colony Dr, Winsted, CT 06098

    $350,000

    Sold May 22, 2026

    9 Colony Dr, Winsted, CT 06098

    • 3 Beds
    • 2 Baths
    • 1,582 Sq Ft
    • Built 1966

    Last Sold Summary

    • 6% Above List Price
    • $221/SF
    • 27 Days On Market

    Current Estimated Value $328,189

    Last Listing Agent David Sartirana Northwest CT Realty

    9 Colony Dr, Winsted, CT 06098
  • 147 Smith Hill Rd, Winsted, CT 06098

    $362,000

    Sold Nov 18, 2025

    147 Smith Hill Rd, Winsted, CT 06098

    • 4 Beds
    • 2 Baths
    • 1,910 Sq Ft
    • Built 1949

    Last Sold Summary

    • 6% Below List Price
    • $190/SF
    • 84 Days On Market

    Current Estimated Value $373,238

    Last Listing Agent SHARON GILSON Northwest CT Realty

    147 Smith Hill Rd, Winsted, CT 06098
  • 43 E Lake St, Winsted, CT 06098

    $920,000

    Sold Nov 17, 2025

    43 E Lake St, Winsted, CT 06098

    • 4 Beds
    • 3 Baths
    • 2,131 Sq Ft
    • Built 2002

    Last Sold Summary

    • 3% Below List Price
    • $432/SF
    • 56 Days On Market

    Current Estimated Value $930,148

    Last Listing Agent Keith Meyer Northwest CT Realty

    43 E Lake St, Winsted, CT 06098
  • 262 Holabird Ave, Winsted, CT 06098

    $365,000

    Sold May 15, 2026

    262 Holabird Ave, Winsted, CT 06098

    • 3 Beds
    • 1.5 Baths
    • 1,312 Sq Ft
    • Built 1973

    Last Sold Summary

    • 1% Above List Price
    • $278/SF
    • 11 Days On Market

    Current Estimated Value $358,535

    Last Listing Agent Mary Anne Casey D. Beckley Realty

    262 Holabird Ave, Winsted, CT 06098
  • 288 Torringford St, Winsted, CT 06098

    $460,000

    Sold Jun 20, 2025

    288 Torringford St, Winsted, CT 06098

    • 4 Beds
    • 3 Baths
    • 3,021 Sq Ft
    • Built 1875

    Last Sold Summary

    • 14% Below List Price
    • $152/SF
    • 128 Days On Market

    Current Estimated Value $466,278

    Last Listing Agent Mark Porriello RE/MAX Right Choice

    288 Torringford St, Winsted, CT 06098
  • 49 Walnut St, Winsted, CT 06098

    $305,000

    Sold Dec 22, 2025

    49 Walnut St, Winsted, CT 06098

    • 5 Beds
    • 2 Baths
    • 2,344 Sq Ft
    • Built 1824

    Last Sold Summary

    • 2% Above List Price
    • $130/SF
    • 6 Days On Market

    Current Estimated Value $302,384

    Last Listing Agent David Sartirana Northwest CT Realty

    49 Walnut St, Winsted, CT 06098
  • 171 Wallens St, Winchester, CT 06098

    $370,000

    Sold Mar 25, 2026

    171 Wallens St, Winchester, CT 06098

    • 2 Beds
    • 2 Baths
    • 1,274 Sq Ft
    • Built 1957

    Last Sold Summary

    • 3% Above List Price
    • $290/SF
    • 23 Days On Market

    Current Estimated Value $349,443

    Last Listing Agent Meagan Albert Tier 1 Real Estate

    171 Wallens St, Winchester, CT 06098
  • 39 Orchard St, Winsted, CT 06098

    $208,900

    Sold Jul 18, 2025

    39 Orchard St, Winsted, CT 06098

    • 3 Beds
    • 1.5 Baths
    • 1,200 Sq Ft
    • Built 1875

    Last Sold Summary

    • 9% Below List Price
    • $174/SF
    • 131 Days On Market

    Current Estimated Value $284,748

    Last Listing Agent Michael J Flaherty Jr Sullivan Real Estate Inc

    39 Orchard St, Winsted, CT 06098
  • 156 Shore Dr, Winsted, CT 06098

    $691,000

    Sold May 21, 2026

    156 Shore Dr, Winsted, CT 06098

    • 5 Beds
    • 1.5 Baths
    • 1,258 Sq Ft
    • Built 1930

    Last Sold Summary

    • 12% Below List Price
    • $549/SF
    • 31 Days On Market

    Current Estimated Value $779,019

    Last Listing Agent Bryan Palladino Showcase Realty, Inc.

    156 Shore Dr, Winsted, CT 06098
  • 32 Charles St, Winsted, CT 06098

    $225,000

    Sold Dec 10, 2025

    32 Charles St, Winsted, CT 06098

    • 3 Beds
    • 1 Bath
    • 1,044 Sq Ft
    • Built 1953

    Last Sold Summary

    • 2% Below List Price
    • $216/SF
    • 41 Days On Market

    Current Estimated Value $233,674

    Last Listing Agent David Sartirana Northwest CT Realty

    32 Charles St, Winsted, CT 06098
  • 174 Boyd St, Winsted, CT 06098

    $280,000

    Sold Jun 16, 2025

    174 Boyd St, Winsted, CT 06098

    • 3 Beds
    • 1 Bath
    • 1,424 Sq Ft
    • Built 1900

    Last Sold Summary

    • 8% Below List Price
    • $197/SF
    • 110 Days On Market

    Current Estimated Value $279,363

    Last Listing Agent Margaret Alexson Elyse Harney Real Estate

    174 Boyd St, Winsted, CT 06098
  • 331 Colebrook Rd, Winsted, CT 06098

    $300,000

    Sold Nov 07, 2025

    331 Colebrook Rd, Winsted, CT 06098

    • 2 Beds
    • 1.5 Baths
    • 1,323 Sq Ft
    • Built 1940

    Last Sold Summary

    • 7% Above List Price
    • $227/SF
    • 25 Days On Market

    Current Estimated Value $298,968

    Last Listing Agent Alison Malkin Essentia Realty

    331 Colebrook Rd, Winsted, CT 06098
  • 704 W Wakefield Blvd, Winsted, CT 06098

    $495,000

    Sold Jun 09, 2025

    704 W Wakefield Blvd, Winsted, CT 06098

    • 2 Beds
    • 2 Baths
    • 754 Sq Ft
    • Built 1911

    Last Sold Summary

    • 6% Above List Price
    • $656/SF
    • 4 Days On Market

    Current Estimated Value $470,769

    Last Listing Agent KAREN NEWTON William Pitt Sotheby's Int'l

    704 W Wakefield Blvd, Winsted, CT 06098
  • 230 E Wakefield Blvd, Winsted, CT 06098

    $300,000

    Sold May 11, 2026

    230 E Wakefield Blvd, Winsted, CT 06098

    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft
    • Built 1978

    Last Sold Summary

    • 6% Below List Price
    • $195/SF
    • 109 Days On Market

    Current Estimated Value $310,531

    Last Listing Agent Peter D'Addeo Commercial Services Realty

    230 E Wakefield Blvd, Winsted, CT 06098
  • 48 Bridge St, Winsted, CT 06098

    $27,000

    Sold Apr 10, 2026

    48 Bridge St, Winsted, CT 06098

    • Land
    • 6,534 Sq Ft
    • $180,000 per Acre

    Last Sold Summary

    • 13% Above List Price
    • 359 Days On Market

    Current Estimated Value $166,000

    Last Listing Agent David Sartirana Northwest CT Realty

    48 Bridge St, Winsted, CT 06098
  • 722 Lake Dr, Winsted, CT 06098

    $1,200,000

    Sold May 20, 2026

    722 Lake Dr, Winsted, CT 06098

    • 3 Beds
    • 2.5 Baths
    • 1,556 Sq Ft
    • Built 2014

    Last Sold Summary

    • $771/SF
    • 1 Day On Market

    Current Estimated Value $1,189,476

    Last Listing Agent Joanne Donne The Washington Agency

    722 Lake Dr, Winsted, CT 06098
  • 266 Perch Rock Trail, Winsted, CT 06098

    $800,000

    Sold Aug 04, 2025

    266 Perch Rock Trail, Winsted, CT 06098

    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft
    • Built 1928

    Last Sold Summary

    • 7% Above List Price
    • $538/SF
    • 0 Days On Market

    Current Estimated Value $818,355

    Last Listing Agent Laurie Murray KW Legacy Partners

    266 Perch Rock Trail, Winsted, CT 06098
  • 174 Wallens St Unit H1, Winsted, CT 06098

    $227,500

    Sold Nov 20, 2025

    174 Wallens St Unit H1, Winsted, CT 06098

    • 1 Bed
    • 2 Baths
    • 1,334 Sq Ft
    • Built 2007

    Last Sold Summary

    • 3% Below List Price
    • $171/SF
    • 91 Days On Market

    Last Listing Agent Kim D'Andrea William Pitt Sotheby's Int'l

    174 Wallens St Unit H1, Winsted, CT 06098
  • 151 Losaw Rd, Winsted, CT 06098

    $690,000

    Sold Feb 06, 2026

    151 Losaw Rd, Winsted, CT 06098

    • 5 Beds
    • 2.5 Baths
    • 2,950 Sq Ft
    • Built 2007

    Last Sold Summary

    • 14% Below List Price
    • $234/SF
    • 164 Days On Market

    Current Estimated Value $693,841

    Last Listing Agent Breanna Goebel Compass Connecticut, LLC

    151 Losaw Rd, Winsted, CT 06098
  • 12 Cherry St, Winsted, CT 06098

    $277,000

    Sold Oct 09, 2025

    12 Cherry St, Winsted, CT 06098

    • 4 Beds
    • 1 Bath
    • 1,492 Sq Ft
    • Built 1800

    Last Sold Summary

    • 4% Below List Price
    • $186/SF
    • 54 Days On Market

    Current Estimated Value $283,046

    Last Listing Agent Susan MCGHEE The Washington Agency

    12 Cherry St, Winsted, CT 06098
  • 106 Rockwell St, Winsted, CT 06098

    $230,000

    Sold Mar 18, 2026

    106 Rockwell St, Winsted, CT 06098

    • 6 Beds
    • 3 Baths
    • 1,874 Sq Ft
    • Built 1850

    Last Sold Summary

    • 23% Below List Price
    • $123/SF
    • 23 Days On Market

    Current Estimated Value $229,859

    Last Listing Agent Dawn Rousseau Showcase Realty, Inc.

    106 Rockwell St, Winsted, CT 06098
  • 39 Baker St, Winsted, CT 06098

    $225,000

    Sold Jul 03, 2025

    39 Baker St, Winsted, CT 06098

    • 5 Beds
    • 2 Baths
    • 1,612 Sq Ft
    • Built 1900

    Last Sold Summary

    • $140/SF
    • 166 Days On Market

    Current Estimated Value $224,228

    Last Listing Agent Christine Hunter Hunter Real Estate, LLC

    39 Baker St, Winsted, CT 06098
  • 508 W Wakefield Blvd, Winsted, CT 06098

    $1,575,000

    Sold Jun 30, 2025

    508 W Wakefield Blvd, Winsted, CT 06098

    • 7 Beds
    • 4 Baths
    • 2,687 Sq Ft
    • Built 1890

    Last Sold Summary

    • 5% Below List Price
    • $586/SF
    • 316 Days On Market

    Current Estimated Value $1,576,076

    Last Listing Agent Pierre Moran William Pitt Sotheby's Int'l

    508 W Wakefield Blvd, Winsted, CT 06098
  • 187 Torringford St, Winsted, CT 06098

    $360,000

    Sold Feb 25, 2026

    187 Torringford St, Winsted, CT 06098

    • 4 Beds
    • 1.5 Baths
    • 2,365 Sq Ft
    • Built 1800

    Last Sold Summary

    • 16% Below List Price
    • $152/SF
    • 109 Days On Market

    Current Estimated Value $371,126

    Last Listing Agent Jessica Washington William Raveis Real Estate

    187 Torringford St, Winsted, CT 06098
  • 25 Center St, Winsted, CT 06098

    $315,000

    Sold Apr 09, 2026

    25 Center St, Winsted, CT 06098

    • 3 Beds
    • 2.5 Baths
    • 2,754 Sq Ft
    • Built 1860

    Last Sold Summary

    • 2% Below List Price
    • $114/SF
    • 175 Days On Market

    Last Listing Agent Tony Goia The Washington Agency

    25 Center St, Winsted, CT 06098
  • 155 Rockwell St, Winsted, CT 06098

    $151,000

    Sold Feb 20, 2026

    155 Rockwell St, Winsted, CT 06098

    • 3 Beds
    • 1 Bath
    • 1,317 Sq Ft
    • Built 1953

    Last Sold Summary

    • 5% Below List Price
    • $115/SF
    • 11 Days On Market

    Current Estimated Value $188,255

    Last Listing Agent Joseph Caslin Sailpoint Property Group

    155 Rockwell St, Winsted, CT 06098
  • 39 Colony Dr, Winsted, CT 06098

    $279,900

    Sold Sep 12, 2025

    39 Colony Dr, Winsted, CT 06098

    • 3 Beds
    • 1 Bath
    • 1,183 Sq Ft
    • Built 1969

    Last Sold Summary

    • $237/SF
    • 65 Days On Market

    Current Estimated Value $287,551

    Last Listing Agent Alison Behlman Tier 1 Real Estate

    39 Colony Dr, Winsted, CT 06098
  • 107 Old Rd N, Winchester, CT 06098

    $320,000

    Sold Sep 03, 2025

    107 Old Rd N, Winchester, CT 06098

    • 3 Beds
    • 2 Baths
    • 1,616 Sq Ft
    • Built 1973

    Last Sold Summary

    • 2% Above List Price
    • $198/SF
    • 24 Days On Market

    Last Listing Agent Jill Rubino Century 21 AllPoints Realty

    107 Old Rd N, Winchester, CT 06098
  • 62 Fruit St Unit 64, Winsted, CT 06098

    $326,000

    Sold Oct 31, 2025

    62 Fruit St Unit 64, Winsted, CT 06098

    • 6 Beds
    • 2 Baths
    • 3,078 Sq Ft
    • Built 1902

    Last Sold Summary

    • $106/SF
    • 13 Days On Market

    Current Estimated Value $297,466

    Last Listing Agent Antonio De La Cruz Eagle Eye Realty PLLC

    62 Fruit St Unit 64, Winsted, CT 06098
  • 226 E Wakefield Blvd, Winsted, CT 06098

    $380,000

    Sold Sep 17, 2025

    226 E Wakefield Blvd, Winsted, CT 06098

    • 3 Beds
    • 1.5 Baths
    • 1,196 Sq Ft
    • Built 1974

    Last Sold Summary

    • 3% Above List Price
    • $318/SF
    • 38 Days On Market

    Current Estimated Value $378,003

    Last Listing Agent Pascale Nejaime William Pitt Sotheby's Int'l

    226 E Wakefield Blvd, Winsted, CT 06098
  • 148 Danbury Quarter Rd, Winchester, CT 06098

    $320,000

    Sold Feb 17, 2026

    148 Danbury Quarter Rd, Winchester, CT 06098

    • 4 Beds
    • 2 Baths
    • 1,999 Sq Ft
    • Built 1800

    Last Sold Summary

    • 6% Below List Price
    • $160/SF
    • 86 Days On Market

    Current Estimated Value $322,975

    Last Listing Agent Susan MCGHEE The Washington Agency

    148 Danbury Quarter Rd, Winchester, CT 06098
  • 343 W Wakefield Blvd, Winsted, CT 06098

    $236,434

    Sold Aug 25, 2025

    343 W Wakefield Blvd, Winsted, CT 06098

    • 2 Beds
    • 1 Bath
    • 674 Sq Ft
    • Built 1923

    Last Sold Summary

    • 15% Below List Price
    • $351/SF
    • 40 Days On Market

    Current Estimated Value $262,964

    Last Listing Agent Patrick Precourt Meridian Realty Group LLC

    343 W Wakefield Blvd, Winsted, CT 06098
  • 131 Willow St, Winsted, CT 06098

    $293,000

    Sold Oct 30, 2025

    131 Willow St, Winsted, CT 06098

    • 6 Beds
    • 2 Baths
    • 2,160 Sq Ft
    • Built 1900

    Last Sold Summary

    • 2% Below List Price
    • $136/SF
    • 83 Days On Market

    Last Listing Agent Amanda Balaski Northwest CT Realty

    131 Willow St, Winsted, CT 06098
  • 17 Adams St, Winsted, CT 06098

    $315,000

    Sold Sep 29, 2025

    17 Adams St, Winsted, CT 06098

    • 3 Beds
    • 1.5 Baths
    • 1,747 Sq Ft
    • Built 1900

    Last Sold Summary

    • 5% Above List Price
    • $180/SF
    • 85 Days On Market

    Current Estimated Value $310,769

    Last Listing Agent Michelle Grant Coldwell Banker Premier Real Estate

    17 Adams St, Winsted, CT 06098
  • 22 Curtice St, Winsted, CT 06098

    $243,000

    Sold Nov 17, 2025

    22 Curtice St, Winsted, CT 06098

    • 3 Beds
    • 1 Bath
    • 1,334 Sq Ft
    • Built 1900

    Last Sold Summary

    • $182/SF
    • 33 Days On Market

    Current Estimated Value $243,963

    Last Listing Agent Terence Dominick Exceptional Real Estate LLC

    22 Curtice St, Winsted, CT 06098
  • 115 Laurel Way, Winsted, CT 06098

    $261,000

    Sold Oct 17, 2025

    115 Laurel Way, Winsted, CT 06098

    • 1 Bed
    • 1 Bath
    • 604 Sq Ft
    • Built 1940

    Last Sold Summary

    • 4% Above List Price
    • $432/SF
    • 9 Days On Market

    Current Estimated Value $254,930

    Last Listing Agent Jill Menard Realty One Group Cutting Edge

    115 Laurel Way, Winsted, CT 06098
  • 174 Wallens St Unit D3, Winsted, CT 06098

    $260,000

    Sold Sep 05, 2025

    174 Wallens St Unit D3, Winsted, CT 06098

    • 2 Beds
    • 2 Baths
    • 1,352 Sq Ft
    • Built 2005

    Last Sold Summary

    • 6% Above List Price
    • $192/SF
    • 1 Day On Market

    Last Listing Agent Mary New Berkshire Hathaway NE Prop.

    174 Wallens St Unit D3, Winsted, CT 06098
  • 111 Riverton Rd Unit 61, Winsted, CT 06098

    $194,900

    Sold Dec 08, 2025

    111 Riverton Rd Unit 61, Winsted, CT 06098

    • 2 Beds
    • 1.5 Baths
    • 1,204 Sq Ft
    • Built 1987

    Last Sold Summary

    • 5% Below List Price
    • $162/SF
    • 61 Days On Market

    Current Estimated Value $194,633

    Last Listing Agent Bethany Lydem Stone Crest Realty LLC

    111 Riverton Rd Unit 61, Winsted, CT 06098
  • 279 Pratt St, Winsted, CT 06098

    $290,000

    Sold Aug 28, 2025

    279 Pratt St, Winsted, CT 06098

    • 4 Beds
    • 1 Bath
    • 1,978 Sq Ft
    • Built 1880

    Last Sold Summary

    • 24% Below List Price
    • $147/SF
    • 49 Days On Market

    Current Estimated Value $305,571

    Last Listing Agent Michelle Grant Coldwell Banker Premier Real Estate

    279 Pratt St, Winsted, CT 06098
  • 102 Hollow Hill Rd, Winsted, CT 06098

    $639,000

    Sold Jul 31, 2025

    102 Hollow Hill Rd, Winsted, CT 06098

    • 3 Beds
    • 2.5 Baths
    • 2,692 Sq Ft
    • Built 2004

    Last Sold Summary

    • 8% Above List Price
    • $237/SF
    • 49 Days On Market

    Current Estimated Value $645,800

    Last Listing Agent Dawn Rousseau Showcase Realty, Inc.

    102 Hollow Hill Rd, Winsted, CT 06098

Showing Results 1 - 40, Page 1 of 4

Frequently Asked Questions

What is the average home price in Winchester, CT?
Homes for sale in Winchester, CT have an average home price of $347,425.
What is the average time to sell a house in Winchester, CT?
The houses for sale in Winchester, CT spend an average of 50 days on the market.
What is the number of active homes for sale in Winchester, CT?
There are 0 active homes for sale in Winchester, CT.
How many homes have sold over the last 12 months in Winchester, CT?
4 homes have sold in Winchester, CT over the last 12 months.

Home Prices in Winchester, CT

Home Price Trends

Median Sale Price
$345,000
Median Single Family Sale Price
$345,000
Median 2 Bedroom Sale Price
$370,000
Average Price Per Sq Ft
$248
Number of Homes for Sale
0
Last 12 months Home Sales
4
Months of Supply
0.00
Median List Price
$349,900
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
-10%
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