Winsted, CT Homes

• 

  Est $418,975

  Not Listed For Sale

  323 E Wakefield Blvd, Winsted, CT 06098

  • 3 Beds
  • 2.5 Baths
  • 1,426 Sq Ft
  • Built 1989

  323 E Wakefield Blvd, Winsted, CT 06098

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Heather Crabtree RE/MAX RISE
• 

  

  

  /17

  $365,000

  $35K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,820 Sq Ft

  132 E Lake St, Winsted, CT 06098

  Welcome to East Lake Street at Highland Lake, where privacy, comfort, and lake living come together. Set back from the road on a private lot in the desirable First Bay area, this well-maintained lake-style home offers a quiet setting with seasonal lake views and refreshing breezes throughout. Offering 1,820 square feet, the home is listed as a 3-bedroom with a first-floor finished 4th room for

  Bryan Palladino Showcase Realty, Inc.

  132 E Lake St, 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 $274,542

  Last Listing Agent Jill Menard Realty One Group Cutting Edge

  115 Laurel Way, Winsted, CT 06098
• 

  Not Listed For Sale

  174 Wallens St Unit C7, Winsted, CT 06098

  • 1 Bed
  • 2 Baths
  • 1,334 Sq Ft
  • Built 2005

  174 Wallens St Unit C7, Winsted, CT 06098

  Last Sold Summary

  • 36 Days On Market

  Last Listing Agent Kirk Coates Luxe Estates, Inc
• 

  

  

  /40

  $495,000

  Under Contract

  • 4 Beds
  • 2.5 Baths
  • 3,834 Sq Ft

  293 Torringford St, Winsted, CT 06098

  Unique opportunity to own this spacious 4-bedroom Colonial set on 27 acres in Winchester, CT. Previously home to animals, this property offers endless possibilities for hobby farming, equestrian pursuits, recreation, or simply enjoying the privacy and beauty of the countryside. Ideally located directly across the street from Green Woods Country Club, you'll enjoy convenient access to golf, and

  Shawna Mucherino Coldwell Banker Realty

  293 Torringford St, 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
• 

  Est $247,310

  Not Listed For Sale

  42 Upland Rd, Winsted, CT 06098

  • 2 Beds
  • 1 Bath
  • 1,236 Sq Ft
  • Built 1891

  42 Upland Rd, Winsted, CT 06098

  Last Sold Summary

  • 71 Days On Market

  Last Listing Agent Glenn Kohrs Coldwell Banker Realty
• 

  

  /19

  $549,000

  $30K PRICE DROP

  • 11 Beds
  • 5.5 Baths
  • 5,233 Sq Ft

  150 Oak St, Winsted, CT 06098

  *PRICE REDUCTION* 150 Oak St. is a fully rented, rare, charming 1920's 5-family apartment home located in a beautiful residential neighborhood in Winsted/Winchester, CT. Old World charm with original woodwork, high ceilings, mostly hardwood floors, and hallways connecting the spacious rooms in 4 of the units -which feature 2 bedrooms and a dining room. The 5th floor is a 3-4 bedroom, 1 1/2 bath

  Pamela Silvestri Turning Point Realty, LLC

  150 Oak St, Winsted, CT 06098
• 

  $525,000

  Sold Jul 21, 2026

  736 W Wakefield Blvd, Winsted, CT 06098

  • 1 Bed
  • 1.5 Baths
  • 1,308 Sq Ft
  • Built 1913

  Last Sold Summary

  • 3% Below List Price
  • $401/SF
  • 51 Days On Market

  Current Estimated Value $532,927

  Last Listing Agent Ed Richman Lakefront Living Realty, LLC

  736 W Wakefield Blvd, Winsted, CT 06098
• 

  Est $337,755

  Not Listed For Sale

  125 E Mountain Ave, Winsted, CT 06098

  • 3 Beds
  • 2 Baths
  • 1,622 Sq Ft
  • Built 1953

  125 E Mountain Ave, Winsted, CT 06098

  Last Sold Summary

  • 39 Days On Market

  Last Listing Agent David Sartirana Northwest CT Realty
• 

  

  /27

  $179,990

  Pending

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

  111 Riverton Rd Unit 57, Winsted, CT 06098

  Move right into this well-maintained townhouse offering 2 bedrooms, 1.5 baths, and an attached garage in the desirable Riverwalk community. The spacious living room features a vaulted ceiling, fireplace, and abundant natural light, while the kitchen offers ample cabinet and counter space with sliding door access to a private deck overlooking a wooded backdrop. Upstairs you'll find two generously

  Joseph Caslin Sailpoint Property Group

  111 Riverton Rd Unit 57, 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 $210,208

  Last Listing Agent Bethany Lydem Stone Crest Realty LLC

  111 Riverton Rd Unit 61, Winsted, CT 06098
• 

  Est $295,977

  Not Listed For Sale

  103 E Mountain Ave, Winsted, CT 06098

  • 3 Beds
  • 1 Bath
  • 1,304 Sq Ft
  • Built 1955

  103 E Mountain Ave, Winsted, CT 06098

  Last Sold Summary

  • 29 Days On Market

  Last Listing Agent David Merrigan Merrigan & Lefebvre Realty
• 

  

  /38

  $679,000

  $90K PRICE DROP Pending

  • 4 Beds
  • 3.5 Baths
  • 2,265 Sq Ft

  121 W Wakefield Blvd, Winsted, CT 06098

  PRICE REDUCTION !! Discover unparalleled Highland Lake living with this exceptional 1.00-acre retreat, boasting 50 feet of direct lake frontage and a newly renovated dock/deck. Enjoy breathtaking water views from your sunroom, dining room, and multiple bedrooms within this versatile 4/5 bedroom home. A unique first-floor suite with a separate exterior entrance offers ideal flexibility as a

  Elizabeth Stockwell Coldwell Banker Realty

  121 W Wakefield Blvd, 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 $328,051

  Last Listing Agent Michelle Grant Coldwell Banker Premier Real Estate

  279 Pratt St, Winsted, CT 06098
• 

  Est $665,985

  Not Listed For Sale

  129 Forest Ave, Winsted, CT 06098

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • Built 2007

  129 Forest Ave, Winsted, CT 06098

  Last Sold Summary

  • 195 Days On Market

  Last Listing Agent Daniel Burgio William Raveis Real Estate
• 

  $255,000

  Sold May 08, 2026

  94 Holabird Ave, Winsted, CT 06098

  • 3 Beds
  • 1 Bath
  • 1,422 Sq Ft
  • Built 1942

  Last Sold Summary

  • 2% Above List Price
  • $179/SF
  • 47 Days On Market

  Current Estimated Value $255,301

  Last Listing Agent Rob Rosa Berkshire Hathaway NE Prop.

  94 Holabird Ave, Winsted, CT 06098
• 

  Est $341,826

  Not Listed For Sale

  143 Mountain Rd, Winsted, CT 06098

  • 2 Beds
  • 1 Bath
  • 1,249 Sq Ft
  • Built 1920

  143 Mountain Rd, Winsted, CT 06098

  Last Sold Summary

  • 92 Days On Market

  Last Listing Agent Don Sciarretto Berkshire Hathaway NE Prop.
• 

  $319,900

  Sold Aug 29, 2025

  389 Colebrook River Rd, Winsted, CT 06098

  • 2 Beds
  • 1.5 Baths
  • 1,034 Sq Ft
  • Built 1950

  Last Sold Summary

  • $309/SF
  • 57 Days On Market

  Last Listing Agent David Sartirana Northwest CT Realty

  389 Colebrook River Rd, Winsted, CT 06098
• 

  Est $249,863

  Not Listed For Sale

  11 Orchard St, Winsted, CT 06098

  • 3 Beds
  • 1 Bath
  • 1,759 Sq Ft
  • Built 1900

  11 Orchard St, Winsted, CT 06098

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Jonathan Gineo Silver and Oak Realty
• 

  $383,000

  Sold Sep 10, 2025

  41 Lovely St, Winsted, CT 06098

  • 5 Beds
  • 2 Baths
  • 2,531 Sq Ft
  • Built 1910

  Last Sold Summary

  • 9% Above List Price
  • $151/SF
  • 39 Days On Market

  Current Estimated Value $334,049

  Last Listing Agent Mary Mary LeBlanc Realty

  41 Lovely St, Winsted, CT 06098
• 

  Est $310,195

  Not Listed For Sale

  303 E Wakefield Blvd, Winsted, CT 06098

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1986

  303 E Wakefield Blvd, Winsted, CT 06098

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Tammy Schaller William Raveis Real Estate
• 

  $370,000

  Sold Nov 14, 2025

  166 Torringford St, Winsted, CT 06098

  • 3 Beds
  • 2 Baths
  • 2,024 Sq Ft
  • Built 1898

  Last Sold Summary

  • 3% Below List Price
  • $183/SF
  • 77 Days On Market

  Current Estimated Value $393,501

  Last Listing Agent Lana Van Valkenburgh Vision Real Estate

  166 Torringford St, Winsted, CT 06098
• 

  Est $275,606

  Not Listed For Sale

  151 Hinsdale Ave, Winsted, CT 06098

  • 3 Beds
  • 2 Baths
  • 1,634 Sq Ft
  • Built 1948

  151 Hinsdale Ave, Winsted, CT 06098

  Last Sold Summary

  • 154 Days On Market

  Last Listing Agent Sarah Isabella Glenstone Real Estate LLC
• 

  $1,200,000

  Sold Jul 07, 2026

  878 W Wakefield Blvd, Winsted, CT 06098

  • 4 Beds
  • 3 Baths
  • 3,330 Sq Ft
  • Built 1973

  Last Sold Summary

  • 20% Above List Price
  • $360/SF
  • 7 Days On Market

  Current Estimated Value $983,110

  Last Listing Agent Annie Q Simard LPT Realty

  878 W Wakefield Blvd, Winsted, CT 06098
• 

  Est $209,577

  Not Listed For Sale

  111 Riverton Rd Unit 83, Winsted, CT 06098

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

  111 Riverton Rd Unit 83, Winsted, CT 06098

  Last Sold Summary

  • 65 Days On Market

  Last Listing Agent David Sartirana Northwest CT Realty
• 

  $389,900

  Sold Nov 06, 2025

  27 Thibault Ave, Winsted, CT 06098

  • 8 Beds
  • 5 Baths
  • 7,372 Sq Ft
  • Built 1900

  Last Sold Summary

  • 3% Below List Price
  • $53/SF
  • 57 Days On Market

  Last Listing Agent Cathy Macias Northwest CT Realty

  27 Thibault Ave, Winsted, CT 06098
• 

  Est $530,626

  Not Listed For Sale

  16 Alexandria Dr, Winsted, CT 06063

  • 4 Beds
  • 2.5 Baths
  • 2,364 Sq Ft
  • Built 1989

  16 Alexandria Dr, Winsted, CT 06063

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Gina Beiser Better Homes and Gardens Real Estate Executive Real Estate
• 

  $388,000

  Sold Aug 27, 2025

  409 N Main St, Winsted, CT 06098

  • 5 Beds
  • 2 Baths
  • 2,403 Sq Ft
  • Built 1868

  Last Sold Summary

  • $161/SF
  • 70 Days On Market

  Current Estimated Value $328,363

  Last Listing Agent Christine Hunter Hunter Real Estate, LLC

  409 N Main St, Winsted, CT 06098
• 

  Est $348,533

  Not Listed For Sale

  5 Hillside Ave, Winsted, CT 06098

  • 4 Beds
  • 2 Baths
  • 2,664 Sq Ft
  • Built 1900

  5 Hillside Ave, Winsted, CT 06098

  Last Sold Summary

  • 52 Days On Market

  Last Listing Agent David Sartirana Northwest CT Realty
• 

  $288,557

  Sold Oct 29, 2025

  15 John St, Winsted, CT 06098

  • 3 Beds
  • 2 Baths
  • 1,538 Sq Ft
  • Built 1900

  Last Sold Summary

  • 3% Below List Price
  • $188/SF
  • 38 Days On Market

  Current Estimated Value $298,589

  Last Listing Agent Amanda Balaski Northwest CT Realty

  15 John St, Winsted, CT 06098
• 

  Est $234,305

  Not Listed For Sale

  36 S Main St, Winsted, CT 06098

  • 3 Beds
  • 1.5 Baths
  • 1,380 Sq Ft
  • Built 1920

  36 S Main St, Winsted, CT 06098

  Last Sold Summary

  • 73 Days On Market

  Last Listing Agent DeVante Roman eXp Realty
• 

  $235,000

  Sold Nov 24, 2025

  30 Rock St, Winsted, CT 06098

  • 4 Beds
  • 2 Baths
  • 2,299 Sq Ft
  • Built 1874

  Last Sold Summary

  • 4% Above List Price
  • $102/SF
  • 8 Days On Market

  Current Estimated Value $253,553

  Last Listing Agent Patrick Precourt Century 21 Clemens Group

  30 Rock St, Winsted, CT 06098
• 

  Est $205,710

  Not Listed For Sale

  111 Riverton Rd Unit 55, Winsted, CT 06098

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

  111 Riverton Rd Unit 55, Winsted, CT 06098

  Last Sold Summary

  • 87 Days On Market

  Last Listing Agent Suzie Larson Turning Point Realty, LLC
• 

  $368,500

  Sold Jun 16, 2026

  102 Wallens St, Winsted, CT 06098

  • 3 Beds
  • 2 Baths
  • 1,898 Sq Ft
  • Built 1905

  Last Sold Summary

  • 5% Above List Price
  • $194/SF
  • 48 Days On Market

  Current Estimated Value $365,239

  Last Listing Agent Amanda Balaski Northwest CT Realty

  102 Wallens St, Winsted, CT 06098
• 

  Est $214,015

  Not Listed For Sale

  111 Riverton Rd Unit 45, Winsted, CT 06098

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

  111 Riverton Rd Unit 45, Winsted, CT 06098

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent ROBERT SZABO Szabo Realty
• 

  $483,000

  Sold Jul 30, 2026

  71-73 Wheeler St, Winchester, CT 06098

  • 8 Beds
  • 4 Baths
  • 2,000 Sq Ft
  • Built 1900

  Last Sold Summary

  • 7% Above List Price
  • $242/SF
  • 63 Days On Market

  Last Listing Agent Ida Chaplinski The DIY Listing

  71-73 Wheeler St, Winchester, CT 06098
• 

  Est $356,973

  Not Listed For Sale

  202 Old New Hartford Rd, Winsted, CT 06098

  • 4 Beds
  • 1.5 Baths
  • 1,560 Sq Ft
  • Built 1900

  202 Old New Hartford Rd, Winsted, CT 06098

  Last Sold Summary

  • 168 Days On Market

  Last Listing Agent Barry Mackiewicz A-Gold Action Realty
• 

  $151,000

  Sold Jun 10, 2026

  35 Riveredge Dr Unit 35, Winsted, CT 06098

  • 2 Beds
  • 1.5 Baths
  • 992 Sq Ft
  • Built 1986

  Last Sold Summary

  • 8% Below List Price
  • $152/SF
  • 127 Days On Market

  Current Estimated Value $160,086

  Last Listing Agent Joanne Donne The Washington Agency

  35 Riveredge Dr Unit 35, Winsted, CT 06098
• 

  Est $425,637

  Not Listed For Sale

  173 Smith Hill Rd, Winsted, CT 06098

  • 4 Beds
  • 2 Baths
  • 1,702 Sq Ft
  • Built 1950

  173 Smith Hill Rd, Winsted, CT 06098

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent Kim Trumbull William Raveis Real Estate

Showing Results 121 - 160, Page 4 of 18