Homes in ZIP Code 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 $827,139

  Last Listing Agent Laurie Murray KW Legacy Partners

  266 Perch Rock Trail, Winsted, CT 06098
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• 

  Est $758,029 Not Listed For Sale

  404 Colebrook Rd, Colebrook, CT 06021

  • 3 Beds
  • 2.5 Baths
  • 3,860 Sq Ft
  • Built 1989

  404 Colebrook Rd, Colebrook, CT 06021

  Last Sold Summary

  • 10% Above List Price
  • $178/SF
  • 22 Days On Market

  Last Sold Price $687,000

  Last Listing Agent Lori Meyerson Coldwell Banker Realty
• 

  

  

  /40

  $549,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,745 Sq Ft

  106A Pinney St, Colebrook, CT 06021

  Nature Lover's Retreat on 26 Acres!!! Tucked away on 26.12 private acres, this contemporary Cape offers peace, privacy, and a deep connection to nature. A long, winding driveway leads to this stunning home featuring soaring ceilings and dramatic two-story windows that fill the living room with natural light. The open layout includes a warm wood stove, first-floor laundry, and two comfortable

  Kelly Sullivan Sullivan Real Estate Inc

  106A Pinney St, Colebrook, CT 06021
• 

  $269,000 Sold May 05, 2025

  39 Finn St, Winsted, CT 06098

  • 3 Beds
  • 1 Bath
  • 1,175 Sq Ft
  • Built 1880

  Last Sold Summary

  • $229/SF
  • 35 Days On Market

  Current Estimated Value $264,242

  Last Listing Agent Christine Hunter Hunter Real Estate, LLC

  39 Finn St, Winsted, CT 06098
• 

  Est $206,693 Not Listed For Sale

  14 Pine Rd, Colebrook, CT 06021

  • 4 Beds
  • Built 1998

  14 Pine Rd, Colebrook, CT 06021

  Last Sold Summary

  • 9% Above List Price
  • $54/SF
  • 43 Days On Market

  Last Sold Price $190,000

  Last Listing Agent LAURA BARTLETT Northwest CT Realty
• 

  /2

  $370,000 Open Sun 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,715 Sq Ft

  351 Platt Hill Rd, Winsted, CT 06098

  Summer is coming-be ready for it at 351 Platt Hill Road! Tucked away in a scenic setting yet only 1 mile from Highland Lake, this 3-bedroom, 2-bath home is the perfect year-round retreat or weekend getaway. Leave the stairs behind and enjoy true one-level living. The floor plan is designed for easy flow, featuring a primary suite and two additional bedrooms on the main floor. The surprise factor

  Valerie Nash KW Legacy Partners

  351 Platt Hill Rd, Winsted, CT 06098
• 

  $220,000 Sold Apr 24, 2025

  830 Main St, Winsted, CT 06098

  • 5 Beds
  • 4 Baths
  • 3,115 Sq Ft
  • Built 1900

  Last Sold Summary

  • 2% Below List Price
  • $71/SF
  • 14 Days On Market

  Current Estimated Value $223,463

  Last Listing Agent Michelle Grant Coldwell Banker Premier Real Estate

  830 Main St, Winsted, CT 06098
• 

  Est $362,159 Not Listed For Sale

  268 Smith Hill Rd, Colebrook, CT 06021

  • 2 Beds
  • 2 Baths
  • 1,635 Sq Ft
  • Built 1955

  268 Smith Hill Rd, Colebrook, CT 06021

  Last Sold Summary

  • 11% Above List Price
  • $199/SF
  • 122 Days On Market

  Last Sold Price $324,900

  Last Listing Agent David Sartirana Northwest CT Realty
• 

  

  /12

  $314,000

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

  230 E Wakefield Blvd, Winsted, CT 06098

  This Highland Lake house is in great condition, remodeled 4 years ago. Lower level has a separate entrance and was revamped with large living room and full bathroom. Walk to the Association beach in 5 mins.

  Peter D'Addeo Commercial Services Realty

  230 E Wakefield Blvd, 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
• 

  Est $120,303 Not Listed For Sale

  11 Gibbs St Unit 6, Winsted, CT 06098

  • 1 Bed
  • 1 Bath
  • 570 Sq Ft
  • Built 1985

  11 Gibbs St Unit 6, Winsted, CT 06098

  Last Sold Summary

  • 29% Above List Price
  • $163/SF
  • 62 Days On Market

  Last Sold Price $93,000

  Last Listing Agent Amanda Cole Carol Cole Real Estate, LLC
• 

  

  /40

  $299,900 Pending

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

  106 Rockwell St, Winsted, CT 06098

  Looking to expand your investment portfolio-or live nearly rent-free while building one? This rare 3-family opportunity checks all the boxes! Hard to come by, this multi-family property features long-term, reliable tenants plus a vacant unit ready for an owner-occupant or a new rental. The lower level offers a comfortable 1-bedroom unit with walk-out patio. The main (2nd) level features 2

  Dawn Rousseau Showcase Realty, Inc.

  106 Rockwell St, Winsted, CT 06098
• 

  $190,000 Sold May 15, 2025

  154 Wallens St, Winsted, CT 06098

  • 4 Beds
  • 2 Baths
  • 1,848 Sq Ft
  • Built 1905

  Last Sold Summary

  • 13% Below List Price
  • $103/SF
  • 20 Days On Market

  Current Estimated Value $196,050

  Last Listing Agent Adam Devine Dorrance Realty

  154 Wallens St, Winsted, CT 06098
• 

  Est $119,748 Not Listed For Sale

  11 Gibbs St Unit 4, Winsted, CT 06098

  • 1 Bed
  • 1 Bath
  • 570 Sq Ft
  • Built 1985

  11 Gibbs St Unit 4, Winsted, CT 06098

  Last Sold Summary

  • 50% Above List Price
  • $140/SF
  • 8 Days On Market

  Last Sold Price $80,000

  Last Listing Agent Susan Belmonte Coldwell Banker Realty
• 

  

  /17

  $319,900 Under Contract

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

  25 Center St, Winsted, CT 06098

  Don't miss this unique opportunity to own a multi family residential property and an office space! (Owner currently has permission from the town to create a 2nd residential unit on the first floor) - will have 2.5 baths when completed. Great central location close to all amenities that Winsted has to offer including restaurants, parks, college, public transportation and shopping. First floor

  Tony Goia The Washington Agency

  25 Center St, 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 $744,232

  Last Listing Agent Breanna Goebel Compass Connecticut, LLC

  151 Losaw Rd, Winsted, CT 06098
• 

  Est $299,327 Not Listed For Sale

  28 Maloney Ct, Winsted, CT 06098

  • 3 Beds
  • 2 Baths
  • 1,485 Sq Ft
  • Built 1940

  28 Maloney Ct, Winsted, CT 06098

  Last Sold Summary

  • 11% Above List Price
  • $182/SF
  • 59 Days On Market

  Last Sold Price $270,000

  Last Listing Agent Beth Cantor Coldwell Banker
• 

  

  /15

  $980,000

  • 3 Beds
  • 1.5 Baths
  • 1,443 Sq Ft

  11 Shantry Rd, Colebrook, CT 06021

  Unique property with 149+/- acres, open meadow, abundant standing softwoods and hardwoods, old logging roads, hiking trails, a brook and frontage on 3 roads. House is in need of TLC or tear down and rebuild your dream house, many outbuildings include chicken coop, large livestock barn and sheds. Property is unique and will need work but possibilities are endless.

  LAURA BARTLETT Northwest CT Realty

  11 Shantry Rd, Colebrook, CT 06021
• 

  $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 $284,420

  Last Listing Agent Susan MCGHEE The Washington Agency

  12 Cherry St, Winsted, CT 06098
• 

  Est $343,495 Not Listed For Sale

  103 Shore Dr, Winsted, CT 06098

  • 3 Beds
  • 1 Bath
  • 920 Sq Ft
  • Built 1942

  103 Shore Dr, Winsted, CT 06098

  Last Sold Summary

  • 4% Above List Price
  • $359/SF
  • 19 Days On Market

  Last Sold Price $330,000

  Last Listing Agent Kathryn Ekstrom Haynes Real Estate Services
• 

  

  /8

  $389,000

  • Land
  • 20.87 Acres
  • $18,639 per Acre

  7 Stadler Heights, Winsted, CT 06098

  Welcome, You be the first, to come and conquer this land here in Winchester, Connecticut. There are 20.87 acres of virgin land. Come and build, do what you do best, you can have Peace and Privacy!!! There are no sidewalks, no streets that drive through. You are 40 minutes from multiple private schools. 16 minutes from Charlotte Hungerford Hospital. 1 hour from Tweed Airport New Haven. 39

  Hector Ortiz KW Legacy Partners

  7 Stadler Heights, Winsted, CT 06098
• 

  $160,000 Sold Apr 29, 2025

  14 Riveredge Dr Unit 14, Winsted, CT 06098

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

  Last Sold Summary

  • $161/SF
  • 0 Days On Market

  Current Estimated Value $160,952

  Last Listing Agent Maria Smith KW Legacy Partners

  14 Riveredge Dr Unit 14, Winsted, CT 06098
• 

  Est $304,289 Not Listed For Sale

  139 Boyd St, Winsted, CT 06098

  • 4 Beds
  • 2 Baths
  • 2,104 Sq Ft
  • Built 1885

  139 Boyd St, Winsted, CT 06098

  Last Sold Summary

  • 29% Above List Price
  • $112/SF
  • 29 Days On Market

  Last Sold Price $235,000

  Last Listing Agent Mary Mary LeBlanc Realty
• 

  

  /34

  $749,900

  • 7 Beds
  • 3 Baths
  • 3,486 Sq Ft

  39 S Main St, Winsted, CT 06098

  THREE PROPERTIES ONE PRICE!!! Includes single family, multi family & additional lot totaling 4.36 acres. 1. 3500 sq ft 2 family home featuring 1800's architecture including massive period correct windows, wrap around porch, beautiful stone foundation, and detached 2 car garage. 5 bed, 2 1/2 bath main house with 2 bed, 1 bath attic apartment, freshly updated. Brand new whole house natural gas

  Ryan Horvay Smith & DeGroat Real Estate

  39 S Main St, Winsted, CT 06098
• 

  $240,000 Sold Jun 12, 2025

  43 Flagg Hill Rd, Colebrook, CT 06021

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft
  • Built 1985

  Last Sold Summary

  • 11% Below List Price
  • $375/SF
  • 24 Days On Market

  Current Estimated Value $243,338

  Last Listing Agent Geraldine Mattera Luxe Realty LLC

  43 Flagg Hill Rd, Colebrook, CT 06021
• 

  Not Listed For Sale

  174 Wallens St Unit D2, Winsted, CT 06098

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

  174 Wallens St Unit D2, Winsted, CT 06098

  Last Sold Summary

  • 6% Above List Price
  • $166/SF
  • 39 Days On Market

  Last Sold Price $225,000

  Last Listing Agent Ashley Church Turning Point Realty, LLC
• 

  

  /5

  $158,000

  • Land
  • 1.18 Acres
  • $133,898 per Acre

  843-845 (lots - 10A, E Wakefield Blvd, Winchester, CT 06098

  1.18 Acre ,Approximately 201 Ft Road fro . ntage )Lightly wooded E. Wakefield Blvd. lot located at the end of 3rd Bay . Panoramic view overlooking the length or lake. Survey , Zoning HL regulations and Deed are available , and Access is also available off E. Mtn Road . Survey shows Town of Winchester parcel with warterfront access Rare opportunity to build your dream home . , SELLER WILL

  David D'Amore Northwest CT Realty

  843-845 (lots - 10A, E Wakefield Blvd, Winchester, 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 $225,928

  Last Listing Agent Christine Hunter Hunter Real Estate, LLC

  39 Baker St, Winsted, CT 06098
• 

  Not Listed For Sale

  174 Wallens St Unit D1, Winsted, CT 06098

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

  174 Wallens St Unit D1, Winsted, CT 06098

  Last Sold Summary

  • 17% Above List Price
  • $154/SF
  • 51 Days On Market

  Last Sold Price $205,000

  Last Listing Agent Steve Pener William Pitt
• 

  

  /31

  $164,000 Under Contract

  • 2 Beds
  • 1.5 Baths
  • 992 Sq Ft

  35 Riveredge Dr Unit 35, Winsted, CT 06098

  Charming Riverview Townhouse with Patio Enjoy easy living in this well-located two-bedroom townhouse set on a slab and overlooking the river. The main level features a living room, dining room, and functional kitchen, perfect for everyday comfort and entertaining. Sliding glass doors lead to a private patio where you can relax and enjoy the peaceful water views. Upstairs offers two comfortable

  Joanne Donne The Washington Agency

  35 Riveredge Dr Unit 35, Winsted, CT 06098
• 

  $45,000 Sold May 09, 2025

  269 Walnut St, Winsted, CT 06098

  • Land
  • 0.5 Acre
  • $90,000 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 72 Days On Market

  Last Listing Agent David Sartirana Northwest CT Realty

  269 Walnut St, Winsted, CT 06098
• 

  Not Listed For Sale

  174 Wallens St Unit C3, Winsted, CT 06098

  • 2 Beds
  • 2.5 Baths
  • 1,946 Sq Ft
  • Built 2005

  174 Wallens St Unit C3, Winsted, CT 06098

  Last Sold Summary

  • 14% Above List Price
  • $128/SF
  • 9 Days On Market

  Last Sold Price $250,000

  Last Listing Agent Amanda Balaski Northwest CT Realty
• 

  /2

  $39,900 Pending

  • Land
  • 0.92 Acre
  • $43,370 per Acre

  256 Colebrook Rd, Winchester Center, CT 06098

  Just under an acre of land and over 100 feet of road frontage available on Colebrook Road!

  Austin Brochu Sullivan Real Estate Inc

  256 Colebrook Rd, Winchester Center, CT 06098
• 

  $380,000 Sold Mar 17, 2025

  238 Colebrook River Rd, Colebrook, CT 06021

  • 4 Beds
  • 5 Baths
  • 3,020 Sq Ft
  • Built 1974

  Last Sold Summary

  • 13% Below List Price
  • $126/SF
  • 410 Days On Market

  Current Estimated Value $415,630

  Last Listing Agent Tracy Gallagher Coldwell Banker Realty

  238 Colebrook River Rd, Colebrook, CT 06021
• 

  Est $274,997 Not Listed For Sale

  17 Colony Dr, Winsted, CT 06098

  • 3 Beds
  • 1.5 Baths
  • 1,040 Sq Ft
  • Built 1965

  17 Colony Dr, Winsted, CT 06098

  Last Sold Summary

  • 11% Above List Price
  • $238/SF
  • 72 Days On Market

  Last Sold Price $247,000

  Last Listing Agent David Sartirana Northwest CT Realty
• 

  

  /38

  $395,000

  • 3 Beds
  • 1.5 Baths
  • 1,909 Sq Ft

  720 Main St, Winsted, CT 06098

  Prime Mixed-Use Opportunity in Downtown Winsted! High-visibility two-story building located on bustling Main Street, most recently home to "JT's Cafe," and previously known as "The Winning Ticket Cafe." The first-floor commercial space includes features such as an existing kitchen area with oven range vents, fridge, bathroom, and open seating area. Great potential for a new restaurant, cafe,

  Ryan Marconi The Washington Agency

  720 Main St, 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 $1,616,424

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

  508 W Wakefield Blvd, Winsted, CT 06098
• 

  Est $282,107 Not Listed For Sale

  159 Pratt St, Winsted, CT 06098

  • 3 Beds
  • 2 Baths
  • 1,176 Sq Ft
  • Built 1900

  159 Pratt St, Winsted, CT 06098

  Last Sold Summary

  • 19% Above List Price
  • $201/SF
  • 11 Days On Market

  Last Sold Price $236,500

  Last Listing Agent Cindy Breckheimer Forever Homes Real Estate LLC
• 

  

  /3

  $49,900

  • Land
  • 1.91 Acres
  • $26,126 per Acre

  50 Pine Rd, Colebrook, CT 06098

  This spacious 1.91-acre lot is located in the rural surroundings of Colebrook, offering the perfect setting for building your home. With 380 feet of road frontage, this property provides easy access and ample space for construction. Whether you're looking for a peaceful retreat or a place to build a home, this land offers plenty of possibilities. Testing will need to be redone

  Austin Brochu Sullivan Real Estate Inc

  50 Pine Rd, Colebrook, 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 $396,977

  Last Listing Agent Jessica Washington William Raveis Real Estate

  187 Torringford St, Winsted, CT 06098

Showing Results 41 - 80, Page 2 of 18