Homes in ZIP Code 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 $280,043

  Last Listing Agent Dawn Rousseau Showcase Realty, Inc.

  106 Rockwell St, Winsted, CT 06098
• 

  Est $281,174 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

  • 14% Above List Price
  • $238/SF
  • 72 Days On Market

  Last Sold Price $247,000

  Last Listing Agent David Sartirana Northwest CT Realty
• 

  

  

  /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 CONSIDER

  David D'Amore Northwest CT Realty

  843-845 (lots - 10A, E Wakefield Blvd, Winchester, 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 $239,149

  Last Listing Agent Geraldine Mattera Luxe Realty LLC

  43 Flagg Hill Rd, Colebrook, CT 06021
• 

  Est $258,697 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

  • 9% Above List Price
  • $201/SF
  • 11 Days On Market

  Last Sold Price $236,500

  Last Listing Agent Cindy Breckheimer Forever Homes Real Estate LLC
• 

  

  /30

  $159,500

  • 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
• 

  $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 $230,314

  Last Listing Agent Christine Hunter Hunter Real Estate, LLC

  39 Baker St, Winsted, CT 06098
• 

  Est $234,635 Not Listed For Sale

  17 Front St, Winsted, CT 06098

  • 4 Beds
  • 1.5 Baths
  • 1,600 Sq Ft
  • Built 1915

  17 Front St, Winsted, CT 06098

  Last Sold Summary

  • 152% Above List Price
  • $58/SF
  • 20 Days On Market

  Last Sold Price $93,000

  Last Listing Agent David Sartirana Northwest CT Realty
• 

  

  /29

  $359,900

  • 3 Beds
  • 1.5 Baths
  • 1,600 Sq Ft

  1 Hamill Dr, Winsted, CT 06098

  Step into luxury in this nicely updated 3-bedroom raised ranch, perfectly positioned on a quiet cul-de-sac. The interior shines with hardwood floors and a designer kitchen boasting new custom cabinetry, quartz countertops and stainless-steel appliances. Lower level is completely finished featuring a large family room with natural gas stove. Enjoy maintenance-free living with a newer roof (less

  Paul Duh Realty ONE Group Connect

  1 Hamill Dr, 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

  319 Taylor Brook Rd, Winsted, CT 06098

  • 4 Beds
  • 2.5 Baths
  • 2,969 Sq Ft
  • Built 1990

  319 Taylor Brook Rd, Winsted, CT 06098

  Last Sold Summary

  • 6% Below List Price
  • $158/SF
  • 4 Days On Market

  Last Sold Price $470,000

  Last Listing Agent Heidi Picard-Ramsay Berkshire Hathaway Home Services
• 

  

  /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 $1,649,034

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

  508 W Wakefield Blvd, Winsted, CT 06098
• 

  Est $267,167 Not Listed For Sale

  39 Rockwell St, Winsted, CT 06098

  • 5 Beds
  • 2.5 Baths
  • 2,500 Sq Ft
  • Built 1900

  39 Rockwell St, Winsted, CT 06098

  Last Sold Summary

  • 24% Above List Price
  • $86/SF
  • 19 Days On Market

  Last Sold Price $215,000

  Last Listing Agent Andrew Vincent Santa Realty
• 

  

  /13

  $649,900 Pending

  • Land
  • 41.23 Acres
  • $15,763 per Acre

  115 Old Robertsville Rd, Winsted, CT 06098

  Development Opportunity! 41.23 Acres with Historic Home & Barn - Subdivision Possible Rare chance to own a prime 41.23-acre parcel in New England with an 1800 Antique Colonial Farmhouse and classic English/New England hybrid barn. The land may be subdividable and is located near the highly desirable Riverwalk Condominiums, making it ideal for new condo development (subject to approvals). The home

  Jared Tedesco Litchfield County Real Estate

  115 Old Robertsville Rd, 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 $376,107

  Last Listing Agent Jessica Washington William Raveis Real Estate

  187 Torringford St, Winsted, CT 06098
• 

  Est $275,800 Not Listed For Sale

  160 Glendale Ave, Winsted, CT 06098

  • 3 Beds
  • 2 Baths
  • 1,114 Sq Ft
  • Built 1957

  160 Glendale Ave, Winsted, CT 06098

  Last Sold Summary

  • 10% Above List Price
  • $224/SF
  • 85 Days On Market

  Last Sold Price $250,000

  Last Listing Agent Cathy Macias Northwest CT Realty
• 

  

  /5

  $1,350,000

  • Land
  • 124.92 Acres
  • $10,807 per Acre

  0 Winsted Norfolk Rd Unit 24089254, Colebrook, CT 06021

  Intriguing Litchfield County / Colebrook CT Location: Great Opportunity to Own this Surveyed 124.92 Acre Site. Excellent Visible Corner Location. Lightly Wooded with Good Road Frontage. Potential as a Commercial / Residential Development, Private Estate Style Compound, Agricultural Use. Put your imagination to work here. Includes an existing Golf Driving Range at the Corner of Route 44

  Marshall Cohen Cohen Agency

  0 Winsted Norfolk Rd Unit 24089254, Colebrook, CT 06021
• 

  $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
• 

  Est $328,855 Not Listed For Sale

  153 Mathew Rd, Winsted, CT 06098

  • 2 Beds
  • 1.5 Baths
  • 1,544 Sq Ft
  • Built 1800

  153 Mathew Rd, Winsted, CT 06098

  Last Sold Summary

  • 13% Above List Price
  • $188/SF
  • 141 Days On Market

  Last Sold Price $290,000

  Last Listing Agent Liz Zakrzewski Coldwell Banker
• 

  

  /5

  $240,000 Under Contract

  • 4 Beds
  • 2 Baths
  • 1,874 Sq Ft

  107 Birdsall St, Winsted, CT 06098

  Spacious colonial with 4 bedrooms, 2 full baths, generous size living room, dining room, sitting room, sunroom. Looking for space, this home definitely has it. Harwood floors thorough, granite countertops, marble backsplash, Island in kitchen. Short walk to highland Lake With a little TLC this home will be a GEM! Home being sold AS-IS.

  Jesica Beaulieu Dave Jones Realty, LLC

  107 Birdsall 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 $157,654

  Last Listing Agent Joseph Caslin Sailpoint Property Group

  155 Rockwell St, Winsted, CT 06098
• 

  Est $199,972 Not Listed For Sale

  111 Torringford St Unit 19, Winsted, CT 06098

  • 2 Beds
  • 2 Baths
  • 1,626 Sq Ft
  • Built 1987

  111 Torringford St Unit 19, Winsted, CT 06098

  Last Sold Summary

  • 2% Above List Price
  • $121/SF
  • 14 Days On Market

  Last Sold Price $197,000

  Last Listing Agent David Sartirana Northwest CT Realty
• 

  

  /28

  $425,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,781 Sq Ft

  123 Old North Rd, Winsted, CT 06098

  This one-of-a-kind custom Ranch is tucked well back from the road for exceptional privacy and was thoughtfully designed for its present owner. The stunning kitchen is truly the heart of the home, featuring a dramatic floor-to-ceiling stone fireplace, an expansive island with breakfast bar, an endless array of cabinets, and a built-in range with gas cooktop. The dining area flows seamlessly from

  Rick Berkenstock Century 21 AllPoints Realty

  123 Old North Rd, 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 $290,446

  Last Listing Agent Alison Behlman Tier 1 Real Estate

  39 Colony Dr, Winsted, CT 06098
• 

  Est $197,767 Not Listed For Sale

  111 Riverton Rd Unit 30, Winsted, CT 06098

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

  111 Riverton Rd Unit 30, Winsted, CT 06098

  Last Sold Summary

  • 13% Above List Price
  • $145/SF
  • 0 Days On Market

  Last Sold Price $175,000

  Last Listing Agent Patricia Scarpa Marino Realty LLC
• 

  

  /21

  $879,990

  • Land
  • 131.5 Acres
  • $6,692 per Acre

  000000 Norfolk Rd, Winchester, CT 06098

  Rare Multi-Parcel Land Opportunity 5 Contiguous Parcels | Colebrook & Winchester, CT Discover an exceptional land offering spanning five contiguous parcels across two of Litchfield County's most desirable rural towns. This unique property features a strong presence in highly sought-after Colebrook, known for its scenic beauty, low-density living, and unspoiled New England charm-paired with the

  John Harney William Pitt Sotheby's Int'l

  000000 Norfolk Rd, 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
• 

  Est $297,131 Not Listed For Sale

  182 Florence St, Winsted, CT 06098

  • 3 Beds
  • 1.5 Baths
  • 1,982 Sq Ft
  • Built 1979

  182 Florence St, Winsted, CT 06098

  Last Sold Summary

  • 1% Above List Price
  • $148/SF
  • 40 Days On Market

  Last Sold Price $293,000

  Last Listing Agent Heidi Picard-Ramsay Berkshire Hathaway Home Services
• 

  /2

  $59,900

  • Land
  • 0.41 Acre
  • $146,098 per Acre

  105,107 E Mountain Rd, Winchester, CT 06098

  105 & 107 Mountain Road parcels are contiguous and located on a dirt road . . Deed indicates right of way to Highland lake water frontage within walking distance. See documents attached for Deed , Site plan, Peculation tests , Survey and Septic testing available . Possible city sewer access at buyers expense . Seller will consider financing with a minimum of 15% DOWN PAYMENT FOR A 2 YEAR BALLOON

  David D'Amore Northwest CT Realty

  105,107 E Mountain Rd, Winchester, CT 06098
• 

  $279,000 Sold May 19, 2025

  56 Lakeview Rd, Winsted, CT 06098

  • 3 Beds
  • 1 Bath
  • 1,101 Sq Ft
  • Built 1956

  Last Sold Summary

  • 16% Above List Price
  • $253/SF
  • 6 Days On Market

  Current Estimated Value $247,177

  Last Listing Agent Tony Goia The Washington Agency

  56 Lakeview Rd, Winsted, CT 06098
• 

  Est $251,690 Not Listed For Sale

  36 Charles St, Winsted, CT 06098

  • 3 Beds
  • 1 Bath
  • 1,180 Sq Ft
  • Built 1957

  36 Charles St, Winsted, CT 06098

  Last Sold Summary

  • 5% Above List Price
  • $203/SF
  • 5 Days On Market

  Last Sold Price $240,000

  Last Listing Agent Judy Guarco Berkshire Hathaway Home Services
• 

  

  /22

  $184,900 Pending

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

  111 Riverton Rd Unit 28, Winsted, CT 06098

  Stop paying rent and get into the housing market with this affordable end-unit townhouse! Two bedrooms, one and a half baths and a two car garage, make this a very livable home. The primary bedroom has a vaulted ceiling and walk-in closet and you'll enjoy the fireplace in the spacious living room. Convenient to routes 8 and 44, close to NWCC, Highland Lake, the Farmington River, hiking and other

  Ellen Sebastian William Pitt Sotheby's Int'l

  111 Riverton Rd Unit 28, Winsted, CT 06098
• 

  $679,000 Sold Apr 30, 2025

  110 South Rd, Winsted, CT 06098

  • 4 Beds
  • 3 Baths
  • 3,870 Sq Ft
  • Built 1984

  Last Sold Summary

  • $175/SF
  • 5 Days On Market

  Current Estimated Value $720,888

  Last Listing Agent Matthew Egan Regency Real Estate, LLC

  110 South Rd, Winsted, CT 06098
• 

  Est $365,264 Not Listed For Sale

  133 E Wakefield Blvd, Winsted, CT 06098

  • 3 Beds
  • 2 Baths
  • 1,594 Sq Ft
  • Built 1962

  133 E Wakefield Blvd, Winsted, CT 06098

  Last Sold Summary

  • 18% Above List Price
  • $194/SF
  • 26 Days On Market

  Last Sold Price $310,000

  Last Listing Agent David Sartirana Northwest CT Realty
• 

  

  /5

  $295,000 Under Contract

  • Land
  • 51 Acres
  • $5,784 per Acre

  393 Winchester Rd, Winsted, CT 06098

  WINCHESTER CREST 51 acres of forested gently rolling land sited upland in Winchester Center. There is a former homesite and multiple choices for additional homesites affording complete privacy. There is abundant wildlife, trails, intermittent streams, dense and sparse forest. Perfect for year round home site, weekend retreat or recreational land.

  Tom McGowan Elyse Harney Real Estate

  393 Winchester Rd, 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 $306,971

  Last Listing Agent Antonio De La Cruz Eagle Eye Realty PLLC

  62 Fruit St Unit 64, Winsted, CT 06098
• 

  Est $260,159 Not Listed For Sale

  14 Hamill Dr, Winsted, CT 06098

  • 3 Beds
  • 1.5 Baths
  • 1,888 Sq Ft
  • Built 1973

  14 Hamill Dr, Winsted, CT 06098

  Last Sold Summary

  • $138/SF
  • 27 Days On Market

  Last Sold Price $260,000

  Last Listing Agent Eva Casoria eXp Realty
• 

  

  /11

  $750,000

  • 4 Beds
  • 2 Baths
  • 5,389 Sq Ft

  436 Main St, Winsted, CT 06098

  One-of-a-Kind opportunity with 4 apartments plus a turnkey, award-winning restaurant in the heart of Litchfield County, perfectly situated in a high-traffic location. The well-established business offers 2,177 sq. ft. of warm, inviting atmosphere with 65 indoor seats and 35 outdoor seats-ideal for both casual dining and special occasions. Has a cafe license (liquor) but no bar. With a 10-year

  Tony Goia The Washington Agency

  436 Main St, 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 $384,254

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

  226 E Wakefield Blvd, Winsted, CT 06098

Showing Results 81 - 120, Page 3 of 18