Litchfield, CT Homes

• 

  $1,150,000 Sold Aug 14, 2024

  • 2,320 Sq Ft
  • $496/SF
  • 31 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1900

  630 E Wakefield Blvd, Winsted, CT 06098

  Charming Lakeside Retreat! Discover the tranquility of lakeside living at this stunning lake front property nestled along the pristine shores of Highland Lake on the Third Bay! This home offers breathtaking views with a serene atmosphere perfect for relaxation and outdoor activities. Bonus features of this property are 100 feet of lakefront, two docks and a boat lift! This spacious home offers 4

  Jennifer Stich Tier 1 Real Estate

  630 E Wakefield Blvd, Winsted, CT 06098
• 

  Est $327,746 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,896 Sq Ft

  101 Oakdale Ave, Winsted, CT 06098

  101 Oakdale Ave, Winsted, CT 06098
• 

  $1,350,000 Sold Aug 12, 2024

  • 2,526 Sq Ft
  • $534/SF
  • 3 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 2002

  552 E Wakefield Blvd, Winsted, CT 06098

  Paradise awaits! Located in the 3rd bay sunny East side of Highland Lake boasting spectacular, unobstructed views of the waterfront to enjoy brilliant days and lingering sunsets! Home sold with furnishings. See your agent for details. Many upgrades make this home a dream including: a new propane heating system/Fall 2023; Full house generator/Fall 2023; New floating dock/Summer 2023; New Carrara

  Annemarie Bellenoit Berkshire Hathaway NE Prop.

  552 E Wakefield Blvd, Winsted, CT 06098
• 

  Est $288,300 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,618 Sq Ft

  129 Maloney Ct, Winsted, CT 06098

  129 Maloney Ct, Winsted, CT 06098
• 

  $378,000 Sold Jul 07, 2025

  • 1,786 Sq Ft
  • $212/SF
  • 3 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1988

  Unlisted Address

  NONE

  David Sartirana Northwest CT Realty

  Unlisted Address
• 

  Est $314,876 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,698 Sq Ft

  70 Maloney Ct, Winsted, CT 06098

  70 Maloney Ct, Winsted, CT 06098
• 

  $45,000 Sold May 09, 2025

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

  • 72 Days On Market

  269 Walnut St, Winsted, CT 06098

  Prime Building Lot Near Downtown & Tatro's Pond!-Discover the perfect setting for your dream home on this level and open .50-acre lot at 269 Walnut St. Nestled on a lightly traveled street, this property offers a peaceful atmosphere while maintaining easy access to downtown amenities. The lot is flat and fully cleared, providing a generous building envelope to accommodate your vision. A

  David Sartirana Northwest CT Realty

  269 Walnut St, Winsted, CT 06098
• 

  Est $251,340 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,882 Sq Ft

  14 Ash Rd, Winsted, CT 06098

  14 Ash Rd, Winsted, CT 06098
• 

  $270,000 Sold Oct 09, 2024

  • 2,669 Sq Ft
  • $101/SF
  • 25 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1910

  Unlisted Address

  Beautiful duplex walking distance to downtown Winsted!

  Austin Brochu Sullivan Real Estate Inc

  Unlisted Address
• 

  Est $303,909 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,750 Sq Ft

  86 Glendale Ave, Winsted, CT 06098

  86 Glendale Ave, Winsted, CT 06098
• 

  Est $293,530 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,573 Sq Ft

  74 Glendale Ave, Winsted, CT 06098

  74 Glendale Ave, Winsted, CT 06098
• 

  Est $272,194 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,154 Sq Ft

  145 Old New Hartford Rd, Winsted, CT 06098

  145 Old New Hartford Rd, Winsted, CT 06098
• 

  Est $335,775 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,684 Sq Ft

  112 Pratt St, Winsted, CT 06098

  112 Pratt St, Winsted, CT 06098
• 

  Est $233,195 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,447 Sq Ft

  52 Pratt St, Winsted, CT 06098

  52 Pratt St, Winsted, CT 06098
• 

  Est $279,006 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,764 Sq Ft

  81 Birdsall St, Winsted, CT 06098

  81 Birdsall St, Winsted, CT 06098
• 

  Est $309,005 Not Listed For Sale

  • 8 Beds
  • 3 Baths
  • 3,516 Sq Ft

  69 Upson Ave Unit 71, Winsted, CT 06098

  69 Upson Ave Unit 71, Winsted, CT 06098
• 

  Est $236,392 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 1,960 Sq Ft

  31 Charles St, Winsted, CT 06098

  31 Charles St, Winsted, CT 06098
• 

  Est $231,000 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,119 Sq Ft

  28 Maple St, Winsted, CT 06098

  28 Maple St, Winsted, CT 06098
• 

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 910 Sq Ft

  142 Belvedere Ave, Winsted, CT 06098

  142 Belvedere Ave, Winsted, CT 06098
• 

  Est $187,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 680 Sq Ft

  233 E Wakefield Blvd, Winsted, CT 06098

  233 E Wakefield Blvd, Winsted, CT 06098
• 

  Est $292,705 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 946 Sq Ft

  151 E Wakefield Blvd, Winsted, CT 06098

  151 E Wakefield Blvd, Winsted, CT 06098
• 

  Est $919,353 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,305 Sq Ft

  229 W Wakefield Blvd, Winsted, CT 06098

  229 W Wakefield Blvd, Winsted, CT 06098
• 

  Est $831,906 Not Listed For Sale

  • 8 Beds
  • 2.5 Baths
  • 2,873 Sq Ft

  215 W Wakefield Blvd, Winsted, CT 06098

  215 W Wakefield Blvd, Winsted, CT 06098
• 

  Est $874,597 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,470 Sq Ft

  203 W Wakefield Blvd, Winsted, CT 06098

  203 W Wakefield Blvd, Winsted, CT 06098
• 

  Est $1,278,000 Not Listed For Sale

  • 6 Beds
  • 4.5 Baths
  • 4,416 Sq Ft

  262 Perch Rock Trail, Winsted, CT 06098

  262 Perch Rock Trail, Winsted, CT 06098
• 

  Est $429,935 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,521 Sq Ft

  107 Oakdale Ave, Winsted, CT 06098

  107 Oakdale Ave, Winsted, CT 06098
• 

  Est $282,484 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,092 Sq Ft

  100 Colony Dr, Winsted, CT 06098

  100 Colony Dr, Winsted, CT 06098
• 

  Est $279,241 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,576 Sq Ft

  8 Hamill Dr, Winsted, CT 06098

  8 Hamill Dr, Winsted, CT 06098
• 

  Est $286,820 Not Listed For Sale

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

  16 Hamill Dr, Winsted, CT 06098

  16 Hamill Dr, Winsted, CT 06098
• 

  Est $320,376 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,150 Sq Ft

  228 Holabird Ave, Winsted, CT 06098

  228 Holabird Ave, Winsted, CT 06098
• 

  Est $216,494 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 897 Sq Ft

  253 Holabird Ave, Winsted, CT 06098

  253 Holabird Ave, Winsted, CT 06098
• 

  Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,800 Sq Ft

  79 Park Place, Winsted, CT 06098

  79 Park Place, Winsted, CT 06098
• 

  Est $247,056 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,732 Sq Ft

  19 Walnut St, Winsted, CT 06098

  19 Walnut St, Winsted, CT 06098
• 

  Est $245,997 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,674 Sq Ft

  40 Oak St, Winsted, CT 06098

  40 Oak St, Winsted, CT 06098
• 

  Est $238,983 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,138 Sq Ft

  46 Oak St, Winsted, CT 06098

  46 Oak St, Winsted, CT 06098
• 

  Est $289,014 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,312 Sq Ft

  88 Holabird Ave Unit 90, Winsted, CT 06098

  88 Holabird Ave Unit 90, Winsted, CT 06098
• 

  Est $234,165 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,476 Sq Ft

  16 Perkins St, Winsted, CT 06098

  16 Perkins St, Winsted, CT 06098
• 

  Est $285,541 Not Listed For Sale

  • 8 Beds
  • 4 Baths
  • 2,918 Sq Ft

  21 Greenwoods Ave, Winsted, CT 06098

  21 Greenwoods Ave, Winsted, CT 06098
• 

  Est $254,290 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,188 Sq Ft

  140 Ridge St, Winsted, CT 06098

  140 Ridge St, Winsted, CT 06098
• 

  Est $176,766 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,645 Sq Ft

  24 High St, Winsted, CT 06098

  24 High St, Winsted, CT 06098

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