Winchester, CT Homes

• 

  $243,000 Sold Jul 22, 2024

  • 1,932 Sq Ft
  • $126/SF
  • 84 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1900

  17 Chestnut St, Winsted, CT 06098

  Spacious and well-kept two family in a very convenient location, walkable to all of downtown Winsted. Large barn/ garage in the back which is currently rented for $250 a month. Three bedroom unit on the first floor and a two-bedroom unit on the second floor. The owner is a licensed Realtor in the state of Connecticut.

  Michelle Grant Coldwell Banker Premier Real Estate

  17 Chestnut St, Winsted, CT 06098
• 

  Est $273,814 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,282 Sq Ft

  90 Colony Dr, Winsted, CT 06098

  90 Colony Dr, Winsted, CT 06098
• 

  $687,000 Sold Jul 19, 2024

  • 3,860 Sq Ft
  • $178/SF
  • 22 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1989

  404 Colebrook Rd, Colebrook, CT 06021

  Located on 7.87 acres in the peaceful woods of Litchfield County, CT, this charming, yet modern country estate awaits. As you drive down the long driveway you'll pass the pond & brook that traverse the property. The wrap around deck, patio & covered side porch are a perfect vantagepoint from which to watch & listen to the stream & wildlife. Discover the multiple waterfalls found on the property.

  Lori Meyerson Coldwell Banker Realty

  404 Colebrook Rd, Colebrook, CT 06021
• 

  Est $518,396 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 816 Sq Ft

  756 Lake Dr, Winsted, CT 06098

  756 Lake Dr, Winsted, CT 06098
• 

  $775,000 Sold Jul 18, 2024

  • 2,240 Sq Ft
  • $346/SF
  • 59 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1950

  874 W Wakefield Blvd, Winsted, CT 06098

  Direct Waterfront at Highland Lake, perfect for a year 'round or vacation home with it's own sandy beach and dock. Make a lifetime of lake life memories in this stunning mid century modern style 3 bedroom/2 bath home located on the sunny side of the lake. Enjoy the lake views from one of three composite decks in this tri-level home. Be wowed by the fabulous open floor plan with a European

  DONNA MEMBRINO William Pitt Sotheby's Int'l

  874 W Wakefield Blvd, Winsted, CT 06098
• 

  Est $327,693 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,774 Sq Ft

  230 Boyd St, Winsted, CT 06098

  230 Boyd St, Winsted, CT 06098
• 

  $209,000 Sold Jul 11, 2024

  • 1,236 Sq Ft
  • $169/SF
  • 71 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1891

  42 Upland Rd, Winsted, CT 06098

  This charming home includes updated kitchen and bathroom. include newer appliances cabinets and countertops. Oak hardwood floors adorn the dining room and living rooms. A sliding glass door provides access to the private large deck from the Dining room. The Bedrooms are located on the second floor along with an over sized bathroom and laundry room. The location is close to shopping, restaurants,

  Glenn Kohrs Coldwell Banker Realty

  42 Upland Rd, Winsted, CT 06098
• 

  Est $261,767 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,492 Sq Ft

  74 Boyd St, Winsted, CT 06098

  74 Boyd St, Winsted, CT 06098
• 

  $525,000 Sold Jul 10, 2024

  • 1,322 Sq Ft
  • $397/SF
  • 62 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1940

  339 W Wakefield Blvd, Winsted, CT 06098

  HIGHLAND LAKE 4 Season Home For Sale. 3 bedrooms,2 full bathrooms. Including 50 feet of private waterfront with private dock and solar powered covered boat lift. The home has lake views from every room . It boasts a huge primary ensuite bedroom with vaulted ceilings and exceptional water views. Ample storage is provided by a convenient 1.5 car garage and walk -up attic ensuring you have plenty

  339 W Wakefield Blvd, Winsted, CT 06098
• 

  Est $280,562 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,504 Sq Ft

  270 Holabird Ave, Winsted, CT 06098

  270 Holabird Ave, Winsted, CT 06098
• 

  $289,000 Sold Jul 03, 2024

  • 1,380 Sq Ft
  • $209/SF
  • 32 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1900

  23 Curtice St, Winsted, CT 06098

  This home sounds like a fantastic find! With four bedrooms, including one on the main level, and 1.5 bathrooms, it offers both space and convenience. The updated kitchen with ample cabinet and counter space is a definite plus, and the hardwood flooring throughout most of the house adds warmth and charm. A large private backyard and a welcoming front porch provide great outdoor spaces for

  Amanda Balaski Northwest CT Realty

  23 Curtice St, Winsted, CT 06098
• 

  Est $910,132 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,075 Sq Ft

  118 Newfield Rd, Winsted, CT 06098

  118 Newfield Rd, Winsted, CT 06098
• 

  $335,000 Sold Jul 01, 2024

  • 2,148 Sq Ft
  • $156/SF
  • 42 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1988

  152 Mountain Rd, Winsted, CT 06098

  Welcome to this charming 3-bedroom, 2-bath Raised Ranch, nestled on a serene 1.63-acre lot, offering the tranquility of rural living while being conveniently close to Highland Lake. The main level boasts a spacious living room with a cozy fireplace and elegant arched built-in bookcases. The large eat-in kitchen features a dining area and a sliding door leading to a private deck, perfect for

  David Sartirana Northwest CT Realty

  152 Mountain Rd, Winsted, CT 06098
• 

  Est $262,549 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,132 Sq Ft

  445 N Main St, Winsted, CT 06098

  445 N Main St, Winsted, CT 06098
• 

  $275,000 Sold Jun 28, 2024

  • 2,918 Sq Ft
  • $94/SF
  • 2 Days On Market

  • 8 Beds
  • 4 Baths
  • Built 1900

  21 Greenwoods Ave, Winsted, CT 06098

  Investors take note! This 4 family property with 3 units rented is the perfect addition to your investment portfolio! Recording devices may be present on the property. Listing agent has limited information regarding the property, buyer to do due diligence. Seller desires an as is, where is sale.

  Carolyn Meehan Naples Realty Group, LLC

  21 Greenwoods Ave, Winsted, CT 06098
• 

  Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 880 Sq Ft

  53 Overlook Rd, Winsted, CT 06098

  53 Overlook Rd, Winsted, CT 06098
• 

  $345,000 Sold Jun 27, 2024

  • 1,514 Sq Ft
  • $228/SF
  • 81 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1875

  80 John St, Winsted, CT 06098

  16.88 ACRES! Unique and perfect for the outdoor enthusiast or someone looking for a private retreat. Located at the end of a cul-de-sac and the rear is in close proximity to Mad River Dam. This treed lot has easy access up a cleared road. Pole barn built with lumber harvested from the property could be used for animals, ATV storage or a secluded cabin in the woods. The home is ready for your

  Katie Breitkreutz Dave Jones Realty, LLC

  80 John St, Winsted, CT 06098
• 

  Est $255,569 Not Listed For Sale

  • 7 Beds
  • 2 Baths
  • 2,446 Sq Ft

  20 Center St, Winsted, CT 06098

  20 Center St, Winsted, CT 06098
• 

  $99,000 Sold Jun 25, 2024

  • 600 Sq Ft
  • $165/SF
  • 15 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1947

  302 Norcross Rd, Winsted, CT 06098

  Privately situated cottage in the Highland Lake District on 1 acre! This cottage has been gutted. It has a large living room area with fireplace. There is a well and septic. 200 amp service. Private beach rights with Town paid permit to Highland Lake. Not gps friendly. Property includes 300 and 302 Norcross Rd, 304 and 306 Norwood Rd Ext, 341, 343, and 345 Tiffany Rd

  Nadia Corvo Northwest CT Realty

  302 Norcross Rd, Winsted, CT 06098
• 

  Est $1,079,325 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,920 Sq Ft

  234 Perch Rock Trail, Winsted, CT 06098

  234 Perch Rock Trail, Winsted, CT 06098
• 

  $291,750 Sold Jun 18, 2024

  • 1,114 Sq Ft
  • $262/SF
  • 1 Day On Market

  • 4 Beds
  • 1 Bath
  • Built 1957

  136 Glendale Ave, Winsted, CT 06098

  Welcome to this charming 4-bedroom cape nestled in a serene neighborhood just minutes away from shops and restaurants. This meticulously maintained home offers a spacious backyard with a deck, perfect for both relaxation and entertaining. The partially finished basement presents endless possibilities, whether as a playroom, family room, or game room. It also features a convenient half bath.

  Jason Kemp Five Stars Realty

  136 Glendale Ave, Winsted, CT 06098
• 

  Est $211,845 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,242 Sq Ft

  31 Hurlbut St, Winsted, CT 06098

  31 Hurlbut St, Winsted, CT 06098
• 

  $400,000 Sold Jun 17, 2024

  • 2,521 Sq Ft
  • $159/SF
  • 8 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1987

  107 Oakdale Ave, Winsted, CT 06098

  Immaculate 3 bedroom cape style home featuring all the beauty and quiet of country living yet less than a minute from shopping, highways, and all town resources. This home feels cozy the minute you walk in with living rooms on both sides of the entry way and a fireplace. The kitchen is spacious and bright with a breakfast bar, separate dining area, and french doors that bring you out to the deck

  Michele Welcome Welcome Real Estate, LLC

  107 Oakdale Ave, Winsted, CT 06098
• 

  Est $330,996 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,880 Sq Ft

  139 Forest Ave, Winsted, CT 06098

  139 Forest Ave, Winsted, CT 06098
• 

  $330,000 Sold Jun 11, 2024

  • 1,526 Sq Ft
  • $216/SF
  • 115 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1956

  84 Manchester Heights, Winsted, CT 06098

  BACK ON THE MARKET AND PRICED TO MOVE! This Unique XXL ranch at the end of a cul-de-sac, this open concept 4 bedroom, 2 bath home in a private setting with a spring fed pond & mature gardens has everything you need. Hardwood floors throughout, an updated farmhouse style kitchen with newer stainless steel appliances & butcher block countertops, a walk in panty, fully renovated bathrooms,

  84 Manchester Heights, Winsted, CT 06098
• 

  Est $351,676 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,183 Sq Ft

  138 E Wakefield Blvd, Winsted, CT 06098

  138 E Wakefield Blvd, Winsted, CT 06098
• 

  $275,000 Sold Jun 07, 2024

  • 2,192 Sq Ft
  • $125/SF
  • 84 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1900

  114 Oak St, Winsted, CT 06098

  Welcome to this charming 4-bedroom Cape-style home, conveniently situated near downtown amenities. Step inside to discover a spacious layout featuring a large eat-in kitchen, formal dining room, and a cozy formal living room. The family room beckons with its inviting fireplace and opens up to a sizable deck, perfect for outdoor gatherings. A convenient bedroom and full bath complete the first

  David Sartirana Northwest CT Realty

  114 Oak St, Winsted, CT 06098
• 

  Est $675,763 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,131 Sq Ft

  180 Shore Dr, Winsted, CT 06098

  180 Shore Dr, Winsted, CT 06098
• 

  $605,000 Sold May 31, 2024

  • 864 Sq Ft
  • $700/SF
  • 7 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1904

  732 W Wakefield Blvd, Winsted, CT 06098

  Beautiful direct waterfront property on Highland Lake! Seasonal cottage with 50' of deep water frontage along 3rd bay. Open large family room/kitchen with three bedrooms and one bathroom. Expansive decks and covered porch. Jump right into the lake from your waterfront deck! Hot tub by water. Attractive landscaping and stone work. This is a rare opportunity for high quality waterfront at this

  Kris Lippi Get Listed Realty

  732 W Wakefield Blvd, Winsted, CT 06098
• 

  Est $206,949 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,110 Sq Ft

  8 Baker St, Winsted, CT 06098

  8 Baker St, Winsted, CT 06098
• 

  $445,000 Sold May 31, 2024

  • 1,836 Sq Ft
  • $242/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1986

  213 Spencer Hill Rd, Winsted, CT 06098

  Introducing 213 Spencer Hill Road, a serene and secluded contemporary resting high above its surroundings in the foothills of the Berkshires. At over 1200' of elevation and surrounded by trees, this property will be your retreat from an often hectic daily schedule. Your new home features central air, hardwood floors throughout and an open concept floor plan that seamlessly blends the kitchen,

  Tiffany Plevka The Bella Group, LLC

  213 Spencer Hill Rd, Winsted, CT 06098
• 

  Not Listed For Sale

  • 12 Beds
  • 6 Baths
  • 7,241 Sq Ft

  55 High St, Winsted, CT 06098

  55 High St, Winsted, CT 06098
• 

  $350,000 Sold May 24, 2024

  • 2,800 Sq Ft
  • $125/SF
  • 16 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1898

  88 Munro Place, Winsted, CT 06098

  Stunning Victorian Colonial home nestled in the picturesque foothills of sought-after Litchfield County! This home exudes historic charm while seamlessly integrating modern conveniences, making it the perfect blend of old-world allure and contemporary living. Set atop a hill, in a village-like atmosphere with breathtaking views, you will sense a retreat from the hustle and bustle of everyday

  Melanie LeRoy William Raveis Real Estate

  88 Munro Place, Winsted, CT 06098
• 

  Est $706,389 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,151 Sq Ft

  216 South Rd, Winsted, CT 06098

  216 South Rd, Winsted, CT 06098
• 

  $167,500 Sold May 23, 2024

  • 992 Sq Ft
  • $169/SF
  • 2 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1986

  45 Riveredge Dr Unit 45, Winsted, CT 06098

  Escape to tranquility at Still River Condos, where the serene waters of Still River flow just beyond your doorstep. Nestled along this picturesque waterway, this updated 2-bedroom condo offers a perfect blend of modern comfort and natural beauty. Step inside to discover a tastefully updated interior featuring classic white cabinets, a sleek stainless steel stove, and elegant tile flooring in the

  Bruce Bayles William Raveis Real Estate

  45 Riveredge Dr Unit 45, Winsted, CT 06098
• 

  Est $257,165 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,044 Sq Ft

  71 Ridge St, Winsted, CT 06098

  71 Ridge St, Winsted, CT 06098
• 

  $260,000 Sold May 17, 2024

  • 1,872 Sq Ft
  • $139/SF
  • 58 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1987

  2 Herman Rd, Winsted, CT 06098

  This property is eligible under the Freddie Mac First Look Initiative through 4/19/2024.This Cape has lots to offer including 3 bedrooms, 2 full baths, 1 car attached garage situated on a 1.3 acre lot. New flooring throughout, new septic tank. There is a deck off of the kitchen in the rear overlooking the wooded lot. Close to the highway. Schedule a showing today.

  James Ray A-Gold Action Realty

  2 Herman Rd, Winsted, CT 06098
• 

  Est $290,367 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,345 Sq Ft

  157 Newfield Rd, Winsted, CT 06098

  157 Newfield Rd, Winsted, CT 06098
• 

  $320,000 Sold May 14, 2024

  • 1,560 Sq Ft
  • $205/SF
  • 168 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1900

  202 Old New Hartford Rd, Winsted, CT 06098

  This colonial has been completely updated inside and out! The exterior has new siding, windows, roof and gutters, and newly paved driveway. The interior has been freshly painted throughout, and hardwood flooring in the living room and dining room has been refinished. The kitchen has been completely updated with new shaker cabinetry, granite countertops, stainless steel appliances, tile backsplash

  Barry Mackiewicz A-Gold Action Realty

  202 Old New Hartford Rd, Winsted, CT 06098
• 

  Est $275,712 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,408 Sq Ft

  8 Colony Dr, Winsted, CT 06098

  8 Colony Dr, Winsted, CT 06098

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