4,834

Winsted, CT Homes

Section Image
  • 178 Torringford St, Winsted, CT 06098

    $319,000 Sold Nov 08, 2024

    • 2,112 Sq Ft
    • $151/SF
    • 44 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1953

    178 Torringford St, Winsted, CT 06098

    Charming 3-bedroom, 2-bathroom Cape Cod home nestled in the heart of Winsted! This beautifully maintained property features gleaming hardwood floors throughout and an updated kitchen with modern appliances, perfect for cooking and entertaining. Enjoy outdoor living on the new deck overlooking the private yard. Recent upgrades include a brand-new roof and a newer boiler, ensuring peace of mind and

    Michael J Flaherty Jr Sullivan Real Estate Inc

    178 Torringford St, Winsted, CT 06098
  • 303 E Wakefield Blvd, Winsted, CT 06098

    $275,000 Sold Nov 06, 2024

    • 960 Sq Ft
    • $286/SF
    • 21 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1986

    303 E Wakefield Blvd, Winsted, CT 06098

    Year Round Living at Highland Lake! This home has beautiful views and easy access to the beach and Highland Lake. Nominal annual fee gets you access to the clean, private for selected homeowners beach-like and docking area. The home has been freshly painted and has newer flooring. The home features a wide open floor plan with vaulted ceilings and unique architectural design. The pellet stove is

    Tammy Schaller William Raveis Real Estate

    303 E Wakefield Blvd, Winsted, CT 06098
  • 102 West Rd, Winsted, CT 06098

    $475,000 Sold Nov 06, 2024

    • 2,144 Sq Ft
    • $222/SF
    • 40 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1776

    102 West Rd, Winsted, CT 06098

    Discover the enchanting David Alvord Home, a beautifully restored saltbox antique nestled just off the green in Winchester Center. This historic gem, built in 1776, seamlessly combines classic New England charm w/ modern comforts, making it an ideal sanctuary for those seeking both character & convenience. Upon entering, you'll be greeted by a newly remodeled kitchen, perfect for culinary

    Heidi Picard-Ramsay Berkshire Hathaway NE Prop.

    102 West Rd, Winsted, CT 06098
  • 160 Glendale Ave, Winsted, CT 06098

    $250,000 Sold Nov 01, 2024

    • 1,114 Sq Ft
    • $224/SF
    • 85 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1957

    160 Glendale Ave, Winsted, CT 06098

    Don't miss out on this well kept, roomy cape with a very large yard in a great neighborhood, off the beaten path but moments away from routes 8,44 and 183. There is a beautiful backyard with a shed and a nice stone wall, lots of extra space for gardening or outdoor activities. There is also a nice enclosed porch with extra space for hobbies or just relaxing. There are 3 bedrooms, hardwood floors

    Cathy Macias Northwest CT Realty

    160 Glendale Ave, Winsted, CT 06098
  • 182 Florence St, Winsted, CT 06098

    $293,000 Sold Oct 31, 2024

    • 1,982 Sq Ft
    • $148/SF
    • 40 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1979

    182 Florence St, Winsted, CT 06098

    Welcome to this charming 3-bedroom, 1.5-bath Raised Ranch located in a serene Winsted neighborhood, set on a lightly wooded, level lot. This inviting home features a spacious living room with beautiful wood floors, a cathedral ceiling, and skylights, creating an airy atmosphere filled with natural light. The glassed gable view enhances the appeal, making it a perfect spot to relax. Step into the

    Heidi Picard-Ramsay Berkshire Hathaway NE Prop.

    182 Florence St, Winsted, CT 06098
  • 224 Smith Hill Rd, Winsted, CT 06098

    $315,000 Sold Oct 29, 2024

    • 1,178 Sq Ft
    • $267/SF
    • 49 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1971

    224 Smith Hill Rd, Winsted, CT 06098

    If you love country you are going to love this Chalet styled ranch! 3 bedrooms, 1.5 baths, 2 car garage attached. Lovely, enclosed porch looking over a beautiful rear lot. 2.25 acres! Close to Rt. 8 and amenities while offering the tranquility of this beautiful location. A true diamond in the rough!! With some creative ideas and elbow grease you can update to your own taste.

    Fern Nadolny Farmingbury Real Estate Inc

    224 Smith Hill Rd, Winsted, CT 06098
  • 287 Colebrook Rd, Winsted, CT 06098

    $50,000 Sold Oct 25, 2024

    • Land
    • 2.02 Acres
    • $24,752 per Acre
    • 180 Days On Market

    287 Colebrook Rd, Winsted, CT 06098

    The 2.02 acre lot on Colebrook Rd in Winchester, CT, offers an ideal canvas for your dream home. Situated in a serene location, it boasts full approval for a 4 bedroom home, making it an attractive option for families or those seeking ample space. Additionally, a rough grade driveway has already been installed, adding convenience to the building process. With its generous size and approved

    Adam Towers Berkshire Hathaway NE Prop.

    287 Colebrook Rd, Winsted, CT 06098
  • 184 Newfield Rd, Winsted, CT 06098

    $325,000 Sold Oct 24, 2024

    • 1,598 Sq Ft
    • $203/SF
    • 97 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1995

    184 Newfield Rd, Winsted, CT 06098

    This country escape home is located in Litchfield County, just outside of quaint Winchester Center. If a quiet setting is what you're seeking, then this is the home for you. Situated on over 10 acres, you travel over a bridge and up a long driveway to find yourself immersed in complete privacy. Enjoy long warm summer nights and refreshing fall days in all that nature has to offer. This is a

    Heidi Picard-Ramsay Berkshire Hathaway NE Prop.

    184 Newfield Rd, Winsted, CT 06098
  • 29 Manchester Heights, Winsted, CT 06098

    $365,000 Sold Oct 17, 2024

    • 2,066 Sq Ft
    • $177/SF
    • 41 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1939

    29 Manchester Heights, Winsted, CT 06098

    Perched on a hill with stunning views, this beautifully maintained colonial in Winsted, CT provides the perfect blend of convenience and seclusion. Though close to town, the property feels like a private oasis. The spacious interior provides ample room for everyone, with the potential for additional living space in the walk-up attic. The main floor features beautifully refinished hardwood floors,

    Pascale Nejaime William Pitt Sotheby's Int'l

    29 Manchester Heights, Winsted, CT 06098
  • 108 Highview Dr, Winsted, CT 06098

    $420,000 Sold Oct 11, 2024

    • 2,780 Sq Ft
    • $151/SF
    • 45 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1972

    108 Highview Dr, Winsted, CT 06098

    Nestled on just over 2 acres in a peaceful country cul-de-sac in Winchester Center, 108 Highview Dr offers over 2,300 sq ft of single-level living in a spacious ranch-style home. This 3-bedroom, 2.5-bath residence is designed with an open floor plan, providing ample space and a welcoming flow. The large kitchen seamlessly connects to the family room, where a cozy fireplace invites relaxation, and

    David Sartirana Northwest CT Realty

    108 Highview Dr, Winsted, CT 06098
  • 234 Smith Hill Rd, Winsted, CT 06098

    $287,500 Sold Oct 11, 2024

    • 1,461 Sq Ft
    • $197/SF
    • 59 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1958

    234 Smith Hill Rd, Winsted, CT 06098

    This charming 2-bedroom, 1-bathroom home, boasting over 1,400 square feet of living space, is ideally located near the Winchester/Colebrook town line. Outdoor enthusiasts will love the proximity to a variety of recreational activities, including fishing, hiking, and biking. Just 4 miles away, Norbrook Farm Brewery offers even more opportunities for leisure and adventure. This home has seen

    David Sartirana Northwest CT Realty

    234 Smith Hill Rd, Winsted, CT 06098
  • 24 Cottage St, Winsted, CT 06098

    $215,000 Sold Oct 07, 2024

    • 1,519 Sq Ft
    • $142/SF
    • 56 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1910

    24 Cottage St, Winsted, CT 06098

    Great opportunity to buy a solid house that needs a little work. There are four bedrooms on the second level and a fully finished attic with two more rooms. Huge backyard. Tall ceilings with lots of light.

    Michelle Grant Coldwell Banker Premier Real Estate

    24 Cottage St, Winsted, CT 06098
  • 107 Indian Meadow Dr, Winsted, CT 06098

    $377,000 Sold Oct 04, 2024

    • 1,944 Sq Ft
    • $194/SF
    • 31 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1972

    107 Indian Meadow Dr, Winsted, CT 06098

    Spacious living and Scenic Views! Nestled on a sprawling 2.65-acre lot, this beautiful raised ranch offers the perfect blend of comfort and style. Thoughtfully designed layout, this home is perfect for both entertaining and everyday living. Step inside and you will be greeted by hardwood floors that run throughout the living room and bedrooms. The living room, bathed in natural light, offers a

    Kelly Sullivan Sullivan Real Estate Inc

    107 Indian Meadow Dr, Winsted, CT 06098
  • 141 Spencer St, Winsted, CT 06098

    $275,000 Sold Oct 02, 2024

    • 1,540 Sq Ft
    • $179/SF
    • 87 Days On Market
    • 4 Beds
    • 1 Bath
    • Built 1900

    141 Spencer St, Winsted, CT 06098

    Located in the charming little town of Winchester, this lovely four bedroom home has so much to offer. As soon as you drive up you'll notice the large wrap around covered porch which beckons you to sit outside, relax and enjoy the tranquil setting. In the rear of the home there is a patio for entertaining or simply to sit and enjoy the beautiful outcropping of stone with plantings of flowers

    Susanne Vasquez Coldwell Banker Realty

    141 Spencer St, Winsted, CT 06098
  • 67 Strong Terrace, Winsted, CT 06098

    $276,000 Sold Sep 30, 2024

    • 1,307 Sq Ft
    • $211/SF
    • 34 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1936

    67 Strong Terrace, Winsted, CT 06098

    Charming remodeled 3-bedroom, 1.5-bath Cape on a .35-acre lot in-town. Features include a 2-car detached garage, hardwood floors on the main level, and a living room with a fireplace, built-in cabinets, and shelving. The bright, updated kitchen boasts stainless steel appliances and granite countertops. Enjoy modern conveniences with updated mechanicals, natural gas heat, city water, and sewer.

    Becky Grieco Berkshire Hathaway NE Prop.

    67 Strong Terrace, Winsted, CT 06098
  • 138 Mountain Rd, Winsted, CT 06098

    $410,000 Sold Sep 30, 2024

    • 1,654 Sq Ft
    • $248/SF
    • 8 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1934

    138 Mountain Rd, Winsted, CT 06098

    Welcome to your own private sanctuary tucked within 1.46 acres of pristine woodlands. This charming Dutch Colonial home offers the perfect blend of modern amenities and natural serenity, for a true escape from the bustle of daily life. Boasting 3 bedrooms & 2.5 baths, there is ample space for relaxation and entertainment. Remodeled kitchen with elegant granite countertops and all new appliances.

    Yvette Owens William Raveis Real Estate

    138 Mountain Rd, Winsted, CT 06098
  • 265 Colebrook Rd, Winsted, CT 06098

    $380,000 Sold Sep 27, 2024

    • 1,232 Sq Ft
    • $308/SF
    • 19 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1977

    265 Colebrook Rd, Winsted, CT 06098

    Enjoy your private homestead situated on 4+ Acres!!! Distant views, adjacent to state forest property. Professionally landscaped with pavers, stone patio, water fountain, and two outbuildings. The home features an open floor plan, light filled rooms, dining and kitchen open to the living area with vaulted wood beamed ceilings, hardwood floors, loft, recessed and under counter lighting. Floor to

    James Kaniewski Town & Country Real Estate

    265 Colebrook Rd, Winsted, CT 06098
  • 425 Platt Hill Rd, Winsted, CT 06098

    $529,900 Sold Sep 27, 2024

    • 2,218 Sq Ft
    • $239/SF
    • 77 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1988

    425 Platt Hill Rd, Winsted, CT 06098

    Contemporary ranch home has great room with vaulted natural wood ceiling featuring kitchen with granite counters, Sub Zero six burner gas cook top, Meile double oven and a large center island. Dining area has large windows and french doors leading out to an extra-large deck with amazing views. The spacious living room has a brick fireplace/pellet stove insert. Primary bedroom suite has new wall

    Dawn Bucciarelli Joseph Bette REALTORS Inc

    425 Platt Hill Rd, Winsted, CT 06098
  • 123 Highview Dr, Winsted, CT 06098

    $375,000 Sold Sep 20, 2024

    • 1,882 Sq Ft
    • $199/SF
    • 7 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1976

    123 Highview Dr, Winsted, CT 06098

    Contemporary style Colonial located in Winchester Center sits far back from the road and offers privacy! Situated on 2 beautiful acres surrounded by nature and backs up to State Forest land. The kitchen features quartz counters, tiled flooring and a breakfast bar. Livingroom with a floor to ceiling stone fireplace, decorative accent wall and sliders to the deck. Formal dining room is great for

    Lindsay J. Warner Tier 1 Real Estate

    123 Highview Dr, Winsted, CT 06098
  • 624 Wynne Rd, Winsted, CT 06098

    $60,000 Sold Sep 20, 2024

    • 672 Sq Ft
    • $89/SF
    • 46 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1920

    624 Wynne Rd, Winsted, CT 06098

    Cozy cottage available at Highland Lake. Come take a look.

    Amy Rio Executive Real Estate Inc.

    624 Wynne Rd, Winsted, CT 06098

Showing Results 201 - 240, Page 6 of 18

Connecticut Winsted

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group