Winsted, CT Homes

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  /5

  $295,000

  • 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
• 

  $343,000 Sold Feb 14, 2025

  • 1,566 Sq Ft
  • $219/SF
  • 53 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1993

  113 Preston Rd, Winsted, CT 06098

  This 1,566 sq. ft. cape log home sits on a mostly wooded 6.04 acre lot. The home consists of 2 bedroom, 2 bath, an open living/kitchen concept, primary suite, great closet space, laundry on the main level as well as a bonus room. Kitchen appliances included along with laundry set. Full basement with workshop area and a two car detached garage.

  Roberta LeJeune Marrin Santore Realty LLC

  113 Preston Rd, Winsted, CT 06098
• 

  Est $202,844 Not Listed For Sale

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

  111 Riverton Rd Unit 30, Winsted, CT 06098

  111 Riverton Rd Unit 30, Winsted, CT 06098
• 

  

  /2

  $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
• 

  $288,000 Sold Feb 14, 2025

  • 1,646 Sq Ft
  • $175/SF
  • 69 Days On Market

  • 5 Beds
  • 1.5 Baths
  • Built 1880

  86 Strong Terrace, Winsted, CT 06098

  Lovely 4-5 bedroom Colonial in the quaint town of Winchester is updated throughout and move in ready! This home offers a unique blend of classic charm and modern amenities. Fantastic yard is great for entertaining with a patio, garden areas, fire pit, a detached Carriage house style barn and a fenced in area great for pets. Welcoming covered front porch entry way. Gorgeous newly built rear

  Lindsay J. Warner Tier 1 Real Estate

  86 Strong Terrace, Winsted, CT 06098
• 

  Est $257,964 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,180 Sq Ft

  36 Charles St, Winsted, CT 06098

  36 Charles St, Winsted, CT 06098
• 

  /2

  $23,900

  • Land
  • 0.15 Acre
  • $159,333 per Acre

  48 Bridge St, Winsted, CT 06098

  Nestled just steps from downtown, this .15-acre lot offers a fantastic opportunity in a highly convenient location. The property is fairly level and provides easy access to shopping, restaurants, The Gilson Theater, and Little Red Barn Brewery. With city water and sewer available, this lot is ready for your vision. Whether you're looking to build or invest, this prime spot puts you right in the

  David Sartirana Northwest CT Realty

  48 Bridge St, Winsted, CT 06098
• 

  $146,000 Sold Feb 10, 2025

  • 992 Sq Ft
  • $147/SF
  • 3 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1986

  35 Riveredge Dr Unit 35, Winsted, CT 06098

  Come see this wonderful sought after condo on a cul-de-sac. Freshly painted and new carpet on stairs and upper level. This unit overlooks the river from the back patio. Great surrounding neighborhoods. Close proximity to town and route 8. Parking space is directly in front of the condo!

  Maria Smith Turning Point Realty, LLC

  35 Riveredge Dr Unit 35, Winsted, CT 06098
• 

  Est $409,470 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,588 Sq Ft

  43 Spencer St, Winsted, CT 06098

  43 Spencer St, Winsted, CT 06098
• 

  /2

  $23,900

  • Land
  • 0.22 Acre
  • $108,636 per Acre

  19 Hill St, Winsted, CT 06098

  Located on a lightly traveled side street, this .22-acre lot offers a peaceful getaway with easy access to downtown. The property features a flat area at the street before gently sloping upward, creating a unique setting for potential future use. City water and sewer are available in the street, but buyers should conduct their own due diligence regarding buildability. Whether you're looking for a

  David Sartirana Northwest CT Realty

  19 Hill St, Winsted, CT 06098
• 

  $180,000 Sold Feb 10, 2025

  • 1,204 Sq Ft
  • $150/SF
  • 68 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1987

  111 Riverton Rd Unit 7, Winsted, CT 06098

  Welcome to 111 Riverton Road, Unit 7. Discover the charm and convenience of this well-maintained Riverwalk townhouse, ideally situated in a peaceful section of the complex with no through traffic, expansive green spaces, and a serene wooded backdrop. This 2-bedroom, 1.5-bath home offers an inviting blend of comfort and style, featuring newer flooring on the main level. The bright, airy kitchen is

  David Sartirana Northwest CT Realty

  111 Riverton Rd Unit 7, Winsted, CT 06098
• 

  Est $201,262 Not Listed For Sale

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

  111 Riverton Rd Unit 88, Winsted, CT 06098

  111 Riverton Rd Unit 88, Winsted, CT 06098
• 

  

  /20

  $1,650,000 Pending

  • 7 Beds
  • 4 Baths
  • 2,687 Sq Ft

  508 W Wakefield Blvd, Winsted, CT 06098

  Welcome to Strong Island, a waterfront retreat on Highland Lake. The clean waters of Highland Lake in the town of Winchester in Litchfield County surround this 1.6 acres island. History abounds for this property as the original house dates back to 1890. There were significant alterations made in 1920 that added several rooms, a boat house, a barn and porch. Babe Ruth made several trips to Strong

  Pierre Moran William Pitt Sotheby's Int'l

  508 W Wakefield Blvd, Winsted, CT 06098
• 

  $330,000 Sold Jan 31, 2025

  • 2,602 Sq Ft
  • $127/SF
  • 31 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1900

  63 Meadow St, Winsted, CT 06098

  Welcome to 63 Meadow, an updated, well maintained and income producing property, making it a match made in investing heaven for both the landlord and tenant. This property boasts three spacious units, shared outdoor space, a two-car attached garage, and 5 parking spaces. The prime location is minutes from route 8 ramps, local university, shopping and every convenience, not to mention a 3 minute

  Lauren Hill Mark Tavares Realty, LLC

  63 Meadow St, Winsted, CT 06098
• 

  Est $370,249 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,608 Sq Ft

  155 West Rd, Winsted, CT 06098

  155 West Rd, Winsted, CT 06098
• 

  

  /35

  $286,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  421 Unity Place, Winsted, CT 06098

  UPDATED | SERENE | CHARMING | 2 LOTS | This Highland Lake retreat is ideal for the 1st time homeowner, getaway retreat or investment opportunity. Nestled in New England's natural beauty, you are sure to enjoy your lush surroundings & stunning views, truly a nature lovers delight. 3+ generous bedrooms, 2 full bathrooms, dining room, fireplaced living room, updated kitchen with stainless

  Michelle Lorenzetti Premier Re Group LLC

  421 Unity Place, Winsted, CT 06098
• 

  $375,000 Sold Jan 31, 2025

  • 2,674 Sq Ft
  • $140/SF
  • 100 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1890

  19 Cottage St, Winsted, CT 06098

  Welcome to 19 Cottage Street, a stunning turnkey Colonial in the heart of Winsted that beautifully blends modern functionality with classic charm. As you enter, a spacious foyer with new tile flooring leads into a bright living room featuring gleaming hardwood floors, create a warm, inviting atmosphere. A dedicated office space presents an ideal setting for productivity, while the heart of the

  Michael Bianca Showcase Realty, Inc.

  19 Cottage St, Winsted, CT 06098
• 

  Est $342,369 Not Listed For Sale

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

  133 E Wakefield Blvd, Winsted, CT 06098

  133 E Wakefield Blvd, Winsted, CT 06098
• 

  

  /18

  $289,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,424 Sq Ft

  174 Boyd St, Winsted, CT 06098

  A charming house located 2 blocks from highland lake. This 3 bedroom, 1 large full bath is move-in ready. The dining room has a beautiful built in, the 3 large windows allowing for natural light to brighten the room. Off of the dining room is a nice family room. The kitchen is large and spacious and off the kitchen in the back is a lovely sunroom with a fireplace (natural gas) that has sliders

  Margaret Alexson Elyse Harney Real Estate

  174 Boyd St, Winsted, CT 06098
• 

  $155,000 Sold Jan 09, 2025

  • 992 Sq Ft
  • $156/SF
  • 1 Day On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1986

  20 Riveredge Dr Unit 20, Winsted, CT 06098

  Come see this renovated condo! New Carpeting on stairs and in bedrooms; fresh coat of paint throughout and flooring on lower level still looks brand new. Slider in living room opens to a private little patio area. Great surrounding neighborhoods. Close proximity to town.

  Maria Smith Turning Point Realty, LLC

  20 Riveredge Dr Unit 20, Winsted, CT 06098
• 

  Est $280,791 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,820 Sq Ft

  132 E Lake St, Winsted, CT 06098

  132 E Lake St, Winsted, CT 06098
• 

  

  /25

  $204,000 Pending

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

  154 Wallens St, Winsted, CT 06098

  Investors & Owner Occupants, schedule your appointment NOW!!! Come view this 2-family home, price to sell!!! Located near all amenities! Seller is motivated, bring all offers!!!

  Adam Devine Dorrance Realty

  154 Wallens St, Winsted, CT 06098
• 

  $195,000 Sold Jan 08, 2025

  • 1,204 Sq Ft
  • $162/SF
  • 0 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1987

  111 Riverton Rd Unit 50, Winsted, CT 06098

  Fantastic opportunity to own this wonderful unit at the sought after Riverwalk complex!! Rarely available townhouse with so much space and a 2 CAR ATTACHED GARAGE!!!! Meticulously maintained unit with 2 bedrooms and 1.5 baths... sliders from the fireplaced living room out to a private deck! New windows in 2019...new garage doors, A/C units, garbage disposal and hot water in 2022...newer Samsung

  Tammy Varney William Raveis Real Estate

  111 Riverton Rd Unit 50, Winsted, CT 06098
• 

  Est $276,368 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  107 Peck Rd, Winsted, CT 06098

  107 Peck Rd, Winsted, CT 06098
• 

  

  /6

  $39,000 Pending

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  104 Norfolk Rd, Winsted, CT 06098

  An opportunity for redevelopment! This bungalow-style home, situated on a 0.50-acre lot along State-maintained Route 44, is beyond salvageable and will require demolition. Offering 980 sq. ft. of living space with 5 rooms, including 2 bedrooms and 1 full bath, the property is in unsafe condition and there will be no access granted due to structural concerns. While located in a rural setting, it

  David Sartirana Northwest CT Realty

  104 Norfolk Rd, Winsted, CT 06098
• 

  $255,000 Sold Jan 08, 2025

  • 1,946 Sq Ft
  • $131/SF
  • 7 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2005

  174 Wallens St Unit A3, Winsted, CT 06098

  Welcome to Clockmakers Hill, a highly sought-after, active 55+ community. You will love this gorgeously maintained condo unit that boasts granite counter tops, 9ft ceilings, and a primary suite with full bath and walk in closet. There are two ground floor entrances as well as a finished lower level family room. With almost 2,000 square feet you must see this unit!

  Juli McGraw RE/MAX Heritage

  174 Wallens St Unit A3, Winsted, CT 06098
• 

  Est $186,833 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,156 Sq Ft

  78 Gay St, Winsted, CT 06098

  78 Gay St, Winsted, CT 06098
• 

  

  /38

  $239,900 Pending

  • 3 Beds
  • 1 Bath
  • 1,101 Sq Ft

  56 Lakeview Rd, Winsted, CT 06098

  Don't miss this 3 bedroom Ranch with a 2 car attached garage and an amazing view of Highland Lake - very close proximity to state boat launch and public beach. Some TLC will be well worth the effort here! Roof (2019), heating system (November 2017), and central air!

  Tony Goia The Washington Agency

  56 Lakeview Rd, Winsted, CT 06098
• 

  $265,000 Sold Jan 07, 2025

  • 1,152 Sq Ft
  • $230/SF
  • 10 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1989

  124 Standard Ave, Winsted, CT 06098

  This wonderful Ranch is just waiting for you to call it home! With it's traditional layout 3 beds, 2baths, hardwoods partially finished lower level, and wonderful oversized deck overlooking a great yard. This home is just waiting for you to bring your style and make it yours! Enjoy time with your friends and guests and making tons of memories. Why wait? Being sold as-is. Highest & Best for Sunday

  Derek Greene Derek Greene

  124 Standard Ave, Winsted, CT 06098
• 

  Est $259,147 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,490 Sq Ft

  257 Walnut St, Winsted, CT 06098

  257 Walnut St, Winsted, CT 06098
• 

  

  /17

  $160,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 992 Sq Ft

  37 Riveredge Dr Unit 37, Winsted, CT 06098

  Enjoy the private and peaceful setting of Still River right from your bedroom window or private patio all the while being close to the many amenities offered in town. Inside this well-maintained condo you'll find an abundance of natural light flowing in every room, a bright slider opening up to your own patio, all new paint throughout, lots of storage and durable like-new flooring on the main and

  Erin Ruwet Century 21 AllPoints Realty

  37 Riveredge Dr Unit 37, Winsted, CT 06098
• 

  $199,000 Sold Dec 31, 2024

  • 1,204 Sq Ft
  • $165/SF
  • 12 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1987

  111 Riverton Rd Unit 53, Winsted, CT 06098

  Welcome to 111 Riverton Road, Unit 53-your perfect home just in time for the holidays! This well-maintained Riverwalk end-unit townhouse is nestled in the last building of the complex, offering privacy without through traffic, large open green space, and serene water views of the Still River. This immaculate home features 2 bedrooms, 1.5 baths, and brand-new carpeting installed on November 15th.

  Samantha Behm William Pitt Sotheby's Int'l

  111 Riverton Rd Unit 53, Winsted, CT 06098
• 

  Est $350,869 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,549 Sq Ft

  17 Wallens Hill Rd, Winsted, CT 06098

  17 Wallens Hill Rd, Winsted, CT 06098
• 

  

  /8

  $39,000 Pending

  • 5 Beds
  • 2,016 Sq Ft

  50-52 Cottage St, Winchester, CT 06098

  Investor Special! This four-level, two-family property at 50-52 Cottage St. was previously prepared for demolition but may still hold potential for the right investor. A complete rehab or possible teardown, this property is being sold as-is and will require vision, expertise, and cash-no financing will qualify. Whether you're looking for a full-scale renovation project or a lot for future

  David Sartirana Northwest CT Realty

  50-52 Cottage St, Winchester, CT 06098
• 

  $136,000 Sold Dec 20, 2024

  • 1,824 Sq Ft
  • $75/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1950

  130 Colebrook River Rd, Winsted, CT 06098

  Investors, handy person and everyone else! Excellent home to rehab! This 3 bed with 2 bath home has a nice view of the water from the back deck. Well worth the effort!

  Brian Gee Brian Gee Real Estate LLC

  130 Colebrook River Rd, Winsted, CT 06098
• 

  Est $290,497 Not Listed For Sale

  • 5 Beds
  • 2,820 Sq Ft

  204 Gilbert Ave, Winsted, CT 06098

  204 Gilbert Ave, Winsted, CT 06098
• 

  

  /8

  $299,900 Pending

  • 6 Beds
  • 2 Baths
  • 2,699 Sq Ft

  77 Hubbard St, Winsted, CT 06098

  Discover this versatile two-family residence offering a blend of modern updates and timeless charm. Each unit boasts three bedrooms and a full bath, providing ample space and comfort for tenants or multi-generational living. The first-floor unit has been beautifully renovated, featuring a brand-new kitchen with stylish finishes, updated bath, gleaming hardwood floors, and plush new carpet in the

  Amy Rio Executive Real Estate Inc.

  77 Hubbard St, Winsted, CT 06098
• 

  $370,000 Sold Dec 20, 2024

  • 2,177 Sq Ft
  • $170/SF
  • 34 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1978

  129 Skinner Rd, Winsted, CT 06098

  Explore 129 Skinner, a captivating retreat offering abundant charm and privacy. Spanning nearly two acres, this residence features four bedrooms, two bathrooms, two fireplaces, and numerous amenities. Conveniently situated in the countryside, residents delight in seclusion while staying near downtown Winsted's conveniences. Delight in serene yard moments, observing wildlife, unwind in the

  Christopher Gueniat Northwest CT Realty

  129 Skinner Rd, Winsted, CT 06098
• 

  Est $265,345 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,294 Sq Ft

  28 Moore Ave, Winsted, CT 06098

  28 Moore Ave, Winsted, CT 06098
• 

  /2

  $49,000 Pending

  • Land
  • 0.50 Acre
  • $98,000 per Acre

  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

Showing Results 81 - 120, Page 3 of 18