Winchester, CT Homes

• 

  $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 $197,546 Not Listed For Sale

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

  111 Riverton Rd Unit 54, Winsted, CT 06098

  111 Riverton Rd Unit 54, Winsted, CT 06098
• 

  

  

  /24

  $1,500,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,664 Sq Ft

  711 W Wakefield Blvd, Winchester Center, CT 06098

  Build your DREAM home! Largest lot available on the lake with great views and parking! Will build to suite. Don't miss this wonderful opportunity! WELL IS LOT CORNER at Forest Ave FRONTAGES ARE MARKED IN RED. +-a2 map and topo in documents.

  Peter Kores The Washington Agency

  711 W Wakefield Blvd, Winchester Center, 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 $323,228 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,249 Sq Ft

  143 Mountain Rd, Winsted, CT 06098

  143 Mountain Rd, Winsted, CT 06098
• 

  

  /3

  $320,000 Pending

  • Land
  • 0.61 Acre
  • $524,590 per Acre

  711 W Wakefield Blvd, Winchester Center, CT 06098

  Build your DREAM home! Largest lot available on the lake with great views and parking! Will build to suite. Don't miss this wonderful opportunity! WELL IS LOT CORNER at Forest Ave FRONTAGES ARE MARKED IN RED. +-a2 map and topo in documents.

  Peter Kores The Washington Agency

  711 W Wakefield Blvd, Winchester Center, 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 $206,110 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,488 Sq Ft

  97 Prospect St, Winsted, CT 06098

  97 Prospect St, Winsted, CT 06098
• 

  

  /22

  $109,900 Pending

  • 1 Bed
  • 1 Bath
  • 570 Sq Ft

  11 Gibbs St Unit 9, Winsted, CT 06098

  Welcome to easy, one-level living in this rarely available first-floor end unit at Gilbert Commons! This well-maintained 1 bedroom, 1 full bathroom condo offers approximately 570 square feet of comfortable living space with plenty of natural light and privacy. Inside, you'll find a spacious living room, a well-appointed kitchen with generous cabinet storage, and your own dedicated laundry room.

  David Sartirana Northwest CT Realty

  11 Gibbs St Unit 9, 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 $195,380 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,759 Sq Ft

  11 Orchard St, Winsted, CT 06098

  11 Orchard St, Winsted, CT 06098
• 

  

  /34

  $369,900 Pending

  • 5 Beds
  • 4 Baths
  • 3,690 Sq Ft

  203 Holabird Ave, Winchester Center, CT 06098

  Exceptional Mixed-Use Investment Opportunity Discover the perfect blend of charm, functionality, and income potential at 203 Holabird Avenue in the heart of Winsted, CT. This well-maintained riverfront property features a versatile mixed-use layout with two residential apartments and a dedicated commercial office space, making it ideal for investors or owner-occupants seeking additional income.

  RYAN HORVAY Smith & DeGroat Real Estate

  203 Holabird Ave, Winchester Center, CT 06098
• 

  $490,000 Sold Jan 06, 2025

  • 2,034 Sq Ft
  • $241/SF
  • 80 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1975

  41 Millbrook Rd, Colebrook, CT 06021

  Wow! A True & Authentic Log Cabin in the Woods with a detached matching 3 car garage. This home speaks "vacation" with its own relaxing pond and sandy beach. Listen to the sounds of the babbling brook. Nestled in the little known town of Colebrook; private yet close to dining, theaters & antiquing. On almost 7 acres of flat wooded land you can build your own tree fort anything your imagination

  Christine Hunter Hunter Real Estate, LLC

  41 Millbrook Rd, Colebrook, CT 06021
• 

  Est $222,732 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,652 Sq Ft

  118 Meadow St, Winsted, CT 06098

  118 Meadow St, 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
• 

  $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 $249,352 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,634 Sq Ft

  151 Hinsdale Ave, Winsted, CT 06098

  151 Hinsdale Ave, Winsted, CT 06098
• 

  /2

  $295,000 Pending

  • Land
  • 104 Acres
  • $2,830 per Acre

  00 Pinney St, Colebrook, CT 06098

  Ideal rural parcel for hunting and outdoor recreation. Land rises to the west away from Pinney Street. Wetlands mapping necessary to determine development potential.

  David Taylor Elyse Harney Real Estate

  00 Pinney St, Colebrook, CT 06098
• 

  $190,000 Sold Dec 23, 2024

  • Land
  • 2.39 Acres
  • $79,498 per Acre

  • 43 Days On Market

  14 Pine Rd, Colebrook, CT 06021

  2.39 Acres (Lot 9) of land on a very quiet country road in Colebrook. 2 Car garage with storage area above. House fire in 2011.

  LAURA BARTLETT Northwest CT Realty

  14 Pine Rd, Colebrook, CT 06021
• 

  Est $458,424 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,364 Sq Ft

  16 Alexandria Dr, Winsted, CT 06063

  16 Alexandria Dr, Winsted, CT 06063
• 

  

  /3

  $299,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 1.5 Baths
  • 1,736 Sq Ft

  38 Upland Rd, Winsted, CT 06098

  Estate Owned 3 to 4 Bedroom Colonial in Immaculate Move In Condition! Tucked away on a quiet street but within walking distance of Schools, Medical Facilities and Shopping. Special features include a huge cedar closet, Hardwood floors throughout the entire house, bay windows, 24' x 14' Family Room with Propane Gas Stove and an Oversized Full Bath The Master Bedroom features its own office.

  Holly Blinkoff Cohen Agency

  38 Upland Rd, Winsted, 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 $319,829 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,664 Sq Ft

  5 Hillside Ave, Winsted, CT 06098

  5 Hillside Ave, Winsted, CT 06098
• 

  

  /26

  $270,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 1,752 Sq Ft

  141 Maloney Ct, Winsted, CT 06098

  A charming ranch-style home, located in a desirable area, offers the convenience of single-level living. It features 4 bedrooms and 3 bathrooms, making it perfect for families or anyone in need of extra space. Upon entering the main floor, you'll find a spacious living room filled with natural light, which creates a warm and inviting atmosphere. The kitchen provides ample counter space and opens

  Marcy D'Angelo Coldwell Banker Realty

  141 Maloney Ct, 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 $204,180 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,380 Sq Ft

  36 S Main St, Winsted, CT 06098

  36 S Main St, Winsted, CT 06098
• 

  

  /23

  $349,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 952 Sq Ft

  278 Colebrook River Rd, Colebrook, CT 06021

  A nature lovers dream! Nestled on nearly 6 acres, this charming cottage offers comfortable single-level living. The bright living room, complete with a cozy fireplace and hardwood floors. The adjacent dining room features two large windows that fill the space with natural light. The kitchen is both practical and stylish, with tile flooring and a tile backsplash. Two bedrooms with hardwood floors

  Matthew Streaman RE/MAX Right Choice

  278 Colebrook River Rd, Colebrook, CT 06021
• 

  $341,750 Sold Dec 20, 2024

  • 2,216 Sq Ft
  • $154/SF
  • 54 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1981

  161 Marshall St, Winsted, CT 06098

  Lovely Country home located on the outskirts of town features 8 rooms 3-4 bedrooms and 2 full baths . The living room has a cathedral ceiling with a pellet stove and is open to the fully applianced remodeled Cherry kitchen with granite counters and tiled floor. The breakfast nook features a sliders that walks out to a spacious screened sunroom. The formal dining room has wood floors and a bay

  Mary Mary LeBlanc Realty

  161 Marshall St, Winsted, CT 06098
• 

  Est $199,534 Not Listed For Sale

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

  111 Riverton Rd Unit 55, Winsted, CT 06098

  111 Riverton Rd Unit 55, Winsted, CT 06098
• 

  

  /30

  $335,000 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,287 Sq Ft

  50 Manchester Heights, Winsted, CT 06098

  Charming Country Cape with Cottagecore appeal on just over an acre of land and situated on a culd-de-sac. Located off the beaten path in the quiet hills of Winchester, this storybook Cape-style home offers the perfect blend of rustic charm and modern comfort. Convenient to Route 8 and just minutes to town amenities. Enjoy the natural beauty surrounding the property while relaxing on the deck and

  Lisa Bredice William Raveis Real Estate

  50 Manchester Heights, Winsted, CT 06098
• 

  $452,000 Sold Dec 20, 2024

  • 2,240 Sq Ft
  • $202/SF
  • 71 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1978

  115 Moore Ave, Winsted, CT 06098

  If you are looking for a mini estate look no further. This completely remodeled home has everything you need. New eat in kitchen with a bay window overlooking the rear yard. Quartz c/tops and new appliances. Formal dining room, den with fireplace and wood stove insert. Sliders to rear deck and pool. Large living room with hardwood floors. Primary bedroom with full bath and two walk in closets.

  Scott Bayne Century 21 Bay-Mar Realty

  115 Moore Ave, Winsted, CT 06098
• 

  Est $183,012 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 528 Sq Ft

  12 Charles St, Winsted, CT 06098

  12 Charles St, Winsted, CT 06098
• 

  

  /34

  $319,900 Under Contract

  • 4 Beds
  • 1 Bath
  • 1,849 Sq Ft

  284 Gilbert Ave, Winsted, CT 06098

  Welcome to 284 Gilbert Avenue-a charming 4-bedroom Cape that combines efficient updates with inviting living spaces. Approximately 1,849 sq ft of sun-splashed interiors begin with a spacious eat-in kitchen featuring generous cabinetry, a dining area, and sliders that open to an elevated deck-perfect for grilling while enjoying the privacy of the beautifully manicured backyard. The main level also

  David Sartirana Northwest CT Realty

  284 Gilbert Ave, Winsted, CT 06098
• 

  $260,000 Sold Dec 20, 2024

  • 1,032 Sq Ft
  • $252/SF
  • 105 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1968

  74 Strong Terrace, Winsted, CT 06098

  Three bedroom Ranch with fireplace on the main level, and set on three lots totaling 1.71 acres near the center of Winsted. Close to Rt.8. There are three lots, and the taxes reflect this. Public Water and Sewer and Natural Gas. Lower level has a wood burning fireplace and is studded out ready to be finished for entertaining, play room, etc.. New roof in 2021. newer furnace.

  Tim Clark Stone Crest Realty LLC

  74 Strong Terrace, Winsted, CT 06098
• 

  Est $189,778 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,310 Sq Ft

  20 Gay St, Winsted, CT 06098

  20 Gay St, Winsted, CT 06098
• 

  

  /24

  $269,900 Under Contract

  • 2 Beds
  • 1 Bath
  • 1,424 Sq Ft

  115 Stanton Ave, Winsted, CT 06098

  Step inside this charming Cape Cod style home as you walk in the front door your in a large living room with wood floors, big picture window and lots of sunshine and seasonal views. The kitchen is bright and sunny and has room for a large table. The master bedroom is also on the main level and features double closets and wood floors. The full bath is also on this level . There is a cozy sunroom

  Mary Mary LeBlanc Realty

  115 Stanton Ave, Winsted, CT 06098
• 

  $515,000 Sold Dec 20, 2024

  • 1,134 Sq Ft
  • $454/SF
  • 663 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1950

  522 W Wakefield Blvd, Winsted, CT 06098

  LOCATION! LOCATION! LOCATION! Direct Waterfront Lake Property on a VERY RARE 1 ACRE level & private CORNER LOT with tons of parking on the highly sought after pristine, glistening & scenic Highland Lake in Winsted, Litchfield County, CT This property has approx 400 ft of waterfront w/a bonus pond area for small boat launch & is situated on the West side of 3rd Bay (close to Strong & Club Islands)

  Dawn Rousseau Showcase Realty, Inc.

  522 W Wakefield Blvd, Winsted, CT 06098
• 

  Est $574,036 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,611 Sq Ft

  122 West Rd, Winsted, CT 06098

  122 West Rd, Winsted, CT 06098
• 

  

  /40

  $979,000 Under Contract

  • 5 Beds
  • 3.5 Baths
  • 3,216 Sq Ft

  355 W Lake St, Winsted, CT 06098

  Sweeping Views, Exceptional Craftsmanship, and Lake Life at Its Finest.Set on a rare half-acre double lot across from Highland Lake, this custom-built 5-6 bedroom home offers panoramic views over First Bay and deeded dock access just steps from your front door-perfectly positioned beside Holland Beach for the ultimate lake lifestyle. Thoughtfully designed and meticulously maintained, the home

  David Sartirana Northwest CT Realty

  355 W Lake St, Winsted, CT 06098
• 

  $272,000 Sold Dec 18, 2024

  • 1,368 Sq Ft
  • $199/SF
  • 32 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1933

  460 Colebrook Rd, Colebrook, CT 06021

  Cozy cottage style home with great bones and many updates. Over $40,000 in updates including a new 50 year architectural roof, new septic tank, new electric panel, and more. The first floor has a lot of natural light and an open floor plan with hardwood floors throughout. There is a large first floor primary bedroom along with two additional bedrooms on the second floor. There is a shower on the

  Michele Welcome Welcome Real Estate, LLC

  460 Colebrook Rd, Colebrook, CT 06021

Showing Results 161 - 200, Page 5 of 18