Winchester, CT Homes

• 

  

  

  /5

  $158,000

  • Land
  • 1.18 Acres
  • $133,898 per Acre

  843-845 (lots - 10A, E Wakefield Blvd, Winchester, CT 06098

  1.18 Acre ,Approximately 201 Ft Road fro . ntage )Lightly wooded E. Wakefield Blvd. lot located at the end of 3rd Bay . Panoramic view overlooking the length or lake. Survey , Zoning HL regulations and Deed are available , and Access is also available off E. Mtn Road . Survey shows Town of Winchester parcel with warterfront access Rare opportunity to build your dream home . , SELLER WILL

  David D'Amore Northwest CT Realty

  843-845 (lots - 10A, E Wakefield Blvd, Winchester, CT 06098
• 

  $260,000 Sold Mar 10, 2025

  • 1,888 Sq Ft
  • $138/SF
  • 27 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1973

  14 Hamill Dr, Winsted, CT 06098

  Welcome to this single family home nestled at the end of a peaceful cul-de-sac. Featuring 3 spacious bedrooms and a full bathroom on the main lever, and a cozy lower-level family room complete with a half bath and ample storage. This home has both comfort and functionality.

  Eva Casoria eXp Realty

  14 Hamill Dr, Winsted, CT 06098
• 

  Est $312,551 Not Listed For Sale

  • 5 Beds
  • 2,820 Sq Ft

  204 Gilbert Ave, Winsted, CT 06098

  204 Gilbert Ave, Winsted, CT 06098
• 

  

  

  /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
• 

  $325,000 Sold Mar 07, 2025

  • 1,324 Sq Ft
  • $245/SF
  • 1 Day On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1962

  11 Cherry St, Winsted, CT 06098

  Welcome to 11 Cherry Street! This move-in ready ranch-style home features 3 bedrooms, 1.5 bathrooms, and is just around the corner from Highland Lake. Step into the kitchen directly from the heated 2-car garage. The kitchen features plenty of white cabinets, shiplap, and a brick backsplash, creating a stylish industrial modern vibe. It also overlooks the spacious dining room perfect for

  Haylee Munchgesang Coldwell Banker Realty

  11 Cherry St, Winsted, CT 06098
• 

  Est $269,636 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

  $69,000

  • Land
  • 2.00 Acres
  • $34,500 per Acre

  503 N Main St, Winsted, CT 06098

  Prime Building Lot Near Downtown & Highland Lake-Discover the perfect setting for your dream home on this 2 acre lot at 503 N Main Street. The Property has over 500' of road frontage, permitted uses include; accessory residential uses, family day care home, farm, seasonal cottages, single family dwelling. The property offers a peaceful atmosphere while maintaining easy access to downtown

  Charles Albertario William Raveis Real Estate

  503 N Main St, Winsted, CT 06098
• 

  $400,000 Sold Mar 03, 2025

  • 4,253 Sq Ft
  • $94/SF
  • 132 Days On Market

  • 7 Beds
  • 3.5 Baths
  • Built 1958

  296 Colebrook Rd, Winsted, CT 06098

  . The Main house features a Huge Stone fire-placed family room , plus a fire-placed Living room,for cozier gatherings. The home also includes a walk-out basement,. There is finished space ideal for an in-law suite on the second floor, located above the oversized attached 2-car garage. Outdoor living is enhanced by a rear deck that overlooks a tranquil pond, dam, and wooded area, making it a

  David D'Amore Northwest CT Realty

  296 Colebrook Rd, Winsted, CT 06098
• 

  Est $208,626 Not Listed For Sale

  • 6 Beds
  • 2,421 Sq Ft

  3 Brookside Ave, Winsted, CT 06098

  3 Brookside Ave, 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
• 

  $135,000 Sold Feb 28, 2025

  • 816 Sq Ft
  • $165/SF
  • 3 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1939

  234 E Wakefield Blvd, Winsted, CT 06098

  Abundant opportunity awaits for you to live in the highly-desired Highland Lake area. With some vision and determination, you can transform this property into your home. The property features newer roofing, new siding, and new replacement windows. There is a level lot for your enjoyment and a two-car garage with loft storage above. This property could also be a great investment opportunity. Cash

  Jeffrey Liskin Northwest CT Realty

  234 E Wakefield Blvd, Winsted, CT 06098
• 

  Est $199,531 Not Listed For Sale

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

  111 Riverton Rd Unit 66, Winsted, CT 06098

  111 Riverton Rd Unit 66, 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
• 

  $375,000 Sold Feb 19, 2025

  • 2,176 Sq Ft
  • $172/SF
  • 77 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1900

  220 Gilbert Ave, Winsted, CT 06098

  WOW - Welcome to 220 Gilbert Ave! Stop by for a visit and view the amazing transformation of this FABULOUS 2 family dwelling. Home has been completely remodeled inside and out. Relax and enjoy the level, private back yard or the sprawling, open front porch. The open floor plan boasts, spacious rooms, space for everyone and storage galore! The list of amenities is endless in this beautiful home!

  Linda Muraski Century 21 Classic Homes

  220 Gilbert Ave, Winsted, CT 06098
• 

  Est $215,756 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,076 Sq Ft

  45 Beach St, Winsted, CT 06098

  45 Beach 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
• 

  $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 $407,030 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,313 Sq Ft

  193 Spencer Hill Rd, Winsted, CT 06098

  193 Spencer Hill Rd, Winsted, CT 06098
• 

  /2

  $299,900

  • Land
  • 63 Acres
  • $4,760 per Acre

  32 Norfolk Rd, Winchester, CT 06098

  63-Acre Rural Retreat Abutting Algonquin State Forest - A Nature Lover's Dream! Discover the perfect blend of seclusion and accessibility with this 63-acre wooded paradise, directly abutting Algonquin State Forest. Located on a state highway and directly across from a scenic dry dam, this unique parcel provides endless possibilities-whether you're looking to build your dream home, start a

  David D'Amore Northwest CT Realty

  32 Norfolk Rd, Winchester, 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 $246,020 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,302 Sq Ft

  234 Oak St, Winsted, CT 06098

  234 Oak St, Winsted, CT 06098
• 

  /2

  $299,900

  • Land
  • 30 Acres
  • $9,997 per Acre

  00 Ramsgate Ln, Barkhamsted, CT 06063

  30 +/- acres in ideal location in Barkhamsted bordering American Legion State Forest in the rear. Minutes from historic Riverton Center and world-renowned fly fishing. Many outdoor activities close by including hiking, biking, tubing, skiing, boating and many more. Land is ideal for almost any application, subdividing, recreation, horses, etc. Land will be subdivided upon contract and prior to

  Heidi Picard-Ramsay Berkshire Hathaway NE Prop.

  00 Ramsgate Ln, Barkhamsted, CT 06063
• 

  $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 $175,785 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 734 Sq Ft

  110 E Mountain Ave, Winsted, CT 06098

  110 E Mountain Ave, Winsted, CT 06098
• 

  /2

  $59,900

  • Land
  • 0.41 Acre
  • $146,098 per Acre

  105,107 E Mountain Rd, Winchester, CT 06098

  105 & 107 Mountain Road parcels are contiguous and located on a dirt road . . Deed indicates right of way to Highland lake water frontage within walking distance. See documents attached for Deed , Site plan, Peculation tests , Survey and Septic testing available . Possible city sewer access at buyers expense . Seller will consider financing with a minimum of 15% DOWN PAYMENT FOR A 2 YEAR BALLOON

  David D'Amore Northwest CT Realty

  105,107 E Mountain Rd, Winchester, 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 $257,187 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,582 Sq Ft

  24 Union St, Winsted, CT 06098

  24 Union St, Winsted, CT 06098
• 

  

  /32

  $425,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,086 Sq Ft

  50 Lakeview Rd, Winsted, CT 06098

  Located just a short stroll from Holland Beach and only a 3-minute drive to the public boat launch, this charming Colonial offers the perfect blend of comfort, convenience, and year-round recreation. Nestled on a level corner lot in a well-established neighborhood, this home invites you to enjoy all the amenities of Connecticut's second-largest lake - from kayaking and boating to lakeside walks

  Paula Nelson William Raveis Real Estate

  50 Lakeview Rd, 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 $235,284 Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 1,334 Sq Ft

  174 Wallens St Unit C7, Winsted, CT 06098

  174 Wallens St Unit C7, Winsted, CT 06098
• 

  

  /24

  $289,900 Pending

  • 5 Beds
  • 1.5 Baths
  • 2,470 Sq Ft

  88 Strong Terrace, Winsted, CT 06098

  This solid 5-bedroom colonial in Winsted has been in the same hands for over 40 years and been well taken care of the whole time. With almost 2,500 square feet there's plenty of space for whatever you need, whether it's family, guests, or just room to spread out. Inside, you'll find large living and dining areas, good-sized bedrooms, and lots of natural light. If you're looking for space,

  Austin Brochu Sullivan Real Estate Inc

  88 Strong Terrace, Winsted, CT 06098
• 

  $500,000 Sold Jan 31, 2025

  • 2,532 Sq Ft
  • $197/SF
  • 11 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1830

  368 Sandy Brook Rd, Colebrook, CT 06021

  This charming and beautifully maintained Colonial is the perfect blend of nostalgia and modern living! With your own babbling brook across the street and a peaceful backyard nestled up against the Algonquin State Forest. The current owners took care in making updates, including a remodel of the full bath, improving the primary bedroom with its own private deck and entrance, a walk-in closet, and

  Nick Palazzo Century 21 Clemens Group

  368 Sandy Brook Rd, Colebrook, CT 06021
• 

  Est $301,437 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,622 Sq Ft

  125 E Mountain Ave, Winsted, CT 06098

  125 E Mountain Ave, Winsted, CT 06098
• 

  

  /13

  $159,999 Pending

  • 2 Beds
  • 1.5 Baths
  • 992 Sq Ft

  19 Riveredge Dr Unit 19, Winsted, CT 06098

  Don't miss your chance to own this beautiful Riveredge condo as these condos go under contract within hours! In the kitchen you will find brand new Stainless Steel appliances as well as brand new cupboards and counters! Freshly painted throughout and new carpet on stairs and second floor. Also, a brand new water tank has been installed! Nothing for you to do but move your belongings in and enjoy

  Maria Smith Turning Point Realty, LLC

  19 Riveredge Dr Unit 19, 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 $198,564 Not Listed For Sale

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

  111 Riverton Rd Unit 35, Winsted, CT 06098

  111 Riverton Rd Unit 35, Winsted, CT 06098
• 

  

  /16

  $109,900 Pending

  • 1 Bed
  • 1 Bath
  • 570 Sq Ft

  11 Gibbs St Unit 7, Winsted, CT 06098

  Welcome to easy, one-level living in this rarely available 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. The modest

  David Sartirana Northwest CT Realty

  11 Gibbs St Unit 7, Winsted, CT 06098
• 

  $175,000 Sold Jan 15, 2025

  • Land
  • 9 Acres
  • $19,663 per Acre

  • 1844 Days On Market

  0 Newfield Rd Unit 170255405, Torrington, CT 06790

  TOTAL OF 10.78 ACRES. 8.90 +/- ACRES IS ZONED R6 AND 1.88 +/- ACRE IS ZONED LOCAL BUSINESS. DEVELOPMENT POTENTIAL FOR APARTMENTS, CONDOS OR OTHER ALLOWED USES PER R6 ZONING OR BY SPECIAL EXCEPTION. CITY UTILITIES AVAILABLE. SURVEY MAPS ON THE ATTACHMENTS. CURRENT TOTAL ANNUAL REAL ESTATE TAXES ARE FOR THE COMBINED PROPERTIES IS $2,674.00

  Marshall Cohen Cohen Agency

  0 Newfield Rd Unit 170255405, Torrington, CT 06790
• 

  Est $323,958 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,087 Sq Ft

  222 Holabird Ave, Winsted, CT 06098

  222 Holabird Ave, Winsted, CT 06098
• 

  

  /39

  $310,000 Pending

  • 3 Beds
  • 5 Baths
  • 2,623 Sq Ft

  29 Walnut St, Winsted, CT 06098

  Introducing 29 Walnut: a grand Victorian home with a front porch view complimented by perennial rose gardens, a terrace fit for garden parties, and a large back yard. Upon entry, look upward to high ceilings, a spacious entryway and a grand, swirling staircase. Note precise finish work and period correct trim as you move into the open living, kitchen, and dining area with a chic half bath. Make

  Rosemary Scanlon Coldwell Banker Realty

  29 Walnut St, Winsted, CT 06098

Showing Results 121 - 160, Page 4 of 18