Homes in ZIP Code 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

  (860) 453-5624

  48 Bridge St, Winsted, CT 06098
• 

  

  

  /29

  $4,000 total monthly price

  • 4 Beds
  • 3.5 Baths
  • 2,265 Sq Ft
  • House for Rent

  121 W Wakefield Blvd, Winsted, CT 06098

  Discover lakeside living at its finest with this renovated 5-bedroom, 4-bath family estate set privately on a full acre overlooking picturesque Highland Lake. Located just 0.7 miles from Main Street Winsted and Red Barn Brewing, this property combines serene lakefront living with convenient access to local amenities. Enjoy use of a private dock and waterfront deck located directly across the

  Elizabeth Stockwell Coldwell Banker Realty

  121 W Wakefield Blvd, Winsted, CT 06098
• 

  $389,900 Sold Nov 06, 2025

  • 7,372 Sq Ft
  • $53/SF
  • 57 Days On Market

  • 8 Beds
  • 5 Baths
  • Built 1900

  27 Thibault Ave, Winsted, CT 06098

  Here is your perfect chance to build your investment portfolio! 2 houses and a vacant lot create the perfect investment opportunity! Comprised of a 4 unit apartment building and a single unit house with a 4 car garage under and an adjacent vacant lot. The vacant lot is perfect for additional parking and or play area! All tenants have been there long term and pay regularly. Buyer and buyer agent

  Cathy Macias Northwest CT Realty

  27 Thibault Ave, Winsted, CT 06098
• 

  Est $359,433 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,635 Sq Ft

  268 Smith Hill Rd, Colebrook, CT 06021

  268 Smith Hill Rd, Colebrook, CT 06021
• 

  

  

  /34

  $299,900 Pending

  • 5 Beds
  • 2 Baths
  • 2,344 Sq Ft

  49 Walnut St, Winsted, CT 06098

  Well-maintained two-family home situated on a large, level lot in an area of well-cared-for properties. Conveniently located near downtown, schools, Northwestern Connecticut Community College, shopping, and restaurants. The first-floor unit features an eat-in kitchen, dining area, living room, two bedrooms, and a full bath. The second-floor unit offers a spacious kitchen/living area, 2-3

  

  David Sartirana

  Northwest CT Realty

  (860) 374-7309

  49 Walnut St, Winsted, CT 06098
• 

  

  /20

  $2,300 total monthly price

  • 3 Beds
  • 1.5 Baths
  • 1,654 Sq Ft
  • House for Rent

  220 Walnut St, Winsted, CT 06098

  Location, location, location! Just a short drive to the shores of the ever-popular Highland Lake, you must put 220 Walnut St. at the top of your list. Lovingly updated (while keeping all of its antique charms) and customized by a local artist. This offering, ready for immediate occupancy, is a true must-see in person. The heating system has been replaced, new appliances, newer roof, fresh paint,

  Justin Mokerzecki Glanville Real Estate

  220 Walnut St, Winsted, CT 06098
• 

  $225,000 Sold Nov 03, 2025

  • 768 Sq Ft
  • $293/SF
  • 115 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1979

  130 Stanton Ave, Winsted, CT 06098

  Step right into effortless living with this charming 2bedroom ranch-style home, nestled right in town and wrapped in durable, lowmaintenance vinyl siding. As you approach, you'll appreciate the tidy curb appeal and generous driveway-perfect for guests or extra vehicles. Inside, an open concept living and dining area welcomes you with abundant natural light and easy flow, ideal for both everyday

  David D'Amore Northwest CT Realty

  130 Stanton Ave, Winsted, CT 06098
• 

  Est $114,879 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 570 Sq Ft

  11 Gibbs St Unit 6, Winsted, CT 06098

  11 Gibbs St Unit 6, Winsted, CT 06098
• 

  

  /9

  $739,900 Pending

  • Land
  • 93.38 Acres
  • $7,924 per Acre

  0 Old Robertsville Rd, Winchester, CT 06098

  Nestled along a peaceful country road near the Colebrook and Barkhamsted town lines, this breathtaking 93.38-acre parcel embodies the timeless charm of rural New England. Once part of a cherished family farm, the land offers a harmonious blend of rolling meadows, majestic forests, and the gentle, winding presence of the Still River, which meanders through a substantial portion of the property.

  

  David Sartirana

  Northwest CT Realty

  (860) 650-5076

  0 Old Robertsville Rd, Winchester, CT 06098
• 

  

  /7

  $1,250 total monthly price

  • 2 Beds
  • 1 Bath
  • 2,388 Sq Ft
  • Apartment for Rent

  217 N Main St Unit 2, Winsted, CT 06098

  Very nice, recently renovated first floor apartment for rent in a four unit building set back up private driveway. New flooring in living rooms and bedroom(s). Additional room can be used as a second bedroom or home office space. New paint throughout and new appliances as well as new countertops and cabinets in the kitchen. Full bathroom off of kitchen. Apartment has a covered front porch which

  Michaela Rousseau Showcase Realty, Inc.

  217 N Main St Unit 2, Winsted, CT 06098
• 

  $310,000 Sold Nov 03, 2025

  • 900 Sq Ft
  • $344/SF
  • 4 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1940

  152 E Lake St, Winsted, CT 06098

  Well-maintained and move-in ready, this charming one-level ranch offers 900 square feet of comfortable living just steps from Highland Lake. Featuring 2 bedrooms and 2 full bathrooms, this home is perfect as a full-time residence, weekend retreat, or summer getaway. Enjoy lake living without the high taxes, with public water and sewer already in place. The property includes a private backyard

  Bryan Palladino Showcase Realty, Inc.

  152 E Lake St, Winsted, CT 06098
• 

  Est $118,354 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 570 Sq Ft

  11 Gibbs St Unit 4, Winsted, CT 06098

  11 Gibbs St Unit 4, 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.

  (860) 452-3957

  77 Hubbard St, Winsted, CT 06098
• 

  

  /11

  $2,200 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Townhouse for Rent

  188 E Lake St, Winsted, CT 06098

  Welcome to our beautiful lakeside apartment! 2 bedroom/1 Bath. Situated on the picturesque shores of Highland Lake, this fully renovated and furnished apartment offers stunning views and serenity. The apartment features a spacious living area, a fully equipped kitchen, huge primary bedroom with lake views, dedicated office space and in unit laundry. Whether you are looking for a peaceful retreat

  Annie Simard LPT Realty

  188 E Lake St, Winsted, CT 06098
• 

  $326,000 Sold Oct 31, 2025

  • 3,078 Sq Ft
  • $106/SF
  • 13 Days On Market

  • 6 Beds
  • 2 Baths
  • Built 1902

  62 Fruit St Unit 64, Winsted, CT 06098

  62-64 Fruit Street in Winchester offers a rare opportunity to acquire a turnkey property located in one of the town's most desirable neighborhoods. This expansive residence is characterized by its classic New England architecture, making it a perfect fit for those seeking both charm and functionality. Both units offer spacious layouts and maintained interiors, ideal for entertaining and living

  Antonio De La Cruz Eagle Eye Realty PLLC

  62 Fruit St Unit 64, Winsted, CT 06098
• 

  Est $290,226 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,485 Sq Ft

  28 Maloney Ct, Winsted, CT 06098

  28 Maloney Ct, Winsted, CT 06098
• 

  

  /23

  $229,900 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,044 Sq Ft

  32 Charles St, Winsted, CT 06098

  Charming Cape on a Quiet Dead-End Street Welcome to 32 Charles Street - a cute and cozy 1,044 sq. ft. Cape-style home located just moments from the downtown area. The first floor offers an inviting eat-in kitchen, a comfortable living room, two bedrooms, and a full bath. Upstairs, you'll find one additional bedroom and 1 room providing flexibility for guests, a home office, or hobby space. The

  

  David Sartirana

  Northwest CT Realty

  (860) 352-1991

  32 Charles St, Winsted, CT 06098
• 

  $345,000 Sold Oct 31, 2025

  • 2,100 Sq Ft
  • $164/SF
  • 27 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1962

  115 Wallens St, Winsted, CT 06098

  Coming Soon! Spacious Cape-style home offering over 2,000 sq. ft. with 4 bedrooms and 2 full baths. This solid home sits on a beautiful lot and is ready for your personal finishing touches. Features include a 2-car garage, 2 fireplaces, and a large, beamed family room just off the kitchen. Recent updates include a new furnace and hot water heater, plus a newer roof for peace of mind. With

  Heidi Picard-Ramsay Berkshire Hathaway NE Prop.

  115 Wallens St, Winsted, CT 06098
• 

  Est $345,730 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 920 Sq Ft

  103 Shore Dr, Winsted, CT 06098

  103 Shore Dr, Winsted, CT 06098
• 

  

  /38

  $439,900 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,892 Sq Ft

  819 E Wakefield Blvd, Winsted, CT 06098

  Perched directly across the street from Highland Lake's 3rd Bay, this charming 1,900 sq. ft. Cape offers sweeping lake views and the enjoyment of a permanent right-of-way to access the water. The home features 7 rooms, including 3 bedrooms and 1.5 baths, and has been thoughtfully maintained with important updates: new propane heating and hot water systems (2022), a new roof on both the house and

  

  David Sartirana

  Northwest CT Realty

  (860) 497-9746

  819 E Wakefield Blvd, Winsted, CT 06098
• 

  $288,557 Sold Oct 29, 2025

  • 1,538 Sq Ft
  • $188/SF
  • 38 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1900

  15 John St, Winsted, CT 06098

  Feels Like New - Without the New Construction Price! Looking for a move-in ready home that won't break the bank? This freshly renovated 3-bedroom, 2-bath home has been updated from top to bottom - with a brand-new roof, siding, doors (inside and out), electrical, plumbing, carpet, kitchen, and two full bathrooms. Everything's done and ready for you to move in. It sits on a nice, level yard on a

  Amanda Balaski Northwest CT Realty

  15 John St, Winsted, CT 06098
• 

  Est $299,728 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,104 Sq Ft

  139 Boyd St, Winsted, CT 06098

  139 Boyd St, Winsted, CT 06098
• 

  

  /39

  $399,000

  • 3 Beds
  • 1.5 Baths
  • 1,969 Sq Ft

  208 Spencer Hill Rd, Winsted, CT 06098

  Discover this beautifully maintained 3-bedroom, 1.5-bath Colonial set on a level one-acre lot less than two miles from town. This home has been thoughtfully updated over the years and is truly move-in ready. Enjoy a spacious living room and family room, each featuring a cozy fireplace-perfect for New England seasons. The updated kitchen offers modern appliances and a bright, comfortable

  

  David Sartirana

  Northwest CT Realty

  (860) 431-6356

  208 Spencer Hill Rd, Winsted, CT 06098
• 

  $440,000 Sold Oct 29, 2025

  • 1,940 Sq Ft
  • $227/SF
  • 73 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1800

  159 Sandy Brook Rd, Colebrook, CT 06021

  Introducing Sandy Brook Cottage. Perched gently near the banks of the meandering Sandy Brook, this c.1800 home exudes quiet charm and understated elegance. Set on over 3 picturesque acres in the hidden gem of Colebrook. It is a true country escape. One that offers privacy, character, and an effortless connection to nature. Winding stone walls trace the contours of the rolling landscape, creating

  Lenore Mallett William Pitt Sotheby's Int'l

  159 Sandy Brook Rd, Colebrook, CT 06021
• 

  Est $238,522 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,352 Sq Ft

  174 Wallens St Unit D2, Winsted, CT 06098

  174 Wallens St Unit D2, Winsted, CT 06098
• 

  

  /38

  $1,270,000

  • 3 Beds
  • 3 Baths
  • 2,420 Sq Ft

  722 Lake Dr, Winsted, CT 06098

  Welcome to lake living at its finest! Built in 2014 and first time on the market. Impeccably maintained, this stunning three bedroom, 3 bath home on Highland Lake, Winchester offers the perfect blend of comfort, style, and breathtaking VIEWS! From the moment you enter you will be captivated by the open-concept design, high-end finishes and panoramic lake views from both inside and out. Enjoy

  Joanne Donne The Washington Agency

  722 Lake Dr, Winsted, CT 06098
• 

  $388,750 Sold Oct 29, 2025

  • 1,584 Sq Ft
  • $245/SF
  • 65 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1973

  111 Old Rd N, Winchester, CT 06098

  Two parcels for the price of one! Discover this beautifully maintained split-level ranch at 111 Old North Road in Winchester, offered together with the adjoining already-subdivided 2.5-acre buildable lot at 113 Old North Road. Enjoy the home as-is or explore the endless possibilities-build an in-law house, sell the lot, or develop it as an investment. Inside, the home features a unique layout

  Christopher Clarke Coldwell Banker Realty

  111 Old Rd N, Winchester, CT 06098
• 

  Est $240,771 Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 1,334 Sq Ft

  174 Wallens St Unit D1, Winsted, CT 06098

  174 Wallens St Unit D1, Winsted, CT 06098
• 

  

  /24

  $365,000

  • 3 Beds
  • 2.5 Baths
  • 2,356 Sq Ft

  95 Nalette Dr, Winsted, CT 06098

  Stunning Contemporary Home on a Quiet Corner Lot. This unique home offers a beautifully updated open floor plan that seamlessly blends the kitchen, dining, and living areas-perfect for modern living and entertaining. The kitchen features granite countertops, ample cabinetry, stainless steel appliances, and great flow into the main living space. The first floor includes a refinished half bathroom

  Jennifer Mitchell Northwest CT Realty

  95 Nalette Dr, Winsted, CT 06098
• 

  $695,000 Sold Oct 28, 2025

  • 3,110 Sq Ft
  • $223/SF
  • 55 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1998

  114 Pinney St, Colebrook, CT 06021

  This property truly is a retreat from the world. Nestled on 10 private acres bordered by a classic stone wall, this exquisite log cabin offers a tranquil and secluded lifestyle. The property is a real sanctuary, featuring multiple outbuildings, a serene fountain, and a magnificent front deck that wraps around the home, perfect for enjoying stunning sunsets. A separate rear deck provides a quiet

  Michelle Grant Coldwell Banker Premier Real Estate

  114 Pinney St, Colebrook, CT 06021
• 

  Est $284,322 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,946 Sq Ft

  174 Wallens St Unit C3, Winsted, CT 06098

  174 Wallens St Unit C3, Winsted, CT 06098
• 

  

  /40

  $429,000

  • 4 Beds
  • 1.5 Baths
  • 2,365 Sq Ft

  187 Torringford St, Winsted, CT 06098

  Welcome to 187 Torringford Rd! Set on a beautiful 4-acre lot, this spacious 4-bedroom home offers the perfect blend of natural light, character, and country living. Step inside through the mudroom, also serving as a convenient laundry area, and head up to a charming loft that overlooks the bright, window filled kitchen. The kitchen features an abundance of natural light and provides a warm,

  Jessica Washington William Raveis Real Estate

  187 Torringford St, Winsted, CT 06098
• 

  $425,000 Sold Oct 28, 2025

  • 512 Sq Ft
  • $830/SF
  • 60 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1936

  548 E Wakefield Blvd, Winsted, CT 06098

  Start your lakeside legacy at this rare waterfront cottage on Highland Lake. With stunning westerly views and a private dock, this is the perfect New England retreat for daily sunsets over the water. This intimate 512-square-foot home offers two bedrooms, a sunroom, Modern Eat-in Kitchen and a versatile loft space. with a newer roof, plumbing, electrical, and blown-in insulation, providing a

  Amy Rio Executive Real Estate Inc.

  548 E Wakefield Blvd, Winsted, CT 06098
• 

  Est $300,993 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,040 Sq Ft

  17 Colony Dr, Winsted, CT 06098

  17 Colony Dr, Winsted, CT 06098
• 

  

  /37

  $500,000

  • 4 Beds
  • 2.5 Baths
  • 3,416 Sq Ft

  440 Platt Hill Rd, Winsted, CT 06098

  Distinctive Country Estate with Two Homes on 9.6 Rolling Acres Set amid 9.6 picturesque country acres, this unique property offers two homes and endless potential. The stone and stucco main residence features eight spacious rooms, including four bedrooms and four fireplaces, blending classic character with old-world charm. Rolling open land and mature trees surround the home, providing an ideal

  David D'Amore Northwest CT Realty

  440 Platt Hill Rd, Winsted, CT 06098
• 

  $198,000 Sold Oct 28, 2025

  • 1,204 Sq Ft
  • $164/SF
  • 48 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1987

  111 Riverton Rd Unit 37, Winsted, CT 06098

  Picture yourselves in this bright, roomy end unit condominium with room to spare! Totally renovated bathtub and fixtures in the full bath. Lovely, updated kitchen that not only has a pantry but sliding glass doors that lead out to the brand-new deck. 3-year-old pellet stove that will keep your entire unit toasty all winter long. The living room features beautiful sliding glass doors that also

  Sandra Marchetti The Washington Agency

  111 Riverton Rd Unit 37, Winsted, CT 06098
• 

  Est $265,929 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,176 Sq Ft

  159 Pratt St, Winsted, CT 06098

  159 Pratt St, Winsted, CT 06098
• 

  

  /22

  $499,000

  • 3 Beds
  • 2 Baths
  • 2,186 Sq Ft

  11 Old Creamery Rd, Colebrook, CT 06021

  FULLY RENOVATED! In addition this home is fully insulated, energy-efficient, and enhanced with solar panels for low utility costs. The open floor plan and cozy fireplace create the perfect space for gatherings, while multiple decks, an above-ground pool, and serene natural surroundings provide a tranquil retreat-ideal for year-round living or a weekend getaway. Located perfectly on a beautiful

  Dani Dorman Real Broker CT, LLC

  11 Old Creamery Rd, Colebrook, CT 06021
• 

  $375,000 Sold Oct 28, 2025

  • 1,833 Sq Ft
  • $205/SF
  • 24 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1986

  126 Forest Ave, Winsted, CT 06098

  Charming Cape 2 minutes to Highland Lake. Welcome to this one owner, 3 bedroom, two bath Cape Cod home offering over 1,800 sq. ft. of living space on nearly one acre of land. Owned by the original family. This property has been lovingly maintained and thoughtfully update. Step inside to find a fully appliance kitchen, fresh carpeting, and updated windows and gutters. The flexible seven- room

  Joanne Donne The Washington Agency

  126 Forest Ave, Winsted, CT 06098
• 

  Est $221,069 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,600 Sq Ft

  17 Front St, Winsted, CT 06098

  17 Front St, Winsted, CT 06098

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