Homes in ZIP Code 06098

• 

  $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 $441,000 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,969 Sq Ft

  319 Taylor Brook Rd, Winsted, CT 06098

  319 Taylor Brook Rd, Winsted, CT 06098
• 

  

  

  /35

  $595,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,036 Sq Ft

  123 Sandy Brook Rd, Colebrook, CT 06021

  Introducing: The Secret Garden. Slow mornings begin here. Perched on a hillside adjacent to the gentle flow of Sandy Brook, this 1940 country cottage offers 36 acres of privacy, serenity, and timeless charm. The approach is unhurried. Perennial gardens unfurl along winding paths, trellises draped in climbing roses lead the way, and blueberry bushes promise sweet summer harvests. Step onto the

  Lenore Mallett William Pitt Sotheby's Int'l

  123 Sandy Brook Rd, Colebrook, CT 06021
• 

  $240,000 Sold Oct 22, 2025

  • 1,056 Sq Ft
  • $227/SF
  • 46 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1988

  210 Walnut St, Winsted, CT 06098

  Discover the potential in this raised ranch located in beautiful Winsted, CT! Featuring 3 bedrooms and 1.5 bathrooms, this home offers a functional layout and a great opportunity to bring your vision to life. An attached two-car garage adds everyday convenience and plenty of storage. Set on a nice lot, the property is close to town amenities, schools, and outdoor recreation that make Winsted

  Nicole Araujo Trend 2000 Real Estate

  210 Walnut St, Winsted, CT 06098
• 

  Est $283,259 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  39 Rockwell St, Winsted, CT 06098

  39 Rockwell St, Winsted, CT 06098
• 

  

  /40

  $549,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,745 Sq Ft

  106A Pinney St, Colebrook, CT 06021

  Nature Lover's Retreat on 26 Acres!!! Tucked away on 26.12 private acres, this contemporary Cape offers peace, privacy, and a deep connection to nature. A long, winding driveway leads to this stunning home featuring soaring ceilings and dramatic two-story windows that fill the living room with natural light. The open layout includes a warm wood stove, first-floor laundry, and two comfortable

  Kelly Sullivan Sullivan Real Estate Inc

  106A Pinney St, Colebrook, CT 06021
• 

  $320,000 Sold Oct 21, 2025

  • 1,674 Sq Ft
  • $191/SF
  • 11 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1950

  160 Walnut St, Winsted, CT 06098

  Have you been looking to find a classic colonial home set in Litchfield county? This quintessential home is it! The first floor has a fireplace which is encircled by hardwood floors which are throughout the oversized living room and formal dining room both leading into the cozy kitchen. A wonderful sun room opens up to a lovely stone patio. Completing the main floor next to the kitchen is a half

  Jeremy Beamer William Raveis Real Estate

  160 Walnut St, Winsted, CT 06098
• 

  Est $275,032 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,114 Sq Ft

  160 Glendale Ave, Winsted, CT 06098

  160 Glendale Ave, Winsted, CT 06098
• 

  

  /35

  $419,000 Under Contract

  • 3 Beds
  • 3 Baths
  • 2,747 Sq Ft

  117 South Rd, Winsted, CT 06098

  Nestled in a peaceful rural setting of Winchester Center, this charming home offers a perfect blend of rustic character and modern convenience. The property is located on over 3.3 acres of land and is adjacent to a scenic pond. Inside you will find a three bedroom two bath home with an additional in law apartment with one full bath and one bedroom and its own private entrance. The home also

  Christina Niziolek William Raveis Real Estate

  117 South Rd, Winsted, CT 06098
• 

  $2,200,000 Sold Oct 21, 2025

  • 4,327 Sq Ft
  • $508/SF
  • 28 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1795

  381 Smith Hill Rd, Colebrook, CT 06021

  Welcome to Stones Throw Farm. A rare and magical estate tucked on over 23 rolling, pastoral acres in the heart of Colebrook, a true New England country retreat where timeless beauty and refined simplicity come together in perfect harmony. Set along a quiet country road, this idyllic sanctuary offers an extraordinary lifestyle steeped in elegance, comfort, and the gentle rhythms of nature. At the

  Elvia Gignoux William Pitt Sotheby's Int'l

  381 Smith Hill Rd, Colebrook, CT 06021
• 

  Est $314,280 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,544 Sq Ft

  153 Mathew Rd, Winsted, CT 06098

  153 Mathew Rd, Winsted, CT 06098
• 

  

  /23

  $230,000

  • 2 Beds
  • 1.5 Baths
  • 1,172 Sq Ft

  9 John St, Winsted, CT 06098

  Beautifully renovated 1870 Colonial offering 1,172 sq. ft. of updated and functional living space. The home features hardwood floors in the living room and both bedrooms, adding warmth and durability throughout. A convenient first-floor bedroom provides flexibility, while the spacious primary bedroom is located on the second level. The kitchen has been completely refreshed with new flooring,

  Michael Grady William Raveis Real Estate

  9 John St, Winsted, CT 06098
• 

  $190,000 Sold Oct 20, 2025

  • 1,156 Sq Ft
  • $164/SF
  • 2 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  111 Torringford St Unit 25, Winsted, CT 06098

  Two bedrooms, two baths plus an office - play room... New boiler and hot water heater in 2022. New carpeting. Full basement and garage. Additional photos will be added soon. Owner/Broker.

  Ron Rudek Connecticut Realty, LLC

  111 Torringford St Unit 25, Winsted, CT 06098
• 

  Est $213,456 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
• 

  

  /20

  $295,000

  • 3 Beds
  • 1 Bath
  • 1,303 Sq Ft

  36 Flagg Hill Rd, Colebrook, CT 06021

  Welcome to this charming Ranch-style, 3-bedroom home tucked away on a beautifully wooded cul-de-sac in desirable Colebrook. The open floor plan features an expanded primary bedroom with direct access to the backyard deck-perfect for relaxing afternoons overlooking the peaceful, private yard. The home includes numerous updates such as newer windows, roof, kitchen, bathroom, hot water heater, and

  LeeAnn Asklar E.J. Murphy Realty

  36 Flagg Hill Rd, Colebrook, CT 06021
• 

  $261,000 Sold Oct 17, 2025

  • 604 Sq Ft
  • $432/SF
  • 9 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1940

  115 Laurel Way, Winsted, CT 06098

  Welcome to 115 Laurel Way! Tucked away in a peaceful neighborhood surrounded by nature, this charming well maintained 1-bedroom, 1-bathroom home offers the perfect blend of comfort and serenity. Set on just over half an acre, the property provides ample space for outdoor living. Imagine relaxing by a cozy fire pit, enjoying warm evenings under the stars, or simply soaking in the natural beauty

  Jill Menard Realty One Group Cutting Edge

  115 Laurel Way, Winsted, CT 06098
• 

  Est $315,063 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,982 Sq Ft

  182 Florence St, Winsted, CT 06098

  182 Florence St, Winsted, CT 06098
• 

  

  /11

  $190,000

  • 2 Beds
  • 1.5 Baths
  • 832 Sq Ft

  8 Oak St, Winsted, CT 06098

  Discover a low maintenance and hassle-free alternative to condo living with this easy-to-maintain, single-family home , perfect for investors, first-time buyers, or anyone seeking simplified living without the burden of HOA fees. Step inside to an efficient layout featuring brand-new WREN kitchen cabinets, granite countertops, a new gas stove, and a new refrigerator, offering a fresh and modern

  Austin Brochu Sullivan Real Estate Inc

  8 Oak St, Winsted, CT 06098
• 

  $1,500,000 Sold Oct 14, 2025

  • 2,496 Sq Ft
  • $601/SF
  • 292 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1930

  538 Wheelers Point, Winsted, CT 06098

  Lakefront Historic Architecture meets Modern Styling on private waterfront penninsula with 360' direct lake frontage! Split timber tudor architecture offers unique features - leaded glass, stone flooring, window seats, paneling and mouldings, brick and stone appointments. A stunning kitchen for folks who cook, charming diningroom with bar and window seat overlooking the waterfront, and spacious

  KAREN NEWTON William Pitt Sotheby's Int'l

  538 Wheelers Point, Winsted, CT 06098
• 

  Est $291,051 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,180 Sq Ft

  36 Charles St, Winsted, CT 06098

  36 Charles St, Winsted, CT 06098
• 

  

  /16

  $290,000

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

  118 Meadow St, Winsted, CT 06098

  This charming historic home, built in 1860, blends timeless character with thoughtful updates. Featuring 3-4 bedrooms, this property offers flexible living space to meet your needs. The beautifully remodeled upstairs bathroom is a standout feature, offering modern comfort within this classic home. Enjoy your LARGE eat-in kitchen with laundry hook ups and plenty of natural lighting. The home sits

  Ashley Henry The Washington Agency

  118 Meadow St, Winsted, CT 06098
• 

  $277,000 Sold Oct 09, 2025

  • 1,492 Sq Ft
  • $186/SF
  • 54 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1800

  12 Cherry St, Winsted, CT 06098

  This Home is Modern day updates Meets Old World Charm...The Updated Kitchen offers granite counter tops, custom cabinetry, tile flooring, and a pantry with Washer/ dryer hookups for convenience.. You'll find a formal dining room with hardwood floors, A main level bedroom, large living room with French doors and open stair case that leads to the upstairs.. Also on the Main level you'll find a

  Susan MCGHEE The Washington Agency

  12 Cherry St, Winsted, CT 06098
• 

  Est $208,256 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
• 

  

  /38

  $395,000

  • 3 Beds
  • 1.5 Baths
  • 1,909 Sq Ft

  720 Main St, Winsted, CT 06098

  Prime Mixed-Use Opportunity in Downtown Winsted! High-visibility two-story building located on bustling Main Street, most recently home to "JT's Cafe," and previously known as "The Winning Ticket Cafe." The first-floor commercial space includes features such as an existing kitchen area with oven range vents, fridge, bathroom, and open seating area. Great potential for a new restaurant, cafe,

  Ryan Marconi The Washington Agency

  720 Main St, Winsted, CT 06098
• 

  $310,000 Sold Oct 03, 2025

  • 1,608 Sq Ft
  • $193/SF
  • 37 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1917

  36 Whiting St, Winsted, CT 06098

  Newly updated 3 bedroom 2.5 bath colonial with large front porch overlooking the Mad River. Close to downtown and town center green. This home has an updated kitchen with new quartz counters, new furnace and hot water heater along with beautifully refinished hard wood floors through out the first floor. New carpet on second floor bedrooms and the primary bedroom has its own full bathroom. The

  Brandon Riley eXp Realty

  36 Whiting St, Winsted, CT 06098
• 

  Est $360,373 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

  $339,900

  • 4 Beds
  • 2 Baths
  • 1,999 Sq Ft

  148 Danbury Quarter Rd, Winchester, CT 06098

  Welcome to this Wonderful Historic Colonial Farmhouse.. This home has been lovingly remodeled with many of the original features still intact. This home offers a large kitchen with newer counters open to the dining area and is complete with a fireplace. Living room is generous sized, it's filled with light, exposed beams and hardwood floor. On this level you'll also find 2 bedrooms and a fully

  Susan MCGHEE The Washington Agency

  148 Danbury Quarter Rd, Winchester, CT 06098
• 

  $320,000 Sold Sep 30, 2025

  • 960 Sq Ft
  • $333/SF
  • 34 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1965

  128 Danbury Quarter Rd, Winsted, CT 06098

  First-time homebuyers and downsizers take notice!. Some improvements have been done in this cozy Ranch boasting a metal roof and well-maintained mechanics. What an incredible opportunity to pick your colors and let the cosmetic upgrades take shape. A 1-car detached garage and space for a garden or outbuilding are possible on this 2.5-acre country parcel. An As-Is sale is preferred.

  Kim Trumbull William Raveis Real Estate

  128 Danbury Quarter Rd, Winsted, CT 06098
• 

  Est $393,330 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
• 

  

  /15

  $980,000

  • 3 Beds
  • 1.5 Baths
  • 1,443 Sq Ft

  11 Shantry Rd, Colebrook, CT 06021

  Unique property with 149+/- acres, open meadow, abundant standing softwoods and hardwoods, old logging roads, hiking trails, a brook and frontage on 3 roads. House is in need of TLC or tear down and rebuild your dream house, many outbuildings include chicken coop, large livestock barn and sheds. Property is unique and will need work but possibilities are endless.

  LAURA BARTLETT Northwest CT Realty

  11 Shantry Rd, Colebrook, CT 06021
• 

  $315,000 Sold Sep 29, 2025

  • 1,747 Sq Ft
  • $180/SF
  • 85 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1900

  17 Adams St, Winsted, CT 06098

  Nestled in the charming New England town of Winsted, this classic three-bedroom, two-bathroom home at 17 Adams Street offers a blend of traditional charm and comfortable living. The property boasts a welcoming exterior with a distinguished facade, a covered front porch, and a well-maintained lawn, all framed by mature trees that provide a sense of privacy and tranquility. A convenient driveway

  Michelle Grant Coldwell Banker Premier Real Estate

  17 Adams St, Winsted, CT 06098
• 

  Est $290,934 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
• 

  

  /12

  $750,000

  • 4 Beds
  • 2 Baths
  • 5,389 Sq Ft

  436 Main St, Winsted, CT 06098

  One-of-a-Kind opportunity with 4 apartments plus a turnkey, award-winning restaurant in the heart of Litchfield County, perfectly situated in a high-traffic location. The well-established business offers 2,177 sq. ft. of warm, inviting atmosphere with 65 indoor seats and 35 outdoor seats-ideal for both casual dining and special occasions. Has a cafe license (liquor) but no bar. With a 10-year

  Tony Goia The Washington Agency

  436 Main St, Winsted, CT 06098
• 

  $270,000 Sold Sep 25, 2025

  • 1,058 Sq Ft
  • $255/SF
  • 25 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1900

  22 Stanton Ave, Winsted, CT 06098

  Welcome to this well-maintained 3-bedroom, 1-bathroom home located on a quiet street in the heart of Winsted. Offering 1,058 square feet of comfortable living space, this home features beautiful hardwood floors throughout and a practical layout ideal for everyday living. The kitchen includes a gas range, and the home is equipped with efficient natural gas heating and hot water, helping to keep

  Jeffrey Liskin Northwest CT Realty

  22 Stanton Ave, Winsted, CT 06098
• 

  Est $322,042 Not Listed For Sale

  • 5 Beds
  • 2,820 Sq Ft

  204 Gilbert Ave, Winsted, CT 06098

  204 Gilbert Ave, Winsted, CT 06098
• 

  

  /21

  $299,900

  • 2 Beds
  • 1 Bath
  • 702 Sq Ft

  156 Lincoln Ave, Winsted, CT 06098

  Welcome to your cozy cottage retreat in beautiful Highland Lake Community. Views of the lake from deck, public beach right around the corner. Step inside to a large mudroom, open living room, updated kitchen, 2 bedrooms, 1 full bath & laundry all on one level. New flooring and paint throughout. New roof, HW heater only 4 years old, vinyl siding, large yard with fire pit and shed. Year round lake

  Mary Mary LeBlanc Realty

  156 Lincoln Ave, Winsted, CT 06098
• 

  $330,000 Sold Sep 24, 2025

  • 1,287 Sq Ft
  • $256/SF
  • 118 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1953

  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 Coldwell Banker Realty

  50 Manchester Heights, Winsted, CT 06098
• 

  Est $281,159 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,294 Sq Ft

  28 Moore Ave, Winsted, CT 06098

  28 Moore Ave, Winsted, CT 06098
• 

  

  /21

  $879,990

  • Land
  • 131.5 Acres
  • $6,692 per Acre

  000000 Norfolk Rd, Winchester, CT 06098

  Rare Multi-Parcel Land Opportunity - 5 Parcels, Endless Possibilities Discover this exceptional assemblage of five contiguous parcels spanning the scenic towns of Winchester and Colebrook in Connecticut's pristine Litchfield County. This remarkable offering combines the best of both worlds with a captivating mixture of open fields and mature forest, creating a diverse landscape that's as

  John Harney William Pitt Sotheby's Int'l

  000000 Norfolk Rd, Winchester, CT 06098
• 

  $180,000 Sold Sep 23, 2025

  • 976 Sq Ft
  • $184/SF
  • 68 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1973

  1 Hamill Dr, Winsted, CT 06098

  INVESTORS, CASH BUYERS Great opportunity! Good bones! Good location! Good opportunity! Every room in this home needs your touch! Great opportunity to build sweat equity if your handy and can do some of the work yourself! The yard also needs work. Present homeowner envisioned bringing in some fill to grade the yard back behind the home. Right now it drops off and so only a little around the house

  Nancy Bard Bard Real Estate, LLC

  1 Hamill Dr, Winsted, CT 06098

Showing Results 81 - 120, Page 3 of 18