Homes in ZIP Code 06098

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  /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
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  /34

  $1,500 - $1,800 per month

  Mill at Still River

  1-2 Beds

  101 Whiting St, Winsted, CT 06098

  By far the best place to live in Winsted, Connecticut. Turn of the century construction, every unit overlooks the beautiful Still River, our 700-1000 square-foot one and two bedroom interiors are bright and charming and feature exposed wood beams, 10-foot ceilings, oversized industrial windows, and exposed brick walls. We deliver nature at your door. Our community amenities include same-floor

  101 Whiting St, Winsted, CT 06098
• 

  $460,000 Sold Jun 20, 2025

  • 3,021 Sq Ft
  • $152/SF
  • 128 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1875

  288 Torringford St, Winsted, CT 06098

  Welcome to this charming four-bedroom antique home that is beautifully renovated to blend timeless character with modern comforts. As you step inside you'll be greeted by the warmth of refinished hardwood floors and an inviting living room featuring a cozy fireplace and built-in bookcases perfect for relaxing or entertaining. The heart of the home is the brand-new kitchen boasting sleek granite

  Mark Porriello RE/MAX Right Choice

  288 Torringford St, Winsted, CT 06098
• 

  Est $460,961 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,933 Sq Ft

  125 Old Rd N, Winchester, CT 06098

  125 Old Rd N, Winchester, CT 06098
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  /39

  $779,900

  • 3 Beds
  • 3.5 Baths
  • 4,953 Sq Ft

  111 South Rd, Winsted, CT 06098

  Perched up higher than the rest with sweeping views up a private driveway in beautiful Winchester Center you'll find this custom built 4,953 sq ft Colonial nestled in on 3.97 serene & bucolic acres. For the car enthusiasts, you'll see a 3 bay garage that can fit up to at least 7 cars if lifts are installed including a bonus 2 car tandem garage within the 3 bays. Plenty of room for oversized

  Dawn Rousseau Showcase Realty, Inc.

  111 South Rd, Winsted, CT 06098
• 

  

  /19

  $1,650 per month

  • 2 Beds
  • 1 Bath
  • 834 Sq Ft
  • Townhouse for Rent

  141 Boyd St, Winchester, CT 06098

  Stop by and check out this charming duplex style rental close to the highland beach public boat launch and Holland beach . You can buy a beach pass at Townhall for lots of summer fun . This unit features a covered front porch that enters you into a cozy living room with recessed lighting , wood floors and a fireplace mantel . The kitchen has been remodeled with stainless appliances, refrigerator,

  Mary Mary LeBlanc Realty

  141 Boyd St, Winchester, CT 06098
• 

  $280,000 Sold Jun 16, 2025

  • 1,424 Sq Ft
  • $197/SF
  • 110 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1900

  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
• 

  Est $368,856 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  126 Newfield Rd, Winchester, CT 06098

  126 Newfield Rd, Winchester, CT 06098
• 

  

  /13

  $649,900

  • 5 Beds
  • 1.5 Baths
  • 2,304 Sq Ft

  115 Old Robertsville Rd, Winsted, CT 06098

  Development Opportunity! 41.23 Acres with Historic Home & Barn - Subdivision Possible Rare chance to own a prime 41.23-acre parcel in New England with an 1800 Antique Colonial Farmhouse and classic English/New England hybrid barn. The land may be subdividable and is located near the highly desirable Riverwalk Condominiums, making it ideal for new condo development (subject to approvals). The

  Jared Tedesco Litchfield County Real Estate

  115 Old Robertsville Rd, Winsted, CT 06098
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  /20

  $1,000 - $1,450 per month

  Gilbert Clock Apartments

  Studio-2 Beds

  13 Wallens St, Winsted, CT 06098

  At Gilbert Clock Apartments , our designer-inspired amenities set us apart from the competition. We pride ourselves on providing top-quality apartments outfitted with the everyday amenities you expect as well as luxury amenities to delight your senses and enhance your modern life. Indulge your culinary instincts in your state-of-the-art kitchen, furnished with Beautiful and energy-efficient

  13 Wallens St, Winsted, CT 06098
• 

  $240,000 Sold Jun 12, 2025

  • 640 Sq Ft
  • $375/SF
  • 24 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1985

  43 Flagg Hill Rd, Colebrook, CT 06021

  NESTLED IN A QUIET CUL-DE-SAC IN THE HIGHLY DESIRABLE TOWN OF COLEBROOK, THIS BEAUTIFULLY UPDATED HOME OFFERS A PERFECT BLEND OF MODERN STYLE. STEP INSIDE A BRIGHT AND AIREY LIVING SPACE FEATURING VAULTED CEILINGS, ORIGINAL WOODWORK, AN OPEN CONCEPT DESIGN, A FULLY UPDATED KITCHEN TO AN INVITING LIVING ROOM, A SLIDER LEADS TO A SPACIOUS DECK, OFF THE LIVING ROOM YOU WILL FIND A GENEROUSLY SIZED

  Geraldine Mattera Luxe Realty LLC

  43 Flagg Hill Rd, Colebrook, CT 06021
• 

  Est $373,777 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,203 Sq Ft

  191 Danbury Quarter Rd, Winchester Center, CT 06098

  191 Danbury Quarter Rd, Winchester Center, CT 06098
• 

  

  /40

  $889,000

  • 3 Beds
  • 3 Baths
  • 2,113 Sq Ft

  112 Shore Dr, Winsted, CT 06098

  Live like you're on vacation every day! This beautifully updated lakefront home sits directly on the water in Highland Lake's first Bay, offering a level backyard & a private dock just steps from your door. With 50+ feet of direct waterfront and a fenced, low-maintenance yard, this charming year-round home is the perfect blend of comfort, style, & lakefront living. The interior boasts an open

  Nancy Reardon Berkshire Hathaway NE Prop.

  112 Shore Dr, Winsted, CT 06098
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  /9

  $1,400 per month

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Property for Rent

  936 Main St Unit 7, Winchester, CT 06098

  Recently purchased and re-built manufactured home community in Winsted in final stages of being completed. The entrance to the property is being changed and will be much nicer than now. This is the final phase. Beautiful free standing ranch style homes, 2 bedroom with 2 baths available as well as an attached entrance enclosed porch. This is the only house available, all others are rented to good

  Michael Block Building Blocks LLC

  936 Main St Unit 7, Winchester, CT 06098
• 

  $495,000 Sold Jun 09, 2025

  • 754 Sq Ft
  • $656/SF
  • 4 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1911

  704 W Wakefield Blvd, Winsted, CT 06098

  Quintessential New England Lake Cottage! Three season sweet lakefront retreat with charm and character on Highland Lake - one of CT's largest lakes. Waterfront dock, deck offering long views over the lake and plenty of seating for family bbq's. Recently remodeled kitchen, charming livingroom with stone fireplace, hardwood floors, beams, newer windows / sliding doors, half bath and shower lower

  KAREN NEWTON William Pitt Sotheby's Int'l

  704 W Wakefield Blvd, Winsted, CT 06098
• 

  Est $284,664 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,267 Sq Ft

  151 Newfield Rd, Winchester, CT 06098

  151 Newfield Rd, Winchester, CT 06098
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  /35

  $499,000

  • 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
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  /2

  $1,050 per month

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Condo for Rent

  12 Beach St Unit 7, Winsted, CT 06098

  Property Id: 1615805Total 8 - 1 BED ROOM UNITS in the building CLOSE to Route 8 & WINSTED Mainstreet, on-site parking, coin operated laundry, REAR BALCONY.

  12 Beach St Unit 7, Winsted, CT 06098
• 

  $286,000 Sold Jun 09, 2025

  • 1,440 Sq Ft
  • $199/SF
  • 25 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1927

  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
• 

  Est $273,949 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,010 Sq Ft

  132 Danbury Quarter Rd, Winchester Center, CT 06098

  132 Danbury Quarter Rd, Winchester Center, CT 06098
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  /39

  $995,000

  • 4 Beds
  • 2 Baths
  • 3,088 Sq Ft

  469 Platt Hill Rd, Winsted, CT 06098

  HOME-LAND -BARN. A TRUE NEW ENGLAND CLASSIC PROPERTY IN A POST CARD SETTING! For the Discerning Customer, whether You're an ANTIQUARIAN, HORSE & ANIMAL LOVER, or just seeking for a PEACEFUL & TRANQUIL LOCATION, this LITCHFIELD COUNTY HOME could possibly fit your Criteria. Stately 1789 11 Room 3,088 Sq. Ft. Colonial expresses Love, Warmth & Care. From the Solid Beams, Chestnut Wide-Board Floors,

  Marshall Cohen Cohen Agency

  469 Platt Hill Rd, Winsted, CT 06098
• 

  

  /15

  $1,275 per month

  • 2 Beds
  • 1 Bath
  • 1,512 Sq Ft
  • House for Rent

  111 Rockwell St, Winsted, CT 06098

  Charming 2-bedroom, 1-bath unit located in a quiet Winsted neighborhood on a spacious corner lot. This home features a well-appointed kitchen with ample cabinet space, a cozy island, and appliances. The unit includes beautiful hardwood floors throughout the living spaces and large windows that fill the rooms with natural light. Outside, enjoy a private entrance and a shared green space.

  Colin Murray Dorrance Realty

  111 Rockwell St, Winsted, CT 06098
• 

  $200,000 Sold Jun 06, 2025

  • 2,481 Sq Ft
  • $81/SF
  • 9 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1960

  118 Stillman Hill Rd, Colebrook, CT 06021

  Investors welcome!! This spacious 2,481 sq ft ranch is perfectly set on a peaceful 3.57-acre lot. Features include a comfortable 3-bedroom main living area along with a 2-bedroom in-law apartment-perfect for extended family or guests. The in-law suite features its own living room with a deck that overlooks the private backyard, offering a relaxing spot to enjoy the outdoors. One-floor living

  Michael Price KW Legacy Partners

  118 Stillman Hill Rd, Colebrook, CT 06021
• 

  Est $331,004 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,606 Sq Ft

  283 Colebrook Rd, Winsted, CT 06098

  283 Colebrook Rd, Winsted, CT 06098
• 

  

  /35

  $849,900

  • 4 Beds
  • 2 Baths
  • 1,781 Sq Ft

  119 W Wakefield Blvd, Winsted, CT 06098

  Have you been dreaming of breathtaking lake views and a property that is truly special, unique, and turn-key? This exceptional home includes 50 feet of waterfront access with a boat dock and lift, making it a dream for lake enthusiasts! Nestled across from the tranquil First Bay, this beautifully renovated two-family home can be enjoyed as a single-family retreat or an income-generating

  Mela Veltri Case KW Legacy Partners

  119 W Wakefield Blvd, Winsted, CT 06098
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  /9

  $799 per month

  • 1 Bed
  • 1 Bath
  • 575 Sq Ft
  • Condo for Rent

  279 N Main St Unit 6, Winchester, CT 06098

  Modern 1-bedroom apartment built in 2005 - Kitchen with lots of cabinet space. Spacious bathroom. Hardwood floors. Plenty of closet space. Open layout/floorplan. Freshly painted. NO PETS!!!Credit check required. Reach out to Matthew at contacts listed Email/Text message preferred

  279 N Main St Unit 6, Winchester, CT 06098
• 

  $397,000 Sold Jun 04, 2025

  • 1,426 Sq Ft
  • $278/SF
  • 4 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1989

  323 E Wakefield Blvd, Winsted, CT 06098

  Charming 3-Bedroom Cape in Sought-After Lake Community. Welcome to this beautifully updated 3-bedroom, 2.5-bath Cape nestled in a vibrant lake community offering year-round fun! Enjoy boating, waterskiing, tubing, and all the perks of lake life just steps from your door, with serene water views to enjoy every day. The main level features a bright, inviting living room with hardwood floors and a

  Heather Crabtree Coldwell Banker Realty

  323 E Wakefield Blvd, Winsted, CT 06098
• 

  Est $582,425 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,101 Sq Ft

  28 Rock Hall Rd, Colebrook, CT 06021

  28 Rock Hall Rd, Colebrook, CT 06021
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  /37

  $525,000

  • 5 Beds
  • 4 Baths
  • 5,016 Sq Ft

  55 Walnut St, Winsted, CT 06098

  Timeless Victorian with Endless Possibilities.Step into a piece of history with this stunning Victorian property, a landmark in the community and home to The Maloney Funeral Home since the early 1900's. Nestled in the TCR Zone, this versatile building offers a wealth of potential. The TCR Zone allows for accessory residential uses, community centers, family day care homes, single-family

  David Sartirana Northwest CT Realty

  55 Walnut St, Winsted, CT 06098
• 

  

  /11

  $1,100 per month

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft
  • Apartment for Rent

  175 N Main St Unit 2B, Winsted, CT 06098

  Located in the heart of downtown. The actual address is 175 Main not N Main as displayed on some websites. This 2 bedroom unit has been freshly painted and is ready to move in. Rent includes heat and hot water. NO pets and NO smoking in unit. Nice view of the Mad River and ballparks from back balcony.

  David Sartirana Northwest CT Realty

  175 N Main St Unit 2B, Winsted, CT 06098
• 

  $314,000 Sold May 30, 2025

  • 1,536 Sq Ft
  • $204/SF
  • 56 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1979

  155 Mathew Rd, Winsted, CT 06098

  Situated on a private road with views of Highland Lake, this beautifully updated home offers a perfect blend of modern comfort and quiet surroundings. Boasting a brand-new roof, siding, windows, as well as new front and back porches this home is ready to go for anyone looking for a great home. Step inside to discover an inviting, light-filled interior with contemporary finishes throughout. The

  Austin Brochu Sullivan Real Estate Inc

  155 Mathew Rd, Winsted, CT 06098
• 

  Est $292,426 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,476 Sq Ft

  118 E Mountain Ave, Winchester, CT 06098

  118 E Mountain Ave, Winchester, CT 06098
• 

  

  /39

  $559,999 Pending

  • 3 Beds
  • 2 Baths
  • 1,744 Sq Ft

  144 Marshall St, Winsted, CT 06098

  Welcome to your own private paradise! Nestled on an incredible 55 acres, this one-of-a-kind property offers peace, privacy, and the perfect blend of comfort and outdoor adventure. Featuring a ranch-style layout with 3 bedrooms and 2 full baths, this home is ideal for easy one-level living. Step inside to find hardwood floors throughout and three cozy fireplaces that bring warmth and character to

  Monica Palmerie RE/MAX RISE

  144 Marshall St, Winsted, CT 06098
• 

  

  /5

  $1,575 per month

  • 3 Beds
  • 1 Bath
  • 900 Sq Ft
  • House for Rent

  19 Center St Unit 1, Winsted, CT 06098

  Three bedroom apartment on the first floor. Large kitchen, light filled living room and a recently remodeled bath. Washer/dryer can be added for an additional $75 per month. Pets considered. Off-street parking. First month and two months security, if applicable. Credit and background check required.

  Amanda Balaski Northwest CT Realty

  19 Center St Unit 1, Winsted, CT 06098
• 

  $250,000 Sold May 30, 2025

  • 2,094 Sq Ft
  • $119/SF
  • 80 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1860

  150 Meadow St, Winsted, CT 06098

  Steeped in history and charm, this 1860-built home offers a blend of classic character and modern updates. With 8 rooms, 4 bedrooms, and 2 baths, this spacious home provides versatile living options. The main level features a kitchen with recent updates, a dining room, a cozy living room, a primary bedroom with an en-suite bath, and a home office. Upstairs, you'll find three bedrooms, a study

  David Sartirana Northwest CT Realty

  150 Meadow St, Winsted, CT 06098
• 

  Est $43,549 Not Listed For Sale

  90 Reaching Hill Rd, Winsted, CT 06098

  90 Reaching Hill Rd, Winsted, CT 06098
• 

  

  /33

  $495,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,648 Sq Ft

  351 Smith Hill Rd, Colebrook, CT 06021

  Introducing: Ella. Tucked into the gentle rise of the land, this 3-bedroom, 2-bathroom home feels like a natural extension of the Colebrook landscape-low-profile and perfectly at ease in its surroundings. Enter up natural stone steps, through the mudroom, and into the kitchen. Sunlight pours in, dancing off hardwood floors that run throughout the home. Countertops stretch the length of the space

  Elvia Gignoux William Pitt Sotheby's Int'l

  351 Smith Hill Rd, Colebrook, CT 06021
• 

  

  /34

  $6,500 per month

  • 4 Beds
  • 3 Baths
  • 3,014 Sq Ft
  • House for Rent

  255 Smith Hill Rd, Colebrook, CT 06021

  Escape to the heart of the Litchfield Hills at this inspiring private retreat set on over 31 picturesque acres! Available as a short-term summer rental from June 15 until September 15, this exceptional property borders the Berkshires and sits adjacent to a pristine state forest and river-perfect for fly fishing and outdoor exploration. Surrounded by orchards and rolling countryside, the

  Svetlana Chkolnik William Pitt Sotheby's Int'l

  255 Smith Hill Rd, Colebrook, CT 06021
• 

  $144,000 Sold May 29, 2025

  • 1,768 Sq Ft
  • $81/SF
  • 18 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1910

  9 Loomis St, Winsted, CT 06098

  ZONING IS TG Regulations are tailored to promote desired development patterns that promote an appropriate transition from rural to town uses. Certain uses are permitted, while others require a Special Permit. Nestled just minutes from Highland Lake and downtown Winchester, 9 Loomis Street presents an excellent opportunity for those seeking a fixer-upper with great potential. This colonial-style

  Kristen Duchene Litchfield County Real Estate

  9 Loomis St, Winsted, CT 06098
• 

  Est $105,527 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

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