5,534

Litchfield, CT Homes in ZIP Code 06098

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  • 351 Smith Hill Rd, Colebrook, CT 06021

    $501,000 Sold Jun 24, 2025

    • 1,648 Sq Ft
    • $304/SF
    • 29 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1930

    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
  • 257 Torringford St, Winchester, CT 06098
    257 Torringford St, Winchester, CT 06098
    257 Torringford St, Winchester, CT 06098
    /26

    $1,200,000

    • Land
    • 65 Acres
    • $18,380 per Acre

    257 Torringford St, Winchester, CT 06098

    65+ Acre Property with infrastructure and natural features. Spanning over 65 acres, this private property is accessed via a 5,000 foot driveway and features a mix of open space and wooded terrain. The land is bordered by historic stone walls on both sides, adding character and clear boundary lines. Bonus: 14x40 horse barn, ready for livestock or storage. 24x32 building on a concrete slab,

    Sabrina Janco Century 21 Bay-Mar Realty

    257 Torringford St, Winchester, CT 06098
  • 399 Colebrook Rd, Colebrook, CT 06021

    $860,000 Sold Jun 24, 2025

    • 3,016 Sq Ft
    • $285/SF
    • 90 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1956

    399 Colebrook Rd, Colebrook, CT 06021

    HILLTOP COMFORT IN COLEBROOK - Welcome home and put those cares aside in this meticulously maintained Country Colonial, a home transformed in the 1990's with a seamless conversion from a single level house to a spacious two level home. The 10.15 acres includes two additional building lots, a spring fed pond, apple trees, stone walls, gardens that delight in any season, and a wonderful patio that

    David Taylor Elyse Harney Real Estate

    399 Colebrook Rd, Colebrook, CT 06021
  • 130 Alpha Ave, Winsted, CT 06098
    130 Alpha Ave, Winsted, CT 06098
    130 Alpha Ave, Winsted, CT 06098
    /4

    $44,000

    • Land
    • 0.41 Acre
    • $107,317 per Acre

    130 Alpha Ave, Winsted, CT 06098

    Discover the Perfect Canvas for Your Dream Home in Winchester, Connecticut! This exceptional .41-acre parcel (owner reports closer to .5 ac) combines eight contiguous lots to create a prime opportunity for building your ideal residence. Nestled in the serene surroundings of the Highland Lake neighborhood, the property is lightly wooded with mature, straight-standing hardwoods and features a

    Suzie Larson Turning Point Realty, LLC

    130 Alpha Ave, Winsted, CT 06098
  • 11 Gibbs St Unit 9, Winsted, CT 06098

    $113,000 Sold Jun 23, 2025

    • 570 Sq Ft
    • $198/SF
    • 10 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1985

    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
  • 256 Colebrook Rd, Winchester Center, CT 06098
    256 Colebrook Rd, Winchester Center, CT 06098
    /2

    $39,900

    • Land
    • 0.92 Acre
    • $43,370 per Acre

    256 Colebrook Rd, Winchester Center, CT 06098

    Just under an acre of land and over 100 feet of road frontage available on Colebrook Road!

    Austin Brochu Sullivan Real Estate Inc

    256 Colebrook Rd, Winchester Center, CT 06098
  • 288 Torringford 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
  • 469 Platt Hill Rd, Winsted, CT 06098
    469 Platt Hill Rd, Winsted, CT 06098
    469 Platt Hill Rd, Winsted, CT 06098
    /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
  • 174 Boyd St, Winsted, 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
  • 0 Winsted Norfolk Rd Unit 24089254, Colebrook, CT 06021
    0 Winsted Norfolk Rd Unit 24089254, Colebrook, CT 06021
    0 Winsted Norfolk Rd Unit 24089254, Colebrook, CT 06021
    /5

    $1,350,000

    • Land
    • 125 Acres
    • $10,807 per Acre

    0 Winsted Norfolk Rd Unit 24089254, Colebrook, CT 06021

    Intriguing Litchfield County / Colebrook CT Location: Great Opportunity to Own this Surveyed 124.92 Acre Site. Excellent Visible Corner Location. Lightly Wooded with Good Road Frontage. Potential as a Commercial / Residential Development, Private Estate Style Compound, Agricultural Use. Put your imagination to work here. Includes an existing Golf Driving Range at the Corner of Route 44

    Marshall Cohen Cohen Agency

    0 Winsted Norfolk Rd Unit 24089254, Colebrook, CT 06021
  • 43 Flagg Hill Rd, Colebrook, CT 06021

    $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
  • 50 Pine Rd, Colebrook, CT 06098
    50 Pine Rd, Colebrook, CT 06098
    50 Pine Rd, Colebrook, CT 06098
    /3

    $49,900

    • Land
    • 1.91 Acres
    • $26,126 per Acre

    50 Pine Rd, Colebrook, CT 06098

    This spacious 1.91-acre lot is located in the rural surroundings of Colebrook, offering the perfect setting for building your home. With 380 feet of road frontage, this property provides easy access and ample space for construction. Whether you're looking for a peaceful retreat or a place to build a home, this land offers plenty of possibilities. Testing will need to be redone

    Austin Brochu Sullivan Real Estate Inc

    50 Pine Rd, Colebrook, CT 06098
  • 704 W Wakefield Blvd, Winsted, 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
  • 129 Shore Dr, Winsted, CT 06098
    129 Shore Dr, Winsted, CT 06098
    129 Shore Dr, Winsted, CT 06098
    /3

    $225,000

    • Land
    • 0.23 Acre
    • $978,261 per Acre

    129 Shore Dr, Winsted, CT 06098

    A RARE OPPORTUNITY on HIGHLAND LAKE! This approved buildable lot is ready and waiting for you to build your dream! Lake life is a great life, make it yours!

    Annie Simard LPT Realty

    129 Shore Dr, Winsted, CT 06098
  • 421 Unity Place, 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
  • 0 Old Robertsville Rd, Winchester, CT 06098
    0 Old Robertsville Rd, Winchester, CT 06098
    0 Old Robertsville Rd, Winchester, CT 06098
    /9

    $739,900

    • Land
    • 93 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

    0 Old Robertsville Rd, Winchester, CT 06098
  • 92 Old Colebrook Rd, Colebrook, CT 06021
    92 Old Colebrook Rd, Colebrook, CT 06021
    92 Old Colebrook Rd, Colebrook, CT 06021
    /40

    $700,000 Sold Jun 06, 2025

    • 2,946 Sq Ft
    • $238/SF
    • 9 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1950

    92 Old Colebrook Rd, Colebrook, CT 06021

    Rural Cape on 5.99 acres w/Private Pond & Gazebo. Welcome to a personal slice of paradise, where rustic charm meets modern elegance in this 4 Bed, 3.5 Bath Cape home. A stone walkway leads you to the front entrance where a lovely foyer welcomes you. The grandeur of the LR with cathedral ceiling & stately fireplace beckons you to relax in the abundance of natural light. A serene upstairs primary

    Mimi Harson WILLIAM PITT SOTHEBY'S - SALISBURY

    92 Old Colebrook Rd, Colebrook, CT 06021
  • 119 W Wakefield Blvd, Winsted, CT 06098
    119 W Wakefield Blvd, Winsted, CT 06098
    119 W Wakefield Blvd, 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
  • 118 Stillman Hill Rd, Colebrook, CT 06021

    $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
  • 119 W Wakefield Blvd, Winsted, CT 06098
    119 W Wakefield Blvd, Winsted, CT 06098
    119 W Wakefield Blvd, Winsted, CT 06098
    /36

    $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
  • 323 E Wakefield Blvd, Winsted, 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
  • 99 Hubbard St, Winsted, CT 06098
    99 Hubbard St, Winsted, CT 06098
    /2

    $49,000

    • Land
    • 0.37 Acre
    • $132,432 per Acre

    99 Hubbard St, Winsted, CT 06098

    99 Hubbard St. - Private Lot Near Downtown & Highland Lake. Tucked away at the end of a quiet dead-end street, this .37-acre lot offers both privacy and convenience. While enjoying a peaceful setting, you're still just minutes from downtown with easy access to shopping, dining, and entertainment. Plus, Highland Lake is just a short distance away, providing endless opportunities for boating,

    David Sartirana Northwest CT Realty

    99 Hubbard St, Winsted, CT 06098
  • 155 Mathew Rd, 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
  • 124 Rockwell St, Winsted, CT 06098
    124 Rockwell St, Winsted, CT 06098
    /2

    $29,000

    • Land
    • 0.44 Acre
    • $65,909 per Acre

    124 Rockwell St, Winsted, CT 06098

    124 Rockwell St. - Versatile .44-Acre Lot Near Downtown This .44-acre lot offers a prime location close to downtown with city water and sewer available in the street. The previous home sat at street level, while the majority of the lot slopes below, creating a unique landscape with plenty of potential. With a little imagination and the right site contractor, this property presents endless

    David Sartirana Northwest CT Realty

    124 Rockwell St, Winsted, CT 06098
  • 150 Meadow St, 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
  • 77 Deer Hill Rd, Colebrook, CT 06021
    77 Deer Hill Rd, Colebrook, CT 06021
    77 Deer Hill Rd, Colebrook, CT 06021
    /26

    $1,200,000

    • 5 Beds
    • 2.5 Baths
    • 3,307 Sq Ft

    77 Deer Hill Rd, Colebrook, CT 06021

    Enchanting Antique Dutch Colonial Estate with Carriage House and Barn. Nestled in a serene and private 51.2-acre haven, this stately home is a harmonious blend of historic charm and modern sophistication. As you traverse the meandering stone walls and explore the mix of sun-kissed meadows and whispering forests, you'll discover a world where time stands still, yet every modern convenience is at

    MICHAEL CONLOGUE William Pitt Sotheby's Int'l

    77 Deer Hill Rd, Colebrook, CT 06021
  • 9 Loomis St, Winsted, CT 06098

    $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

Showing Results 81 - 120, Page 3 of 18

Connecticut Litchfield County Winsted 06098

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