5,534

Litchfield, CT Homes in ZIP Code 06098

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  • 77 Hubbard St, Winsted, CT 06098
    77 Hubbard St, Winsted, CT 06098
    77 Hubbard St, 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

    Agent Photo

    Amy Rio

    Executive Real Estate Inc.

    (860) 452-3957

    77 Hubbard St, Winsted, CT 06098
  • 101 Whiting St, Winsted, CT 06098
    101 Whiting St, Winsted, CT 06098
    101 Whiting St, Winsted, CT 06098
    /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
  • 141 Maloney Ct, Winsted, CT 06098

    $320,000 Sold Aug 06, 2025

    • 1,752 Sq Ft
    • $183/SF
    • 24 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1963

    141 Maloney Ct, Winsted, CT 06098

    A charming ranch-style home, located in a desirable area, offers the convenience of single-level living. It features 4 bedrooms and 3 bathrooms, making it perfect for families or anyone in need of extra space. Upon entering the main floor, you'll find a spacious living room filled with natural light, which creates a warm and inviting atmosphere. The kitchen provides ample counter space and opens

    Marcy D'Angelo Coldwell Banker Realty

    141 Maloney Ct, Winsted, CT 06098
  • 722 Lake Dr, Winsted, CT 06098
    722 Lake Dr, Winsted, CT 06098
    722 Lake Dr, Winsted, CT 06098
    /38

    $1,295,000

    • 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
  • 220 Walnut St, Winsted, CT 06098
    220 Walnut St, Winsted, CT 06098
    220 Walnut St, Winsted, CT 06098
    /21

    $2,500 per month

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

    220 Walnut St, Winsted, CT 06098

    Lovingly updated and customized by a local artist, this home oozes charm. Exceptional character outside & inside. New, efficient natural gas heating system. This home will be in demand; do not hesitate. Winstead is a beautiful community, boasting of historic charm and beautiful scenery. Enjoy local businesses, arts, and local restaurants. It's all here. The best landlord is seeking the best

    Al Carbone Best Real Estate Agents

    220 Walnut St, Winsted, CT 06098
  • 144 Marshall St, Winsted, CT 06098

    $540,000 Sold Aug 06, 2025

    • 1,744 Sq Ft
    • $310/SF
    • 51 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1980

    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
  • 226 E Wakefield Blvd, Winsted, CT 06098
    226 E Wakefield Blvd, Winsted, CT 06098
    226 E Wakefield Blvd, Winsted, CT 06098
    /35

    $369,900

    • 3 Beds
    • 1.5 Baths
    • 1,196 Sq Ft

    226 E Wakefield Blvd, Winsted, CT 06098

    Welcome to your dream retreat on beautiful Highland Lake-a fully renovated gem offering the perfect blend of charm, comfort & modern updates. This lovingly maintained 3-bedroom, 1.5-bath home has been thoughtfully refreshed from top to bottom, making it truly move-in ready. Step inside to discover fresh paint throughout, newly installed floors, and beautifully updated bathrooms. The spacious

    Pascale Nejaime William Pitt Sotheby's Int'l

    226 E Wakefield Blvd, Winsted, CT 06098
  • 15 Mountain View Terrace, Winsted, CT 06098
    15 Mountain View Terrace, Winsted, CT 06098
    15 Mountain View Terrace, Winsted, CT 06098
    /11

    $1,450 per month

    Litchfield Heights

    2 Beds

    15 Mountain View Terrace, Winsted, CT 06098

    Litchfield Heights Apartments is nestled quietly in the greenery of the Berkshires. We are situated close to the border of Massachusetts with easy access from Routes 8 & 44. We offer generously sized 1 bedroom flats, and 2 or 3 bedroom Townhouse. Enjoy the ease of maintenance free living when you make Litchfield Heights Apartments your home. Call Litchfield Heights Apartments today for further

    15 Mountain View Terrace, Winsted, CT 06098
  • 266 Perch Rock Trail, Winsted, CT 06098

    $800,000 Sold Aug 04, 2025

    • 1,488 Sq Ft
    • $538/SF
    • 0 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1928

    266 Perch Rock Trail, Winsted, CT 06098

    Wake up to sparkling water views and savor the serenity of lakefront living in this storybook Cape Cod-style retreat on Highland Lake's desirable east side. Tucked away on a peaceful private lane, this year-round haven offers 3 bedrooms & 2 full baths, perfectly blending classic charm with modern comfort. Step into the spacious kitchen, where sun-drenched mornings begin at the breakfast nook and

    Laurie Murray KW Legacy Partners

    266 Perch Rock Trail, Winsted, CT 06098
  • 159 Sandy Brook Rd, Colebrook, CT 06021
    159 Sandy Brook Rd, Colebrook, CT 06021
    159 Sandy Brook Rd, Colebrook, CT 06021
    /37

    $495,000

    • 4 Beds
    • 1.5 Baths
    • 1,940 Sq Ft

    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
  • 100 Holabird Ave, Winchester, CT 06098
    100 Holabird Ave, Winchester, CT 06098
    100 Holabird Ave, Winchester, CT 06098
    /7

    $1,000 per month

    • 1 Bed
    • 1 Bath
    • 576 Sq Ft
    • Apartment for Rent

    100 Holabird Ave, Winchester, CT 06098

    1 Bedroom apartment located close to downtown Winsted. Within walking distant to Main Street, Shops, and laundromat. Come take a look! Credit/back ground check to be preformed by listing office. No Pets

    Austin Brochu Sullivan Real Estate Inc

    100 Holabird Ave, Winchester, CT 06098
  • 17 Woodland Ave, Winsted, CT 06098

    $410,000 Sold Jul 31, 2025

    • 2,105 Sq Ft
    • $195/SF
    • 39 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1938

    17 Woodland Ave, Winsted, CT 06098

    Beautiful 3 bedroom updated colonial walking distance to Highland lake beach.Large eat in kitchen with granite counter tops,center island,bar area ,spacious sitting area with antique cooking stove that burns wood creates good heat.Living room with hardwood floors,fireplace and built ins.Nice patio off kitchen,yard is landscaped with fountains.2 car garage.This home is in great condition and wont

    Vincent DeVico Showcase Realty, Inc.

    17 Woodland Ave, Winsted, CT 06098
  • 51 Pratt St, Winsted, CT 06098
    51 Pratt St, Winsted, CT 06098
    51 Pratt St, Winsted, CT 06098
    /27

    $449,900

    • 4 Beds
    • 1.5 Baths
    • 2,239 Sq Ft

    51 Pratt St, Winsted, CT 06098

    This stunning Renovated home is perfectly situated in the beautiful town of Winsted could be yours! Just a leisurely walk from the beautiful Highland Lake. Offering more than 2,200 square feet of thoughtfully designed living space, this home blends timeless charm with modern updates. The bright and spacious kitchen opens effortlessly into a welcoming dining area and a cozy yet expansive living

    Arlene Gonzalez The Gonzalez Property Group

    51 Pratt St, Winsted, CT 06098
  • 13 Wallens St, Winsted, CT 06098
    13 Wallens St, Winsted, CT 06098
    13 Wallens St, Winsted, CT 06098
    /20

    $1,150 - $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
  • 102 Hollow Hill Rd, Winsted, CT 06098

    $639,000 Sold Jul 31, 2025

    • 2,692 Sq Ft
    • $237/SF
    • 49 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2004

    102 Hollow Hill Rd, Winsted, CT 06098

    Highest & Best Due by 6/17/2025 at 5PM. First time to the market this turnkey 2,692 sq ft Grand Ranch is nestled in on 2.78 bucolic acres surrounded by nature & mature trees. Lovingly maintained, this home provides the perfect set up for stress free living & entertaining boasting a large eat in kitchen with center island, dining area, SS appliances, dual wall ovens and propane cooktop, French

    Dawn Rousseau Showcase Realty, Inc.

    102 Hollow Hill Rd, Winsted, CT 06098
  • 147 Smith Hill Rd, Winsted, CT 06098
    147 Smith Hill Rd, Winsted, CT 06098
    147 Smith Hill Rd, Winsted, CT 06098
    /26

    $365,000

    • 4 Beds
    • 2 Baths
    • 1,910 Sq Ft

    147 Smith Hill Rd, Winsted, CT 06098

    Tucked away on a wooded lot, this meticulously maintained Cape features 4 spacious bedrooms and a full bathroom on each floor. Enjoy watching the birds & other wildlife on the huge rear deck or enjoy the peaceful setting on the enclosed porch. They don't make them like this anymore! The grounds have been lovingly maintained. You will want to move right in.

    SHARON GILSON Northwest CT Realty

    147 Smith Hill Rd, Winsted, CT 06098
  • 111 Rockwell St Unit 1st Floor, Winsted, CT 06098
    111 Rockwell St Unit 1st Floor, Winsted, CT 06098
    111 Rockwell St Unit 1st Floor, Winsted, CT 06098
    /9

    $1,275 per month

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

    111 Rockwell St Unit 1st Floor, 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 updated 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 Unit 1st Floor, Winsted, CT 06098
  • 139 Bunnell St, Colebrook, CT 06021

    $799,900 Sold Jul 28, 2025

    • 3,427 Sq Ft
    • $233/SF
    • 66 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1792

    139 Bunnell St, Colebrook, CT 06021

    Wonderful Old Colonial Farmhouse on 30+ Scenic Acres! Charming and full of character, this beautiful old farmhouse offers a rare blend of original features and modern updates. The heart of the home is an updated kitchen that blends seamlessly with the historic charm. Enjoy cozy evenings by the brick fireplaces in both the family room, bedroom and the living room, each adding warmth and timeless

    Mitzi Muller William Raveis Real Estate

    139 Bunnell St, Colebrook, CT 06021
  • 320 Colebrook River Rd, Colebrook, CT 06021
    320 Colebrook River Rd, Colebrook, CT 06021
    320 Colebrook River Rd, Colebrook, CT 06021
    /34

    $449,900

    • 3 Beds
    • 1 Bath
    • 1,482 Sq Ft

    320 Colebrook River Rd, Colebrook, CT 06021

    A one-of-a-kind live/work opportunity in the heart of Connecticut's farm country! This charming 1,482 sq. ft. residence offers flexible living space and incredible character. The main level features a commercial-grade kitchen, spacious living and dining rooms, a full bath, and a first-floor bedroom. Upstairs you'll find two additional modest bedrooms. The property also includes a detached two-car

    David Sartirana Northwest CT Realty

    320 Colebrook River Rd, Colebrook, CT 06021
  • 111 Rockwell St, Winchester, CT 06098
    111 Rockwell St, Winchester, CT 06098
    111 Rockwell St, Winchester, CT 06098
    /10

    $1,275 per month

    • 2 Beds
    • 1 Bath
    • 756 Sq Ft
    • Condo for Rent

    111 Rockwell St, Winchester, CT 06098

    Welcome to this charming rental opportunity in the beautiful Winsted district of Winchester, CT. This property offers a comfortable living space perfect for anyone looking to enjoy the nearby amenities and tranquility of the area.Key Property Features include spacious bedrooms and bathroom, offering a welcoming atmosphere for relaxation and privacy. Although specific details on floor area

    111 Rockwell St, Winchester, CT 06098
  • 126 Williams Ave, Winsted, CT 06098

    $292,000 Sold Jul 25, 2025

    • 2,225 Sq Ft
    • $131/SF
    • 42 Days On Market
    • 6 Beds
    • 2 Baths
    • Built 1890

    126 Williams Ave, Winsted, CT 06098

    Excellent investment opportunity! This fully occupied two-family home generates a steady $3,300 in monthly rental income. The property has been completely overhauled in the past few years with almost everything updated. It is located in a great neighborhood in walking distance to all the schools in town. Close to playgrounds and the library. The recently painted exterior of this classic home

    Michelle Grant Coldwell Banker Premier Real Estate

    126 Williams Ave, Winsted, CT 06098
  • 181 Torringford St, Winsted, CT 06098
    181 Torringford St, Winsted, CT 06098
    181 Torringford St, Winsted, CT 06098
    /27

    $375,000

    • 3 Beds
    • 1.5 Baths
    • 2,160 Sq Ft

    181 Torringford St, Winsted, CT 06098

    Charming Colonial on Nearly an Acre! Discover the perfect blend of comfort and space in this 3-bedroom, 1.5-bathroom Colonial home. Situated on almost an acre of flat, usable land, the property features a brand new grand circular driveway and a detached two-car garage. The inviting exterior, with its covered front porch, welcomes you into a home ready for its next chapter. Complete with a

    Michelle Grant Coldwell Banker Premier Real Estate

    181 Torringford St, Winsted, CT 06098
  • 14 Gay St, Winsted, CT 06098
    14 Gay St, Winsted, CT 06098
    14 Gay St, Winsted, CT 06098
    /9

    $850 per month

    • 1 Bed
    • 1 Bath
    • 625 Sq Ft
    • Apartment for Rent

    14 Gay St, Winsted, CT 06098

    First floor one bedroom apartment with off street parking for one car. First month's rent and two month's security if applicable. One year lease required. Walk to shopping, library and restaurants. Great location!

    David Sartirana Northwest CT Realty

    14 Gay St, Winsted, CT 06098
  • 200 Perch Rock Trail, Winsted, CT 06098

    $1,200,000 Sold Jul 23, 2025

    • 2,407 Sq Ft
    • $499/SF
    • 0 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1948

    200 Perch Rock Trail, Winsted, CT 06098

    Exceptional Waterfront Living on Highland Lake - Your Dream Home Awaits! Seize this rare opportunity to own a stunning YEAR-ROUND WATERFRONT property on the highly sought-after EAST SIDE of Highland Lake! This turnkey gem is move-in ready and packed with modern features, offering the ultimate retreat for those seeking the serenity and excitement of lake life. Step into an open-concept kitchen and

    Annie Simard LPT Realty

    200 Perch Rock Trail, Winsted, CT 06098
  • 117 South Rd, Winsted, CT 06098
    117 South Rd, Winsted, CT 06098
    117 South Rd, Winsted, CT 06098
    /35

    $475,000

    • 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
  • 23 Wetmore Ave Unit 2, Winsted, CT 06098
    23 Wetmore Ave Unit 2, Winsted, CT 06098
    23 Wetmore Ave Unit 2, Winsted, CT 06098
    /24

    $1,650 per month

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • House for Rent

    23 Wetmore Ave Unit 2, Winsted, CT 06098

    Available 8-1-25. Immaculate second floor unit, recently renovated, super clean and bright. Quiet second floor, spacious layout. 2 bedroom, hardwood floors and tile throughout. Pet may be considered. Washer and Dryer in unit. All newer appliances, gas range. Off street parking. Private enclosed second floor back porch and private enclosed front porch. Small water and sewer fee per person.

    Suzie Larson Turning Point Realty, LLC

    23 Wetmore Ave Unit 2, Winsted, CT 06098
  • 112 Shore Dr, Winsted, CT 06098

    $862,500 Sold Jul 23, 2025

    • 2,113 Sq Ft
    • $408/SF
    • 61 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1955

    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
  • 55 Walnut St, Winsted, CT 06098
    55 Walnut St, Winsted, CT 06098
    55 Walnut St, Winsted, CT 06098
    /37

    $515,000

    • 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
  • 141 Boyd St, Winchester, CT 06098
    141 Boyd St, Winchester, CT 06098
    141 Boyd St, Winchester, CT 06098
    /19

    $1,500 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
  • 203 Holabird Ave, Winchester Center, CT 06098

    $370,000 Sold Jul 21, 2025

    • 3,690 Sq Ft
    • $100/SF
    • 6 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1890

    203 Holabird Ave, Winchester Center, CT 06098

    Exceptional Mixed-Use Investment Opportunity Discover the perfect blend of charm, functionality, and income potential at 203 Holabird Avenue in the heart of Winsted, CT. This well-maintained riverfront property features a versatile mixed-use layout with two residential apartments and a dedicated commercial office space, making it ideal for investors or owner-occupants seeking additional income.

    RYAN HORVAY Smith & DeGroat Real Estate

    203 Holabird Ave, Winchester Center, CT 06098

Showing Results 1 - 40, Page 1 of 18

Connecticut Litchfield County Winsted 06098

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