21

Winsted, CT Houses for Sale

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  • /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
  • /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
  • /35

    $499,000 Open Sun 12PM - 2PM

    • 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
  • /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
  • /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
  • /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
  • /26

    $385,000 Open Sun 1PM - 3PM

    • 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
  • /10

    $235,000

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    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
  • /12

    $229,000

    • 3 Beds
    • 1.5 Baths
    • 976 Sq Ft

    1 Hamill Dr, Winsted, CT 06098

    This 1973 raised ranch is a charming home tucked away on a peaceful cul-de-sac in the country. The home features three bedrooms, providing ample space for your family or guests. The 1.5 bathrooms are functional, with the potential for some updates to bring them up to modern standards. The living area is spacious, and with its raised ranch design, it has the potential for a finished lower level

    Nancy Bard Bard Real Estate, LLC

    1 Hamill Dr, Winsted, CT 06098
  • /17

    $279,900

    • 3 Beds
    • 1 Bath
    • 1,183 Sq Ft

    39 Colony Dr, Winsted, CT 06098

    Well-maintained 3-bedroom, 1-bath Cape located in a quiet neighborhood in Winchester. Features include dining area with hardwood floors, natural gas heat, and a top notch alarm system. Roof is less than 10 years old. Functional layout with flexible living space and a manageable yard for outdoor enjoyment. Sale is contingent upon successful purchase of seller's new property.

    Alison Behlman Tier 1 Real Estate

    39 Colony Dr, Winsted, CT 06098
  • /19

    $194,900

    • 3 Beds
    • 1 Bath
    • 1,446 Sq Ft

    415 N Main St, Winsted, CT 06098

    This charming 3-bedroom, 1-bath single-family home offers a great opportunity for homeowners or investors looking to build equity. Located close to downtown Winsted, this home features newer kitchen appliances, including a natural gas range, and a convenient main-level laundry area tucked inside a cozy pantry. A pellet stove in the dining room-currently not hooked up-adds potential for

    Jeffrey Liskin Northwest CT Realty

    415 N Main St, Winsted, CT 06098
  • /7

    $299,000

    • 3 Beds
    • 2 Baths
    • 1,538 Sq Ft

    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
  • /19

    $287,750

    • 4 Beds
    • 1 Bath
    • 1,492 Sq Ft

    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
  • /37

    $319,900

    • 2 Beds
    • 1.5 Baths
    • 1,034 Sq Ft

    389 Colebrook River Rd, Winsted, CT 06098

    Charming Bungalow with a cozy cottage feel, beautifully updated and ready to enjoy! The main level features a warm and inviting country kitchen with breakfast bar, an open dining area with sliders leading to the rear deck, a spacious living room with access to a classic farmhouse-style front porch, and a convenient half bath. Upstairs offers two modest bedrooms, a full bath, and a small office or

    David Sartirana Northwest CT Realty

    389 Colebrook River Rd, Winsted, CT 06098
  • /14

    $234,900

    • 3 Beds
    • 1 Bath
    • 980 Sq Ft

    99 Norfolk Rd, Winsted, CT 06098

    99 Norfolk Rd, Winsted CT - Opportunity Knocks! This cute 3-bedroom Cape sits proudly on 1.3 acres and is ready for its next chapter! With vinyl siding, replacement windows, and a lovely setting perched high up from the road, the bones are here-now it just needs your vision. For those seeking an investment opportunity or ready to roll up their sleeves and bring this gem back to life, this could

    Lisa McCarthy Coldwell Banker Realty

    99 Norfolk Rd, Winsted, CT 06098
  • /28

    $380,000

    • 4 Beds
    • 1 Bath
    • 1,978 Sq Ft

    279 Pratt St, Winsted, CT 06098

    Perched atop Pratt Street in Winsted, this traditional farmhouse offers a peaceful retreat on a generous 1.75-acre lot. Tucked away from the hustle and bustle, the property provides a quiet sanctuary surrounded by nature, perfect for those yearning to live out their farming dreams. The home itself features a classic farmhouse charm with inviting living spaces. You'll find warm hardwood floors

    Michelle Grant Coldwell Banker Premier Real Estate

    279 Pratt St, Winsted, CT 06098
  • /24

    $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
  • /40

    $1,595,000

    • 5 Beds
    • 2 Baths
    • 3,693 Sq Ft

    424 E Wakefield Blvd, Winsted, CT 06098

    Stunning Lakehouse! Victorian charm! One of the earliest Highland Lake homes with extensive custom upgrades and quality renovation. A true lakefront sanctuary offering spacious living areas, extensive outdoor living areas and wide open lake views offering South and West exposure for incredible sunsets. Lakefront dock system with hydraulic boat lift, Recently renovated kitchen /dining with newer

    KAREN NEWTON William Pitt Sotheby's Int'l

    424 E Wakefield Blvd, Winsted, CT 06098
  • /40

    $1,699,500

    • 4 Beds
    • 3 Baths
    • 2,496 Sq Ft

    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
  • /40

    $1,299,999

    • 8 Beds
    • 4.5 Baths
    • 5,231 Sq Ft

    435 W Wakefield Blvd, Winsted, CT 06098

    Welcome to this spectacular Highland Lake estate, offering a unique blend of luxury & tranquility. Situated on 1.3 acres of level land, the property includes a large barn/garage capable of housing multiple cars, boats, & equipment. The main home boasts generously sized rooms w/ high ceilings, offering an open, airy feel throughout. The kitchen has been updated w/ hardwood cabinets, featuring

    Heidi Picard-Ramsay Berkshire Hathaway NE Prop.

    435 W Wakefield Blvd, Winsted, CT 06098
  • /40

    $2,199,000

    • 9 Beds
    • 5.5 Baths
    • 7,000 Sq Ft

    431 W Wakefield Blvd, Winsted, CT 06098

    This waterfront estate at 431 W. Wakefield Blvd in Winchester, CT, is not just a home but the ultimate Highland Lake lifestyle. Imagine waking up each day to stunning lake views, with endless seasonal activities awaiting just beyond your doorstep. In the summer, dive into boating, jet skiing, swimming, and fishing right from your private dock, or simply unwind along the shoreline. As winter

    Lisa Ogren Berkshire Hathaway NE Prop.

    431 W Wakefield Blvd, Winsted, CT 06098
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