16

Winsted, CT Houses for Sale

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  • /39

    $579,999

    • 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

    Agent Photo

    Monica Palmerie

    RE/MAX RISE

    (959) 300-0648

    144 Marshall St, 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

    $550,000

    • 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
  • /40

    $1,500,000

    • 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
  • /23

    $158,000

    • 1 Bed
    • 1.5 Baths
    • 1,172 Sq Ft

    9 John St, Winsted, CT 06098

    Perfect property for a tiny home enthusiasts looking for easy maintenance-free living. Small lot, so no mowing. Economical gas heat. Although the property is one bedroom, the bedroom is upstairs and the downstairs is very large and open. There is a bathroom on the main level and a bathroom upstairs. Wood floors. Still some work to be done so come and make it yours.

    Michelle Grant Coldwell Banker Premier Real Estate

    9 John St, Winsted, CT 06098
  • /19

    $199,900

    • 3 Beds
    • 2 Baths
    • 1,768 Sq Ft

    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
  • /31

    $375,000

    • 3 Beds
    • 2.5 Baths
    • 1,426 Sq Ft

    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
  • /35

    $286,000

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    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
  • /23

    $299,900

    • 2 Beds
    • 1.5 Baths
    • 1,536 Sq Ft

    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
  • /36

    $260,000

    • 5 Beds
    • 2 Baths
    • 1,962 Sq Ft

    120 Torrington Rd, Winsted, CT 06098

    This spacious 5-bedroom, 2-bath Colonial offers incredible flexibility and room to grow. The first floor features a large eat-in kitchen, a sun-filled dining room with a charming brick hearth fireplace, a massive family room, two bedrooms, and a full bath with laundry. Upstairs you'll find three generously sized bedrooms and a freshly painted second full bath. Set on a nice lot with a newer

    Dave Bolduc Bolduc Realty Group

    120 Torrington Rd, Winsted, CT 06098
  • /39

    $460,000

    • 4 Beds
    • 3 Baths
    • 3,021 Sq Ft

    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
  • /33

    $480,000

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

    51 Pratt St, Winsted, CT 06098

    Welcome to this beautifully renovated home, nicely tucked away in historic Winsted. This lovely property features over 2,200 square feet of gross interior living space. The large kitchen, dining, and living room areas provide a seamless flow, perfect for entertaining. The home boasts four spacious bedrooms and one and a half baths. The beautifully renovated attic adds even more charm and

    Lourdes Galvan-Dominguez Coldwell Banker Realty

    51 Pratt St, 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

    $2,600,000

    • 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
  • /20

    $1,650,000

    • 7 Beds
    • 4 Baths
    • 2,687 Sq Ft

    508 W Wakefield Blvd, Winsted, CT 06098

    Welcome to Strong Island, a waterfront retreat on Highland Lake. The clean waters of Highland Lake in the town of Winchester in Litchfield County surround this 1.6 acres island. History abounds for this property as the original house dates back to 1890. There were significant alterations made in 1920 that added several rooms, a boat house, a barn and porch. Babe Ruth made several trips to Strong

    Pierre Moran William Pitt Sotheby's Int'l

    508 W Wakefield Blvd, Winsted, CT 06098
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