Newest Homes for Sale in Winchester, CT

Fully renovated 1870 Colonial offering 1,172 sq. ft. of thoughtfully updated living space that blends historic character with modern comfort. Hardwood floors run through the living room and both bedrooms, creating a warm and inviting feel. The flexible layout includes a convenient first-floor bedroom and a spacious primary bedroom on the second level. The bright, refreshed kitchen features new

Michael Grady William Raveis Real Estate

Summer is coming-be ready for it at 351 Platt Hill Road! Tucked away in a scenic setting yet only 1 mile from Highland Lake, this 3-bedroom, 2-bath home is the perfect year-round retreat or weekend getaway. Leave the stairs behind and enjoy true one-level living. The floor plan is designed for easy flow, featuring a primary suite and two additional bedrooms on the main floor. The surprise factor

Valerie Nash KW Legacy Partners

Welcome to Clockmakers Hill, a desirable and active 55+ community offering comfort, convenience, and vibrant living. This immaculately maintained 2 bedroom, 2.5 bath condo blends thoughtful updates with everyday functionality. Warm wood flooring enhances the main living areas, while the kitchen features tile flooring, granite countertops, stainless steel appliances, and a pantry customized with

Lauren Iraeta KW Legacy Partners

Welcome to this beautifully maintained 6 bedroom, 3.5 bath two-family home in Winsted, set on a generous 1.25 acres of fully fenced yard. Warm wood flooring flows throughout the home, creating a welcoming feel from the moment you step inside. The layout on both levels offers generous sized bedrooms with high ceilings, large living rooms and the second floor has a spacious sunroom; an ideal spot

Tina Frigeri KW Legacy Partners

Welcome to this adorable, solidly built Cape in the heart of Winchester, Connecticut-where home is more than just a place, it's a way of life. Nestled in the scenic Litchfield Hills, Winchester is a community full of character, rich history, and strong local businesses, offering a wonderful quality of life. From excellent schools and charming downtown shops to beautiful lakes and outdoor

Suzie Larson Turning Point Realty, LLC

This charming ranch-style home offers comfortable single-level living with thoughtful features throughout. Boasting 3 bedrooms and 2 full bathrooms, this home blends functionality with character. Beautiful hardwood floors flow through much of the living space, while vaulted ceilings create an open and airy feel. One of the bedrooms features a unique loft area, perfect for additional sleeping

Meagan Albert Tier 1 Real Estate

Spacious colonial with 4 bedrooms, 2 full baths, generous size living room, dining room, sitting room, sunroom. Looking for space, this home definitely has it. Harwood floors thorough, granite countertops, marble backsplash, Island in kitchen. Short walk to highland Lake With a little TLC this home will be a GEM! Home being sold AS-IS.

Jesica Beaulieu Dave Jones Realty, LLC

Cape-style home with 2 bedrooms and 1 bath, offering 1,218 sq ft on a 0.13-acre lot in desirable Litchfield County. The home has been completely gutted and is ready for a full renovation. Great opportunity to create your ideal living space.

Thomas Mele Dorrance Realty

This Highland Lake house is in great condition, remodeled 4 years ago. Lower level has a separate entrance and was revamped with large living room and full bathroom. Walk to the Association beach in 5 mins.

Peter D'Addeo Commercial Services Realty

Prime Mixed-Use Opportunity in Downtown Winsted! High-visibility two-story building located on bustling Main Street, most recently home to "JT's Cafe," and previously known as "The Winning Ticket Cafe." The first-floor commercial space includes features such as an existing kitchen area with oven range vents, fridge, bathroom, and open seating area. Great potential for a new restaurant, cafe,

Ryan Marconi The Washington Agency

One-of-a-Kind opportunity with 4 apartments plus a turnkey, award-winning restaurant in the heart of Litchfield County, perfectly situated in a high-traffic location. The well-established business offers 2,177 sq. ft. of warm, inviting atmosphere with 65 indoor seats and 35 outdoor seats-ideal for both casual dining and special occasions. Has a cafe license (liquor) but no bar. With a 10-year

Tony Goia The Washington Agency

Nature Lover's Retreat on 26 Acres!!! Tucked away on 26.12 private acres, this contemporary Cape offers peace, privacy, and a deep connection to nature. A long, winding driveway leads to this stunning home featuring soaring ceilings and dramatic two-story windows that fill the living room with natural light. The open layout includes a warm wood stove, first-floor laundry, and two comfortable

Kelly Sullivan Sullivan Real Estate Inc

FULLY RENOVATED! In addition this home is fully insulated, energy-efficient, and enhanced with solar panels for low utility costs. The open floor plan and cozy fireplace create the perfect space for gatherings, while multiple decks, an above-ground pool, and serene natural surroundings provide a tranquil retreat-ideal for year-round living or a weekend getaway. Located perfectly on a beautiful

Rodrigo Aguiar Real Broker CT, LLC

Wonderful multiuse property on Main St. in Winsted. Currently used as a cleaners on the first floor and residential unit on the second floor. Multiple possibilities for this building which is in a prime location. Potential to take over the current business and rent or live in second floor, covert to multifamily or start a new business venture. This property is also listed as commercial with MLS

Stacy LaQuerre Regall Realty, LLC

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

THREE PROPERTIES ONE PRICE!!! Includes single family, multi family & additional lot totaling 4.36 acres. 1. 3500 sq ft 2 family home featuring 1800's architecture including massive period correct windows, wrap around porch, beautiful stone foundation, and detached 2 car garage. 5 bed, 2 1/2 bath main house with 2 bed, 1 bath attic apartment, freshly updated. Brand new whole house natural gas

Ryan Horvay Smith & DeGroat Real Estate