Winsted CT Real Estate & Homes for Sale

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 functionality to the space. Additional highlights include modern stainless steel appliances, with all appliances included, and hardwood flooring throughout the home. The beautifully landscaped yard creates a perfect outdoor space for relaxation and gatherings. Conveniently located near local amenities, this home provides easy access to shopping, dining, and more. Experience this beautiful home firsthand Don't miss the opportunity to make this move-in ready gem your new home.

Renovated to 4 Bedroom and 3 Full-bath home with 2028 SQFT, this stunning Colonial on Private Road a short walk to Highland Lake. This newly remodeled 1875 home seamlessly blends historic charm with modern amenities. Inside discover a spacious floor plan offering an abundance of natural light perfect for both entertaining and everyday living. The custom kitchen is a chef's dream featuring sleek quartz and waterfall counter-tops, gorgeous ceramic tile, high end stainless steel appliances and wine refrigerator. Every detail in this home has been carefully thought out adding the laundry on upper level, 3 full custom bathrooms, solid oak hardwood floors, and ample storage for comfort and flow. The upper level has a large primary with en-suite bathroom, ensuring privacy & relaxation. The 3rd bedroom can function as a home office, offering a peaceful & productive space with views of the Mountains. Equipped w/ energy-star rated systems this home has forced hot air w/ central a/c, Navien on demand hot water, google nest thermostats, city utilities water/sewer/natural gas for year round comfort and energy savings. Not only is this home move in ready, but its perfectly located near Highland Lake Beach, local parks and playgrounds. Commuting is a breeze with access to Route 8 for quick connections to nearby towns and Bradley Airport. Enjoy the charm & excitement of downtown Winsted with its boutiques, movie theater, fine dining, and public parks for a nice relaxing walk.

Great opportunity for Investors. This is a total renovation project being offered to serious qualified buyers only. 1608 sqft incl. 3 bedroom and 2.5 baths, dining and living room open concept, patio in backyard and water feature in front yard. Interior mix of tiled and HW floors. Located within walking distance downtown Winsted, Northwestern Community College, Whiting Mills building home to various artists, craftsman, retail shops. Property has amazing opportunities to rejuvenate this New England colonial back to its unique original charm once again. Perfect setting for an Airbnb rental, weekender or simply a year-round home. Just minutes away to beautiful lakes, rivers, skiing, various unique eateries, cultural events and endless outdoor activities. Just minutes away to beautiful Highland Lake, fishing, kayaking, bicycling and walking trails and endless adventures to explore. Cash or 203K Renovation Loan financing.

Come see this wonderful sought after condo on a cul-de-sac. Freshly painted and new carpet on stairs and upper level. This unit overlooks the river from the back patio. Great surrounding neighborhoods. Close proximity to town and route 8. Parking space is directly in front of the condo!

This single family home has 3 generous bedrooms and 1.5 bathrooms. It features a spacious kitchen with hardwood cabinets and black appliances. There are hardwood floors throughout the entire house, a dedicated laundry room, and a heated finished basement. This home is situated on a cul-de-sac and is close to highways and shopping. It also features a serene backyard that is ready for enjoyment.

Welcome to this single family home nestled at the end of a peaceful cul-de-sac. Featuring 3 spacious bedrooms and a full bathroom on the main lever, and a cozy lower-level family room complete with a half bath and ample storage. This home has both comfort and functionality.

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 that lead to the deck and the back yard. The laundry room is located on the first floor, the 3 bedrooms upstairs have hard wood floors as well the downstairs with the exception of the kitchen.

Stunning Lake Vistas! Have you been dreaming of a lake view and a property that is Special, Unique and TURN KEY? Fifty feet of waterfront property is included with boat dock and lift for lake enthusiasts! Nestled across from the serene First Bay, this beautifully renovated two-family home can be used as a single family and offers breathtaking water views and modern comforts. Perfect as a family retreat or an income-generating property, the home is fully renovated with upscale finishes throughout and boasts central air, newer appliances, windows, siding, and high-efficiency propane-fueled furnaces. Gorgeous details throughout make this a truly exceptional property. On the first floor, you'll find a rustic custom kitchen w granite, upgraded appliances (sub zero refrigerator and bevg fridge, gas range, dishwasher), a full bathroom w marble and walk-in shower, two spacious bedrooms, and a large family room w French doors leading to a covered wrap around porch to enjoy that view! The second floor unit features a kitchenette with fridge, dishwasher, and range, dining room/office, two bedrooms, and a family room with sliders to a covered porch offering the same amazing landscape! Additional highlights include an oversized two-car detached garage and carport, hot tub(sold as is), level yard area, and side deck. This home is situated just across the street from the water, providing easy access to all lake activities. Rustic yet Upscale! A RARE FIND!

Make your appointment today to view this great 1,888 sq ft home with 1.6 acres of land to relax on! A new septic tank is needed and has a buried oil tank. Seller is motivated, bring all offers!!

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 family room with granite fireplace with views in all directions. Sunroom with radiant heated stone flooring, extensive stone patios, pergola, gardens, terraces, sandy beach/swimming area. This is it!

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 settles in, the lake becomes a playground for ice fishing, skating, and cozy fireside gatherings, making this a year-round sanctuary. With luxury finishes, a gourmet kitchen, and custom craftsmanship in the main home, plus a charming guest bungalow, this property is ideal for hosting family, friends, or even guests. Zoned for a bed and breakfast and featuring an extra subdividable lot, the estate also holds exciting potential for income generation or expansion. Whether you're envisioning a private retreat, an upscale B&B, or future development with a subdividable lot, this versatile property is the perfect setting for those seeking a dynamic, all-season lake life.

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 updated appliances, a spacious eat-in area, & an oversized island perfect for meal prep & entertaining. The rest of the main floor is ideal for hosting guests, w/ expansive windows providing stunning views of Highland Lake from every angle. Step outside to a covered front porch, where you can take in breathtaking sunrise views over the water. The second floor is home to the huge Primary bedroom, complete w/ a recently remodeled full bath & two walk-in closets. Four additional spacious bedrooms share Jack & Jill bathrooms, & a second-floor summer porch offers a serene spot to enjoy the natural beauty of the lake. The third floor adds even more space, w/ three additional bedrooms & a full bath that could be updated to reflect your needs. Directly on the lake is a 1/4 acre lot w/ 150+/- ft of water frontage, you'll find a charming lakeside cottage that features a cozy fireplace, kitchenette, full bath, & wrap-around deck. Whether you're relaxing on the dock or enjoying the cottage's amenities, this entire property is perfect for experiencing the best of lakefront living.

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 Island for his weekends and vacations away from NYC. Strong Island is one of the largest islands on Highland Lake and has the best views. The position of this island give it the longest view of the lake on a North view and also on an Easterly view. The position of the main house on the island, the various docks, piers and out buildings make this property unable to be duplicated today. Strong Island is a trophy property that needs some polishing, but incredible in so many ways.

Investors and Contractors Take Notice. This home is located in a well sought after and convenient area of Barkhamsted with many amenities within a short distance. The seller has Totally gutted this home down to the stud walls and waiting for your completion. Seller has cleared most of the .92 acres for a lovely private back yard. Bring your imagination and see this today!

Welcome to 244 Colebrook Road, a beautifully renovated home that perfectly blends modern upgrades with timeless charm. Move-in ready, this home features thoughtful updates designed to suit all your lifestyle needs. Virtually staged. The first floor opens to a formal living room that seamlessly connects to a gourmet kitchen, outfitted with all-new appliances and a large quartz island seating four-ideal for family gatherings. Shaker cabinets and quartz countertops provide ample storage and a sleek, contemporary design. The kitchen flows into the formal dining area and a cozy family room, complete with a dual-faced working fireplace and stunning hardwood floors throughout. This home boasts four generously sized bedrooms, offering plenty of space for any family, along with brand-new bathrooms featuring elegant fixtures and finishes. For added peace of mind, the property includes a new roof, new windows, new HVAC system, new plumbing, and newly upgraded 200 AMP electrical service. One of the standout features is the expansive, light-filled four-season porch, perfect for year-round enjoyment-whether as a serene retreat, entertainment area, or reading nook. Situated in picturesque Winsted, the home sits on a sizeable yard, providing endless opportunities for outdoor entertaining, gardening, or simply relaxing. Don't miss the chance to make 244 Colebrook your forever home-schedule a tour today!

Build your DREAM home! Largest lot available on the lake with great views and parking! Will build to suite. Don't miss this wonderful opportunity! WELL IS LOT CORNER at Forest Ave FRONTAGES ARE MARKED IN RED. +-a2 map and topo in documents.

Welcome to 111 Riverton Road, Unit 7. Discover the charm and convenience of this well-maintained Riverwalk townhouse, ideally situated in a peaceful section of the complex with no through traffic, expansive green spaces, and a serene wooded backdrop. This 2-bedroom, 1.5-bath home offers an inviting blend of comfort and style, featuring newer flooring on the main level. The bright, airy kitchen is equipped with modern appliances and opens to a spacious deck, perfect for savoring your morning coffee or relaxing outdoors. Natural light streams through the sliding doors, complementing the open-concept living and dining area-a welcoming space for entertaining or quiet evenings at home. Upstairs, the generously sized primary bedroom impresses with vaulted ceilings and a walk-in closet, while the full bath is enhanced by a skylight and high ceilings, filling the space with natural light. A dedicated laundry room with a washer, dryer, and hot water heater adds to the home's practicality. The attached two-car garage offers unparalleled convenience, especially during winter months-no more shoveling or scraping snow off your car! Embrace the beauty, privacy, and effortless lifestyle of Riverwalk. Schedule your showing today and make this delightful home yours before the snow falls!

Two bedroom, 1 & 1/2 bath end unit Townhouse with wood floors throughout, living room with fireplace and sliders to deck, primary bedroom with walk in closet, deck has just been painted, Spacious 2 car garage. Unit has lower-level laundry room with entry into garage. Great space and ready for New Owner.

Welcome home! This inviting residence features an open, airy feel with abundant natural light from big windows and multiple skylights. The main level boasts solid hardwood floors and tiles, while the spacious eat-in kitchen, though older, is well-maintained and perfect for family meals. Enjoy three full bathrooms, a central vacuum system, and tons of storage space throughout. The primary bedroom is a cozy retreat with its own fireplace, and the large living room also includes a fireplace for added charm. Outside, you'll find a deck, mature plantings, flower beds, and a handy shed. With a big 2-car garage and a fantastic laundry room, this home has everything you need! This property is being sold As-Is. All inspections for informational purposes only.

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 your fingertips. The property's outdoor allure is undeniable. Multiple walking or riding trails invite adventure, and the gardens, barn, carriage house and stone outbuilding offer endless possibilities for outdoor enjoyment. Step inside and be greeted by the warm embrace of rich hardwood floors, two fireplaces, French doors, and meticulously crafted woodwork that tell tales of yesteryear. The updated kitchen, equipped with a premium Wolf gas stove and a convenient butler's pantry, offers a perfect stage for culinary exploration. The living room, anchored by a cozy fireplace, formal dining room, and library, are infused with great natural light that dances across the spaces. The primary bedroom suite, a sanctuary of comfort, boasts its own fireplace, ensuring a restful retreat at day's end. Accommodate guests in style with four additional bedrooms, including a secluded guest room with a private stairway. Located in the heart of nature's playground in Litchfield county. Close to skiing, hiking, restaurants, and parks in Norfolk and Barkhamsted, and near the Farmington River.

Beautiful custom built gem situated on a private site with a stream! Bright, sunny open floor plan with 3 bedrooms, 2.5 baths, great bonus room. Gleaming hardwood floors thru-out, granite tops, stone/marble baths, walk up attic. Large deck off kitchen. Don't miss this incredible opportunity!

Affordable Cape with so many NEW features: All replaced between 2022-2023: Roof, Gutters, Garage door (with SMART opener), Thermopane windows in main level, (the windows for bedrooms are included but not installed), Exterior doors, Oil tank, Slider, Submersible well pump, stainless steel appliances, EcoBee4 Thermostat! Hot water heater new in 2020. Hardwood floors in dining room, "office" and under carpet in living room. New wall to wall carpet in bedrooms upstairs. This house originally had 3 bedrooms, one being downstairs but wall was opened. Owner uses it as combined office/living room. Office opens to deck thru slider. Main level just freshly painted! Garage attached thru the breezeway/mud room. Perfect for first time home buyers, or great rental opportunity to add to an investors portfolio! Priced to SELL!

Beautiful Sundown model in excellent condition. Mostly oak hardwood flooring throughout and all new Andersen windows. End unit with large expanded deck with view of woods. Kitchen has upgraded stainless steel appliances. Centrally air conditioned unit and within close proximity to the West Lodge. Open year round, the West Lodge has an indoor heated pool, three indoor tennis courts & pickle ball, exercise room, large hang out room with propane circular fireplace, television viewing, table tennis & pool plus a kitchen for special events. The West Lodge also has the pond for summer swimming and fishing. Surrounded by trees, this is a beautiful setting with several beach and sitting areas. This unit has a detached electrified garage close to unit.

Backing up to the Winchester Land Trust, this property has beautiful view of woods from your back deck. The Lookout has 4 bedrooms and 3.5 bathrooms. It has a very easy short path access and just two steps to the unit. You enter the wood panelled foyer which is perfect for shoes, winter gear, etc. This unit has both a living room and a family room. The family room is off the foyer and proceeds into the kitchen, dining and living room. The foyer, family room and kitchen have hard wood flooring. The dining room (currently used as an office) has two sets of sliders which give access to the deck and the view of Winchester Land Trust. The living room has a wood burning fireplace. Upstairs, the primary is en suite and has a vaulted ceiling. Again, the view from the windows is of trees, trees, trees. Two other bedrooms and another full bath complete the second level. The third level has a bedroom with vaulted ceiling, an area for an easy chair or another office and a full bath. The three units, 233,234,235, all love the privacy in this area.

Welcome to your custom-built retreat in the heart of Litchfield County! This exceptional 5-bedroom, 2-bathroom home sits on 5 acres of private, serene land and is three times the size of a traditional cape. Though the town may classify it as a cape, this home is anything but-its expansive design and custom features set it apart in every way. As you step inside, you'll be welcomed by an open floor plan and stunning craftsmanship. Immediately to your right is a spacious family room with vaulted wood ceilings and a cozy wood-burning stove, perfect for quiet evenings or lively gatherings. The kitchen is a chef's dream, featuring a Viking stove and plenty of room for your culinary creations. Need extra space? The loft overlooking the family room is perfect for a home office or reading nook, offering beautiful views of the surrounding property. This home was built to last, with four heating options: wood, oil, coal, and a fireplace insert, ensuring that you'll always have an economical choice for heating. With all-new plumbing and electrical, and a newly engineered septic system, you can enjoy years of worry-free living. The home was fully updated in 2015, giving it the feel of new construction while maintaining its unique, custom-built character. Despite its cape classification, this is no ordinary cape-capes aren't usually this large or thoughtfully designed. Every detail of this home was crafted with care, using native woods and top-quality materials. The original ow