Vintage homes for sale & real estate in Winsted, CT

Vintage Home for sale in Winsted, CT:

Completely renovated. Brand new appliances. Roof and furnace approx. 10 years old. Nice open yard. New gravel driveway. Walk up attic with plenty of storage. New floors and windows. Large eat-in kitchen with marble counters and stainless steel appliances. Main floor laundry. Two full baths; one upstairs and one on main level. One main level bedroom. 86 Maple St is waiting for you to make it your home!

Vintage Home for sale in Winsted, CT:

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

Vintage Home for sale in Winsted, CT:

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! A Most Unique Lakehouse!!

Vintage Home for sale in Winsted, CT:

Make this newly renovated house in the sought after Highland Lake community your full time residence or your home away from home! This home has gone through an extensive remodel including brand new roof, insulated siding, energy efficient windows, and LVP flooring. The home features a new large eat-in kitchen with brand new smart stainless steel appliances, living room, and remodeled full bathroom, with a bluetooth enabled exhaust fan, downstairs. Upstairs features 3 bedrooms plus an additional room that can be used as an office or playroom with newly added baseboard heat and partial views of Highland Lake. Make memories with friends and family in the nicely sized, flat yard. Imagine yourse

Vintage Home for sale in Winsted, CT:

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, wh

Vintage Home for sale in Winsted, CT:

Welcome to a piece of history with this enchanting Cape farmhouse, a true gem nestled in the picturesque town of Winchester. Built in 1830, this home radiates classic charm with its original details and timeless character. The property features two inviting fireplaces, perfect for cozy evenings, and an oversized country kitchen that offers ample space for culinary creativity and family gatherings. The living room exudes warmth and charm, making it an ideal space for relaxation, while the cozy dining room provides a welcoming setting for meals with loved ones. With three bedrooms, this home offers comfortable living spaces that maintain its historical allure. The magnificent and private 13-a

Vintage Home for sale in Winsted, CT:

HILLTOP COMFORT IN COLEBROOK - Welcome home and put those cares aside in this meticulously maintained Country Colonial, a home transformed in the 1990's with a seamless conversion from a single level house to a spacious two level home. The 10.15 acres includes two additional building lots, a spring fed pond, apple trees, stone walls, gardens that delight in any season, and a wonderful patio that overlooks the meadow. The 4 bay garage includes a 2nd level for additional storage. The home features a south facing 3 season Porch, hardwood floors, a brick hearth wood burning fireplace, light filled rooms, a thoughtfully appointed Kitchen, a Primary Bedroom Suite that includes a sunny Balcony - a

Vintage Home for sale in Winsted, CT:

WOW - Welcome to 220 Gilbert Ave! Stop by for a visit and view the amazing transformation of this FABULOUS 2 family dwelling. Home has been completely remodeled inside and out. Relax and enjoy the level, private back yard or the sprawling, open front porch. The open floor plan boasts, spacious rooms, space for everyone and storage galore! The list of amenities is endless in this beautiful home! Nothing left to do but unpack and enjoy!

Vintage Home for sale in Winsted, CT:

Welcome to 19 Cottage Street, a stunning turnkey Colonial in the heart of Winsted that beautifully blends modern functionality with classic charm. As you enter, a spacious foyer with new tile flooring leads into a bright living room featuring gleaming hardwood floors, create a warm, inviting atmosphere. A dedicated office space presents an ideal setting for productivity, while the heart of the home-the expansive kitchen-boasts custom cabinetry, quartz countertops, and sleek appliances. The large island, which seats four, is perfect for casual dining or gatherings. Just off the kitchen, a sun-drenched sunroom is ideal for enjoying morning coffee with natural light pouring in. The first floor

Vintage Home for sale in Winsted, CT:

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

Vintage Home for sale in Winsted, CT:

Addresses include 175 Main Street and 183 Main Street in Winsted, CT. Amazing opportunity to acquire a 9 Unit Asset (7 Apartments + 2 Retail) in Winsted with anchor tenant Noli's Restaurant (Rent $2,266 w 3% increase/year) w over 20 years in business! Pride of Ownership is evident with Capital Improvements made by the current owners, including: new water heaters, heating zones, electrical upgrades, fire rated tenant main doors & new fire alarms/strobes in both buildings. The unit mix is: 1, 4 bedroom ($1,100); 4, 2 bedrooms ($1,000; $1,050; $900; the other can be rented for up to $1500 per month) and 2, 1 bedroom units ($950 each). The 175 Main St had a roof replacement in 2021, a pri

Vintage Home for sale in Winsted, CT:

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 v

Vintage Home for sale in Winsted, CT:

HOME-LAND -BARN. A TRUE NEW ENGLAND CLASSIC PROPERTY IN A POST CARD SETTING! For the Discerning Buyer, 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, to the 12 over 12 Windows and Fireplaces, Displays the Charm & Character in this Residence! For a more Modern Twist, there is a Fully Remodeled Eat-in Kitchen with Quartz Counters, as well as Remodeled Bathrooms. 4 TO 5 Bedrooms, 3 Full Baths, Formal Dining Room & Comfortab