The median home value in Winsted, CT is $600,000.
This is
higher than
the county median home value of $255,000.
The national median home value is $308,980.
The average price of homes sold in Winsted, CT is $600,000.
Approximately 54% of Winsted homes are owned,
compared to 32% rented, while
13.5% are vacant.
Winsted real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you like to see a property, contact Winsted real estate agent to arrange a tour today!
Learn more about Winsted.
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!
Welcome to Clockmakers Hill, a highly sought-after, active 55+ community. You will love this gorgeously maintained condo unit that boasts granite counter tops, 9ft ceilings, and a primary suite with full bath and walk in closet. There are two ground floor entrances as well as a finished lower level family room. With almost 2,000 square feet you must see this unit!
Charming Lake House Retreat on Highland Lake! Tucked away on a serene road surrounded by lush woods, this property presents a rare blend of seclusion and natural beauty. Located in close proximity to Steven's Reserve of the Winchester Land Trust. If you've been searching for the perfect getaway with lake views, this is the one! Featuring 3 spacious bedrooms and 2 full baths, this home exudes comfort and convenience, along with an additional room that's perfect for a playroom or office - the choice is yours! From the water views visible from both levels, you can own your own slice of New England paradise. Completely upgraded throughout this colonial style home: (2024) New roof, modern bathrooms, fresh LVP flooring, vinyl energy efficient windows, and a brand-new kitchen featuring sleek stone countertops. Main level laundry room for ultimate convenience. Character and charm throughout the home, with plenty of parking space for guests and visitors. For any investors, this home is an excellent opportunity with potential rental income. Long-term rental projected at $1,500/month. Short-term rental (Airbnb/VRBO): Take advantage of the public lake access with Resha Beach just 4 minutes away and Holland Beach (boat launch) only 7 minutes away. Plus, Platt Hill State Park (78 acres of outdoor activities) is just 10 minutes away. Whether you're looking for a serene getaway, a first home or income potential, the choice is yours! Buyers to do their own diligence.
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.
Lovely 5 bedroom Colonial in the quaint town of Winchester is updated throughout and move in ready! This home offers a unique blend of classic charm and modern amenities. Fantastic yard is great for entertaining with a patio, garden areas, fire pit, a detached barn style garage and a fenced in area great for pets. Welcoming covered front porch entry way. Gorgeous newly built rear covered deck offers privacy and is a great place to relax and enjoy views of the river. The main level features an open concept living space with a versatile floorplan. Updated kitchen with newer stainless appliances (less than 4 yrs old), sweet dining area with a bay window, spacious living room, main level bedroom and half bathroom. Vinyl plank flooring, shiplap ceilings and updated lighting fixtures. Upstairs you'll find 4 additional bedrooms with wood floors and the updated full bathroom. This home is very energy efficient with replacement windows, newer high efficiency on demand natural gas heating system (3 yrs old), architectural roof replaced in 2012. Great location conveniently located near Rt 8, all 3 schools, restaurants, breweries, a library, medical facilities, historic landmarks and lots of gorgeous outside recreation areas that Litchfield County is well known for!
Home for the Holidays! Enjoy living in your own home nestled in the scenic Litchfield Hills in this newly renovated three-bedroom house with many updates: + Refrigerator, range, microwave, dishwasher, and first floor washer/dryer less than a year old. + Hot water heater 2023. + Updated electrical 2024. + Furnace serviced and updated with new burner 2024. + 3 new exterior doors and 6 new windows. Enjoy the wood-burning stove in the family room, built-ins in the dining room, and storage shed out back. Conveniently located off Route 8 and close to Route 44 --easy commute into Hartford or Bradley International Airport. Close to shopping, restaurants, several parks, pristine lakes with boat launches, and walkable downtown Winchester. Northwest Community College is 4 minutes away and the art scene is up and coming. See it today!
Discover this versatile two-family residence offering a blend of modern updates and timeless charm. Each unit boasts three bedrooms and a full bath, providing ample space and comfort for tenants or multi-generational living. The first-floor unit has been beautifully renovated, featuring a brand-new kitchen with stylish finishes, updated bath, gleaming hardwood floors, and plush new carpet in the bedrooms. This level offers a fresh, move-in-ready appeal that renters or owners will love. The second-floor unit retains its original character, ideal for those looking to add personal touches or appreciate classic details. With newer siding and a recently updated roof, this property promises low-maintenance living. An attached one-car garage adds convenience, making this home as practical as it is attractive. Perfectly suited for investors or buyers seeking extra income potential, this two-family gem is a fantastic find! 1st floor is under construction and will be finished prior to closing
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!
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.
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 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.
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!
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 also features a chic half bath and washer/dryer hookups for added convenience. Upstairs, the master bedroom impresses with a spacious walk-in closet, while two additional bedrooms and two full baths make it perfect for family living or hosting guests. The third level also includes three versatile rooms and an additional half bath-perfect for a home office, playroom, or guest suite. Outside, a new driveway and garage doors add curb appeal, while freshly laid masonry lines the front and back yards, offering stylish outdoor spaces. With its blend of modern updates and timeless design, this home is truly move-in ready. Schedule a viewing today and make 19 Cottage Street your new home!
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.
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 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.
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!
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!
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.
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 privacy fence enclosure installed & all 4 residential units have gone through renovations. 183 Main St has had a roof replacement in 2023, aft wall structural repair, new studs, insulation, beams & siding. 183 2A has been refurbished. One retail space is leased to Noli's Restaurant which has a patio. Noli's pays their heat and electric. The current owner leased the second retail space to Northwest Soup & Deli ($1500 then $1650 on 1/1/2025) and this establishment has all new equipment. They pay their own electric and a fixed gas, water/sewer reimbursement to the Owner. The residential tenants pay their electric. Owners are very meticulous and detail oriented. This is a seamless opportunity to own a well-run asset. Properties being sold together.
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 heating system! 1.08 acres 2. Updated 960 sq ft ranch. 3 bed, 1 bath, walk out basement, great backyard with tons of potential. .37 acres. 3. 2.9 acres of undeveloped land. Potential for multiple access points. Condo's? Apartments? Parking garage? Bring your ideas and imagination. All properties sold together. Tax & Square footage is total for all three properties.
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.
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.
Gracefully nestled at water's edge among lofty pines on over 115 utterly private and unspoiled woodland acres, this breathtaking lakefront country home features five bedrooms and four-and-a-half bathrooms and over 8,000 sq ft of luxurious living space. With extraordinary craftsmanship and exceptional materials, this custom built contemporary residence harmoniously integrates with its natural surroundings, showcasing cathedral ceilings, custom cherry cabinetry, heart pine and stone floors, and expansive stone fireplaces. Seemingly endless Albertini sliding glass doors and large windows frame captivating views of the manicured grounds and Winchester Lake, a 229-acre body of water known for its undeveloped shoreline, fishing, kayaking, and pristine water. The interior of this home offers a seamless flow, ideal for both intimate and large gatherings. At the heart of the house, a stunning great room features double-height ceilings and an impressive stone fireplace crafted from stones sourced from the property. Adjacent to the fireplace, a cozy windowed reading nook in the great room provides the perfect spot to unwind. Neighboring the formal dining room, the gourmet chef's kitchen is fully equipped with top-of-the-line appliances, with an adjoining wet bar and spacious wine cellar.
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 & Comfortable Living Room. Spacious Sunken 20' x 21' Family Room with Cathedral Ceiling. Unique Loft offers a Birdseye View to the Family Room. Level 7 Acre Lot Enhanced by Stone Walls and Nice Plantings. Outbuildings include a 30' x 35' 4 Stall Horse Barn with Tack Room & Hayloft. 2 paddocks and a 25' X 30' Storage Building. Mechanicals include Oil Hot-Air Furnace, 200 AMP Electrical Service, Well Water & Septic System. A Quaint and Rural Atmosphere, but within Close Proximity to Major Shopping, access to State Parks, Lakes, Golf Courses, Ski Areas, and Local Arts and Cultural Venues. The Photo Library Partially tells the Story, but prospective Buyers need to Visit / Tour this Lovely Property in order to Appreciate its Attributes!!