The median home value in Winchester, CT is $317,000.
This is
lower than
the county median home value of $345,200.
The national median home value is $338,100.
The average price of homes sold in Winchester, CT is $317,000.
Approximately 51.37% of Winchester homes are owned,
compared to 34.14% rented, while
14.49% are vacant.
Winchester real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you see a property you’re interested in, contact a Winchester real estate agent to arrange a tour today!
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.
Colonial home for sale! Featuring 3 bedrooms, 1 bathroom, and a spacious backyard perfect for gardening, roof is 2 years old, there is a gas line outside of the house so heating can easily be converted to gas. (no heat on the 2nd floor due to freeze damage) Near a lake, shopping, restaurants. Schedule a showing today.
Welcome to 111 Riverton Road, Unit 53-your perfect home just in time for the holidays! This well-maintained Riverwalk end-unit townhouse is nestled in the last building of the complex, offering privacy without through traffic, large open green space, and serene water views of the Still River. This immaculate home features 2 bedrooms, 1.5 baths, and brand-new carpeting installed on November 15th. The bright and inviting kitchen is, equipped with KitchenAid Superba double convection ovens, and a large stainless-steel sink. Natural light pours through the sliding doors, which lead to a spacious deck that spans the length of the unit-an ideal spot to enjoy your morning coffee while taking in the river views. The open concept living and dining area is perfect for entertaining, featuring a pellet stove insert to provide supplemental heat during the colder months and help keep energy costs low. Upstairs, the oversized primary bedroom boasts vaulted ceilings and a walk-in closet with a custom closet system. The full bath is filled with natural light thanks to high ceilings and a skylight. Convenience abounds with a laundry room that includes a newer washer, dryer, and hot water heater. The attached two-car garage is a wintertime game changer-say goodbye to shoveling and snow blowing, and hello to the ease of condo living! Don't miss this opportunity to enjoy the beauty and comfort of Riverwalk before the snow falls!
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
This charming, single-level ranch home sits on nearly eight acres of peaceful land, offering plenty of space and privacy. As you enter through the front door, you're welcomed into a stunning, freshly remodeled kitchen with custom cabinetry, brand new appliances all designed by someone with an interior design background. The kitchen flows seamlessly into the main living area, where a unique three-sided fireplace serves as the cozy centerpiece, warming both the kitchen and the spacious living room. In the living room, large windows bring in abundant natural light and provide beautiful views of the property. A sliding glass door opens to a wraparound porch, creating a perfect indoor-outdoor connection for entertainment or relaxing. The home features three comfortable bedrooms, all newly carpeted, providing warmth and comfort. The main bathroom has been fully remodeled with a stand-up shower, while the primary bedroom includes an updated half bath for added convenience. This beautifully updated ranch combines modern design touches with the serenity of country living, making it a true retreat.
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.
USE RESTRICTIONS: **GAS AND CONVENIENCE STORE** Take advantage of this unique opportunity to own or lease a versatile 2,400 SF freestanding building, formerly a Cumberland Farms gas station and convenience store. Priced at $699,000 for purchase or available for a ten-year triple net lease with a 3% annual increase, the property offers flexible options including renewal terms, lease-to-own, and consideration for shorter lease durations. Located in a prime area with high visibility and accessibility, the site benefits from proximity to highways, shopping centers, and restaurants, with an impressive daily traffic count of approximately 14,300 cars. While gas station and convenience store operations are restricted, the property is permitted for a wide range of uses, such as a BAKERY, BANK, COMMISSARY, SMALL-FORMAT DRUG STORE, MEDICAL or PROFESSIONAL OFFICE, RESTAURANT, QSR, RETAIL STORE, SMOKE SHOP, or DELI. Special permit uses include AUTOMOTIVE SALE and REPAIR, and BREWPUB.
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!
Prime Commercial Property at 1 Lake Street. This 4,852-square-foot commercial building is located in the heart of the highly desirable Litchfield County, positioned on a prominent corner lot with exceptional visibility and easy access. Surrounded by thriving businesses and a strong consumer base, this property is perfectly suited for a variety of commercial uses. The building's open layout allows for versatile customization, making it ideal for a range of industries, including retail, office space, showrooms, or even a combination of these uses. Currently, the space is divided into four large sections, each approximately 700 square feet, along with 300 square feet of dedicated office space. Additionally, the building features separate men's and women's bathrooms (each with three fixtures), a handicap/family restroom, and a modest-sized kitchen. With clear-span construction, the interior walls are easily movable, offering maximum flexibility for redesign or reconfiguration to suit your business needs. The property is zoned as Town Center, allowing for numerous potential uses, such as: Accessory Residential Uses,Artisan Production, Bakery, Banks & Financial Institutions (without Drive-Thru), Commissary, Cultural Institutions Small Format Drug Store, Family Day Care Home, Home Occupation, Small Format Medical Offices, Business & Professional Offices, Restaurants, Small Format Grocery Retail, Personal Service Retail, Small Shops
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.
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 yourself enjoying life in this stunning home close to beach access and boat launch- make it yours today, this won't last long!
. The Main house features a Huge Stone fire-placed family room , plus a fire-placed Living room,for cozier gatherings. The home also includes a walk-out basement,. There is finished space ideal for an in-law suite on the second floor, located above the oversized attached 2-car garage. Outdoor living is enhanced by a rear deck that overlooks a tranquil pond, dam, and wooded area, making it a peaceful retreat. For gardening enthusiasts, an attached 9 x 26 Greenhouse is available. In addition to the main house, the property includes a 2-stall Barn, a Bunkhouse, and a detached 2-car garage with workshop, offering ample space for storage or hobbies. This property provides privacy, space, and endless opportunities for customization, making it an ideal choice for those looking for both comfort and potential. In need of Work , but well worth the effort. Being Sold "AS IS "
This unique offering includes two commercial parcels sold together, situated along bustling Route 44. The first parcel spans 1.08 acres and features a 648 sq. ft. masonry building, ideal for retail or a takeout food establishment, which has a history of both. The second parcel consists of 0.35 acres with an 800 sq. ft. structure that has operated for years as a bar and cafe. A large portion of the property extends across the scenic Indian Meadow Brook, presenting an exciting opportunity for expansion with the addition of a footbridge. This could open up new possibilities for outdoor seating, additional retail space, or any other creative ventures. Positioned at the west end of town, this location serves as a gateway for traffic coming into Winsted, boasting high visibility and a substantial daily traffic count. Whether you're envisioning food service, retail, or something entirely new, this site is brimming with potential for your next business venture.
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.
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-acre lot presents a rare opportunity for renovation, expansion, or even subdivision. Whether you envision restoring the farmhouse to its former glory, expanding to create your dream estate, or exploring the potential for development, the possibilities are endless. Don't miss out on this unique chance to own a piece of Winchester's history and make it your own. This charming farmhouse is not just a home; it's a canvas for your dreams. Act quickly-opportunities like this are truly one of a kind.
Welcome to 315 East Wakefield Blvd, a charming 3-bedroom, 1-bath ranch offering stunning views and easy access to Highland Lake. This home is in impeccable condition, featuring an updated kitchen and bath, along with newer hard surface flooring. The inviting living room boasts a propane fireplace, wood stove, and a picture window perfectly framing the serene lake views. The updated eat-in kitchen opens to a covered deck and a fenced-in rear yard, providing additional outdoor space with more picturesque views of the lake. This well-cared-for home is not only a cozy retreat but also a gateway to the year-round recreational activities that Highland Lake offers. Spanning 444 acres, the lake is renowned for its watersports, trophy trout and bass fishing, and a marina where you can rent a slip or even a boat. Whether you're seeking a peaceful lakeside residence or an active lifestyle, 315 East Wakefield Blvd is the perfect place to call home.
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.
