55 Connecticut Properties

Grid View Summary View

Torringford Street
$370,000

Winchester, CT
House
Rooms: 7
Bedrooms: 3
Bathrooms: 2
Web ID: 24078113

Welcome to this beautiful Cape Cod home, offering 2239 square feet of living space. Nestled on a serene 1.79 acre lot, this inviting property provides a perfect blend of comfort and style. Step inside to a generous entry that flows seamlessly into the open living and dining areas, creating an ideal space for both everyday living and entertaining. The huge family room is a true highlight, featuring soaring cathedral ceilings, skylights that bathe the room in natural light, and a ceiling fan for added comfort. French doors lead to a spacious private deck, perfect for enjoying the outdoors.The home features three bedrooms, with one conveniently located on the main level, along with a full bath for ease and privacy. Upstairs, you will find two additional bedrooms, each offering plenty of space and a shared full bath. This home has had some important updates over the years, providing peace of mind...

(203) 253-1800
Contract Signed
Property for Sale at Colebrook Road, Winchester, Connecticut - Bedrooms: 4 
Bathrooms: 2 
Rooms: 7  - $369,900 Previous PhotoNext Photo

Colebrook Road
$369,900

Winchester, CT
House
Rooms: 7
Bedrooms: 4
Bathrooms: 2
Web ID: 24067869

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...

(203) 253-1800
Contract Signed
Property for Sale at Ashley Road, Winchester, Connecticut - Bedrooms: 3 
Bathrooms: 1 
Rooms: 6  - $349,900 Previous PhotoNext Photo

Ashley Road
$349,900

Winchester, CT
House
Rooms: 6
Bedrooms: 3
Bathrooms: 1
Web ID: 24044645

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...

(203) 253-1800

W Wakefield Boulevard
$320,000

Winchester, CT
Vacant Land
Web ID: 24020414

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.

(203) 253-1800

E Wakefield Boulevard
$300,000

Winchester, CT
House
Rooms: 5
Bedrooms: 3
Bathrooms: 1
Web ID: 24072988

Charming ranch style home with year round water views! This beautifully updated 3-bedroom, 1-bath ranch home in the sought-after Highland Lake community in Winsted is a true gem. The home has been meticulously cared for, blending modern updates with classic charm. Inside, you'll find a cozy, well-maintained living space that feels inviting and comfortable. The property boasts a spacious, full unfinished basement, offering endless possibilities for storage, a workshop, or finishing it to suit your needs. Outside, the level lot features a deck with a lovely pergola, perfect for relaxing or entertaining while enjoying peaceful lake life! Located just steps from Highland Lake, one of the cleanest lakes in the area, the home provides direct access to a boat launch where motorboats are welcome. Whether you're into boating, fishing, or simply soaking in the natural beauty of the lake, this location offers a serene, lakeside lifestyle you won't want to...

(203) 253-1800
Property for Sale at Norfolk Road, Winchester, Connecticut -  - $299,900

Norfolk Road
$299,900

Winchester, CT
Vacant Land
Web ID: 24071804

63-Acre Rural Retreat Abutting Algonquin State Forest - A Nature Lover's Dream! Discover the perfect blend of seclusion and accessibility with this 63-acre wooded paradise, directly abutting Algonquin State Forest. Located on a state highway and directly across from a scenic dry dam, this unique parcel provides endless possibilities-whether you're looking to build your dream home, start a hunting retreat, or invest in a prime piece of nature.Existing Cell Tower does not generate revenue and does not convey with the sale.

(203) 253-1800
Contract Signed
Property for Sale at Hubbard Street, Winchester, Connecticut - Bedrooms: 6 
Bathrooms: 2 
Rooms: 13  - $299,900 Previous PhotoNext Photo

Hubbard Street
$299,900

Winchester, CT
House
Rooms: 13
Bedrooms: 6
Bathrooms: 2
Web ID: 24059312

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...

(203) 253-1800

Boyd Street
$299,000

Winchester, CT
House
Rooms: 6
Bedrooms: 3
Bathrooms: 1
Web ID: 24066803

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.

(203) 253-1800
Contract Signed
Property for Sale at Boyd Street, Winchester, Connecticut - Bedrooms: 5 
Bathrooms: 2 
Rooms: 12  - $299,000 Previous PhotoNext Photo

Boyd Street
$299,000

Winchester, CT
House
Rooms: 12
Bedrooms: 5
Bathrooms: 2
Web ID: 24071873

Rare Side-by-Side Duplex with Highland Lake Views Don't miss this unique side-by-side duplex offering stunning views of Highland Lake! This versatile property features an open-concept layout on the first floor in both units, creating a spacious and inviting atmosphere. One unit boasts a vaulted ceiling in the updated kitchen, while the other offers a finished attic that adds two additional bedrooms. Each unit has its own laundry hookups and private driveway for added convenience. With kitchens and baths remodeled just a few years ago, this property presents a fantastic opportunity for owner-occupants or investors alike. Enjoy lake living with nearby access to outdoor recreation, all while benefiting from the income potential of a two-family home!

(203) 253-1800

393 Winchester Road
$295,000

Winchester, CT
Vacant Land
Web ID: 170078080

WINCHESTER CREST 51 acres of forested gently rolling land sited upland in Winchester Center. There is a former homesite and multiple choices for additional homesites affording complete privacy. There is abundant wildlife, trails, intermittent streams, dense and sparse forest. Perfect for year round home site, weekend retreat or recreational land.

(203) 253-1800

Unity Place
$289,900

Winchester, CT
House
Rooms: 6
Bedrooms: 3
Bathrooms: 2
Web ID: 24074979

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 countertops. Main level laundry room for ultimate convenience. Character and charm throughout the home, with plenty of parking space for guests...

(203) 253-1800

Elm Street
$279,900

Winchester, CT
House
Rooms: 11
Bedrooms: 5
Bathrooms: 2
Web ID: 24078923

Step into the warmth and character of this beautiful 5-bedroom single-family home, ideally located in the heart of Winsted. With a wrap-around front porch and a screened rear porch, this home offers the perfect blend of classic charm and modern convenience. Inside, you'll find hardwood floors throughout most of the house, a full bay window in the living room that fills the space with natural light, and a built-in fireplace with an electric insert in the dining room-perfect for cozy gatherings. The kitchen features a gas range, and the den showcases a bead board ceiling with grouted vinyl tile flooring. The first-floor bathroom boasts both a whirlpool-style tub and a stand-up walk-in shower, while the second-floor bathroom has been updated for modern comfort. Conveniently, laundry is located on the second floor, and there's a rear staircase for added accessibility. Enjoy the privacy of a fenced rear yard...

(203) 253-1800
Contract Signed
Property for Sale at Maple Street, Winchester, Connecticut - Bedrooms: 4 
Bathrooms: 2 
Rooms: 7  - $274,999 Previous PhotoNext Photo

Maple Street
$274,999

Winchester, CT
House
Rooms: 7
Bedrooms: 4
Bathrooms: 2
Web ID: 24058368

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!

(203) 253-1800

Cherry Street
$269,900

Winchester, CT
House
Rooms: 6
Bedrooms: 3
Bathrooms: 2
Web ID: 24079809

Charming Cape Cod retreat just a short stroll from the beautiful beaches of Highland Lake! This well-maintained 3-bedroom, 2-bath home has been a cherished getaway for years, offering the perfect blend of comfort and convenience. The main level features a sun-filled living room, a dining room ideal for gatherings, and a kitchen with a center island for easy meal prep. A cozy bedroom and a full bath complete this level. Upstairs, you'll find two generously sized bedrooms and a full bath with laundry for added convenience. The home's mechanicals, windows, and roof are all in excellent condition. Outside, enjoy the spacious yard, perfect for outdoor activities, complete with a fire pit for relaxing evenings. A large shed provides ample storage. Just minutes away, the Highland Lake Marina offers boat rentals, while Main Street's shops and restaurants are easily accessible. Whether you're looking for a seasonal escape or a year-round home,...

(203) 253-1800
Contract Signed
Property for Sale at Upland Road, Winchester, Connecticut - Bedrooms: 5 
Bathrooms: 2 
Rooms: 9  - $269,500 Previous PhotoNext Photo

Upland Road
$269,500

Winchester, CT
House
Rooms: 9
Bedrooms: 5
Bathrooms: 2
Web ID: 24071680

A Great Investment opportunity in this classic charming multi two unit home. The location is convenient to many amenities including Dining, Community College, Highland Lake recreation and much more. Each unit has Washer & Dryer hookups. Up grades include New High Gas Efficiency Furnaces and Hot Water Heaters in 2020. New Thermal Windows & Blown In Insulation 2021 & 2022. Two Car Garage, Large Covered Front Porch, flower gardens.

(203) 253-1800
Contract Signed
Property for Sale at N Main Street, Winchester, Connecticut - Bedrooms: 3 
Bathrooms: 1 
Rooms: 7  - $269,000 Previous PhotoNext Photo

N Main Street
$269,000

Winchester, CT
House
Rooms: 7
Bedrooms: 3
Bathrooms: 1
Web ID: 24059573

Highest and best by 3/10 at 6 PM. Back on the market! 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!

(203) 253-1800
‹  Prev      Page:   1 2 3 4      Next  ›