Winchester CT Real Estate & Homes for Sale

8 Properties Found

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Beds:
6
Baths:
3.00
Sq.Ft.:
2,376
Status:
Active
MLS#:
24142357
Type:
Single Family
Subdivision:
N/A
Lot size:
0.21 Acres
Year built:
1900
Courtesy: Coldwell Banker Realty 860-393-0087
View additional info

ADDITIONAL INFORMATION

Bring your vision to this spacious 6-bedroom, 2.5-bath home full of character and potential. Featuring a newer roof and boiler, this property offers peace of mind while leaving room for your personal touch. Enjoy the classic Victorian details and generous layout, perfect for creating your dream home. Situated on a sidewalk-lined street just steps from downtown eateries, a local brewery, and minutes to Highland Lake for outdoor recreation. Off-street parking adds convenience. Don't miss this opportunity to own a piece of history in a vibrant location-schedule your showing today!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,172
Status:
Active
MLS#:
24141326
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.06 Acres
Year built:
1870
Courtesy: William Raveis Real Estate 860-677-4661
View additional info

ADDITIONAL INFORMATION

Beautifully renovated 1870 Colonial offering 1,172 sq. ft. of updated and functional living space. The home features hardwood floors in the living room and both bedrooms, adding warmth and durability throughout. A convenient first-floor bedroom provides flexibility, while the spacious primary bedroom is located on the second level. The kitchen has been completely refreshed with new flooring, skylights that bring in excellent natural light, an eat-in area, and all-new stainless steel appliances. The first-floor laundry room adds everyday convenience and includes a remodeled half bath. The full bathroom has also been fully updated with modern finishes. Fresh interior paint and all-new lighting help create a clean, move-in-ready environment. Major updates include a new gas furnace, new vinyl siding, new roof on the addition, new wood front porch, and a new deck, offering long-term value and reduced maintenance for the next owner. Conveniently located near shopping, restaurants, major highways and Highland Lake, this home combines charm with modern improvements in a highly accessible location. A great option for buyers seeking a fully renovated home with nothing left to do but move in.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,652
Status:
Active
MLS#:
24140514
Type:
Single Family
Subdivision:
N/A
Lot size:
0.17 Acres
Year built:
1860
Courtesy: The Washington Agency 860-482-7044
View additional info

ADDITIONAL INFORMATION

**HIGHEST & BEST BY 1/10/26 4pm ** This charming historic home, built in 1860, blends timeless character with thoughtful updates. Featuring 3-4 bedrooms, this property offers flexible living space to meet your needs. The beautifully remodeled upstairs bathroom is a standout feature, offering modern comfort within this classic home. Enjoy your LARGE eat-in kitchen with laundry hook ups and plenty of natural lighting and ample amounts of storage. The home sits on a flat, level yard with a huge storage shed, perfect for outdoor gatherings, storage, gardening, and play. Multiple decks off the home create inviting spaces to relax and take in the surroundings. Located just moments from a local boat launch, this property is ideal for those who love recreational water access. You're also close to the town green, shops, and everyday conveniences, making this home the perfect blend of historic charm and modern lifestyle. Schedule to view today!!

Open House:

Sunday, 1/11

More Open House Info >

Beds:
4
Baths:
2.00
Sq.Ft.:
2,365
Status:
Active
MLS#:
24138466
Type:
Single Family
Subdivision:
Winsted
Lot size:
4 Acres
Year built:
1800
Courtesy: William Raveis Real Estate 860-677-9381
View additional info

ADDITIONAL INFORMATION

Welcome to 187 Torringford Rd! Set on a beautiful 4-acre lot, this spacious 4-bedroom home offers the perfect blend of natural light, character, and country living. Step inside through the mudroom, also serving as a convenient laundry area, and head up to a charming loft that overlooks the bright, window filled kitchen. The kitchen features an abundance of natural light and provides a warm, inviting space for cooking and gathering. Adjacent to the kitchen is a cozy breakfast nook with a bay window, opening seamlessly into the living room for easy everyday living. Across the hall, you'll find a generous family room and a separate dining room, offering plenty of room for entertaining and hosting holidays. A half bath completes the main level. Upstairs are four bedrooms, creating flexible options for family, guests, or office space. Outside, the property truly shines with a two-story garage/barn featuring a loft, perfect for storage, a workshop, or hobby space. Enjoy summer days in the above-ground pool. Appreciate new 5 year old roof. The 4-acre lot provides both open, usable yard space and lightly wooded areas, ideal for gardens, animals, recreation, or simply soaking in the peaceful surroundings. This charming property offers privacy, potential, and the opportunity to make it your own. Schedule your showing today!

Beds:
5
Baths:
2.00
Sq.Ft.:
2,304
Status:
Active
MLS#:
24104078
Type:
Single Family
Subdivision:
N/A
Lot size:
41.23 Acres
Year built:
1800
Courtesy: Litchfield County Real Estate 860-806-4169
View additional info

ADDITIONAL INFORMATION

Development Opportunity! 41.23 Acres with Historic Home & Barn - Subdivision Possible Rare chance to own a prime 41.23-acre parcel in New England with an 1800 Antique Colonial Farmhouse and classic English/New England hybrid barn. The land may be subdividable and is located near the highly desirable Riverwalk Condominiums, making it ideal for new condo development (subject to approvals). The home and barns are in need of complete renovations to be brought back to its original beauty. Endless possibilities: equestrian facility, hunting lodge, glamping, corporate retreat, B&B, resort, spa, farming, or wedding venue. Home requires full renovation. Property offers a mix of open fields, wooded areas, and historic charm in a peaceful, private setting. Bring your ideas and breathe new life into this timeless estate!

Beds:
4
Baths:
2.00
Sq.Ft.:
3,088
Status:
Active
MLS#:
24089885
Type:
Single Family
Subdivision:
N/A
Lot size:
7.11 Acres
Year built:
1789
Courtesy: Cohen Agency 860-618-5800
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ADDITIONAL INFORMATION

HOME-LAND -BARN. A TRUE NEW ENGLAND CLASSIC PROPERTY IN A POST CARD SETTING! For the Discerning Customer, 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!!

Beds:
5
Baths:
4.00
Sq.Ft.:
5,016
Status:
Active
MLS#:
24071827
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.56 Acres
Year built:
1880
Courtesy: Northwest CT Realty 860-379-7245
View additional info

ADDITIONAL INFORMATION

Timeless Victorian with Endless Possibilities.Step into a piece of history with this stunning Victorian property, a landmark in the community and home to The Maloney Funeral Home since the early 1900's. Nestled in the TCR Zone, this versatile building offers a wealth of potential. The TCR Zone allows for accessory residential uses, community centers, family day care homes, single-family dwellings, and home farming. Additionally, with a special permit, the property may accommodate a variety of uses, including affordable housing, bed and breakfasts, boarding houses, congregate residences, convalescent/nursing homes, country inns, home occupations, mixed-use buildings, multi-family dwellings, outdoor private recreation and entertainment facilities, restaurants, schools, two-family dwellings, and places of worship. The first floor features spacious rooms that could accommodate a kitchen, pantry, dining room, formal living room, family room, and office. The second floor provides ample space for four to five bedrooms, while the third floor boasts a generously sized apartment, adding flexibility to the layout. A standout feature is the impressive 2,300 sq. ft. three-story barn/garage, offering abundant storage, workshop space, and potential for various uses. Whether you're seeking a unique investment opportunity or a property brimming with character, this exceptional offering is ready for its next chapter.

Beds:
9
Baths:
6.00
Sq.Ft.:
7,000
Status:
Active
MLS#:
24042374
Type:
Single Family
Subdivision:
N/A
Lot size:
3 Acres
Year built:
2002
Courtesy: Berkshire Hathaway NE Prop. 860-677-7321
View additional info

ADDITIONAL INFORMATION

SHOW STOPPER!!!!!! IMAGINE LIVING THE RESORT LIFE YEAR ROUND!!!!! LOCAL NEWS JUST ANNOUNCED THAT WINSTED WAS 1 OF THE MOST DESIRABLE TOWNS TO LIVE WITH EMPHASIS ON BEAUTIFUL HIGHLAND LAKE. 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. Guest home is loaded with privacy sitting on 425ft of prime water frontage

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Davis E. Owen, Sr., License REB.0754414, Xome CT LLC, License REB.0790146 , [email protected], 844-400-XOME (9663), 2083 Main Street, Stratford, CT 06615


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Winchester Real Estate

Winchester is located in Connecticut. Winchester, Connecticut has a population of 10,335. Winchester is less family-centric than the surrounding county with 20.73% of the households containing married families with children. The county average for households married with children is 26.17%.

The median household income in Winchester, Connecticut is $65,537. The median household income for the surrounding county is $84,797 compared to the national median of $69,021. The median age of people living in Winchester is 50.7 years.

Winchester Weather

The average high temperature in July is 80.7 degrees, with an average low temperature in January of 13.6 degrees. The average rainfall is approximately 52.3 inches per year, with 52.6 inches of snow per year.

Winchester Map

Winchester Real Estate Market Conditions

  • Median sales price

    $282,778
    14.1%
    change since last quarter
  • # Active listings

    31
    30-day change

Winchester Schools and Demographics

Education near Winchester, CT

City County
High School Graduates 93.76 93.89
College Degree - 2 year 11.55 9.19
College Degree - 4 year 27.21 36.19
Graduate Degree 8.81 11.56
Expenditures per Student 26,218 26,218
Students per Teacher 11.5 11.5

Elementary Schools near Winchester, CT

Grades Students P/T Ratio ZIP
Batcheller Early Education Center PK - 01 186 12.6 06098
Botelle Elementary School PK - 06 115 12 06058
East School KG - 05 361 12.9 06790
Forbes School KG - 05 373 11 06790
Goshen Center School KG - 06 150 10.7 06756
Mary P. Hinsdale School 02 - 04 241 11.9 06098
Southwest School KG - 05 329 12.7 06790
Torringford School KG - 05 615 13.4 06790
Vogel-Wetmore School PK - 05 478 12.6 06790
Vogel-Wetmore/Outreach PREK PK - PK 7 06790

Middle Schools near Winchester, CT

Grades Students P/T Ratio ZIP
Northwestern Regional Middle School 07 - 08 332 10.9 06098
Pearson Middle School 05 - 08 149 11.5 06098
Torrington Middle School 06 - 08 1,012 13.1 06790

High Schools near Winchester, CT

Grades Students P/T Ratio ZIP
Explorations 09 - 12 88 9 06098
Northwestern Regional High School 09 - 12 693 12.9 06098
The Gilbert School 07 - 12 552 11.8 06098
Torrington High School 09 - 12 1,003 12.4 06790

Ungraded Schools near Winchester, CT

Grades Students P/T Ratio ZIP
* Migeon Academy 09 - 12 12 06790
Batcheller - Bridges 1 UG - UG 0 06098
Connecticut Mental Health Center UG - UG 0 06790
Intensive Learning Program UG - UG 0 06098
Links 06 - 12 13 13 06098

Demographics near Winchester, CT

City County
Neighborhood Type
Population 10,335 185,175
Population Density 318 201
Median Age 50.7 47.6
People per Household 2.2 2.4
Median Household Income 65,537 84,797
Average Income per Capita 37,469 47,811

Real estate near Winchester