Winchester CT Homes for Sale

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$399,900

213 Spencer Hill Road Winchester, CT 06098

MLS: 24008613
Type:
Other
Sq.Ft.:
1,836
Status:
NEW LISTING
Beds:
3
Lot size:
3.56 Acres
Year built:
1986
Baths:
2.00
MLS#:
24008613
Subdivision:
N/A
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Courtesy: The Bella Group, LLC 860-868-0639

ADDITIONAL INFORMATION

Introducing 213 Spencer Hill Road, a serene and secluded contemporary resting high above its surroundings in the foothills of the Berkshires. At over 1200' of elevation and surrounded by trees, this property will be your retreat from an often hectic daily schedule. Your new home features central air, hardwood floors throughout and an open concept floor plan that seamlessly blends the kitchen, dining, and family rooms together making it the perfect venue for family gatherings. Your guests can sit beneath the towering vaulted ceilings complete with skylights and a magnificent set of timber trusses while enjoying the warmth from the Harman wood stove. Choose any one of the three sliding doors that lead out to an expansive wrap-around composite deck where viewing wildlife, spectacular sunsets, or the changing of the seasons can be a part of your daily routine. Whether cooking for two or twenty, the kitchen is fully equipped with granite countertops, island with breakfast bar seating, newer LG stainless appliances and a butlers pantry with washer and dryer. Main hallway from the kitchen leads down to a pair of generously sized bedrooms which both enjoy plenty of natural light along with one full bath.

$226,900

27 Benton Street Winchester, CT 06098

MLS: 24009455
Type:
Other
Sq.Ft.:
1,109
Status:
NEW LISTING
Beds:
2
Lot size:
0.43 Acres
Year built:
1962
Baths:
2.00
MLS#:
24009455
Subdivision:
N/A
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Courtesy: A-Gold Action Realty 860-589-1111

ADDITIONAL INFORMATION

This property is eligible under the Freddie Mac First Look Initiative through 5/10/2024. 2 Bedrooms, 1.1 bath cape on .43 acres. Features a two car garage, deck off of the kitchen, wood flooring in some rooms, NEW OIL FURNACE. Close to shopping, amenities, and highways. Schedule a showing today!

$368,000

107 Oakdale Avenue Winchester, CT 06098

MLS: 170625095
Type:
Other
Sq.Ft.:
2,521
Status:
NEW LISTING
Beds:
3
Lot size:
0.93 Acres
Year built:
1987
Baths:
3.00
MLS#:
170625095
Subdivision:
Winsted
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Courtesy: Welcome Real Estate, LLC 860-416-0388

ADDITIONAL INFORMATION

Immaculate 3 bedroom cape style home featuring all the beauty and quiet of country living yet less than a minute from shopping, highways, and all town resources. This home feels cozy the minute you walk in with living rooms on both sides of the entry way and a fireplace. The kitchen is spacious and bright with a breakfast bar, separate dining area, and french doors that bring you out to the deck overlooking the back yard. The sunsets from the deck are often spectacular. The first floor also features the primary bedroom suite with a walk in closet, and updated full bath with new shower and flooring. In addition there is a first floor laundry area and half bathroom. The second floor has two generous size bedrooms, a full bathroom, and a cozy lounge space that is currently used as an additional tv room. The lower level has a walk out basement and, although not fully enclosed, there is an approx 350sqft section that is used as additional entertainment space. This home has been cared for inside and out and is truly turn key. Some additional features include with hardwood floors throughout the first floor, updated light fixtures, new carpeting on the second floor, and updated appliances. The exterior stone walls, gardens, and the additional parking space have all been ongoing updates. Don't miss this great opportunity!

$259,900

28 Maloney Court Winchester, CT 06098

MLS: 24009516
Type:
Other
Sq.Ft.:
1,485
Status:
Active
Beds:
3
Lot size:
0.21 Acres
Year built:
1940
Baths:
2.00
MLS#:
24009516
Subdivision:
Winsted
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Courtesy: Coldwell Banker Realty 203-239-2553

ADDITIONAL INFORMATION

Set in a neighborhood, this classic cape style home has been updated and refreshed throughout. The beautiful kitchen features new floors, counters, stainless appliances, painted cabinets and a door to the back patio for outdoor enjoyment and entertaining. As you enter from the front patio, a lovely fireplace is the focal point of the nice sized combination living room and dining room with beautifully refinished hardwood floors. A bedroom and full bath complete the main level. The interior has been freshly painted and new carpeting installed in the bedrooms. The upper level features a bedroom with full bath, a den with skylight, an additional bedroom and another space with skylight that could be a home office, craft room or walk-in closet. The lower level includes a fireplace and cedar closet and offers the potential to be finished for additional living space. You will love the spacious front patio as it is the perfect place to sit and relax in the warmer weather. This home is ready for new owners to move in and enjoy!

$349,999

80 John Street Winchester, CT 06098

MLS: 24008788
Type:
Other
Sq.Ft.:
1,514
Status:
Active
Beds:
2
Lot size:
16.88 Acres
Year built:
1875
Baths:
2.00
MLS#:
24008788
Subdivision:
N/A
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Courtesy: Dave Jones Realty, LLC 203-758-0264

ADDITIONAL INFORMATION

16.88 ACRES! Unique and perfect for the outdoor enthusiast or someone looking for a private retreat. Located at the end of a cul-de-sac and the rear is in close proximity to Mad River Dam. This treed lot has easy access up a cleared road. Pole barn built with lumber harvested from the property could be used for animals, ATV storage or a secluded cabin in the woods. The home is ready for your personal touch with a large open floor plan including kitchen, dining room, 2 full bathrooms, and first floor laundry. The property card has this listed as a 2 bedroom but there are 2 additional rooms upstairs that can be used for additional bedrooms or office space. There is a separate access to the upstairs through the side staircase and porch.

$650,000

339 W Wakefield Boulevard Winchester, CT 06098

MLS: 24002936
Type:
Other
Sq.Ft.:
1,322
Status:
Active
Beds:
3
Lot size:
0.18 Acres
Year built:
1940
Baths:
2.00
MLS#:
24002936
Subdivision:
Winsted
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Courtesy: Berkshire Hathaway NE Prop. 203-264-2880

ADDITIONAL INFORMATION

Welcome to your dream lakefront retreat! This stunning 3-bedroom, 2-bathroom house situated on the picturesque Highland Lake in Winsted, offers unparalleled views and four seasons of pure bliss. With 50 feet of waterfront including a dock and a solar-powered boat lift, every day is an opportunity to indulge in lakeside living at its finest. As you step inside, you'll be greeted by breathtaking lake views from every room, seamlessly blending the outdoors with the comfort of your home. Ample storage space is provided by a convenient oversized one-car garage and a walk-up attic, ensuring you have plenty of room for all your belongings. The primary bedroom is a true sanctuary, boasting a beautiful ensuite bathroom, a private deck overlooking the lake, and a tranquil ambiance that invites relaxation. And for the ultimate in luxury, indulge in the 8-person hot tub while soaking in the exceptional water views, creating unforgettable moments with family and friends. Conveniently located just 25 minutes away from ski areas, this home offers the perfect balance of serene lakeside living and outdoor adventure. Don't miss out on this rare opportunity - schedule a viewing today and experience the magic of lakefront living for yourself!

$399,900

817 E Wakefield Boulevard Winchester, CT 06098

MLS: 24006473
Type:
Other
Sq.Ft.:
1,051
Status:
Active
Beds:
2
Lot size:
0.62 Acres
Year built:
1930
Baths:
2.00
MLS#:
24006473
Subdivision:
Winsted
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Courtesy: Coldwell Banker Realty 860-674-0300

ADDITIONAL INFORMATION

Have you always dreamed of owning a lake house? If so, you don't want to miss this one! Situated on the top of a hill overlooking the picturesque Highland Lake, this ranch style home features 1,051+/- square feet of living space including two bedrooms and two full bathrooms. Enjoy cooking a meal in the galley style kitchen furnished with Thomasville cabinets and Corian countertops, and enjoying it in the intimate dining room overlooking the lake. Choose your favorite relaxing space, whether it's the living room with an exposed beam, sun room with lake views, or the sprawling 12x17 Trex deck. Or maybe you prefer the outdoor hot tub under the cabana. Also included with this home is your own private boat dock and picnic area to enjoy all the lake has to offer. Whether you are looking for a vacation house or your forever home, this is a must see!

$275,000

114 Oak Street Winchester, CT 06098

MLS: 24004000
Type:
Other
Sq.Ft.:
2,192
Status:
Active
Beds:
3
Lot size:
0.29 Acres
Year built:
1900
Baths:
2.00
MLS#:
24004000
Subdivision:
Winsted
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View additional info
Courtesy: Northwest CT Realty 860-379-7245

ADDITIONAL INFORMATION

Welcome to this charming 4-bedroom Cape-style home, conveniently situated near downtown amenities. Step inside to discover a spacious layout featuring a large eat-in kitchen, formal dining room, and a cozy formal living room. The family room beckons with its inviting fireplace and opens up to a sizable deck, perfect for outdoor gatherings. A convenient bedroom and full bath complete the first floor. Upstairs, three additional bedrooms offer comfort and versatility, along with a convenient half bath. Outside, enjoy a modest yard with an above-ground swimming pool, ideal for summer relaxation. Plus, the detached 4-car garage provides ample space for vehicles and storage. Don't miss the opportunity to make this delightful property your new home!

$770,000

265 W Lake Street Winchester, CT 06098

MLS: 170608794
Type:
Other
Sq.Ft.:
1,112
Status:
Active
Beds:
3
Lot size:
0.44 Acres
Year built:
1800
Baths:
2.00
MLS#:
170608794
Subdivision:
Winsted
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View additional info
Courtesy: William Pitt Sotheby's Int'l 860-567-0806

ADDITIONAL INFORMATION

This is a Fourth Generation home for so many reasons! It's now your turn ⦠Be the next family to enjoy making cherished memories on water & land ... friends & family gatherings/celebrations, holidays,boating,kayaking,swimming,ice fishing & so much more - A lakeside gem offering year round magical views, activities & serenity! Relax on the private covered porch & enjoy your morning coffee, lunch or dinner. The kitchen offers great cabinet space, newer gas stove & refrigerator w/breakfast area w/sliders leading to backyard & lake. A nice sized dining rm for mingling & holiday entertaining w/family & friends.The open living rm is light filled w/large windows.A full bathrm & laundry rm complete the 1st flr. On 2nd level 3 bedrms - one w/sweet lake views & a bath located at the end of the hall. Two sheds on the property, 1 w/electricity - perfect for an extra refrigerator & storage of water toys for lakeside fun. The yard is a great place for a game of cornhole or sitting at water's edge with a glass of wine waving to your new lake friends as they go by on their boats or kayaks enjoying nature at its best! You may even be lucky enough to see the eagle or blue heron gliding across the lake. In the yard you will find a flag pole w/spot light, a lighthouse & perennial gardens.Only one residence abuts the property.Plenty off road parking which is a huge plus for all your lake guests. Town Water & Sewer. Eversource Gas. Portable generator included.

$320,000

711 W Wakefield Boulevard Winchester, CT 06098

MLS: 170563879
Type:
Other
Sq.Ft.:
1,015
Status:
Active
Beds:
2
Lot size:
0.61 Acres
Year built:
1800
Baths:
1.00
MLS#:
170563879
Subdivision:
Winchester Center
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Courtesy: The Washington Agency 860-482-7044

ADDITIONAL INFORMATION

Rebuild, or tear down and build NEW! Large lot for a lake property with great parking and views! 5 rooms, 2 bedroom bungalow with fireplace. Don't miss this wonderful opportunity! HOUSE INTERIOR IS GUTTED WELL IS LOT CORNER AT forest ave FRONTAGES ARE MARED IN RD. +_ a2 map and topo in DOCUMENTS

$800,000

522 W Wakefield Boulevard Winchester, CT 06098

MLS: 170551900
Type:
Other
Sq.Ft.:
1,134
Status:
Active
Beds:
2
Lot size:
1 Acres
Year built:
1950
Baths:
1.00
MLS#:
170551900
Subdivision:
Winsted
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View additional info
Courtesy: Showcase Realty, Inc. 860-283-1298

ADDITIONAL INFORMATION

LOCATION! LOCATION! LOCATION! Direct Waterfront Lake Property on a VERY RARE 1 ACRE level & private CORNER LOT with tons of parking on the highly sought after pristine, glistening & scenic Highland Lake in Winsted, Litchfield County, CT This property has approx 400 ft of waterfront w/a bonus pond area for small boat launch & is situated on the West side of 3rd Bay (close to Strong & Club Islands) of the 444 acre boating, paddle boarding, kayaking, swimming & abundant fishing Lake with a State owned & operated boat launch & is approx 45 mins from Bradley Airport & 2 hrs from NYC/Boston, minutes from Rt 8. The location of Highland Lake makes it a desirable destination being situated near the foothills of the Berkshires, approx 20 mins to Sundown Ski Resort, Platt Hill State Park Scenic Reserve, close proximity to the Town and all the fine dining, theater & shopping experiences you'll need. This home needs updating, it could be expanded upward, renovated or start from the footprint to build your own lakefront dream house. The house, property & all outbuildings are being sold "AS-IS". Town Sewer & Private Well. For more information check out www.hlwa.org. Schedule your appt today!

$650,000

18-4A Taylor Brook Road Winchester, CT 06098

MLS: 170551066
Type:
Other
Sq.Ft.:
2,135
Status:
Active
Beds:
3
Lot size:
3.46 Acres
Year built:
2023
Baths:
3.00
MLS#:
170551066
Subdivision:
N/A
Save Property
View additional info
Courtesy: The Washington Agency 860-482-7044

ADDITIONAL INFORMATION

Beautiful custom built gem situated on a private site with a stream! Bright, sunny open floor plan with 3 bedrooms, 2.5 baths, great bonus room. Gleaming hardwood floors thru-out, granite tops, stone/marble baths, walk up attic. Large deck off kitchen. Don't miss this incredible opportunity!

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Davis E. Owen, Sr., License REB.0754414, Xome CT LLC, License REB.0790146 , Davis.Owen@xome.com, 844-400-XOME (9663), 2083 Main Street, Stratford, CT 06615


The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2021 SmartMLS, Inc.


Winchester Real Estate

The median home value in Winchester, CT is $225,000. This is lower than the county median home value of $260,600. The national median home value is $219,700. The average price of homes sold in Winchester, CT is $225,000. Approximately 52.84% of Winchester homes are owned, compared to 32.01% rented, while 15.15% 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!

Winchester, Connecticut has a population of 10,894. Winchester is less family-centric than the surrounding county with 27.84% of the households containing married families with children. The county average for households married with children is 29.59%.

The median household income in Winchester, Connecticut is $57,468. The median household income for the surrounding county is $76,438 compared to the national median of $57,652. The median age of people living in Winchester is 48 years.

Winchester Weather

The average high temperature in July is 77.6 degrees, with an average low temperature in January of 12.8 degrees. The average rainfall is approximately 51.2 inches per year, with 78.4 inches of snow per year.

Winchester Real Estate Market Conditions

  • Median sales price

    $225,000
    9.22% change since last quarter

  • # Active listings

    34
    30-day change

Winchester Schools and Demographics

Education near Winchester, CT

Metric City County
High School Graduates 88.81 92
College Degree - 2 year 9.2 9.39
College Degree - 4 year 24.26 34.98
Graduate Degree 6.49 11.32
Expenditures per Student 35,997 18,137
Students per Teacher 11.8 12.1

Elementary Schools near Winchester, CT

School 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

School 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

School 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

School 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

Metric City County
Neighborhood Type
Population 10,894 184,454
Population Density 335 200
Median Age 48 46.9
People per Household 2.3 2.4
Median Household Income 57,468 76,438
Average Income per Capita 32,363 40,619

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