Winchester CT Real Estate & Homes for Sale

19 Properties Found

Sort Results:
1–19 of 19 properties displayed
Refine Property Search
Page 1 of 1    Prev | Next
Beds:
2
Baths:
2.00
Sq.Ft.:
1,204
Status:
NEW LISTING
MLS#:
24067668
Type:
Condo
Subdivision:
N/A
Year built:
1987
Courtesy: CT Home Pro, LLC 860-256-8899
View additional info

ADDITIONAL INFORMATION

This 3-story condominium boasts two large bedrooms, and 1.5 bathrooms, as well as a 2-car garage with a private indoor entrance. The primary bedroom provides lofty ceilings, a walk-in closet, and its own entry way into the full bath. On the main level, the pellet stove is powerful enough to heat the entire living space whilst having its own thermostat to ensure a comfortable temperature throughout. Upon entering the back deck, you are greeted by beautiful views of the wooded area surrounding the condominium. The two sliding glass doors that lead to the deck area ensure that the main floor is booming with natural light. Whether it be the brand-new wall to wall carpeting, the heated floors in the master bathroom, or the fully updated kitchen, this condo is a must see if you are looking to buy in the area.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,531
Status:
Active
MLS#:
24067869
Type:
Single Family
Subdivision:
N/A
Lot size:
0.77 Acres
Year built:
1964
Courtesy: For Sale By Owner Connecticut 860-693-6156
View additional info

ADDITIONAL INFORMATION

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 service. One of the standout features is the expansive, light-filled four-season porch, perfect for year-round enjoyment-whether as a serene retreat, entertainment area, or reading nook. Situated in picturesque Winsted, the home sits on a sizeable yard, providing endless opportunities for outdoor entertaining, gardening, or simply relaxing. Don't miss the chance to make 244 Colebrook your forever home-schedule a tour today!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,888
Status:
Active
MLS#:
24067212
Type:
Single Family
Subdivision:
N/A
Lot size:
1.6 Acres
Year built:
1978
Courtesy: Dorrance Realty 203-804-4833
View additional info

ADDITIONAL INFORMATION

Make your appointment today to view this great 1,888 sq ft home with 1.6 acres of land to relax on! A new septic tank is needed and has a buried oil tank. Seller is motivated, bring all offers!!

Beds:
3
Baths:
1.00
Sq.Ft.:
1,424
Status:
Active
MLS#:
24066803
Type:
Single Family
Subdivision:
N/A
Lot size:
0.22 Acres
Year built:
1900
Courtesy: Elyse Harney Real Estate 860-435-0120
View additional info

ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,888
Status:
Active
MLS#:
24066268
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.41 Acres
Year built:
1973
Courtesy: eXp Realty 866-828-3951
View additional info

ADDITIONAL INFORMATION

Welcome to this single family home nestled at the end of a peaceful cul-de-sac. Featuring 3 spacious bedrooms and a full bathroom on the main lever, and a cozy lower-level family room complete with a half bath and ample storage. This home has both comfort and functionality.

Open House:

Sunday, 1/19 1:00-3:00PM

More Open House Info >

Beds:
2
Baths:
2.00
Sq.Ft.:
1,204
Status:
Active
MLS#:
24051317
Type:
Condo
Subdivision:
N/A
Year built:
1987
Courtesy: The Washington Agency 860-482-7044
View additional info

ADDITIONAL INFORMATION

Two bedroom, 1 & 1/2 bath end unit Townhouse with wood floors throughout, living room with fireplace and sliders to deck, primary bedroom with walk in closet, deck has just been painted, Spacious 2 car garage. Unit has lower-level laundry room with entry into garage. Great space and ready for New Owner.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,818
Status:
Active
MLS#:
24061642
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.72 Acres
Year built:
1875
Courtesy: Berkshire Hathaway NE Prop. 203-264-2880
View additional info

ADDITIONAL INFORMATION

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.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,239
Status:
Active
MLS#:
24057449
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.21 Acres
Year built:
1901
Courtesy: Coldwell Banker Realty 203-272-1633
View additional info

ADDITIONAL INFORMATION

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.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,496
Status:
Active
MLS#:
24052635
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.7 Acres
Year built:
1930
Courtesy: William Pitt Sotheby's Int'l 860-491-2000
View additional info

ADDITIONAL INFORMATION

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!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,476
Status:
Active
MLS#:
24050228
Type:
Single Family
Subdivision:
N/A
Lot size:
0.33 Acres
Year built:
1973
Courtesy: Dreamview Properties, LLC 203-427-8777
View additional info

ADDITIONAL INFORMATION

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.

Open House:

Sunday, 1/19 1:00-3:00PM

More Open House Info >

Beds:
8
Baths:
5.00
Sq.Ft.:
5,231
Status:
Active
MLS#:
24047556
Type:
Single Family
Subdivision:
N/A
Lot size:
1.51 Acres
Year built:
1930
Courtesy: Berkshire Hathaway NE Prop. 860-489-1772
View additional info

ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,491
Status:
Active
MLS#:
24044645
Type:
Single Family
Subdivision:
N/A
Lot size:
13 Acres
Year built:
1830
Courtesy: Vylla Home (CT) LLC 860-656-0555
View additional info

ADDITIONAL INFORMATION

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.

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

ADDITIONAL INFORMATION

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.

Beds:
5
Baths:
3.00
Sq.Ft.:
3,404
Status:
Active
MLS#:
24042770
Type:
Single Family
Subdivision:
N/A
Lot size:
2.09 Acres
Year built:
1975
Courtesy: YellowBrick Real Estate LLC 203-445-6949
View additional info

ADDITIONAL INFORMATION

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.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,781
Status:
Active
MLS#:
24041356
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.62 Acres
Year built:
1904
Courtesy: Coldwell Banker Realty 860-231-2600
View additional info

ADDITIONAL INFORMATION

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!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,664
Status:
Active
MLS#:
24022821
Type:
Single Family
Subdivision:
Winchester Center
Lot size:
0.61 Acres
Year built:
2024
Courtesy: The Washington Agency 860-482-7044
View additional info

ADDITIONAL INFORMATION

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.

Beds:
7
Baths:
4.00
Sq.Ft.:
2,687
Status:
Active
MLS#:
24024787
Type:
Single Family
Subdivision:
Sucker Brook
Lot size:
1.63 Acres
Year built:
1890
Courtesy: William Pitt Sotheby's Int'l 860-567-0806
View additional info

ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,608
Status:
Active
MLS#:
24026928
Type:
Single Family
Subdivision:
Winsted
Lot size:
0.22 Acres
Year built:
1917
Courtesy: Berkshire Hathaway NE Prop. 860-658-1981
View additional info

ADDITIONAL INFORMATION

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.

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

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!

Refine Property Search
Page 1 of 1    Prev | Next
1–19 of 19 properties displayed
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


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

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

    $290,000
    14.1%
    change since last quarter
  • # Active listings

    36
    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