Winchester CT Real Estate & Homes for Rent

44 Properties Found

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Beds:
14
Baths:
7.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
24037338
Type:
Other
Subdivision:
Winsted
Lot size:
0.13 Acres
Year built:
1900
Courtesy: Berkshire Hathaway NE Prop. 860-633-3674
View additional info

ADDITIONAL INFORMATION

Addresses include 175 Main Street and 183 Main Street in Winsted, CT. Amazing opportunity to acquire a 9 Unit Asset (7 Apartments + 2 Retail) in Winsted with anchor tenant Noli's Restaurant (Rent $2,266 w 3% increase/year) w over 20 years in business! Pride of Ownership is evident with Capital Improvements made by the current owners, including: new water heaters, heating zones, electrical upgrades, fire rated tenant main doors & new fire alarms/strobes in both buildings. The unit mix is: 1, 4 bedroom ($1,100); 4, 2 bedrooms ($1,000; $1,050; $900; the other can be rented for up to $1500 per month) and 2, 1 bedroom units ($950 each). The 175 Main St had a roof replacement in 2021, a privacy fence enclosure installed & all 4 residential units have gone through renovations. 183 Main St has had a roof replacement in 2023, aft wall structural repair, new studs, insulation, beams & siding. 183 2A has been refurbished. One retail space is leased to Noli's Restaurant which has a patio. Noli's pays their heat and electric. The current owner leased the second retail space to Northwest Soup & Deli ($1500 then $1650 on 1/1/2025) and this establishment has all new equipment. They pay their own electric and a fixed gas, water/sewer reimbursement to the Owner. The residential tenants pay their electric. Owners are very meticulous and detail oriented. This is a seamless opportunity to own a well-run asset. Properties being sold together.

Beds:
n/a
Baths:
9.00
Sq.Ft.:
10,432
Status:
Active
MLS#:
24037186
Type:
General Commercial
Subdivision:
Winsted
Lot size:
0.13 Acres
Year built:
1900
Courtesy: Berkshire Hathaway NE Prop. 860-633-3674
View additional info

ADDITIONAL INFORMATION

Addresses include 175 Main Street and 183 Main Street in Winsted, CT. Amazing opportunity to acquire a 9 Unit Asset (7 Apartments + 2 Retail) in Winsted with anchor tenant Noli's Restaurant (Rent $2,266 w 3% increase/year) w over 20 years in business! Pride of Ownership is evident with Capital Improvements made by the current owners, including: new water heaters, heating zones, electrical upgrades, fire rated tenant main doors & new fire alarms/strobes in both buildings. The unit mix is: 1, 4 bedroom ($1,100); 4, 2 bedrooms ($1,000; $1,050; $900; the other can be rented for up to $1500 per month) and 2, 1 bedroom units ($950 each). The 175 Main St had a roof replacement in 2021, a privacy fence enclosure installed & all 4 residential units have gone through renovations. 183 Main St has had a roof replacement in 2023, aft wall structural repair, new studs, insulation, beams & siding. 183 2A has been refurbished. One retail space is leased to Noli's Restaurant which has a patio. Noli's pays their heat and electric. The current owner leased the second retail space to Northwest Soup & Deli ($1500 then $1650 on 1/1/2025) and this establishment has all new equipment. They pay their own electric and a fixed gas, water/sewer reimbursement to the Owner. The residential tenants pay their electric. Owners are very meticulous and detail oriented. This is a seamless opportunity to own a well-run asset. Properties being sold together.

Beds:
9
Baths:
5.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
24027049
Type:
Other
Subdivision:
N/A
Lot size:
4.36 Acres
Year built:
1900
Courtesy: Northwest CT Realty 860-379-7245
View additional info

ADDITIONAL INFORMATION

THREE PROPERTIES ONE PRICE!!! Includes single family, multi family & additional lot totaling 4.36 acres. 1. 3500 sq ft 2 family home featuring 1800's architecture including massive period correct windows, wrap around porch, beautiful stone foundation, and detached 2 car garage. 5 bed, 2 1/2 bath main house with 2 bed, 1 bath attic apartment, freshly updated. Brand new whole house natural gas heating system! 1.08 acres 2. Updated 960 sq ft ranch. 3 bed, 1 bath, walk out basement, great backyard with tons of potential. .37 acres. 3. 2.9 acres of undeveloped land. Potential for multiple access points. Condo's? Apartments? Parking garage? Bring your ideas and imagination. All properties sold together. Tax & Square footage is total for all three properties.

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:
4
Baths:
3.00
Sq.Ft.:
3,870
Status:
Active
MLS#:
24017090
Type:
Single Family
Subdivision:
Winchester Center
Lot size:
2.75 Acres
Year built:
1984
Courtesy: William Pitt Sotheby's Int'l 860-567-0806
View additional info

ADDITIONAL INFORMATION

Your private oasis nestled in historic Winchester Center, offering serenity, lakes, trails and more. Contemporary Cape w/an abundance of spacious, light-filled and updated rooms. Several options to include; one-floor living, multi-generational home, w 4+ bedrooms and 4 garage bays. Rooms are adorned w/crown molding, beams, skylights and oversized windows, bringing the beauty of the outside in. Gazing out the windows, you'll see mature plantings, flowers, wildlife and private pond. The main level of this home features a spacious kitchen w/ walk-in pantry, mudroom, dining rm, formal living rm, library, den, office, sunroom and spacious great room being used as a primary bedroom. Enjoy the Gunite pool and terrace directly outside the sunroom, with several seating areas overlooking beautiful views - a perfect place for entertainment or to retreat for relaxation, reading and conversation. Upper level boasts a primary suite with spa-like full bath w/soaking tub, additional 2 bedrooms w/en suite full bath, laundry room and a central loft overlooking the formal fireplaced living rm. The 4 garage bays are heated - ideal for car enthusiasts and those desiring an oversized workshop.

Beds:
4
Baths:
2.00
Sq.Ft.:
3,088
Status:
Active
MLS#:
24021622
Type:
Single Family
Subdivision:
N/A
Lot size:
7.11 Acres
Year built:
1789
Courtesy: Cohen Agency 860-618-5800
View additional info

ADDITIONAL INFORMATION

HOME-LAND -BARN. A TRUE NEW ENGLAND CLASSIC PROPERTY IN A POST CARD SETTING! For the Discerning Buyer, 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:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
24020414
Type:
Land
Subdivision:
N/A
Lot size:
0.61 Acres
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:
n/a
Baths:
2.00
Sq.Ft.:
5,220
Status:
Active
MLS#:
24018985
Type:
General Commercial
Subdivision:
Winsted
Year built:
1956
Courtesy: Coldwell Banker Commercial NRT 203-744-7025
View additional info

ADDITIONAL INFORMATION

Rarely available business property in the Highland Lake district. Located across from beautiful Highland Lake and Resha Beach. Bring your ideas to this unique location. Retail, restaurant, interior design store, conversion to lake area apartments. Existing flooring-kitchen remodeling business can be purchased also.

Beds:
n/a
Baths:
4.00
Sq.Ft.:
11,972
Status:
Active
MLS#:
24016392
Type:
General Commercial
Subdivision:
Winsted
Lot size:
0.27 Acres
Year built:
1928
Courtesy: KW Legacy Partners 860-313-0700
View additional info

ADDITIONAL INFORMATION

Once in a lifetime opportunity Business and Building Sale! This commercial building located at 354 Main St. Winsted, CT is one of the very few Theatres in the country that serve alcohol and food as you watch on the Big Screen. Equipped with two theatres that seat 200 guests, a separate Restaurant and a lounge bar on the 1st & 2nd floor. Recent upgrades include, but are not limited to; a $200k Fire Sprinkler System and a brand new $30k Digital Marquee. With TC (Town Center) Zoning, there are many possibilities for converting this Theatre into other business use as well. Or quit your day job and become an Owner/Operator of your very own movie Theatre! Either way, the possibilities only end at your imagination.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
24003236
Type:
Land
Subdivision:
N/A
Lot size:
1.18 Acres
Courtesy: Northwest CT Realty 860-379-7245
View additional info

ADDITIONAL INFORMATION

1.18 Acre ,Approximately 201 Ft Road fro . ntage )Lightly wooded E. Wakefield Blvd. lot located at the end of 3rd Bay . Panoramic view overlooking the length or lake. Survey , Zoning HL regulations and Deed are available , and Access is also available off E. Mtn Road . Survey shows Town of Winchester parcel with warterfront access Rare opportunity to build your dream home . IF BUYER PUTS DOWN 25% DEPOSIT , SELLER WILL CONSIDER HOLDING A 2 YEAR BALLOON MORTGAGE AT 7% ON A 30 YEAR AMORTIZATION SCHEDULE

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
170616672
Type:
Land
Subdivision:
N/A
Lot size:
0.41 Acres
Courtesy: Northwest CT Realty 860-379-7245
View additional info

ADDITIONAL INFORMATION

105 & 107 Mountain Road parcels are contiguous and located on a dirt road . . Deed indicates right of way to Highland lake water frontage within walking distance. See documents attached for Deed , Site plan, Peculation tests , Survey and Septic testing available . Possible city sewer access at buyers expense . Seller will consider financing with a minimum of 15% DOWN PAYMENT FOR A 2 YEAR BALLOON MORTGAGE @7.5% WITH A 30 YEAR AMORTIZATION SCHEDULE .

Beds:
n/a
Baths:
Sq.Ft.:
55,880
Status:
Active
MLS#:
170575213
Type:
General Commercial
Subdivision:
N/A
Lot size:
1.78 Acres
Year built:
1966
Courtesy: Advise Realty Services 203-996-1506
View additional info

ADDITIONAL INFORMATION

Welcome to the forefront of transformative development! Introducing an extraordinary developmental project with limitless potential! This groundbreaking venture encompasses 27,570 square feet of innovation and progress. Prepare to be captivated by the immense possibilities this project holds. Welcome to the forefront of transformative development including additional parcel at 125 Ridge Street! This project embraces sustainability, functionality, and a commitment to improving lives. Whether you seek inspiration, or the thrill of new experiences, this project has it all. Located in a prime location with easy access to transportation, educational institutions, healthcare facilities, and entertainment options, this project offers convenience and connectivity. Embrace the endless possibilities and seize the opportunity to be part of a transformative community that redefines what it means to live, work, and thrive. Multiple conceptual plans and additional information available! Set up your tour today!

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
170567861
Type:
Land
Subdivision:
N/A
Lot size:
0.92 Acres
Courtesy: Sullivan Real Estate Inc 860-738-1902
View additional info

ADDITIONAL INFORMATION

Just under an acre of land and 100 feet of road frontage available on Colebrook rd!

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!

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
170488953
Type:
Land
Subdivision:
N/A
Lot size:
0.75 Acres
Courtesy: Candlewood Realty 860-799-5300
View additional info

ADDITIONAL INFORMATION

Great lot to build your home or investment property. Close to route 8 and to downtown area of Winsted. Blueprint available for a septic plan that has building approval. Get this great piece of property for development now or later. Stop by and take a look!

Beds:
n/a
Baths:
Sq.Ft.:
1,638
Status:
Active
MLS#:
170463326
Type:
General Commercial
Subdivision:
Winsted
Lot size:
2.47 Acres
Year built:
1900
Courtesy: Northwest CT Realty 860-379-7245
View additional info

ADDITIONAL INFORMATION

2.47 acres located in HLB Zone (Highland Lake Business District) Multitude of Potential Development uses,(ie, Hotel,Multi Family dwelling,Condos, Restaurant,Mixed use Building etc) Remediation is Completed, Electric,city sewer & water and natural gas is available . Across from Boat Launch and Public Beach with access to 440 acres Lake and year round recreation. Close to Rte. 8 & 44 and short Drive to Bradley Airport Ski Sundown and the Farmington River

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
170435197
Type:
Land
Subdivision:
Winsted
Lot size:
63 Acres
Courtesy: Northwest CT Realty 860-379-7245
View additional info

ADDITIONAL INFORMATION

Hunters and nature lovers take notice. This 60+/- Acres of rolling treed land abuts the Algonquin State forest and has Potential for split into 2-3 mini estate sites . The existing Cell Tower does not generate income and does not convey with the property . Presently there is only one curb cut . See Survey in file

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
170078080
Type:
Land
Subdivision:
Winchester Center
Lot size:
51 Acres
Courtesy: Elyse Harney Real Estate 860-435-0120
View additional info

ADDITIONAL INFORMATION

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.

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26–44 of 44 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

    $317,000
    14.1%
    change since last quarter
  • # Active listings

    44
    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