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Winchester, CT Real Estate

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Homes For Sale In Winchester, CT

Browse current homes for sale in Winchester, CT. Can't find a home that fits your needs? Try our Advanced MLS search. You can easily filter properties by location, price, amenities, and more to find exactly what you're looking for.

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Gearing up to buy or sell a home soon in Winchester? Call Mike Gregor at (860) 866-7470. Your Winchester realty team is here to help navigate the Winchester real estate market.

Homes for Sale in Winchester, CT

property image
20 Gay Street, Winchester $199,000

Investors - take notice! This house has been a rental and a great source of income. This large Colonial has all the charm of yesteryear. This home features beautiful hard...

  • 3 Beds
  • 1 Baths
  • 170516365 MLS
40 Riveredge  Drive Unit 40, Winchester image
40 Riveredge Drive Unit 40, Winchester — Still River $89,900

Great Ranch Style Unit! Easy access with electric chairlift. Open kitchen-dining, living room area. Updated kitchen. Large bedroom with lots of closed space. Ready for im...

  • 1 Beds
  • 1 Baths
  • 170516308 MLS
  • Still River Bldg.
48 Mountain  Avenue, Winchester image
48 Mountain Avenue, Winchester $205,000

Great investment property, located minutes from Downtown Winchester.

  • 6 Beds
  • 2 Baths
  • 170512425 MLS
97 Prospect  Street, Winchester image
97 Prospect Street, Winchester $119,900

Nice floorplan on this vinly sided 3 bedroom Colonial Home . The kitchen has newer cabinets and counter tops but needs to be painted . Only half are done . Still needs fi...

  • 3 Beds
  • 2 Baths
  • 170516253 MLS
20 Laurel  Street, Winchester image
20 Laurel Street, Winchester $299,900

All the work has been done! Lovingly cared for Cape with 3-4 Bedrooms, 2 Baths and an oversized garage, three season room. Walking distance to Highland Lake. Property inc...

  • 3 Beds
  • 2 Baths
  • 170515886 MLS
160 Walnut  Street, Winchester image
160 Walnut Street, Winchester $219,000

Warm and inviting New England Colonial set back on nearly 1/2 acre. Close to town-but on a quiet street. Tons of renovations throughout. The center set fireplace is encir...

  • 3 Beds
  • 2 Baths
  • 170515298 MLS
108 West  Road, Winchester image
108 West Road, Winchester $185,000

Charming, historic home in Winchester Center with modern updates and the convenience of single level living! Once an old schoolhouse built in 1800, this adorable home has...

  • 1 Beds
  • 1 Baths
  • 170515495 MLS
154 Torrington  Road, Winchester image
154 Torrington Road, Winchester $459,900

Well built masonry bldg. by State of CT as a MV inspection bldg. Environmental has been done. A2 Survey is on site for review.. Ready to go! 4594 Sq.Ft. 1.99 acres. ...

  • 170515521 MLS
46 Oak  Street, Winchester image
46 Oak Street, Winchester $179,900

Alot of house for the money! Possible accessory apt or in-law with separate entrance. 4-5 bedrooms, 2 full baths. Formal Dining and living rooms with wood stove and a lar...

  • 4 Beds
  • 2 Baths
  • 170514650 MLS
60 Spencer Hill  Road, Winchester image
60 Spencer Hill Road, Winchester $305,900

Well maintained 3 bedroom, 2.5 bath Colonial. First floor has an open concept; kitchen, dining area leading to a beautiful composite deck overlooking a private back yard,...

  • 3 Beds
  • 3 Baths
  • 170514518 MLS
3 Brookside  Avenue, Winchester image
3 Brookside Avenue, Winchester $199,000

investors dream, rents are increasing by the week. This 3 family home is being used as a 2 family but could be converted back easily. Both floors are rented. Located ver...

  • 6 Beds
  • 3 Baths
  • 170511197 MLS
58 Maple  Street, Winchester image
58 Maple Street, Winchester $183,000

This Multi-family property on quiet side street close to downtown could easily be a great multi-generation living property. Vinyl sided, well maintained property with a ...

  • 3 Beds
  • 3 Baths
  • 170514462 MLS
58 Maple  Street, Winchester image
58 Maple Street, Winchester $183,000

INVESTORS TAKE NOTICE! Multi-family property on quiet side street close to downtown. Vinyl sided, well maintained property with a large side yard and plenty of off-stre...

  • 3 Beds
  • 3 Baths
  • 170514434 MLS
337 Norwood  Road, Winchester image
337 Norwood Road, Winchester $165,000

AUDIO & VIDEO SURVEILLANCE ON PROPERTY. Please don't "walk" the property w/o a CONFIRMED appointment. DON'T TRESPASS SIGNS IN PLACE. Looking for privacy, weekend or vacat...

  • 2 Beds
  • 1 Baths
  • 170514175 MLS
16 Perkins  Street, Winchester image
16 Perkins Street, Winchester $220,000

Welcome home! Fully renovated this gem offers 3 generously sized bedrooms and 2 full baths, all that's left to do is move in and unpack your bags! From brand new applianc...

  • 3 Beds
  • 2 Baths
  • 170512844 MLS
129 Maloney  Court, Winchester image
129 Maloney Court, Winchester $249,900 ▼

Tucked in a quiet neighborhood just off route 8/44 is 3 bedroom, 1.5 bath ranch, with an awesome in law potential. Enjoy the wooded view on less than 2 year old wood deck...

  • 3 Beds
  • 2 Baths
  • 170512637 MLS
552 East Wakefield  Boulevard, Winchester image
552 East Wakefield Boulevard, Winchester $1,250,000

Escape to paradise! The property is in the 3rd bay sunny eastside of Highland Lake. A 444-acre lake in Winchester, CT. Just a 30+ min drive to Bradley or appr 2 1/2 hours...

  • 3 Beds
  • 4 Baths
  • 170509036 MLS
74 Boyd  Street, Winchester image
74 Boyd Street, Winchester $229,900

Welcome to this charming, updated and ready to move in Cape style home just a short walk to the beach, boat launch and marina at Highland Lake. The first floor features a...

  • 2 Beds
  • 2 Baths
  • 170511710 MLS
275 Pratt  Street, Winchester image
275 Pratt Street, Winchester $350,000

Beautiful home surrounded by privacy with a long driveway and almost 7 acres! This home offers a great open floor plan with large eat in kitchen and living room with acce...

  • 3 Beds
  • 3 Baths
  • 170511658 MLS
120 Ashley  Road, Winchester image
120 Ashley Road, Winchester $689,999

Welcome to your secluded oasis & personal nature sanctuary situated on a private 24 acre parcel! This gorgeous custom built 3 bedroom 2.5 bath contemporary home is nestl...

  • 3 Beds
  • 3 Baths
  • 170507298 MLS

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 2022 SmartMLS, Inc.

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Cohen Agency SiM, LLC
535 Main Street, P.O. Box 1003, New Hartford, CT 06057
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