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Our website features the best Winchester real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

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Hot Winchester Properties

39 South Main  Street, Winchester image
39 South Main Street, Winchester $629,000

Three properties totaling 4.41 acres for one price! 1. 3500 sq ft 2 family home featuring 1800's architecture including massive period correct windows, wrap around porch...

  • 7 Beds
  • 4 Baths
  • 170365799 MLS
351 North Main  Street, Winchester image
351 North Main Street, Winchester $129,900

Great Location with Approximately 10,000 car count passing location daily. Building sale, Or Lease 1000s/f store for $750 a month. Property is located between a high volu...

  • 170365257 MLS
115 Laurel  Way, Winchester image
115 Laurel Way, Winchester $160,000

Cozy stone fireplaced one bedroom Cabin with Vinyl sided shakes , hardwood floors ,all kitchen appliances plus washer dryer and central A/C Propane warm air heat . Pull ...

  • 1 Beds
  • 1 Baths
  • 170364889 MLS
36 Depot  Street, Winchester image
36 Depot Street, Winchester $136,000

Perfect for Owner Occupants or investors. Two, two-bedroom units. Market rent is $725-$750/month per unit for two bedroom units...great potential.

  • 0 Baths
  • 170365335 MLS
159 Oak  Street, Winchester image
159 Oak Street, Winchester $125,000

Opportunity knocks - Investors and trades take notice of this opportunity. New doors, windows, concrete floor in basement, new steel I beam, some new framing, new stairca...

  • 4 Beds
  • 2 Baths
  • 170364235 MLS
136 Glendale  Avenue, Winchester image
136 Glendale Avenue, Winchester $184,900

Don't miss out on this lovely 4 bedroom cape! Located in a quiet neighborhood minutes from shops and restaurants. This house boasts a spacious backyard and deck for rel...

  • 4 Beds
  • 1 Baths
  • 170364092 MLS
421 North Main  Street, Winchester image
421 North Main Street, Winchester $126,000

Solid Antique Colonial home needs some elbow grease but well worth the effort. Large rooms gives everyone their own space. Large level yard for playing and barbecques. To...

  • 4 Beds
  • 3 Baths
  • 170363095 MLS
159 Losaw  Road, Winchester image
159 Losaw Road, Winchester $949,000

"TRANQUIL ACRES" appropriately named for this one owner custom built ten room Farmhouse Colonial. Privately set on 11.53 acres on a country road bordering the Winchester/...

  • 4 Beds
  • 4 Baths
  • 170294103 MLS
211/212 West Wakefield  Boulevard, Winchester image
211/212 West Wakefield Boulevard, Winchester $1,350,000

Incredible Waterfront Luxury Including Two Dwellings in 2nd Bay On Spectacular Highland Lake, a 444-acre boating lake, in Litchfield County CT. This Compound is Ideal for...

  • 7 Beds
  • 7 Baths
  • 170362527 MLS
66 Strong  Terrace, Winchester image
66 Strong Terrace, Winchester $135,000

Ranch home offering 3 Bedrooms and 1 Full Bathroom. Living Room / dining area combination as well as spacious detached 2 Car Garage. ***HUD Home.Disclosures: All showings...

  • 3 Beds
  • 1 Baths
  • 170362214 MLS
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Torrington, CT 06790
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