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Winchester, CT Mixed-use Properties for Sale

6 results
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Restaurant and Apartments For Sale
$750,000
5,389 SF

Restaurant and Apartments For Sale

436 Main St, Winchester, CT 06098

Mixed-use property with restaurant and apartments in Winchester, Connecticut.

  • Turnkey, award‑winning restaurant with a 10‑year track record of success and loyal customer base, recognized in top publications.
  • Includes 4 apartments in addition to the restaurant, offering diverse income streams.
  • Prime location in the heart of Litchfield County with high traffic.
  • Restaurant is fully equipped with all infrastructure items included in the sale (valued over $100k).
  • Restaurant offers a warm, inviting atmosphere with 65 indoor seats and 35 outdoor seats.
Updated: Oct 28, 2025
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Mixed-Use Building in Downtown Winsted
$395,000
1,909 SF

Mixed-Use Building in Downtown Winsted

720 Main St, Winchester, CT 06098

Two-story building with commercial space and renovated apartment.

  • Prime mixed‑use property in a high‑visibility location on Main Street in downtown Winsted.
  • First‑floor commercial space suitable for restaurant, cafe, retail, or service business with existing kitchen area.
  • Spacious, renovated 3‑bedroom apartment on the second floor with new roof, windows, deck, kitchen, and on‑demand hot water system.
  • Separate gas and electric meters for the commercial and residential units, ideal for owner‑occupancy or investment.
  • Excellent location near Highland Lake, Route 44, and downtown amenities with strong walkability.
Updated: Nov 14, 2025
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Downtown Winchester Redevelopment Opportunity
Pending
$99,000
4,679 SF

Downtown Winchester Redevelopment Opportunity

Redevelopment opportunity in downtown Winchester with retail and residential potential.

508 Main St, Winchester, CT 06098
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Multifamily and Office Space Opportunity
$319,900
2,754 SF

Multifamily and Office Space Opportunity

Multifamily residential property with office space in central location.

25 Center St, Winchester, CT 06098
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Turnkey Restaurant with Apartments
$750,000
5,389 SF

Turnkey Restaurant with Apartments

Thriving restaurant with apartments in high-traffic Litchfield County location.

436 Main St, Winchester, CT 06098
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Mixed-Use Building in Downtown Winsted
$395,000
1,909 SF

Mixed-Use Building in Downtown Winsted

Two-story building with commercial space and renovated apartment.

720 Main St, Winchester, CT 06098
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Based on your search, we've compiled 10 Potential Opportunities for your consideration. Besides 6 Active listings in Winchester, CT, we suggest exploring several alternatives: 4 properties in Nearby Cities

Explore Opportunities in Nearby Cities

Here are 4 Similar properties we found in Nearby Locations for your consideration.

Mixed-Use Property in Downtown Thomaston
$389,900
1,629 SF

Mixed-Use Property in Downtown Thomaston

Multi-use property with commercial and residential units in downtown Thomaston.

22 Park St, Thomaston, CT 06787
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Thomaston Mixed-Use Investment Opportunity
$389,900
2,730 SF

Thomaston Mixed-Use Investment Opportunity

Multi-use property in downtown Thomaston with commercial and residential units.

22 Park St, Thomaston, CT 06787
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Versatile Commercial and Residential Property
$899,900
8,981 SF

Versatile Commercial and Residential Property

Two properties on one parcel, ideal for investors/owner-operators.

159 Park St, Bristol, CT 06010
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Mixed-Use Property with Parking
$429,000

Mixed-Use Property with Parking

Mixed-use property suitable for residential or home/business use.

211 West St, Bristol, CT 06010
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Winchester, CT Mixed-Use Properties Investment Opportunities Market Analysis

Explore 6 mixed-use properties for sale in Winchester, CT, showcased through 6 active listings on our real estate platform. These investment opportunities span a total of 27,007 square feet of properties for sale, with an estimated market value of $2,708,900.

Prices for multi use buildings in Winchester, CT start at $99,000, averaging $451,483, and reaching up to $750,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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