About this home

Where Opportunity Meets Lifestyle! Unlock the potential of this exceptional mixed-use property located in the heart of downtown Winsted. Positioned on a bustling Main Street with excellent exposure and constant pedestrian traffic, this property is an outstanding opportunity for entrepreneurs, investors, or anyone looking to combine business ownership with residential living. The street-level commercial space is ready for its next chapter. Previously operating as a successful cafe, it includes a commercial kitchen setup with hood ventilation, refrigerator, restroom, and a spacious open layout that can easily accommodate a restaurant, coffee shop, boutique, salon, professional office, or countless other business concepts. Upstairs, you'll find a beautifully renovated three-bedroom apartment designed for modern comfort. Completely rebuilt down to the studs, the residence showcases a stylish new kitchen, updated windows, a newer roof, a private deck perfect for relaxing, and an energy-efficient on-demand hot water system. Separate gas and electric meters provide flexibility and convenience for owner-occupants or tenants alike. Just moments from Highland Lake, Route 44, shopping, dining, and all of Winsted's downtown attractions, this property offers incredible versatility. Live where you work, lease one or both units, or expand your investment portfolio with a property that offers excellent income-producing potential in a highly desirable location. The park next to the building with the benches is not part of the building.

Facts and features

Schools

• Pearson Middle School

  elementary · 2-6 · 0.5 mi

  6

• Explorations Charter School

  high · 9-12 · 0.3 mi

  1

• The Gilbert School

  middle · 7-12 · 0.4 mi

  3

• St Anthony School

  elementary · PK-8 · 0.6 mi

• Mary P. Hinsdale School

  elementary · K-2 · 0.2 mi

• Able School

  elementary · 1-4 · 1.1 mi

Price history

• Jul 13, 2026 · Listed$395,000
• May 13, 2026 · Listing Removed—
• Feb 14, 2026 · Relisted$395,000
• Feb 13, 2026 · Listing Removed—
• Nov 12, 2025 · Listed$395,000
• Jun 6, 2024 · Sold$115,000
• Nov 1, 2016 · Sold$45,000

Tax history

• 2026$1,434 tax · $47,810 assessed
• 2025$1,395 tax · $47,810 assessed
• 2023$1,262 tax · $47,810 assessed
• 2022$1,148 tax · $34,230 assessed
• 2021$1,148 tax · $34,230 assessed
• 2020$1,148 tax · $34,230 assessed
• 2018$1,148 tax · $34,230 assessed
• 2017$1,855 tax · $55,300 assessed

Home value

$391,000

• Collateral Analytics$391,000
• Quantarium$389,538

Where it is