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Home » A Landmark 1880 Victorian With Extraordinary Scale and Versatility

A Landmark 1880 Victorian With Extraordinary Scale and Versatility

Grand Proportions, a Three-Story Barn, and Endless Possibilities: Unlocking a Classic CT Landmark

There are historic properties that whisper stories of a single family, and then there are grand community landmarks that have held the collective memories of a town for generations. Built in 1880, this commanding Victorian property stands proudly as a local fixture in Winsted, Connecticut, having served as home to The Maloney Funeral Home since the early 1900s. According to the Zillow listing, this sprawling residence offers a rare combination of striking architectural presence, immense square footage, and unique zoning versatility that invites a bold new chapter.

Stepping Into the Footprint

According to the Zillow listing, this single-family Victorian spans an impressive 5,016 square feet of finished above-ground space on a level 0.56-acre lot. Located within the TCR zone, the property provides extraordinary flexibility, allowing for accessory residential uses, community spaces, or home farming right out of the box. Parking is practically unlimited, featuring a massive off-street layout with total space for up to 12 vehicles, anchored by an exceptional 2,300-square-foot, three-story barn and garage structure equipped with five garage spaces, workshop areas, and abundant storage.

Inside the Generous Rooms

According to the Zillow listing, the interior unfolds across a deeply accommodating multi-level layout. The main floor features spacious rooms designed to easily house a kitchen, pantry, formal dining room, grand living room, family room, and a dedicated office space. The upper level provides four to five bedrooms and primary sleeping quarters, while the third floor reveals a generously sized finished apartment with its own walk-up attic access, adding incredible functional separation to the floor plan.

Original Details and Architectural Character

According to the Zillow listing, the home showcases classic late-19th-century Victorian architecture, featuring traditional wood siding and clapboard exterior construction supported by a solid stone foundation. Original structural proportions give every room an airy, monumental scale. Down below, a full basement with convenient walk-out access complements the heating infrastructure, which is fueled by oil and delivered via steam systems.

The Realities of Restoration and Zoning Potential

According to the Zillow listing, the property’s unique Town Center Transition (TCR) zoning opens the door to a wide array of possibilities with a special permit—ranging from a bed-and-breakfast, country inn, or multi-family dwelling to a mixed-use building, office spaces, or community center. While the home requires updates and reimagining to transition into its next phase, the listing notes that the roof is finished in durable asphalt, and public water and public sewer connections are already in place.

The Experience of Historic Village Living

Situated in the heart of Winsted within Litchfield County, the property boasts a high walk score of 74, placing local conveniences close at hand while anchoring residents in a scenic, historic New England community framed by the surrounding hills and river valleys.

What would you do with a landmark 1880 Victorian and its massive three-story barn? Would you restore it into a magnificent single-family estate, create a mixed-use live-work compound, or establish a boutique country inn? Share your preservation plans in the comments below!

Property Details

  • Asking Price: $410,000

  • Full Address: 55 Walnut St, Winsted, CT 06098

  • Bedrooms: 5

  • Bathrooms: 4 (1 full, 3 half)

  • Square Footage: 5,016 sqft

  • Lot Size / Acreage: 0.56 acres

  • Year Built: 1880

  • Property Type: Single Family Residence / Victorian

  • Parking: 12 total spaces, including a 3-story barn with 5 garage spaces and off-street parking

  • Listing Status: Active / Price Improvement

  • Zillow Link: 55 Walnut St, Winsted, CT 06098