39 South Main Street, Winchester, CT 06098

Local realty services provided by:Better Homes and Gardens Real Estate Shore & Country Properties
39 South Main Street,Winchester, CT 06098
$749,900
  • 7 Beds
  • 3 Baths
  • 3,486 sq. ft.
  • Multi-family
  • Active
Listed by: ryan horvay(860) 480-0357
Office: smith & degroat real estate
MLS#:24083565
Source:CT

Price summary

  • Price:$749,900
  • Price per sq. ft.:$215.12

About this home

THREE PROPERTIES ONE PRICE!!! Includes single family, multi family & additional lot totaling 4.36 acres. 1. 3500 sq ft 2 family home featuring 1800's architecture including massive period correct windows, wrap around porch, beautiful stone foundation, and detached 2 car garage. 5 bed, 2 1/2 bath main house with 2 bed, 1 bath attic apartment, freshly updated. Brand new whole house natural gas heating system! 1.08 acres 2. Updated 960 sq ft ranch. 3 bed, 1 bath, walk out basement, great backyard with tons of potential. .37 acres. 3. 2.9 acres of undeveloped land. Potential for multiple access points. Condo's? Apartments? Parking garage? Bring your ideas and imagination. All properties sold together. Tax & Square footage is total for all three properties.

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Home facts

  • Year built:1900
  • Listing ID #:24083565
  • Added:602 day(s) ago
  • Updated:February 10, 2026 at 12:31 PM

Rooms and interior

  • Bedrooms:7
  • Total bathrooms:3
  • Full bathrooms:3
  • Living area:3,486 sq. ft.

Heating and cooling

  • Heating:Hot Water

Structure and exterior

  • Roof:Asphalt Shingle
  • Year built:1900
  • Building area:3,486 sq. ft.
  • Lot area:4.36 Acres

Schools

  • High school:Per Board of Ed
  • Middle school:Per Board of Ed
  • Elementary school:Per Board of Ed

Utilities

  • Water:Public Water Connected

Finances and disclosures

  • Price:$749,900
  • Price per sq. ft.:$215.12
  • Tax amount:$4,899 (July 2025-June 2026)
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