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.

Contact an agent

contact an agent

Yes, I would like more information. Please use and/or share my information with a BHGRE®  affiliated agent to contact me about my real estate needs. By clicking Send message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a BHGRE®  affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (CENTURY 21® , Coldwell Banker® , Corcoran® , ERA® , Sotheby's International Realty® ). I acknowledge that I have read and agree to theTerms of useandPrivacy notice

Home facts

  • Year built:1900
  • Listing ID #:24083565
  • Added:546 day(s) ago
  • Updated:December 17, 2025 at 03:35 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)
The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2025 SmartMLS, Inc.

New listings near 39 South Main Street