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90-92 Main Street, South Windsor, CT 06074

Multi-Family For Sale · 3 Family

$684,900
$232/sqft
90-92 Main Street, South Windsor, CT Active
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5
Bedrooms
3
Bathrooms
2,950
Sq Ft
0.56
Acres
1920
Year Built

About This Home

Discover this premier compound prospect in the Old Main Street district in South Windsor. This special property features two completely independent dwellings with three separate units, on a level 0.56-acre parcel, offering an ideal configuration for owner-occupants and savvy investors alike. The primary residence, with 2 units in the stately, fully updated main dwelling colonial, boasts 2,094 sq. ft. of timeless character. The 2-bedroom lower part of the home is a dream for those seeking the charm of yesteryear without sacrificing space. The upper unit has a distinctly cozier feel, while giving more separation than an average 1-bedroom. Tucked privately behind the main house is the second dwelling: a versatile 856 sq. ft. cottage-colonial. Whether you utilize this space as a high-performing rental unit to add to a portfolio, or an in-law suite, the flexibility of two separate legal homes on one lot is a true rarity in this market and presents several options. Live in the grand main house while the second and third units provide supplemental income. Enjoy the "country feel" of Old Main St, one of the most picturesque and historically significant stretches in Connecticut, with its nearby farm stands and scenic river views, while being only 10 minutes from the high-end shopping and dining at Evergreen Walk. Experience the best of both worlds: a heritage home with a modern financial edge. Virtual tours available for both homes.

Listed by Rachel Nadolny-Sipes (860) 918-7330 with Berkshire Hathaway NE Prop. (860) 648-2045

Listing Snapshot

Price $684,900 Days on Market 4 days
Property Tax $10,095/yr Style Other
Year Built 1920 Total Sq Ft 2,950
Lot Size 0.56 acres HOA Fees N/A
Bedrooms 5 Full Bathrooms 3
Total Rooms 15 Half Baths 0

Key Features

Nearby
  • Library
  • Park
  • Public Pool
  • Public Rec Facilities
  • Public Transportation
  • Stables/Riding

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 2
Garage Type Attached Garage, Unassigned Parking

Systems & Utilities

Heat Radiator
Fuel Oil
Cooling None
Hot Water Oil, Upright Tank
Water Public Water Connected
Sewer Septic

Schools

Elem Philip R. Smith
High South Windsor

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $841/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Mar 20, 2026 Listed $684,900

Frequently Asked Questions

How much does 90-92 Main Street in South Windsor, CT cost?
This property is listed at $684,900, which works out to $232 per square foot.
How many bedrooms does 90-92 Main Street have?
This home has 5 bedrooms and 3 bathrooms.
What is the square footage of 90-92 Main Street?
The home is 2,950 square feet, situated on 0.56 acres.
When was 90-92 Main Street in South Windsor built?
This property was built in 1920.
Is 90-92 Main Street, South Windsor, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 90-92 Main Street, South Windsor in?
This home is served by the South Windsor public school system, with Philip R. Smith as the elementary school and South Windsor as the high school.
How do I schedule a tour of 90-92 Main Street, South Windsor, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Rachel Nadolny-Sipes · (860) 918-7330

Berkshire Hathaway NE Prop. · (860) 648-2045

MLS# 24161195 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Mar 24, 2026 11:44 PM UTC