$684,900

90-92 Main Street, South Windsor, CT 06074

  • 5 beds |
  • 3 baths |
  • 2,950 sqft
  • Property Icon Multi-Family Home
  • Property Year Built Icon Built in 1920
  • Property Lot Size Icon0.56acre lot
  • Property Parking Icon 2 car garage
  • Property Price Per Square Feet Icon $232/sqft
  • Property List Date Icon Listed 7 days ago

Property Description

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.

Listing Status:
Active
Date Added:
March 20, 2026
Data Last Updated:
March 28, 2026 at 12:50PM
Listing Office:
Berkshire Hathaway NE Prop. : (860) 648-2045
Listing Agent:
Rachel Nadolny-Sipes : (860) 918-7330
MLS ID:
24161195
  • Basement: FullDirt FloorFull With Hatchway
  • A/C: None
  • Heating: RadiatorOil
  • Fireplace: Fireplaces: 0
  • Style: Other
  • Parking: Parking spaces: 6
  • Roofing: Asphalt Shingle
  • County: Hartford
  • Zoning: A40706699
  • Water: Public Water Connected
  • Sewer: Septic

This listing courtesy of Rachel Nadolny-Sipes , Berkshire Hathaway NE Prop.

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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Location

Schools Nearby

P

Philip R. Smith Elementary School

949 Avery St, South Windsor, CT, 06074

Grades KG-5

6.59 miles away

T

Timothy Edwards Middle School

100 Arnold Way, South Windsor, CT, 06074

Grades 6-8

5.64 miles away

S

South Windsor High School

161 Nevers Rd, South Windsor, CT, 06074

Grades 9-12

4.80 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.