For sale

Price cut: $49.3K (11/9)

$249,700

55 Main Street, Windham, CT 06266

4beds

1,386sqft

$1,789/mo

Get pre-qualified

Multi Family

Built in 1866

-- sqft lot

$-- Zestimate^®

$180/sqft

$-- HOA

What's special

Investors Take Notice! Bring your vision and unlock the potential of this Victorian-style two-family property at 55 Main Street in Willimantic. Each unit offers 2 bedrooms and 1 bath, with both bathrooms recently updated with brand-new finishes. While the property would benefit from additional updating and improvements, the opportunity to build equity and maximize its potential is well worth exploring. Ideally located across from Recreation Park, near Eastern Connecticut State University and UConn, and within walking distance to local amenities and the bus line. Whether you're an investor seeking your next project or an owner-occupant looking to offset your mortgage with rental income, this property offers exciting possibilities. Bring your ideas, envision the possibilities, and schedule your showing today!

17 days
506
28

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 4
Bathrooms: 2
Full bathrooms: 2

Heating

Steam, Gas In Street, Oil, Propane

Cooling

None

Appliances

Included: Water Heater
Laundry: In Basement

Features

Basement: Full
Attic: None
Has fireplace: No

Interior area

Total structure area: 1,386
Total interior livable area: 1,386 sqft
Finished area above ground: 1,386

Property

Parking

Total spaces: 2
Parking features: Paved, Off Street, Driveway, Private
Has uncovered spaces: Yes

Features

Exterior features: Sidewalk, Stone Wall

Lot

Size: 3,920 Square Feet
Features: Corner Lot, Level

Details

Parcel number: 2290924
Zoning: B3

Construction

Type & style

Home type: MultiFamily
Architectural style: Units on different Floors
Property subtype: Multi Family

Materials

Vinyl Siding
Foundation: Masonry
Roof: Shingle

Condition

New construction: No
Year built: 1866

Utilities & green energy

Sewer: Public Sewer
Water: Public

Community & HOA

Community

Subdivision: Willimantic

HOA

Has HOA: No

Location

Region: South Windham

Financial & listing details

Price per square foot: $180/sqft
Tax assessed value: $111,770
Annual tax amount: $4,227
Date on market: 10/24/2026

Estimated market value

Not available

Estimated sales range

Not available

Price history

Date	Event	Price
11/9/2026	Price change	$249,700-16.5%$180/sqft
Source: Smart MLS #24216737 Report a problem
10/24/2026	Listed for sale	$299,000$216/sqft
Source: Smart MLS #24216737 Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$4,138 -0.1%	$111,770
2024	$4,142 +39.1%	$111,770 +78%
2023	$2,977 +1.5%	$62,800
2022	$2,933 -6.8%	$62,800
2021	$3,146 +0.2%	$62,800
2020	$3,139 +1.7%	$62,800
2019	$3,088 +6.9%	$62,800 +3.4%
2017	$2,890 +38.6%	$60,710
2015	$2,085 +5.9%	$60,710
2014	$1,968 -13.2%	$60,710 -22.2%
2013	$2,268 -3.9%	$78,050
2012	$2,359 +6.2%	$78,050
2011	$2,222 +0.4%	$78,050
2010	$2,213 +6.3%	$78,050
2009	$2,082 +6.9%	$78,050
2008	$1,947 -26.9%	$78,050
2007	$2,662 +10.3%	$78,050
2006	$2,414	$78,050