Back on the market - prior buyer unable to perform. Recently appraised above the current list price, this Colonial-style three-family home is now an even better value, with two units to be delivered vacant at closing. A rare opportunity for savvy investors, future owner-occupants, or those seeking space for extended family, it offers a flexibility that wasn't available before - the ability to occupy two units from day one. With its blend of character, functionality, and strong income potential, this property checks all the boxes. The owner's unit, to be delivered vacant, is an oversized one-bedroom with an open-concept eat-in kitchen and dining area, a remodeled bathroom, a spacious living room with a wall of windows, and a bonus room perfect for a home office or den. It enjoys direct access to basement storage and abundant natural light. The next unit, also to be delivered vacant, features an oversized bedroom, an eat-in kitchen with sliding glass doors to a private deck, and access to a walk-up attic offering exceptional storage. The last unit is occupied by a long-term tenant with a solid rental history and is a duplex-style one-bedroom/one-bath with an open kitchen/living area and a classic rocking chair porch. Each unit has its own electric meter, with tenants responsible for their own heat and hot water. Recent upgrades include brand-new hot water heaters and updated electric panels. Set on nearly half an acre with parking for 8+ cars, the property also offers pot
For sale
$290,000
269 Jackson Street, Windham, CT 06226
3beds
2,382sqft
Est.:
Multi Family
Built in 1910
-- sqft lot
$-- Zestimate®
$122/sqft
$-- HOA
What's special
Classic rocking chair porchAbundant natural lightWall of windowsExceptional storageBonus roomOversized bedroomRemodeled bathroom
- 11 days
- on Zillow |
- 1,571 |
- 103 |
Likely to sell faster than
Zillow last checked: 7 hours ago
Listing updated: August 25, 2025 at 09:27am
Listed by:
Michael A. Tarallo,
Giner Real Estate
Source: Smart MLS,MLS#: 24119791

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 3
Heating
- Baseboard, Electric
Cooling
- None
Appliances
- Included: Electric Water Heater, Water Heater
- Laundry: None
Features
- Basement: Full,Unfinished
- Attic: Walk-up
- Has fireplace: No
Interior area
- Total structure area: 2,382
- Total interior livable area: 2,382 sqft
- Finished area above ground: 2,382
Video & virtual tour
Property
Parking
- Total spaces: 8
- Parking features: None, Off Street, Unpaved
Features
- Patio & porch: Porch, Deck
Lot
- Size: 0.48 Acres
- Features: Level
Details
- Parcel number: 1733657
- Zoning: NPR2
Construction
Type & style
- Home type: MultiFamily
- Architectural style: Other
- Property subtype: Multi Family
Materials
- Clapboard
- Foundation: Stone
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1910
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Subdivision: Willimantic
HOA
- Has HOA: No
Location
- Region: Willimantic
Financial & listing details
- Price per square foot: $122/sqft
- Tax assessed value: $156,810
- Annual tax amount: $5,805
- Date on market: 8/16/2025
- Exclusions: Property is being sold as-is with two units being delivered vacant.
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