$329,900
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295 Jackson Street, Windham, CT 06226

6 Beds
2 Baths
2,576 Sq Ft

Say Happy Centennial to 295 Jackson St! Being lovingly cared for by current owners for 22 years, they have spared no expenses. She just gets better with age. Whether you are starting your investment portfolio, or looking to round it out, this 2 family home is for you. Close to Willimantic's vibrant Main St, shopping & amenities; everything you need is within minutes. If that wasn't enough, ECSU, Windham HS and Windham Tech are all within less than a mile and a half. Added benefit: On collegiate bus routes and only 10 minutes from UCONN. Each unit features 3 bedrooms and 1 bath, beautiful woodwork & embellishments; built-ins and plenty of pantry/cabinet space. Not one, but two separate driveways; one for each unit. Separate furnaces, hot water heaters, oil tanks and upgraded electrical panels. Recently repainted exterior, energy efficient triple pane windows, new roof including chimney & cap, large basement with both a shared space which you can access the large backyard, with individual storage areas, each with it's own washer/dryer hookups.

  • MLS# 24137503
  • Date Listed11/09/2025
  • Time on Realty 22 Hours
  • Bedrooms 6
  • Bathrooms 2 Full baths
  • Lot Size 0.23 acres (10,019 sq. ft)
  • Sewer Public Sewer
  • Property Type Duplex
  • County Windham
  • Year Built 1925
  • Water Public
  • Square Feet 2,576 sq. ft
  • Price Per Sq. Ft $128.07

Interior Features

  • Cooling Wall Unit(s)
  • Heating Oil, Steam

Exterior / Lot Features

  • Exterior Garden
  • Roof Asphalt
  • Lot Size Acres 0.23
  • Lot Size SQFT 10,018.80
  • Lot Features Level

Financial Considerations

  • Tax Amount $6,171
  • Terms Cash, Conventional, FHA, VA Loan

Nearby Schools

Source: School Digger

Sales & Tax History

Source: Public Records

Population & Environment

Source: Sperling's Best Places

Walkability in CT / 06226

Source: Walkscore

59/100

Somewhat Walkable

Walk Score ®

51/100

Bikable

Bike Score ®

Overview

Some errands can be accomplished on foot. It is possible to get on a bus. Some bike infrastructure.

Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 10/100, Transit Score: 0/100, Bike Score: 20/100.

Points of Interest near 295 Jackson Street, Windham, CT 06226

Frequently Asked Questions for 295 Jackson Street

Source: Realty.com

295 Jackson Street, Windham, CT 06226 is a Duplex, Residential Income property listed for $329,900 The property is 2576 sq. ft with 6 bedrooms and 2 bathrooms

Realty.com has 40 photos of 295 Jackson Street.

Our records indicate that 295 Jackson Street was built in 1925.

The full address for this home is 295 Jackson Street, Windham, CT 06226.

295 Jackson Street has been listed on Realty.com since Sun November 09, 2025

Some errands can be accomplished on foot. It is possible to get on a bus. Some bike infrastructure.

The average walkability score in the surrounding area is Walk Score: 10/100, Transit Score: 0/100, Bike Score: 20/100.

There are 3 schools assigned to this home. Check out the schools near 295 Jackson Street. Windham Early Childhood Prospect Str (Grades: PK - PK), Windham Middle School (Grades: 6 - 8), Leap Alternative High School (Grades: 10 - 12)

Listing provided courtesy of: Home Selling Team (tel: 8604567653)
Listing agent: Michelle Garabedian (#GARABEDIAM)

This content last refreshed on 2025-11-09 22:48:52. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

Export listing data of 295 Jackson Street, Windham, CT 06226 : MLS# 24137503