139 South Street Windham, CT $ 285,900
139 South Street
$ 285,900
Open House 2/28 12pm - 2pm
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139 South Street

Windham, CT, 06226
$ 285,900
Bedrooms5 Baths2.1 Sq 1,848

Monthly Estimate*

$ 1,760

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Multi-Family Home for sale in Windham, CT

for $285,900 with 5 bedrooms and 2 full baths, 1 half bath. This 1,848 square foot home was built in 1920 on a lot size of 0.26.

Enjoy the best of both worlds - homeownership with built-in rental income potential. The main residence offers 4 bedrooms, 1 full bath, and 1 half bath, providing generous space and flexibility. The first floor features a spacious eat-in kitchen, a formal dining room with a cozy pellet stove, and a large living room - both with hardwood floors. A convenient half bath completes the main level. Upstairs, you'll find four bedrooms along with a full bath. A large deck overlooks the spacious backyard, offering plenty of room for outdoor entertaining or relaxing. The covered front porch is the perfect spot to enjoy the warmer months. Adding even more value is the oversized one-car garage with a full apartment above. The apartment includes 1 bedroom and 1 full bath, making it ideal for rental income, extended family, or guests. Located just 1.5 miles from Eastern Connecticut State University and 7.9 miles from UConn, this property presents strong rental and investment potential. With ample off-street parking and flexible use options, it's well suited for an owner-occupied individual seeking supplemental income or an investor looking to expand their portfolio. The property does need some TLC and cosmetic updates, offering a great opportunity to build equity and make it your own. Roof on main house was replaced in 2023 and on the garage in 2026. Being sold as is.

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Open House

2/28/2026 12:00 PM - 2:00 PM
3/1/2026 10:00 AM - 12:00 PM
139 South Street Windham, CT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Multi-Family Coming Soon

Price

$ 285,900

Bedrooms

5

Full Bath

2

Half Bath

1

Property Type

Multi-Family

Taxes

$ 6,755

Style

Lot Size

0.26

Year Built

1920

Town/City

Windham

MLS | Web ID

24155707

Features
General
Zoning NPR2
Neighborhood Willimantic
County Windham
Tax Year July 2025-June 2026
Property Type Multi-Family For Sale
Status Coming Soon
Acres 0.26
Directions GPS.
High School Per Board of Ed
City Windham
Elementary School Per Board of Ed
Sq Ft Total 1848
Year Built 1920
Style Other
Year Built Source Public Records
Net Operating Income 8400
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Interior
Cooling System None
Total Number of Units 2
Total Rooms 10
Basement Description Full Unfinished
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Exterior
Water Source Public Water Connected
Lot Description Level Lot
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* Excluded Features
List By
Heather Miller

Listing Agent

Re/Max One

Broker

heathersellsmorehomes@gmail.com

Email

Affordability Calculator

$2,323
Per Month
76%
24%
0%
Monthly Principal & Interest
$1,760
Monthly Property Taxes
$563
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History
DatePricePrice ChangeDescription
2/23/2026$285,900 Listed Price

Map


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139 South Street, Windham, CT, 06226 is a Multi-Family Home for sale at $285,900 with 1,848 sqft and a lot size of 0.26. 139 South Street has 5 bedrooms, 2.1 baths, and was built in 1920. The property's zip code is 06226 which is in Windham, CT