New Listing - 03/31/2025

$349,900 ($174.78 per sqft)

Est. Mortgage $1,767/mo *

Quick Pre-Approval

Brochure

Call Text Schedule Tour Request More Information

185 High Street, Windham, CT, 06226

185 High Street, Windham, CT, 06226
View larger map Directions

10 rooms

5 beds

2 Full baths

1900

Units are Side-by-Side

2,002 sqft

Opportunity knocks with this updated two-family home in a prime location-right across the street from ECSU! Whether you're house-hacking or expanding your portfolio, this property offers space, flexibility, and serious rental appeal. Unit one features 3 bedrooms and 1 full bath; unit two offers 2 bedrooms and 1 bath. Both units are freshly painted with new flooring throughout, bright interiors, and functional layouts-totally move-in ready. The home also features a new oil tank and is enrolled in the Willimantic Water Department's underground pipe replacement program at no cost to the owner. A freshly painted exterior and updated finishes add to the charm. Enjoy a large backyard perfect for entertaining, plus a detached 4-car tandem garage with a second-floor loft for ample storage or creative use. With separate entrances, strong rental potential, and unbeatable proximity to campus. "Attention investors , Great Passive income !! Over $30k in upgrades!! All the work is done for you. Move your tenants in and start making money! Possible rents for 3 bedrooms $1800 or more and 2 bedrooms possibly $1500 or more." this is a rare find you don't want to miss!

Status:

Active

Type:

Multi-family

Units:

2

Zoning:

NPR1

Garage:

4-car Tandem, Detached Garage, Paved, Off Street Parking

Heating:

Steam

Cooling:

None

Basement:

Full, Unfinished, Full With Hatchway

Parking:

4-car

Acreage:

0.27

Est. Taxes:

$6,573

Assessment

$177,370

Lot Description:

Level Lot

Elementary School:

Per Board of Ed

High School:

Windham

Days on Market:

4

MLS #:

24084703

Community Info

School Info

Walk Score

Mass Transit

Yelp

Similar Properties

$380,000

4 beds

4 baths

2,450 sqft

75 Main Street, Sterling, CT, 06377

$350,000

2 beds

2 baths

2,064 sqft

364 School St Street, Putnam, (Special Service District), CT, 06260

$349,500

8 beds

3 baths

2,754 sqft

105 Holly Street 107, Bridgeport, (East End), CT, 06607

$350,000

5 beds

2 baths

2,158 sqft

51 Lincoln Avenue, Norwich, CT, 06360

$349,900

3 beds

2.5 baths

2,238 sqft

224 Echo Lake Road, Watertown, CT, 06795

$339,999

4 beds

2 baths

2,641 sqft

27-29 Eaton Street, Hartford, (South End), CT, 06114

$380,000

7 beds

3,640 sqft

74 Windham Street, Windham, (Willimantic), CT, 06226

Price Reduced!

$349,000

6 beds

2 baths

2,680 sqft

86-88 Wilkinson Street, Putnam, (Special Service District), CT, 06260

$335,000

8 beds

2 baths

2,120 sqft

137 Newington Avenue, New Britain, CT, 06051

$349,900

6 beds

3 baths

2,615 sqft

67 Walnut Street, Putnam, CT, 06260

$375,000

4 beds

3.5 baths

1,936 sqft

200 Kimberly Avenue, East Haven, CT, 06512

Price Reduced!

$330,000

5 beds

2 baths

1,836 sqft

12 School Street, Killingly, (Danielson), CT, 06239

Price Reduced!

$339,990

6 beds

2 baths

2,648 sqft

67 Whiting Street, New Britain, CT, 06051

$329,900

5 beds

2 baths

3,232 sqft

47-49 Sisson Avenue, Hartford, CT, 06106

$349,900

5 beds

2 baths

1,602 sqft

53 Thorn Street, New Haven, (Newhallville), CT, 06519

$329,900

6 beds

2 baths

1,610 sqft

408 Legion Avenue, New Haven, CT, 06519

New or Coming Soon Properties

New Listing!

$319,900

7 beds

3 baths

2,510 sqft

791 Baldwin Street, Waterbury, (South End), CT, 06706

New Listing!

$349,900

3 beds

3 baths

2,754 sqft

649 Watertown Avenue, Waterbury, (Bunker Hill), CT, 06708

New Listing!

$380,000

4 beds

3 baths

2,304 sqft

168 Woodland Drive, Montville, CT, 06382

Price Reduced!

$375,000

4 beds

2 baths

2,080 sqft

19 North Spring Street, Ansonia, CT, 06401

New Listing!

$329,990

4 beds

4 baths

2,596 sqft

176 Sargeant Street, Hartford, CT, 06105

New Listing!

$329,900

4 beds

2 baths

1,453 sqft

35 Prince Street, Bristol, CT, 06010

Coming Soon!

$374,900

7 beds

3 baths

3,936 sqft

1599 South Main Street, Waterbury, (Hopeville), CT, 06706

New Listing!

$370,000

5 beds

2.5 baths

2,248 sqft

70 Cottage Street, Meriden, (East Meriden), CT, 06450

New Listing!

$359,555

4 beds

2 baths

2,016 sqft

16 Soule Street, Griswold, (Jewett City), CT, 06351

New Listing!

$359,900

7 beds

4 baths

2,290 sqft

215 Park Street, Bristol, CT, 06010

New Listing!

$375,000

2 beds

1 baths

1,905 sqft

82 Woodland Street, Meriden, CT, 06511

New Listing!

$350,000

6 beds

2 baths

2,184 sqft

17 Johnson Street, Middletown, CT, 06457

New Listing!

$379,000

6 beds

2 baths

2,684 sqft

13-15 7th Street, Plainfield, (Plainfield Village), CT, 06374

New Listing!

$359,900

6 beds

2 baths

2,331 sqft

35-37 North Chestnut Street, Plainfield, CT, 06374

New Listing!

$370,000

5 beds

3 baths

3,038 sqft

13 Simons Avenue, Waterbury, (Hopeville), CT, 06706

New Listing!

$350,000

5 beds

2 baths

2,172 sqft

99 East Pearl Street, Torrington, CT, 06790

Copyright ©2025 SmartMLS, Inc.
Listing courtesy of Amy Rio, Executive Real Estate Inc. Email: amy.executive@gmail.com