44 Bowdoin Street, Winthrop MA 02152

Winthrop, MA 02152

$989K

3 BD · 4 BA · 2,180 sf · 0.07 ac · Built 1860

Request a Private Showing Enquire by phone · +1 212 920 6260

The residence

FULLY GUT-RENOVATED IN 2026 | SINGLE-FAMILY WITH ADU | INCREDIBLE INCOME POTENTIAL! A rare opportunity to own a beautifully renovated home with a separate accessory dwelling unit (ADU) in one of Winthrop's most desirable neighborhoods! Completely gut-renovated in 2026, this unique property offers the feel and convenience of new construction with exceptional flexibility for homeowners and investors alike.The main residence features 2 bedrooms, 2 full bathrooms, a basement, and in-unit laundry. The ADU offers 1 bedroom plus a bonus room, 1.5 bathrooms, in-unit laundry, and two private decks. Two off-street parking spaces behind the property provide added convenience. Location is another standout feature! Situated just around the corner from Winthrop High School, Winthrop Middle School, and the golf course, this property offers incredible convenience in an established neighborhood. Imagine living in one unit while renting the other to help offset today's higher mortgage payments. With the schools just steps away, the ADU could be especially appealing to a local teacher or school employee seeking a convenient commute!Whether you're looking for multigenerational living, additional rental income, or the opportunity to rent both units as an investment, the possibilities are exciting. Two distinct living spaces, a complete 2026 renovation, off-street parking, and a prime Winthrop location make this a truly unique opportunity.

At a glance

Property type: Single Family Residence
Status: Active
Year built: 1860
Lot size: 0.07 acres
Living area: 2,180 sf
MLS#: 003d7561811c0feb0bb7b662b3d377ad
Beds · Baths: 3 · 4

Location

Winthrop, MA.

Winthrop, Massachusetts, is a market our advisors follow closely — its streets, housing stock and setting each shape what a residence here is worth and how it lives day to day. We are glad to walk you through the locale in detail, and how this particular address sits within it.

Estimated Monthly Payment+

$5K/mo

Approximate · principal & interest only

Down payment · 25%Interest rate · 6.75%Term · 30 years

Display Currency

$989K

Indicative conversion — settlement always in USD.

Private Showing

Arrange a viewing.

A senior advisor will reply personally to coordinate access at a time that suits you. All inquiries are held in confidence.

Listing courtesy of Bowdoin Real Estate Partners · MLSPIN

MLS Property Information Network.The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.

Listings updated Oct 24, 2026

Fair Housing