$989,000
44 Bowdoin Street
Winthrop, MA, 02152
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.
Property Details
Price:
$989,000
MLS #:
73592852
Status:
Active
Beds:
3
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Oct 20, 2026
Finished Sq Ft:
2,180
Total Sq Ft:
2,180
Lot Size:
3,065 sqft / 0.07 acres (approx)
Year Built:
1860
Schools
Interior
Above Grade Finished Area
2180
Appliances
Electric Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, Stainless Steel Appliance(s)
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Ductless
Flooring
Wood, Tile, Flooring – Stone/Ceramic Tile, Flooring – Hardwood
Heating
Electric, Ductless
Interior Features
Bathroom – Full, Bathroom – Tiled With Shower Stall, Recessed Lighting, Countertops – Stone/Granite/Solid, Kitchen Island, Cable Hookup, Bathroom, Bonus Room, Entry Hall, Kitchen, Living/Dining Rm Combo
Laundry Features
In Basement, Gas Dryer Hookup
Main Level Bathrooms
1
Exterior
Architectural Style
Colonial
Community Features
Public Transportation, Tennis Court(s), Walk/Jog Trails, Golf, Laundromat, Bike Path, Public School
Construction Materials
Frame, Stone
Exterior Features
Balcony / Deck, Deck, Deck – Composite
Open Parking Spaces
2
Open Parking YN
1
Parking Features
Paved Drive, Shared Driveway, Off Street
Parking Spots
2
Parking Total
2
Patio And Porch Features
Deck – Exterior, Deck, Deck – Composite
Roof
Shingle
Waterfront Features
Ocean, 3/10 to 1/2 Mile To Beach, Beach Ownership(Public)
Window Features
Window(s) – Bay/Bow/Box
Financial
Tax Year
2026
Taxes
$6,886
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Current real estate data for Single Family in Winthrop as of Oct 26, 2026
28
Single Family Listed
69
Avg DOM
458
Avg $ / SqFt
$880,646
Avg List Price
Community
- Address44 Bowdoin Street Winthrop MA
- CityWinthrop
- CountySuffolk
- Zip Code02152
Subdivisions in Winthrop
Similar Listings Nearby
Property Summary
- 44 Bowdoin Street Winthrop MA is a Single Family for sale in Winthrop, MA, 02152. It is listed for $989,000 and features 3 beds, 4 baths, and has approximately 2,180 square feet of living space, and was originally constructed in 1860. The current price per square foot is $454. The average price per square foot for Single Family listings in Winthrop is $458. The average listing price for Single Family in Winthrop is $880,646. To schedule a showing of MLS#73592852 at 44 Bowdoin Street in Winthrop, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Lantern Residential. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors 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.
44 Bowdoin Street
Winthrop, MA