$749,974
104-106 Shirley St
Winthrop, MA, 02152
Attention investors, builders, and contractors! A truly rare opportunity awaits at 104-106 Shirley Street, Winthrop. Situated on an impressive double lot spanning over 10,000 square feet, this property offers incredible upside and potential. The existing home features some fire damage, allowing buyers the flexibility to perform selective renovations, execute a partial demo, or complete a full renovation to suit their vision. Double lots of this footprint are nearly impossible to find in Winthrop, making it an ideal project for tradespeople, savvy investors and whoever looking to add substantial value. Located just minutes from beaches, shops, dining, transit, and a short commute into Boston and Logan Airport, the site and scale are exceptional. Property is being sold strictly in AS-IS, WHERE-IS condition with all faults. Seller or broker make no representations or warranties, express or implied. Buyer to perform all due diligence regarding condition, zoning, permits to able to build , and scope of work
Property Details
Price:
$749,974
MLS #:
73592145
Status:
Pending
Beds:
5
Baths:
2
Type:
Multi Family
Listed Date:
Oct 17, 2026
Finished Sq Ft:
2,520
Total Sq Ft:
2,520
Lot Size:
10,436 sqft / 0.24 acres (approx)
Year Built:
1910
Units:
2
Schools
Elementary School:
Williamp.Gorman/Fort Banks
Middle School:
Winthrop Middle School
High School:
Winthrop High School
Interior
Above Grade Finished Area
2520
Bathrooms
2 Full Bathrooms
Flooring
Hardwood
Levels
2
Exterior
Community Features
Public Transportation, Shopping, Park, Walk/Jog Trails, Laundromat, Marina, Public School
Construction Materials
Frame
Covered Spaces
2
Garage Spaces
2
Lot Features
Other
Open Parking Spaces
4
Parking Spots
6
Parking Total
6
Patio And Porch Features
Porch
Roof
Shingle
Stories
2
Waterfront Features
Beach Ownership(Public)
Financial
Tax Year
2026
Taxes
$5,598
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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Map
Current real estate data for Multi Family in Winthrop as of Nov 08, 2026
11
Multi Family Listed
72
Avg DOM
345
Avg $ / SqFt
$1,065,697
Avg List Price
Community
- Address104-106 Shirley St Winthrop MA
- CityWinthrop
- CountySuffolk
- Zip Code02152
Subdivisions in Winthrop
Similar Listings Nearby
Property Summary
- 104-106 Shirley St Winthrop MA is a Multi Family for sale in Winthrop, MA, 02152. It is listed for $749,974 To schedule a showing of MLS#73592145 at 104-106 Shirley St in Winthrop, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of United Brokers. 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.
104-106 Shirley St
Winthrop, MA