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
For sale
$749,974
104-106 Shirley St, Winthrop, MA 02152
5beds
2,520sqft
Multi Family
Built in 1910
-- sqft lot
$742,900 Zestimate®
$298/sqft
$-- HOA
What's special
- 2 days
- 267
- 22
Zillow last checked:
Listing updated:
Listed by:
Mission Impossible Team 781-629-2258,
United Brokers 781-629-2258
Source: MLS PIN,MLS#: 73592145
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 2
- Full bathrooms: 2
Features
- Flooring: Hardwood
- Basement: Full,Unfinished
- Has fireplace: No
Interior area
- Total structure area: 2,520
- Total interior livable area: 2,520 sqft
- Finished area above ground: 2,520
Property
Parking
- Total spaces: 6
- Parking features: Garage
- Garage spaces: 2
- Uncovered spaces: 4
Features
- Patio & porch: Porch
- Waterfront features: Beach Ownership(Public)
Lot
- Size: 10,436 Square Feet
- Features: Other
Details
- Parcel number: M:0056 B:0053 L:000A,1424454
- Zoning: res
Construction
Type & style
- Home type: MultiFamily
- Property subtype: Multi Family
Materials
- Frame
- Foundation: Other
- Roof: Shingle
Condition
- Year built: 1910
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Laundromat, Marina, Public School
Location
- Region: Winthrop
Financial & listing details
- Price per square foot: $298/sqft
- Tax assessed value: $502,500
- Annual tax amount: $5,598
- Date on market: 10/17/2026
- Total actual rent: 0
Estimated market value
$742,900
$706,000 - $780,000
$3,677/mo
Price history
| Date | Event | Price |
|---|---|---|
| 10/17/2026 | Listed for sale | $749,974+377.7%$298/sqft |
Source: MLS PIN #73592145 Report a problem | ||
| 3/31/1995 | Sold | $157,000$62/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $7,811 +6.6% | $756,900 +7.6% |
| 2024 | $7,328 -3.3% | $703,300 -0.7% |
| 2023 | $7,580 +1.6% | $708,400 +11.6% |
| 2022 | $7,464 +15.6% | $634,700 +24.6% |
| 2021 | $6,457 +2.1% | $509,200 +1.6% |
| 2020 | $6,323 +2% | $501,000 +6.5% |
| 2019 | $6,199 +3.6% | $470,300 +11.3% |
| 2018 | $5,985 +9.6% | $422,700 +11.6% |
| 2017 | $5,459 +5.5% | $378,800 +12.6% |
| 2016 | $5,172 +12% | $336,500 +4.5% |
| 2015 | $4,616 +4% | $321,900 +8.1% |
| 2013 | $4,439 +2.9% | $297,700 |
| 2012 | $4,314 -3% | $297,700 -7.7% |
| 2011 | $4,449 -0.1% | $322,400 -8.1% |
| 2010 | $4,455 +25.4% | $350,800 -1.6% |
| 2009 | $3,553 +1.8% | $356,400 -5% |
| 2008 | $3,490 +2.2% | $375,300 -3.1% |
| 2007 | $3,416 +4.1% | $387,300 +2% |
| 2006 | $3,281 +2.9% | $379,700 +7.4% |
| 2005 | $3,189 +0.9% | $353,500 +17% |
| 2004 | $3,161 +4.3% | $302,200 +2.2% |
| 2003 | $3,032 +1.4% | $295,800 +56.3% |
| 2002 | $2,989 +28.1% | $189,200 |
| 2000 | $2,333 | $189,200 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 02152
Nearby schools
Schools provided by the listing agent
- Elementary: Williamp.Gorman/Fort Banks
- Middle: Winthrop Middle School
- High: Winthrop High School
Source: MLS PIN. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.





