$1,600,000
About this home
Every evening, the harbor turns amber from the west, 516 Pleasant Street has a front-row seat. A one-of-a-kind home set along Winthrop's harbor front with direct water access, a concrete seawall, and a private boat launch, this residence offers a lifestyle that cannot be assembled from scratch in today's coastal market. The rights to rebuild a pier remain intact, a dormant asset in a harbor where private moorings are nearly impossible to find. The units span 2,889 square feet across three floors, and this home could easily be transformed into the single-family of your dreams. An in-ground pool, roof deck, sunroom with gas stove, and west-facing harbor views complete the picture. Many updates include replacement windows, mass-save insulation, professional landscaping and irrigation, mini-splits, replacement chimney liner, hunter-douglas shades, front porch replacement, and more. Close to logan sirport, Rt 1A, ferry service to Boston, parks, summer farmers market and more!
Highlights
Property details
- MLS #
- 73541145
- Property type
- Multi Family
- Subdivision
- N/A
- Status
- Active
- Days on market
- N/A
- On market date
- N/A
- Stories
- 3
- Garage spaces
- N/A
- Lot size
- 0.2 acres
Location
Get directions →Nearby schools
Within 10 miles · public school directory data (NCES)
- Enrollment
- 415
- Student:teacher ratio
- 11.9:1
- District
- Winthrop
- Enrollment
- 423
- Student:teacher ratio
- 11.1:1
- District
- Winthrop
- Enrollment
- 564
- Student:teacher ratio
- 13.4:1
- District
- Winthrop
Mortgage calculator
Estimate only — actual rate and payment depend on your lender, credit, and loan program.
Adjust tax / insurance estimates
Similar homes you might like
Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated June 28, 2026.
Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.