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516 Pleasant St, Winthrop, MA 02152

Winthrop
Local realty services provided by:CENTURY 21 Tassinari & Associates, Inc
516 Pleasant St,Winthrop, MA 02152
$1,600,000
  • 5 Beds
  • 3 Baths
  • 2,889 sq. ft.
  • Multi-family
  • Active
Listed by: amanda george
Office: lamacchia realty, inc.
MLS#:73541145
Source:MLSPIN

Price summary

  • Price:$1,600,000
  • Price per sq. ft.:$553.82

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. 3 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!

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Home facts

  • Year built:1900
  • Listing ID #:73541145
  • Updated:June 24, 2026 at 10:24 PM

Rooms and interior

  • Bedrooms:5
  • Total bathrooms:3
  • Full bathrooms:3
  • Rooms Total:13
  • Flooring:Tile, Wood
  • Basement Description:Full, Interior Entry, Unfinished
  • Living area:2,889 sq. ft.

Heating and cooling

  • Cooling:3 Cooling Zones

Structure and exterior

  • Roof:Shingle
  • Year built:1900
  • Building area:2,889 sq. ft.
  • Lot area:0.2 Acres
  • Construction Materials:Frame
  • Exterior Features:Deck - Roof, Deck - Vinyl, Deck - Wood, Enclosed, Patio, Patio - Enclosed, Professional Landscaping, Rain Gutters, Sprinkler System

Utilities

  • Water:Public
  • Sewer:Public Sewer

Finances and disclosures

  • Price:$1,600,000
  • Price per sq. ft.:$553.82
  • Tax amount:$12,555 (2026)

Features and amenities

  • Pool features:In Ground

Parking

  • Total parking spaces:4
  • Parking description:Driveway, Off Street
The property listing data and information, or the Images, 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, and the Images, 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, or as to the accuracy of any of the Images, set forth herein.

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