Property Description

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!

Property Details tap to expand

Building Information

  • Total Units: 3
  • Total Floors: 3
  • Total Bedrooms: 5
  • Total Full Baths: 3
  • Total Fireplaces: 1
  • Amenities: Conservation Area, Highway Access, House of Worship, Marina, Park, Public School, Shopping, Swimming Pool, Walk/Jog Trails
  • Basement Features: Full, Interior Access, Unfinished Basement
  • Common Interior Features: Tile Floor

Financial

  • APOD Available: No

Utilities

  • Heat Zones: 3
  • Cooling Zones: 3
  • Electric Info: 200 Amps
  • Utility Connections: for Gas Range
  • Water: City/Town Water, Private
  • Sewer: City/Town Sewer, Private

Unit 1 Description

  • Under Lease: No
  • Floors: 1
  • Levels: 1

Unit 2 Description

  • Under Lease: No
  • Floors: 2
  • Levels: 1

Unit 3 Description

  • Under Lease: No
  • Floors: 3
  • Levels: 1

Construction

  • Year Built: 1900
  • Construction Type: Aluminum, Frame
  • Foundation Info: Other (See Remarks)
  • Roof Material: Aluminum, Asphalt/Fiberglass Shingles
  • Flooring Type: Tile, Wood
  • Lead Paint: Unknown
  • Warranty: No

Other Information

  • MLS ID# 73541145
  • Last Updated: 06/25/26

Property History tap to expand

Date Event Price Price/Sq Ft Source
06/24/2026New$1,600,000$554MLSPIN

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Seller's Representative: Amanda George, Lamacchia Realty, Inc.
Sub Agent Compensation: n/a
Buyer Agent Compensation: n/a
Facilitator Compensation: n/a
Compensation Based On: n/a
Sub-Agency Relationship Offered: No

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MLS PIN data last updated at 2026-06-25 15:44:00

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