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Maggie Li

I'm Maggie Li, a Newton, MA real estate agent serving first-time buyers, luxury clients and sellers across Greater Boston in English & Mandarin. Let's find your home.

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Contact

  • 1229 Centre Street, Newton Centre, MA, USA
  • (774) 222-0952
  • lyx0402@gmail.com

Brokerage

William Raveis

© 2026 Maggie Li. All rights reserved.
Equal Housing Opportunity. Information deemed reliable but not guaranteed.

  1. Home
  2. Listings
  3. 516 Pleasant St, Winthrop, MA 02152
Active
58 Days on market
516 Pleasant St Winthrop — Photo 1 of 42

516 Pleasant St Winthrop — Photo 1 of 42

Recent Drop: $101,000

$1,600,000
$1,499,000

$1,499,000

516 Pleasant St, Winthrop, MA 02152

Winthrop, MA 02152

Beds

5

Baths

3

SqFt

2,889

Style

Multi Family

Built

1900

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, (all outside the flood-zone by the way!!) 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.Close to logan sirport, Rt 1A, ferry service to Boston, parks, summer farmers market and more!

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$519/sqft
Local Avg (Winthrop)$415/sqft
25% AboveMarket Average

* Analysis is based on 23 actively listed and recently sold comparable properties strictly within Winthrop, MA.

Property Details

Financials

Original Price$1,600,000
Annual Taxes$12,555

Parking

Garage0
Off-Street4

Interior Specifications

Total Rooms13
Fireplaces1
FlooringWood, Tile, Varies
BasementFull, Interior Entry, Unfinished

Climate & Utilities

Heating--
Cooling--
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationOther
Zoningrh6

Property & Lot

Acres0.2
SqFt Lot8,550
Lot Features--

Neighborhood

Shopping • Pool • Park • Walk/Jog Trails • Conservation Area • Highway Access

Geography

Property History

Price Drop
$1,499,000

Was $1,600,000

Jul 22, 2026

MLS® 73541145

Listed
$1,600,000

Jun 24, 2026

MLS® 73541145

Population

18,759

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$116K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

43.1%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Suffolk County

2,527 housing units permitted in the last 12 months (+37% vs the prior 12 months) — 2,269 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jun '26)

Full Winthrop, MA market report ZIP 02152 market data
Listing Provided By

Listing Agent: Amanda George

Listing Office: Century 21 Shawmut Properties

MLS® Number: 73541145

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