Pending
Sale Pending at 516 Pleasant St, Winthrop, MA 02152 | MLS# 73541145 | Listing updated on 2026-09-02
Photo 1 of Sale Pending at 516 Pleasant St, Winthrop, MA 02152 | MLS# 73541145 | Listing updated on 2026-09-02
Photo 2 of Sale Pending at 516 Pleasant St, Winthrop, MA 02152 | MLS# 73541145 | Listing updated on 2026-09-02
Photo 3 of Sale Pending at 516 Pleasant St, Winthrop, MA 02152 | MLS# 73541145 | Listing updated on 2026-09-02
Photo 4 of Sale Pending at 516 Pleasant St, Winthrop, MA 02152 | MLS# 73541145 | Listing updated on 2026-09-02
38+
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Street View

$1,499,000

Monthly Est:$7,461

  • Beds Icon5 Beds
  • Beds Icon
    3 Baths
  • Beds Icon2,889sqft

516 Pleasant St, Winthrop, MA 02152

$7,461/moEst:

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  • Multi Family

  • Built in 1900

  • $-- HOA

  • 0.2 acre lot

  • $519/sq.ft

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, (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, a...

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  • Houzeo last checked: 6 minutes ago
  • Listing updated: September 2, 2026 at 11:06 pm
  • Listing Provided by: Amanda George (617) 347-0699 | Century 21 Shawmut Properties (617) 787-2121
  • Source: MLS Property Information Network-MA | MLS#: 73541145 MLS Property Information Network-MA

Property Details

  • Status

    Pending

  • Type

    Multi Family

  • No. of Stories

    3

  • County

    Suffolk County

  • City

    Winthrop

  • Neighborhood

    --

  • Year Built

    1900

  • HOA Fees

    -

  • Finished Area

    2,889 sqft

  • Lot Size

    0.2 acre lot

  • Basement Area

    - sqft

  • MLS Name

    MLS Property Information Network

  • MLS Number

    73541145

  • MLS Status

    Under Agreement

  • Days on Market

    86

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Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 3

Interior

  • Flooring

    Wood, Tile, Varies

  • Exterior Features

    Rain Gutters, Professional Landscaping, Sprinkler System

  • Sewer

    Public Sewer

Construction

  • Year Built

    Year Built: 1900

  • Home type

    Multi Family

  • Roof

    Shingle

  • Construction Materials

    Frame

  • Foundation Details

    Other

Utilities & Energy

  • Electric

    200+ Amp Service

  • Pool Features

    In Ground

  • Water Source

    Public

  • Basement

    Full, Interior Entry, Unfinished

  • Utilities

    For Gas Range

  • Parking Features

    Off Street, Driveway

Other Features

  • Community Features

    Shopping, Pool, Park, Walk/jog Trails, Conservation Area, Highway Access, House Of Worship, Marina, Public School

  • Disclosures

    Property Is Zoned And Taxed As A 2 Unit Per City Records, But References Occupancy As 3 Buyer To Perform Due Diligence On All Aspects Disclosed Herein. Offers To Be Made With This In Mind. Home Sits Outside The Flood Zone

  • Patio And Porch Features

    Enclosed, Deck Roof, Deck Wood, Deck Vinyl, Patio, Patio Enclosed

Price History

DateEventPrice

09/02/2026

Source: mls_logoMLS Property Information Network-MA #73541145

Pending

$1,499,000

$519/sqft

08/20/2026

Source: mls_logoMLS Property Information Network-MA #73541145

Contingent (Active Under Contract)

$1,499,000

$519/sqft

07/22/2026

Source: mls_logoMLS Property Information Network-MA #73541145

Price Decreased

$1,499,000 -6.31%

$519/sqft

06/24/2026

Source: mls_logoMLS Property Information Network-MA #73541145

Listed for Sale

$1,600,000

$554/sqft

Based on information provided to and compiled by MLS Property Information Network, Inc. covering through Sep 19, 2026, 10:30AM. 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. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified. © 2026 MLS Property Information Network, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group

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