516 Pleasant StreetWinthrop, MA 02152MLS Number 73541145

  • Price: $1,600,000
  • Est. Mortgage of $/month
  • 2 Days on Market
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Federal 30-year interest rate: 6.47% last updated on Jun 18, 2026
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516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152516 Pleasant Street Winthrop MA 02152
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  • 5Bedrooms
  • 0.2Acreage
  • 3Bathrooms
  • 1900Year Built

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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!
Listed by Amanda George of Lamacchia Realty,Inc.

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More Info

Basic Information

  • Mls StatusNew
  • Parcel Number M:0047 B:0008 L:0000,1423226

Rooms

  • Bathroom3
  • Bathrooms Total Decimal 3
  • Bedrooms5
  • Full Bath3

Building

  • BasementFull, Interior Entry, Unfinished
  • Building Area Units Square Feet
  • Construction Materials Frame
  • FireplaceYes
  • Fireplaces Total 1
  • FoundationOther
  • Levels 3
  • Patio And Porch Features Enclosed, Deck - Roof, Deck - Wood, Deck - Vinyl, Patio, Patio - Enclosed
  • Rooms13
  • Stories3
  • Units3
  • Utilities For Gas Range
  • Year Built1900
  • Year Built Details Approximate
  • Year Built Source Public Records

Other

  • Date Listed06/24/2026
  • Farm Land Area Units Square Feet

Tax Information

  • Tax Assessed Value $1,127,000
  • Tax Year 2026
  • Taxes$12,555

Basic Information

  • List Price$1,600,000
  • MLS Number73541145
  • Modification Date06/24/2026
  • Property SubTypeMulti Family

Property

  • Acreage0.2

Interior

  • Flooring Wood, Tile, Varies

Utilities

  • Electric 200+ Amp Service
  • Sewer Public Sewer
  • Water Source Public

Amenities

  • Amenities
    • Conservation Area
    • Highway Access
    • House of Worship
    • Marina
    • Park
    • Pool
    • Public School
    • Shopping
    • Walk/Jog Trails
  • Other AmenitiesBasement, Fireplace, Waterfront, Water View
  • Pool Features In Ground

Legal

  • Zoningrh6

Parking

  • Open Parking YN Yes
  • Parking Features Off Street, Driveway
  • Parking Spaces4

Location

  • Address516 Pleasant Street
  • Building Number516
  • CountySuffolk
  • StateMA
  • StreetPleasant Street
  • TownWinthrop
  • Zip02152

Exterior

  • Exterior Features Rain Gutters, Professional Landscaping, Sprinkler System
  • Fencing Fenced/Enclosed, Fenced
  • RoofShingle

Property Information

  • Building Area Source Public Records
  • Living Area 2,889
  • Lot Size Square Feet 8,550
  • Lot Size Units Acres
  • Square Feet2,889
  • View YN Yes

Water Body

  • Miles to Beach0.1
  • WaterfrontYes
  • Waterfront Features Waterfront, Harbor, Harbor, Ocean, Direct Access, Frontage,0 to 1/10 Mile To Beach

Your Local Office

Real Brokerage

617-293-8070
MA
Our Agents

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. 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. MLSPIN 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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