Active

516 Pleasant St

Winthrop, MA 02152
Mark as Favorite
Bed 5

Bed

Bath 3

Bath

SqFt2,889

Sqft

Acres0.20

Acre(Lot)

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-sp lits, 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!

Read More Expand

Detail Ic Property Details

Property Type : Residential Income

Price : $1,600,000

AD Id : 86124446

MLS Id : 73541145

Beds : 5

Lot Size : 0.20 Acre

Living Area Size : 2,889

Year Built : 1900

County : Suffolk

  • Map Map

Map

Map What's Nearby

Map Nearby Areas

Feature Features

  • Bathroom Information

    Total Baths: 3 Full Baths: 3

    Room Information

    Total Bedroom: 5
  • Flooring Information

    Wood, Tile, Varies
  • Roofing Information

    Shingle
  • Interior Features

    Roof: Shingle
  • Heating & Cooling

    Water front: Yes WaterSource: Public

  • Building Information

    Year Built: 1900 Construction Materials: Frame Basement: Full, Interior Entry, Unfinished
  • Exterior Features

    Rain Gutters, Professional Landscaping, Sprinkler System
    Foundation Details: Other
    Porch: Enclosed, Deck - Roof, Deck - Wood, Deck - Vinyl, Patio, Patio - Enclosed
  • Pool Information

    In Ground
  • Fencing

    Fenced/Enclosed, Fenced

  • Lot Information

    Lot Size Area: 0.2 Lot Size Units: Acres Lot Square Feet: 8,550 Lot Acres: 0.2 Waterfront: Waterfront, Harbor, Harbor, Ocean, Direct Access, Frontage, 0 to 1/10 Mile To Beach Stories: 3 Main Square Feet: 0.2

    Property Information

    Property Type: Residential Income Sub Type: Multi FamilySQ ft (Living Area): 2,889

  • Listing Price Information

    Original Listing Price: $1600000

  • Tax Information

    Parcel Number: M:0047 B:0008 L:0000,1423226 Annual Tax: $12555

  • Parking Information

    Parking Total: 4 Off Street, Driveway

  • Utility Information

    for Gas Range
  • Location Information

    Direction: 516 pleasant st, driveway is on the left side of the home.
Sell a home like this and save $95,501 Find out How

How much is this property worth?

Curious about this home's true market value? Use our free Home Evaluation Tool to instantly get a personalized Comparative Market Analysis (CMA) report. Make smarter, data-driven decisions before you buy.

Images
Loading, please wait...

Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
153 Locust St., Winthrop, MA, 02152 $750,000 4 2 1,963 1,963 SqFt
66 Sunnyside Ave, Winthrop, MA, 02152 $1,199,000 5 2 2,635 2,635 SqFt
193-195 Winthrop St, Winthrop, MA, 02152 $1,300,000 5 4 2,799 2,799 SqFt
50 Main St, Winthrop, MA, 02152 $799,986 6 2 2,560 2,560 SqFt

Copyright © 2026 by the Multiple Listing Service of the MLS Property Information Network, Inc. This information is believed to be accurate but is not guaranteed. Subject to verification by all parties. This data is copyrighted and may not be transmitted, retransmitted, copied, framed, repurposed, or altered in any way for any other site, individual and/or purpose without the express written permission of the Multiple Listing Service of the MLS Property Information Network, Inc. Information Deemed Reliable But Not Guaranteed. Any use of search facilities of data on this site, other than by a consumer looking to purchase real estate, is prohibited.

ByOwner last updated this listing 06/26/2026 @ 15:02

MLS: 73541145 LISTED BY: Amanda George, Lamacchia Realty, Inc. 781-917-0491 SOURCE: MLS Property Information Network

Homes around $1,600,000

Selling? Save $95,501 when you sell a home like this

Tour with a ByOwner Agent