$1,600,000
516 Pleasant St
Winthrop, MA, 02152
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
Price:
$1,600,000
MLS #:
73541145
Status:
Active
Beds:
5
Baths:
3
Type:
Multi Family
Listed Date:
Jun 24, 2026
Finished Sq Ft:
2,889
Total Sq Ft:
2,889
Lot Size:
8,550 sqft / 0.20 acres (approx)
Year Built:
1900
Units:
3
Schools
Interior
Above Grade Finished Area
2889
Bathrooms
3 Full Bathrooms
Fireplaces Total
1
Flooring
Wood, Tile, Varies
Levels
3
Exterior
Community Features
Shopping, Pool, Park, Walk/Jog Trails, Conservation Area, Highway Access, House of Worship, Marina, Public School
Construction Materials
Frame
Exterior Features
Rain Gutters, Professional Landscaping, Sprinkler System
Fencing
Fenced/Enclosed, Fenced
Open Parking Spaces
4
Open Parking YN
1
Parking Features
Off Street, Driveway
Parking Spots
4
Parking Total
4
Patio And Porch Features
Enclosed, Deck – Roof, Deck – Wood, Deck – Vinyl, Patio, Patio – Enclosed
Roof
Shingle
Stories
3
View
City View(s), City
Waterfront Features
Waterfront, Harbor, Harbor, Ocean, Direct Access, Frontage, 0 to 1/10 Mile To Beach
Financial
Tax Year
2026
Taxes
$12,555
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
More About MarieMortgage Calculator
Map
Current real estate data for Multi Family in Winthrop as of Jul 12, 2026
18
Multi Family Listed
158
Avg DOM
380
Avg $ / SqFt
$1,308,699
Avg List Price
Community
- Address516 Pleasant St Winthrop MA
- CityWinthrop
- CountySuffolk
- Zip Code02152
Subdivisions in Winthrop
Similar Listings Nearby
Property Summary
- 516 Pleasant St Winthrop MA is a Multi Family for sale in Winthrop, MA, 02152. It is listed for $1,600,000 To schedule a showing of MLS#73541145 at 516 Pleasant St in Winthrop, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Century 21 Shawmut Properties. The property listing data and information 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 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 set forth herein.
516 Pleasant St
Winthrop, MA