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!
For sale
$1,600,000
516 Pleasant St, Winthrop, MA 02152
5beds
2,889sqft
Multi Family
Built in 1900
-- sqft lot
$1,538,800 Zestimate®
$554/sqft
$-- HOA
What's special
Replacement windowsFront porch replacementIn-ground poolRoof deckSunroom with gas stovePrivate boat launchDirect water access
- 10 days |
- 856 |
- 38 |
Zillow last checked:
Listing updated:
Listed by:
Amanda George 617-347-0699,
Lamacchia Realty, Inc. 781-917-0491
Source: MLS PIN,MLS#: 73541145
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 3
- Full bathrooms: 3
Features
- Flooring: Wood, Tile, Varies
- Basement: Full,Interior Entry,Unfinished
- Number of fireplaces: 1
Interior area
- Total structure area: 2,889
- Total interior livable area: 2,889 sqft
- Finished area above ground: 2,889
Property
Parking
- Total spaces: 4
- Parking features: Off Street, Driveway
- Uncovered spaces: 4
Features
- Patio & porch: Enclosed, Deck - Roof, Deck - Wood, Deck - Vinyl, Patio, Patio - Enclosed
- Exterior features: Rain Gutters, Professional Landscaping, Sprinkler System
- Pool features: In Ground
- Fencing: Fenced/Enclosed,Fenced
- Has view: Yes
- View description: City View(s), City, Water, Harbor
- Has water view: Yes
- Water view: Harbor,Water
- Waterfront features: Waterfront, Harbor, Harbor, Ocean, Direct Access, Frontage, 0 to 1/10 Mile To Beach
Lot
- Size: 8,550 Square Feet
Details
- Parcel number: M:0047 B:0008 L:0000,1423226
- Zoning: rh6
Construction
Type & style
- Home type: MultiFamily
- Property subtype: Multi Family
Materials
- Frame
- Foundation: Other
- Roof: Shingle
Condition
- Year built: 1900
Utilities & green energy
- Electric: 200+ Amp Service
- Sewer: Public Sewer
- Water: Public
- Utilities for property: for Gas Range
Community & HOA
Community
- Features: Shopping, Pool, Park, Walk/Jog Trails, Conservation Area, Highway Access, House of Worship, Marina, Public School
Location
- Region: Winthrop
Financial & listing details
- Price per square foot: $554/sqft
- Tax assessed value: $1,127,000
- Annual tax amount: $12,555
- Date on market: 6/24/2026
- Exclusions: Sellers Personal Property.
- Total actual rent: 0
Estimated market value
$1,538,800
$1.46M - $1.62M
$2,824/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/24/2026 | Listed for sale | $1,600,000+672.9%$554/sqft |
Source: MLS PIN #73541145 Report a problem | ||
| 9/30/1993 | Sold | $207,000$72/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $11,096 +14% | $1,075,200 +15.1% |
| 2024 | $9,730 -4.2% | $933,800 -1.6% |
| 2023 | $10,158 +5.4% | $949,300 +15.9% |
| 2022 | $9,634 -1.6% | $819,200 +6.1% |
| 2021 | $9,788 +9.6% | $771,900 +9.1% |
| 2020 | $8,930 +3.9% | $707,600 +8.5% |
| 2019 | $8,597 -2.6% | $652,300 +4.6% |
| 2018 | $8,829 +1.2% | $623,500 +3% |
| 2017 | $8,721 +2.9% | $605,200 +9.8% |
| 2016 | $8,472 +13.5% | $551,200 +5.9% |
| 2015 | $7,467 +8.4% | $520,700 +12.7% |
| 2013 | $6,888 +1.4% | $462,000 -1.5% |
| 2012 | $6,794 +6.8% | $468,900 +1.8% |
| 2011 | $6,359 -0.3% | $460,800 -8.2% |
| 2010 | $6,377 +18% | $502,100 -7.4% |
| 2009 | $5,404 +3.3% | $542,000 -3.6% |
| 2008 | $5,229 +1.9% | $562,300 -3.3% |
| 2007 | $5,131 +8% | $581,700 +5.8% |
| 2006 | $4,749 +2.8% | $549,600 +7.3% |
| 2005 | $4,621 +0.9% | $512,300 +17% |
| 2004 | $4,578 +2.1% | $437,700 |
| 2003 | $4,486 +6.6% | $437,700 +64.4% |
| 2002 | $4,208 +28.2% | $266,300 |
| 2000 | $3,283 | $266,300 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
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HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 02152
Nearby schools
GreatSchools rating
- 5/10Arthur T. Cummings Elementary SchoolGrades: 3-5Distance: 0.4 mi
- 8/10Winthrop Middle SchoolGrades: 6-8Distance: 0.7 mi
- 5/10Winthrop Sr High SchoolGrades: 9-12Distance: 0.7 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Massachusetts
- Suffolk County
- Winthrop
- 02152
- 516 Pleasant St
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