Excellent opportunity to own a well-maintained 2-family property in the highly desirable seaside community of Winthrop! Perfect for investors, owner-occupants or multi-generational living, this spacious property offers two large units featuring 3 bedrooms,1 full bathroom, hardwood floors, generous living areas and a bonus office room! Separate utilities and washer/dryer hookups add convenience and value for both owners and tenants. The property also offers plenty off-street parking, a paved driveway, and a private outdoor area. Conveniently located near restaurants, shopping, public transportation, beaches, Logan Airport, and major highways, making commuting into Boston quick and easy. Strong rental demand in the area creates excellent income potential and long-term upside. Whether you are looking to expand your investment portfolio, generate steady rental income or occupy one unit while collecting rent from the other, this property checks all the boxes.
For sale
Price cut: $30K (6/3)
$799,986
50 Main St, Winthrop, MA 02152
6beds
2,560sqft
Multi Family
Built in 1850
-- sqft lot
$787,800 Zestimate®
$312/sqft
$-- HOA
What's special
Paved drivewayHardwood floorsPrivate outdoor areaBonus office roomPlenty off-street parking
- 34 days |
- 861 |
- 40 |
Zillow last checked:
Listing updated:
Listed by:
Matt Tasgin 857-361-8584,
United Brokers 781-629-2258,
Melissa Mejia 857-284-2279
Source: MLS PIN,MLS#: 73523937
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 2
- Full bathrooms: 2
Heating
- Hot Water, Natural Gas, Baseboard, Electric
Appliances
- Included: Range, Refrigerator, Range Hood, Dishwasher
- Laundry: Gas Dryer Hookup, Washer Hookup
Features
- Ceiling Fan(s), Walk-In Closet(s), Bathroom With Tub, Bathroom with Shower Stall, Living Room, Kitchen, Mudroom
- Flooring: Tile, Vinyl, Laminate, Hardwood
- Basement: Unfinished
- Has fireplace: No
Interior area
- Total structure area: 2,560
- Total interior livable area: 2,560 sqft
- Finished area above ground: 2,560
Property
Parking
- Total spaces: 8
- Parking features: Paved Drive, Off Street, Driveway, Paved
- Uncovered spaces: 8
Features
- Patio & porch: Deck - Wood
- Exterior features: Rain Gutters
- Fencing: Fenced
- Waterfront features: Ocean, 0 to 1/10 Mile To Beach, Beach Ownership(Public)
Lot
- Size: 5,671 Square Feet
Details
- Parcel number: M:0053 B:0009 L:0000,1423661
- Zoning: R
Construction
Type & style
- Home type: MultiFamily
- Property subtype: Multi Family
Materials
- Frame
- Foundation: Block, Stone
- Roof: Shingle
Condition
- Year built: 1850
Utilities & green energy
- Electric: 200+ Amp Service
- Sewer: Public Sewer
- Water: Public
- Utilities for property: for Gas Range, for Gas Oven, for Gas Dryer, Washer Hookup
Community & HOA
Community
- Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Laundromat, Highway Access, House of Worship, Public School
Location
- Region: Winthrop
Financial & listing details
- Price per square foot: $312/sqft
- Tax assessed value: $630,900
- Annual tax amount: $7,028
- Date on market: 5/26/2026
- Total actual rent: 4800
- Road surface type: Paved
Estimated market value
$787,800
$748,000 - $827,000
$2,304/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/3/2026 | Price change | $799,986-3.6%$312/sqft |
Source: MLS PIN #73523937 Report a problem | ||
| 5/26/2026 | Listed for sale | $829,986+10.7%$324/sqft |
Source: MLS PIN #73523937 Report a problem | ||
| 6/8/2022 | Listing removed | $750,000$293/sqft |
Source: MLS PIN #72956211 Report a problem | ||
| 3/23/2022 | Listed for sale | $750,000+897.3%$293/sqft |
Source: MLS PIN #72956211 Report a problem | ||
| 6/25/1997 | Sold | $75,200$29/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $6,211 +7.8% | $601,800 +8.8% |
| 2024 | $5,761 -3.8% | $552,900 -1.2% |
| 2023 | $5,989 +1.7% | $559,700 +11.8% |
| 2022 | $5,888 +2.5% | $500,700 +10.6% |
| 2021 | $5,743 +2.3% | $452,900 +1.8% |
| 2020 | $5,615 +2% | $444,900 +6.5% |
| 2019 | $5,505 +3.5% | $417,700 +11.2% |
| 2018 | $5,318 +8.8% | $375,600 +10.7% |
| 2017 | $4,889 +6.8% | $339,300 +13.9% |
| 2016 | $4,577 +12.3% | $297,800 +4.7% |
| 2015 | $4,077 +0.2% | $284,300 +4.2% |
| 2013 | $4,069 +2.9% | $272,900 |
| 2012 | $3,954 +0.1% | $272,900 -4.7% |
| 2011 | $3,951 -1.1% | $286,300 -9% |
| 2010 | $3,994 +12.3% | $314,500 -11.9% |
| 2009 | $3,558 +0.5% | $356,900 -6.2% |
| 2008 | $3,539 +2.4% | $380,500 -2.9% |
| 2007 | $3,456 +4.5% | $391,800 +2.4% |
| 2006 | $3,307 +3% | $382,700 +7.5% |
| 2005 | $3,212 +1.3% | $356,100 +17.5% |
| 2004 | $3,170 +2% | $303,100 |
| 2003 | $3,107 +8.3% | $303,100 +66.9% |
| 2002 | $2,869 +28.1% | $181,600 |
| 2000 | $2,239 | $181,600 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
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: 0.5 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
- 50 Main St






