For sale

Price cut: $30K (6/3)

$799,986

50 Main St, Winthrop, MA 02152

6beds

2,560sqft

$5,268/mo

Get pre-qualified

Multi Family

Built in 1850

-- sqft lot

$787,500 Zestimate^®

$312/sqft

$-- HOA

What's special

Paved drivewayHardwood floorsPrivate outdoor areaBonus office roomPlenty off-street parking

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!

83 days

493

12

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

$787,500

$748,000 - $827,000

$2,269/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