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    Well-Maintained Two-Family Duplex Title is generated by Realmo AI

    50 Main Street, Winthrop, MA 02152

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    For Sale
    $799,986

    Two spacious 3-bedroom units with separate utilities, off-street parking, and private outdoor space in Winthrop.

    Type:Multi-family
    Property size:
    2,560 SF
    Price / SF:
    $312/SF
    Added:
    May 22, 2026
    Days on Market:
    24
    Last Refresh:
    Jun 13 at 2:57 am

    Property Features for 50 Main Street

    General Information

    Standard status
    Active
    Size
    2,560 SF
    Property subtype
    Multi-family

    Building Details

    Year Built
    1850

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    Listing Contact
    Matt Tasgin

    Listing agent Matt Tasgin

    Listing office United Brokers

    Listing date May 22, 2026

    Source Campionre

    Displayed information is deemed reliable but is not guaranteed and should be independently verified.

    All listing content including descriptions, pricing, images are the copyrighted material of United Brokers

    HighLights

    • 2‑family property built in 1850 in Winthrop.
    • Two spacious units with 3 bedrooms each and 1 full bathroom.
    • Separate utilities plus washer/dryer hookups for added convenience.
    • Hardwood floors and generous living areas, with a bonus office room.
    • Paved driveway with plenty of off‑street parking and a private outdoor area.
    • Close to restaurants, shopping, public transportation, beaches, Logan Airport, and major highways.

    Overview

    This well-maintained two-family duplex offers two separate units, each laid out with three bedrooms, one full bathroom, hardwood floors, and generous living areas. Both units also include a bonus office room, providing flexibility for work-from-home needs or additional living space. Practical in-unit convenience is supported by washer/dryer hookups, and the property is set up with separate utilities to serve occupants with less shared responsibility. Outside, the duplex includes a paved driveway, plenty of off-street parking, and a private outdoor area.

    Located on Main Street in Winthrop, the property benefits from proximity to everyday amenities including restaurants, shopping, public transportation, and beaches. It also offers convenient access for commuters heading toward Logan Airport and major highways.

    The layout and separate utilities make this duplex a strong fit for owner-occupants seeking rental support, as well as investors looking for a straightforward, two-unit configuration. With two sizable residential units and dedicated infrastructure for each side, it can accommodate multi-generational living arrangements while preserving privacy and functional separation between households.

    Local Financial Insights For Multifamily LT 5

    Simulate Cap Rate and NOI

    NOI Build-Up
    Vacancy
    income lost from leasable area expected to sit empty during the year — subtracted from gross rent.
    EGI (Effective Gross Income)
    gross rent minus vacancy losses — the realistic income before paying operating costs.
    OpEx (Operating Expenses)
    recurring costs to operate the property (property tax, insurance, utilities, maintenance, management) — excludes financing and capital improvements.
    NOI (Net Operating Income)
    income a property generates after operating costs but before financing and taxes.

    Component $ $/SF
    Gross rent $73.7k $28.80
    − Vacancy −$4.1k −$1.58
    EGI $69.7k $27.22
    − OpEx −$20.9k −$8.16
    NOI $48.8k $19.05
    2,560 SF · lease $28.80/SF/yr · vacancy 5.50% · expense 30.00%

    Alternative Uses

    Best Use
    Multifamily LT 5
    $696.7K
    $609.6K – $812.9K (±1% cap)
    NOI $48,771 @ 7.0% cap · market cap 6.10%
    Second Best
    Apartment 5plus
    $635.3K
    $555.9K – $741.2K (±1% cap)
    NOI $44,470 @ 7.0% cap · market cap 5.56%
    Theoretical Best
    Office A
    $1.52M
    $1.33M – $1.77M (±1% cap)
    NOI $106,086 @ 7.0% cap · market cap 13.26%
    Zoning and permitted uses should be independently verified with local authorities.
    Location Intelligence

    Current Use by Public Records

    Duplexes

    Suggested Use

    Real Estate Agency Restaurant Law Firm Spa & Massage Center Dental Office Hair Salon Nail Salon Building Supply Auto Repair Shop Gym & Fitness Center

    Zoning and permitted uses should be independently verified with local authorities.

    Location Insight

    • Map
    • Local Demand
    City
    Winthrop
    County
    Suffolk
    State
    Massachusetts
    Longitude
    -70.9921397
    Latitude
    42.3826924

    FAQs

    What type of property is this?
    Duplex - Two spacious 3-bedroom units with separate utilities, off-street parking, and private outdoor space in Winthrop.
    Where is this duplex located?
    The property is located at 50 Main Street Winthrop, MA.
    What is the asking price?
    The asking price for this property is $799,986.
    What are key features of this property?
    This property features: 2‑family property built in 1850 in Winthrop.; Two spacious units with 3 bedrooms each and 1 full bathroom.; Separate utilities plus washer/dryer hookups for added convenience.
    More about this property
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