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    Winthrop, MA
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    Winthrop, MA Multifamily Properties for Sale

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    Well-Maintained Two-Family Duplex
    Updated: May 1
    Well-Maintained Two-Family Duplex

    50 Main Street, Winthrop, MA 02152

    $799,986
    2,560 sqft
    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.
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    This listing looks promising.

    Here's a quick look at some key insights for

    50 Main Street, Winthrop, MA 02152

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    • Est. Cap Rate

      6.1%
      Above avg (5.9%)

    • Est. NOI

      $49K
      Annual

    • Price @ 7% Cap

      $697K
      Suggested

    • Property Type

      Duplex
      Built 1850
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    Legal Two-Family Home
    Updated: Jun 22
    Legal Two-Family Home

    95 Marshall St, Winthrop, MA 02152

    $539,900
    1,351 sqft 0.11 AC lot
    Legal two‑family home built in 1900 in the Winthrop neighborhood
    4,869 sq ft lot with fenced yard and level lot
    Public water and public sewer
    Off‑street parking plus detached garage
    Room layout includes 3 bedrooms and 2 bathrooms (Bedroom 1–3, Bathroom 1–2)
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    Two-Family Residential Cottage
    Two-Family Residential Cottage

    153 Locust St., Winthrop, MA 02152

    $715,000
    1,963 sqft

    1930s two-family offers off-street parking and flexible living layouts with a 1-bedroom and a 3-bedroom unit.

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    Turnkey Two-Unit Multifamily
    Turnkey Two-Unit Multifamily

    105 Ocean View St., Winthrop, MA 02152

    $989,000
    1,924 sqft

    Two updated units with hardwood floors, spacious kitchens, fenced yard, and three off-street parking spaces.

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    Mixed-Use Development with Approved 12-Unit Plan
    Mixed-Use Development with Approved 12-Unit Plan

    63-69 Putnam Street, Winthrop, MA 02152

    $2,250,000
    10,000 sqft

    Existing four-unit mixed-use building with approved plan for a new 12-unit structure and podium parking.

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    Waterfront Two-Family Home
    Waterfront Two-Family Home

    66 Sunnyside Ave, Winthrop, MA 02152

    $999,888
    2,635 sqft 0.12 AC lot

    Two-story duplex built in 1920 steps from the beach, with enclosed porch, deck, fenced yard, and individually metered electric.

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    Two-Family Residence with Private Porches
    Two-Family Residence with Private Porches

    126 Brookfield, Winthrop, MA 02152

    $875,000
    2,016 sqft 0.14 AC lot

    Two units each include two bedrooms, one full bath, an eat-in kitchen, and a private porch, with a partially fenced backyard.

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    Three-Unit Residential Income Property
    Three-Unit Residential Income Property

    22 Adams Street, Winthrop, MA 02152

    $1,299,000
    3,989 sqft

    Turn-of-the-century three-family home with two-bedroom units and a three-bedroom unit featuring a private deck.

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    Three-Family Residential Income Home
    Three-Family Residential Income Home

    22 Upland Road, Winthrop, MA 02152

    $1,250,000
    4,062 sqft

    Well-maintained three-family home features separate utilities, off-street parking, and a landscaped backyard.

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    Two-Family Coastal Cottage
    Two-Family Coastal Cottage

    153 Locust Street, Winthrop, MA 02152

    $750,000
    1,963 sqft

    Two-family home offers off-street parking and flexible living with a one-bedroom and a three-bedroom unit.

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    Corner Lot Two-Family Residence
    Corner Lot Two-Family Residence

    7 Willis Avenue, Winthrop, MA 02152

    $849,900
    2,843 sqft

    Two-story duplex on a corner lot with 4-car parking, fenced yard, patio, and a 5-year-old roof.

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    Fully Occupied 6-Unit Apartment Building
    Fully Occupied 6-Unit Apartment Building

    304 Shirley Street, Winthrop, MA 02152

    $1,650,000
    4,122 sqft

    Six well-maintained 1-bedroom units operate as a fully occupied multifamily property near the beach.

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    Two-Family Residence with Laundry
    Two-Family Residence with Laundry

    44 Cottage Park Rd, Winthrop, MA 02152

    $869,500
    2,843 sqft

    Spacious two-family home with separate in-unit laundry and a mix of 2- and 4-bedroom layouts.

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    Three-Unit Residential Income Property
    Three-Unit Residential Income Property

    24 Trident Ave, Winthrop, MA 02152

    $1,050,000
    3,978 sqft

    Well-maintained three-family with ocean views, three off-street parking spaces, and an unfinished basement for storage.

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    Six-Unit Corner Apartment Building
    Six-Unit Corner Apartment Building

    566 Shirley St, Winthrop, MA 02152

    $2,250,000

    Well-maintained six-unit corner building with updated common areas, insulation, decks, and secured laundry amenities.

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    Two-Unit Residential Income Property
    Two-Unit Residential Income Property

    105 Ocean View St., Winthrop, MA 02152

    $939,000

    Turnkey 2-family with updated interiors, hardwood floors, parking, a fenced yard, and a finished heated attic with bonus rooms.

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    Mixed-Use Multi-Family with Development Plan
    Mixed-Use Multi-Family with Development Plan

    63-69 Putnam Street, Winthrop, MA 02152

    $2,460,000

    Four-unit mixed-use building with stable in-place NOI and Board of Appeals-approved plan for a new 12-unit building.

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    Legal Two-Family Property with Garage
    Legal Two-Family Property with Garage

    95 Marshall St, Winthrop, MA 02152

    $539,900

    Legal two-family on a level lot with off-street parking and detached garage, sold AS IS for renovation or redevelopment.

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    Winthrop Two-Family Home Near Ocean
    Winthrop Two-Family Home Near Ocean

    170 Cottage Park Rd, Winthrop, MA 02152

    $989,000
    0.22 AC lot

    Two-family home near the ocean with refinished hardwoods and modern amenities.

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    Multifamily Portfolio for Sale
    Multifamily Portfolio for Sale

    6 Jefferson St, Winthrop, MA 02152

    Contact for pricing

    Portfolio includes a 22-unit building, a two-family home, and a parking lot in Winthrop, Massachusetts.

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    Based on your search, we've compiled Potential Opportunities for your consideration. Besides 20 Active Listings in Winthrop, MA

    Winthrop, MA Multifamily Properties Market Trends and Statistics

    Explore 20 multifamily properties for sale in Winthrop, MA, showcased through 20 active listings on our real estate platform. These investment opportunities span a total of 46,249 square feet of properties for sale, with an estimated market value of $22,065,074.

    Sale prices for multifamily properties in Winthrop, MA start at $539,900, averaging $1,161,319, and reaching up to $2,460,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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    Top Commercial Asset Segments

    Commercial property segments ranked by active listings on the market

    Duplexes 12
    Apartment buildings 5
    Triplexes 3
    Quadplexes 2

    Demographics Overview

    Population 19K
    Population Growth (5Y) +1.5%
    Median Household Income $106,357
    College Educated 58.9%

    High-Yield Neighborhoods for Investment

    Identify Winthrop submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

    Neighborhood Average Price
    02152 $771.3K

    Taxes & Financing

    Tax Rate (average for all types) 1.04%
    Property Tax per SF $5.96 per SF
    Tax Rate vs County Average 1.21 pp below county avg
    Average Loan-to-Value 65.0%

    Listings Trend

    New vs delisted commercial listings in Suffolk County

    New Delisted

    Total CRE Inventory on Market (SF)

    Average Property Price per SF

    For-sale pricing trends across core commercial property types in Suffolk County

    Residential Income

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