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    Winthrop, MA
    Duplex

    Winthrop, MA Duplexes 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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    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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    Turn Any Listing Into an Investment Snapshot Owner equity, real caprate, demand score for every listing. Go To Analytics Center
    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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    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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    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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    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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    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 16 Potential Opportunities for your consideration. Besides 12 Active listings in Winthrop, MA, we suggest exploring several alternatives: 4 properties in Nearby Cities

    Opportunities in Nearby Cities

    Here are 4 Similar properties we found in Nearby Locations for your consideration.

    Two-Family Residential Income Property
    Two-Family Residential Income Property

    105-107 Saint Andrew Rd, Boston, MA 02128

    $1,275,000
    2,876 sqft

    Well maintained two-family home with private backyard, driveway, garage, and finished third-floor living space in Unit 2.

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    Single-Family with In-Law Unit
    Single-Family with In-Law Unit

    41 Webster Avenue, Chelsea, MA 02150

    $869,900
    2,885 sqft

    Single-family home with in-law unit space, split-level interiors, and four paved off-street parking spaces.

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    Renovated Turnkey Two-Family Home
    Renovated Turnkey Two-Family Home

    3 Walley Street, Boston, MA 02128

    $1,150,000
    2,556 sqft

    Gut-renovated in 2021 and offered turnkey as two renovated 2-bed duplex apartments with in-unit laundry and central HVAC.

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    Two-Family Residential Income Property
    Two-Family Residential Income Property

    21 John St, Chelsea, MA 02150

    $899,900

    Well-maintained two-family with updated systems and two distinct unit layouts, plus off-street parking for three vehicles.

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    Winthrop, MA Duplexes Market Trends and Statistics

    Explore 12 duplexes for sale in Winthrop, MA, showcased through 12 active listings on our real estate platform. These investment opportunities span a total of 18,174 square feet of properties for sale, with an estimated market value of $8,867,074.

    Sale prices for duplexes in Winthrop, MA start at $539,900, averaging $806,097, and reaching up to $999,888 — 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 $724.8K

    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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