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Winthrop Highlands Homes for Sale

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  • /35

    $538,999 Open Sat 10:30AM - 12PM

    • 2 Beds
    • 2 Baths
    • 874 Sq Ft

    12 Sewall Ave Unit 2, Winthrop, MA 02152

    Welcome to coastal living at its finest. This completely renovated 2-bedroom, 2-bathroom condominium offers a rare opportunity to own a turnkey home in one of Winthrop’s most sought-after locations—just moments from the water, with partial views to enjoy from the comfort of your own home. The brand-new kitchen features quartz countertops, custom cabinetry, and stainless steel appliances, while

    Alex Walsh Access

    12 Sewall Ave Unit 2, Winthrop, MA 02152
  • /41

    $1,265,000

    • 4 Beds
    • 3.5 Baths
    • 2,214 Sq Ft

    72 Sewall Ave, Winthrop, MA 02152

    Highly desirable location this home is only 16 years old built over its original foundation. this 4-bed, 3.5-bath home spans three levels in Winthrop’s Highlands. The first floor offers an open layout ideal for entertaining, with a spacious kitchen featuring white cabinets and updated countertops flowing into the living and dining rooms. French doors lead to a deck and patio overlooking a large,

    Elizabeth Ferrara Cottage Hill Real Estate

    72 Sewall Ave, Winthrop, MA 02152
  • /33

    $679,000

    • 3 Beds
    • 2 Baths
    • 1,849 Sq Ft

    44 Cliff Ave Unit 3, Winthrop, MA 02152

    Welcome to this expansive 1,850 sq ft condo that lives like a single-family home, perfectly perched in the highly desirable Winthrop Highlands. Enjoy breathtaking panoramic ocean views from not one, but two private decks. Inside, you're greeted by sun-drenched spaces, soaring ceilings, and a wide open floor plan that makes entertaining effortless. The modern eat-in kitchen features direct access

    Jenny Golic Lantern Residential

    44 Cliff Ave Unit 3, Winthrop, MA 02152
  • /42

    $1,400,000

    • 10 Beds
    • 4 Baths
    • 4,671 Sq Ft

    45 Highland Ave, Winthrop, MA 02152

    Incredible investment opportunity in the heart of the Highlands! This oversized 3-family property is has been generating strong income with potential for more. One unit is available for an owner occupant or savvy investor looking to maximize cashflow. Walk-out ground level 2-bedroom apartment. First-floor 2-bedroom unit with an additional office, living room, and dining room. Owner’s unit,

    Jonathan Mathews Legacy Realty Advisors LLC

    45 Highland Ave, Winthrop, MA 02152
  • /42

    $1,170,000

    • 5 Beds
    • 2 Baths
    • 2,151 Sq Ft

    328-330 Revere St, Winthrop, MA 02152

    This property is what the competition see as a "Triple Threat" *TURN KEY *LOCATION & *BIG LOT OF LAND! The first floor's Craftsman style details have had restoration, preserving the stain glass windows, hardwood floors, working wood fireplace, beamed ceilings & built-ins to really embody the character of days gone by. A gas stove with hood vent, & sliders to a deck off the kitchen, makes this

    Debra Messana LAER Realty Partners

    328-330 Revere St, Winthrop, MA 02152
  • /32

    $999,900

    • 4 Beds
    • 3.5 Baths
    • 3,432 Sq Ft

    68-70 Floyd St, Winthrop, MA 02152

    VERY IMPORTANT! BOM and VERY MUCH AVAILABLE......AMAZING PICTURE POST CARD SETTING FOR THIS BEAUTIFUL HOME IN WINTHROP'S HIGHLANDS LOCATION. This legal 2 family will appeal to single family Buyers as well. A " younger" home compared to most, this multi-level Contemporary has an open floor plan, eat in kitchen open to a great room with skylights and a slider to the large private yard. The

    Sharon Tallent Compass

    68-70 Floyd St, Winthrop, MA 02152
  • /30

    $825,000

    • 3 Beds
    • 2.5 Baths
    • 2,112 Sq Ft

    75 Sewall Ave, Winthrop, MA 02152

    Discover this vintage 1970s-style gem just a block from the ocean, perfectly situated in one of Winthrop's most sought-after neighborhoods. This inviting single-family home features three spacious bedrooms and two and a half baths, ideal for comfortable living. Step inside to find a blend of retro charm and modern convenience. The spacious mezzanine living room has soaring ceilings and is open to

    Harry Silverstein Keller Williams Realty Boston Northwest

    75 Sewall Ave, Winthrop, MA 02152
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