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Winthrop, MA Houses for Sale

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  • /26

    $879,000

    • 3 Beds
    • 2.5 Baths
    • 2,115 Sq Ft

    54 Villa Ave Unit 2, Winthrop, MA 02152

    Modern 2019 move-in ready townhouse with coastal charm! This meticulously crafted 3-bedroom, 2.5-bathroom home brimming with natural light and coastal charm with features such as soaring ceilings, walls of windows, and an open floor plan. Key Features: • Statement gas fireplace as living room focal point • Designer kitchen with premium appliances • Private backyard with dedicated driveway parking

    The Reference Group Reference Real Estate

    54 Villa Ave Unit 2, Winthrop, MA 02152
  • /31

    $879,900

    • 3 Beds
    • 2.5 Baths
    • 2,293 Sq Ft

    100 Cottage Ave, Winthrop, MA 02152

    Ideally located just steps from the Winthrop Yacht Club, The Landing, local restaurants, and both Winthrop and Yirrell Beach, this spacious single-family home offers stunning water views and a clear line to Boston’s skyline. The first level features a unique and expansive layout with a formal living and dining room anchored by a double-sided fireplace wrapped in lava-rock, plus two additional

    The Reference Group Reference Real Estate

    100 Cottage Ave, Winthrop, MA 02152
  • /42

    $870,000

    • 4 Beds
    • 3.5 Baths
    • 2,350 Sq Ft

    136 Pauline St, Winthrop, MA 02152

    Beautifully renovated 4-bedroom, 3.5-bath single-family home, fully gutted and updated in 2020. This turnkey property features an open floor plan with seamless flow between the spacious living room, dining area, and modern kitchen—perfect for today’s lifestyle and entertaining. The primary suite includes a walk-in closet and private en-suite bath. A finished basement (2021) provides flexible

    Anthony Carestia William Raveis R.E. & Home Services

    136 Pauline St, Winthrop, MA 02152
  • /42

    $799,000

    • 3 Beds
    • 2 Baths
    • 1,418 Sq Ft

    32 Hale Ave, Winthrop, MA 02152

    A spectacular hilltop home with unmatched 360 views. A once-in-a-lifetime opportunity to own this exceptional hilltop property offering panoramic views of the Atlantic Ocean, Boston Harbor, Winthrop Harbor, and the Boston skyline. Ocean views from every room and all three decks make this home truly one of a kind. Steeped in history, this site was purposely chosen by Patriot troops during the

    Sharon Tallent Compass

    32 Hale Ave, Winthrop, MA 02152
  • /42

    $949,000

    • 3 Beds
    • 1.5 Baths
    • 1,900 Sq Ft

    43 Loring Rd, Winthrop, MA 02152

    Welcome to this spacious center-entrance home in the highly desirable Maze neighborhood of Winthrop, 02152. This three-bedroom, one-and-a-half-bath home is brimming with charm, featuring beautiful original woodwork and a fantastic layout that offers plenty of space to entertain or simply stretch out and relax.Inside, you’ll find a traditional dining room, a cozy fireplace, and a lower-level

    Nicole Bettano Lantern Residential

    43 Loring Rd, Winthrop, MA 02152
  • /41

    $739,999 Open Thu 5PM - 6:30PM

    • 3 Beds
    • 1.5 Baths
    • 1,994 Sq Ft

    25 Charles St, Winthrop, MA 02152

    Welcome to this beautifully updated 3-bedroom, 1.5-bath home just two houses away from Winthrop Beach. This inviting home offers the perfect blend of comfort, style, and seaside living. Bright and spacious open-concept first floor, ideal for entertaining and everyday living with a convenient half bath off of the living room and sliders off of the dining room]. Upstairs are 3 spacious bedrooms,

    Christine D'Ambrosio Lantern Residential

    25 Charles St, Winthrop, MA 02152
  • /26

    $1,099,900

    • 5 Beds
    • 2.5 Baths
    • 2,237 Sq Ft

    26 Sargent St, Winthrop, MA 02152

    Welcome to 26 Sargent Street, a beautifully restored and thoughtfully upgraded single-family residence nestled on one of Winthrop’s most picturesque, tree-lined streets. This expansive 5+ bedroom, 2.5 bath home masterfully blends timeless architectural charm with modern luxury, offering refined living spaces and every contemporary convenience. From the moment you enter, you’ll be captivated by

    Mike Wetherbee Cameron Real Estate Group

    26 Sargent St, Winthrop, MA 02152
  • /42

    $650,000

    • 4 Beds
    • 2 Baths
    • 1,483 Sq Ft

    54 Townsend St, Winthrop, MA 02152

    Welcome to this delightful 1926 Cottage/Bungalow located in the highly sought-after Point Shirley section of Winthrop.With 7+ rooms, 3+ bdrms, and 13⁄4 baths, this lovingly maintained home offers timeless character and stunning views. Begin your day on the charming front porch perfect for morning coffee, a good book, or an evening beverage while soaking in the coastal scenery. Inside, the living

    Cathie Curran Charlesgate Realty Group, llc

    54 Townsend St, Winthrop, MA 02152
  • /31

    $588,888

    • 4 Beds
    • 1.5 Baths
    • 1,785 Sq Ft

    123 Buchanan St, Winthrop, MA 02152

    Step back in time, a stately home ready to be restored and reimagined. This 4-bedroom, 1.5-bath is rich with character—featuring original beamed ceilings, ornamental exterior wood trim, and timeless architectural details that set the stage for a stunning transformation. Located near Winthrop Golf Club, High School, and the coastal beauty of Boston’s shoreline, this home offers a rare opportunity

    Ronda Cogliano Century 21 North East

    123 Buchanan St, Winthrop, MA 02152
  • /35

    $650,000

    • 2 Beds
    • 1 Bath
    • 1,262 Sq Ft

    88 Grand View Ave, Winthrop, MA 02152

    Welcome to the beach! Enjoy breathtaking sunset views over the city your nightly show from home. This charming property is a perfect condo alternative offering rare first-floor living. The open layout features a brand-new kitchen with polished quartz countertops, two bedrooms, and a beautifully renovated full bath. The second bedroom includes in-unit laundry for added convenience. Step out to a

    Elizabeth Ferrara Cottage Hill Real Estate

    88 Grand View Ave, Winthrop, MA 02152
  • /30

    $699,900

    • 3 Beds
    • 1 Bath
    • 1,548 Sq Ft

    60 Waldemar Ave, Winthrop, MA 02152

    Located in one of Winthrop's most desirable Center locations, this well maintained 7 room, 3 bedroom single says welcome home! The kitchen has been updated with granite counters and stainless steel appliances and the bayed living and dining rooms with high ceilings are elegant and very inviting. The full bath has a jetted tub and separate shower! There are beautiful wood floors throughout. Love

    James Polino Compass

    60 Waldemar Ave, Winthrop, MA 02152
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