7,437

Winthrop, MA Homes

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  • 800 Governor's Dr Unit 8, Winthrop, MA 02152
    800 Governor's Dr Unit 8, Winthrop, MA 02152
    800 Governor's Dr Unit 8, Winthrop, MA 02152
    /10

    $320,000 Sold Jul 02, 2024

    • 714 Sq Ft
    • $448/SF
    • 34 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1971

    800 Governor's Dr Unit 8, Winthrop, MA 02152

    Do you want to live close enough to the city but still feel as though you are in a suburban town? Winthrop, MA is the spot for you! This affordability two-bedroom, garden level condominium is in the perfect location for you to have the best of both worlds. Winthrop, MA is a seaside community offering beautiful beaches, several yacht clubs, delicious dining options, coffee shops, shopping stores,

    Devon Previte Blue Sky Realty

    800 Governor's Dr Unit 8, Winthrop, MA 02152
    • 53 Trident Ave Unit 304, Winthrop, MA 02152
      53 Trident Ave Unit 304, Winthrop, MA 02152
      53 Trident Ave Unit 304, Winthrop, MA 02152
      /18

      Est $369,681 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 663 Sq Ft

      53 Trident Ave Unit 304, Winthrop, MA 02152

      53 Trident Ave Unit 304, Winthrop, MA 02152
  • 46 Orlando Ave, Winthrop, MA 02152
    46 Orlando Ave, Winthrop, MA 02152
    46 Orlando Ave, Winthrop, MA 02152
    /25

    $1,255,000 Sold Jun 28, 2024

    • 2,044 Sq Ft
    • $614/SF
    • 5 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1956

    46 Orlando Ave, Winthrop, MA 02152

    SOUGHT AFTER LOCATION! This eight room home has it all & needs a buyer who wants it all. Custom built in 1956 & proudly maintained by one owner, it's now time for a new buyer to love living here. The spacious living room has a wood burning fireplace & leads to the dining room which has custom built in storage & a comfortable screened in porch for morning coffee or an afternoon nap. You'll

    Mary Ann Cash Charlesgate Realty Group, llc

    46 Orlando Ave, Winthrop, MA 02152
    • 171 Winthrop Shore Dr Unit 1, Winthrop, MA 02152
      171 Winthrop Shore Dr Unit 1, Winthrop, MA 02152
      171 Winthrop Shore Dr Unit 1, Winthrop, MA 02152
      /37

      Est $701,147 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,706 Sq Ft

      171 Winthrop Shore Dr Unit 1, Winthrop, MA 02152

      171 Winthrop Shore Dr Unit 1, Winthrop, MA 02152
  • 12 Winthrop St, Winthrop, MA 02152
    12 Winthrop St, Winthrop, MA 02152
    12 Winthrop St, Winthrop, MA 02152
    /13

    $530,000 Sold Jun 28, 2024

    • 1,250 Sq Ft
    • $424/SF
    • 3 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1900

    12 Winthrop St, Winthrop, MA 02152

    Serene location for your new residence... centrally located for convenience to Center and Beaches. This house needs it all especially YOU! Home has hardwood floors and some natural wood detail. First floor has entry way, kitchen/dining combo, & living room. Second floor has three bedrooms, full bath, and small enclosed porch off main bed. Exterior has fenced in yard, garage, and driveway. First

    Sheryl Howard Cottage Hill Real Estate

    12 Winthrop St, Winthrop, MA 02152
    • 36 River Rd, Winthrop, MA 02152
      36 River Rd, Winthrop, MA 02152
      36 River Rd, Winthrop, MA 02152
      /39

      Est $716,118 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,781 Sq Ft

      36 River Rd, Winthrop, MA 02152

      36 River Rd, Winthrop, MA 02152
  • 620 Shirley St Unit 1, Winthrop, MA 02152
    620 Shirley St Unit 1, Winthrop, MA 02152
    620 Shirley St Unit 1, Winthrop, MA 02152
    /15

    $725,000 Sold Jun 28, 2024

    • 1,485 Sq Ft
    • $488/SF
    • 192 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1880

    620 Shirley St Unit 1, Winthrop, MA 02152

    Enjoy Panoramic Harbor and Boston skyline views throughout this gorgeous European design inspired three bedroom, three bathroom condo home! Imagine gazing on your private wrap-around deck and reflecting on the ever changing landscape of the seasons! Enjoy entertaining friends or family any time of day, especially during the captivating sunsets over Boston! The open concept living/kitchen space

    Lisa Sheehan Berkshire Hathaway HomeServices Robert Paul Properties

    620 Shirley St Unit 1, Winthrop, MA 02152
    • 47 Edgehill Rd, Winthrop, MA 02152
      47 Edgehill Rd, Winthrop, MA 02152
      47 Edgehill Rd, Winthrop, MA 02152
      /35

      Est $1,105,223 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,610 Sq Ft

      47 Edgehill Rd, Winthrop, MA 02152

      47 Edgehill Rd, Winthrop, MA 02152
  • 158 Shirley St Unit 2, Winthrop, MA 02152
    158 Shirley St Unit 2, Winthrop, MA 02152
    158 Shirley St Unit 2, Winthrop, MA 02152
    /11

    $605,000 Sold Jun 27, 2024

    • 1,100 Sq Ft
    • $550/SF
    • 5 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1920

    158 Shirley St Unit 2, Winthrop, MA 02152

    Welcome to your newly renovated sanctuary! This exceptional bi-level condo seamlessly blends contemporary style with ultimate comfort. The first floor invites you into an open concept living space, perfect for entertaining. The stylish kitchen boasts stainless steel appliances, upgraded countertops, and cabinets, with the kitchen island serving as a hub for casual dining or lively conversations.

    Leighann Eruzione Lantern Residential

    158 Shirley St Unit 2, Winthrop, MA 02152
    • 56 Edgehill Rd, Winthrop, MA 02152
      56 Edgehill Rd, Winthrop, MA 02152
      56 Edgehill Rd, Winthrop, MA 02152
      /34

      Est $902,275 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 2,210 Sq Ft

      56 Edgehill Rd, Winthrop, MA 02152

      56 Edgehill Rd, Winthrop, MA 02152
    • 24 Edgehill Rd, Winthrop, MA 02152
      24 Edgehill Rd, Winthrop, MA 02152
      24 Edgehill Rd, Winthrop, MA 02152
      /11

      Est $932,294 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,004 Sq Ft

      24 Edgehill Rd, Winthrop, MA 02152

      24 Edgehill Rd, Winthrop, MA 02152
    • 58 Cutler St, Winthrop, MA 02152
      58 Cutler St, Winthrop, MA 02152
      58 Cutler St, Winthrop, MA 02152
      /37

      Est $741,627 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,057 Sq Ft

      58 Cutler St, Winthrop, MA 02152

      58 Cutler St, Winthrop, MA 02152
    • 36 Cutler St Unit 3, Winthrop, MA 02152
      36 Cutler St Unit 3, Winthrop, MA 02152
      36 Cutler St Unit 3, Winthrop, MA 02152
      /13

      Est $374,392 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 831 Sq Ft

      36 Cutler St Unit 3, Winthrop, MA 02152

      36 Cutler St Unit 3, Winthrop, MA 02152
    • 370 Shirley St, Winthrop, MA 02152
      370 Shirley St, Winthrop, MA 02152
      370 Shirley St, Winthrop, MA 02152
      /42

      Est $877,782 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 1,861 Sq Ft

      370 Shirley St, Winthrop, MA 02152

      370 Shirley St, Winthrop, MA 02152
    • 38 Forrest St Unit 2L, Winthrop, MA 02152
      38 Forrest St Unit 2L, Winthrop, MA 02152
      38 Forrest St Unit 2L, Winthrop, MA 02152
      /21

      Est $427,714 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 945 Sq Ft

      38 Forrest St Unit 2L, Winthrop, MA 02152

      38 Forrest St Unit 2L, Winthrop, MA 02152
    • 29 Dolphin Ave, Winthrop, MA 02152
      29 Dolphin Ave, Winthrop, MA 02152
      29 Dolphin Ave, Winthrop, MA 02152
      /39

      Est $820,855 Not Listed For Sale

      • 6 Beds
      • 2 Baths
      • 2,144 Sq Ft

      29 Dolphin Ave, Winthrop, MA 02152

      29 Dolphin Ave, Winthrop, MA 02152
    • 56 Willow Ave, Winthrop, MA 02152
      56 Willow Ave, Winthrop, MA 02152
      56 Willow Ave, Winthrop, MA 02152
      /34

      Est $839,251 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,032 Sq Ft

      56 Willow Ave, Winthrop, MA 02152

      56 Willow Ave, Winthrop, MA 02152
    • 45 Chester Ave, Winthrop, MA 02152
      45 Chester Ave, Winthrop, MA 02152
      45 Chester Ave, Winthrop, MA 02152
      /42

      Est $907,365 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,359 Sq Ft

      45 Chester Ave, Winthrop, MA 02152

      45 Chester Ave, Winthrop, MA 02152
    • 158 Winthrop St, Winthrop, MA 02152
      158 Winthrop St, Winthrop, MA 02152
      158 Winthrop St, Winthrop, MA 02152
      /38

      Est $1,086,133 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,051 Sq Ft

      158 Winthrop St, Winthrop, MA 02152

      158 Winthrop St, Winthrop, MA 02152
    • 142 Winthrop St, Winthrop, MA 02152
      142 Winthrop St, Winthrop, MA 02152
      142 Winthrop St, Winthrop, MA 02152
      /41

      Est $801,404 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,294 Sq Ft

      142 Winthrop St, Winthrop, MA 02152

      142 Winthrop St, Winthrop, MA 02152
    • 10 Putnam Place, Winthrop, MA 02152
      10 Putnam Place, Winthrop, MA 02152
      10 Putnam Place, Winthrop, MA 02152
      /38

      Est $673,944 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,100 Sq Ft

      10 Putnam Place, Winthrop, MA 02152

      10 Putnam Place, Winthrop, MA 02152
    • 23 Fremont St Unit 25, Winthrop, MA 02152
      23 Fremont St Unit 25, Winthrop, MA 02152
      23 Fremont St Unit 25, Winthrop, MA 02152
      /40

      Est $1,095,267 Not Listed For Sale

      • 6 Beds
      • 3 Baths
      • 3,420 Sq Ft

      23 Fremont St Unit 25, Winthrop, MA 02152

      23 Fremont St Unit 25, Winthrop, MA 02152
    • 25 Somerset Ave Unit 2, Winthrop, MA 02152
      25 Somerset Ave Unit 2, Winthrop, MA 02152
      25 Somerset Ave Unit 2, Winthrop, MA 02152
      /23

      Est $500,201 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,203 Sq Ft

      25 Somerset Ave Unit 2, Winthrop, MA 02152

      25 Somerset Ave Unit 2, Winthrop, MA 02152
    • 100 Waldemar Ave, Winthrop, MA 02152
      100 Waldemar Ave, Winthrop, MA 02152
      100 Waldemar Ave, Winthrop, MA 02152
      /42

      Est $905,640 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,204 Sq Ft

      100 Waldemar Ave, Winthrop, MA 02152

      100 Waldemar Ave, Winthrop, MA 02152
    • 142 Pauline St, Winthrop, MA 02152
      142 Pauline St, Winthrop, MA 02152
      142 Pauline St, Winthrop, MA 02152
      /20

      Est $961,465 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,600 Sq Ft

      142 Pauline St, Winthrop, MA 02152

      142 Pauline St, Winthrop, MA 02152
    • 380 Pleasant St, Winthrop, MA 02152
      380 Pleasant St, Winthrop, MA 02152
      380 Pleasant St, Winthrop, MA 02152
      /42

      Est $804,702 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,500 Sq Ft

      380 Pleasant St, Winthrop, MA 02152

      380 Pleasant St, Winthrop, MA 02152
    • 116 Court Rd, Winthrop, MA 02152
      116 Court Rd, Winthrop, MA 02152
      116 Court Rd, Winthrop, MA 02152
      /42

      Est $810,078 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,424 Sq Ft

      116 Court Rd, Winthrop, MA 02152

      116 Court Rd, Winthrop, MA 02152
    • 10 Loring Rd, Winthrop, MA 02152
      10 Loring Rd, Winthrop, MA 02152
      10 Loring Rd, Winthrop, MA 02152
      /39

      Est $788,127 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,544 Sq Ft

      10 Loring Rd, Winthrop, MA 02152

      10 Loring Rd, Winthrop, MA 02152
    • 56 Winthrop Shore Dr Unit 3, Winthrop, MA 02152
      56 Winthrop Shore Dr Unit 3, Winthrop, MA 02152
      56 Winthrop Shore Dr Unit 3, Winthrop, MA 02152
      /24

      Est $581,732 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,176 Sq Ft

      56 Winthrop Shore Dr Unit 3, Winthrop, MA 02152

      56 Winthrop Shore Dr Unit 3, Winthrop, MA 02152
    • 16 Underhill St Unit 2, Winthrop, MA 02152
      16 Underhill St Unit 2, Winthrop, MA 02152
      16 Underhill St Unit 2, Winthrop, MA 02152
      /40

      Est $491,319 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,139 Sq Ft

      16 Underhill St Unit 2, Winthrop, MA 02152

      16 Underhill St Unit 2, Winthrop, MA 02152
    • 241 Washington Ave Unit 3, Winthrop, MA 02152
      241 Washington Ave Unit 3, Winthrop, MA 02152
      241 Washington Ave Unit 3, Winthrop, MA 02152
      /34

      Est $457,671 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 886 Sq Ft

      241 Washington Ave Unit 3, Winthrop, MA 02152

      241 Washington Ave Unit 3, Winthrop, MA 02152
    • 241 Washington Ave Unit 1, Winthrop, MA 02152
      241 Washington Ave Unit 1, Winthrop, MA 02152
      241 Washington Ave Unit 1, Winthrop, MA 02152
      /27

      Est $415,495 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 460 Sq Ft

      241 Washington Ave Unit 1, Winthrop, MA 02152

      241 Washington Ave Unit 1, Winthrop, MA 02152
    • 235 Washington Ave Unit 5, Winthrop, MA 02152
      235 Washington Ave Unit 5, Winthrop, MA 02152
      235 Washington Ave Unit 5, Winthrop, MA 02152
      /26

      Est $451,721 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 860 Sq Ft

      235 Washington Ave Unit 5, Winthrop, MA 02152

      235 Washington Ave Unit 5, Winthrop, MA 02152
    • 247 Washington Ave Unit 23, Winthrop, MA 02152
      247 Washington Ave Unit 23, Winthrop, MA 02152
      247 Washington Ave Unit 23, Winthrop, MA 02152
      /9

      Est $312,777 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 622 Sq Ft

      247 Washington Ave Unit 23, Winthrop, MA 02152

      247 Washington Ave Unit 23, Winthrop, MA 02152
    • 15 Ocean Ave Unit 202, Winthrop, MA 02152
      15 Ocean Ave Unit 202, Winthrop, MA 02152
      15 Ocean Ave Unit 202, Winthrop, MA 02152
      /31

      Est $524,359 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,280 Sq Ft

      15 Ocean Ave Unit 202, Winthrop, MA 02152

      15 Ocean Ave Unit 202, Winthrop, MA 02152
    • 194 Washington Ave, Winthrop, MA 02152
      194 Washington Ave, Winthrop, MA 02152
      194 Washington Ave, Winthrop, MA 02152
      /9

      Est $920,667 Not Listed For Sale

      • 6 Beds
      • 4 Baths
      • 3,600 Sq Ft

      194 Washington Ave, Winthrop, MA 02152

      194 Washington Ave, Winthrop, MA 02152
    • 36 Elmwood Ave, Winthrop, MA 02152
      36 Elmwood Ave, Winthrop, MA 02152
      36 Elmwood Ave, Winthrop, MA 02152
      /26

      Est $779,326 Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 2,032 Sq Ft

      36 Elmwood Ave, Winthrop, MA 02152

      36 Elmwood Ave, Winthrop, MA 02152
    • 26 Elmwood Ave, Winthrop, MA 02152
      26 Elmwood Ave, Winthrop, MA 02152
      26 Elmwood Ave, Winthrop, MA 02152
      /29

      Est $881,603 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 2,248 Sq Ft

      26 Elmwood Ave, Winthrop, MA 02152

      26 Elmwood Ave, Winthrop, MA 02152
    • 20 Elmwood Ave, Winthrop, MA 02152
      20 Elmwood Ave, Winthrop, MA 02152
      20 Elmwood Ave, Winthrop, MA 02152
      /39

      Est $875,518 Not Listed For Sale

      • 5 Beds
      • 1.5 Baths
      • 1,920 Sq Ft

      20 Elmwood Ave, Winthrop, MA 02152

      20 Elmwood Ave, Winthrop, MA 02152
    • 59 Lewis Ave, Winthrop, MA 02152
      59 Lewis Ave, Winthrop, MA 02152
      59 Lewis Ave, Winthrop, MA 02152
      /42

      Est $863,898 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,884 Sq Ft

      59 Lewis Ave, Winthrop, MA 02152

      59 Lewis Ave, Winthrop, MA 02152

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