7,538

Winthrop, MA Homes

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  • 170 Cottage Park Rd, Winthrop, MA 02152
    170 Cottage Park Rd, Winthrop, MA 02152
    170 Cottage Park Rd, Winthrop, MA 02152
    /29

    $989,000 Pending

    • 7 Beds
    • 4 Baths
    • 3,800 Sq Ft

    170 Cottage Park Rd, Winthrop, MA 02152

    A rare opportunity with a 2 family home on one of the best streets in Winthrop! One block to the ocean. Several locale yacht clubs. A few blocks to the town center with many shops, a few great cafes, several excellent restaurants, Great sized yard with a basketball court. One car garage and 4 car off street tandem parking. Refinished hardwoods throughout the entire home. Tiled bathrooms, kitchen,

    Aaron Daigneault Blue Sky Realty

    170 Cottage Park Rd, Winthrop, MA 02152
  • 8 Seafoam Ave Unit 1, Winthrop, MA 02152
    8 Seafoam Ave Unit 1, Winthrop, MA 02152
    8 Seafoam Ave Unit 1, Winthrop, MA 02152
    /17

    $3,100 total monthly price

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Apartment for Rent

    8 Seafoam Ave Unit 1, Winthrop, MA 02152

    This updated 1,200 sq. ft. first-floor apartment blends space and style just steps from Winthrop Beach. Inside, three roomy bedrooms complement an airy layout with newly painted walls and gleaming hardwood floors. The kitchen shines with brand-new granite countertops and stainless-steel appliances—including refrigerator, stove, and dishwasher—while an in-unit washer and dryer add everyday ease.

    Sebastian Taborda Broad Sound Real Estate, LLC

    8 Seafoam Ave Unit 1, Winthrop, MA 02152
  • 19 Banks St, Winthrop, MA 02152
    19 Banks St, Winthrop, MA 02152
    19 Banks St, Winthrop, MA 02152
    /30

    $715,000 Sold Sep 30, 2025

    19 Banks St, Winthrop, MA 02152

    • 3 Beds
    • 1 Bath
    • 1,269 Sq Ft
    • Built 1936

    Last Sold Summary

    • 5% Below List Price
    • $563/SF
    • 58 Days On Market

    Last Listing Agent Susan Doig Charlesgate Realty Group, llc

    19 Banks St, Winthrop, MA 02152
    • 25 Almont St Unit B, Winthrop, MA 02152
      25 Almont St Unit B, Winthrop, MA 02152
      25 Almont St Unit B, Winthrop, MA 02152
      /38

      Est $771,559 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,049 Sq Ft

      25 Almont St Unit B, Winthrop, MA 02152

      25 Almont St Unit B, Winthrop, MA 02152
  • 10 Somerset Ave Unit 206, Winthrop, MA 02152
    10 Somerset Ave Unit 206, Winthrop, MA 02152
    10 Somerset Ave Unit 206, Winthrop, MA 02152
    /32

    $594,900 Pending

    • 2 Beds
    • 2 Baths
    • 985 Sq Ft

    10 Somerset Ave Unit 206, Winthrop, MA 02152

    Welcome to The Somerset—Winthrop’s newest boutique condo development, where coastal charm meets modern luxury. This spacious 2-bedroom, 2-bath home is designed for effortless living, featuring a sun-drenched open layout, private balcony, and oversized walk-in wardrobes in both bedrooms. Enjoy a sleek kitchen with stainless steel appliances, quartz countertops, and soft-close cabinetry, flowing

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 206, Winthrop, MA 02152
  • 374 Shirley St Unit 2, Winthrop, MA 02152
    374 Shirley St Unit 2, Winthrop, MA 02152
    374 Shirley St Unit 2, Winthrop, MA 02152
    /32

    $3,800 total monthly price

    • 3 Beds
    • 4 Baths
    • 1,179 Sq Ft
    • Apartment for Rent

    374 Shirley St Unit 2, Winthrop, MA 02152

    Sparkling new renovated apartment in a perfect location!!! Walking distance to all Winthrop has to offer, including many delicious dining options. 3 bedroom, 2 bath apartment with en suite bathroom connected to the master bedroom. Huge, bright, and functional kitchen with room for a dining table. Washer and Dryer in unit. Large balcony overlooking the pristine landscaping. Parking for one car in

    Anne Genovese Legacy Realty Advisors LLC

    374 Shirley St Unit 2, Winthrop, MA 02152
  • 19 Neptune Ave Unit 2, Winthrop, MA 02152
    19 Neptune Ave Unit 2, Winthrop, MA 02152
    19 Neptune Ave Unit 2, Winthrop, MA 02152
    /21

    $675,000 Sold Feb 25, 2025

    19 Neptune Ave Unit 2, Winthrop, MA 02152

    • 3 Beds
    • 2 Baths
    • 1,415 Sq Ft
    • Built 2022

    Last Sold Summary

    • 4% Above List Price
    • $477/SF
    • 2 Days On Market

    Current Estimated Value $687,571

    Last Listing Agent The Reference Group Reference Real Estate

    19 Neptune Ave Unit 2, Winthrop, MA 02152
    • 70 Shirley St, Winthrop, MA 02152
      70 Shirley St, Winthrop, MA 02152
      70 Shirley St, Winthrop, MA 02152
      /28

      Est $868,732 Not Listed For Sale

      • 6 Beds
      • 3 Baths
      • 3,541 Sq Ft

      70 Shirley St, Winthrop, MA 02152

      70 Shirley St, Winthrop, MA 02152
  • 1001 Shirley St Unit 1, Winthrop, MA 02152
    1001 Shirley St Unit 1, Winthrop, MA 02152
    1001 Shirley St Unit 1, Winthrop, MA 02152
    /25

    $1,200,000

    • 2 Beds
    • 2.5 Baths
    • 1,868 Sq Ft

    1001 Shirley St Unit 1, Winthrop, MA 02152

    As the flagship residence at The Pearl, Unit 1 showcases one of the most spacious layouts in the collection, blending ocean views with striking modern details. Steps from the shoreline in Winthrop’s Point Shirley, it spans two levels with hardwood floors, soaring cathedral beamed ceilings, and a fireplace that anchors the living room while a second warms the primary suite. The chef’s kitchen is

    The Reference Group Reference Real Estate

    1001 Shirley St Unit 1, Winthrop, MA 02152
  • 35 Lincoln St Unit 1, Winthrop, MA 02152
    35 Lincoln St Unit 1, Winthrop, MA 02152
    35 Lincoln St Unit 1, Winthrop, MA 02152
    /11

    $3,150 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,300 Sq Ft
    • Apartment for Rent

    35 Lincoln St Unit 1, Winthrop, MA 02152

    Fully renovated unit with all the amenities, and terrific outdoor spaces. Unit 1 of this 3 unit building has 2 bedrooms and 1 bath, and a mix modern conveniences with classic details. Single floor of living, all on the first floor. Open-concept living/kitchen, generous bedrooms with glass enclosed walk in shower and organized closets, enhanced by high ceilings, and large windows throughout. Great

    Daniel Vannoni Housequarters

    35 Lincoln St Unit 1, Winthrop, MA 02152
  • 26 Forrest St Unit 3, Winthrop, MA 02152
    26 Forrest St Unit 3, Winthrop, MA 02152
    26 Forrest St Unit 3, Winthrop, MA 02152
    /21

    $462,000 Sold Nov 03, 2025

    26 Forrest St Unit 3, Winthrop, MA 02152

    • 3 Beds
    • 1 Bath
    • 1,325 Sq Ft
    • Built 1890

    Last Sold Summary

    • 3% Above List Price
    • $349/SF
    • 6 Days On Market

    Last Listing Agent Richard Harkins EWK Realty

    26 Forrest St Unit 3, Winthrop, MA 02152
    • 76 Atlantic St, Winthrop, MA 02152
      76 Atlantic St, Winthrop, MA 02152
      76 Atlantic St, Winthrop, MA 02152
      /40

      Est $1,264,852 Not Listed For Sale

      • 7 Beds
      • 4.5 Baths
      • 3,648 Sq Ft

      76 Atlantic St, Winthrop, MA 02152

      76 Atlantic St, Winthrop, MA 02152
  • 1001 Shirley St Unit 3, Winthrop, MA 02152
    1001 Shirley St Unit 3, Winthrop, MA 02152
    1001 Shirley St Unit 3, Winthrop, MA 02152
    /21

    $979,000

    • 2 Beds
    • 2.5 Baths
    • 1,561 Sq Ft

    1001 Shirley St Unit 3, Winthrop, MA 02152

    Once a cornerstone of the Point Shirley community, this former church has been completely reimagined into five striking townhomes that blend architectural soul with modern precision. The Pearl is a bold statement... Thoughtful design, coastal light, and space that actually feels like home. Unit 3 offers over 1,500 square feet across two levels with an open main floor that feels expansive but

    The Reference Group Reference Real Estate

    1001 Shirley St Unit 3, Winthrop, MA 02152
  • 900 Governors Dr Unit 22, Winthrop, MA 02152
    900 Governors Dr Unit 22, Winthrop, MA 02152
    /2

    $2,400 total monthly price

    • 2 Beds
    • 1 Bath
    • 821 Sq Ft
    • Condo for Rent

    900 Governors Dr Unit 22, Winthrop, MA 02152

    This great 2 bedroom and 1 bath unit is located in Winthrop's Governors Park. This unit has a newer kitchen and the bathroom has a tub and shower. This comes with 2 car on-premises sticker parking. Laundry is on the ground floor of the building. The bus stop is right at the entrance to Governors Park where a bus picks up to go to Orient Heights T station. It is walking distance to the Fort Banks

    James Polino Compass

    900 Governors Dr Unit 22, Winthrop, MA 02152
  • 52 Washington Ave, Winthrop, MA 02152
    52 Washington Ave, Winthrop, MA 02152
    52 Washington Ave, Winthrop, MA 02152
    /41

    $1,100,000 Sold Jul 24, 2025

    52 Washington Ave, Winthrop, MA 02152

    • 5 Beds
    • 3 Baths
    • 4,223 Sq Ft
    • Built 1900

    Last Sold Summary

    • 5% Above List Price
    • $260/SF
    • 38 Days On Market

    Current Estimated Value $987,189

    Last Listing Agent Elizabeth Ferrara Cottage Hill Real Estate

    52 Washington Ave, Winthrop, MA 02152
    • 700 Governors Dr Unit 5, Winthrop, MA 02152
      700 Governors Dr Unit 5, Winthrop, MA 02152
      700 Governors Dr Unit 5, Winthrop, MA 02152
      /27

      Est $350,243 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 772 Sq Ft

      700 Governors Dr Unit 5, Winthrop, MA 02152

      700 Governors Dr Unit 5, Winthrop, MA 02152
  • 11 Forrest St Unit 2, Winthrop, MA 02152
    11 Forrest St Unit 2, Winthrop, MA 02152
    11 Forrest St Unit 2, Winthrop, MA 02152
    /28

    $3,800 total monthly price

    • 4 Beds
    • 2 Baths
    • 1,450 Sq Ft
    • Apartment for Rent

    11 Forrest St Unit 2, Winthrop, MA 02152

    Albeiro Lopera United Brokers

    11 Forrest St Unit 2, Winthrop, MA 02152
  • 1 Seal Harbor Rd Unit 316, Winthrop, MA 02152
    1 Seal Harbor Rd Unit 316, Winthrop, MA 02152
    1 Seal Harbor Rd Unit 316, Winthrop, MA 02152
    /35

    $724,900 Sold Jul 31, 2025

    1 Seal Harbor Rd Unit 316, Winthrop, MA 02152

    • 2 Beds
    • 2 Baths
    • 1,417 Sq Ft
    • Built 1983

    Last Sold Summary

    • 3% Below List Price
    • $512/SF
    • 124 Days On Market

    Current Estimated Value $722,279

    Last Listing Agent Sharon Tallent Compass

    1 Seal Harbor Rd Unit 316, Winthrop, MA 02152
    • 600 Governors Dr Unit 20, Winthrop, MA 02152
      600 Governors Dr Unit 20, Winthrop, MA 02152
      600 Governors Dr Unit 20, Winthrop, MA 02152
      /18

      Est $355,179 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 782 Sq Ft

      600 Governors Dr Unit 20, Winthrop, MA 02152

      600 Governors Dr Unit 20, Winthrop, MA 02152
  • 68 Beach Rd Unit 2, Winthrop, MA 02152
    68 Beach Rd Unit 2, Winthrop, MA 02152
    68 Beach Rd Unit 2, Winthrop, MA 02152
    /4

    $1,700 total monthly price

    • 1 Bed
    • 1 Bath
    • Apartment for Rent

    68 Beach Rd Unit 2, Winthrop, MA 02152

    Rolls Charles Century 21 North East

    68 Beach Rd Unit 2, Winthrop, MA 02152
  • 212 Winthrop Shore Dr Unit 1, Winthrop, MA 02152
    212 Winthrop Shore Dr Unit 1, Winthrop, MA 02152
    212 Winthrop Shore Dr Unit 1, Winthrop, MA 02152
    /18

    $490,000 Sold Oct 29, 2025

    212 Winthrop Shore Dr Unit 1, Winthrop, MA 02152

    • 3 Beds
    • 1.5 Baths
    • 1,290 Sq Ft
    • Built 1900

    Last Sold Summary

    • 14% Below List Price
    • $380/SF
    • 36 Days On Market

    Last Listing Agent Leighann Eruzione Lantern Residential

    212 Winthrop Shore Dr Unit 1, Winthrop, MA 02152
    • 600 Governors Dr Unit 3, Winthrop, MA 02152
      600 Governors Dr Unit 3, Winthrop, MA 02152
      600 Governors Dr Unit 3, Winthrop, MA 02152
      /15

      Est $330,094 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 761 Sq Ft

      600 Governors Dr Unit 3, Winthrop, MA 02152

      600 Governors Dr Unit 3, Winthrop, MA 02152
  • 200 Woodside Ave, Winthrop, MA 02152
    200 Woodside Ave, Winthrop, MA 02152
    200 Woodside Ave, Winthrop, MA 02152
    /35

    $948,888 Sold Jul 29, 2025

    200 Woodside Ave, Winthrop, MA 02152

    • 5 Beds
    • 2 Baths
    • 2,532 Sq Ft
    • Built 1900

    Last Sold Summary

    • 3% Above List Price
    • $375/SF
    • 11 Days On Market

    Current Estimated Value $900,606

    Last Listing Agent Atiyeh Cassidy Blue Sky Realty

    200 Woodside Ave, Winthrop, MA 02152
    • 500 Governors Dr Unit 8, Winthrop, MA 02152
      500 Governors Dr Unit 8, Winthrop, MA 02152
      500 Governors Dr Unit 8, Winthrop, MA 02152
      /20

      Est $363,777 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 977 Sq Ft

      500 Governors Dr Unit 8, Winthrop, MA 02152

      500 Governors Dr Unit 8, Winthrop, MA 02152
  • 44 Birch Rd, Winthrop, MA 02152
    44 Birch Rd, Winthrop, MA 02152
    44 Birch Rd, Winthrop, MA 02152
    /32

    $900,000 Sold Nov 04, 2025

    44 Birch Rd, Winthrop, MA 02152

    • 3 Beds
    • 2 Baths
    • 1,883 Sq Ft
    • Built 1923

    Last Sold Summary

    • $478/SF
    • 7 Days On Market

    Last Listing Agent Ed Deveau Century 21 Mario Real Estate

    44 Birch Rd, Winthrop, MA 02152
    • 400 Governors Dr Unit 37, Winthrop, MA 02152
      400 Governors Dr Unit 37, Winthrop, MA 02152
      400 Governors Dr Unit 37, Winthrop, MA 02152
      /32

      Est $380,627 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 826 Sq Ft

      400 Governors Dr Unit 37, Winthrop, MA 02152

      400 Governors Dr Unit 37, Winthrop, MA 02152
  • 19 Oceanview Way, Winthrop, MA 02152
    19 Oceanview Way, Winthrop, MA 02152
    19 Oceanview Way, Winthrop, MA 02152
    /42

    $960,000 Sold Mar 14, 2025

    19 Oceanview Way, Winthrop, MA 02152

    • 5 Beds
    • 2 Baths
    • 3,749 Sq Ft
    • Built 1953

    Last Sold Summary

    • 1% Above List Price
    • $256/SF
    • 6 Days On Market

    Current Estimated Value $858,265

    Last Listing Agent Ella Goren Sunrise Realty & Investment LLC

    19 Oceanview Way, Winthrop, MA 02152
    • 400 Governors Dr Unit 32, Winthrop, MA 02152
      400 Governors Dr Unit 32, Winthrop, MA 02152
      400 Governors Dr Unit 32, Winthrop, MA 02152
      /21

      Est $374,803 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 821 Sq Ft

      400 Governors Dr Unit 32, Winthrop, MA 02152

      400 Governors Dr Unit 32, Winthrop, MA 02152
  • 24 Elliot St, Winthrop, MA 02152
    24 Elliot St, Winthrop, MA 02152
    24 Elliot St, Winthrop, MA 02152
    /26

    $480,000 Sold Jun 30, 2025

    24 Elliot St, Winthrop, MA 02152

    • 2 Beds
    • 1 Bath
    • 694 Sq Ft
    • Built 1900

    Last Sold Summary

    • 4% Below List Price
    • $692/SF
    • 23 Days On Market

    Current Estimated Value $481,398

    Last Listing Agent Jonathan Mathews Legacy Realty Advisors LLC

    24 Elliot St, Winthrop, MA 02152
    • 400 Governors Dr Unit 4, Winthrop, MA 02152
      400 Governors Dr Unit 4, Winthrop, MA 02152
      400 Governors Dr Unit 4, Winthrop, MA 02152
      /25

      Est $369,018 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 977 Sq Ft

      400 Governors Dr Unit 4, Winthrop, MA 02152

      400 Governors Dr Unit 4, Winthrop, MA 02152
  • 15 Ocean Dr Unit 105, Winthrop, MA 02152
    15 Ocean Dr Unit 105, Winthrop, MA 02152
    15 Ocean Dr Unit 105, Winthrop, MA 02152
    /31

    $465,000 Sold Nov 21, 2025

    15 Ocean Dr Unit 105, Winthrop, MA 02152

    • 2 Beds
    • 2 Baths
    • 1,460 Sq Ft
    • Built 1920

    Last Sold Summary

    • 3% Above List Price
    • $318/SF
    • 25 Days On Market

    Last Listing Agent Sarah Strangie Keller Williams Realty Boston-Metro | Back Bay

    15 Ocean Dr Unit 105, Winthrop, MA 02152
    • 300 Governors Dr Unit 16, Winthrop, MA 02152
      300 Governors Dr Unit 16, Winthrop, MA 02152
      300 Governors Dr Unit 16, Winthrop, MA 02152
      /20

      Est $352,236 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 723 Sq Ft

      300 Governors Dr Unit 16, Winthrop, MA 02152

      300 Governors Dr Unit 16, Winthrop, MA 02152
  • 509 Pleasant St, Winthrop, MA 02152
    509 Pleasant St, Winthrop, MA 02152
    509 Pleasant St, Winthrop, MA 02152
    /19

    $830,000 Sold Jul 21, 2025

    509 Pleasant St, Winthrop, MA 02152

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • Built 1930

    Last Sold Summary

    • $415/SF
    • 32 Days On Market

    Current Estimated Value $822,618

    Last Listing Agent Hayley Buonopane Conway - Swampscott

    509 Pleasant St, Winthrop, MA 02152
    • 300 Governors Dr Unit 12, Winthrop, MA 02152
      300 Governors Dr Unit 12, Winthrop, MA 02152
      300 Governors Dr Unit 12, Winthrop, MA 02152
      /19

      Est $356,803 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 723 Sq Ft

      300 Governors Dr Unit 12, Winthrop, MA 02152

      300 Governors Dr Unit 12, Winthrop, MA 02152
  • 54 Townsend St, Winthrop, MA 02152
    54 Townsend St, Winthrop, MA 02152
    54 Townsend St, Winthrop, MA 02152
    /42

    $620,000 Sold Nov 21, 2025

    54 Townsend St, Winthrop, MA 02152

    • 4 Beds
    • 2 Baths
    • 1,483 Sq Ft
    • Built 1926

    Last Sold Summary

    • 5% Below List Price
    • $418/SF
    • 87 Days On Market

    Last Listing Agent Cathie Curran Charlesgate Realty Group, llc

    54 Townsend St, Winthrop, MA 02152
    • 300 Governors Dr Unit 5, Winthrop, MA 02152
      300 Governors Dr Unit 5, Winthrop, MA 02152
      300 Governors Dr Unit 5, Winthrop, MA 02152
      /26

      Est $340,079 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 714 Sq Ft

      300 Governors Dr Unit 5, Winthrop, MA 02152

      300 Governors Dr Unit 5, Winthrop, MA 02152
  • 54 Otis St, Winthrop, MA 02152
    54 Otis St, Winthrop, MA 02152
    54 Otis St, Winthrop, MA 02152
    /42

    $625,000 Sold Sep 04, 2025

    54 Otis St, Winthrop, MA 02152

    • 4 Beds
    • 2 Baths
    • 2,130 Sq Ft
    • Built 1900

    Last Sold Summary

    • 17% Below List Price
    • $293/SF
    • 28 Days On Market

    Current Estimated Value $651,141

    Last Listing Agent Stephen Visco East Coast Realty, Inc.

    54 Otis St, Winthrop, MA 02152
    • 300 Governors Dr Unit 4, Winthrop, MA 02152
      300 Governors Dr Unit 4, Winthrop, MA 02152
      300 Governors Dr Unit 4, Winthrop, MA 02152
      /11

      Est $342,716 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 714 Sq Ft

      300 Governors Dr Unit 4, Winthrop, MA 02152

      300 Governors Dr Unit 4, Winthrop, MA 02152
  • 3 Seal Harbor Rd Unit 635, Winthrop, MA 02152
    3 Seal Harbor Rd Unit 635, Winthrop, MA 02152
    3 Seal Harbor Rd Unit 635, Winthrop, MA 02152
    /42

    $590,000 Sold Feb 19, 2025

    3 Seal Harbor Rd Unit 635, Winthrop, MA 02152

    • 2 Beds
    • 2 Baths
    • 1,306 Sq Ft
    • Built 1987

    Last Sold Summary

    • 2% Below List Price
    • $452/SF
    • 7 Days On Market

    Current Estimated Value $623,252

    Last Listing Agent Cathie Curran Charlesgate Realty Group, llc

    3 Seal Harbor Rd Unit 635, Winthrop, MA 02152
    • 200 Governors Dr Unit 6, Winthrop, MA 02152
      200 Governors Dr Unit 6, Winthrop, MA 02152
      200 Governors Dr Unit 6, Winthrop, MA 02152
      /12

      Est $348,405 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 772 Sq Ft

      200 Governors Dr Unit 6, Winthrop, MA 02152

      200 Governors Dr Unit 6, Winthrop, MA 02152

Showing Results 241 - 280, Page 7 of 18

Massachusetts Suffolk County Winthrop

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