7,647

Winthrop, MA Homes

Section Image
    • /12

      Est $351,775

      Not Listed For Sale

      1100 Governors Dr Unit 4, Winthrop, MA 02152

      • 2 Beds
      • 1 Bath
      • 977 Sq Ft
      • Built 1971
      1100 Governors Dr Unit 4, Winthrop, MA 02152

      Last Sold Summary

      • 19 Days On Market

  • /2

    $2,460,000

    New Construction
    • 16 Beds
    • 14 Baths
    • 10,000 Sq Ft

    63-69 Putnam St, Winthrop, MA 02152

    DEVELOPMENT OPPORTUNITY with existing income property++The Breakwater++A rare coastal investment and development opportunity in the heart of Winthrop, Massachusetts. The mixed use property currently consists of a cash-flowing four-unit mixed-use building with stable in-place NOI of 71,300, combined with a Board of Appeals–approved plan to construct a new 12-unit building with podium parking

    The Bill Butler Group Leading Edge Real Estate

    63-69 Putnam St, Winthrop, MA 02152
  • /42

    $844,000

    Sold Apr 30, 2026

    19 Moore St, Winthrop, MA 02152

    • 5 Beds
    • 2.5 Baths
    • 2,212 Sq Ft
    • Built 1890

    Last Sold Summary

    • 2% Above List Price
    • $382/SF
    • 17 Days On Market

    Current Estimated Value $825,101

    Last Listing Agent Kevin Ochoa United Brokers

    19 Moore St, Winthrop, MA 02152
    • /20

      Est $328,109

      Not Listed For Sale

      1100 Governors Dr Unit 1, Winthrop, MA 02152

      • 2 Beds
      • 1 Bath
      • 772 Sq Ft
      • Built 1971
      1100 Governors Dr Unit 1, Winthrop, MA 02152

      Last Sold Summary

      • 5 Days On Market

  • /39

    $550,000

    $20K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 994 Sq Ft

    1 Seal Harbor Rd Unit 300, Winthrop, MA 02152

    Experience refined waterfront living in this fully renovated, ocean-facing residence. The chef’s kitchen is a true centerpiece, featuring a brand-new center island, quartz countertops, and premium appliances—perfect for effortless entertaining. Modern upgrades shine throughout, including new electrical, recessed lighting, and sleek ceiling fans. Relax in the spa-inspired bathroom with a walk-in

    Alla Rossi Coldwell Banker Realty - Boston

    1 Seal Harbor Rd Unit 300, Winthrop, MA 02152
  • /8

    $530,000

    Sold Jun 05, 2026

    54 Wilshire St, Winthrop, MA 02152

    • Land
    • 8,276 Sq Ft
    • $2,789,474 per Acre

    Last Sold Summary

    • 12% Below List Price
    • 68 Days On Market

    Last Listing Agent Lou Markakis Lynnway Associates

    54 Wilshire St, Winthrop, MA 02152
    • /4

      Est $349,399

      Not Listed For Sale

      1000 Governors Dr Unit 17, Winthrop, MA 02152

      • 2 Beds
      • 1 Bath
      • 811 Sq Ft
      • Built 1971
      1000 Governors Dr Unit 17, Winthrop, MA 02152

      Last Sold Summary

      • 39 Days On Market

  • /21

    $949,900

    $29K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,900 Sq Ft

    43 Loring Rd, Winthrop, MA 02152

    Single Home, Great Location Great Shape Ready to Move In.

    Jason Saphire www.HomeZu.com

    43 Loring Rd, Winthrop, MA 02152
  • /8

    $500,000

    Sold Sep 08, 2025

    39 Bay View Ave, Winthrop, MA 02152

    • 1 Bed
    • 1 Bath
    • 852 Sq Ft
    • Built 1935

    Last Sold Summary

    • 11% Above List Price
    • $587/SF
    • 4 Days On Market

    Current Estimated Value $486,481

    Last Listing Agent Devin Alicea-Bailey Byrnes Real Estate Group LLC

    39 Bay View Ave, Winthrop, MA 02152
    • /33

      Est $367,319

      Not Listed For Sale

      1000 Governors Dr Unit 7, Winthrop, MA 02152

      • 2 Beds
      • 1 Bath
      • 909 Sq Ft
      • Built 1971
      1000 Governors Dr Unit 7, Winthrop, MA 02152

      Last Sold Summary

      • 4 Days On Market

  • /11

    $619,000

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,251 Sq Ft

    91 Marshall St, Winthrop, MA 02152

    EXCEPTIONAL OPPORTUNITY to become a homeowner. This seven room single, in a convenient location, is close to the park, schools, shopping, bus to Blue Line and just six miles to Boston. Features include hardwood floors, eat in kitchen with a heated sunroom off of it, 1.5 tiled bathrooms, three bedrooms and a smaller room currently used as a walk in closet on the second floor. There is off street

    Mary Ann Cash Charlesgate Realty Group, llc

    91 Marshall St, Winthrop, MA 02152
  • /40

    $735,000

    Sold Sep 05, 2025

    4 Circuit Rd, Winthrop, MA 02152

    • 4 Beds
    • 1 Bath
    • 2,327 Sq Ft
    • Built 1920

    Last Sold Summary

    • $316/SF
    • 10 Days On Market

    Current Estimated Value $747,552

    Last Listing Agent Elizabeth Ferrara Cottage Hill Real Estate

    4 Circuit Rd, Winthrop, MA 02152
    • /17

      Est $514,964

      Not Listed For Sale

      24 Governors Dr, Winthrop, MA 02152

      • 2 Beds
      • 1.5 Baths
      • 949 Sq Ft
      • Built 1864
      24 Governors Dr, Winthrop, MA 02152

      Last Sold Summary

      • 74 Days On Market

  • /42

    $1,324,900

    • 4 Beds
    • 3 Baths
    • 2,640 Sq Ft

    129 Strandway, Winthrop, MA 02152

    Discover true beachfront living at 129 Strandway, where every day feels like vacation. Step from your back door directly into the sand and enjoy panoramic ocean views from the heated sunroom. The main level offers an updated kitchen with marble counters, a cozy fireplaced living room, two bedrooms, and a convenient beach-entry bath. The spacious second-floor primary suite provides its own private

    Kovacs Savage Team Byrnes Real Estate Group LLC

    129 Strandway, Winthrop, MA 02152
  • /16

    $635,000

    Sold Jun 18, 2026

    140 Shirley St Unit 320, Winthrop, MA 02152

    • 2 Beds
    • 1 Bath
    • 929 Sq Ft
    • Built 2026

    Last Sold Summary

    • $684/SF
    • 0 Days On Market

    Last Listing Agent Kovacs Savage Team Byrnes Real Estate Group LLC

    140 Shirley St Unit 320, Winthrop, MA 02152
    • /36

      Est $620,878

      Not Listed For Sale

      20 Taylor St, Winthrop, MA 02152

      • 3 Beds
      • 1.5 Baths
      • 1,365 Sq Ft
      • Built 1957
      20 Taylor St, Winthrop, MA 02152

      Last Sold Summary

      • 6 Days On Market

  • /25

    $855,000

    Open Sun 10:30AM - 12PM $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,837 Sq Ft

    27 Billows St, Winthrop, MA 02152

    This gut-renovated home delivers three levels of flexible living that is hard to replicate. The sun-filled entryway with built-in bench seating & ceiling fan sets a relaxed tone from the moment you walk in. The open main level flows seamlessly from the living room with hardwood floors, beamed ceilings, and built-in electric fireplace through the dining area with its own wine cooler and into a

    Reserve Team Reference Real Estate

    27 Billows 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

    Current Estimated Value $689,963

    Last Listing Agent Susan Doig Donnelly + Co.

    19 Banks St, Winthrop, MA 02152
    • /12

      Est $620,964

      Not Listed For Sale

      51 Paine St, Winthrop, MA 02152

      • 3 Beds
      • 1 Bath
      • 1,445 Sq Ft
      • Built 1931
      51 Paine St, Winthrop, MA 02152

      Last Sold Summary

      • 5 Days On Market

  • /27

    $499,900

    • 1 Bed
    • 1 Bath
    • 947 Sq Ft

    1 Seal Harbor Rd Unit 210, Winthrop, MA 02152

    This Oceanside unit is waiting for you! Unit 210 has an unobstructed view of the ocean and the town of Nahant. as well as a long expanse of lawn and the gazebo. Enjoy your beautiful fully applianced custom kitchen with granite counters and stainless steel appliances , in unit laundry and full bath The hardwood floors throughout add to the value of this condo and the open floor living room/dining

    James Lonergan Lonergan Real Estate

    1 Seal Harbor Rd Unit 210, Winthrop, MA 02152
  • /42

    $884,000

    Sold Mar 06, 2026

    2 Deane Ave, Winthrop, MA 02152

    • 5 Beds
    • 2.5 Baths
    • 2,397 Sq Ft
    • Built 1900

    Last Sold Summary

    • 4% Below List Price
    • $369/SF
    • 123 Days On Market

    Current Estimated Value $864,075

    Last Listing Agent Marina Tramontozzi True North Realty

    2 Deane Ave, Winthrop, MA 02152
    • /34

      Est $804,154

      Not Listed For Sale

      38 Banks St, Winthrop, MA 02152

      • 5 Beds
      • 2 Baths
      • 2,250 Sq Ft
      • Built 1920
      38 Banks St, Winthrop, MA 02152

      Last Sold Summary

      • 4 Days On Market

  • /3

    $499,900

    Pending
    • 4 Beds
    • 1.5 Baths
    • 1,421 Sq Ft

    28 Irwin St, Winthrop, MA 02152

    Handymen, fixers and flippers! Beachside location! Less than 100 yards to the beach. This 4-5 Bedroom single will need a total renovation but all the potential is here! There is a yard, off street parking, a garage, and a gas FHW boiler. The home is habitable. Flood insurance is required.

    James Polino Compass

    28 Irwin St, 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

    Current Estimated Value $468,962

    Last Listing Agent Richard Harkins EWK Realty

    26 Forrest St Unit 3, Winthrop, MA 02152
    • /22

      Est $1,093,595

      Not Listed For Sale

      242 Main St, Winthrop, MA 02152

      • 5 Beds
      • 4 Baths
      • 2,717 Sq Ft
      • Built 1936
      242 Main St, Winthrop, MA 02152

      Last Sold Summary

      • 120 Days On Market

  • /29

    $388,888

    $11K PRICE DROP
    • 1 Bed
    • 2 Baths
    • 585 Sq Ft

    600 Shirley St Unit 4, Winthrop, MA 02152

    8**Back on market due to out of state sale contingency falling through*** WELCOME TO WINTHROP BY THE SEA! THE COVE AT 600 SHIRLEY WAS CONVERTED IN 2022 AND IS LOCATED ON THE SITE OF THE HISTORIC CRYSTAL COVE HOTEL AND HAS AMAZING VIEWS OF BOSTON AND THE ATLANTIC OCEAN! WALK TO THE BEACH, THE YACHT CLUB, VARIOUS RESTAURANTS AND PARKS. THIS 1 BEDROOM UNIT FEATURES NOT ONE BUT TWO BATHROOMS AND 2

    Peggy Pratt Century 21 North East

    600 Shirley St Unit 4, 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 $1,006,503

    Last Listing Agent Elizabeth Ferrara Cottage Hill Real Estate

    52 Washington Ave, Winthrop, MA 02152
    • /5

      Est $1,127,578

      Not Listed For Sale

      200 Main St, Winthrop, MA 02152

      • 3 Beds
      • 3.5 Baths
      • 4,494 Sq Ft
      • Built 1976
      200 Main St, Winthrop, MA 02152

      Last Sold Summary

      • 3 Days On Market

  • /41

    $1,300,000

    • 3 Beds
    • 2 Baths
    • 2,214 Sq Ft

    32 Faun Bar Ave, Winthrop, MA 02152

    Panoramic breathtaking views offered with this oceanfront Contemporary home via wall of windows & sliders across the front! From the foyer, step down to the living room with fireplace, cathedral ceiling, sliders to deck overlooking the ocean! The dining room also offers large ocean views with slider to deck & is open to the kitchen designed for both functionality & gathering with a convenient

    Evelyn Rockas Coldwell Banker Realty - Lynnfield

    32 Faun Bar Ave, Winthrop, MA 02152
  • /12

    $815,000

    Sold Feb 27, 2026

    993 Shirley St, Winthrop, MA 02152

    • 5 Beds
    • 3.5 Baths
    • 2,550 Sq Ft
    • Built 1920

    Last Sold Summary

    • 4% Above List Price
    • $320/SF
    • 6 Days On Market

    Last Listing Agent Reserve Team Reference Real Estate

    993 Shirley St, Winthrop, MA 02152
    • /29

      Est $922,064

      Not Listed For Sale

      144 Main St, Winthrop, MA 02152

      • 5 Beds
      • 2 Baths
      • 2,988 Sq Ft
      • Built 1870
      144 Main St, Winthrop, MA 02152

      Last Sold Summary

      • 68 Days On Market

  • /40

    $774,995

    Pending
    • 4 Beds
    • 2 Baths
    • 1,833 Sq Ft

    26 Shirley St Unit B, Winthrop, MA 02152

    Where coastal living meets effortless style in the heart of Winthrop. This is more than a home. It’s a lifestyle. Wake up just moments from the ocean, where morning walks along the shoreline become part of your daily routine. Inside, the residence welcomes you with a bright, open flow designed for both comfort and connection—sunlight pouring in, tranquility at its finest, and a layout that simply

    The Boston ONE Team Serhant

    26 Shirley St Unit B, 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 $713,915

    Last Listing Agent Sharon Tallent Compass

    1 Seal Harbor Rd Unit 316, Winthrop, MA 02152
    • /33

      Est $961,431

      Not Listed For Sale

      79 Read St, Winthrop, MA 02152

      • 4 Beds
      • 2.5 Baths
      • 2,000 Sq Ft
      • Built 1920
      79 Read St, Winthrop, MA 02152

      Last Sold Summary

      • 1 Day On Market

  • /40

    $1,299,000

    Pending
    • 7 Beds
    • 3 Baths
    • 3,989 Sq Ft

    22 Adams St, Winthrop, MA 02152

    Stunning turn of the century three family home in a prime commuter location! Unit 1 &3 offers a spacious layout with large living room, formal dining room, kitchen, 2 bedrooms. Unit 2 offers smilar layout with 3 bedrooms and private deck. Tucked away on a quiet side street just above the town center, yet only a half-block to the bus line, restaurants, and everyday amenities. Enjoy easy access to

    Elizabeth Ferrara Cottage Hill Real Estate

    22 Adams St, Winthrop, MA 02152
  • /27

    $530,000

    Sold May 28, 2026

    10 Somerset Ave Unit 408, Winthrop, MA 02152

    • 1 Bed
    • 1 Bath
    • 767 Sq Ft
    • Built 2022

    Last Sold Summary

    • 2% Below List Price
    • $691/SF
    • 25 Days On Market

    Last Listing Agent Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 408, Winthrop, MA 02152
    • /28

      Est $696,716

      Not Listed For Sale

      78 Main St, Winthrop, MA 02152

      • 3 Beds
      • 1.5 Baths
      • 1,832 Sq Ft
      • Built 1826
      78 Main St, Winthrop, MA 02152

      Last Sold Summary

      • 31 Days On Market

  • /25

    $380,000

    Sold Mar 31, 2026

    100 Governors Dr Unit 118, Winthrop, MA 02152

    • 2 Beds
    • 1 Bath
    • 780 Sq Ft
    • Built 1971

    Last Sold Summary

    • 9% Above List Price
    • $487/SF
    • 13 Days On Market

    Last Listing Agent Peggy Pratt Century 21 North East

    100 Governors Dr Unit 118, Winthrop, MA 02152
    • /35

      Est $485,980

      Not Listed For Sale

      36 Trident Ave Unit B, Winthrop, MA 02152

      • 2 Beds
      • 1 Bath
      • 1,100 Sq Ft
      • Built 1900
      36 Trident Ave Unit B, Winthrop, MA 02152

      Last Sold Summary

      • 0 Days On Market

  • /29

    $670,000

    Sold Mar 02, 2026

    3 Seal Harbor Rd Unit 137, Winthrop, MA 02152

    • 2 Beds
    • 2 Baths
    • 1,327 Sq Ft
    • Built 1987

    Last Sold Summary

    • 11% Below List Price
    • $505/SF
    • 92 Days On Market

    Current Estimated Value $679,465

    Last Listing Agent Christine Goldstein Lyv Realty

    3 Seal Harbor Rd Unit 137, Winthrop, MA 02152

Showing Results 281 - 320, Page 8 of 18

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