7,647

Winthrop, MA Homes

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  • 52 Trident Ave Unit 52, Winthrop, MA 02152
    52 Trident Ave Unit 52, Winthrop, MA 02152
    52 Trident Ave Unit 52, Winthrop, MA 02152
    /28

    $510,000

    • 2 Beds
    • 1 Bath
    • 1,006 Sq Ft

    52 Trident Ave Unit 52, Winthrop, MA 02152

    Ultimate beachside living awaits in this stunning top-floor condo with direct ocean views and two private decks! Located across from Winthrop Beach, you can wake up to the sights and sounds of the Atlantic right from your bed. The sun-drenched interior features high ceilings, hardwood floors, and an abundance of windows that flood almost every room with natural light and ocean breezes. The layout

    Alla Rossi Coldwell Banker Realty - Boston

    52 Trident Ave Unit 52, Winthrop, MA 02152
  • 271 River Rd, Winthrop, MA 02152
    271 River Rd, Winthrop, MA 02152
    271 River Rd, Winthrop, MA 02152
    /19

    $4,000 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,786 Sq Ft
    • House for Rent

    271 River Rd, Winthrop, MA 02152

    Step into this beautifully reimagined Victorian on one of Winthrop’s most coveted streets. This 4BR/2.5BA gem perfectly blends classic charm with high-end modern updates. At the heart of the home is a chef’s kitchen featuring expansive granite counters, a large center island, and maple cabinetry. Relax by the gas fireplace with its reclaimed wood mantle or retreat to the second-floor office and

    Scott McNeill Compass

    271 River Rd, Winthrop, MA 02152
  • 53 Trident Ave Unit 204, Winthrop, MA 02152
    53 Trident Ave Unit 204, Winthrop, MA 02152
    53 Trident Ave Unit 204, Winthrop, MA 02152
    /20

    $400,000

    Sold Apr 29, 2026

    53 Trident Ave Unit 204, Winthrop, MA 02152

    • 2 Beds
    • 1 Bath
    • 662 Sq Ft
    • Built 1920

    Last Sold Summary

    • $604/SF
    • 25 Days On Market

    Current Estimated Value $397,065

    Last Listing Agent Domenico Barbuto DJB Realty Corporation

    53 Trident Ave Unit 204, 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 $372,101

      Not Listed For Sale

      400 Governors Dr Unit 32, Winthrop, MA 02152

      • 2 Beds
      • 1 Bath
      • 821 Sq Ft
      • Built 1971
      400 Governors Dr Unit 32, Winthrop, MA 02152

      Last Sold Summary

      • 4 Days On Market

  • 293 Revere St Unit 2, Winthrop, MA 02152
    293 Revere St Unit 2, Winthrop, MA 02152
    293 Revere St Unit 2, Winthrop, MA 02152
    /35

    $499,000

    Open Sat 12PM - 1:15PM
    • 4 Beds
    • 1 Bath
    • 2,037 Sq Ft

    293 Revere St Unit 2, Winthrop, MA 02152

    Very large two level condominium which nd has recently been remodeled. This second and third floor unit was recently cleaned, painted, hardwood floors refinished and has a new dishwasher and microwave. Steps to Short Beach and walking trails, great restaurants and Revere Beach.

    John Northeastern Realty Group

    293 Revere St Unit 2, Winthrop, MA 02152
  • 566 Shirley St Unit 6, Winthrop, MA 02152
    566 Shirley St Unit 6, Winthrop, MA 02152
    566 Shirley St Unit 6, Winthrop, MA 02152
    /18

    $3,100 Per Month

    • 3 Beds
    • 1 Bath
    • 900 Sq Ft
    • Apartment for Rent

    566 Shirley St Unit 6, Winthrop, MA 02152

    Available June 1st! Spacious and recently renovated 3-bedroom apartment located on Shirley St. This unit features new vinyl flooring throughout, stainless steel appliances, and Central A/C & Heat for year-round comfort. Enjoy beautiful water views right from your porch! Conveniently located just minutes from Winthrop Beach and Deer Island, with easy access to public transportation and bus stops

    Sebastian Taborda Broad Sound Real Estate, LLC

    566 Shirley St Unit 6, Winthrop, MA 02152
  • 148 Winthrop Shore Dr Unit 4, Winthrop, MA 02152
    148 Winthrop Shore Dr Unit 4, Winthrop, MA 02152
    148 Winthrop Shore Dr Unit 4, Winthrop, MA 02152
    /29

    $735,000

    Sold Sep 02, 2025

    148 Winthrop Shore Dr Unit 4, Winthrop, MA 02152

    • 2 Beds
    • 2 Baths
    • 1,165 Sq Ft
    • Built 1900

    Last Sold Summary

    • 1% Above List Price
    • $631/SF
    • 15 Days On Market

    Current Estimated Value $716,317

    Last Listing Agent George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    148 Winthrop Shore Dr Unit 4, 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 $371,937

      Not Listed For Sale

      400 Governors Dr Unit 4, Winthrop, MA 02152

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

      Last Sold Summary

      • 0 Days On Market

  • 876 Shirley St Unit 1, Winthrop, MA 02152
    876 Shirley St Unit 1, Winthrop, MA 02152
    876 Shirley St Unit 1, Winthrop, MA 02152
    /30

    $829,999

    • 4 Beds
    • 1.5 Baths
    • 2,000 Sq Ft

    876 Shirley St Unit 1, Winthrop, MA 02152

    Direct Ocean Front Living. Feel like you're on vacation every day! This spacious 2 level,7 room, 4 bed, 2 bath condo is located Directly on Yirrell Beach. The sand in your own back yard. Ocean breeze and sounds of the waves crashing onto the shore, are sure to relax you after a long day.Every day the the view is different. Featuring beautiful cherry hard wood floors, Family room, Formal dining

    Jim Iannuzzi Amo Realty - Boston City Properties

    876 Shirley St Unit 1, Winthrop, MA 02152
  • 789 Shirley St Unit 3, Winthrop, MA 02152
    789 Shirley St Unit 3, Winthrop, MA 02152
    789 Shirley St Unit 3, Winthrop, MA 02152
    /24

    $2,300 Per Month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Apartment for Rent

    789 Shirley St Unit 3, Winthrop, MA 02152

    Location,location,waterfront 1 bedroom apartment. Watch the sun rise from your spacious living room or enjoy your morning coffee. Gleaming hardwood floors throughout, ample closet space. Full tile bathroom with bathtub and linen closet. Stackable washer and dryer for tenant use. Open floor plan from dining room to living room. This apartment includes all utilities except cable. There is 1 car

    James Polino Compass

    789 Shirley St Unit 3, Winthrop, MA 02152
  • 60 Waldemar Ave, Winthrop, MA 02152
    60 Waldemar Ave, Winthrop, MA 02152
    60 Waldemar Ave, Winthrop, MA 02152
    /30

    $610,000

    Sold Nov 14, 2025

    60 Waldemar Ave, Winthrop, MA 02152

    • 3 Beds
    • 1 Bath
    • 1,548 Sq Ft
    • Built 1900

    Last Sold Summary

    • 24% Below List Price
    • $394/SF
    • 114 Days On Market

    Current Estimated Value $651,670

    Last Listing Agent James Polino Compass

    60 Waldemar Ave, 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 $345,718

      Not Listed For Sale

      300 Governors Dr Unit 16, Winthrop, MA 02152

      • 2 Beds
      • 1 Bath
      • 723 Sq Ft
      • Built 1971
      300 Governors Dr Unit 16, Winthrop, MA 02152

      Last Sold Summary

      • 0 Days On Market

  • 800 Governors Dr Unit 6, Winthrop, MA 02152
    800 Governors Dr Unit 6, Winthrop, MA 02152
    800 Governors Dr Unit 6, Winthrop, MA 02152
    /3

    $340,000

    • 2 Beds
    • 1 Bath
    • 772 Sq Ft

    800 Governors Dr Unit 6, Winthrop, MA 02152

    Bright and updated 2-bedroom condo at Governors Park featuring an open floor plan, renovated kitchen with granite countertops and stainless steel appliances, and spacious bedrooms with ample closet space. Professionally managed complex offers on-site laundry, swimming pool, tennis courts, and off-street parking. Conveniently located near public transportation, Winthrop Beach, shopping, dining,

    Fiorella Marte StartPoint Realty

    800 Governors Dr Unit 6, Winthrop, MA 02152
  • 573 Shirley St Unit 2, Winthrop, MA 02152
    573 Shirley St Unit 2, Winthrop, MA 02152
    573 Shirley St Unit 2, Winthrop, MA 02152
    /23

    $2,500 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,000 Sq Ft
    • Apartment for Rent

    573 Shirley St Unit 2, Winthrop, MA 02152

    Available June 1st with waterfront ocean views of the Boston skyline and Crystal Cove Marina! This 2-bedroom, 1.5-bathroom unit offers west-facing sunset views, abundant natural light, and a peaceful, quiet setting. The modern eat-in kitchen includes a gas stovetop, in-unit washer/dryer, a closet in the first bedroom, and a large IKEA walk-in closet in the second bedroom with an attached half

    Brittney Lamme PH Realty Group

    573 Shirley St Unit 2, Winthrop, MA 02152
  • 34 Fremont St, Winthrop, MA 02152
    34 Fremont St, Winthrop, MA 02152
    34 Fremont St, Winthrop, MA 02152
    /19

    $685,000

    Sold Jan 09, 2026

    34 Fremont St, Winthrop, MA 02152

    • 4 Beds
    • 2 Baths
    • 1,864 Sq Ft
    • Built 1886

    Last Sold Summary

    • 3% Above List Price
    • $367/SF
    • 3 Days On Market

    Current Estimated Value $673,532

    Last Listing Agent Reserve Team Reference Real Estate

    34 Fremont 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 $334,710

      Not Listed For Sale

      300 Governors Dr Unit 5, Winthrop, MA 02152

      • 2 Beds
      • 1 Bath
      • 714 Sq Ft
      • Built 1971
      300 Governors Dr Unit 5, Winthrop, MA 02152

      Last Sold Summary

      • 11 Days On Market

  • 32 Irwin St, Winthrop, MA 02152
    32 Irwin St, Winthrop, MA 02152
    32 Irwin St, Winthrop, MA 02152
    /38

    $1,100,000

    • 5 Beds
    • 4 Baths
    • 2,949 Sq Ft

    32 Irwin St, Winthrop, MA 02152

    A rare opportunity to own a 4-unit multi-family investment property in one of Winthrop's most sought-after coastal locations, just minutes from downtown Boston and Logan Airport. This asset offers an ideal mix for investors and owner-occupants alike. The property features one three-bedroom apartment, one two-bedroom apartment, and two studio units. The three-bedroom and one studio apartments are

    Michael Giannone The Aland Realty Group LLC

    32 Irwin St, Winthrop, MA 02152
  • 36 Sturgis St Unit 2, Winthrop, MA 02152
    36 Sturgis St Unit 2, Winthrop, MA 02152
    36 Sturgis St Unit 2, Winthrop, MA 02152
    /18

    $3,800 Per Month

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Condo for Rent

    36 Sturgis St Unit 2, Winthrop, MA 02152

    Welcome to your coastal oasis, just steps away from Winthrop Beach! This recently renovated seaside home is the epitome of beachside luxury. Featuring an expansive 3-bedroom, 2-bathroom residence that showcases gleaming hardwood floors, elegant granite countertops, and state-of-the-art stainless steel appliances. Stay cool and comfortable this Summer with AC thoughtfully placed throughout the

    Ronnie Orlando Urban Circle Realty

    36 Sturgis St Unit 2, Winthrop, MA 02152
  • 110 Summit Ave Unit 1, Winthrop, MA 02152
    110 Summit Ave Unit 1, Winthrop, MA 02152
    110 Summit Ave Unit 1, Winthrop, MA 02152
    /31

    $492,500

    Sold Aug 14, 2025

    110 Summit Ave Unit 1, Winthrop, MA 02152

    • 3 Beds
    • 2 Baths
    • 1,595 Sq Ft
    • Built 1916

    Last Sold Summary

    • 1% Below List Price
    • $309/SF
    • 10 Days On Market

    Current Estimated Value $566,365

    Last Listing Agent Ali Ludwig Keller Williams Realty-Merrimack

    110 Summit Ave Unit 1, 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 $332,678

      Not Listed For Sale

      300 Governors Dr Unit 4, Winthrop, MA 02152

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

      Last Sold Summary

      • 70 Days On Market

  • 229 Washington Ave Unit 3A, Winthrop, MA 02152
    229 Washington Ave Unit 3A, Winthrop, MA 02152
    229 Washington Ave Unit 3A, Winthrop, MA 02152
    /13

    $219,999

    $15K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 350 Sq Ft

    229 Washington Ave Unit 3A, Winthrop, MA 02152

    Enjoy coastal living in this charming waterfront condominium in Winthrop, offering the perfect balance of convenience and seaside lifestyle. Located just minutes from Boston Logan Airport and with easy access to public transportation including nearby bus routes, the Orient Heights MBTA station, and the East Boston ferry, this home is ideal for commuters seeking quick access to Boston while

    Vivian DaSilva-Braga REMAX Executive Realty

    229 Washington Ave Unit 3A, Winthrop, MA 02152
  • 235 Washington Ave Unit 3, Winthrop, MA 02152
    235 Washington Ave Unit 3, Winthrop, MA 02152
    235 Washington Ave Unit 3, Winthrop, MA 02152
    /20

    $2,650 Per Month

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

    235 Washington Ave Unit 3, Winthrop, MA 02152

    Wake up to breathtaking harbor views from this bright and beautiful 2 bed/1 bath condo. Perched overlooking three marinas, this home offers stunning water vistas from every room, with expansive picture windows that fill the space with natural light. The inviting open floor plan features eat-in kitchen with separate dining area, and a spacious living room perfect for relaxing or entertaining.

    Caroline Ligotti Coldwell Banker Realty - Boston

    235 Washington Ave Unit 3, Winthrop, MA 02152
  • 108 Winthrop St, Winthrop, MA 02152
    108 Winthrop St, Winthrop, MA 02152
    108 Winthrop St, Winthrop, MA 02152
    /19

    $835,000

    Sold Jun 23, 2026

    108 Winthrop St, Winthrop, MA 02152

    • 5 Beds
    • 3 Baths
    • 4,768 Sq Ft
    • Built 1900

    Last Sold Summary

    • 8% Above List Price
    • $175/SF
    • 10 Days On Market

    Current Estimated Value $764,479

    Last Listing Agent Mark Mulkerrin Coldwell Banker Realty - Sharon

    108 Winthrop St, 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 $337,771

      Not Listed For Sale

      200 Governors Dr Unit 6, Winthrop, MA 02152

      • 2 Beds
      • 1 Bath
      • 772 Sq Ft
      • Built 1971
      200 Governors Dr Unit 6, Winthrop, MA 02152

      Last Sold Summary

      • 5 Days On Market

  • 23 Sagamore Ave, Winthrop, MA 02152
    23 Sagamore Ave, Winthrop, MA 02152
    23 Sagamore Ave, Winthrop, MA 02152
    /42

    $895,000

    $85K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,204 Sq Ft

    23 Sagamore Ave, Winthrop, MA 02152

    SPACIOUS, STYLISH AND PRICED TO MOVE! Welcome to the Winthrop Highlands! This beautifully updated home offers three levels of versatile living space, starting with a freshly updated kitchen featuring granite countertops, slate appliances, and gas cooking—perfect for whipping up meals and memories. The living room flows seamlessly into the dining room, both boasting refinished hardwood floors.

    Sharon Tallent Compass

    23 Sagamore Ave, Winthrop, MA 02152
  • 373 Winthrop St Unit 2, Winthrop, MA 02152
    373 Winthrop St Unit 2, Winthrop, MA 02152
    373 Winthrop St Unit 2, Winthrop, MA 02152
    /15

    $2,800 Per Month

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

    373 Winthrop St Unit 2, Winthrop, MA 02152

    location, location, walk to center of Winthrop and schools. Bus stop at the corner of the street. Spacious 2 bedroom apt with washer and dryer in unit. Large driveway for 3 cars, back yard for use. Apartment will be all painted, new carpeting to be installed in living room and hallway. Big bedrooms with ample closets and hardwood floors Eat in kitchen, dining room with carpeting. New refrigerator

    James Polino Compass

    373 Winthrop St Unit 2, Winthrop, MA 02152
  • 600 Shirley St Unit 3, Winthrop, MA 02152
    600 Shirley St Unit 3, Winthrop, MA 02152
    600 Shirley St Unit 3, Winthrop, MA 02152
    /32

    $540,000

    Sold Mar 25, 2026

    600 Shirley St Unit 3, Winthrop, MA 02152

    • 2 Beds
    • 2 Baths
    • 773 Sq Ft
    • Built 1900

    Last Sold Summary

    • 2% Below List Price
    • $699/SF
    • 253 Days On Market

    Current Estimated Value $529,603

    Last Listing Agent Erika Leigh Pereira Keller Williams Realty Boston Northwest

    600 Shirley St Unit 3, Winthrop, MA 02152
    • 100 Governors Dr Unit 16, Winthrop, MA 02152
      100 Governors Dr Unit 16, Winthrop, MA 02152
      100 Governors Dr Unit 16, Winthrop, MA 02152
      /19

      Est $363,543

      Not Listed For Sale

      100 Governors Dr Unit 16, Winthrop, MA 02152

      • 2 Beds
      • 1 Bath
      • 780 Sq Ft
      • Built 1971
      100 Governors Dr Unit 16, Winthrop, MA 02152

      Last Sold Summary

      • 3 Days On Market

  • 53 Trident Ave Unit 303, Winthrop, MA 02152
    53 Trident Ave Unit 303, Winthrop, MA 02152
    53 Trident Ave Unit 303, Winthrop, MA 02152
    /17

    $400,000

    • 2 Beds
    • 1 Bath
    • 664 Sq Ft

    53 Trident Ave Unit 303, Winthrop, MA 02152

    Experience the best of seaside living in Winthrop, just steps from the beach. This beautifully updated two-bedroom corner condo offers stunning ocean views along with breathtaking sunrises and sunsets from nearly every window. Conveniently located close to public transportation and just minutes from Boston Logan International Airport, this home offers the perfect balance of coastal charm and city

    Jack Middleton Berkshire Hathaway HomeServices Commonwealth Real Estate

    53 Trident Ave Unit 303, Winthrop, MA 02152
  • 43 Ocean Ave Unit 2, Winthrop, MA 02152
    43 Ocean Ave Unit 2, Winthrop, MA 02152
    43 Ocean Ave Unit 2, Winthrop, MA 02152
    /7

    $3,000 Per Month

    • 3 Beds
    • 1 Bath
    • 1,350 Sq Ft
    • Apartment for Rent

    43 Ocean Ave Unit 2, Winthrop, MA 02152

    Deleaded, 3+ bedroom, second floor apartment with private balcony that looks at the ocean. Large eat-in kitchen, spacious living room/dining room combination, hardwood floors throughout. Potential for office or fourth bedroom. Available immediately. One house from the beach. Conveniently located near restaurants, shopping, walking, yacht clubs, ferry to Boston, and public transportation.

    Erica Gore Century 21 Seaport

    43 Ocean Ave Unit 2, Winthrop, MA 02152
  • 41 Harbor View Ave, Winthrop, MA 02152
    41 Harbor View Ave, Winthrop, MA 02152
    41 Harbor View Ave, Winthrop, MA 02152
    /27

    $1,065,000

    Sold Feb 03, 2026

    41 Harbor View Ave, Winthrop, MA 02152

    • 4 Beds
    • 3 Baths
    • 2,028 Sq Ft
    • Built 1900

    Last Sold Summary

    • 1% Above List Price
    • $525/SF
    • 7 Days On Market

    Current Estimated Value $1,003,835

    Last Listing Agent Brian Perrin Brian J. Perrin Real Estate

    41 Harbor View Ave, Winthrop, MA 02152
    • 100 Governors Dr Unit 15, Winthrop, MA 02152
      100 Governors Dr Unit 15, Winthrop, MA 02152
      100 Governors Dr Unit 15, Winthrop, MA 02152
      /24

      Est $354,292

      Not Listed For Sale

      100 Governors Dr Unit 15, Winthrop, MA 02152

      • 2 Beds
      • 1 Bath
      • 780 Sq Ft
      • Built 1971
      100 Governors Dr Unit 15, Winthrop, MA 02152

      Last Sold Summary

      • 4 Days On Market

  • 10 Somerset Ave Unit 406, Winthrop, MA 02152
    10 Somerset Ave Unit 406, Winthrop, MA 02152
    10 Somerset Ave Unit 406, Winthrop, MA 02152
    /14

    $629,000

    Open Sat 12PM - 2PM
    • 2 Beds
    • 2 Baths
    • 985 Sq Ft

    10 Somerset Ave Unit 406, Winthrop, MA 02152

    Welcome to Unit 406 at The Somerset—Winthrop’s premier boutique condo community, where coastal charm meets modern design. This spacious 2-bed, 2-bath home features an open-concept layout with a large living/dining area perfect for entertaining or relaxing. A generous kitchen island anchors the space, complemented by quartz countertops, stainless steel appliances, central A/C, and stylish finishes

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 406, Winthrop, MA 02152
  • 960 Shirley St, Winthrop, MA 02152
    960 Shirley St, Winthrop, MA 02152
    960 Shirley St, Winthrop, MA 02152
    /38

    $695,000

    Sold May 18, 2026

    960 Shirley St, Winthrop, MA 02152

    • 3 Beds
    • 1.5 Baths
    • 1,764 Sq Ft
    • Built 1910

    Last Sold Summary

    • 3% Below List Price
    • $394/SF
    • 148 Days On Market

    Current Estimated Value $695,856

    Last Listing Agent Bridget Conroy Coldwell Banker Realty - Milton

    960 Shirley St, Winthrop, MA 02152
    • 1100 Governors Dr Unit 24, Winthrop, MA 02152
      1100 Governors Dr Unit 24, Winthrop, MA 02152
      1100 Governors Dr Unit 24, Winthrop, MA 02152
      /11

      Est $348,175

      Not Listed For Sale

      1100 Governors Dr Unit 24, Winthrop, MA 02152

      • 2 Beds
      • 1 Bath
      • 782 Sq Ft
      • Built 1971
      1100 Governors Dr Unit 24, Winthrop, MA 02152

      Last Sold Summary

      • 29 Days On Market

  • 66 Sunnyside Ave, Winthrop, MA 02152
    66 Sunnyside Ave, Winthrop, MA 02152
    66 Sunnyside Ave, Winthrop, MA 02152
    /42

    $1,199,000

    • 5 Beds
    • 2 Baths
    • 2,635 Sq Ft

    66 Sunnyside Ave, Winthrop, MA 02152

    Discover a unique opportunity at 66 Sunnyside Ave in Winthrop, MA, a 1920 multi-family property offering 2635 square feet of living space. This two-story residence, set on a generous 5227 square foot lot, presents an exceptional blend of classic charm and potential for contemporary living. The property features a total of five bedrooms, providing ample private spaces for residents. Two full

    Mirna Orellana COM-PRO Real Estate Services, Inc

    66 Sunnyside Ave, Winthrop, MA 02152
  • 62 Lowell Rd, Winthrop, MA 02152
    62 Lowell Rd, Winthrop, MA 02152
    62 Lowell Rd, Winthrop, MA 02152
    /24

    $780,000

    Sold Dec 29, 2025

    62 Lowell Rd, Winthrop, MA 02152

    • 5 Beds
    • 2.5 Baths
    • 1,923 Sq Ft
    • Built 1926

    Last Sold Summary

    • $406/SF
    • 75 Days On Market

    Current Estimated Value $787,786

    Last Listing Agent Mary Ann Cash Charlesgate Realty Group, llc

    62 Lowell Rd, Winthrop, MA 02152
    • 1100 Governors Dr Unit 19, Winthrop, MA 02152
      1100 Governors Dr Unit 19, Winthrop, MA 02152
      1100 Governors Dr Unit 19, Winthrop, MA 02152
      /19

      Est $355,779

      Not Listed For Sale

      1100 Governors Dr Unit 19, Winthrop, MA 02152

      • 2 Beds
      • 1 Bath
      • 782 Sq Ft
      • Built 1971
      1100 Governors Dr Unit 19, Winthrop, MA 02152

      Last Sold Summary

      • 2 Days On Market

  • 1001 Shirley St Unit 2, Winthrop, MA 02152
    1001 Shirley St Unit 2, Winthrop, MA 02152
    1001 Shirley St Unit 2, Winthrop, MA 02152
    /39

    $949,900

    Open Sat 11AM - 1:30PM
    • 2 Beds
    • 2.5 Baths
    • 1,806 Sq Ft

    1001 Shirley St Unit 2, Winthrop, MA 02152

    Rooted in history and shaped by design, this loft at The Pearl offers something truly rare. Original hardwood floors and exposed beams, oversized windows & 15’6” ceilings create a striking sense of scale and atmosphere. The kitchen is both refined and dramatic, appointed with White shaker cabinetry, a Moonstone island, London Smoke quartzite, Bosch appliances, architectural hood, and a farmhouse

    The Legacy Group Serhant

    1001 Shirley St Unit 2, Winthrop, MA 02152
  • 68-70 Floyd St, Winthrop, MA 02152
    68-70 Floyd St, Winthrop, MA 02152
    68-70 Floyd St, Winthrop, MA 02152
    /32

    $930,000

    Sold Aug 22, 2025

    68-70 Floyd St, Winthrop, MA 02152

    • 4 Beds
    • 3.5 Baths
    • 3,432 Sq Ft
    • Built 1958

    Last Sold Summary

    • 15% Below List Price
    • $271/SF
    • 105 Days On Market

    Last Listing Agent Sharon Tallent Compass

    68-70 Floyd St, Winthrop, MA 02152

Showing Results 241 - 280, Page 7 of 18

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