7,571

Winthrop, MA Homes

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  • /36

    $689,000 Open Sun 12PM - 1:30PM

    • 2 Beds
    • 1 Bath
    • 1,304 Sq Ft

    51 Harbor View Ave Unit 3, Winthrop, MA 02152

    Penthouse Condo with Harbor Views!Welcome to The Condos at 51 Harborview. This penthouse residence offers sweeping harbor and city skyline views from atop the hill. Unit 3 features two bedrooms, one bath, and a modern kitchen and bath with quartz countertops, tile backsplash, stainless steel appliances, and luxury vinyl flooring.Enjoy a harbor-facing deck, private yard, and one deeded off-street

    Susan Doig Donnelly + Co.

    51 Harbor View Ave Unit 3, Winthrop, MA 02152
  • /10

    $2,400 total monthly price

    • 1 Bed
    • 1 Bath
    • 9,999 Sq Ft
    • Apartment for Rent

    220 Winthrop St Unit 302, Winthrop, MA 02152

    Available NOW! Discover this brand-new, fully renovated one-bedroom, one-bathroom apartment located in Winthrop center. Situated in an elevator building, the apartment features gleaming hardwood floors, an open concept living room filled with natural light, and a sleek kitchen equipped with stainless steel appliances, including a dishwasher, gas stove, refrigerator, and microwave. The spacious

    Mario Fiume Anzalone Realty

    220 Winthrop St Unit 302, Winthrop, MA 02152
  • /31

    $417,000 Sold Oct 29, 2025

    24 Winthrop Shore Dr Unit 2, Winthrop, MA 02152

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Built 1902

    Last Sold Summary

    • 7% Below List Price
    • $463/SF
    • 57 Days On Market

    Current Estimated Value $421,155

    Last Listing Agent Kevin Ferrara Cottage Hill Real Estate

    24 Winthrop Shore Dr Unit 2, Winthrop, MA 02152
    • /26

      Est $723,755 Not Listed For Sale

      55 Beach Rd, Winthrop, MA 02152

      • 3 Beds
      • 2 Baths
      • 1,593 Sq Ft
      • Built 1880
      55 Beach Rd, Winthrop, MA 02152

      Last Sold Summary

      • 1% Above List Price
      • $449/SF
      • 6 Days On Market

      Last Sold Price $715,000

      Last Listing Agent Steven Gliddon Coldwell Banker Realty - Hingham

  • /16

    $375,000

    • 2 Beds
    • 1 Bath
    • 811 Sq Ft

    800 Governors Dr Unit 17, Winthrop, MA 02152

    811 sq. ft. 2-bedroom, 1-bath condo located less than a mile from the beach. The layout features a large primary bedroom with a spacious walk-in closet and a functional second bedroom. Building amenities include an in-ground pool, gym, sauna, and tennis courts. This unit comes with two off-street parking spaces. Conveniently situated near local shops, public schools, and transportation. A

    Ardian Ramadani Keller Williams Realty Boston-Metro | Back Bay

    800 Governors Dr Unit 17, Winthrop, MA 02152
  • /36

    $3,400 total monthly price

    • 4 Beds
    • 2 Baths
    • 2,200 Sq Ft
    • Condo for Rent

    183 Cottage Park Rd Unit 3, Winthrop, MA 02152

    This is an absolutely beautiful home close to the center of town in Winthrop with Ocean views. Lovely layout in this top floor duplex apartment spanning over 2000 square feet of living space and plenty of great bonuses throughout. Features include a beautiful back yard that is fenced in, open concept living room, dining room, and modern kitchen. There are 2 sun rooms, ample closet space and

    183 Cottage Park Rd Unit 3, Winthrop, MA 02152
  • /37

    $960,000 Sold Sep 11, 2025

    115 Almont St, Winthrop, MA 02152

    • 5 Beds
    • 3 Baths
    • 3,272 Sq Ft
    • Built 1967

    Last Sold Summary

    • 4% Below List Price
    • $293/SF
    • 84 Days On Market

    Current Estimated Value $993,010

    Last Listing Agent Christine Goldstein Lyv Realty

    115 Almont St, Winthrop, MA 02152
    • /19

      Est $581,912 Not Listed For Sale

      145 Locust St, Winthrop, MA 02152

      • 2 Beds
      • 1.5 Baths
      • 1,210 Sq Ft
      • Built 1900
      145 Locust St, Winthrop, MA 02152

      Last Sold Summary

      • 8% Above List Price
      • $446/SF
      • 4 Days On Market

      Last Sold Price $540,000

      Last Listing Agent Dmitriy Khesin Rise Signature Homes

  • /15

    $1,300,000 Pending

    • 7 Beds
    • 4 Baths
    • 3,688 Sq Ft

    10-12 Charles St, Winthrop, MA 02152

    Well-located 4-family investment property in the heart of Winthrop’s Cottage Hill neighborhood. 10–12 Charles Street offers four separately metered units totaling 3,688 square feet on a 6,127 sq ft lot, with strong in-place income and upside. The unit mix consists of two larger units and two one-bedroom units, appealing to both long-term renters and owner-occupants seeking supplemental income.

    Reserve Team Reference Real Estate

    10-12 Charles St, Winthrop, MA 02152
  • /12

    $2,500 total monthly price

    • 1 Bed
    • 1 Bath
    • 9,999 Sq Ft
    • Apartment for Rent

    220 Winthrop St Unit 304, Winthrop, MA 02152

    Available NOW! Discover this brand-new, fully renovated one-bedroom, one-bathroom apartment located in Winthrop center. Situated in an elevator building, the apartment features gleaming hardwood floors, an open concept living room filled with natural light, and a sleek kitchen equipped with stainless steel appliances, including a dishwasher, gas stove, refrigerator, and microwave. The spacious

    Mario Fiume Anzalone Realty

    220 Winthrop St Unit 304, Winthrop, MA 02152
  • /25

    $480,000 Sold Jan 06, 2026

    23 Trident Ave Unit 2, Winthrop, MA 02152

    • 3 Beds
    • 1 Bath
    • 1,369 Sq Ft
    • Built 1900

    Last Sold Summary

    • 4% Below List Price
    • $351/SF
    • 75 Days On Market

    Current Estimated Value $487,397

    Last Listing Agent Julian Addy William Raveis R.E. & Home Services

    23 Trident Ave Unit 2, Winthrop, MA 02152
    • /9

      Est $537,119 Not Listed For Sale

      85 Beach Rd, Winthrop, MA 02152

      • 3 Beds
      • 1.5 Baths
      • 1,105 Sq Ft
      • Built 1900
      85 Beach Rd, Winthrop, MA 02152

      Last Sold Summary

      • 5% Above List Price
      • $462/SF
      • 3 Days On Market

      Last Sold Price $510,000

      Last Listing Agent Ricardo Rodriguez Coldwell Banker Realty - Boston

  • /41

    $1,599,999 Pending

    • 6 Beds
    • 3 Baths
    • 4,754 Sq Ft

    142 Washington Ave, Winthrop, MA 02152

    Stunning 6-bedroom, 3 full bath single-family home with a private in-law suite offering its own separate entrance and laundry ideal for extended family or additional income potential. Set on a corner lot, this home includes an additional parcel at 16 Elmwood Ave (separate address), adding exceptional value and opportunity. Enjoy beautiful water views from the charming front porch and the primary

    Fritha Burns Charlesgate Realty Group, llc

    142 Washington Ave, Winthrop, MA 02152
  • /27

    $2,800 total monthly price

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

    800 Governors Dr Unit 7, Winthrop, MA 02152

    Welcome to comfortable coastal living at Governors Park — a desirable condominium community in Winthrop, located just across from Boston Harbor with convenient access to the city and local amenities. This rental feature: 2 Spacious bedrooms condo, ample living room, recently renovated modern kitchen with stainless steel appliances, fresh hardwood flooring throughout. Private balcony perfect for

    Claudia Nunez Tremont Realty Group, LLC

    800 Governors Dr Unit 7, Winthrop, MA 02152
  • /29

    $635,000 Sold May 09, 2025

    31 River Rd, Winthrop, MA 02152

    • 2 Beds
    • 1 Bath
    • 968 Sq Ft
    • Built 1880

    Last Sold Summary

    • 3% Above List Price
    • $656/SF
    • 6 Days On Market

    Current Estimated Value $633,097

    Last Listing Agent Paul Cervone Lamacchia Realty, Inc.

    31 River Rd, Winthrop, MA 02152
    • /36

      Est $759,615 Not Listed For Sale

      120 Almont St, Winthrop, MA 02152

      • 3 Beds
      • 2.5 Baths
      • 2,004 Sq Ft
      • Built 1986
      120 Almont St, Winthrop, MA 02152

      Last Sold Summary

      • 7% Above List Price
      • $354/SF
      • 59 Days On Market

      Last Sold Price $710,000

      Last Listing Agent Elizabeth Ferrara Cottage Hill Real Estate

  • /14

    $1,250,000 Pending

    • 6 Beds
    • 3.5 Baths
    • 4,062 Sq Ft

    22 Upland Rd, Winthrop, MA 02152

    In the sought after Winthrop HIGHLANDS you'll find this quality built THREE FAMILY home. This is your opportunity to become an owner occupied investor! Each unit features a comfortable layout with a generous amount of natural light and functional living spaces. The first floor has three bedrooms, second floor one and the third unit is on two levels with two bedrooms. The property has been well

    Mary Ann Cash Charlesgate Realty Group, llc

    22 Upland Rd, Winthrop, MA 02152
  • /31

    $2,900 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,160 Sq Ft
    • Condo for Rent

    38 Trident Ave Unit 1, Winthrop, MA 02152

    BEAUTIFUL APT AVAILABLE NOW! ENJOY LUXURY LIVING IN WINTHROP by the sea! Stunning 2 bedroom spacious condo with private entrance, offstreet parking space, close to beach, restaurants, busline and all Winthrop has to offer. This first floor unit offers a charming open floor plan concept, sunfilled rooms, rececessed lights, many details, ceiling fan and beautiful cherry wood floors throughout.

    Linda Forristall Century 21 Seaport

    38 Trident Ave Unit 1, 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 $725,569

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

    148 Winthrop Shore Dr Unit 4, Winthrop, MA 02152
    • /27

      Est $484,815 Not Listed For Sale

      10 Beach Rd Unit 3, Winthrop, MA 02152

      • 3 Beds
      • 1 Bath
      • 1,361 Sq Ft
      • Built 1881
      10 Beach Rd Unit 3, Winthrop, MA 02152

      Last Sold Summary

      • 4% Above List Price
      • $342/SF
      • 10 Days On Market

      Last Sold Price $466,000

      Last Listing Agent Atiyeh Cassidy Blue Sky Realty

  • /31

    $559,000 Open Sat 10:30AM - 12:30PM

    • 1 Bed
    • 1 Bath
    • 774 Sq Ft

    10 Somerset Ave Unit 308, Winthrop, MA 02152

    Welcome to Unit 308 at The Somerset—a premier boutique condo community in the heart of Winthrop. This thoughtfully designed 1 + bedroom features an open-concept kitchen and living area, perfect for entertaining or relaxing, along with a versatile bonus room with a sliding barn door for flexible use. Enjoy quartz countertops, stainless steel appliances, central A/C, and stylish finishes

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 308, Winthrop, MA 02152
  • /2

    $3,300 total monthly price

    • 3 Beds
    • 1 Bath
    • 1,250 Sq Ft
    • Apartment for Rent

    40 Ocean Ave Unit 1, Winthrop, MA 02152

    Bright, sunny, spacious, modern, recently painted three-bedroom apartment, hardwood floors, recessed lighting in the kitchen, high ceilings, generous natural light, good-sized eat-in kitchen, Available April 1.

    Rosemary Galindo MP Realty Group

    40 Ocean Ave Unit 1, 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 $639,926

    Last Listing Agent James Polino Compass

    60 Waldemar Ave, Winthrop, MA 02152
    • /37

      Est $671,949 Not Listed For Sale

      105 Almont St, Winthrop, MA 02152

      • 3 Beds
      • 1.5 Baths
      • 1,564 Sq Ft
      • Built 1915
      105 Almont St, Winthrop, MA 02152

      Last Sold Summary

      • 9% Below List Price
      • $473/SF
      • 12 Days On Market

      Last Sold Price $739,000

      Last Listing Agent Nicole Bettano Lantern Residential

  • /26

    $459,900

    • 2 Beds
    • 1 Bath
    • 1,079 Sq Ft

    49 Sagamore Ave Unit 3A, Winthrop, MA 02152

    Don’t miss the chance to own this well-maintained 2-bedroom, third-floor condo in Winthrop, Massachusetts. Enjoy being just steps from the ocean while staying only minutes from Boston, a perfect mix of seaside living and city convenience. The unit features an open floor plan with hardwood floors throughout and great natural light. The spacious primary bedroom includes its own private balcony,

    Reserve Team Reference Real Estate

    49 Sagamore Ave Unit 3A, 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
  • /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 $678,311

    Last Listing Agent Reserve Team Reference Real Estate

    34 Fremont St, Winthrop, MA 02152
    • /38

      Est $769,599 Not Listed For Sale

      25 Almont St Unit B, Winthrop, MA 02152

      • 3 Beds
      • 3.5 Baths
      • 2,049 Sq Ft
      • Built 1985
      25 Almont St Unit B, Winthrop, MA 02152

      Last Sold Summary

      • 5% Above List Price
      • $356/SF
      • 83 Days On Market

      Last Sold Price $729,900

      Last Listing Agent The Reference Group Reference Real Estate

  • /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
  • /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 $555,325

    Last Listing Agent Alison ludwig Keller Williams Realty-Merrimack

    110 Summit Ave Unit 1, Winthrop, MA 02152
    • /28

      Est $893,504 Not Listed For Sale

      70 Shirley St, Winthrop, MA 02152

      • 6 Beds
      • 3 Baths
      • 3,541 Sq Ft
      • Built 1940
      70 Shirley St, Winthrop, MA 02152

      Last Sold Summary

      • 4% Above List Price
      • $243/SF
      • 10 Days On Market

      Last Sold Price $860,000

      Last Listing Agent Sharon Tallent Compass

  • /29

    $389,900

    • 1 Bed
    • 2 Baths
    • 585 Sq Ft

    600 Shirley St Unit 4, Winthrop, MA 02152

    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 DEEDED PARKING SPOTS. ENJOY YOUR IN UNIT LAUNDRY AND EXCLUSIVE REAR PATIO ON

    Peggy Pratt Century 21 North East

    600 Shirley St Unit 4, 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 $533,898

    Last Listing Agent Erika Leigh Pereira Keller Williams Realty Boston Northwest

    600 Shirley St Unit 3, Winthrop, MA 02152
    • /40

      Est $1,277,153 Not Listed For Sale

      76 Atlantic St, Winthrop, MA 02152

      • 7 Beds
      • 4.5 Baths
      • 3,648 Sq Ft
      • Built 1920
      76 Atlantic St, Winthrop, MA 02152

      Last Sold Summary

      • 8% Below List Price
      • $382/SF
      • 13 Days On Market

      Last Sold Price $1,395,000

      Last Listing Agent Kevin Chiles Charlesgate Realty Group LLC

  • /33

    $439,000

    • 1 Bed
    • 1 Bath
    • 955 Sq Ft

    66 Plummer Ave Unit 3, Winthrop, MA 02152

    Recently reduced and priced to sell! Sun-filled 1BR condo with 900+ sq ft, updated flooring, new appliances, central A/C, private basement space & parking. Prime Winthrop location near beaches, dining & Boston. Ideal for buyers or investors. Don’t miss it!

    Esmerlyn Diaz eXp Realty

    66 Plummer Ave Unit 3, Winthrop, MA 02152
  • /20

    $750,000 Sold May 28, 2025

    9 Albert Ave, Winthrop, MA 02152

    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft
    • Built 1910

    Last Sold Summary

    • 9% Above List Price
    • $500/SF
    • 6 Days On Market

    Current Estimated Value $747,073

    Last Listing Agent Mary Ann Cash Charlesgate Realty Group, llc

    9 Albert Ave, Winthrop, MA 02152
    • /14

      Est $396,804 Not Listed For Sale

      700 Governors Dr Unit 38, Winthrop, MA 02152

      • 2 Beds
      • 1 Bath
      • 989 Sq Ft
      • Built 1971
      700 Governors Dr Unit 38, Winthrop, MA 02152

      Last Sold Summary

      • 1% Above List Price
      • $396/SF
      • 20 Days On Market

      Last Sold Price $392,000

      Last Listing Agent Elizabeth Ferrara Cottage Hill Real Estate

  • /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
  • /20

    $350,000 Sold May 28, 2025

    300 Governors Dr Unit 21, Winthrop, MA 02152

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

    Last Sold Summary

    • $484/SF
    • 3 Days On Market

    Current Estimated Value $352,730

    Last Listing Agent Mike Wetherbee Cameron Real Estate Group

    300 Governors Dr Unit 21, Winthrop, MA 02152
    • /18

      Est $347,276 Not Listed For Sale

      600 Governors Dr Unit 20, Winthrop, MA 02152

      • 2 Beds
      • 1 Bath
      • 782 Sq Ft
      • Built 1971
      600 Governors Dr Unit 20, Winthrop, MA 02152

      Last Sold Summary

      • 2% Above List Price
      • $435/SF
      • 7 Days On Market

      Last Sold Price $340,000

      Last Listing Agent Valbona Lavdari Coldwell Banker Realty - Andovers/Readings Regional

Showing Results 201 - 240, Page 6 of 18

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