7,647

Winthrop, MA Homes

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  • /30

    $649,900

    Pending Pre-Foreclosure
    • 5 Beds
    • 1.5 Baths
    • 1,935 Sq Ft

    30 Hutchinson St, Winthrop, MA 02152

    Located just one block from Winthrop Beach, this spacious single-family home offers an incredible opportunity to own in a highly desirable coastal community with convenient access to the city. Featuring three levels of living space, this home includes 5 bedrooms, 1.5 bathrooms, and a fenced-in yard perfect for outdoor enjoyment. Ideally situated just 15 minutes from Logan International Airport

    Michael Vaz Century 21 Signature Properties

    30 Hutchinson St, Winthrop, MA 02152
  • /12

    $2,400

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Trump Property

    31-33-33 Pleasant Park Rd Unit 3rd Floor, Winthrop, MA 02152

    31-33-33 Pleasant Park Rd Unit 3rd Floor, Winthrop, MA 02152
  • /39

    $538,000

    Sold Oct 17, 2025

    12 Sewall Ave Unit 2, Winthrop, MA 02152

    • 2 Beds
    • 2 Baths
    • 874 Sq Ft
    • Built 1925

    Last Sold Summary

    • $616/SF
    • 26 Days On Market

    Last Listing Agent Alex Walsh Access

    12 Sewall Ave Unit 2, Winthrop, MA 02152
    • /19

      Est $498,441

      Not Listed For Sale

      103 Summit Ave Unit 2, Winthrop, MA 02152

      • 2 Beds
      • 1 Bath
      • 965 Sq Ft
      • Built 1910
      103 Summit Ave Unit 2, Winthrop, MA 02152

      Last Sold Summary

      • 37 Days On Market

  • /16

    $539,900

    Open Fri 4:30PM - 6PM
    • 3 Beds
    • 2 Baths
    • 1,351 Sq Ft

    95 Marshall St, Winthrop, MA 02152

    Attention builders, developers, investors & rehabbers! Situated on 4,869 sq ft lot in desirable Winthrop neighborhood, this legal two-family home has been loved for generations & now ready for its next chapter. Originally a single-family, this unique property now offers many options for future use. For ambitious owner-occupants, this could be a great home for multi-generational living or having a

    Ryan Wilson Keller Williams Realty

    95 Marshall St, Winthrop, MA 02152
  • /20

    $3,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,050 Sq Ft
    • Condo for Rent

    35 Perkins St Unit 1, Winthrop, MA 02152

    Bright, updated 2-bedroom, 2-bathroom unit available at 35 Perkins Street in sought-after Winthrop. The unit features an updated kitchen with stainless steel appliances, two full bathrooms, and in-unit washer/dryer. Hardwood floors and thoughtful updates throughout make this a true turnkey rental. Three houses from Winthrop Beach with dining and local shops at your door. A 6-minute walk to

    Eric Bourgea Reference Real Estate

    35 Perkins St Unit 1, Winthrop, MA 02152
  • /39

    $650,000

    Sold Sep 30, 2025

    One Seal Harbor Rd Unit 604, Winthrop, MA 02152

    • 2 Beds
    • 2 Baths
    • 1,124 Sq Ft
    • Built 1983

    Last Sold Summary

    • $578/SF
    • 8 Days On Market

    Last Listing Agent Marina Tramontozzi True North Realty

    One Seal Harbor Rd Unit 604, Winthrop, MA 02152
    • /30

      Est $370,477

      Not Listed For Sale

      103 Summit Ave Unit 1, Winthrop, MA 02152

      • 1 Bed
      • 1 Bath
      • 894 Sq Ft
      • Built 1910
      103 Summit Ave Unit 1, Winthrop, MA 02152

      Last Sold Summary

      • 48 Days On Market

  • /38

    $619,900

    Open Sun 11AM - 12:30PM
    • 2 Beds
    • 2 Baths
    • 1,241 Sq Ft

    1 Seal Harbor Rd Unit 116, Winthrop, MA 02152

    Rarely available corner unit at the ultra desirable Seal Harbor Condominiums. Enjoy sweeping views of the Atlantic Ocean and beyond from the comforts of your own living room. This two-bedroom, two-bath unit boasts oversized windows and glass sliders with unobstructed ocean views and great natural light, hardwood floors, updated kitchen and bath, in-unit laundry hook-ups, extra storage space and a

    Ed Deveau Century 21 Mario Real Estate

    1 Seal Harbor Rd Unit 116, Winthrop, MA 02152
  • /20

    $3,000

    Total Monthly Price

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

    63 Coral Ave, Winthrop, MA 02152

    Experience luxury living in this one-of-a-kind gem: two bedrooms, one bathroom, living room and kitchen. This apartment offers breathtaking ocean views. The bedrooms and living room have stylish furniture and luxury linens.This tranquil residence is just steps from the Orient Heights Blue Line, putting Boston within easy reach.In a quiet residential neighborhood with an ocean promenade.

    63 Coral Ave, Winthrop, MA 02152
  • /23

    $536,000

    Sold Jan 30, 2026

    28 Pearl Ave Unit 3, Winthrop, MA 02152

    • 3 Beds
    • 1 Bath
    • 1,280 Sq Ft
    • Built 1900

    Last Sold Summary

    • 3% Below List Price
    • $419/SF
    • 58 Days On Market

    Current Estimated Value $535,002

    Last Listing Agent Reserve Team Reference Real Estate

    28 Pearl Ave Unit 3, Winthrop, MA 02152
    • /21

      Est $882,647

      Not Listed For Sale

      3 Almont St, Winthrop, MA 02152

      • 5 Beds
      • 2.5 Baths
      • 2,840 Sq Ft
      • Built 1900
      3 Almont St, Winthrop, MA 02152

      Last Sold Summary

      • 21 Days On Market

  • /17

    $699,900

    $129K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    5 Oceanview St, Winthrop, MA 02152

    ***Seller is VERY motivated***Welcome to your fully renovated and updated home on a quiet corner in Winthrop. This home features a brand new kitchen with wide spanning island, open to the living room. Perfect for entertaining. All new electrical, water heater, furnace, plumbing, insulation and hard wired fire alarms. Approximately 250 sqft was added on and 2 bathrooms were also added making this

    Nezihe Hewson Mariano Smith & Co.

    5 Oceanview St, Winthrop, MA 02152
  • /15

    $3,400 Per Month

    • 3 Beds
    • 1 Bath
    • 1,500 Sq Ft
    • Apartment for Rent

    274 Bowdoin St Unit 3, Winthrop, MA 02152

    Charming and spacious 3-bedroom,1-bathroom apartment located in the Winthrop by the Sea. This top-floor apartment is part of a multi-family home that underwent a complete renovation in 2019. The renovation included updates such as hardwood floors, stainless steel appliances, bathroom fixtures, and more making it move-in ready. The apartment offers a generous living space of 1,500 sqft, featuring

    Alanna Logan Compass

    274 Bowdoin St Unit 3, Winthrop, MA 02152
  • /41

    $715,900

    Sold Mar 30, 2026

    14 Pleasant Park Rd, Winthrop, MA 02152

    • 4 Beds
    • 1 Bath
    • 1,964 Sq Ft
    • Built 1920

    Last Sold Summary

    • 2% Below List Price
    • $365/SF
    • 134 Days On Market

    Current Estimated Value $709,592

    Last Listing Agent Regina Paratore RE/MAX 360

    14 Pleasant Park Rd, Winthrop, MA 02152
    • /33

      Est $742,171

      Not Listed For Sale

      62 Locust St, Winthrop, MA 02152

      • 5 Beds
      • 2 Baths
      • 2,412 Sq Ft
      • Built 1900
      62 Locust St, Winthrop, MA 02152

      Last Sold Summary

      • 45 Days On Market

  • /42

    $994,000

    Open Sat 11AM - 1PM
    • 5 Beds
    • 3 Baths
    • 2,564 Sq Ft

    156 Locust St, Winthrop, MA 02152

    Experience coastal living at its finest at 156 Locust Street. Just steps from the beach, this beautifully renovated 5-bedroom, 3-bathroom home offers over 2,500 square feet of stylish living space with ocean views and exceptional indoor-outdoor living. Renovated in 2022, the home blends modern luxury with timeless coastal charm. The stunning primary suite provides a private retreat, while a

    The Jenkins Group Keller Williams Realty

    156 Locust St, Winthrop, MA 02152
  • /8

    $2,600 Per Month

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

    35 Pearl Ave Unit 2, Winthrop, MA 02152

    Steps to Winthrop beach and bus stop at the corner of the street. This apartment has hardwood floors throughout. Washer and dryer hook-up in kitchen. New stove to be installed, Hardwood floors to be refinished, Winthrop offers fine restaurants and shopping at Winthrop center. . Apartment will be painted and cleaned.

    James Polino Compass

    35 Pearl Ave Unit 2, Winthrop, MA 02152
  • /29

    $632,000

    Sold Dec 01, 2025

    55 Johnson Ave Unit 1, Winthrop, MA 02152

    • 3 Beds
    • 1 Bath
    • 1,614 Sq Ft
    • Built 1900

    Last Sold Summary

    • $392/SF
    • 9 Days On Market

    Current Estimated Value $610,500

    Last Listing Agent Nick Murphy Serhant

    55 Johnson Ave Unit 1, Winthrop, MA 02152
    • /42

      Est $665,376

      Not Listed For Sale

      465 Winthrop St, Winthrop, MA 02152

      • 4 Beds
      • 2 Baths
      • 1,418 Sq Ft
      • Built 1925
      465 Winthrop St, Winthrop, MA 02152

      Last Sold Summary

      • 20 Days On Market

  • /26

    $1,299,000

    Pending
    • 5 Beds
    • 2 Baths
    • 3,754 Sq Ft

    264 Court Rd, Winthrop, MA 02152

    Located in one of the most desirable neighborhoods in town, this grand home has been the home to 4 generations of the same family since it was built. It has been cherished by the same family for over 100 years. Rich original woodwork and timeless character can be found throughout. Step into the sun-filled enclosed front porch before entering the impressive foyer featuring a stunning quarter-sawn

    Elizabeth Ferrara Cottage Hill Real Estate

    264 Court Rd, Winthrop, MA 02152
  • /12

    $3,600 Per Month

    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • Apartment for Rent

    18 Tewksbury St Unit 2, Winthrop, MA 02152

    Absolutely huge apartment for rent that feels like a single family. This home on Tewksbury street is located between the ocean and harbor with prime east to west natural light all day. This home has a private entrance to the unit which boasts 4 large bedrooms, 2 bathrooms along with brand new gas heating system and new windows. 2 KITCHENS IN THIS HOME! Full Living Room, Dining Room, Multiple

    AD Advisors Team Block Realty

    18 Tewksbury St Unit 2, Winthrop, MA 02152
  • /21

    $479,000

    Sold Dec 15, 2025

    249 Winthrop Shore Dr Unit 6, Winthrop, MA 02152

    • 2 Beds
    • 1 Bath
    • 1,415 Sq Ft
    • Built 1900

    Last Sold Summary

    • $339/SF
    • 19 Days On Market

    Current Estimated Value $485,760

    Last Listing Agent Kathleen Dailey Compass

    249 Winthrop Shore Dr Unit 6, Winthrop, MA 02152
    • /42

      Est $613,851

      Not Listed For Sale

      65 Wilshire St, Winthrop, MA 02152

      • 4 Beds
      • 1 Bath
      • 1,410 Sq Ft
      • Built 1920
      65 Wilshire St, Winthrop, MA 02152

      Last Sold Summary

      • 60 Days On Market

  • /38

    $500,000

    $25K PRICE DROP Pending
    • 3 Beds
    • 1 Bath
    • 1,325 Sq Ft

    26 Forrest St Unit 1, Winthrop, MA 02152

    Half a Block to Winthrop Beach. A Home You Will Never Want to LeaveSet half a block from Winthrop Beach, this 1,300+ sq ft first-floor condo in a classic 1890 home offers the space and character that invites long-term roots. High ceilings, hardwood floors, and Chelsea-tiled fireplaces set the tone. A formal living room and separate dining room provide real rooms for real life — not an open floor

    Clara Arroyave eXp Realty LLC - Corporate Office

    26 Forrest St Unit 1, Winthrop, MA 02152
  • /27

    $2,800 Per Month

    • 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
  • /42

    $543,000

    Sold Mar 02, 2026

    1 Seal Harbor Rd Unit 415, Winthrop, MA 02152

    • 2 Beds
    • 2 Baths
    • 1,203 Sq Ft
    • Built 1983

    Last Sold Summary

    • 1% Below List Price
    • $451/SF
    • 24 Days On Market

    Current Estimated Value $547,886

    Last Listing Agent Camilo & Co. Group Realty One Group Nest

    1 Seal Harbor Rd Unit 415, Winthrop, MA 02152
    • /17

      Est $568,416

      Not Listed For Sale

      500 Winthrop St, Winthrop, MA 02152

      • 2 Beds
      • 2 Baths
      • 984 Sq Ft
      • Built 1960
      500 Winthrop St, Winthrop, MA 02152

      Last Sold Summary

      • 24 Days On Market

  • /32

    $975,000

    Open Fri 5PM - 6:30PM $325K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 2,916 Sq Ft

    24 Fairview St, Winthrop, MA 02152

    ~~PRICE IMPROVEMENT~~ Introducing 24 FAIRVIEW STREET - a charming 4-bedroom, 1.5 bath Victorian in a prime, central location offering inside & outside enjoyment. This beautiful home has been enjoyed & maintained by the same family for many years & offers timeless appeal throughout. First floor has a family room, living room w/ a fireplace, modern kitchen w/ s/s appliances, separate dining area &

    Mary Ann Cash Charlesgate Realty Group, llc

    24 Fairview St, Winthrop, MA 02152
  • /4

    $2,500 Per Month

    • 2 Beds
    • 1 Bath
    • 1,050 Sq Ft
    • Apartment for Rent

    31 Pleasant St Unit 2, Winthrop, MA 02152

    Recently updated two bedroom, one bathroom apartment located in professionally managed three family. This unit has hardwood floors, updated kitchen and more. The property is in close proximity to the public transportation, shopping, schools and more. Also, has easy access to Boston and many beaches.

    Timothy Shanahan Merrimack Realty Group, Chelmsford

    31 Pleasant St Unit 2, Winthrop, MA 02152
  • /30

    $920,000

    Sold Sep 15, 2025

    94 Circuit Rd, Winthrop, MA 02152

    • 3 Beds
    • 2 Baths
    • 1,831 Sq Ft
    • Built 1925

    Last Sold Summary

    • 2% Above List Price
    • $502/SF
    • 40 Days On Market

    Current Estimated Value $887,617

    Last Listing Agent Leighann Eruzione LeighAnn Eruzione-Callinan

    94 Circuit Rd, Winthrop, MA 02152
    • /23

      Est $955,930

      Not Listed For Sale

      71 Paine St, Winthrop, MA 02152

      • 5 Beds
      • 3 Baths
      • 3,620 Sq Ft
      • Built 1923
      71 Paine St, Winthrop, MA 02152

      Last Sold Summary

      • 8 Days On Market

  • /36

    $695,000

    $5K PRICE DROP Pending
    • 3 Beds
    • 1 Bath
    • 1,250 Sq Ft

    51 Undine Ave, Winthrop, MA 02152

    Experience coastal living in a vibrant beachside community featuring a park with tennis and basketball courts, a dog park, and a scenic shoreline overlooking the Boston skyline. This thoughtfully updated home offers peace of mind with a recently painted exterior, a roof approximately 5 years old, and upgraded electrical and plumbing systems. Inside, you’ll find newer flooring, fresh interior

    The Caceda Team Coldwell Banker Realty - Lynnfield

    51 Undine Ave, Winthrop, MA 02152
  • /12

    $3,500 Per Month

    • 3 Beds
    • 1 Bath
    • 1,400 Sq Ft
    • Condo for Rent

    50 Trident Ave Unit 3, Winthrop, MA 02152

    Perched on the top floor of a beautifully maintained building, Unit #3 at 50 Trident Ave delivers a renovation that doesn't cut corners — gleaming hardwood floors throughout, stainless steel appliances with gas cooking, quartz countertops, custom shaker cabinets, and a sleek double-vanity bathroom, all in pristine move-in ready condition. The layout offers three spacious bedrooms plus a versatile

    Kristel Stavri Douglas Elliman Real Estate - The Sarkis Team

    50 Trident Ave Unit 3, Winthrop, MA 02152
  • /20

    $383,542

    Sold May 08, 2026

    10 Somerset Ave Unit 403, Winthrop, MA 02152

    • 1 Bed
    • 1 Bath
    • 475 Sq Ft
    • Built 2023

    Last Sold Summary

    • $807/SF
    • 36 Days On Market

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

    10 Somerset Ave Unit 403, Winthrop, MA 02152
    • /21

      Est $730,640

      Not Listed For Sale

      58 Banks St, Winthrop, MA 02152

      • 3 Beds
      • 3 Baths
      • 1,788 Sq Ft
      • Built 1950
      58 Banks St, Winthrop, MA 02152

      Last Sold Summary

      • 7 Days On Market

  • /23

    $625,000

    Open Sat 12PM - 1:30PM $24K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,203 Sq Ft

    1 Seal Harbor Rd Unit 815, Winthrop, MA 02152

    Seal Harbor I — Gorgeous ocean and harbor views from this sunny corner 8th-floor unit. Spacious living room with slider to a private balcony-This home features two comfortable bedrooms with large closets and beautiful views, a well-appointed kitchen with ample cabinetry and updated appliances, plus a newer washer/dryer. Enjoy resort-style amenities including an in-ground heated pool, fitness

    Peggie Gilbert Coldwell Banker Peggy Carter Team

    1 Seal Harbor Rd Unit 815, Winthrop, MA 02152
  • /30

    $6,500 Per Month

    • 3 Beds
    • 2 Baths
    • 2,100 Sq Ft
    • Condo for Rent

    876 Shirley St Unit 2, Winthrop, MA 02152

    DIRECT OCEANFRONT walk out onto the sand! OCEAN and CITY VIEWS. Sip your morning coffee and take in the ocean breeze on the back porch and watch the sunset on your front porch. Completely renovated 3 full bedrooms, 2 full bathrooms, with bonus space for an office.TWO floors of living space featuring an open kitchen and living room and area for formal dining room. Water views from literally every

    Leigh Gilmore Gilmore Murphy Realty LLC

    876 Shirley St Unit 2, Winthrop, MA 02152
  • /30

    $655,000

    Sold May 21, 2026

    51 Harbor View Ave Unit 2, Winthrop, MA 02152

    • 2 Beds
    • 1 Bath
    • 1,220 Sq Ft
    • Built 1920

    Last Sold Summary

    • 3% Below List Price
    • $537/SF
    • 31 Days On Market

    Last Listing Agent Susan Doig Donnelly + Co.

    51 Harbor View Ave Unit 2, Winthrop, MA 02152
    • /29

      Est $931,678

      Not Listed For Sale

      84 Banks St, Winthrop, MA 02152

      • 8 Beds
      • 3 Baths
      • 2,988 Sq Ft
      • Built 1957
      84 Banks St, Winthrop, MA 02152

      Last Sold Summary

      • 7 Days On Market

Showing Results 121 - 160, Page 4 of 18

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