1,075

Winthrop Beach Homes

Section Image
  • /37

    $849,900

    • 5 Beds
    • 2.5 Baths
    • 2,437 Sq Ft

    43 Dolphin Ave, Winthrop, MA 02152

    Welcome to 43 Dolphin Ave, a charming, move-in-ready Colonial offering ocean views in a desirable Winthrop location just moments from the newly renovated Winthrop Beach. The inviting main level features a sun-filled living room with a gas fireplace and classic arched doorways, a spacious kitchen overlooking the covered deck and fenced backyard, a formal dining room, a half bath, and a versatile

    Patricia Nunez Redfin Corp.

    43 Dolphin Ave, Winthrop, MA 02152
  • /16

    Starting at $1,795

    Total Monthly Price

    • Studio - 2 Beds

    91 Veterans Rd, Winthrop, MA 02152

    Welcome to The Abby at 91 Veterans Road in Winthrop, MA, where city-access meets coastal charm. Nestled just steps from the beach and the Winthrop Golf Club, this professionally managed community offers modern, pet-friendly apartments with reserved parking, in-unit laundry, and easy highway and public-transit access to Boston.Walkable town, breeze-filled viewsResidents love Winthrop’s

    The Abby

    91 Veterans Rd, Winthrop, MA 02152
  • /24

    $1,107,000

    Sold May 28, 2026

    11 Pearl Ave, Winthrop, MA 02152

    • 11 Beds
    • 3 Baths
    • 4,032 Sq Ft
    • Built 1890

    Last Sold Summary

    • 5% Above List Price
    • $275/SF
    • 9 Days On Market

    Current Estimated Value $1,111,764

    Last Listing Agent Reserve Team Reference Real Estate

    11 Pearl Ave, Winthrop, MA 02152
    • /20

      Est $435,061

      Not Listed For Sale

      148 Winthrop Shore Dr Unit 2, Winthrop, MA 02152

      • 1 Bed
      • 1 Bath
      • 738 Sq Ft
      • Built 1900
      148 Winthrop Shore Dr Unit 2, Winthrop, MA 02152

      Last Sold Summary

      • 53 Days On Market

      Last Listing Agent Robert Bennett Dream Seekers Realty, LLC

  • /35

    $763,000

    $1K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    189 Shirley St Unit 1, Winthrop, MA 02152

    Welcome to coastal living at its finest in this truly unique and beautifully appointed townhome residence. Spanning three expansive levels, this exceptional three-bedroom, two-and-a-half-bath home seamlessly blends comfort, style, and privacy in the one and only seaside community of Winthrop 02152. Privately situated with its own separate entrance, this rare offering lives like a single-family

    Tammy Merk Lantern Residential

    189 Shirley St Unit 1, Winthrop, MA 02152
  • /20

    $2,100 Plus Fees

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    87 Winthrop Shore Dr Unit 1, Winthrop, MA 02152

    Awesome this nice 1 Bed 1 Bath place in the WINTHROP area is available for Sep 1, 2019. Included Features are: Gas Heat, and Gas Hot Water.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the

    87 Winthrop Shore Dr Unit 1, Winthrop, MA 02152
  • /24

    $1,260,000

    Sold Mar 31, 2026

    37 Trident Ave, Winthrop, MA 02152

    • 8 Beds
    • 3 Baths
    • 3,708 Sq Ft
    • Built 1900

    Last Sold Summary

    • 3% Below List Price
    • $340/SF
    • 86 Days On Market

    Current Estimated Value $1,281,210

    Last Listing Agent David Parish Connor Real Estate

    37 Trident Ave, Winthrop, MA 02152
    • /14

      Est $393,220

      Not Listed For Sale

      308 Shirley St Unit 2, Winthrop, MA 02152

      • 2 Beds
      • 1 Bath
      • 890 Sq Ft
      • Built 1900
      308 Shirley St Unit 2, Winthrop, MA 02152

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Maria Mainini JDS Realty Group

  • /19

    $569,000

    • 3 Beds
    • 1 Bath
    • 1,377 Sq Ft

    10 Beach Rd Unit 1, Winthrop, MA 02152

    Just one block from Winthrop Beach, this spacious and inviting condo offers 1,377 SqFt of comfortable living. With 3 large bedrooms and 1 full bath, there’s plenty of room for working from home, entertaining, or simply relaxing.Step inside to discover an open-concept living and dining area that flows seamlessly into a large, modern kitchen, featuring gas cooking, ample counter space, and a

    Rogelio Zuniga United Brokers

    10 Beach Rd Unit 1, Winthrop, MA 02152
  • /10

    $3,250

    Total Monthly Price

    • 3 Beds
    • 1 Bath
    • 1,300 Sq Ft
    • Condo for Rent

    411 Shirley St Unit 2, Winthrop, MA 02152

    This property at 411 Shirley St offers a lovely 1300 square foot apartment to call home. It includes essential amenities such as air conditioning, a dishwasher, and laundry hook ups. The living room provides ample space for relaxation and entertainment, while the bedrooms are designed to accommodate various layouts. The bathroom is equipped with standard fixtures for convenience. The property

    411 Shirley St Unit 2, 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 $549,590

    Last Listing Agent Reserve Team Reference Real Estate

    28 Pearl Ave Unit 3, Winthrop, MA 02152
    • /26

      Est $447,130

      Not Listed For Sale

      249 Winthrop Shore Dr Unit 1, Winthrop, MA 02152

      • 2 Beds
      • 1 Bath
      • 940 Sq Ft
      • Built 1900
      249 Winthrop Shore Dr Unit 1, Winthrop, MA 02152

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Ryan Wilson Keller Williams Realty

  • /12

    $374,999

    $50K PRICE INCREASE
    • 2 Beds
    • 1 Bath
    • 649 Sq Ft

    175 Shirley St Unit 5, Winthrop, MA 02152

    If you are a beach person or enjoy a short commute to the city you've come to the right place. Take this opportunity to live in the perfect location at a price that is ideal. Your two bedroom one bath is the perfect size at just under 700 square feet with an additional 300 square feet in the attic that is deeded exclusively to you to use as you like. Enjoy fresh air on your roof deck or a view of

    Tammy Merk Lantern Residential

    175 Shirley St Unit 5, Winthrop, MA 02152
  • /11

    $4,800

    Total Monthly Price

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

    31 Pearl Ave Unit 1, Winthrop, MA 02152

    Fully furnished, short term rental. Includes all utilities, heat, hot water, high speed internet. Two steps to the beach! Sunny and spacious 3 bedroom 1st floor condo. The 3 bedrooms are setup with a queen and two full size beds, can be rearranged with twin beds to accommodate up to 8 people in 8 separate beds. Open floor layout with a spacious living room, dining room and eat in kitchen.

    31 Pearl Ave Unit 1, 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 $490,735

    Last Listing Agent Kathleen Dailey Compass

    249 Winthrop Shore Dr Unit 6, Winthrop, MA 02152
    • /29

      Est $816,401

      Not Listed For Sale

      239 Winthrop Shore Dr, Winthrop, MA 02152

      • 3 Beds
      • 2 Baths
      • 1,501 Sq Ft
      • Built 1880
      239 Winthrop Shore Dr, Winthrop, MA 02152

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent The Reference Group Reference Real Estate

  • /32

    $715,000

    $35K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,963 Sq Ft

    153 Locust St, Winthrop, MA 02152

    FRESH NEW PRICE! Best value in the neighborhood! Charming 1930's two family, originally a seaside cottage, just steps to the beach. This coastal home has been owned by the same family for over 70 years. It offers off street parking and flexible living options. It could be a great single family. Unit 1 is a one bedroom while Unit 2 has three bedrooms. This property is brimming with potential and

    Mary Ann Cash Charlesgate Realty Group, llc

    153 Locust St, Winthrop, MA 02152
  • /11

    $2,775 Per Month

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Apartment for Rent

    49 Seafoam Ave Unit 2, Winthrop, MA 02152

    Seaside 2-bed, 1-bath spread across two levels, directly across from Winthrop Beach. Wake up to ocean views from the primary bedroom, which opens to its own private deck. Hardwood floors in the bedrooms, in-unit laundry, central A/C, and a sunroom that makes a perfect home office or extra storage. Off-street parking included; water, sewer, and hot water are included in the rent (tenant pays

    Reserve Team Reference Real Estate

    49 Seafoam Ave Unit 2, Winthrop, MA 02152
  • /25

    $670,000

    Sold Sep 16, 2025

    162 Shirley St Unit 164, Winthrop, MA 02152

    • 3 Beds
    • 2 Baths
    • 1,413 Sq Ft
    • Built 1884

    Last Sold Summary

    • 8% Below List Price
    • $474/SF
    • 76 Days On Market

    Current Estimated Value $693,942

    Last Listing Agent Jenny Golic Bowdoin Real Estate Partners

    162 Shirley St Unit 164, Winthrop, MA 02152
    • /30

      Est $375,109

      Not Listed For Sale

      222 Winthrop Shore Dr Unit 3, Winthrop, MA 02152

      • 2 Beds
      • 1 Bath
      • 736 Sq Ft
      • Built 1964
      222 Winthrop Shore Dr Unit 3, Winthrop, MA 02152

      Last Sold Summary

      • 84 Days On Market

      Last Listing Agent Antonio Ferreira Gifted Realty Group, LLC

  • /18

    $499,900

    Open Sun 12PM - 1:30PM
    • 1 Bed
    • 1 Bath
    • 623 Sq Ft

    140 Shirley St Unit 330, Winthrop, MA 02152

    LAST ONE BEDROOM UNIT. Discover the perfect blend of modern design and seaside charm at 140 Shirley Street, Winthrop’s newest boutique condominium residence—just steps from the shoreline of Winthrop Beach. This one-bedroom home in a 10-unit building captures the essence of coastal living with its fresh, nautical-inspired style and high-end finishes. Inside, you’ll find engineered hardwood

    Kovacs Team Compass

    140 Shirley St Unit 330, Winthrop, MA 02152
  • /25

    $3,000

    Total Monthly Price

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

    61 Coral Ave, Winthrop, MA 02152

    Step into luxury at this stunning, top-floor penthouse with breathtaking panoramic views of the ocean. Perfect for a romantic getaway, family vacation, or serene retreat, this exclusive beachfront oasis combines modern elegance with coastal charm. Relax on your private terrace as you enjoy endless sea views, or take a short walk to the beach just steps from your door. Private terrace with

    61 Coral Ave, Winthrop, MA 02152
  • /15

    $357,000

    Sold Apr 24, 2026

    203 Winthrop Shore Dr Unit 2, Winthrop, MA 02152

    • 1 Bed
    • 1 Bath
    • 725 Sq Ft
    • Built 1900

    Last Sold Summary

    • 1% Below List Price
    • $492/SF
    • 13 Days On Market

    Current Estimated Value $354,718

    Last Listing Agent Molly Walker Coldwell Banker Realty - Scituate

    203 Winthrop Shore Dr Unit 2, Winthrop, MA 02152
    • /39

      Est $717,233

      Not Listed For Sale

      41 Hawthorn Ave, Winthrop, MA 02152

      • 2 Beds
      • 2 Baths
      • 2,224 Sq Ft
      • Built 1954
      41 Hawthorn Ave, Winthrop, MA 02152

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Linda Calla Cottage Hill Real Estate

  • /26

    $385,000

    $15K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 677 Sq Ft

    53 Trident Ave Unit 301, Winthrop, MA 02152

    Welcome to coastal living at its best. HOA FEE INCLUDES HEAT & HOT WATER! This top-floor corner 2-bedroom condo offers ocean views & an ideal vantage point overlooking the water, bringing in incredible natural light throughout. Hardwood floors run throughout the living area, while the kitchen features granite countertops, stainless steel appliances, & ample storage. Recent upgrades include appx.

    Amanda Woodward Coldwell Banker Realty - Boston

    53 Trident Ave Unit 301, Winthrop, MA 02152
  • /12

    $3,300 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

    $475,000

    Sold Aug 14, 2026

    140 Shirley St Unit 230, Winthrop, MA 02152

    • 1 Bed
    • 1 Bath
    • 623 Sq Ft
    • Built 2026

    Last Sold Summary

    • $762/SF
    • 41 Days On Market

    Last Listing Agent Kovacs Savage Team Byrnes Real Estate Group LLC

    140 Shirley St Unit 230, Winthrop, MA 02152
    • /24

      Est $778,824

      Not Listed For Sale

      15 Myrtle Ave, Winthrop, MA 02152

      • 3 Beds
      • 2 Baths
      • 1,687 Sq Ft
      • Built 1890
      15 Myrtle Ave, Winthrop, MA 02152

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Leighann Eruzione Bowdoin Real Estate Partners

  • /26

    $1,650,000

    Pending
    • 6 Beds
    • 6 Baths
    • 4,122 Sq Ft

    304 Shirley St, Winthrop, MA 02152

    Situated just steps from the sand, 304 Shirley presents a rare opportunity to own a fully occupied 6-unit building in one of Winthrop's most desirable seaside neighborhoods. Each unit is a well-maintained 1-bedroom, offering consistent rental income and strong tenant demand. This beachside property is perfectly positioned near local shops, restaurants, and public transportation, making it a

    Reserve Team Reference Real Estate

    304 Shirley St, 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

    63 Coral Ave, 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 $502,907

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

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

      Est $525,081

      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

      • 3 Days On Market

      Last Listing Agent Ricardo Rodriguez Coldwell Banker Realty - Boston

  • /28

    $499,000

    $11K PRICE DROP
    • 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
  • /18

    $3,000 Per Month

    • 3 Beds
    • 1 Bath
    • 1,113 Sq Ft
    • Apartment for Rent

    180 Shirley St Unit 3, Winthrop, MA 02152

    Beautifully renovated and AVAILABLE NOW, this spacious 3-bedroom apartment offers a fresh, modern feel with plenty of room to make yourself at home.Featuring gorgeous hardwood floors, updated fixtures, and contemporary finishes throughout, the apartment is bright, inviting, and move-in ready. The flexible layout includes a generous living room plus an additional bonus room—perfect for a formal

    Leighann Eruzione Bowdoin Real Estate Partners

    180 Shirley St Unit 3, Winthrop, MA 02152
  • /22

    $499,999

    Sold Apr 30, 2026

    23 Trident Ave Unit 1, Winthrop, MA 02152

    • 3 Beds
    • 1 Bath
    • 1,374 Sq Ft
    • Built 1900

    Last Sold Summary

    • $364/SF
    • 5 Days On Market

    Current Estimated Value $507,433

    Last Listing Agent The Boston ONE Team Serhant

    23 Trident Ave Unit 1, Winthrop, MA 02152
    • /27

      Est $487,521

      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

      • 10 Days On Market

      Last Listing Agent Atiyeh Cassidy Blue Sky Realty

  • /37

    $1,100,000

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

    32 Irwin St, Winthrop, MA 02152

    A rare opportunity to own a 3-unit multi-family investment property with a fourth apartment 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, one one-bedroom apartment, and one studio

    Michael Giannone The Aland Realty Group LLC

    32 Irwin St, Winthrop, MA 02152
  • /21

    $3,150 Per Month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    249 Winthrop Shore Dr Unit 4, Winthrop, MA 02152

    2-Bedroom, 1-Bath rental available 9/1. Pets Allowed. Welcome to coastal living at its best! This home offers stunning water views of Winthrop Beach from bright picture windows that fill the home with natural light. Enjoy convenience of in-unit laundry, stainless steel appliances, gas stove, charming pantry, and beautiful hardwood floors throughout. The home features two private outdoor spaces.

    Lia Bonoli Coldwell Banker Realty - Boston

    249 Winthrop Shore Dr Unit 4, 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 $398,329

    Last Listing Agent Domenico Barbuto DJB Realty Corporation

    53 Trident Ave Unit 204, Winthrop, MA 02152
    • /35

      Est $496,348

      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

      Last Listing Agent Christopher Vasquez Lamacchia Realty, Inc.

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$499,999
Median Single Family Sale Price
$684,500
Median Townhouse Sale Price
$587,499
Median 2 Bedroom Sale Price
$519,500
Median 1 Bedroom Sale Price
$460,000
Average Price Per Sq Ft
$509
Number of Homes for Sale
11
Last 12 months Home Sales
23
Months of Supply
5.70
Median List Price
$537,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
6%
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