7,540

Winthrop, MA Homes

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  • /30

    $985,000 Pending

    • 7 Beds
    • 2 Baths
    • 2,604 Sq Ft

    72 Fremont St, Winthrop, MA 02152

    AMAZING 2 family home that just was updated inside and out! THE LOCATION IS PERFECT side street loca in Winthrop Center & just 1/2 mile to the beach. It will be delivered vacant & ready to MOVE RIGHT INTO. The larger unit (2nd & 3rd Flr) has 4 bedrooms and it's own private rear deck & enclosed front porch. The 1st floor unit is 3 bedrooms & has it's own deck. All decks are maintenance-free

    Proactive Team Proactive Realty

    72 Fremont St, Winthrop, MA 02152
  • /15

    $4,995 total monthly price

    • 3 Beds
    • 3 Baths
    • 1,500 Sq Ft
    • Condo for Rent

    176 Winthrop Shore Dr Unit 1, Winthrop, MA 02152

    This property at 176 Winthrop Shore Dr features 3 bedrooms and 3 bathrooms within a total of 1,500 square feet. The living room offers ample space for relaxation and entertainment. Each bedroom is designed for comfort and privacy, while the bathrooms are equipped with essential fixtures. The kitchen includes a dishwasher for convenience, and a washer/dryer is also provided for laundry needs.

    176 Winthrop Shore Dr Unit 1, Winthrop, MA 02152
  • /30

    $765,000 Sold May 16, 2025

    127 Bowdoin St, Winthrop, MA 02152

    • 3 Beds
    • 2 Baths
    • 1,698 Sq Ft
    • Built 1910

    Last Sold Summary

    • 2% Above List Price
    • $451/SF
    • 22 Days On Market

    Current Estimated Value $767,706

    Last Listing Agent Leighann Eruzione Lantern Residential

    127 Bowdoin St, Winthrop, MA 02152
    • /29

      Est $782,277 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,501 Sq Ft

      239 Winthrop Shore Dr, Winthrop, MA 02152

      239 Winthrop Shore Dr, Winthrop, MA 02152
  • /31

    $1,125,000

    • 4 Beds
    • 2 Baths
    • 2,908 Sq Ft

    169 Grovers Ave, Winthrop, MA 02152

    First time on the market in more than 50 years. Enjoy gorgeous water views from this extra spacious 2 family home located in sought after Highlands neighborhood. Unit 1 features 5 rooms, including a large L-shaped living room with fireplace, formal dining room with china cabinet, eat-in kitchen, 2 bedrooms, full bath and front and rear porches. Unit 2 features a big living room with fireplace,

    John Bethoney Discover Properties

    169 Grovers Ave, 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
  • /28

    $665,000 Sold Jun 18, 2025

    128 Lincoln St, Winthrop, MA 02152

    • 4 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • Built 1966

    Last Sold Summary

    • 11% Above List Price
    • $416/SF
    • 6 Days On Market

    Current Estimated Value $673,627

    Last Listing Agent Carol Henriquez Coldwell Banker Realty - Cambridge

    128 Lincoln St, Winthrop, MA 02152
    • /30

      Est $364,570 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 736 Sq Ft

      222 Winthrop Shore Dr Unit 3, Winthrop, MA 02152

      222 Winthrop Shore Dr Unit 3, Winthrop, MA 02152
  • /14

    $1,250,000

    • 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

    $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 $405,121

    Last Listing Agent Kevin Ferrara Cottage Hill Real Estate

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

      Est $709,378 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 2,224 Sq Ft

      41 Hawthorn Ave, Winthrop, MA 02152

      41 Hawthorn Ave, Winthrop, MA 02152
  • /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
  • /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 $975,704

    Last Listing Agent Christine Goldstein Lyv Realty

    115 Almont St, Winthrop, MA 02152
    • /24

      Est $790,102 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,687 Sq Ft

      15 Myrtle Ave, Winthrop, MA 02152

      15 Myrtle Ave, Winthrop, MA 02152
  • /29

    $399,900 Open Sun 12PM - 1:30PM

    • 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
  • /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

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

    23 Trident Ave Unit 2, Winthrop, MA 02152
    • /26

      Est $730,012 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,593 Sq Ft

      55 Beach Rd, Winthrop, MA 02152

      55 Beach Rd, Winthrop, MA 02152
  • /37

    $899,900 Pending

    • 4 Beds
    • 2 Baths
    • 2,366 Sq Ft

    80 Shirley St, Winthrop, MA 02152

    Gorgeous farmhouse revival!!! Coastal vibes flow through this stunning brand new renovation. Best of both worlds with proximity to the beach and the city. Less than a 5 minute walk to the nicest beach close to Boston. An easy 15 minute drive and you're in the middle of the city. Both units boast modern open floor plans. Actual high end finishes throughout for an obvious upscale vibe. Huge

    Nick Burnes Red Tree Real Estate

    80 Shirley St, 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 $620,556

    Last Listing Agent Paul Cervone Lamacchia Realty, Inc.

    31 River Rd, Winthrop, MA 02152
    • /19

      Est $581,489 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,210 Sq Ft

      145 Locust St, Winthrop, MA 02152

      145 Locust St, Winthrop, MA 02152
  • /10

    $749,900 Pending

    • 6 Beds
    • 2 Baths
    • 2,454 Sq Ft

    441 Winthrop St, Winthrop, MA 02152

    Traditional two-family home featuring two spacious 3-bedroom apartments. Recently upgraded with a new roof and windows, as well as newer vinyl siding, gas FHA heating units, and updated electrical service. While the interior of both units requires a complete makeover, this property holds immense potential. A similar home just a few doors down recently sold for $885,000. Conveniently located

    James Polino Compass

    441 Winthrop St, 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 $717,750

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

    148 Winthrop Shore Dr Unit 4, Winthrop, MA 02152
    • /9

      Est $511,882 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,105 Sq Ft

      85 Beach Rd, Winthrop, MA 02152

      85 Beach Rd, Winthrop, MA 02152
  • /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
  • /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

    Last Listing Agent James Polino Compass

    60 Waldemar Ave, Winthrop, MA 02152
    • /36

      Est $782,778 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,004 Sq Ft

      120 Almont St, Winthrop, MA 02152

      120 Almont St, Winthrop, MA 02152
  • /32

    $594,900 Pending

    • 2 Beds
    • 2 Baths
    • 985 Sq Ft

    10 Somerset Ave Unit 206, Winthrop, MA 02152

    Welcome to The Somerset—Winthrop’s newest boutique condo development, where coastal charm meets modern luxury. This spacious 2-bedroom, 2-bath home is designed for effortless living, featuring a sun-drenched open layout, private balcony, and oversized walk-in wardrobes in both bedrooms. Enjoy a sleek kitchen with stainless steel appliances, quartz countertops, and soft-close cabinetry, flowing

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 206, 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

    Last Listing Agent Reserve Team Reference Real Estate

    34 Fremont St, Winthrop, MA 02152
    • /32

      Est $712,370 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,600 Sq Ft

      56 Beach Rd, Winthrop, MA 02152

      56 Beach Rd, Winthrop, MA 02152
  • /25

    $1,125,000

    • 2 Beds
    • 2.5 Baths
    • 1,978 Sq Ft

    1001 Shirley St Unit 1, Winthrop, MA 02152

    As the flagship residence at The Pearl, Unit 1 showcases one of the most spacious layouts in the collection, blending ocean views with striking modern details. Steps from the shoreline in Winthrop’s Point Shirley, it spans two levels with hardwood floors, soaring cathedral beamed ceilings, and a fireplace that anchors the living room while a second warms the primary suite. The chef’s kitchen is

    Reserve Team Reference Real Estate

    1001 Shirley St 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 $544,144

    Last Listing Agent Alison ludwig Keller Williams Realty-Merrimack

    110 Summit Ave Unit 1, Winthrop, MA 02152
    • /27

      Est $485,424 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,361 Sq Ft

      10 Beach Rd Unit 3, Winthrop, MA 02152

      10 Beach Rd Unit 3, Winthrop, MA 02152
  • /18

    $799,000 Open Sat 11AM - 12:30PM

    • 5 Beds
    • 2 Baths
    • 1,655 Sq Ft

    62 Cottage Ave, Winthrop, MA 02152

    Welcome to 62 Cottage Ave, a charming Colonial-style single-family home located in Winthrop’s highly desirable Cottage Hill neighborhood. The first floor features an open-concept layout with a spacious, updated kitchen showcasing quartz countertops, stainless steel appliances, and ample cabinetry. Also on the main level are a full bathroom, living room and a bedroom with a walk-in closet.Second

    Michelle Pena Pena Realty Corporation

    62 Cottage Ave, 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 $729,981

    Last Listing Agent Mary Ann Cash Charlesgate Realty Group, llc

    9 Albert Ave, Winthrop, MA 02152
    • /37

      Est $710,403 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,564 Sq Ft

      105 Almont St, Winthrop, MA 02152

      105 Almont St, Winthrop, MA 02152
  • /21

    $449,900 Open Sat 1PM - 2PM

    • 1 Bed
    • 1 Bath
    • 611 Sq Ft

    140 Shirley St Unit 204, Winthrop, MA 02152

    Discover the perfect blend of modern design and seaside charm at 130 Shirley Street, Winthrop’s newest boutique condominium residence—just steps from the shoreline of Winthrop Beach. This one-bedroom, one-bath 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 flooring, recessed

    Kovacs Savage Team Byrnes Real Estate Group LLC

    140 Shirley St Unit 204, 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 $347,097

    Last Listing Agent Mike Wetherbee Cameron Real Estate Group

    300 Governors Dr Unit 21, Winthrop, MA 02152
    • /38

      Est $775,377 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,049 Sq Ft

      25 Almont St Unit B, Winthrop, MA 02152

      25 Almont St Unit B, Winthrop, MA 02152
  • /21

    $939,900

    • 2 Beds
    • 2.5 Baths
    • 1,551 Sq Ft

    1001 Shirley St Unit 3, Winthrop, MA 02152

    Once a cornerstone of the Point Shirley community, this former church has been completely reimagined into five striking townhomes that blend architectural soul with modern precision. The Pearl is a bold statement... Thoughtful design, coastal light, and space that actually feels like home. Unit 3 offers over 1,500 square feet across two levels with an open main floor that feels expansive but

    Reserve Team Reference Real Estate

    1001 Shirley St Unit 3, 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

    Last Listing Agent Brian Perrin Brian J. Perrin Real Estate

    41 Harbor View Ave, Winthrop, MA 02152

Showing Results 201 - 240, Page 6 of 18

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