7,540

Winthrop, MA Homes

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  • /16

    $1,050,000

    • 2 Beds
    • 2.5 Baths
    • 1,785 Sq Ft

    1001 Shirley St Unit 5, Winthrop, MA 02152

    Welcome to Unit 5 at The Pearl, a boutique coastal residence at 1001 Shirley Street, where refined design meets oceanfront living. This thoughtfully crafted home offers sweeping Atlantic views and a private ocean facing balcony, creating a daily connection to the water that few properties can match. Inside, the space is defined by clean architectural lines, generous ceiling height, and a layout

    Reserve Team Reference Real Estate

    1001 Shirley St Unit 5, Winthrop, MA 02152
  • /18

    $1,850 total monthly price

    • 1 Bed
    • 1 Bath
    • 725 Sq Ft
    • Condo for Rent

    90 Winthrop Shore Dr Unit 1-b 1-b U10, Winthrop, MA 02152

    This property at 90 Winthrop Shore Dr features 1 bedrooms and 1 bathroom within a total of 7250 square feet. The living room offers a comfortable space with hardwood floors, while the eat-in kitchen is equipped for dining and meal preparation. The bathroom includes essential fixtures and provides convenient access from the main living areas. Each bedroom is adequately sized for various furniture

    90 Winthrop Shore Dr Unit 1-b 1-b U10, Winthrop, MA 02152
  • /18

    $265,000 Sold Aug 18, 2025

    265 Washington Ave Unit 2A, Winthrop, MA 02152

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

    Last Sold Summary

    • 12% Below List Price
    • $662/SF
    • 54 Days On Market

    Current Estimated Value $262,573

    Last Listing Agent Pareene Group EXIT Premier Real Estate

    265 Washington Ave Unit 2A, Winthrop, MA 02152
    • /40

      Est $814,477 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,548 Sq Ft

      143 Revere St Unit 145, Winthrop, MA 02152

      143 Revere St Unit 145, Winthrop, MA 02152
  • /14

    $849,999

    • 4 Beds
    • 2 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. Featuring beautiful cherry hard wood floors, Family room, Formal dining room, ( Living room-could be master

    Jim Iannuzzi Amo Realty - Boston City Properties

    876 Shirley St Unit 1, 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
  • /14

    $392,000 Sold Mar 14, 2025

    700 Governors Dr Unit 38, Winthrop, MA 02152

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

    Last Sold Summary

    • 2% Below List Price
    • $396/SF
    • 20 Days On Market

    Current Estimated Value $394,340

    Last Listing Agent Elizabeth Ferrara Cottage Hill Real Estate

    700 Governors Dr Unit 38, Winthrop, MA 02152
    • /25

      Est $451,656 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,036 Sq Ft

      49 Sagamore Ave Unit 1B, Winthrop, MA 02152

      49 Sagamore Ave Unit 1B, Winthrop, MA 02152
  • /30

    $525,000

    • 1 Bed
    • 1 Bath
    • 840 Sq Ft

    3 Seal Harbor Rd Unit 634, Winthrop, MA 02152

    Situated at the ocean's edge in Winthrop, Seal Harbor is located just fifteen minutes from Boston's financial district. Building is amenity-rich- 24/7 concierge, on-site management, secure underground deeded garage parking, heated outdoor pool with shower, bathrooms, full poolhouse kitchen, outdoor Jacuzzi & 2 gas grills, year-round access to an indoor pool on the 9th floor, complete with

    Mark Carangelo Mark Carangelo

    3 Seal Harbor Rd Unit 634, Winthrop, MA 02152
  • /15

    $4,250 total monthly price

    • 4 Beds
    • 2 Baths
    • 9,999 Sq Ft
    • Condo for Rent

    25 Pratt St Unit 2, Boston, MA 02134

    Hardwood FloorsNear Public TransportationFantastic LocationNo living roomContact JIN today to get more info.Beautiful apartment in a fantastic location! Excellent management company. Perfect layout for flexible living options. Must see! Call today for more details and a showing.

    25 Pratt St Unit 2, Boston, MA 02134
  • /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 $668,533

    Last Listing Agent Jenny Golic Lantern Residential

    162 Shirley St Unit 164, Winthrop, MA 02152
    • /42

      Est $641,602 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,418 Sq Ft

      465 Winthrop St, Winthrop, MA 02152

      465 Winthrop St, Winthrop, MA 02152
  • /21

    $629,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,036 Sq Ft

    10 Somerset Ave Unit 201, Winthrop, MA 02152

    Welcome to Unit 201 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 and faces the front of the building, inviting natural light and a welcoming flow. Enjoy quartz

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 201, Winthrop, MA 02152
  • /9

    $2,750 total monthly price

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

    19 Beach Rd Unit 1, Winthrop, MA 02152

    Just One Block from the Beach! This spacious 3-bedroom apartment offers the perfect blend of comfort and convenience. Located only steps from the sand, you’ll enjoy coastal living while still being just minutes from the airport and public transportation. Inside, you’ll find beautiful hardwood floors, freshly painted interiors, and a modern kitchen and bathroom with brand new tile finishes. Live

    Chris Martin Cameron Prestige, LLC

    19 Beach Rd Unit 1, Winthrop, MA 02152
  • /20

    $625,000 Sold Dec 03, 2025

    184 Woodside Ave Unit 1, Winthrop, MA 02152

    • 3 Beds
    • 1 Bath
    • 1,138 Sq Ft
    • Built 1880

    Last Sold Summary

    • 1% Below List Price
    • $549/SF
    • 12 Days On Market

    Last Listing Agent Michael Forcillo Coldwell Banker Peggy Carter Team

    184 Woodside Ave Unit 1, Winthrop, MA 02152
    • /42

      Est $610,939 Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 1,410 Sq Ft

      65 Wilshire St, Winthrop, MA 02152

      65 Wilshire St, Winthrop, MA 02152
  • /30

    $1,280,000

    • 6 Beds
    • 3.5 Baths
    • 3,093 Sq Ft

    47 Bellevue Ave, Winthrop, MA 02152

    Introducing coastal living in this luxurious two-family home set on one of Winthrop’s most exclusive seaside streets. Just minutes from downtown Boston, this rare offering blends high-end finishes with exceptional investment potential. Additional in-law/guest suite possibilities create the opportunity for a dynamic property with multiple income streams or an elegant multigenerational retreat.

    Jessica Pumphret Blue Sky Realty

    47 Bellevue Ave, Winthrop, MA 02152
  • /23

    $2,650 total monthly price

    • 2 Beds
    • 1 Bath
    • 9,999 Sq Ft
    • Condo for Rent

    288 Pleasant St Unit 1, Winthrop, MA 02152

    VIRTUAL TOUR AVAILABLE!- 2 Bedroom in Pleasant St Winthrop - Available for November 1st- Heat and Hot Water Included- Laundry in Building- Student-Friendly- Spacious unit with large yard and renovated appliances - Hardwood Floors- Parking included - Public Transportation: Green Line, (B), Sutherland Rd.

    288 Pleasant St Unit 1, Winthrop, MA 02152
  • /22

    $570,000 Sold Jan 20, 2026

    87 Hermon St, Winthrop, MA 02152

    • 3 Beds
    • 1 Bath
    • 1,182 Sq Ft
    • Built 1870

    Last Sold Summary

    • 4% Above List Price
    • $482/SF
    • 3 Days On Market

    Last Listing Agent James Polino Compass

    87 Hermon St, Winthrop, MA 02152
    • /17

      Est $589,752 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 984 Sq Ft

      500 Winthrop St, Winthrop, MA 02152

      500 Winthrop St, Winthrop, MA 02152
  • /30

    $849,900 Pending

    • 4 Beds
    • 2 Baths
    • 2,317 Sq Ft

    45 Read St, Winthrop, MA 02152

    Welcome to Winthrop this beautiful classic colonial awaits you! This lovingly cared for home has been with one family for the last 29 years and is perfect for the extended family. The original home built in 1920 includes a newer two story addition offering lots of living space. The extra large eat in kitchen was completely remodeled in 2021 and features beautiful white cabinetry, stainless steel

    William Stewart Sgarzi & Stewart Real Estate, LLC

    45 Read St, Winthrop, MA 02152
  • /32

    $3,500 total monthly price

    • 3 Beds
    • 4 Baths
    • 1,179 Sq Ft
    • Apartment for Rent

    374 Shirley St Unit 2, Winthrop, MA 02152

    NEW YEAR....NEW PRICE!!! Sparkling, move in ready renovated apartment in a perfect location!!! Walking distance to all Winthrop has to offer, including many delicious dining options. 3 bedroom, 2 bath apartment with en suite bathroom connected to the master bedroom. Huge, bright, and functional kitchen with room for a dining table. Washer and Dryer in unit. Large balcony overlooking the pristine

    Anne Genovese Legacy Realty Advisors LLC

    374 Shirley St Unit 2, Winthrop, MA 02152
  • /27

    $800,000 Sold Jul 14, 2025

    77 Otis St, Winthrop, MA 02152

    • 4 Beds
    • 2 Baths
    • 1,769 Sq Ft
    • Built 1912

    Last Sold Summary

    • 4% Below List Price
    • $452/SF
    • 41 Days On Market

    Current Estimated Value $795,618

    Last Listing Agent Molly Walker Coldwell Banker Realty - Scituate

    77 Otis St, Winthrop, MA 02152
    • /30

      Est $757,323 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,079 Sq Ft

      157 Morton St, Winthrop, MA 02152

      157 Morton St, Winthrop, MA 02152
  • /14

    $399,999 Pending

    • 2 Beds
    • 1 Bath
    • 664 Sq Ft

    53 Trident Ave Unit 303, Winthrop, MA 02152

    Experience coastal living in this updated 2-bedroom, 1-bath condo located just steps from beautiful Winthrop Beach. Situated on the third floor of a well-maintained building, this unit features an eat-in kitchen equipped with stainless steel appliances, an in-unit washer and dryer, and freshly painted interiors. Enjoy the convenience of hardwood floors throughout, beautiful bay windows, and a

    Sara Vienneau Rappoli Century 21 North East

    53 Trident Ave Unit 303, Winthrop, MA 02152
  • /11

    $1,750 total monthly price

    • Studio
    • 1 Bath
    • 225 Sq Ft
    • Condo for Rent

    90 Winthrop Shore Dr Unit 3, Winthrop, MA 02152

    90 Winthrop Shore Dr Unit 3, Winthrop, MA 02152
  • /31

    $390,000 Sold Sep 10, 2025

    23 Winthrop Shore Dr Unit 2, Winthrop, MA 02152

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

    Last Sold Summary

    • 2% Below List Price
    • $574/SF
    • 5 Days On Market

    Last Listing Agent Mariel Yovino Compass

    23 Winthrop Shore Dr Unit 2, Winthrop, MA 02152
    • /21

      Est $753,351 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,788 Sq Ft

      58 Banks St, Winthrop, MA 02152

      58 Banks St, Winthrop, MA 02152
  • /40

    $1,150,000 Pending

    • 6 Beds
    • 2.5 Baths
    • 3,458 Sq Ft

    66 Lowell Rd, Winthrop, MA 02152

    One of a kind. 10+ rooms of meticulousness combining warmth and character. Built 1925 in the New England coastal Maze area, nearby Cottage Park Yacht Club. 3 solid wood entry doors lead to amazing flow on main level with sunny exposures thru oversized windows. Designed by MIT architect John Whitmore. Flood insurance is NOT required in this sought after location. Gas fireplace in living room adds

    Stacey Steck Gibson Sotheby's International Realty

    66 Lowell Rd, Winthrop, MA 02152
  • /2

    $2,400 total monthly price

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

    900 Governors Dr Unit 22, Winthrop, MA 02152

    This great 2 bedroom and 1 bath unit is located in Winthrop's Governors Park. This unit has a newer kitchen and the bathroom has a tub and shower. This comes with 2 car on-premises sticker parking. Laundry is on the ground floor of the building. The bus stop is right at the entrance to Governors Park where a bus picks up to go to Orient Heights T station. It is walking distance to the Fort Banks

    James Polino Compass

    900 Governors Dr Unit 22, Winthrop, MA 02152
  • /41

    $975,000 Sold Feb 04, 2026

    5 Quincy Ave, Winthrop, MA 02152

    • 3 Beds
    • 2 Baths
    • 2,820 Sq Ft
    • Built 1917

    Last Sold Summary

    • 3% Above List Price
    • $346/SF
    • 46 Days On Market

    Last Listing Agent William Raye William Raveis R.E. & Home Services

    5 Quincy Ave, Winthrop, MA 02152
    • /24

      Est $900,062 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 2,413 Sq Ft

      44 Fairview St, Winthrop, MA 02152

      44 Fairview St, Winthrop, MA 02152
  • /11

    $598,395 Open Thu 4:45PM - 6:15PM

    • 2 Beds
    • 2 Baths
    • 832 Sq Ft

    10 Somerset Ave Unit 204, Winthrop, MA 02152

    Welcome to Unit 204 at The Somerset—Winthrop’s premier boutique condo community where coastal charm meets modern design. This spacious 1+-bed, 1-bath home features an open-concept layout with a large living/dining area perfect for entertaining or relaxing and an exterior private balcony. A generous kitchen island anchors the space and faces the front of the building, inviting natural light and a

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 204, Winthrop, MA 02152
  • /17

    $3,700 total monthly price

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

    953 Shirley St Unit 2, Winthrop, MA 02152

    Stylish 3-Bedroom Apartment by the shores of Winthrop!!Welcome to your new home in Boston’s vibrant Winthrop neighborhood! This spacious and updated 3-bedroom, 1-bathroom apartment offers comfort and convenience in a prime location. Each bedroom is generously sized, perfect for creating your own personal retreat. The open living area boasts ample natural light, creating a warm and

    953 Shirley St Unit 2, Winthrop, MA 02152
  • /23

    $1,050,000 Sold Jan 05, 2026

    191 Court Rd Unit 3, Winthrop, MA 02152

    • 4 Beds
    • 3.5 Baths
    • 2,575 Sq Ft
    • Built 1920

    Last Sold Summary

    • 2% Below List Price
    • $408/SF
    • 11 Days On Market

    Last Listing Agent Reserve Team Reference Real Estate

    191 Court Rd Unit 3, Winthrop, MA 02152
    • /28

      Est $584,220 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,100 Sq Ft

      26 Amelia Ave, Winthrop, MA 02152

      26 Amelia Ave, Winthrop, MA 02152
  • /31

    $410,000

    • 1 Bed
    • 2 Baths
    • 604 Sq Ft

    600 Shirley St Unit 1, Winthrop, MA 02152

    $6,000 closing cost credit to buyer!!! WATER VIEWS & PRIVATE DECK! Welcome to The Cove at 600, a premier condominium development in Winthrop, situated on the historic site of the Crystal Cove Hotel. This meticulously renovated first-floor unit features 1 bedroom and 2 baths, epitomizing perfect beach town living. Every detail has been updated finishes, including newer kitchen & bathrooms. Your

    The Movement Group Compass

    600 Shirley St Unit 1, 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
  • /34

    $575,000 Sold Jul 01, 2025

    12 Sewall Ave Unit 1, Winthrop, MA 02152

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

    Last Sold Summary

    • 3% Above List Price
    • $642/SF
    • 6 Days On Market

    Last Listing Agent Jorge Betancur Century 21 Mario Real Estate

    12 Sewall Ave Unit 1, Winthrop, MA 02152
    • /26

      Est $447,101 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 940 Sq Ft

      249 Winthrop Shore Dr Unit 1, Winthrop, MA 02152

      249 Winthrop Shore Dr Unit 1, Winthrop, MA 02152

Showing Results 161 - 200, Page 5 of 18

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