7,395

Winthrop, MA Homes

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  • /22

    $555,000 Open Sat 12PM - 1PM

    • 1 Bed
    • 1 Bath
    • 684 Sq Ft

    10 Somerset Ave Unit 401, Winthrop, MA 02152

    Welcome to The Somerset—Winthrop’s newest boutique condo development! This collection of 29 thoughtfully designed homes offers studios, 1-bed, 1+ bed, and 2-bedroom layouts with quality finishes and a coastal vibe. Enjoy open-concept living, stainless steel appliances, quartz countertops, central A/C, and stylish modern touches. Most units include garage parking, and select homes feature private

    10 Somerset Ave Unit 401, Winthrop, MA 02152
  • /26

    $5,500 per month

    • 3 Beds
    • 3 Baths
    • 2,400 Sq Ft
    • Apartment for Rent

    141 Groves Ave Unit 141, Winthrop, MA 02152

    Winthrop, MA (Winthrop Highlands) Water-Front Luxury 3 Bedrooms, 3 Baths Townhouse For Rent - August 1, 2025; FEATURES: 2400 Square Feet Of Beautiful Living Space; Stainless Steel Appliances (stove/refrigerator/dishwasher/microwave); Granite Counter-tops & Kitchen Island; Elegant Cherry Cabinets; Gleaming Hardwood Floor & Ceramic Tile Floors; Central Heating And Air-Conditioning; Fire Place,

    Agent Photo

    Herman Davis

    Metro North Realty, LLC

    (857) 392-5660

    141 Groves Ave Unit 141, Winthrop, MA 02152
  • /15

    $688,000 Sold May 06, 2025

    • 1,700 Sq Ft
    • $405/SF
    • 153 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1928

    29 Buckthorn Terrace, Winthrop, MA 02152

    JUST REDUCED for the Spring market. Tucked away on a quiet side street you'll find 29 Buckthorn Terrace, a pretty yellow house. This three bedroom home is filled with charm and is extremely well built. If you like the character of hardwood floors, crown molding, natural woodwork and desire a heated garage, this might be the right home for you. Along with the living room, dining room and

    Mary Ann Cash Charlesgate Realty Group, llc

    29 Buckthorn Terrace, Winthrop, MA 02152
  • /30

    $795,500

    • 2 Beds
    • 2 Baths
    • 1,302 Sq Ft

    3 Seal Harbor Rd Unit 744, Winthrop, MA 02152

    AN OCEANFRONT OASIS. 2BR/2BA has captivating water views + 2 GARAGE SPACES! Open living and dining area with triple-wide glass door leads to a private balcony with panoramic vistas. Kitchen has cherry-finished cabinets, oak floors, SS appliances, granite, & countertop seating w/lighted glass brick design. Main BR has en-suite BA w/step-in shower, walk-in closet & dressing area. Great design

    Charles Roderick eXp Realty

    3 Seal Harbor Rd Unit 744, Winthrop, MA 02152
  • /20

    $3,000 per month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    115 Washington Ave Unit 2, Winthrop, MA 02152

    This nice 1 Bed 1 Bath place in the WINTHROP area is available for 05-15-2025. Included Features are: Extra Storage, Yard, Deck, and Laundry in Unit.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

    115 Washington Ave Unit 2, Winthrop, MA 02152
  • /30

    $559,000 Sold May 02, 2025

    • 1,072 Sq Ft
    • $521/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1951

    58 Almont St, Winthrop, MA 02152

    Charming Single-Level Home Just Blocks from the Beach! Rarely available single-level living in a prime Winthrop location! Nestled on a one-way street, this home is just a few blocks from the beach and close to all the local amenities you need. Featuring hardwood floors throughout, this home offers two bedrooms, two full baths, plus an office and a dedicated laundry space. The primary bedroom

    Elizabeth Ferrara Cottage Hill Real Estate

    58 Almont St, Winthrop, MA 02152
    • /18

      Est $507,689 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,115 Sq Ft

      45 Pearl Ave Unit 2, Winthrop, MA 02152

      45 Pearl Ave Unit 2, Winthrop, MA 02152
  • /33

    $535,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 1 Bath
    • 1,353 Sq Ft

    23 Trident Ave Unit 3, Winthrop, MA 02152

    OCEAN VIEWS or CITY ACCESS? Why not have both?This isn’t just a condo - it’s a whole new pace of life. Welcome to 23 Trident Ave where you have the opportunity to make your home ownership dreams a reality. This beautiful 3 Bed 1 Bath unit with a heated bonus room has been meticulously maintained. Spacious kitchen with ample cabinet space, granite counters, stainless appliances and recessed

    Julian Addy William Raveis R.E. & Home Services

    23 Trident Ave Unit 3, Winthrop, MA 02152
  • /16

    $3,600 per month

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • Apartment for Rent

    49 Bates Ave Unit 51, Winthrop, MA 02152

    Price drop down without furnished.Luxury apartment for rent in Winthrop, MA. This spacious unit features three bedrooms and two full bathrooms, and boasts hardwood floors throughout the entire home. The apartment is equipped with gas heating, ensuring warmth and comfort during the colder months.The entire third floor is dedicated to the main bedroom, providing privacy and ample space, and adorned

    David Li eXp Realty

    49 Bates Ave Unit 51, Winthrop, MA 02152
  • /30

    $825,000 Sold May 02, 2025

    • 1,972 Sq Ft
    • $418/SF
    • 15 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2006

    550 Pleasant St Unit 405, Winthrop, MA 02152

    Coming Soon! Experience waterfront luxury living within this stunning residence offering stunning south facing views of the waterfront, marina and Boston skyline! Unit 405 is perfectly located within the building and spans 1972 square feet providing an abundance of space for comfortable living and entertaining. Offering two bedrooms and two bathrooms, features include a gas fireplace, master

    550 Pleasant St Unit 405, Winthrop, MA 02152
    • /21

      Est $451,502 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 779 Sq Ft

      220 Woodside Ave Unit 1, Winthrop, MA 02152

      220 Woodside Ave Unit 1, Winthrop, MA 02152
  • /36

    $735,000

    • 4 Beds
    • 2 Baths
    • 1,986 Sq Ft

    226 Court Rd Unit 226, Winthrop, MA 02152

    Rare find in the desirable Maze Area! Renovated in 2020 this 2nd-floor condo with private entrance offers 2 levels, garage, and a move-in ready layout to enjoy the summer breezes. Updates include a newer furnace, roof, and plumbing. The spacious front deck features ocean views. The main level offers a living room with fireplace, and wall scones, dining room with built-in, mini-split A/C and a

    Elizabeth Ferrara Cottage Hill Real Estate

    226 Court Rd Unit 226, Winthrop, MA 02152
  • /2

    $4,500 per month

    • 5 Beds
    • 2 Baths
    • Condo for Rent

    290 River Rd Unit 1, Winthrop, MA 02152

    This nice 5 Bed 2 Bath place in the WINTHROP area is available for Now. Included Features are: Yard, and Laundry in Basement.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 properties reflect

    290 River Rd Unit 1, Winthrop, MA 02152
  • /25

    $657,500 Sold May 01, 2025

    • 1,563 Sq Ft
    • $421/SF
    • 3 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1955

    81 Putnam St, Winthrop, MA 02152

    Nestled in the heart of Winthrop Center, this inviting 3 bedroom single family ranch offers the perfect blend of comfort, character and functionality. The ultimate entertainment hub, this home showcases a recently renovated kitchen featuring stainless appliances, quartz countertops and a seamless flow into the living and dining areas. Enjoy outdoor dinners on a spacious deck before heading for a

    Erica Gore Century 21 Seaport

    81 Putnam St, Winthrop, MA 02152
    • /37

      Est $589,962 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,637 Sq Ft

      42 Nevada St Unit 1, Winthrop, MA 02152

      42 Nevada St Unit 1, Winthrop, MA 02152
  • /18

    $549,000

    • 2 Beds
    • 2 Baths
    • 865 Sq Ft

    600 Shirley St Unit 16, Winthrop, MA 02152

    Enjoy breathtaking water and Boston skyline views from this beautifully renovated 2-bed, 2-bath condo at the former Historic Crystal Cove Hotel. Offering first-floor convenience with a private entrance and two deeded parking spaces right outside your door, this home lives like a private residence. The open layout features engineered hardwood floors, in-unit laundry, and a stunning private deck

    Elizabeth Crowley William Raveis R.E. & Home Services

    600 Shirley St Unit 16, Winthrop, MA 02152
  • /12

    $2,750 per month

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

    90 Winthrop Shore Dr Unit 2, Winthrop, MA 02152

    Renovated oceanside 2 bedroom apartment featuring refinished hardwood floors, granite counters, stainless steel appliances, high end bath, and a porch with ocean views. Flooded with natural sunlight. Right across the street from WINTHROP BEACH. 711 and 712 buses at your doorstep. Convenient access to the Blue Line Train.

    William Cordts Charlesgate Realty Group, llc

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

    $1,320,000 Sold Apr 29, 2025

    • 3,878 Sq Ft
    • $340/SF
    • 7 Days On Market
    • 7 Beds
    • 4.5 Baths
    • Built 1900

    235 Winthrop Shore Dr, Winthrop, MA 02152

    Welcome to the beach! This multi-family property has been cherished by the same family for generations and offers breathtaking ocean views. Home is fully rented, with 3 tenants currently on a tenancy-at-will basis and one lease extending until Nov. Hardwood floors run throughout most of the units, and tenants are responsible for their own utilities, except for water/sewer. 2nd floor features 2

    Elizabeth Ferrara Cottage Hill Real Estate

    235 Winthrop Shore Dr, Winthrop, MA 02152
    • /28

      Est $709,578 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,668 Sq Ft

      88 Winthrop St, Winthrop, MA 02152

      88 Winthrop St, Winthrop, MA 02152
  • /19

    $639,815 Open Sat 12PM - 1PM

    • 2 Beds
    • 1.5 Baths
    • 985 Sq Ft

    10 Somerset Ave Unit 206, Winthrop, MA 02152

    Welcome to The Somerset—Winthrop’s newest boutique condo development! This collection of 29 thoughtfully designed homes offers studios, 1-bed, 1+ bed, and 2-bedroom layouts with quality finishes and a coastal vibe. Enjoy open-concept living, stainless steel appliances, quartz countertops, central A/C, and stylish modern touches. Most units include garage parking, and select homes feature private

    10 Somerset Ave Unit 206, Winthrop, MA 02152
  • /20

    $1,850 per month

    • Studio
    • 1 Bath
    • Condo for Rent

    90 Winthrop Shore Dr Unit 14A, Winthrop, MA 02152

    This nice Studio 1 Bath place in the WINTHROP area is available for 06-01-2025. Included Features are: Laundry in Basement. 1.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 properties reflect

    90 Winthrop Shore Dr Unit 14A, Winthrop, MA 02152
  • /32

    $620,000 Sold Apr 28, 2025

    • 1,200 Sq Ft
    • $517/SF
    • 14 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1910

    65 Bay View Ave Unit 67, Winthrop, MA 02152

    Discover this stunningly renovated 2-bed, 2-bath condo with breathtaking views of the bay and the iconic Winthrop water tower. Step inside to enjoy luxurious new flooring, sleek, modern appliances, and the comfort of central air and heating. Bathed in natural light, the open living spaces flow effortlessly to expansive outdoor areas, perfect for relaxing or entertaining. The crown jewel of this

    The Reference Group Reference Real Estate

    65 Bay View Ave Unit 67, Winthrop, MA 02152
    • /27

      Est $590,848 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,134 Sq Ft

      142 Pleasant St Unit 13, Winthrop, MA 02152

      142 Pleasant St Unit 13, Winthrop, MA 02152
  • /21

    $849,900

    • 3 Beds
    • 1.5 Baths
    • 1,792 Sq Ft

    138 Grand View Ave, Winthrop, MA 02152

    Experience the thrill and excitement of oceanfront living in this move-in ready seaside single with 3 bedrooms and 1.5 bathrooms. Enjoy stunning, dramatic views of the ocean and Boston skyline. The home features a newly refreshed kitchen and a spacious open floor plan with a fireplace, inviting both ocean views and abundant natural light. Beautiful oak hardwood floors enhance the interior, while

    James Polino Compass

    138 Grand View Ave, Winthrop, MA 02152
  • /4

    $2,800 per month

    • 2 Beds
    • 1.5 Baths
    • 1,100 Sq Ft
    • Apartment for Rent

    295 Shirley St Unit 1, Winthrop, MA 02152

    Bright and spacious 2 bedroom 1.5 bath deleaded apartment with off -street parking, in-unit laundry and golf course views! The modern and large eat-in kitchen features granite countertops, tile floors and stainless appliances. Both bathrooms are renovated and neutral. Lots of closet space, hardwood floors throughout in this convenient ground floor unit with parking steps to the door. Great

    Erica Gore Century 21 Seaport

    295 Shirley St Unit 1, Winthrop, MA 02152
  • /41

    $595,000 Sold Apr 28, 2025

    • 1,230 Sq Ft
    • $484/SF
    • 19 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1983

    1 Seal Harbor Rd Unit 104, Winthrop, MA 02152

    Embrace coastal living in this spacious 2-bedroom, 2-bath condo on the 1st floor at Seal Harbor 1, offering a perfect blend of modern amenities and small-town charm. Wake up to stunning ocean views from your private patio, ideal for enjoying your morning coffee or unwinding after a long day. This open-concept unit is a canvas for your personal touch, with generous space and natural light

    John Young Ledge & Young Real Estate

    1 Seal Harbor Rd Unit 104, Winthrop, MA 02152
    • /30

      Est $663,332 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,404 Sq Ft

      142 Pleasant St Unit 6, Winthrop, MA 02152

      142 Pleasant St Unit 6, Winthrop, MA 02152
  • /26

    $899,900

    • 4 Beds
    • 3 Baths
    • 2,468 Sq Ft

    42 Triton Ave, Winthrop, MA 02152

    This home has it all & needs a buyer who wants it all! Every detail is designed for your comfort & convenience. Featuring 4 bedrooms & 3 full bathrooms, this home is designed for easy living. The primary suite is a true retreat, complete w/a spacious walk-in closet & a stunning spa-like bathroom. Additional living space in the lower level provides endless possibilities for a home office, gym,

    Mary Ann Cash Charlesgate Realty Group, llc

    42 Triton Ave, Winthrop, MA 02152
  • /20

    $3,000 per month

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    370 Main St Unit 2, Winthrop, MA 02152

    This nice Furnished 2 Bed 1 Bath place in the WINTHROP area is available for 09-01-2025. Included Features are: Yard, Deck, Common, Balcony. 1.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

    370 Main St Unit 2, Winthrop, MA 02152
  • /31

    $825,000 Sold Apr 25, 2025

    • 1,890 Sq Ft
    • $437/SF
    • 72 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1920

    187 Winthrop Shore Dr Unit 2, Winthrop, MA 02152

    Welcome to 187 Winthrop Shore Drive, where the views don’t quit, no matter where you are—even from the kitchen. This 3-bed, 1.5-bath beachfront condo combines classic charm with modern updates. You’ll love the stunning woodwork throughout, adding so much character to the place. Original light fixtures and medallions have been revitalized to keep the charm alive, while the remodeled slate kitchen

    The Reference Group Reference Real Estate

    187 Winthrop Shore Dr Unit 2, Winthrop, MA 02152
    • /19

      Est $506,331 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 928 Sq Ft

      16 Billows St Unit 2, Winthrop, MA 02152

      16 Billows St Unit 2, Winthrop, MA 02152
  • /27

    $570,000 Open Sat 11AM - 12PM

    • 2 Beds
    • 2 Baths
    • 823 Sq Ft

    35 Somerset Ave Unit 6, Winthrop, MA 02152

    Welcome to 35 Somerset Ave, Unit #6 (Pent House), nestled in the heart of Winthrop! This stunning newly renovated 2-bedroom, 2 full bathroom condo, offers a perfect fusion of modern comfort and seaside charm. Located just moments from the beach, this inviting unit offers breathtaking views from its massive private roof deck and seamless access to downtown and the beach. Every aspect of this unit

    John Maggio EVO Real Estate Group, LLC

    35 Somerset Ave Unit 6, Winthrop, MA 02152
  • /12

    $1,950 per month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Apartment for Rent

    6 Jefferson St Unit 7, Winthrop, MA 02152

    HEAT included!! Nice & clean 1 bedroom apartment located within walking distance to Winthrop Center. Full kitchen with Cherry cabinets, gas stove & dishwasher. Common coin-op laundry in the building and 1 parking spot included. Close to the bus, MBTA, Airport & Boston. First, last & one month fee.

    Atiyeh Cassidy Blue Sky Realty

    6 Jefferson St Unit 7, Winthrop, MA 02152
  • /35

    $595,000 Sold Apr 23, 2025

    • 1,100 Sq Ft
    • $541/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1900

    111 Strandway, Winthrop, MA 02152

    Welcome to the beach life! This cozy 3 bed 2 bath home just steps to Yirrell beach will be your serene escape. The home has hardwood floors and an open floor plan w a bedroom and a bath on the first level. The second level was added in 2018 and boasts 2 bedrooms, 1 with a finished loft space, and an additional bath. The tall ceilings and plentiful windows let the salty breeze and sunshine in.

    Jaclyn Costonis Costonis Realty & Design LLC

    111 Strandway, Winthrop, MA 02152
    • /37

      Est $589,008 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,320 Sq Ft

      46 Jefferson St Unit 1, Winthrop, MA 02152

      46 Jefferson St Unit 1, Winthrop, MA 02152
  • /33

    $775,000

    • 4 Beds
    • 2 Baths
    • 1,660 Sq Ft

    1079 Shirley St, Winthrop, MA 02152

    Coastal Living with Stunning Ocean Views! Welcome to 1079 Shirley St in the heart of Point Shirley, Winthrop—a spacious 4-bedroom, 2-bathroom single-family home offering the perfect blend of charm, comfort, and breathtaking ocean views. Step into the inviting living room, where a cozy fireplace and picture-perfect ocean vistas create a warm and relaxing ambiance. Flow seamlessly into the formal

    The Reference Group Reference Real Estate

    1079 Shirley St, Winthrop, MA 02152
  • /16

    $2,900 per month

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    70 Cottage Park Rd Unit 1, Winthrop, MA 02152

    Photos coming soon!Central AC & HeatPrivate laundry in basementModern Kitchen w/ all new stainless steel appliancesDishwasher & DisposalLarge open living room & dining room w/ wall mounted 70' smart TVSun room/ office nookPets are negotiableOff Street parking is negotiableBoston Pads is not responsible for any errors, omissions and change in price,

    70 Cottage Park Rd Unit 1, Winthrop, MA 02152
  • /31

    $680,000 Sold Apr 23, 2025

    • 1,355 Sq Ft
    • $502/SF
    • 38 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2023

    620 Shirley St Unit 3, Winthrop, MA 02152

    Are you looking for a Bi-level condo with unobstructed Waterfront OCEAN VIEWS into downtown Boston? Look no further, because 620 Shirley Street Unit #3 in Winthrop will be sure to check every single box you're looking for. This 2022 New Construction west facing, spacious, waterfront property boasts 2 levels of living that floods with natural light during the day with breathtaking sunsets over the

    Patrick Fahey Access

    620 Shirley St Unit 3, Winthrop, MA 02152
    • /19

      Est $555,238 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,052 Sq Ft

      182 Court Rd Unit 2, Winthrop, MA 02152

      182 Court Rd Unit 2, Winthrop, MA 02152

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