7,438

Winthrop, MA Homes

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  • /37

    $554,900

    • 2 Beds
    • 2 Baths
    • 825 Sq Ft

    12 Sewall Ave Unit 2, Winthrop, MA 02152

    THIS LISTING HAS A VIRTUAL TOUR !!! Exceptional Opportunity in Winthrop's Premier Location!This is your chance to own a beautiful condo in one of Winthrop's most sought-after areas!We are thrilled to present this stunning, totally renovated 2-bedroom, 2-bathroom condominium, boasting some water views. This beautiful condo has been meticulously transformed to offer the ultimate in modern living,

    Agent Photo

    Jorge Betancur

    Century 21 Mario Real Estate

    (857) 578-3849

    12 Sewall Ave Unit 2, Winthrop, MA 02152
  • /23

    $5,500 per month

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

    141 Grovers 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) 855-4545

    141 Grovers Ave Unit 141, Winthrop, MA 02152
  • /28

    $665,000 Sold Jun 18, 2025

    • 1,600 Sq Ft
    • $416/SF
    • 6 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1966

    128 Lincoln St, Winthrop, MA 02152

    Opportunity meets potential in this bright and spacious 4BR, 2BA, custom designed split entry with 2 levels of living, available for the first time in over 50 years. Owned and cared for by one family since it was built in 1966. Now ready for the next owner. Needs some TLC. Sitting on a 6,000+ sf level corner lot, centrally located and across from Ingleside Park. Features include a two-zone gas

    Carol Henriquez Coldwell Banker Realty - Cambridge

    128 Lincoln St, Winthrop, MA 02152
    • /16

      Est $509,173 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,050 Sq Ft

      62 Park Ave Unit 1, Winthrop, MA 02152

      62 Park Ave Unit 1, Winthrop, MA 02152
  • /25

    $474,900

    • 1 Bed
    • 1 Bath
    • 742 Sq Ft

    12 Sewall Ave Unit 3, Winthrop, MA 02152

    Exceptional Opportunity in Winthrop's Premier Location!This is your chance to own a beautiful condo in one of Winthrop's most sought-after areas!We are thrilled to present this stunning, totally renovated 1-bedroom, 1-bathroom condominium, boasting some water views. This beautiful condo has been meticulously transformed to offer the ultimate in modern living, featuring: A brand new kitchen with

    Agent Photo

    Jorge Betancur

    Century 21 Mario Real Estate

    (857) 703-9607

    12 Sewall Ave Unit 3, Winthrop, MA 02152
  • /16

    $3,400 per month

    • 4 Beds
    • 1.5 Baths
    • 1,300 Sq Ft
    • Apartment for Rent

    57 Lincoln St Unit 2, Winthrop, MA 02152

    This large duplex features four bedrooms, a large living room, a formal dining room, one full bathroom, a half bathroom, and one parking space. New kitchen with new cabinets, countertops, backsplash, and recessed lighting. New bathrooms, beautiful hardwood floors, gas heat, and freshly painted. A coin-operated washer and dryer in the basement, as well as a shared yard. The first and last

    Agent Photo

    Saul Perlera

    Perlera Real Estate

    (617) 765-1123

    57 Lincoln St Unit 2, Winthrop, MA 02152
  • /42

    $970,000 Sold Jun 12, 2025

    • 2,916 Sq Ft
    • $333/SF
    • 35 Days On Market
    • 6 Beds
    • 3 Baths
    • Built 1930

    52-54 Bellevue Ave, Winthrop, MA 02152

    Welcome to 52-54 Bellevue Avenue in seaside Winthrop Massachusetts. This Brick Two family in Winthrop's coveted Cottage Park Neighborhood boasts 6 beds and 3 baths with over 3,000sf of living space. Paved driveway with ample parking. Large back yard features an oversized detached garage and an in ground pool with brand new liner. Bi-Level Owner's Unit has had a recent cosmetic overhaul. Refreshed

    Nicholas DiCesare Broad Sound Real Estate, LLC

    52-54 Bellevue Ave, Winthrop, MA 02152
    • /21

      Est $449,729 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
  • /42

    $830,000 Pending

    • 4 Beds
    • 2 Baths
    • 2,412 Sq Ft

    27 Crystal Cove Ave, Winthrop, MA 02152

    Nestled in the heart of Winthrop Head, this 4bed, 2bath Colonial blends timeless charm with a prime location just moments from multiple beaches and the scenic Winthrop Golf Club. Enjoy sweeping ocean views from the spacious front porch—an ideal spot for coffee or evening sunsets. Enter inside to a welcoming foyer featuring a bay window, fireplace & gleaming HW floors that flow seamlessly into a

    Agent Photo

    Lori Lacey

    Lamacchia Realty, Inc.

    (857) 847-3512

    27 Crystal Cove Ave, 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 11-01-2025. 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
  • /39

    $849,000 Sold Jun 06, 2025

    • 2,200 Sq Ft
    • $386/SF
    • 6 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1965

    15 Almont St Unit 17, Winthrop, MA 02152

    Welcome to this beautifully renovated 4 bedroom, 2.5 bath home with a large fenced in yard. This home offers an open-concept main living area including an updated kitchen with quartz countertops, stainless steel appliances, gas stove top, and a large island with plenty of storage. The living room offers a large picture window that brings in lots of natural light and a pretty fireplace. On the

    Judy Pagano Gibson Sotheby's International Realty

    15 Almont St Unit 17, Winthrop, MA 02152
    • /20

      Est $469,281 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 738 Sq Ft

      148 Winthrop Shore Dr Unit 2, Winthrop, MA 02152

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

    $899,000 Pending

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

    437 Winthrop St, Winthrop, MA 02152

    Detached Two Family that is conveniently located right next to Winthrop Center. This two-family Has a ton of updates that includes, Newer Roof, Newer windows, Newer electric service, wiring and electric panels, forced air by gas(can easily add Central A/C) Newer kitchen upstairs and more. There is a level fenced-in yard with two large balconies, There are two separate storage rooms in the

    Agent Photo

    Jeff Bowen

    eRealty Advisors, Inc.

    (857) 349-9235

    437 Winthrop St, Winthrop, MA 02152
  • /9

    $2,600 per month

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

    10-12 Almont St Unit 1, Winthrop, MA 02152

    Enjoy first-floor living in a fantastic location just blocks from the beach! This charming unit is within walking distance to restaurants, coffee shops, a bakery, parks, and a local market. Commuting is easy with a bus stop just around the corner, and you're only a short drive to Suffolk Downs Station. Prefer to travel by water? Winthrop’s seasonal ferry service to Boston is also nearby. The unit

    Elizabeth Ferrara Cottage Hill Real Estate

    10-12 Almont St Unit 1, Winthrop, MA 02152
  • /25

    $680,000 Sold Jun 04, 2025

    • 1,586 Sq Ft
    • $429/SF
    • 9 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1880

    106 Grand View Ave, Winthrop, MA 02152

    Say "HELLO" to your own slice of coastal paradise at 106 Grand View Avenue. This charming 2 bedroom, 1 bathroom waterfront single offers the perfect blend of comfort, convenience & breathtaking views. Enjoy your morning coffee in the family room while watching the boats & planes go & fly by. The open floor concept connects the living, dining & kitchen areas & creates an inviting atmosphere for

    Mary Ann Cash Charlesgate Realty Group, llc

    106 Grand View Ave, Winthrop, MA 02152
    • /37

      Est $577,739 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
  • /34

    $559,900 Pending

    • 2 Beds
    • 2 Baths
    • 896 Sq Ft

    12 Sewall Ave Unit 1, Winthrop, MA 02152

    Exceptional Opportunity in Winthrop's Premier Location!This is your chance to own a beautiful condo in one of Winthrop's most sought-after areas!We are thrilled to present this stunning, totally renovated 2-bedroom, 2-bathroom condominium, boasting some water views. This beautiful condo has been meticulously transformed to offer the ultimate in modern living, featuring: A brand new kitchen with

    Agent Photo

    Jorge Betancur

    Century 21 Mario Real Estate

    (857) 663-8137

    12 Sewall Ave Unit 1, Winthrop, MA 02152
  • /20

    $5,500 per month

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

    141 Grovers Ave, Winthrop, MA 02152

    Gorgeous Water-Front Luxury 3 Bedrooms, 3 Baths Townhouse For Rent - Available August 1, 2025FEATURES:2400 Square Feet Of Beautiful Living SpaceStainless Steel Appliances (stove/refrigerator/dishwasher/microwave)Granite Counter-tops & Kitchen IslandElegant Cherry Cabinets Gleaming Hardwood Floor & Ceramic Tile FloorsCentral Heating And Air-ConditioningFire

    141 Grovers Ave, Winthrop, MA 02152
  • /31

    $545,000 Sold Jun 04, 2025

    • 999 Sq Ft
    • $546/SF
    • 3 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 2006

    550 Pleasant St Unit 209, Winthrop, MA 02152

    Experience waterfront living at the Residences at Atlantis Marina in this beautifully upgraded 1-bedroom, 1-bathroom unit. Enjoy breathtaking Marina views from your private balcony, perfect for relaxing and unwinding. The thoughtfully designed interior features stainless steel appliances, upgraded countertops, and ample storage space. Convenience is key with in-unit laundry and two dedicated

    The Reference Group Reference Real Estate

    550 Pleasant St Unit 209, Winthrop, MA 02152
    • /28

      Est $673,107 Not Listed For Sale

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

      88 Winthrop St, Winthrop, MA 02152

      88 Winthrop St, Winthrop, MA 02152
  • /30

    $899,000

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

    94 Circuit Rd, Winthrop, MA 02152

    Step inside this farmhouse-style gem and feel right at home. The first floor offers a spacious layout featuring a cozy eat-in kitchen with stainless steel appliances, a formal dining room, and a full bath with direct access to the backyard, perfect for easy pool days. Hardwood floors flow throughout, adding warmth and charm to every room. Character shines at every turn with thoughtful details

    Leighann Eruzione Lantern Residential

    94 Circuit Rd, Winthrop, MA 02152
  • /19

    $2,700 per month

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Apartment for Rent

    15 Hutchinson St Unit 2, Winthrop, MA 02152

    Bright and spacious 2-bedroom, 1-bath apartment in a well-kept 3-family home, offering both comfort and convenience. One dedicated off-street parking space is included—no need to worry about circling the block or snow emergencies. Inside, enjoy an oversized eat-in kitchen featuring a gas stove, a huge pantry, and a washer and dryer included with the rent—a rare and valuable amenity. The apartment

    John Young Ledge & Young Real Estate

    15 Hutchinson St Unit 2, Winthrop, MA 02152
  • /42

    $845,000 Sold May 30, 2025

    • 2,910 Sq Ft
    • $290/SF
    • 59 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1900

    19 Johnson Ave, Winthrop, MA 02152

    Welcome to 19 Johnson Ave, one of the most coveted streets in Winthrop and in the desirable neighborhood of “Cottage Park”. This property presents an incredible opportunity and endless possibilities for customization. The home offers four levels of living, 5 bedrooms, 2 baths, completely finished lower level, marble fireplace, off-street parking, ocean views and much more! As you explore this

    Laura Wheeler Compass

    19 Johnson Ave, Winthrop, MA 02152
    • /27

      Est $612,921 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
  • /29

    $663,609

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

    10 Somerset Ave Unit 201, Winthrop, MA 02152

    The Somerset – Winthrop Center’s Premier Boutique Condo Living by the Sea! This thoughtfully curated collection of 29 modern residences includes studio, 1BR, 1+, and 2BR layouts ,each designed with a clean, coastal aesthetic and high-quality finishes. Inside, open-concept floor plans, quartz countertops, stainless steel appliances, central A/C, and sleek modern design. Most homes include garage

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 201, Winthrop, MA 02152
  • /19

    $1,750 per month

    • Studio
    • 1 Bath
    • Condo for Rent

    312 Shirley St Unit 302, Winthrop, MA 02152

    This nice Studio 1 Bath place in the WINTHROP area is available for Now.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 conditions at the time the information was obtained. We

    312 Shirley St Unit 302, Winthrop, MA 02152
  • /26

    $715,000 Sold May 29, 2025

    • 1,740 Sq Ft
    • $411/SF
    • 1 Day On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1900

    55 Nahant Ave, Winthrop, MA 02152

    RARE WATERFRONT PROPERTY, located in WInthrop Highlands! This 2-level 2 bedroom can be used as a 3 bedroom, has 1.5 bathrooms, hardwood floors, a big deck, shared garage, and stunning views. Roof is 3.5 years old, and flood insurance is currently $1107. INCREDIBLE VALUE. A MUST SEE!!!

    Henry Nguyen Premier Properties Realty, Inc.

    55 Nahant Ave, Winthrop, MA 02152
    • /30

      Est $666,794 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
  • /37

    $805,000

    • 3 Beds
    • 2 Baths
    • 1,750 Sq Ft

    57 Cutler St, Winthrop, MA 02152

    Have you heard the waves crashing from 57 Cutler Street? Sitting just one home back from the ocean, this tastefully updated 3 bed/2 bath is ready for the next lucky owners to call it home. With many updates recently completed (interior paint, upgraded back deck, dishwasher, refinished hardwoods etc.) all you have to do is unpack your boxes & live your best life oceanside. Kick off your shoes in

    Christine Goldstein Lyv Realty

    57 Cutler St, Winthrop, MA 02152
  • /16

    $3,100 per month

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • Apartment for Rent

    1 Pond St Unit 10E, Winthrop, MA 02152

    This is a bright, beautifully done, just remodeled 2 bedroom/ 2 bathroom unit on the 10th floor of Fort Heath in the sought after Highlands neighborhood in Winthrop. There are incredible ocean views from the living room as well as both bedrooms. The unit has all new laminate floors as well as new appliances. The building has card-operated laundry facilities on each floor, a parking lot with

    James Polino Compass

    1 Pond St Unit 10E, Winthrop, MA 02152
  • /41

    $1,400,000 Sold May 29, 2025

    • 3,000 Sq Ft
    • $467/SF
    • 6 Days On Market
    • 6 Beds
    • 5 Baths
    • Built 1890

    89-91 Hermon St, Winthrop, MA 02152

    Welcome to 89-91 Hermon St, a beautifully renovated split-level Victorian home, completely transformed in 2023 with no expense spared. Featuring 6 bedrooms, 5 bathrooms, a fully finished basement, and plenty of parking. This home is packed with upgrades like a GAF roofing system, Anderson windows, spray foam insulation, Goodman central heat and AC, all-new electrical, and custom kitchen cabinets.

    Juan Cano Broad Sound Real Estate, LLC

    89-91 Hermon St, Winthrop, MA 02152
    • /19

      Est $494,153 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
  • /42

    $875,000

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

    32 Hale Ave, Winthrop, MA 02152

    A spectacular hilltop home with unmatched 360 views. A once-in-a-lifetime opportunity to own this exceptional hilltop property offering panoramic views of the Atlantic Ocean, Boston Harbor, Winthrop Harbor, and the Boston skyline. Ocean views from every room and all three decks make this home truly one of a kind. Steeped in history, this site was purposely chosen by Patriot troops during the

    Sharon Tallent Compass

    32 Hale Ave, Winthrop, MA 02152
  • /15

    $3,250 per month

    • 3 Beds
    • 1 Bath
    • 1,318 Sq Ft
    • Condo for Rent

    71 Paine St Unit 2, Winthrop, MA 02152

    Property Id: 1952802Welcome to this spacious 3-bedroom, 1-bath apartment in the heart of beautiful Winthrop—a quiet coastal town just minutes from Boston! This second-floor unit features a flowing layout with an open-concept living and dining area, original hardwood floors, and large windows that fill the space with natural light.Enjoy a full-sized kitchen with plenty of cabinet

    71 Paine St Unit 2, Winthrop, MA 02152
  • /33

    $734,000 Sold May 29, 2025

    • 2,105 Sq Ft
    • $349/SF
    • 99 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1900

    144 Winthrop Shore Dr Unit 2, Winthrop, MA 02152

    Breathtaking Ocean Views! This exquisite second-floor condo offers sweeping water views and a sandy beach just steps from your door. Boasting over 2,000 square feet of luxurious single-level living, this 3 bedroom, 1 bathroom home is perfect for entertaining. The grand foyer welcomes you into the home, opening to the renovated Italian designer kitchen. A chef's dream, the kitchen features

    Laura Springer Coldwell Banker Realty - Milton

    144 Winthrop Shore Dr Unit 2, Winthrop, MA 02152
    • /37

      Est $590,175 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
  • /24

    $520,000

    • 2 Beds
    • 2 Baths
    • 1,116 Sq Ft

    247 Washington Ave Unit 9, Winthrop, MA 02152

    Beautiful corner end-unit condominium in the desirable Nautilus Building offering panoramic views of Boston, the marina, Winthrop Yacht Club, and Elks from every room. This spacious 2-bedroom, 2-bathroom condominium features a private balcony that spans the entire length of the unit, perfect for relaxing and watching the boats go by. Inside this bright and airy unit, is a white kitchen, hardwood

    Erica Gore Century 21 Seaport

    247 Washington Ave Unit 9, Winthrop, MA 02152
  • /10

    $1,895 per month

    • 1 Bed
    • 1 Bath
    • Apartment for Rent

    21 Siren St Unit A, Winthrop, MA 02152

    This is a fantastic spot in Winthrop's Point Shirley that is NOT in a flood zone. There are ocean views in this completely renovated 1 bedroom apartment. It boasts a new bathroom, new flooring and more charm than you can take. There is a cozy deck in front to relax on and have your morning coffee while enjoying the sunshine and ocean breezes. You'll have plenty of yard for your garden as well!

    James Polino Compass

    21 Siren St Unit A, Winthrop, MA 02152
  • /20

    $350,000 Sold May 28, 2025

    • 723 Sq Ft
    • $484/SF
    • 3 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1971

    300 Governors Dr Unit 21, Winthrop, MA 02152

    Welcome to this highly desirable top floor unit located in an exceptionally affordable complex, perfect for those seeking comfort and convenience. This charming two-bedroom, one-bathroom residence boasts an inviting open floor plan that seamlessly connects the living area to the kitchen, creating an ideal space for entertaining and daily living. The kitchen is a true highlight, featuring elegant

    Mike Wetherbee Cameron Real Estate Group

    300 Governors Dr Unit 21, Winthrop, MA 02152
    • /19

      Est $551,521 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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