7,513

Winthrop, MA Homes

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  • 1 Seal Harbor Rd Unit 316, Winthrop, MA 02152
    1 Seal Harbor Rd Unit 316, Winthrop, MA 02152
    1 Seal Harbor Rd Unit 316, Winthrop, MA 02152
    /35

    $724,900 Sold Jul 31, 2025

    • 1,417 Sq Ft
    • $512/SF
    • 124 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1983

    1 Seal Harbor Rd Unit 316, Winthrop, MA 02152

    DON'T MISS OUT ON THIS AMAZING OPPORTUNITY IN WINTHROP'S SEAL HARBOR CONDOMINIUMS....... A SPACIOUS CORNER UNIT WITH A GREAT LAYOUT! This two bedroom two bath unit offers an open floor plan with a huge living room/dining room combo overlooking the ocean! A beautiful eat in kitchen with plenty of cabinets and lots of counter space, stainless steel appliances, recessed lighting and a dining area

    Sharon Tallent Compass

    1 Seal Harbor Rd Unit 316, Winthrop, MA 02152
    • 105 Almont St, Winthrop, MA 02152
      105 Almont St, Winthrop, MA 02152
      105 Almont St, Winthrop, MA 02152
      /37

      Est $722,863 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
  • 339 Winthrop St, Winthrop, MA 02152
    339 Winthrop St, Winthrop, MA 02152
    339 Winthrop St, Winthrop, MA 02152
    /42

    $900,000 Pending

    • 5 Beds
    • 2.5 Baths
    • 3,776 Sq Ft

    339 Winthrop St, Winthrop, MA 02152

    This beautifully maintained two-family home offers the perfect blend of meticulous care, charm and city convenience. Just minutes from downtown Boston and Logan Airport, enjoy easy commuting paired with the tranquility of a vibrant beachside community. Nearly 4,000 sq. ft. of living space features hardwood floors, a custom kitchen with island, gas fireplace, and a flexible floor plan with home

    Danielle McCarthy Berkshire Hathaway HomeServices Commonwealth Real Estate

    339 Winthrop St, Winthrop, MA 02152
  • 10 Ocean Ave, Winthrop, MA 02152
    10 Ocean Ave, Winthrop, MA 02152
    10 Ocean Ave, Winthrop, MA 02152
    /22

    $725,000 Sold Jul 30, 2025

    • 1,589 Sq Ft
    • $456/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1900

    10 Ocean Ave, Winthrop, MA 02152

    Welcome to your seaside retreat in the heart of Winthrop by the Sea! This beautifully maintained 3-bedroom, 2-bath home offers the perfect blend of coastal living and modern comfort. Just steps from the beach, local yacht clubs, waterfront restaurants, and the ferry to Boston, you’ll enjoy the best of both tranquility and convenience, you'll find gleaming hardwood floors throughout, a cozy gas

    Koren Brodin 546 Realty Group

    10 Ocean Ave, Winthrop, MA 02152
    • 25 Almont St Unit B, Winthrop, MA 02152
      25 Almont St Unit B, Winthrop, MA 02152
      25 Almont St Unit B, Winthrop, MA 02152
      /38

      Est $782,957 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
  • 100 Cottage Ave, Winthrop, MA 02152
    100 Cottage Ave, Winthrop, MA 02152
    100 Cottage Ave, Winthrop, MA 02152
    /32

    $790,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,293 Sq Ft

    100 Cottage Ave, Winthrop, MA 02152

    Ideally located just steps from the Winthrop Yacht Club, The Landing, local restaurants, and both Winthrop and Yirrell Beach, this spacious single-family home offers stunning water views and a clear line to Boston’s skyline. The first level features a unique and expansive layout with a formal living and dining room anchored by a double-sided fireplace wrapped in lava-rock, plus two additional

    The Reference Group Reference Real Estate

    100 Cottage Ave, Winthrop, MA 02152
  • 19 Orlando Ave, Winthrop, MA 02152
    19 Orlando Ave, Winthrop, MA 02152
    19 Orlando Ave, Winthrop, MA 02152
    /42

    $940,000 Sold Jul 30, 2025

    • 2,470 Sq Ft
    • $381/SF
    • 15 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1900

    19 Orlando Ave, Winthrop, MA 02152

    Welcome to this timeless 8-room Whittemore Colonial, perfectly situated in the heart of the highly sought-after Cottage Park neighborhood.This spacious home offers 4 bedrooms, 2.5 baths, and the charm and character of classic architecture paired with modern updates.The main level features a gracious LR with a cozy fireplace, a formal DR highlighted by a stunning leaded glass built-in china

    Cathie Curran Charlesgate Realty Group, llc

    19 Orlando Ave, Winthrop, MA 02152
    • 70 Shirley St, Winthrop, MA 02152
      70 Shirley St, Winthrop, MA 02152
      70 Shirley St, Winthrop, MA 02152
      /28

      Est $896,623 Not Listed For Sale

      • 6 Beds
      • 3 Baths
      • 3,541 Sq Ft

      70 Shirley St, Winthrop, MA 02152

      70 Shirley St, Winthrop, MA 02152
  • 800 Governors Dr Unit 30, Winthrop, MA 02152
    800 Governors Dr Unit 30, Winthrop, MA 02152
    800 Governors Dr Unit 30, Winthrop, MA 02152
    /18

    $369,900 Pending

    • 2 Beds
    • 1 Bath
    • 782 Sq Ft

    800 Governors Dr Unit 30, Winthrop, MA 02152

    Move in ready, bright top floor 2 bedroom corner unit with lots of natural light! Freshly painted, beautiful sparkling hardwood floors throughout! White painted kitchen cabinets with newer appliances that include SS refrigerator, stove, dishwasher, and disposal. Two new built in wall a/c units. Newly rebuilt balcony with a partial Marsh water view. Governors Park is located in the small town of

    Linda Calla Cottage Hill Real Estate

    800 Governors Dr Unit 30, Winthrop, MA 02152
  • 200 Woodside Ave, Winthrop, MA 02152
    200 Woodside Ave, Winthrop, MA 02152
    200 Woodside Ave, Winthrop, MA 02152
    /35

    $948,888 Sold Jul 29, 2025

    • 2,532 Sq Ft
    • $375/SF
    • 11 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1900

    200 Woodside Ave, Winthrop, MA 02152

    Incredible opportunity to own a well-maintained 2-family home perfectly suited for investors or owner-occupants in seaside Winthrop! Conveniently located within steps to the water as well as the Center Business District, this property combines location, functionality, & value. Renovated in 2016 & over 2,500 sq ft of living space between two 6+ room units, this multi-family ensures comfort & peace

    Atiyeh Cassidy Blue Sky Realty

    200 Woodside Ave, Winthrop, MA 02152
    • 76 Atlantic St, Winthrop, MA 02152
      76 Atlantic St, Winthrop, MA 02152
      76 Atlantic St, Winthrop, MA 02152
      /40

      Est $1,278,361 Not Listed For Sale

      • 7 Beds
      • 4.5 Baths
      • 3,648 Sq Ft

      76 Atlantic St, Winthrop, MA 02152

      76 Atlantic St, Winthrop, MA 02152
  • 19 Maryland Ave, Winthrop, MA 02152
    19 Maryland Ave, Winthrop, MA 02152
    19 Maryland Ave, Winthrop, MA 02152
    /28

    $599,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,151 Sq Ft

    19 Maryland Ave, Winthrop, MA 02152

    Discover your very own coastal retreat within 19 Maryland Ave. in Winthrop-By-The-Sea where the direct OCEAN VIEWS & serene salt water air will captivate you! If seaside living is what you're after, then look no further. Situated 3 houses from the water, this move-in ready, charming, 3 bedroom home is ready for you to start your next chapter. The layout offers your choice of a 1st or 2nd floor

    Nikki Palladino Lyv Realty

    19 Maryland Ave, Winthrop, MA 02152
  • 3 Seal Harbor Rd Unit 242, Winthrop, MA 02152
    3 Seal Harbor Rd Unit 242, Winthrop, MA 02152
    3 Seal Harbor Rd Unit 242, Winthrop, MA 02152
    /23

    $660,000 Sold Jul 25, 2025

    • 1,302 Sq Ft
    • $507/SF
    • 179 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1987

    3 Seal Harbor Rd Unit 242, Winthrop, MA 02152

    Newly renovated (2022) 2-bedroom, 2-bath ocean view condo in the desirable 3 Seal Harbor community including all new appliances, refinished HW floors, new carpet in bedrooms, and upgraded electric panel. Kitchen and master bath have all new cabinets and stone countertops. All outside walls have had upgraded insulation and baseboard heat installed in all main rooms. New water heater. The Seal

    Mark Carangelo Mark Carangelo

    3 Seal Harbor Rd Unit 242, Winthrop, MA 02152
    • 700 Governors Dr Unit 5, Winthrop, MA 02152
      700 Governors Dr Unit 5, Winthrop, MA 02152
      700 Governors Dr Unit 5, Winthrop, MA 02152
      /27

      Est $341,994 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 772 Sq Ft

      700 Governors Dr Unit 5, Winthrop, MA 02152

      700 Governors Dr Unit 5, Winthrop, MA 02152
  • 249 Winthrop Shore Dr Unit 6, Winthrop, MA 02152
    249 Winthrop Shore Dr Unit 6, Winthrop, MA 02152
    249 Winthrop Shore Dr Unit 6, Winthrop, MA 02152
    /21

    $479,000 Pending

    • 2 Beds
    • 1 Bath
    • 1,415 Sq Ft

    249 Winthrop Shore Dr Unit 6, Winthrop, MA 02152

    Sunday open house canceled! Accepted offer. Ocean front living on Winthrop Shore Drive! This 2-bedroom, 1-bath condo sits directly across from the beach, offering coastal living at its best. The front deck overlooks the ocean—perfect for taking in sunrises and sea breezes—while the back deck provides extra outdoor space for coffee or relaxing. Inside, the main level has a comfortable layout with

    Kathleen Dailey Compass

    249 Winthrop Shore Dr Unit 6, Winthrop, MA 02152
  • 47 Dolphin Ave Unit 1, Winthrop, MA 02152
    47 Dolphin Ave Unit 1, Winthrop, MA 02152
    47 Dolphin Ave Unit 1, Winthrop, MA 02152
    /31

    $459,000 Sold Jul 24, 2025

    • 1,092 Sq Ft
    • $420/SF
    • 0 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1935

    47 Dolphin Ave Unit 1, Winthrop, MA 02152

    Just in time for summer! Charming 1st floor condo is located just steps from the beach and offers small water views from your exclusive three-season porch. Enjoy new front steps leading to entrance. Inside, hardwood floors run throughout the spacious open-concept living and dining areas. A generous hallway leads to two sizable bedrooms, with a beautifully renovated full bathroom conveniently

    Elizabeth Ferrara Cottage Hill Real Estate

    47 Dolphin Ave Unit 1, Winthrop, MA 02152
    • 600 Governors Dr Unit 20, Winthrop, MA 02152
      600 Governors Dr Unit 20, Winthrop, MA 02152
      600 Governors Dr Unit 20, Winthrop, MA 02152
      /18

      Est $345,320 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 782 Sq Ft

      600 Governors Dr Unit 20, Winthrop, MA 02152

      600 Governors Dr Unit 20, Winthrop, MA 02152
  • 105 Circuit Rd, Winthrop, MA 02152
    105 Circuit Rd, Winthrop, MA 02152
    105 Circuit Rd, Winthrop, MA 02152
    /30

    $849,900 Pending

    • 5 Beds
    • 2.5 Baths
    • 2,065 Sq Ft

    105 Circuit Rd, Winthrop, MA 02152

    This is your PERFECT OPPORTUNITY to purchase a traditional Whittemore style home in Winthrop's highly sought-after Maze neighborhood to make your own. This charming, OVERSIZED single family home offers plenty of room for everyone with FIVE (5) bedrooms (including top floor primary that could be turned into a suite) 2.5 baths and a fully finished basement with separate walkout. Available for the

    Ed Deveau Century 21 Mario Real Estate

    105 Circuit Rd, Winthrop, MA 02152
  • 52 Washington Ave, Winthrop, MA 02152
    52 Washington Ave, Winthrop, MA 02152
    52 Washington Ave, Winthrop, MA 02152
    /41

    $1,100,000 Sold Jul 24, 2025

    • 4,223 Sq Ft
    • $260/SF
    • 38 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1900

    52 Washington Ave, Winthrop, MA 02152

    Fantastic Owner-Occupied Multifamily Opportunity in Winthrop! This centrally located home is perfect for both investors and owner-occupants. The owner's unit spans two levels and showcases beautiful hardwood floors, original woodwork, and two full bathrooms offering both charm and functionality. The first-floor unit features a spacious kitchen, hardwood floors, and two generously sized bedrooms.

    Elizabeth Ferrara Cottage Hill Real Estate

    52 Washington Ave, Winthrop, MA 02152
    • 600 Governors Dr Unit 3, Winthrop, MA 02152
      600 Governors Dr Unit 3, Winthrop, MA 02152
      600 Governors Dr Unit 3, Winthrop, MA 02152
      /15

      Est $326,825 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 761 Sq Ft

      600 Governors Dr Unit 3, Winthrop, MA 02152

      600 Governors Dr Unit 3, Winthrop, MA 02152
  • 40 Cottage Park Rd, Winthrop, MA 02152
    40 Cottage Park Rd, Winthrop, MA 02152
    40 Cottage Park Rd, Winthrop, MA 02152
    /30

    $949,900 Pending

    • 5 Beds
    • 3 Baths
    • 2,550 Sq Ft

    40 Cottage Park Rd, Winthrop, MA 02152

    Nestled in the sought-after Cottage Park neighborhood, this beautifully maintained two-family home offers over 2,400 sq ft of living space, a garage plus 3 off-street parking spaces, and is being delivered vacant—perfect for owner-occupants or investors. Unit 1 features 2 bedrooms, a sunroom, and classic wood floors. Unit 2 spans two levels with 3 bedrooms, 2 full baths, central air, and a family

    The Reference Group Reference Real Estate

    40 Cottage Park Rd, Winthrop, MA 02152
  • 3 Seal Harbor Rd Unit PH31, Winthrop, MA 02152
    3 Seal Harbor Rd Unit PH31, Winthrop, MA 02152
    3 Seal Harbor Rd Unit PH31, Winthrop, MA 02152
    /42

    $929,000 Sold Jul 24, 2025

    • 1,777 Sq Ft
    • $523/SF
    • 34 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1987

    3 Seal Harbor Rd Unit PH31, Winthrop, MA 02152

    Beautifully renovated! Discover Seal Harbor. Situated at the ocean's edge in Winthrop, the Seal Harbor condominium community is located just fifteen minutes from Boston's financial district. The buildings are amenity-rich, offering 24/7 concierge, on-site management, secure underground garage parking, a heated outdoor pool with shower, bathrooms, full poolhouse kitchen, an outdoor Jacuzzi, and

    Mark Carangelo Mark Carangelo

    3 Seal Harbor Rd Unit PH31, Winthrop, MA 02152
    • 500 Governors Dr Unit 8, Winthrop, MA 02152
      500 Governors Dr Unit 8, Winthrop, MA 02152
      500 Governors Dr Unit 8, Winthrop, MA 02152
      /20

      Est $368,147 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 977 Sq Ft

      500 Governors Dr Unit 8, Winthrop, MA 02152

      500 Governors Dr Unit 8, Winthrop, MA 02152
  • 380 Pleasant St, Winthrop, MA 02152
    380 Pleasant St, Winthrop, MA 02152
    380 Pleasant St, Winthrop, MA 02152
    /40

    $799,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,980 Sq Ft

    380 Pleasant St, Winthrop, MA 02152

    Spacious Home with Water Views located at the entrance of the Desirable “Maze Area”. Welcome to this large & inviting home located steps from Donovan Beach & Ingleside Park. With beautiful water views and an abundance of living space, this property offers the perfect blend of comfort, convenience and coastal charm. Step inside the welcoming foyer, which flows into a sun-filled open living room

    Colleen Eddy Return Realty Group, Inc.

    380 Pleasant St, Winthrop, MA 02152
  • 896B Shirley St, Winthrop, MA 02152
    896B Shirley St, Winthrop, MA 02152
    896B Shirley St, Winthrop, MA 02152
    /40

    $1,250,000 Sold Jul 23, 2025

    • 2,430 Sq Ft
    • $514/SF
    • 3 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1960

    896B Shirley St, Winthrop, MA 02152

    This stunning 5-bed, 3-bath waterfront home offers breathtaking sunrises over the ocean and sunsets over the Boston skyline. The first floor features a bedroom and full bath perfect for guests or single-level living. Large open floor plan with tile floor. Stone fireplace anchors the middle of the room with space for a dining room table over looking the water. The kitchen boasts granite

    Elizabeth Ferrara Cottage Hill Real Estate

    896B Shirley St, Winthrop, MA 02152
    • 400 Governors Dr Unit 32, Winthrop, MA 02152
      400 Governors Dr Unit 32, Winthrop, MA 02152
      400 Governors Dr Unit 32, Winthrop, MA 02152
      /21

      Est $369,232 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 821 Sq Ft

      400 Governors Dr Unit 32, Winthrop, MA 02152

      400 Governors Dr Unit 32, Winthrop, MA 02152
  • 3 Buckthorn Terrace Unit 2, Winthrop, MA 02152
    3 Buckthorn Terrace Unit 2, Winthrop, MA 02152
    3 Buckthorn Terrace Unit 2, Winthrop, MA 02152
    /41

    $750,000 Pending

    • 4 Beds
    • 2 Baths
    • 1,870 Sq Ft

    3 Buckthorn Terrace Unit 2, Winthrop, MA 02152

    Back to Market due to buyer financing.....Tucked away on a quiet street, this home boasts stately features and has been meticulously renovated. From the elegant newel post to the timeless kitchen details, nothing was overlooked. During the condo conversion, preserving the home's original integrity was a priority. The first floor offers 2 bedrooms, laundry, and a full bath with marble tile floors.

    Elizabeth Ferrara Cottage Hill Real Estate

    3 Buckthorn Terrace Unit 2, Winthrop, MA 02152
  • 167 Winthrop Shore Dr Unit 2, Winthrop, MA 02152
    167 Winthrop Shore Dr Unit 2, Winthrop, MA 02152
    167 Winthrop Shore Dr Unit 2, Winthrop, MA 02152
    /29

    $650,000 Sold Jul 23, 2025

    • 1,836 Sq Ft
    • $354/SF
    • 91 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1903

    167 Winthrop Shore Dr Unit 2, Winthrop, MA 02152

    Enjoy breathtaking ocean views and sunrises in this spacious 4-bedroom condo, situated along Winthrop’s stunning shoreline. Offering the best of beach living just minutes from Boston, this home is a rare gem in one of the area’s most desirable neighborhoods. Step inside to an open floor plan, where large windows frame the sparkling Atlantic, filling the space with natural light. The primary

    Mark Mulkerrin Coldwell Banker Realty - Sharon

    167 Winthrop Shore Dr Unit 2, Winthrop, MA 02152
    • 400 Governors Dr Unit 4, Winthrop, MA 02152
      400 Governors Dr Unit 4, Winthrop, MA 02152
      400 Governors Dr Unit 4, Winthrop, MA 02152
      /25

      Est $368,200 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 977 Sq Ft

      400 Governors Dr Unit 4, Winthrop, MA 02152

      400 Governors Dr Unit 4, Winthrop, MA 02152
  • 15 Ocean Dr Unit 105, Winthrop, MA 02152
    15 Ocean Dr Unit 105, Winthrop, MA 02152
    15 Ocean Dr Unit 105, Winthrop, MA 02152
    /31

    $449,900 Pending

    • 2 Beds
    • 2 Baths
    • 1,460 Sq Ft

    15 Ocean Dr Unit 105, Winthrop, MA 02152

    15 Ocean Dr #105 delivers flexible two-level living with dramatic ceiling height and oversized windows just minutes to the beach. Newly renovated with 2 luxurious full baths, in-unit laundry, central A/C, one deeded parking, and access to a common roof deck. Smart layout features a main kitchen on the upper level and a lower-level kitchenette with a separate entrance-ideal for guests,

    Sarah Strangie Keller Williams Realty Boston-Metro | Back Bay

    15 Ocean Dr Unit 105, Winthrop, MA 02152
  • 509 Pleasant St, Winthrop, MA 02152
    509 Pleasant St, Winthrop, MA 02152
    509 Pleasant St, Winthrop, MA 02152
    /19

    $830,000 Sold Jul 21, 2025

    • 2,000 Sq Ft
    • $415/SF
    • 32 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1930

    509 Pleasant St, Winthrop, MA 02152

    Welcome to 509 Pleasant, where coastal charm meets modern chic. This 3 bed/2 bath cottage style home is located in the ideal spot for both beach and city lovers. It features a smart system including Nest thermostat and Ring doorbell, a newer roof, recessed lighting, two fireplaces, a walk-in closet, in-built cabinets, a fully finished basement, a bonus room ideal for a playroom or gym, and an

    Hayley Buonopane Conway - Swampscott

    509 Pleasant St, Winthrop, MA 02152
    • 300 Governors Dr Unit 16, Winthrop, MA 02152
      300 Governors Dr Unit 16, Winthrop, MA 02152
      300 Governors Dr Unit 16, Winthrop, MA 02152
      /20

      Est $346,104 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 723 Sq Ft

      300 Governors Dr Unit 16, Winthrop, MA 02152

      300 Governors Dr Unit 16, Winthrop, MA 02152
  • 123 Hermon St, Winthrop, MA 02152
    123 Hermon St, Winthrop, MA 02152
    123 Hermon St, Winthrop, MA 02152
    /39

    $875,000 Pending

    • 4 Beds
    • 2 Baths
    • 2,972 Sq Ft

    123 Hermon St, Winthrop, MA 02152

    Well maintained spacious two family in a prime location. Both apartments are 1,486 sf and have open floor plans, wood flooring and high ceilings. Unit 1 has a great eat in kitchen with washer and dryer area in the hallway. Bedrooms are good size with double closets. There is a seamless flow from the front door to the open living / dining room. This unit offers easy access to the yard and the

    Valerie Lane Brad Hutchinson Real Estate

    123 Hermon St, Winthrop, MA 02152
  • 86-88 Sargent St, Winthrop, MA 02152
    86-88 Sargent St, Winthrop, MA 02152
    86-88 Sargent St, Winthrop, MA 02152
    /42

    $900,000 Sold Jul 18, 2025

    • 2,946 Sq Ft
    • $305/SF
    • 8 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1860

    86-88 Sargent St, Winthrop, MA 02152

    Come look at this duplex 2-unit home in a prime location. The property is a great opportunity for investors looking to grow their portfolio in a strong rental market or the savvy owner looking to live in the property and enjoy rental income from the other unit. Other opportunities include conversion to condos or to a single residence. The larger unit at #86 has 8 rooms in total, 3 bedrooms, 1.5

    Susan DeFelice Keller Williams Realty Boston-Metro | Back Bay

    86-88 Sargent St, Winthrop, MA 02152
    • 300 Governors Dr Unit 12, Winthrop, MA 02152
      300 Governors Dr Unit 12, Winthrop, MA 02152
      300 Governors Dr Unit 12, Winthrop, MA 02152
      /19

      Est $357,934 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 723 Sq Ft

      300 Governors Dr Unit 12, Winthrop, MA 02152

      300 Governors Dr Unit 12, Winthrop, MA 02152
  • 184 Woodside Ave Unit 1, Winthrop, MA 02152
    184 Woodside Ave Unit 1, Winthrop, MA 02152
    184 Woodside Ave Unit 1, Winthrop, MA 02152
    /20

    $629,000 Pending

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

    184 Woodside Ave Unit 1, Winthrop, MA 02152

    Welcome to 184 Woodside Ave in Winthrop by the sea! Step into a tastefully designed first floor condo that was gut renovated less than 3 years ago. This beautiful 3-bedroom unit features a gourmet kitchen with gorgeous quartz countertops, a massive island, sleek new cabinetry, and modern stainless steel appliances. The entire space has been thoughtfully updated with beautiful floors and a fresh,

    Michael Forcillo Coldwell Banker Peggy Carter Team

    184 Woodside Ave Unit 1, Winthrop, MA 02152
  • 203 Winthrop Shore Dr Unit 6, Winthrop, MA 02152
    203 Winthrop Shore Dr Unit 6, Winthrop, MA 02152
    203 Winthrop Shore Dr Unit 6, Winthrop, MA 02152
    /23

    $369,000 Sold Jul 18, 2025

    • 725 Sq Ft
    • $509/SF
    • 21 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1900

    203 Winthrop Shore Dr Unit 6, Winthrop, MA 02152

    OCEANFRONT LIVING minutes from Boston! Classic building with wraparound porches across from Winthrop Beach has sweeping views of the Atlantic Ocean. This third floor condominium has 725 square feet and comes with a Full Off-Street Parking Space plus additional Guest Parking and a Brand New Gas Fired Boiler. The spacious living room has 2 south facing windows, wood floors and recessed lighting.

    Charles Roderick eXp Realty

    203 Winthrop Shore Dr Unit 6, Winthrop, MA 02152
    • 300 Governors Dr Unit 5, Winthrop, MA 02152
      300 Governors Dr Unit 5, Winthrop, MA 02152
      300 Governors Dr Unit 5, Winthrop, MA 02152
      /26

      Est $334,675 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 714 Sq Ft

      300 Governors Dr Unit 5, Winthrop, MA 02152

      300 Governors Dr Unit 5, Winthrop, MA 02152
  • 25 Faun Bar Ave, Winthrop, MA 02152
    25 Faun Bar Ave, Winthrop, MA 02152
    25 Faun Bar Ave, Winthrop, MA 02152
    /40

    $599,900 Pending

    • 2 Beds
    • 1 Bath
    • 961 Sq Ft

    25 Faun Bar Ave, Winthrop, MA 02152

    Ocean views and the soothing sound of the surf all year long! This meticulous ranch-style home features two bedrooms, one full bath, and gleaming hardwood floors throughout. The welcoming front mudroom with leaded glass doors opens to a spacious living room with recessed lighting. The open floor plan flows into a dining area conveniently located off the updated kitchen, which offers stone

    Evelyn Rockas Coldwell Banker Realty - Lynnfield

    25 Faun Bar Ave, Winthrop, MA 02152
  • 27 Crystal Cove Ave, Winthrop, MA 02152
    27 Crystal Cove Ave, Winthrop, MA 02152
    27 Crystal Cove Ave, Winthrop, MA 02152
    /42

    $830,000 Sold Jul 18, 2025

    • 2,412 Sq Ft
    • $344/SF
    • 25 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1900

    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

    Lori Lacey Lamacchia Realty, Inc.

    27 Crystal Cove Ave, Winthrop, MA 02152

Showing Results 241 - 280, Page 7 of 18

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