3,427

Downtown Winthrop Homes

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  • /21

    $1,087,000

    • 2 Beds
    • 2 Baths
    • 1,975 Sq Ft

    550 Pleasant St Unit 506, Winthrop, MA 02152

    Penthouse Waterfront Luxury at Atlantis Marina – Oversized Boat Slip Included!Experience sophisticated coastal living in this stunning top-floor corner penthouse at Atlantis Marina, offering sweeping water views and panoramic Boston skyline vistas. This rare fifth-floor residence combines luxury, space, and an unbeatable location in the charming seaside town of Winthrop.This exceptional

    Jessica Pumphret Blue Sky Realty

    550 Pleasant St Unit 506, Winthrop, MA 02152
  • /37

    $2,500 - $3,200 total monthly price

    • 1 - 2 Beds
    • 2 Baths
    • 524 Sq Ft
    • Condo for Rent

    5 Fremont St, Winthrop, MA 02152

    5 Fremont St, Winthrop, MA 02152
  • /22

    $380,000 Sold Oct 15, 2025

    • 782 Sq Ft
    • $486/SF
    • 7 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1971

    200 Governors Dr Unit 39, Winthrop, MA 02152

    Welcome to 200 Governors Dr Unit 39 – a beautifully maintained top-floor corner unit offering privacy, sunlight, and serene views. This spacious 2-bedroom condo features an open-concept layout with large windows, hardwood flooring, and a generous living/dining area perfect for entertaining or relaxing. The updated kitchen includes ample cabinetry and counter space. Enjoy the comfort of a private

    The Movement Group Compass

    200 Governors Dr Unit 39, Winthrop, MA 02152
    • /40

      Est $857,562 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
  • /28

    $399,000

    • 2 Beds
    • 1 Bath
    • 1,092 Sq Ft

    9 Atlantic St Unit 2, Winthrop, MA 02152

    Experience the best of coastal living just minutes from Boston—close to the city without the high prices! This bright and spacious home features soaring ceilings, abundant natural light, large rooms, and hardwood floors. The traditional dining room with a built-in cabinet adds classic charm, while the fully applianced kitchen offers warm wood cabinetry and an oversized pantry. Enjoy morning

    Mark Anderson Redfin Corp.

    9 Atlantic St Unit 2, Winthrop, MA 02152
  • /10

    $2,400 total monthly price

    • 1 Bed
    • 1 Bath
    • 9,999 Sq Ft
    • Apartment for Rent

    220 Winthrop St Unit 302, Winthrop, MA 02152

    Available December 1st! Discover this brand-new, fully renovated one-bedroom, one-bathroom apartment located in Winthrop center. Situated in an elevator building, the apartment features gleaming hardwood floors, an open concept living room filled with natural light, and a sleek kitchen equipped with stainless steel appliances, including a dishwasher, gas stove, refrigerator, and microwave. The

    Mario Fiume Anzalone Realty

    220 Winthrop St Unit 302, Winthrop, MA 02152
  • /30

    $715,000 Sold Sep 30, 2025

    • 1,269 Sq Ft
    • $563/SF
    • 58 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1936

    19 Banks St, Winthrop, MA 02152

    Do you ever walk into a home and instantly feel at ease—like it was meant for you? 19 Banks Street does just that. From the sun-splashed porch with three walls of windows to the inviting living room with hardwood floors and a fireplace, this classic 3-bed, 1-bath Colonial blends charm and comfort. Enjoy paned windows, an easy flow, and modern updates like a new roof, high-efficiency gas heat, and

    Susan Doig Charlesgate Realty Group, llc

    19 Banks St, Winthrop, MA 02152
    • /25

      Est $455,954 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
  • /10

    $799,900

    • 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
  • /37

    $2,500 - $3,200 total monthly price

    • 1 - 2 Beds
    • 2 Baths
    • 524 Sq Ft
    • Condo for Rent

    5 Fremont St, Winthrop, MA 02152

    5 Fremont St, Winthrop, MA 02152
  • /42

    $1,270,000 Sold Sep 30, 2025

    • 2,775 Sq Ft
    • $458/SF
    • 6 Days On Market
    • 9 Beds
    • 3 Baths
    • Built 1900

    19 Jefferson St, Winthrop, MA 02152

    OFFER DEADLINE 9/2 3PM Rare find 3family with separate utilities, off street pkg, btfl fence enclosed yard, porches w/views and many updates. Unit 1 was a 3 bed but now has laundry in unit, a huge livingroom/diningroom, bath with jacuzzi tub, central air and large eat in kitchen with oak cabinets and ample counter space perfect for owner occupied. Unit 2 is beautifully renovated with 5rms/3beds

    Lisa Licata-Schepici L.L.S. Realty LLC

    19 Jefferson St, Winthrop, MA 02152
    • /42

      Est $648,605 Not Listed For Sale

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

      465 Winthrop St, Winthrop, MA 02152

      465 Winthrop St, Winthrop, MA 02152
  • /27

    $389,900

    • 2 Beds
    • 1 Bath
    • 782 Sq Ft

    1000 Governors Dr Unit 25, Winthrop, MA 02152

    Welcome to Governor’s Park Condominiums in Winthrop! This well-maintained third-level, two-bedroom, one-bath unit offers the perfect balance of city convenience and coastal charm. Featuring an open-concept layout with a spacious living room and kitchen/dining area, this home also includes hardwood floors, granite countertops, SS appliances, a private balcony, and two deeded off-street parking

    Lindita Murrizi Return Realty Group, Inc.

    1000 Governors Dr Unit 25, Winthrop, MA 02152
  • /11

    $2,500 total monthly price

    • 1 Bed
    • 1 Bath
    • 9,999 Sq Ft
    • Apartment for Rent

    220 Winthrop St Unit 304, Winthrop, MA 02152

    Available December 1st! Discover this brand-new, fully renovated one-bedroom, one-bathroom apartment located in Winthrop center. Situated in an elevator building, the apartment features gleaming hardwood floors, an open concept living room filled with natural light, and a sleek kitchen equipped with stainless steel appliances, including a dishwasher, gas stove, refrigerator, and microwave. The

    Mario Fiume Anzalone Realty

    220 Winthrop St Unit 304, Winthrop, MA 02152
  • /25

    $880,000 Sold Sep 26, 2025

    • 2,764 Sq Ft
    • $318/SF
    • 6 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1979

    17 Buckthorn Terrace, Winthrop, MA 02152

    Welcome to your dream home nestled on a quiet side street in the picturesque seaside town of Winthrop. This stunning 4 bedroom, 3.5 bathroom property blends timeless elegance with modern luxury, offering an abundance of space and upscale amenities just minutes from Boston. Step inside to discover a beautifully designed interior featuring elegant finishes all around, an exquisite almost seashell

    Richard Harkins EWK Realty

    17 Buckthorn Terrace, Winthrop, MA 02152
    • /42

      Est $639,199 Not Listed For Sale

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

      65 Wilshire St, Winthrop, MA 02152

      65 Wilshire St, Winthrop, MA 02152
  • /18

    $369,900

    • 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
  • /51

    $3,000 - $4,000 total monthly price

    • 1 - 3 Beds
    • 2 Baths
    • 836 Sq Ft
    • Condo for Rent

    80 Shirley St, Winthrop, MA 02152

    Gorgeous farmhouse revival!! Coastal vibes flow throughout 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. The unit boasts a modern open floor plan. Actual high end finishes throughout for an obvious upscale vibe. Huge

    80 Shirley St, Winthrop, MA 02152
  • /31

    $575,000 Sold Sep 26, 2025

    • 1,785 Sq Ft
    • $322/SF
    • 63 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1884

    123 Buchanan St, Winthrop, MA 02152

    Step back in time, a stately home ready to be restored and reimagined. This 4-bedroom, 1.5-bath is rich with character—featuring original beamed ceilings, ornamental exterior wood trim, and timeless architectural details that set the stage for a stunning transformation. Located near Winthrop Golf Club, High School, and the coastal beauty of Boston’s shoreline, this home offers a rare opportunity

    Ronda Cogliano Century 21 North East

    123 Buchanan St, Winthrop, MA 02152
    • /17

      Est $586,878 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 984 Sq Ft

      500 Winthrop St, Winthrop, MA 02152

      500 Winthrop St, Winthrop, MA 02152
  • /30

    $89,000

    • 2 Beds
    • 2 Baths
    • 600 Sq Ft

    550 Pleasant St Unit 11D, Winthrop, MA 02152

    Waterfront living at its finest with this live-aboard houseboat, offering all the comforts of a traditional condo. Built in 1989 by Hatteras Boats, one of the most respected names in the industry, this flagship model combines quality craftsmanship and functional charm. Step inside to an inviting open-concept living room and kitchen, filled with natural light, enhanced by high ceilings. The

    Drew Boujoulian Coldwell Banker Realty - Boston

    550 Pleasant St Unit 11D, Winthrop, MA 02152
  • /15

    $2,750 total monthly price

    • 1 Bed
    • 1 Bath
    • 9,999 Sq Ft
    • Apartment for Rent

    220 Winthrop St Unit 206, Winthrop, MA 02152

    Available December 1st! Discover this brand-new, fully renovated lofted one-bedroom, one-and-a-half-bathroom apartment located in Winthrop center. Situated in an elevator building, The apartment features gleaming hardwood floors, an open-concept living room filled with natural light, and a sleek kitchen equipped with stainless steel appliances, including a dishwasher, gas stove, refrigerator, and

    Mario Fiume Anzalone Realty

    220 Winthrop St Unit 206, Winthrop, MA 02152
  • /34

    $722,000 Sold Sep 25, 2025

    • 1,776 Sq Ft
    • $407/SF
    • 12 Days On Market
    • 5 Beds
    • 1.5 Baths
    • Built 1910

    41 Centre St, Winthrop, MA 02152

    Discover this well-loved generational home where character greets you at every turn. Sunlight pours through a stunning stained-glass window in the foyer, hardwood floors flow throughout, and every room tells its own story. The spacious eat-in kitchen is perfect for gatherings, while the large living areas offer space to entertain with ease. A full bath on the first floor adds convenience, and

    Leighann Eruzione Lantern Residential

    41 Centre St, Winthrop, MA 02152
    • /30

      Est $763,970 Not Listed For Sale

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

      157 Morton St, Winthrop, MA 02152

      157 Morton St, Winthrop, MA 02152
  • /22

    $1,100,000

    • 4 Beds
    • 3 Baths
    • 2,654 Sq Ft

    70 Edgehill Rd, Winthrop, MA 02152

    Nestled on a peaceful street, this charming single family home presents an incredible opportunity for generational living. Sandwiched between Donavan's Beach and Ingleside Park you can walk and enjoy the coastal living, with space to play. Recently renovated from rooftop to lower level, this is a turn key home. Multiple levels for gathers, private workspace with loads of natural light. Incredible

    Kelvin Peters MIG

    70 Edgehill Rd, Winthrop, MA 02152
  • /16

    $4,000 total monthly price

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

    40 Cottage Park Rd Unit 1, Winthrop, MA 02152

    Discover this updated, open, and spacious 4-bedroom, 2-bath apartment designed for comfortable living. The home features an open layout with generous natural light, well-proportioned bedrooms, and modern finishes throughout. A private porch adds the perfect extra touch—ideal for relaxing or enjoying fresh air. Located close to shops, schools, parks, and public transit, this apartment offers

    40 Cottage Park Rd Unit 1, Winthrop, MA 02152
  • /23

    $355,000 Sold Sep 16, 2025

    • 772 Sq Ft
    • $460/SF
    • 7 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1971

    500 Governors Dr Unit 9, Winthrop, MA 02152

    Welcome to 500 Governors Drive Unit 9, a spacious and well-maintained 3-bedroom, first-floor condo located in the beautiful coastal town of Winthrop. This unit features a bright and airy open-concept living and dining area, perfect for both relaxing and entertaining. Vinyl flooring runs throughout the entire home, offering a sleek, low-maintenance finish. Set within a well-managed association,

    Juan Cano Broad Sound Real Estate, LLC

    500 Governors Dr Unit 9, Winthrop, MA 02152
    • /21

      Est $772,761 Not Listed For Sale

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

      58 Banks St, Winthrop, MA 02152

      58 Banks St, Winthrop, MA 02152
  • /41

    $724,900

    • 4 Beds
    • 1 Bath
    • 1,964 Sq Ft

    14 Pleasant Park Rd, Winthrop, MA 02152

    WELCOME HOME to 14 Pleasant Park Road...BEEN IN THE SAME FAMILY FOR OVER 17 YEARS!!!...This BEAUTIFUL 4 BEDROOMS/ 1 FULL BATH 'GAMBREL COLONIAL STYLE HOME' is ready for new owners...1st FLOOR offers WELCOMING FOYER w/Hardwood Floors, CHERRY KITCHEN CABINETS w/GRANITE COUNTERS & GRANITE ISLAND w/Tiled Flooring & Recess Lighting, DINING ROOM w/Hardwood Floors, LIVING ROOM w/Hardwood Floors...2nd

    Regina Paratore RE/MAX 360

    14 Pleasant Park Rd, Winthrop, MA 02152
  • /27

    $2,800 total monthly price

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

    800 Governors Dr Unit 7, Winthrop, MA 02152

    Welcome to comfortable coastal living at Governors Park — a desirable condominium community in Winthrop, located just across from Boston Harbor with convenient access to the city and local amenities. This rental feature: 2 Spacious bedrooms condo, ample living room, recently renovated modern kitchen with stainless steel appliances, fresh hardwood flooring throughout. Private balcony perfect for

    Claudia Nunez Tremont Realty Group, LLC

    800 Governors Dr Unit 7, Winthrop, MA 02152
  • /37

    $960,000 Sold Sep 11, 2025

    • 3,272 Sq Ft
    • $293/SF
    • 84 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1967

    115 Almont St, Winthrop, MA 02152

    115 Almont, where coastal vibes meet versatile living areas to offer something for everyone. Don't miss your chance to see this expansive 5 bedroom 3 bathroom colonial just minutes to Winthrop Beach, fantastic restaurants, schools & more. Upon entry, you are greeted with a beautiful living room with working fireplace, updated eat-in kitchen, full bathroom and first floor bedroom. This setup would

    Christine Goldstein Lyv Realty

    115 Almont St, Winthrop, MA 02152
    • /24

      Est $921,594 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

    $340,000

    • 2 Beds
    • 1 Bath
    • 772 Sq Ft

    800 Governors Dr Unit 6, Winthrop, MA 02152

    Located at 800 Governors Dr U:6 in the charming coastal community of Winthrop, Massachusetts, this condominium presents an inviting home, ready to move in and enjoy. This residence offers a delightful opportunity to experience comfortable living in a convenient setting. The kitchen stands as a testament to thoughtful design, featuring elegant stone countertops complemented by stylish shaker

    Fiorella Marte eXp Realty

    800 Governors Dr Unit 6, Winthrop, MA 02152
  • /7

    $1,985 total monthly price

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

    95 Bowdoin St Unit 3, Winthrop, MA 02152

    All Utilities Included Brand New Studio Apartment Available NowBe the first to live in this just-built studio!Features include: High ceilings and large windows for amazing natural light . Full size kitchen Spacious open layout Modern, roomy bathroom Access to a large shared backyard Great walkable location close to the bus stop, town center, supermarket, and

    95 Bowdoin St Unit 3, Winthrop, MA 02152
  • /14

    $625,000 Sold Sep 09, 2025

    • 1,878 Sq Ft
    • $333/SF
    • 71 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1900

    136 Locust Way, Winthrop, MA 02152

    Well maintained 3 bedroom Colonial just moments from the beach. Large open rooms with lots of natural light. Lots of cabinet space in the super functional kitchen. 1st floor laundry hookups for convenience. 3 full sized bedrooms. Great yard. Nice wrap around porch to enjoy the summer nights. Seller willing to buy down the mortgage rate on this home. PLEASE BOOK SHOWINGS THROUGH SHOWINGTIME.

    Tyler Scaglione Cameron Real Estate Group

    136 Locust Way, Winthrop, MA 02152
    • /28

      Est $582,776 Not Listed For Sale

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

      26 Amelia Ave, Winthrop, MA 02152

      26 Amelia Ave, Winthrop, MA 02152
  • /14

    $1,150,000

    • 5 Beds
    • 2 Baths
    • 2,212 Sq Ft

    50-52 Wilshire St, Winthrop, MA 02152

    Just Renovated – Perfect for Owner-Occupants or Investors!Welcome to 50-52 Wilshire Street, a fully updated two-family home located in the picturesque seaside community of Winthrop, Massachusetts. This property has 5 bedrooms and 2 bathrooms. Fresh from a complete renovation, this property blends modern finishes with timeless New England charm, offering unmatched flexibility for both comfortable

    Bin Yan Ark Real Estate Inc.

    50-52 Wilshire St, Winthrop, MA 02152
  • /34

    $3,600 total monthly price

    • 4 Beds
    • 2.5 Baths
    • 2,400 Sq Ft
    • Apartment for Rent

    118 Brookfield Rd Unit 2, Winthrop, MA 02152

    Located at 118 Brookfield across from beautiful Ingleside Park in the charming coastal town of Winthrop, Massachusetts. This inviting home offers a blend of classic appeal and modern comfort. Ready to move in, this residence presents a wonderful opportunity to embrace a relaxed lifestyle minutes to the ocean. The living room, with its open floor plan, becomes a haven of spaciousness and light,

    S.Michael Palazzolo Charlesgate Realty Group, llc

    118 Brookfield Rd Unit 2, Winthrop, MA 02152
  • /17

    $925,000 Sold Sep 08, 2025

    • 2,341 Sq Ft
    • $395/SF
    • 8 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1920

    31 Lincoln St, Winthrop, MA 02152

    Historic charm and modern comfort unite in this warm, inviting 3-bedroom, 2.5-bath home in the Ingleside Park neighborhood. Step inside to find stunning original woodwork, a cozy pellet stove perfect for cool summer nights, fresh paint throughout and the High-velocity AC will keep you cool all summer. 31 Lincoln has tons of upgrades...Brand new copper water line, new PVC drain to the street, new

    The Reference Group Reference Real Estate

    31 Lincoln St, Winthrop, MA 02152
    • /36

      Est $774,342 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

Showing Results 41 - 80, Page 2 of 18

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