3,427

Downtown Winthrop Homes

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    • /11

      Est $337,049 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 714 Sq Ft

      300 Governors Dr Unit 4, Winthrop, MA 02152

      300 Governors Dr Unit 4, 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
    • /12

      Est $335,280 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 772 Sq Ft

      200 Governors Dr Unit 6, Winthrop, MA 02152

      200 Governors Dr Unit 6, Winthrop, MA 02152
  • /23

    $738,000 Sold May 28, 2025

    • 1,887 Sq Ft
    • $391/SF
    • 17 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1900

    15 Williams St, Winthrop, MA 02152

    This picture perfect Dutch Colonial features many classic elements without sacrificing modern conveniences. Filled with stunning details - elaborate carved newels, a mosaic fireplace, original hardwoods throughout, and ultra-convenient built-ins, this turn-of the century marvel is sure to charm you. Literal steps to both the heart of town and the beach, this immaculately maintained home offers

    Harry Silverstein Keller Williams Realty Boston Northwest

    15 Williams St, Winthrop, MA 02152
    • /19

      Est $369,943 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 780 Sq Ft

      100 Governors Dr Unit 16, Winthrop, MA 02152

      100 Governors Dr Unit 16, Winthrop, MA 02152
  • /26

    $640,000 Sold May 23, 2025

    • 1,050 Sq Ft
    • $610/SF
    • 5 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1900

    83 Chester Ave, Winthrop, MA 02152

    Centrally located on a corner is this 3+ bedroom single family. It's not a huge home but it's PRICED RIGHT & it has some great updates starting w/the freshly painted interior, gas FHW heating system, some replacement windows & vinyl cedar impression shingles. The eat in kitchen has s/s appliances & access to a rear porch. The seller has added loads of built in storage throughout especially in

    Mary Ann Cash Charlesgate Realty Group, llc

    83 Chester Ave, Winthrop, MA 02152
    • /24

      Est $351,645 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 780 Sq Ft

      100 Governors Dr Unit 15, Winthrop, MA 02152

      100 Governors Dr Unit 15, Winthrop, MA 02152
  • /38

    $620,000 Sold May 19, 2025

    • 1,684 Sq Ft
    • $368/SF
    • 15 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1860

    240 Bowdoin St, Winthrop, MA 02152

    Welcome to an incredible opportunity to own an affordable single-family home in the desirable Winthrop by the Sea! This delightful property offers 4 bedrooms and 1.5 baths, with a spacious, open kitchen and a versatile downstairs layout that can easily be updated to your preferences. Recent updates have enhanced both the structure and functionality of the home, including improvements to the

    Jenny Golic Lantern Residential

    240 Bowdoin St, Winthrop, MA 02152
    • /19

      Est $349,493 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 782 Sq Ft

      1100 Governors Dr Unit 19, Winthrop, MA 02152

      1100 Governors Dr Unit 19, Winthrop, MA 02152
  • /37

    $500,000 Sold May 19, 2025

    • 1,284 Sq Ft
    • $389/SF
    • 24 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1900

    270 Winthrop St Unit 1, Winthrop, MA 02152

    Welcome to The Grand Victorian Condominiums. Step into the elegance of this 2-bedroom, 2-bath home nestled in a beautiful late 19th-century Victorian building. This residence exudes timeless character with its soaring high ceilings and exquisite woodwork throughout. The spacious living areas are enhanced by gorgeous fireplace mantels, showcasing the fine craftsmanship that defines this historical

    Cathie Curran Charlesgate Realty Group, llc

    270 Winthrop St Unit 1, Winthrop, MA 02152
    • /20

      Est $325,435 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 772 Sq Ft

      1100 Governors Dr Unit 1, Winthrop, MA 02152

      1100 Governors Dr Unit 1, Winthrop, MA 02152
  • /42

    $785,000 Sold May 16, 2025

    • 1,680 Sq Ft
    • $467/SF
    • 6 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1890

    95 Summit Ave Unit 4, Winthrop, MA 02152

    Perched atop Floyd’s Hill overlooking the Atlantic Ocean, your new home offers the lifestyle you crave. Start your day with a run along Winthrop Beach or open up the wall of glass to your large private deck for morning yoga and coffee sunrises, mesmerized by the ocean and end-of-day cocktail sunsets overlooking the city from your rooftop with a 360 panorama. Just minutes from Boston, this large

    Joseph Schutt Unit Realty Group, LLC

    95 Summit Ave Unit 4, Winthrop, MA 02152
    • /4

      Est $343,304 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 811 Sq Ft

      1000 Governors Dr Unit 17, Winthrop, MA 02152

      1000 Governors Dr Unit 17, Winthrop, MA 02152
  • /30

    $765,000 Sold May 16, 2025

    • 1,698 Sq Ft
    • $451/SF
    • 22 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1910

    127 Bowdoin St, Winthrop, MA 02152

    This charming and meticulously maintained single-family home offers 3 spacious bedrooms and 2 full bathrooms, perfect for comfortable living and entertaining. Gleaming hardwood floors flow throughout the bright, open layout, creating a warm and inviting atmosphere. Enjoy year-round comfort with first-floor air conditioning, efficient gas heating, and a cozy fireplace. A versatile sunroom provides

    Leighann Eruzione Lantern Residential

    127 Bowdoin St, Winthrop, MA 02152
    • /33

      Est $356,796 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 909 Sq Ft

      1000 Governors Dr Unit 7, Winthrop, MA 02152

      1000 Governors Dr Unit 7, Winthrop, MA 02152
  • /23

    $945,000 Sold May 16, 2025

    • 3,620 Sq Ft
    • $261/SF
    • 8 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1923

    71 Paine St, Winthrop, MA 02152

    Welcome to 71 Paine Street—an oversized 2-family home sitting proudly on a corner lot at Wilshire & Paine. This property has everything you need, whether you're looking for a fantastic investment opportunity or the perfect owner-occupied setup with rental income! Both units feature private decks, off-street parking, separate heating systems, and divided basement space for storage &

    The Reference Group Reference Real Estate

    71 Paine St, Winthrop, MA 02152
    • /17

      Est $536,461 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 949 Sq Ft

      24 Governors Dr, Winthrop, MA 02152

      24 Governors Dr, Winthrop, MA 02152
  • /22

    $780,000 Sold May 13, 2025

    • 1,490 Sq Ft
    • $523/SF
    • 6 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1900

    152 Lincoln St, Winthrop, MA 02152

    Welcome to 152 Lincoln Street, where modern comfort meets coastal town charm! This beautifully updated 3-bedroom, 1.5-bath single-family home offers everything you need for easy living. Step inside to find a stylish, sunlit interior with stainless steel appliances, an open and inviting layout, and a finished basement—perfect for a home office, playroom, or additional living space. Stay

    The Reference Group Reference Real Estate

    152 Lincoln St, Winthrop, MA 02152
    • /36

      Est $645,971 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,365 Sq Ft

      20 Taylor St, Winthrop, MA 02152

      20 Taylor St, Winthrop, MA 02152
  • /29

    $635,000 Sold May 09, 2025

    • 968 Sq Ft
    • $656/SF
    • 6 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1880

    31 River Rd, Winthrop, MA 02152

    Charming 2-bedroom, 1-bath home in the sought-after Cottage Park area of Winthrop! Cozy new front porch leads you into an inviting living room w/ gleaming HW floors & plenty of natural light. The dining room, featuring a custom built-in china cabinet w/ 3 drawers for add'l storage, flows seamlessly into the kitchen w/ ample cabinet space, tile flooring & a breakfast bar. Enjoy new SS smart

    Paul Cervone Lamacchia Realty, Inc.

    31 River Rd, Winthrop, MA 02152
    • /34

      Est $758,317 Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 2,786 Sq Ft

      255 Main St, Winthrop, MA 02152

      255 Main St, Winthrop, MA 02152
  • /29

    $900,000 Sold May 09, 2025

    • 2,988 Sq Ft
    • $301/SF
    • 7 Days On Market
    • 8 Beds
    • 3 Baths
    • Built 1957

    84 Banks St, Winthrop, MA 02152

    Rare opportunity to own a double lot two-family home with expansion possibilities for a third unit. This well-maintained property offers stunning views of Belle Isle marsh and direct gated access to scenic walking trails and tranquil vistas. The fenced-in backyard is ready to enjoy with mature fruit trees, flowering shrubs, a deck and koi pond that await your fish. The main unit showcases a

    Erica Gore Century 21 Seaport

    84 Banks St, Winthrop, MA 02152
    • /34

      Est $872,979 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 2,250 Sq Ft

      38 Banks St, Winthrop, MA 02152

      38 Banks St, Winthrop, MA 02152
  • /25

    $490,000 Sold May 07, 2025

    • 1,270 Sq Ft
    • $386/SF
    • 74 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1925

    111 Locust St Unit 2, Winthrop, MA 02152

    Back on market due to buyer financing. Charming light filled 3 bedroom condo steps to Winthrop Beach offers coastal living at its finest. Well thought-out layout maximizes comfort and functionality. The open living/dining rooms are bright and inviting with ample space for relaxing or entertaining. Each of the 3 bedrooms are generously sized perfect for family, guests or a home office. Large

    Christine D'Ambrosio Lantern Residential

    111 Locust St Unit 2, Winthrop, MA 02152
    • /5

      Est $1,175,941 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 4,494 Sq Ft

      200 Main St, Winthrop, MA 02152

      200 Main St, 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
    • /29

      Est $950,419 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 2,988 Sq Ft

      144 Main St, Winthrop, MA 02152

      144 Main St, 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

    The GBRI Team Northeastern Realty Group

    550 Pleasant St Unit 405, Winthrop, MA 02152
    • /39

      Est $822,142 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 2,500 Sq Ft

      80 Read St, Winthrop, MA 02152

      80 Read St, 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
    • /33

      Est $994,317 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,000 Sq Ft

      79 Read St, Winthrop, MA 02152

      79 Read St, 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
    • /39

      Est $815,845 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,360 Sq Ft

      14 Amelia Ave, Winthrop, MA 02152

      14 Amelia Ave, Winthrop, MA 02152
  • /25

    $725,000 Sold Apr 15, 2025

    • 1,428 Sq Ft
    • $508/SF
    • 5 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1900

    206 Washington Ave, Winthrop, MA 02152

    Sellers will review offers Monday 3/33 @ 5pm.Nestled in a prime Winthrop location, this charming home blends gorgeous original details with thoughtful modern updates. Enjoy breathtaking harbor and lake views from almost every room, plus a sundrenched enclosed porch for year-round enjoyment. Step inside to a warm and inviting living room with original wood details, fireplace, and beamed ceilings.

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    206 Washington Ave, Winthrop, MA 02152
    • /28

      Est $742,389 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,832 Sq Ft

      78 Main St, Winthrop, MA 02152

      78 Main St, Winthrop, MA 02152
  • /15

    $383,000 Sold Apr 08, 2025

    • 782 Sq Ft
    • $490/SF
    • 23 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1971

    800 Governors Park Unit 25, Winthrop, MA 02152

    Newly renovated 2- bedroom, 1 bath Condo. This unit has gleaming hardwood floors throughout. Enjoy your morning coffee on your private balcony. The bathroom features new bathtub and shower doors, and beautiful pedestal sink. Governor's Park offers a gym and inground pool, for your summer enjoyment. There is public transportation at the corner of the Condo complex to Orient Height train station

    James Polino Compass

    800 Governors Park Unit 25, Winthrop, MA 02152
    • /23

      Est $505,341 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,007 Sq Ft

      11 Pleasant Ct, Winthrop, MA 02152

      11 Pleasant Ct, Winthrop, MA 02152
  • /22

    $1,278,000 Sold Apr 07, 2025

    • 2,717 Sq Ft
    • $470/SF
    • 120 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1936

    242 Main St, Winthrop, MA 02152

    Welcome to this beautifully gut-renovated multi-family home, offering two spacious units, each with two levels of living space. Unit 1 features 2 bedrooms and 2 bathrooms, while Unit 2 boasts 3 bedrooms and 2 bathrooms, providing plenty of room for comfortable living.Both units are move-in ready, with modern updates throughout, including sleek finishes, new flooring, and updated kitchens and

    Nicole Bettano Lantern Residential

    242 Main St, Winthrop, MA 02152
    • /29

      Est $686,127 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,454 Sq Ft

      7 S Main St, Winthrop, MA 02152

      7 S Main St, Winthrop, MA 02152
  • /36

    $705,000 Sold Apr 01, 2025

    • 1,679 Sq Ft
    • $420/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1919

    4 Palmyra St Unit 2, Winthrop, MA 02152

    Fall in love with this stunning 3-bed, 2-bath multi-level condo! The main level boasts an open-concept living space with a bright and sunny living room with water views. The modern kitchen is equipped with Quartz countertops, stainless steel appliances, a gas range, and a breakfast bar, seamlessly flowing into the dining area—ideal for entertaining. Two well-appointed bedrooms, each with ample

    Kevin McMath J. Barrett & Company

    4 Palmyra St Unit 2, Winthrop, MA 02152

Showing Results 121 - 160, Page 4 of 18

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