3,395

Downtown Winthrop Homes

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  • /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
    • /37

      Est $751,218 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
  • /22

    $380,000 Pending

    • 2 Beds
    • 1 Bath
    • 782 Sq Ft

    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
  • /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
    • /38

      Est $795,789 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
  • /42

    $1,249,000 Pending

    • 9 Beds
    • 3 Baths
    • 2,775 Sq Ft

    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
  • /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
    • /28

      Est $969,108 Not Listed For Sale

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

      70 Shirley St, Winthrop, MA 02152

      70 Shirley St, Winthrop, MA 02152
  • /31

    $588,888 Pending

    • 4 Beds
    • 1.5 Baths
    • 1,785 Sq Ft

    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
  • /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
    • /40

      Est $1,312,664 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
  • /34

    $735,000 Pending

    • 5 Beds
    • 1.5 Baths
    • 1,776 Sq Ft

    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

    $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
    • /27

      Est $367,319 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
  • /16

    $344,900 Pending

    • 2 Beds
    • 1 Bath
    • 989 Sq Ft

    1000 Governors Dr Unit 38, Winthrop, MA 02152

    Great coastal location!! Perfect for a first time homebuyer, someone looking to downsize or an investor!! This condo is located near public transportation and only minutes to Boston's swanky restaurant scene and night life. Lots of area beaches and a quick ride to Logan airport. Featuring hardwood flooring and a newly renovated, modern, bright kitchen with recess lighting. Residents will

    Jackie Theriault LAER Realty Partners

    1000 Governors Dr Unit 38, 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
    • /18

      Est $348,370 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
  • /25

    $849,900 Pending

    • 4 Beds
    • 3.5 Baths
    • 2,764 Sq Ft

    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
  • /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
    • /15

      Est $346,911 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
  • /30

    $735,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,269 Sq Ft

    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
  • /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
    • /21

      Est $385,478 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
  • /32

    $594,900 Pending

    • 2 Beds
    • 2 Baths
    • 985 Sq Ft

    10 Somerset Ave Unit 206, Winthrop, MA 02152

    Welcome to The Somerset—Winthrop’s newest boutique condo development, where coastal charm meets modern luxury. This spacious 2-bedroom, 2-bath home is designed for effortless living, featuring a sun-drenched open layout, private balcony, and oversized walk-in wardrobes in both bedrooms. Enjoy a sleek kitchen with stainless steel appliances, quartz countertops, and soft-close cabinetry, flowing

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 206, 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
    • /25

      Est $384,932 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
  • /20

    $383,000 Pending

    • 1 Bed
    • 1 Bath
    • 475 Sq Ft

    10 Somerset Ave Unit 403, 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 403, 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
    • /20

      Est $362,553 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
  • /14

    $381,000 Pending

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft

    10 Somerset Ave Unit 303, 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

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 303, 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
    • /19

      Est $390,874 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
  • /31

    $749,900 Pending

    • 5 Beds
    • 2.5 Baths
    • 2,394 Sq Ft

    426 Winthrop St, Winthrop, MA 02152

    Welcome home to this open concept colonial home in sought after Winthrop! The home offers gleaming hardwood floors with a sunken living room equipped with a surround sound system throughout. The personally crafted kitchen/dining area has beautiful maple cabinets & granite countertops. Entertain family and friends through elegant French doors leading to a to a large patio and with fenced yard

    Jim Fitzgerald RE/MAX Realty Plus

    426 Winthrop 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
    • /26

      Est $343,612 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
  • /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
    • /11

      Est $338,142 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
  • /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
    • /19

      Est $385,271 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
  • /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

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