7,512

Winthrop, MA Homes

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  • /42

    $725,000

    • 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
  • /12

    $2,275 total monthly price

    • 11 Beds
    • 1 Bath
    • 875 Sq Ft
    • Apartment for Rent

    1 Pond St Unit 1J, Winthrop, MA 02152

    **AVAILABLE NOW** This is a spacious 1 bedroom/ 1 bath apartment with a private balcony overlooking the beautifully kept grounds of Fort Heath! It has been recently remodeled with new laminate flooring throughout as well as new countertops in the kitchen. The unit includes a gas stove, dishwasher and refrigerator. It boasts new kitchen cabinets and a new vanity in bathroom as well as a walk-in

    James Polino Compass

    1 Pond St Unit 1J, 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
    • /32

      Est $526,042 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 840 Sq Ft

      3 Seal Harbor Rd Unit 434, Winthrop, MA 02152

      3 Seal Harbor Rd Unit 434, Winthrop, MA 02152
  • /32

    $549,900

    • 2 Beds
    • 2 Baths
    • 773 Sq Ft

    600 Shirley St Unit 3, Winthrop, MA 02152

    “The Cove at 600” was converted in 2022 and is located on the site of the historic Crystal Cove Hotel with breathtaking views of the Boston Skyline and the Atlantic Ocean. Unit 3, located on the side of the building with a private entrance, exclusive use patio and exclusive use deck at the front of the building offers many ways to take in the view and the sea air. The open concept living room and

    Erika Leigh Pereira Keller Williams Realty Boston Northwest

    600 Shirley St Unit 3, Winthrop, MA 02152
  • /14

    $3,000 total monthly price

    • 3 Beds
    • 1 Bath
    • 1,006 Sq Ft
    • Condo for Rent

    32 Marshall St Unit 32 Marshall Street, Winthrop, MA 02152

    Great Winthrop location. This recently renovated apartment in a quiet neighborhood in the beautiful ocean town of Winthrop has everything you need. Large floor plan with 3 bedrooms and a massive modern kitchen with direct access to the oversized deck looking over the fenced in back yard. You will just love the convenient location, close to Route 1 or Revere Beach, just a block away from the water

    32 Marshall St Unit 32 Marshall Street, 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
    • /40

      Est $624,879 Not Listed For Sale

      • 1 Bed
      • 2 Baths
      • 1,263 Sq Ft

      3 Seal Harbor Rd Unit 332, Winthrop, MA 02152

      3 Seal Harbor Rd Unit 332, Winthrop, MA 02152
  • /34

    $719,000 Pending

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

    32 Pearl Ave, Winthrop, MA 02152

    Wake up to ocean breezes and the sunrise just at the end of the street. The kitchen blends charm and function with granite counters, hardwood cabinetry, farmhouse sink. 10’ ceilings throughout and abundant natural light create an open, airy feel. Step onto the 2nd floor balcony for morning coffee or evening sunsets. Ideal for entertaining, the fenced yard, ample parking, andOcean views from porch

    Elizabeth Ferrara Cottage Hill Real Estate

    32 Pearl Ave, Winthrop, MA 02152
  • /13

    $2,500 total monthly price

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Apartment for Rent

    760 Shirley St Unit 1, Winthrop, MA 02152

    All utilities included!... Ask for video... OCEANFRONT, 1 bedroom apartment is equipped with all the amenities you would find in a single family home to include a private entrance, exclusive outdoor space, off-street parking, an abundance of storage and on-site laundry. Newly renovated kitchen includes gas stove and additional cabinetry. Accented with arched entrances, chair rails and hardwood

    John LaPlaca Benoit Real Estate Group ,LLC

    760 Shirley St Unit 1, 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
    • /28

      Est $544,173 Not Listed For Sale

      • 1 Bed
      • 1.5 Baths
      • 1,033 Sq Ft

      3 Seal Harbor Rd Unit 231, Winthrop, MA 02152

      3 Seal Harbor Rd Unit 231, 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
  • /9

    $2,450 total monthly price

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Condo for Rent

    354 Shirley St Unit 3, Winthrop, MA 02152

    354 Shirley St Unit 3, 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
    • /42

      Est $961,286 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,343 Sq Ft

      218 Cliff Ave, Winthrop, MA 02152

      218 Cliff Ave, Winthrop, MA 02152
  • /40

    $599,900 Pending

    • 3 Beds
    • 2 Baths
    • 1,314 Sq Ft

    95 Summit Ave Unit 1, Winthrop, MA 02152

    Just steps from Winthrop Beach, this stunning condominium blends seaside tranquility with modern comfort. Gut renovated and completed in 2021, windows at every turn fill the home with natural light and salt-air breezes. Sun-filled open spaces feature hardwood floors and a coastal-modern design. The chef’s kitchen is appointed with sleek white cabinetry, stainless steel appliances, and a spacious

    Ann DiMascio Lamacchia Realty, Inc.

    95 Summit Ave Unit 1, 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

    Demostenes Nunez Tremont Realty Group, LLC

    800 Governors Dr Unit 7, Winthrop, MA 02152
  • /26

    $490,000 Sold Sep 22, 2025

    • 865 Sq Ft
    • $566/SF
    • 117 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1999

    600 Shirley St Unit 16, Winthrop, MA 02152

    Always wanted to live across from the beach? This might be the place for you! Enjoy breathtaking water and Boston skyline views from this beautifully renovated 2-bed, 2-bath condo at the former Historic Crystal Cove Hotel. Offering first-floor convenience with a private entrance and two deeded parking spaces right outside your door, this home lives like a private residence. The open layout

    Elizabeth Crowley William Raveis R.E. & Home Services

    600 Shirley St Unit 16, Winthrop, MA 02152
    • /29

      Est $540,169 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,200 Sq Ft

      173 Grovers Ave Unit 2, Winthrop, MA 02152

      173 Grovers Ave Unit 2, Winthrop, MA 02152
  • /27

    $539,900 Pending

    • 1 Bed
    • 1 Bath
    • 767 Sq Ft

    10 Somerset Ave Unit 408, Winthrop, MA 02152

    Welcome to Unit 408 – a spacious 1-bedroom + den home at The Somerset, Winthrop’s newest boutique condo community blending coastal charm with modern comfort. This thoughtfully designed layout offers an open-concept living space, a versatile den ideal for a home office or guest room, and a walk-in closet in the bedroom. Enjoy upscale finishes throughout—quartz countertops, stainless steel

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 408, 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
  • /41

    $1,175,000 Sold Sep 17, 2025

    • 2,214 Sq Ft
    • $531/SF
    • 15 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2009

    72 Sewall Ave, Winthrop, MA 02152

    Highly desirable location this home is only 16 years old built over its original foundation. this 4-bed, 3.5-bath home spans three levels in Winthrop’s Highlands. The first floor offers an open layout ideal for entertaining, with a spacious kitchen featuring white cabinets and updated countertops flowing into the living and dining rooms. French doors lead to a deck and patio overlooking a large,

    Elizabeth Ferrara Cottage Hill Real Estate

    72 Sewall Ave, Winthrop, MA 02152
    • /42

      Est $1,010,637 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,211 Sq Ft

      36 Floyd St, Winthrop, MA 02152

      36 Floyd St, Winthrop, MA 02152
  • /34

    $899,000

    • 4 Beds
    • 2 Baths
    • 2,386 Sq Ft

    41 Summit Ave, Winthrop, MA 02152

    Lovely custom built ranch offering endless possibilities! Perfect for multi-generational living or added income with a fully equipped lower level apartment. The main floor features a cherry wood kitchen with granite countertops, a spacious fireplace living room, tiled bath with separate shower and tub, generous bedrooms, den, and a bright sunroom with ocean views. Enjoy central air and an

    Elizabeth Ferrara Cottage Hill Real Estate

    41 Summit Ave, Winthrop, MA 02152
  • /16

    $3,500 total monthly price

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Apartment for Rent

    4 Charles St Unit 2, Winthrop, MA 02152

    Just steps from beautiful Winthrop Beach, this spacious 3-bedroom plus office, 2-bath home offers the perfect blend of comfort and coastal charm. Enjoy an open, sun-filled layout with gleaming hardwood floors throughout and in-unit laundry. Also includes 2 tandem parking spots.

    Jhonny Guananga Carlton's Wharf & Co.

    4 Charles St Unit 2, 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
    • /38

      Est $974,872 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 2,697 Sq Ft

      89 Cliff Ave, Winthrop, MA 02152

      89 Cliff Ave, Winthrop, MA 02152
  • /27

    $399,900

    • 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-floor, 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
  • /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
  • /25

    $670,000 Sold Sep 16, 2025

    • 1,413 Sq Ft
    • $474/SF
    • 76 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1884

    162 Shirley St Unit 164, Winthrop, MA 02152

    Don’t miss this rare opportunity to own a well-priced single-family home in the heart of Winthrop by the Sea, under a 5-minute walk to both the beach and Winthrop Middle/High School. This charming home features 3 bedrooms and 2 full baths. The second floor also offers room for expansion to add a 4th bedroom, sellers are including the architectural plans. The main level boasts new appliances,

    Jenny Golic Lantern Residential

    162 Shirley St Unit 164, Winthrop, MA 02152
    • /37

      Est $645,119 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,188 Sq Ft

      325 Revere St, Winthrop, MA 02152

      325 Revere St, Winthrop, MA 02152
  • /27

    $1,055,000

    • 4 Beds
    • 3 Baths
    • 2,028 Sq Ft

    41 Harbor View Ave, Winthrop, MA 02152

    The street name; 'Harbor View Ave" says it all! Sweeping unobstructed views of the open ocean, Boston Harbor, & city skyline! Nestled atop one of Winthrop’s highest elevations, delivering a rare combination of breathtaking coastal scenery & beach access. This sun-drenched 3 unit home offers 4 bedrooms, 3 full baths, garage parking, making it ideal for homeowners, developers, or investors. From

    Brian Perrin Brian J. Perrin Real Estate

    41 Harbor View Ave, Winthrop, MA 02152
  • /23

    $4,800 total monthly price

    • 5 Beds
    • 2.5 Baths
    • 2,500 Sq Ft
    • House for Rent

    138 Loring Rd, Winthrop, MA 02152

    Welcome to 138 Loring Road , the MOST DESIRABLE NEIGHBORHOOD IN WINTHROP. Available Jan 1 , This 5 bedroom single family home offers the perfect blend of Charm with Modern Upgrades, Space, and Comfort. Sun filled home, gleaming hardwood floors throughout, updated kitchen , new modern stainless steel appliances, new washer and dryer, spacious living and dining room, generous sized bedrooms,

    Kevin Ferrara Cottage Hill Real Estate

    138 Loring Rd, Winthrop, MA 02152
  • /30

    $920,000 Sold Sep 15, 2025

    • 1,831 Sq Ft
    • $502/SF
    • 40 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1925

    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
    • /31

      Est $915,836 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,497 Sq Ft

      92 Quincy Ave, Winthrop, MA 02152

      92 Quincy Ave, 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

    $4,995 total monthly price

    • 3 Beds
    • 3 Baths
    • 1,500 Sq Ft
    • Condo for Rent

    176 Winthrop Shore Dr Unit 1, Winthrop, MA 02152

    This property at 176 Winthrop Shore Dr features 3 bedrooms and 3 bathrooms within a total of 1,500 square feet. The living room offers ample space for relaxation and entertainment. Each bedroom is designed for comfort and privacy, while the bathrooms are equipped with essential fixtures. The kitchen includes a dishwasher for convenience, and a washer/dryer is also provided for laundry needs.

    176 Winthrop Shore Dr Unit 1, Winthrop, MA 02152
  • /42

    $1,050,000 Sold Sep 12, 2025

    • 2,144 Sq Ft
    • $490/SF
    • 7 Days On Market
    • 6 Beds
    • 3 Baths
    • Built 1880

    29 Dolphin Ave, Winthrop, MA 02152

    Gorgeous turnkey 2 family home, steps from the beach, could be your dream home or an excellent investment! Both units feature spacious living rooms, three bedrooms each, eat in kitchens two full bathrooms and in-unit laundry! Unit 1 has a second bathroom ensuite. The units have been updated within the last two years with new flooring, new stainless appliances, upgraded cabinetry, and the entire

    Sara Hrono Century 21 North East

    29 Dolphin Ave, Winthrop, MA 02152
    • /40

      Est $807,887 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,516 Sq Ft

      53 Upland Rd, Winthrop, MA 02152

      53 Upland Rd, Winthrop, MA 02152

Showing Results 81 - 120, Page 3 of 18

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