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Winthrop, MA Homes for Sale under $800,000

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  • /28

    $769,000

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    189 Shirley St Unit 1, Winthrop, MA 02152

    Welcome to coastal living at its finest in this truly unique and beautifully appointed townhome residence. Spanning three expansive levels, this exceptional three-bedroom, two-and-a-half-bath home seamlessly blends comfort, style, and privacy in the one and only seaside community of Winthrop 02152 Privately situated with its own separate entrance, this rare offering lives like a single-family

    Agent Photo

    Nicole Bettano

    Lantern Residential

    189 Shirley St Unit 1, Winthrop, MA 02152
  • /39

    $799,000

    Open Sun 11AM - 1PM $30K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,700 Sq Ft

    546 Shirley St, Winthrop, MA 02152

    Steps from the shore, this corner lot offers coastal living w a wide, expansive front porch perfect for catching the harbor breeze or entertaining. This move-in ready home features 2,700 sq.ft. of spacious living and an unbeatable beachside location. The interior boasts hardwood floors throughout most of the home, featuring four bedrooms and 2.5 bathrooms. Additionally, a finished third floor

    Melissa Flamburis Redfin Corp.

    546 Shirley St, Winthrop, MA 02152
  • /42

    $649,000

    $30K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,302 Sq Ft

    3 Seal Harbor Rd Unit 342, Winthrop, MA 02152

    Seal Harbor in Winthrop offers an elevated coastal living experience that is unparalleled. Timeless detail inside & out of this building is complemented by white-glove concierge service. Unit 342 is a luxury residence with ocean & pool views from every window. It is conveniently located a few steps from the new elevators & welcomes you into an open floor plan with striking natural sunlight;

    Nancy McLaughlin Redfin Corp.

    3 Seal Harbor Rd Unit 342, Winthrop, MA 02152
  • /41

    $799,986

    $30K PRICE DROP
    • 6 Beds
    • 2 Baths
    • 2,560 Sq Ft

    50 Main St, Winthrop, MA 02152

    Excellent opportunity to own a well-maintained 2-family property in the highly desirable seaside community of Winthrop! Perfect for investors, owner-occupants or multi-generational living, this spacious property offers two large units featuring 3 bedrooms,1 full bathroom, hardwood floors, generous living areas and a bonus office room! Separate utilities and washer/dryer hookups add convenience

    Matt Tasgin United Brokers

    50 Main St, Winthrop, MA 02152
  • /16

    $565,000

    • 2 Beds
    • 1 Bath
    • 928 Sq Ft

    16 Billows St Unit 2, Winthrop, MA 02152

    This renovated 2-bedroom, 1-bath condo sits in the heart of Winthrop's Point Shirley, offering single-floor living with vaulted ceilings and skylights that give the space a brightness and openness rarely found at this price point. Natural light pours through every room throughout the day, flowing over hardwood floors that run wall to wall and tie the entire living space together seamlessly. Two

    Reserve Team Reference Real Estate

    16 Billows St Unit 2, Winthrop, MA 02152
  • /33

    $779,000

    Open Sat 10:30AM - 12PM $46K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,996 Sq Ft

    55 Banks St Unit 2, Winthrop, MA 02152

    Stunning 2022 rebuild—taken down to the original foundation and rebuilt with a fresh, nearly-new feel throughout! This townhome-style condo feels like a single-family, nearly 2,000 sq ft, featuring 3 beds, 3 full baths, private outdoor space, and 2-car parking. NO monthly condo or HOA fees; annual master insurance just $1,670. A standout alternative to East/South Boston with quick Downtown Boston

    Cheng Liang CWQ Realty Group LLC

    55 Banks St Unit 2, Winthrop, MA 02152
  • /18

    $649,000

    Open Sat 2PM - 3:30PM
    • 2 Beds
    • 2 Baths
    • 1,024 Sq Ft

    10 Somerset Ave Unit 402, Winthrop, MA 02152

    Start your homeownership journey at Unit 402 at The Somerset, a bright and spacious top-floor 2-bedroom, 2-bath condo in the heart of Winthrop. Designed for modern living, this move-in-ready home features an open-concept layout, two private balconies, quartz countertops, stainless steel appliances, central A/C, and generous closet space. Garage parking is included, along with access to an

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 402, Winthrop, MA 02152
  • /11

    $549,000

    Open Sat 2PM - 3:30PM
    • 2 Beds
    • 1 Bath
    • 869 Sq Ft

    10 Somerset Ave Unit 203, Winthrop, MA 02152

    Welcome to The Somerset, this thoughtfully designed 2-bedroom, 1-bath residence blends modern comfort with coastal charm. The open-concept layout offers an inviting living and dining area, complemented by a stylish kitchen featuring quartz countertops, stainless steel appliances, and contemporary finishes. Central A/C, abundant natural light, and quality craftsmanship create a comfortable and

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 203, Winthrop, MA 02152
  • /18

    $578,000

    $1K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,205 Sq Ft

    1 Seal Harbor Rd Unit 413, Winthrop, MA 02152

    Welcome to coastal living at its finest at the highly desirable Seal Harbor One. Perched on the fourth floor, this spacious and thoughtfully designed 2-bedroom, 2-bath residence offers an ideal layout with private bedroom suites, each featuring its own full bathroom and generous walk-in closet. Set on a stunning peninsula surrounded by the Atlantic Ocean, Seal Harbor offers a truly unique

    Tammy Merk Lantern Residential

    1 Seal Harbor Rd Unit 413, Winthrop, MA 02152
  • /23

    $509,000

    Open Sat 2PM - 3:30PM $11K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 729 Sq Ft

    10 Somerset Ave Unit 309, Winthrop, MA 02152

    Welcome to Unit 309—a bright corner 1-bedroom, 1-bath home featuring an open-concept layout, high-quality finishes, and a relaxed coastal style. The kitchen features stainless steel appliances, quartz countertops, central A/C, and modern design touches throughout. Residents enjoy elevator access, a fitness room, and a stylish common area—perfect for relaxing or savoring a morning coffee. Ideally

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 309, Winthrop, MA 02152
  • /35

    $599,000

    $51K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,728 Sq Ft

    47 Highland Ave, Winthrop, MA 02152

    Wonderful opportunity to own a coastal Winthrop home with tremendous potential. A welcoming mudroom opens to a spacious foyer and a large living and dining area with great flow for everyday living. A bonus front room offers flexible space for a home office, playroom, or an expanded open-concept layout. The kitchen leads directly to the back deck for warm-weather entertaining. Upstairs features

    Elizabeth Ferrara Cottage Hill Real Estate

    47 Highland Ave, Winthrop, MA 02152
  • /29

    $549,900

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 969 Sq Ft

    35 Somerset Ave Unit 3, Winthrop, MA 02152

    MAJOR NEW RENOVATION IN 2023.......EXCITING 2 BEDROOM, 2BATH UPSCALE CONDOMINIUM AT WINTHROP CENTER. Stunning oak floors and state of the art quartz and stainless kitchen, fully applianced with subway tile accents and an over sized island with pendant lighting. All open to a generous living area and access to an exclusive deck for personal outdoor space. A beautiful main suite with an amazing

    Sharon Tallent Compass

    35 Somerset Ave Unit 3, Winthrop, MA 02152
  • /19

    $569,000

    • 3 Beds
    • 1 Bath
    • 1,377 Sq Ft

    10 Beach Rd Unit 1, Winthrop, MA 02152

    Just one block from Winthrop Beach, this spacious and inviting condo offers 1,377 SqFt of comfortable living. With 3 large bedrooms and 1 full bath, there’s plenty of room for working from home, entertaining, or simply relaxing.Step inside to discover an open-concept living and dining area that flows seamlessly into a large, modern kitchen, featuring gas cooking, ample counter space, and a

    Rogelio Zuniga United Brokers

    10 Beach Rd Unit 1, Winthrop, MA 02152
  • /32

    $775,000

    Open Sat 11AM - 12:30PM $24K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,417 Sq Ft

    1 Seal Harbor Rd Unit PH16, Winthrop, MA 02152

    Turnkey corner PENTHOUSE unit in Seal Harbor with $5k credit if UAG by 7/20! Offering sweeping Atlantic Ocean views from a private top-flr balcony this 2023 renovated 2BR/2BA residence showcases oversized windows that flood the living area with natural light, built-in window seat, white oak HW floors throughout, and an elegant inlay foyer detail beneath skylight/ recessed lighting. Updated

    Meg Grady The Persac Group, LLC

    1 Seal Harbor Rd Unit PH16, Winthrop, MA 02152
  • /38

    $619,900

    • 2 Beds
    • 2 Baths
    • 1,241 Sq Ft

    1 Seal Harbor Rd Unit 116, Winthrop, MA 02152

    Rarely available corner unit at the ultra desirable Seal Harbor Condominiums. Enjoy sweeping views of the Atlantic Ocean and beyond from the comforts of your own living room. This two-bedroom, two-bath unit boasts oversized windows and glass sliders with unobstructed ocean views and great natural light, hardwood floors, updated kitchen and bath, in-unit laundry hook-ups, extra storage space and a

    Ed Deveau Century 21 Mario Real Estate

    1 Seal Harbor Rd Unit 116, Winthrop, MA 02152
  • /17

    $690,000

    $139K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    5 Oceanview St, Winthrop, MA 02152

    ***Seller is VERY motivated***Welcome to your fully renovated and updated home on a quiet corner in Winthrop. This home features a brand new kitchen with wide spanning island, open to the living room. Perfect for entertaining. All new electrical, water heater, furnace, plumbing, insulation and hard wired fire alarms. Approximately 250 sqft was added on and 2 bathrooms were also added making this

    Nezihe Hewson Mariano Smith & Co.

    5 Oceanview St, Winthrop, MA 02152
  • /36

    $670,000

    Open Sun 11AM - 12PM $30K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,250 Sq Ft

    51 Undine Ave, Winthrop, MA 02152

    Experience coastal living in a vibrant beachside community featuring a park with tennis and basketball courts, a dog park, and a scenic shoreline overlooking the Boston skyline. This thoughtfully updated home offers peace of mind with a recently painted exterior, a roof approximately 5 years old, and upgraded electrical and plumbing systems. Inside, you’ll find newer flooring, fresh interior

    The Caceda Team Coldwell Banker Realty - Lynnfield

    51 Undine Ave, Winthrop, MA 02152
  • /22

    $615,000

    Open Sat 12PM - 1:30PM $34K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,203 Sq Ft

    1 Seal Harbor Rd Unit 815, Winthrop, MA 02152

    Seal Harbor I Gorgeous ocean views from this sunny corner 8th-floor unit. Spacious living room with slider to a private balcony-This home features two comfortable bedrooms with large closets and beautiful views, a well-appointed kitchen with ample cabinetry and updated appliances, plus a newer washer/dryer. Enjoy resort-style amenities including an in-ground heated pool, fitness area, and a

    Peggie Gilbert Coldwell Banker Peggy Carter Team

    1 Seal Harbor Rd Unit 815, Winthrop, MA 02152
  • /32

    $715,000

    $35K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,963 Sq Ft

    153 Locust St, Winthrop, MA 02152

    FRESH NEW PRICE! Best value in the neighborhood! Charming 1930's two family, originally a seaside cottage, just steps to the beach. Family owned for over 70 years, it's now time for someone else to enjoy this coastal home. It offers off street parking and flexible living options. It could be a great single family. Unit 1 is a one bedroom while Unit 2 has three bedrooms. This property is brimming

    Mary Ann Cash Charlesgate Realty Group, llc

    153 Locust St, Winthrop, MA 02152
  • /41

    $629,000

    Open Sat 11AM - 12:30PM
    • 3 Beds
    • 2 Baths
    • 1,962 Sq Ft

    82 Putnam St Unit 2, Winthrop, MA 02152

    Your chance to own a beautiful home in vibrant Winthrop by the Sea! Freshly updated 3-bedroom, 2-bathroom townhome-style condo with an entertainer’s floor plan including a modern kitchen with granite and a peninsula, dining area, large living room, full bath, Central A/C, and private deck. 3 well-sized bedrooms upstairs and a shared Jack and Jill bath with herringbone tile. Convenient in-unit

    David Ladner RE/MAX Harmony

    82 Putnam St Unit 2, Winthrop, MA 02152
  • /16

    $749,000

    • 2 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    21 Hutchinson St Unit 1, Winthrop, MA 02152

    Welcome to 21 A Hutchison Street Condominium. This new construction 1800 sf unit has two levels of living space. Main level features open floor plan for kitchen, living area, dining and office. Kitchen is equipped with stainless steal appliances, island with built in drawer microwave, granite countertops and backsplash. Main bedroom has on-suite bathroom and walk-in closet. Convenient in unit

    Jason Saphire www.HomeZu.com

    21 Hutchinson St Unit 1, Winthrop, MA 02152
  • /23

    $600,000

    $15K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,141 Sq Ft

    142 Pleasant St Unit 12, Winthrop, MA 02152

    Seaside vibes so close to Boston. If you desire a newer built condominium in a prime Winthrop Center location, Belle Mer is a professionally managed association with 15 of 16 units owner occupied. Kitchen equipped with stainless Bosch appliances, wine cooler, + wonderful island to gather for enjoyment. Harbor views from the main bedroom, incredible closet space, and inviting window seat. Lofty

    Stacey Steck Gibson Sotheby's International Realty

    142 Pleasant St Unit 12, Winthrop, MA 02152
  • /32

    $675,000

    • 2 Beds
    • 2.5 Baths
    • 1,360 Sq Ft

    21 Hutchinson St Unit B, Winthrop, MA 02152

    21 B Hutchinson Street Condo offers 1360 SF of living space. The first floor of this unit includes open floor kitchen/living room. First floor main bedroom includes on suite bathroom and walk in closet. A quaint half bathroom, pantry closet and in unit laundry is a nice convenience for this unit. The second level offers another main bedroom with on suite bathroom, walk in closet and storage.

    Matthew Gallego Gallego Realty

    21 Hutchinson St Unit B, Winthrop, MA 02152
  • /39

    $550,000

    $20K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 994 Sq Ft

    1 Seal Harbor Rd Unit 300, Winthrop, MA 02152

    Experience refined waterfront living in this fully renovated, ocean-facing residence. The chef’s kitchen is a true centerpiece, featuring a brand-new center island, quartz countertops, and premium appliances—perfect for effortless entertaining. Modern upgrades shine throughout, including new electrical, recessed lighting, and sleek ceiling fans. Relax in the spa-inspired bathroom with a walk-in

    Alla Rossi Coldwell Banker Realty - Boston

    1 Seal Harbor Rd Unit 300, Winthrop, MA 02152
  • /9

    $800,000

    Open Sat 11AM - 12PM
    • 6 Beds
    • 2 Baths
    • 2,000 Sq Ft

    120 Hermon St, Winthrop, MA 02152

    Ingleside Park 2-unit with oversized 10,000sqft lot and parking for 2 cars that has had the same owner for 23 years. Property is in need of interior updating and is currently occupied. Can be delivered vacant at closing and qualifies for mortgage financing. First floor unit has two bedrooms, one full bath, and a large rear deck. Upper unit has two floors with four bedrooms and a full bath.

    Steve Binder Binder Residential

    120 Hermon St, Winthrop, MA 02152
  • /24

    $725,000

    Open Sat 12PM - 1PM
    • 2 Beds
    • 2 Baths
    • 1,113 Sq Ft

    140 Shirley St Unit 250, Winthrop, MA 02152

    Discover the perfect blend of modern design and seaside charm at 140 Shirley Street, Winthrop’s newest boutique condominium residence—just steps from the shoreline of Winthrop Beach. This two-bedroom, two-bath home in a 10-unit building captures the essence of coastal living with its fresh, nautical-inspired style and high-end finishes. Inside, you’ll find engineered hardwood flooring, recessed

    Kovacs Team Compass

    140 Shirley St Unit 250, Winthrop, MA 02152
  • /24

    $589,900

    Open Sat 12PM - 1PM
    • 2 Beds
    • 1 Bath
    • 782 Sq Ft

    140 Shirley St Unit 220, Winthrop, MA 02152

    Discover the perfect blend of modern design and seaside charm at 140 Shirley Street, Winthrop’s newest boutique condominium residence—just steps from the shoreline of Winthrop Beach. This two-bedroom, one-bath home in a 10-unit building captures the essence of coastal living with its fresh, nautical-inspired style and high-end finishes. Inside, you’ll find engineered hardwood flooring, recessed

    Kovacs Team Compass

    140 Shirley St Unit 220, Winthrop, MA 02152
  • /21

    $729,900

    Open Sat 11AM - 1PM
    • 4 Beds
    • 1.5 Baths
    • 1,586 Sq Ft

    52 Pebble Ave, Winthrop, MA 02152

    Cape-style home in Point Shirley, steps from the beach and within Winthrop's most walkable stretch of coastline. Built in 1900 and updated with a remodeled kitchen featuring granite counters and recessed lighting, plus a remodeled full bath with a tiled tub and shower. Original hardwood floors run through the main level and all four bedrooms, paired with bay windows that bring in natural light

    Reserve Team Reference Real Estate

    52 Pebble Ave, Winthrop, MA 02152
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