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Winthrop, MA Homes for Sale

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  • 148 Winthrop Shore Dr Unit 5, Winthrop, MA 02152
    148 Winthrop Shore Dr Unit 5, Winthrop, MA 02152
    148 Winthrop Shore Dr Unit 5, Winthrop, MA 02152
    /21

    $669,009

    • 2 Beds
    • 2 Baths
    • 971 Sq Ft

    148 Winthrop Shore Dr Unit 5, Winthrop, MA 02152

    Welcome to your slice of coastal paradise just outside of Boston. Nestled in the quaint seaside town of Winthrop, this stunning condo offers an unparalleled living experience with exceptional water views.Step inside to discover a meticulously designed space, with an open-concept layout that seamlessly blends the living, dining, and kitchen areas, creating an inviting atmosphere flooded with

    Agent Photo

    Nicole Bettano

    Lantern Residential

    (617) 618-6576

    148 Winthrop Shore Dr Unit 5, Winthrop, MA 02152
  • 10 Somerset Ave Unit 201, Winthrop, MA 02152
    10 Somerset Ave Unit 201, Winthrop, MA 02152
    10 Somerset Ave Unit 201, Winthrop, MA 02152
    /29

    $629,000

    • 2 Beds
    • 2 Baths
    • 1,036 Sq Ft

    10 Somerset Ave Unit 201, Winthrop, MA 02152

    Welcome to Unit 201 at The Somerset—Winthrop’s premier boutique condo community where coastal charm meets modern design. This spacious 2-bed, 2-bath home features an open-concept layout with a large living/dining area perfect for entertaining or relaxing. A generous kitchen island anchors the space and faces the front of the building, inviting natural light and a welcoming flow. Enjoy quartz

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 201, Winthrop, MA 02152
  • 3 Seal Harbor Rd Unit 634, Winthrop, MA 02152
    3 Seal Harbor Rd Unit 634, Winthrop, MA 02152
    3 Seal Harbor Rd Unit 634, Winthrop, MA 02152
    /25

    $525,000

    • 1 Bed
    • 1 Bath
    • 840 Sq Ft

    3 Seal Harbor Rd Unit 634, Winthrop, MA 02152

    Situated at the ocean's edge in Winthrop, Seal Harbor is located just fifteen minutes from Boston's financial district. Building is amenity-rich- 24/7 concierge, on-site management, secure underground deeded garage parking, heated outdoor pool with shower, bathrooms, full poolhouse kitchen, outdoor Jacuzzi & 2 gas grills, year-round access to an indoor pool on the 9th floor, complete with

    Mark Carangelo Mark Carangelo

    3 Seal Harbor Rd Unit 634, Winthrop, MA 02152
  • 339 Winthrop St, Winthrop, MA 02152
    339 Winthrop St, Winthrop, MA 02152
    339 Winthrop St, Winthrop, MA 02152
    /42

    $900,000

    • 5 Beds
    • 2.5 Baths
    • 3,776 Sq Ft

    339 Winthrop St, Winthrop, MA 02152

    This beautifully maintained two-family home offers the perfect blend of meticulous care, charm and city convenience. Just minutes from downtown Boston and Logan Airport, enjoy easy commuting paired with the tranquility of a vibrant beachside community. Nearly 4,000 sq. ft. of living space features hardwood floors, a custom kitchen with island, gas fireplace, and a flexible floor plan with home

    Danielle McCarthy Berkshire Hathaway HomeServices Commonwealth Real Estate

    339 Winthrop St, Winthrop, MA 02152
  • 105 Circuit Rd, Winthrop, MA 02152
    105 Circuit Rd, Winthrop, MA 02152
    105 Circuit Rd, Winthrop, MA 02152
    /30

    $849,900

    • 5 Beds
    • 2.5 Baths
    • 2,065 Sq Ft

    105 Circuit Rd, Winthrop, MA 02152

    This is your PERFECT OPPORTUNITY to purchase a traditional Whittemore style home in Winthrop's highly sought-after Maze neighborhood to make your own. This charming, OVERSIZED single family home offers plenty of room for everyone with FIVE (5) bedrooms (including top floor primary that could be turned into a suite) 2.5 baths and a fully finished basement with separate walkout. Available for the

    Ed Deveau Century 21 Mario Real Estate

    105 Circuit Rd, Winthrop, MA 02152
  • 3 Seal Harbor Rd Unit 344, Winthrop, MA 02152
    3 Seal Harbor Rd Unit 344, Winthrop, MA 02152
    3 Seal Harbor Rd Unit 344, Winthrop, MA 02152
    /29

    $695,000

    • 2 Beds
    • 2 Baths
    • 1,302 Sq Ft

    3 Seal Harbor Rd Unit 344, Winthrop, MA 02152

    Situated at the ocean's edge in Winthrop, Seal Harbor is located just fifteen minutes from Boston's financial district. Building is amenity-rich- 24/7 concierge, on-site management, secure underground deeded garage parking, heated outdoor pool with shower, bathrooms, full poolhouse kitchen, outdoor Jacuzzi & 2 gas grills, year-round access to an indoor pool on the 9th floor, complete with

    Mark Carangelo Mark Carangelo

    3 Seal Harbor Rd Unit 344, Winthrop, MA 02152
  • 51 Cutler St Unit 3, Winthrop, MA 02152
    51 Cutler St Unit 3, Winthrop, MA 02152
    51 Cutler St Unit 3, Winthrop, MA 02152
    /27

    $700,000

    • 2 Beds
    • 2 Baths
    • 1,283 Sq Ft

    51 Cutler St Unit 3, Winthrop, MA 02152

    Just steps from Winthrop Beach, this stunning condominium blends seaside tranquility with modern comfort. A dramatic picture window in the living room frames sweeping ocean views, filling 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 offers sleek cabinetry, high-end appliances, and a spacious layout

    Sobel Group Compass

    51 Cutler St Unit 3, Winthrop, MA 02152
  • 10 Beach Rd Unit 1, Winthrop, MA 02152
    10 Beach Rd Unit 1, Winthrop, MA 02152
    10 Beach Rd Unit 1, Winthrop, MA 02152
    /23

    $559,000

    • 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
  • 35 Somerset Ave Unit 6, Winthrop, MA 02152
    35 Somerset Ave Unit 6, Winthrop, MA 02152
    35 Somerset Ave Unit 6, Winthrop, MA 02152
    /31

    $515,000

    • 2 Beds
    • 2 Baths
    • 800 Sq Ft

    35 Somerset Ave Unit 6, Winthrop, MA 02152

    UPSCALE 2 BEDROOM, 2 BATH TOP FLOOR UNIT WITH ROOFTOP EXCLUSIVE OUTDOOR DECK......A two year old renovation and a must see! Bright sun-filled condo with a spacious kitchen/living room combo with plenty of cabinets and huge center island with pretty pendant lighting......perfect for entertaining and personal enjoyment. Two large bedrooms, one a main suite with it's own full bath and the other

    Sharon Tallent Compass

    35 Somerset Ave Unit 6, Winthrop, MA 02152
  • 62 Lowell Rd, Winthrop, MA 02152
    62 Lowell Rd, Winthrop, MA 02152
    62 Lowell Rd, Winthrop, MA 02152
    /23

    $780,000

    • 5 Beds
    • 2.5 Baths
    • 1,923 Sq Ft

    62 Lowell Rd, Winthrop, MA 02152

    Welcome to the "Maze!" This Whittemore designed home is solidly built and filled with character and charm. With great bones and endless potential, this 4+ bedroom, 2.5 bath single is the perfect canvas to create space you've been dreaming of, all in one of Winthrop's most sought after locations. Some of the wonderful features include a wood-burning fireplace, bright eat in kitchen with

    Mary Ann Cash Charlesgate Realty Group, llc

    62 Lowell Rd, Winthrop, MA 02152
  • 23 Trident Ave Unit 2, Winthrop, MA 02152
    23 Trident Ave Unit 2, Winthrop, MA 02152
    23 Trident Ave Unit 2, Winthrop, MA 02152
    /25

    $499,900

    • 3 Beds
    • 1 Bath
    • 1,369 Sq Ft

    23 Trident Ave Unit 2, Winthrop, MA 02152

    Steps to the BEACH. Minutes to BOSTON. Seconds to fall in LOVE. This isn’t just a condo - it’s a whole new pace of life. Welcome to 23 Trident Ave where you have the opportunity to make your home ownership dreams a reality. This beautiful 4 Bed 1 Bath unit with a heated bonus room has been meticulously maintained. Spacious kitchen with ample cabinet space, granite counters, stainless appliances

    Julian Addy William Raveis R.E. & Home Services

    23 Trident Ave Unit 2, Winthrop, MA 02152
  • 279 Shirley St Unit 2, Winthrop, MA 02152
    279 Shirley St Unit 2, Winthrop, MA 02152
    279 Shirley St Unit 2, Winthrop, MA 02152
    /15

    $569,000 Open Sun 11AM - 12:30PM

    • 3 Beds
    • 1 Bath
    • 1,105 Sq Ft

    279 Shirley St Unit 2, Winthrop, MA 02152

    Like-new 3-bedroom condo near the beach with WATER VIEWS! Built in 2023, this sun-filled home features hardwood floors, central air, a stylish kitchen with white shaker cabinets, high-end appliances, and a deeded off-street parking space. Oversized windows for those envious ocean views in the front and the Boston skyline over Winthrop Golf Club in the back. Just minutes to public transportation

    Adam Mundt Kingston Real Estate & Management

    279 Shirley St Unit 2, Winthrop, MA 02152
  • 10 Somerset Ave Unit 309, Winthrop, MA 02152
    10 Somerset Ave Unit 309, Winthrop, MA 02152
    10 Somerset Ave Unit 309, Winthrop, MA 02152
    /24

    $569,160

    • 1 Bed
    • 1 Bath
    • 729 Sq Ft

    10 Somerset Ave Unit 309, Winthrop, MA 02152

    Welcome to The Somerset—Winthrop’s newest boutique condo community! Unit 309 is a bright and airy 1-bedroom, 1-bathroom home with 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, garage parking, and a

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 309, Winthrop, MA 02152
  • 550 Pleasant St Unit 307, Winthrop, MA 02152
    550 Pleasant St Unit 307, Winthrop, MA 02152
    550 Pleasant St Unit 307, Winthrop, MA 02152
    /21

    $529,900

    • 1 Bed
    • 1 Bath
    • 1,153 Sq Ft

    550 Pleasant St Unit 307, Winthrop, MA 02152

    Experience waterfront living in this beautifully updated 1-bedroom, 1-bath condo at the Residences at Atlantis Marina. Enjoy stunning marina views from your private balcony, ideal for relaxing or entertaining. The unit features a modern kitchen with stainless steel appliances, granite countertops, and ample storage throughout. Additional highlights include in-unit laundry and two assigned parking

    Daniel Clucas Reference Real Estate

    550 Pleasant St Unit 307, Winthrop, MA 02152
  • 10 Somerset Ave Unit 308, Winthrop, MA 02152
    10 Somerset Ave Unit 308, Winthrop, MA 02152
    10 Somerset Ave Unit 308, Winthrop, MA 02152
    /31

    $602,436

    • 1 Bed
    • 1 Bath
    • 774 Sq Ft

    10 Somerset Ave Unit 308, Winthrop, MA 02152

    Welcome to Unit 308 at The Somerset—a premier boutique condo community in the heart of Winthrop. This thoughtfully designed studio features an open-concept kitchen and living area, perfect for entertaining or relaxing, along with a versatile bonus room with a sliding barn door for flexible use. Enjoy quartz countertops, stainless steel appliances, central A/C, and stylish finishes throughout. The

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 308, Winthrop, MA 02152
  • 100 Cottage Ave, Winthrop, MA 02152
    100 Cottage Ave, Winthrop, MA 02152
    100 Cottage Ave, Winthrop, MA 02152
    /32

    $790,000

    • 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
  • 600 Shirley St Unit 3, Winthrop, MA 02152
    600 Shirley St Unit 3, Winthrop, MA 02152
    600 Shirley St Unit 3, 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
  • 80 Shirley St Unit 2, Winthrop, MA 02152
    80 Shirley St Unit 2, Winthrop, MA 02152
    80 Shirley St Unit 2, Winthrop, MA 02152
    /39

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,252 Sq Ft

    80 Shirley St Unit 2, 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

    Nick Burnes Red Tree Real Estate

    80 Shirley St Unit 2, Winthrop, MA 02152
  • 800 Governors Dr Unit 30, Winthrop, MA 02152
    800 Governors Dr Unit 30, Winthrop, MA 02152
    800 Governors Dr Unit 30, Winthrop, MA 02152
    /12

    $369,900

    • 2 Beds
    • 1 Bath
    • 782 Sq Ft

    800 Governors Dr Unit 30, Winthrop, MA 02152

    Located at 800 Governors Dr. Unit 30 in the charming coastal community of Winthrop, Massachusetts. This condominium is ready to move in condition, situated on the third floor, ( corner unit) includes two bedrooms and one full bathroom, encompassing a total living area of 800 square feet, built in 1971, the residence offers a blend of classic charm and modern convenience including pool, gym and

    David White OwnerEntry.com

    800 Governors Dr Unit 30, Winthrop, MA 02152
  • 19 Pleasant Park Rd, Winthrop, MA 02152
    19 Pleasant Park Rd, Winthrop, MA 02152
    19 Pleasant Park Rd, Winthrop, MA 02152
    /36

    $728,900 Open Sun 12:30PM - 2:30PM

    • 3 Beds
    • 1.5 Baths
    • 1,325 Sq Ft

    19 Pleasant Park Rd, Winthrop, MA 02152

    Welcome home to this 3-bed,1.5-bath single-family that perfectly blends timeless style with thoughtful modern updates. Step inside to a functional layout that flows effortlessly from room to room. The living room features an original wood ceiling that adds warmth and texture, while the dining room showcases built-ins that combine function with a vintage feel. The updated kitchen offers stainless

    Leighann Eruzione Lantern Residential

    19 Pleasant Park Rd, Winthrop, MA 02152
  • 41 Harbor View Ave, Winthrop, MA 02152
    41 Harbor View Ave, Winthrop, MA 02152
    41 Harbor View Ave, 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
  • 550 Pleasant St Unit 11D, Winthrop, MA 02152
    550 Pleasant St Unit 11D, Winthrop, MA 02152
    550 Pleasant St Unit 11D, 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
  • 1001 Shirley St Unit 3, Winthrop, MA 02152
    1001 Shirley St Unit 3, Winthrop, MA 02152
    1001 Shirley St Unit 3, Winthrop, MA 02152
    /21

    $979,000 Open Sun 10AM - 1PM

    • 2 Beds
    • 2.5 Baths
    • 1,561 Sq Ft

    1001 Shirley St Unit 3, Winthrop, MA 02152

    Once a cornerstone of the Point Shirley community, this former church has been completely reimagined into five striking townhomes that blend architectural soul with modern precision. The Pearl is a bold statement... Thoughtful design, coastal light, and space that actually feels like home. Unit 3 offers over 1,500 square feet across two levels with an open main floor that feels expansive but

    The Reference Group Reference Real Estate

    1001 Shirley St Unit 3, Winthrop, MA 02152
  • 1001 Shirley St Unit 1, Winthrop, MA 02152
    1001 Shirley St Unit 1, Winthrop, MA 02152
    1001 Shirley St Unit 1, Winthrop, MA 02152
    /25

    $1,200,000 Open Sun 10AM - 1PM

    • 2 Beds
    • 2.5 Baths
    • 1,868 Sq Ft

    1001 Shirley St Unit 1, Winthrop, MA 02152

    As the flagship residence at The Pearl, Unit 1 showcases one of the most spacious layouts in the collection, blending ocean views with striking modern details. Steps from the shoreline in Winthrop’s Point Shirley, it spans two levels with hardwood floors, soaring cathedral beamed ceilings, and a fireplace that anchors the living room while a second warms the primary suite. The chef’s kitchen is

    The Reference Group Reference Real Estate

    1001 Shirley St Unit 1, Winthrop, MA 02152
  • 32 Pearl Ave, Winthrop, MA 02152
    32 Pearl Ave, Winthrop, MA 02152
    32 Pearl Ave, Winthrop, MA 02152
    /34

    $719,000

    • 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
  • 9 Marshall St, Winthrop, MA 02152
    9 Marshall St, Winthrop, MA 02152
    9 Marshall St, Winthrop, MA 02152
    /34

    $735,000 Open Sun 11AM - 12:30PM

    • 5 Beds
    • 3.5 Baths
    • 2,475 Sq Ft

    9 Marshall St, Winthrop, MA 02152

    Discover the best of coastal living in this Winthrop waterfront community, where local dining, seaside charm, and effortless access to public transit create a lifestyle of ease and enjoyment. Spanning approximately 2,475 square feet, this expansive 5-bedroom, 3.5-bath home offers three levels of versatile living space along with a private outdoor deck and yard. Ideally situated within walking

    Ricardo Rodriguez Coldwell Banker Realty - Boston

    9 Marshall St, Winthrop, MA 02152
  • 308 Bowdoin St, Winthrop, MA 02152
    308 Bowdoin St, Winthrop, MA 02152
    308 Bowdoin St, Winthrop, MA 02152
    /42

    $1,067,000

    • 7 Beds
    • 3 Baths
    • 3,628 Sq Ft

    308 Bowdoin St, Winthrop, MA 02152

    This spacious multi-family offers 7 bedrooms and 3 full baths across 3,628 sq. ft., with high ceilings on a 6,429 sq. ft. lot. Rarely available in Winthrop, it offers exceptional size, flexibility, and strong rental potential. A cabin/garage plus driveway for 4 cars adds rare value, while the lot provides outdoor living space. Interiors are well maintained and move-in ready.The first-floor unit

    James Polino Compass

    308 Bowdoin St, Winthrop, MA 02152
  • 95 Banks St, Winthrop, MA 02152
    95 Banks St, Winthrop, MA 02152
    95 Banks St, Winthrop, MA 02152
    /26

    $999,000

    • 5 Beds
    • 2 Baths
    • 1,920 Sq Ft

    95 Banks St, Winthrop, MA 02152

    Beautifully maintained 2-family with extensive updates, ideal for an owner-occupier or investor seeking strong market rents. Very reasonable flood Insurance is $1787.00 a year. Major improvements include a newer roof, updated heating system, central air on the second floor, and fresh paint. Exterior features showcase a large yard, fenced space, resurfaced driveway and parking for 3, concrete

    Kristen Karshis Keller Williams Realty Evolution

    95 Banks St, Winthrop, MA 02152
  • 184 Woodside Ave Unit 1, Winthrop, MA 02152
    184 Woodside Ave Unit 1, Winthrop, MA 02152
    184 Woodside Ave Unit 1, Winthrop, MA 02152
    /20

    $629,000

    • 3 Beds
    • 1 Bath
    • 1,138 Sq Ft

    184 Woodside Ave Unit 1, Winthrop, MA 02152

    Welcome to 184 Woodside Ave in Winthrop by the sea! Step into a tastefully designed first floor condo that was gut renovated less than 3 years ago. This beautiful 3-bedroom unit features a gourmet kitchen with gorgeous quartz countertops, a massive island, sleek new cabinetry, and modern stainless steel appliances. The entire space has been thoughtfully updated with beautiful floors and a fresh,

    Michael Forcillo Coldwell Banker Peggy Carter Team

    184 Woodside Ave Unit 1, Winthrop, MA 02152
  • 249 Winthrop Shore Dr Unit 6, Winthrop, MA 02152
    249 Winthrop Shore Dr Unit 6, Winthrop, MA 02152
    249 Winthrop Shore Dr Unit 6, Winthrop, MA 02152
    /21

    $479,000 Open Sun 11AM - 12:30PM

    • 2 Beds
    • 1 Bath
    • 1,415 Sq Ft

    249 Winthrop Shore Dr Unit 6, Winthrop, MA 02152

    Sunday open house canceled! Accepted offer. Ocean front living on Winthrop Shore Drive! This 2-bedroom, 1-bath condo sits directly across from the beach, offering coastal living at its best. The front deck overlooks the ocean—perfect for taking in sunrises and sea breezes—while the back deck provides extra outdoor space for coffee or relaxing. Inside, the main level has a comfortable layout with

    Kathleen Dailey Compass

    249 Winthrop Shore Dr Unit 6, Winthrop, MA 02152
  • 70 Edgehill Rd, Winthrop, MA 02152
    70 Edgehill Rd, Winthrop, MA 02152
    70 Edgehill Rd, Winthrop, MA 02152
    /22

    $1,199,000

    • 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
  • 14 Pleasant Park Rd, Winthrop, MA 02152
    14 Pleasant Park Rd, Winthrop, MA 02152
    14 Pleasant Park Rd, Winthrop, MA 02152
    /42

    $729,900

    • 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
  • 5 Quincy Ave, Winthrop, MA 02152
    5 Quincy Ave, Winthrop, MA 02152
    5 Quincy Ave, Winthrop, MA 02152
    /24

    $950,000

    • 3 Beds
    • 2 Baths
    • 2,200 Sq Ft

    5 Quincy Ave, Winthrop, MA 02152

    A bungalow with traditional Craftsman touches—wide overhanging eaves, tapered porch posts, pitched roof Inside, the home retains much of its original woodwork: rich oak with built-in cabinetry, window and door casings with decorative moulding, wainscoting and a fireplace mantel in living room. classic details are complemented by contemporary updates—recessed lighting, updated fixtures, clean

    Jason Saphire www.HomeZu.com

    5 Quincy Ave, Winthrop, MA 02152
  • 73 Grovers Ave, Winthrop, MA 02152
    73 Grovers Ave, Winthrop, MA 02152
    73 Grovers Ave, Winthrop, MA 02152
    /10

    $1,499,000

    • 5 Beds
    • 3 Baths
    • 3,200 Sq Ft

    73 Grovers Ave, Winthrop, MA 02152

    (ENTRY ONLY) 73 Grovers Ave, Winthrop multi-family residence presents a unique opportunity to own a substantial property with considerable potential. The residence offers a canvas for realizing your vision. The residence includes a total of five bedrooms throughout its 3 stories, providing ample private space for occupants. Each of the 3 full bathrooms are equipped to serve the needs of a busy

    Joseph Germano Cape Real Estate

    73 Grovers Ave, Winthrop, MA 02152
  • 191 Court Rd Unit 3, Winthrop, MA 02152
    191 Court Rd Unit 3, Winthrop, MA 02152
    191 Court Rd Unit 3, Winthrop, MA 02152
    /38

    $1,125,000 Open Sun 12PM - 1:30PM

    • 4 Beds
    • 3.5 Baths
    • 2,575 Sq Ft

    191 Court Rd Unit 3, Winthrop, MA 02152

    Coastal luxury meets modern elegance in this completely renovated 4-bed, 3.5-bath waterfront condo with breathtaking ocean and Boston skyline views. Unit 3 at 191 Court features two private owner’s suites on separate levels, sleek modern bathrooms, and an open-concept living/dining area filled with natural light and ocean breezes. The chef’s kitchen boasts premium Samsung stainless steel

    Kristen Karshis Keller Williams Realty Evolution

    191 Court Rd Unit 3, Winthrop, MA 02152
  • 19 Maryland Ave, Winthrop, MA 02152
    19 Maryland Ave, Winthrop, MA 02152
    19 Maryland Ave, Winthrop, MA 02152
    /28

    $599,000 Open Sun 11:30AM - 1PM

    • 3 Beds
    • 1 Bath
    • 1,151 Sq Ft

    19 Maryland Ave, Winthrop, MA 02152

    Discover your very own coastal retreat within 19 Maryland Ave. in Winthrop-By-The-Sea where the direct OCEAN VIEWS & serene salt water air will captivate you! If seaside living is what you're after, then look no further. Situated 3 houses from the water, this move-in ready, charming, 3 bedroom home is ready for you to start your next chapter. The layout offers your choice of a 1st or 2nd floor

    Nikki Palladino Lyv Realty

    19 Maryland Ave, Winthrop, MA 02152
  • 483 Shirley St Unit 4, Winthrop, MA 02152
    483 Shirley St Unit 4, Winthrop, MA 02152
    483 Shirley St Unit 4, Winthrop, MA 02152
    /13

    $290,000

    • 1 Bed
    • 1 Bath
    • 550 Sq Ft

    483 Shirley St Unit 4, Winthrop, MA 02152

    LOWEST PRICED CONDO IN WINTHROP. If you’ve been looking for a 1 bed 1 bath condo in the heart of Winthrop Shore, look no further. Conveniently located next to some of the best restaurants & shops in town, and only a street away from Winthrop Beach. HOA fee includes heat, hot water, and much more. Come make this hidden gem your own - and yes your pets are welcome! Just minutes from Boston, a

    Team Lillian Montalto Lillian Montalto Signature Properties

    483 Shirley St Unit 4, Winthrop, MA 02152
  • 142 Pleasant St Unit 2, Winthrop, MA 02152
    142 Pleasant St Unit 2, Winthrop, MA 02152
    142 Pleasant St Unit 2, Winthrop, MA 02152
    /14

    $549,000

    • 1 Bed
    • 1.5 Baths
    • 1,039 Sq Ft

    142 Pleasant St Unit 2, Winthrop, MA 02152

    This two-level corner unit offers a rare blend of comfort and convenience in a well-constructed building just minutes from Boston. The open layout features a modern kitchen, gas fireplace, and hardwood floors throughout, with a freshly painted interior that feels move-in ready. Two outdoor spaces—a private roof deck and patio—extend your living options, while deeded parking plus abundant visitor

    Federico Creatini eXp Realty

    142 Pleasant St Unit 2, Winthrop, MA 02152
  • 10 Somerset Ave Unit 304, Winthrop, MA 02152
    10 Somerset Ave Unit 304, Winthrop, MA 02152
    10 Somerset Ave Unit 304, Winthrop, MA 02152
    /9

    $399,000

    • 1 Bed
    • 1 Bath
    • 546 Sq Ft

    10 Somerset Ave Unit 304, Winthrop, MA 02152

    Welcome to Unit 304 at The Somerset—a premier boutique condo community in the heart of Winthrop. This thoughtfully designed studio features an open-concept kitchen and living area, perfect for entertaining or relaxing, along with a versatile bonus room with a sliding barn door for flexible use. Enjoy quartz countertops, stainless steel appliances, central A/C, and stylish finishes throughout. The

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 304, Winthrop, MA 02152
  • 144 Quincy Ave, Winthrop, MA 02152
    144 Quincy Ave, Winthrop, MA 02152
    144 Quincy Ave, Winthrop, MA 02152
    /33

    $1,800,000

    • 5 Beds
    • 4 Baths
    • 3,866 Sq Ft

    144 Quincy Ave, Winthrop, MA 02152

    Welcome to the Highlands, Winthrop’s most coveted neighborhood- where modern design meets sweeping Boston views. This newly built two-family sits high on the hill with sunlit interiors, wide white oak floors, and timeless details throughout. The main unit offers an open layout with living room and fireplace, Thermador-Pro kitchen with island, beverage bar, and pantry, plus a dining area opening

    Leighann Eruzione Lantern Residential

    144 Quincy Ave, Winthrop, MA 02152

Showing Results 1 - 40, Page 1 of 2

Massachusetts Suffolk County Winthrop

Real Estate & Homes for Sale in Winthrop, MA

Frequently Asked Questions

What are the most popular zip codes in Winthrop, MA?
The most popular zip codes in Winthrop, MA include 02152, 02151, 02128, 01908 and 02150.
What are the most popular neighborhoods near Winthrop, MA?
The most popular neighborhoods near Winthrop, MA are Winthrop Beach, Winthrop Highlands, Downtown Winthrop, Cottage Hill and Beachmont.
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