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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
  • 174 Winthrop St Unit 2, Winthrop, MA 02152
    174 Winthrop St Unit 2, Winthrop, MA 02152
    174 Winthrop St Unit 2, Winthrop, MA 02152
    /26

    $729,900

    • 3 Beds
    • 2.5 Baths
    • 1,973 Sq Ft

    174 Winthrop St Unit 2, Winthrop, MA 02152

    Step inside this beautifully reimagined residence where timeless charm meets modern comfort. This 3 bedroom, 2.5 bath home has been fully renovated with thoughtful design choices that highlight the building’s historic character while adding the conveniences of today. Original hardwood floors anchor the sun-filled interior, where a welcoming living area flows into a stylish kitchen, complemented

    Leighann Eruzione Lantern Residential

    174 Winthrop St Unit 2, Winthrop, MA 02152
  • 10 Somerset Ave Unit 405, Winthrop, MA 02152
    10 Somerset Ave Unit 405, Winthrop, MA 02152
    10 Somerset Ave Unit 405, Winthrop, MA 02152
    /32

    $551,633 Open Sat 2PM - 3:30PM

    • 1 Bed
    • 1 Bath
    • 683 Sq Ft

    10 Somerset Ave Unit 405, Winthrop, MA 02152

    Welcome to Unit 405 at The Somerset, a premier boutique condominium community in the heart of Winthrop. This well-designed 1-bedroom residence offers a spacious bedroom with a generous closet and an open-concept kitchen and living area that’s perfect for both entertaining and unwinding. The home features quartz countertops, stainless steel appliances, central A/C, and modern, stylish finishes

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 405, Winthrop, MA 02152
  • 37 Trident Ave, Winthrop, MA 02152
    37 Trident Ave, Winthrop, MA 02152
    /2

    $1,300,000

    • 8 Beds
    • 3 Baths
    • 3,708 Sq Ft

    37 Trident Ave, Winthrop, MA 02152

    Winthrop -Hard to Find 3 Family Home - Ocean views from this 3 -Family Home located on quiet one-way street with short walk to the ocean in Winthrop. The first floor unit has kitchen, living room, 2 bedrooms & 1 bath. The second floor unit has kitchen, living room, 3 Bedrooms, 1 bath, washer & dryer in unit. The third floor unit has kitchen, living room, 2 bedrooms, office or den, 1 bath, washer

    David Parish Connor Real Estate

    37 Trident Ave, Winthrop, MA 02152
  • 28 Pearl Ave Unit 3, Winthrop, MA 02152
    28 Pearl Ave Unit 3, Winthrop, MA 02152
    28 Pearl Ave Unit 3, Winthrop, MA 02152
    /23

    $545,000 Open Sat 12PM - 1:30PM

    • 3 Beds
    • 1 Bath
    • 1,280 Sq Ft

    28 Pearl Ave Unit 3, Winthrop, MA 02152

    Ideally located just steps from Winthrop Beach, this spacious top-floor condo has been meticulously maintained over the years. Filled with natural light and water views, the unit feels bright and welcoming from the moment you walk in. Hardwood floors throughout, with high ceilings & large windows create an open, bright living space. The living room features charming bay windows and opens to a

    The Reference Group Reference Real Estate

    28 Pearl Ave Unit 3, Winthrop, MA 02152
  • 14 Pleasant Park Rd, Winthrop, MA 02152
    14 Pleasant Park Rd, Winthrop, MA 02152
    14 Pleasant Park Rd, Winthrop, MA 02152
    /41

    $724,900

    • 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
  • 53 Trident Ave Unit 103, Winthrop, MA 02152
    53 Trident Ave Unit 103, Winthrop, MA 02152
    53 Trident Ave Unit 103, Winthrop, MA 02152
    /16

    $389,900

    • 2 Beds
    • 1 Bath
    • 667 Sq Ft

    53 Trident Ave Unit 103, Winthrop, MA 02152

    Coastal living in Winthrop! This 2 bed 1 bath condo offers many updates including NEW roof and siding (2025), NEW furnace for gas cooking (2024). Additional conveniences include, in-unit laundry 2023, and 1 off street parking spot! Located just steps away from the shoreline, beaches, local restaurants, and Winthrop's vibrant coastal community. Showings begin at open houses Saturday 12/6 11-1230

    Shawna Young Donahue Real Estate Co.

    53 Trident Ave Unit 103, Winthrop, MA 02152
  • 144 Quincy Ave, Winthrop, MA 02152
    144 Quincy Ave, Winthrop, MA 02152
    144 Quincy Ave, Winthrop, MA 02152
    /39

    $1,699,900 Open Sun 11:30AM - 1PM

    • 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 renovated home rises high on the hill with sunlit interiors, wide white oak floors, and timeless details throughout. The main level offers an open layout with a living room and fireplace, Thermador-Pro kitchen with island, beverage bar, and pantry, plus a dining area that opens to

    Leighann Eruzione Lantern Residential

    144 Quincy Ave, Winthrop, MA 02152
  • 50-52 Wilshire St, Winthrop, MA 02152
    50-52 Wilshire St, Winthrop, MA 02152
    50-52 Wilshire St, Winthrop, MA 02152
    /14

    $1,150,000

    • 5 Beds
    • 2 Baths
    • 2,212 Sq Ft

    50-52 Wilshire St, Winthrop, MA 02152

    Just Renovated – Perfect for Owner-Occupants or Investors!Welcome to 50-52 Wilshire Street, a fully updated two-family home located in the picturesque seaside community of Winthrop, Massachusetts. This property has 5 bedrooms and 2 bathrooms. Fresh from a complete renovation, this property blends modern finishes with timeless New England charm, offering unmatched flexibility for both comfortable

    Bin Yan Ark Real Estate Inc.

    50-52 Wilshire St, Winthrop, MA 02152
  • 130 Shirley St Unit 204, Winthrop, MA 02152
    130 Shirley St Unit 204, Winthrop, MA 02152
    130 Shirley St Unit 204, Winthrop, MA 02152
    /15

    $499,900

    • 1 Bed
    • 1 Bath
    • 611 Sq Ft

    130 Shirley St Unit 204, Winthrop, MA 02152

    Discover the perfect blend of modern design and seaside charm at 130 Shirley Street, Winthrop’s newest boutique condominium residence—just steps from the shoreline of Winthrop Beach. This one-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 Savage Team Byrnes Real Estate Group LLC

    130 Shirley St Unit 204, Winthrop, MA 02152
  • 5 Quincy Ave, Winthrop, MA 02152
    5 Quincy Ave, Winthrop, MA 02152
    5 Quincy Ave, Winthrop, MA 02152
    /41

    $950,000

    • 3 Beds
    • 2 Baths
    • 2,820 Sq Ft

    5 Quincy Ave, Winthrop, MA 02152

    Welcome to 5 Quincy Avenue, an architecturally stunning Bungalow located in Winthrop's highly sought-after Highlands neighborhood . This sun-filled 3-bedroom, 2-bath Craftsman home has an open-concept living and dining area featuring original rich oak woodwork, built-in cabinets, hardwood floors, decorative molding, wainscoting, fireplace and a New Furnace! The renovated eat-in kitchen, equipped

    William Raye William Raveis R.E. & Home Services

    5 Quincy Ave, Winthrop, MA 02152
  • 10 Somerset Ave Unit 404, Winthrop, MA 02152
    10 Somerset Ave Unit 404, Winthrop, MA 02152
    10 Somerset Ave Unit 404, Winthrop, MA 02152
    /10

    $408,450 Open Sat 2PM - 3:30PM

    • 1 Bed
    • 1 Bath
    • 546 Sq Ft

    10 Somerset Ave Unit 404, Winthrop, MA 02152

    Welcome to Unit 404 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 404, 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
  • 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
  • 960 Shirley St, Winthrop, MA 02152
    960 Shirley St, Winthrop, MA 02152
    960 Shirley St, Winthrop, MA 02152
    /38

    $715,000

    • 3 Beds
    • 1.5 Baths
    • 1,764 Sq Ft

    960 Shirley St, Winthrop, MA 02152

    Located just one house from the water, this well-maintained 3-bedroom, 2-bath home offers comfortable living in a prime Winthrop location. The freshly painted interior features large, well-proportioned rooms throughout. A fully finished lower level adds valuable living space, while the converted garage provides a unique bar and entertainment area. The private, fully fenced patio is perfect for

    Bridget Conroy Coldwell Banker Realty - Milton

    960 Shirley St, Winthrop, MA 02152
  • 142 Pleasant St Unit 12, Winthrop, MA 02152
    142 Pleasant St Unit 12, Winthrop, MA 02152
    142 Pleasant St Unit 12, Winthrop, MA 02152
    /18

    $599,000 Open Sat 12PM - 1PM

    • 2 Beds
    • 1.5 Baths
    • 1,141 Sq Ft

    142 Pleasant St Unit 12, Winthrop, MA 02152

    Belle Mer is a newer built 16 unit condo association just on the outskirts of vibrant Winthrop Center, Nearby bountiful dining options, a best of North Shore boutique, coffee shops, fitness studios, book store, and unlimited conveniences. The unit is completely modernized with a timeless aesthetic. Seldom available,modern design 2 level floor plan with oversized windows, dramatic tall ceilings,

    Stacey Steck Gibson Sotheby's International Realty

    142 Pleasant St Unit 12, Winthrop, MA 02152
  • 3 Seal Harbor Rd Unit 137, Winthrop, MA 02152
    3 Seal Harbor Rd Unit 137, Winthrop, MA 02152
    3 Seal Harbor Rd Unit 137, Winthrop, MA 02152
    /29

    $685,995

    • 2 Beds
    • 2 Baths
    • 1,327 Sq Ft

    3 Seal Harbor Rd Unit 137, Winthrop, MA 02152

    RARELY AVAILABLE "37 stack" spacious 2 bed/2bath corner unit in The Seal Harbor Condominiums. The open dining/living area is the true heart of the home with a working fireplace, gleaming hardwood floors and direct ocean views. The kitchen showcases stone countertops, updated stainless steel appliances, open island concept and plenty of cabinets for storage, blending style with functionality.

    Christine Goldstein Lyv Realty

    3 Seal Harbor Rd Unit 137, Winthrop, MA 02152
  • 800 Governors Dr Unit 6, Winthrop, MA 02152
    800 Governors Dr Unit 6, Winthrop, MA 02152
    800 Governors Dr Unit 6, Winthrop, MA 02152
    /11

    $340,000

    • 2 Beds
    • 1 Bath
    • 772 Sq Ft

    800 Governors Dr Unit 6, Winthrop, MA 02152

    Located at 800 Governors Dr U:6 in the charming coastal community of Winthrop, Massachusetts, this condominium presents an inviting home, ready to move in and enjoy. This residence offers a delightful opportunity to experience comfortable living in a convenient setting. The kitchen stands as a testament to thoughtful design, featuring elegant stone countertops complemented by stylish shaker

    Fiorella Marte eXp Realty

    800 Governors Dr Unit 6, Winthrop, MA 02152
  • 130 Shirley St Unit 202, Winthrop, MA 02152
    130 Shirley St Unit 202, Winthrop, MA 02152
    130 Shirley St Unit 202, Winthrop, MA 02152
    /15

    $569,900

    • 2 Beds
    • 1 Bath
    • 782 Sq Ft

    130 Shirley St Unit 202, Winthrop, MA 02152

    Discover the perfect blend of modern design and seaside charm at 130 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 Savage Team Byrnes Real Estate Group LLC

    130 Shirley St Unit 202, 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
  • 1 Seal Harbor Rd Unit 415, Winthrop, MA 02152
    1 Seal Harbor Rd Unit 415, Winthrop, MA 02152
    1 Seal Harbor Rd Unit 415, Winthrop, MA 02152
    /42

    $550,000 Open Sat 12PM - 1:30PM

    • 2 Beds
    • 2 Baths
    • 1,203 Sq Ft

    1 Seal Harbor Rd Unit 415, Winthrop, MA 02152

    SELLER MOTIVATED! NEW PRICE! AMAZING VALUE! Enjoy the ease of COASTAL LIVING in this beautiful 2-bed, 2-bath unit designed for comfort and convenience. Filled with natural light, it offers an open layout and a private balcony with OCEAN VIEWS—perfect for morning coffee or sunset unwinding. The spacious primary suite includes an EN-SUITE BATH and a generous walk-in closet. FRESHLY PAINTED

    Camilo & Co. Group Realty One Group Nest

    1 Seal Harbor Rd Unit 415, 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
    /28

    $670,000

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

    51 Cutler St Unit 3, Winthrop, MA 02152

    Enjoy turn-key living just steps from Winthrop Beach! This stunning condo 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

    Sobel Group Compass

    51 Cutler St Unit 3, 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
    /18

    $369,900 Open Sat 11:30AM - 1PM

    • 2 Beds
    • 1 Bath
    • 782 Sq Ft

    800 Governors Dr Unit 30, Winthrop, MA 02152

    Move in ready, bright top floor 2 bedroom corner unit with lots of natural light! Freshly painted, beautiful sparkling hardwood floors throughout! White painted kitchen cabinets with newer appliances that include SS refrigerator, stove, dishwasher, and disposal. Two new built in wall a/c units. Newly rebuilt balcony with a partial Marsh water view. Governors Park is located in the small town of

    Linda Calla Cottage Hill Real Estate

    800 Governors Dr Unit 30, Winthrop, MA 02152
  • 56 Main St, Winthrop, MA 02152
    56 Main St, Winthrop, MA 02152
    56 Main St, Winthrop, MA 02152
    /27

    $799,900

    • 4 Beds
    • 2 Baths
    • 2,103 Sq Ft

    56 Main St, Winthrop, MA 02152

    OPPORTUNITY KNOCKS.......Two family with large yard and located right on the bus line with a very short ride to the T to Boston. There are 6 off street parking spaces! Some renovations as of 2001. The owner's unit is on the second and third floors with an open floor plan and loads of natural lighting. It contains a living room, dining area, kitchen, bath and one bedroom. The second floor and a

    Sharon Tallent Compass

    56 Main St, 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
  • 191 Cottage Park Rd, Winthrop, MA 02152
    191 Cottage Park Rd, Winthrop, MA 02152
    191 Cottage Park Rd, Winthrop, MA 02152
    /41

    $1,799,000

    • 6 Beds
    • 3.5 Baths
    • 4,455 Sq Ft

    191 Cottage Park Rd, Winthrop, MA 02152

    One of a kind! Queen Anne Victorian. Two blocks from Cottage Park Yacht Club. Over 4,400 square feet of living space with 6 bedrooms, 3.5 fully renovated baths, 2nd floor laundry room and 2 finished basement rooms. Stunning details include high ceilings, hand carved newel posts and mantels, 3 Chelsea tile fireplaces, oak flooring and woodworking, wainscoted staircases, window seat, pocket doors,

    Anthony Giacalone Tony's Realty

    191 Cottage Park Rd, 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

    $480,000

    • 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
  • 9 Atlantic St Unit 2, Winthrop, MA 02152
    9 Atlantic St Unit 2, Winthrop, MA 02152
    9 Atlantic St Unit 2, Winthrop, MA 02152
    /28

    $399,000

    • 2 Beds
    • 1 Bath
    • 1,092 Sq Ft

    9 Atlantic St Unit 2, Winthrop, MA 02152

    Experience the best of coastal living just minutes from Boston—close to the city without the high prices! This bright and spacious home features soaring ceilings, abundant natural light, large rooms, and hardwood floors. The traditional dining room with a built-in cabinet adds classic charm, while the fully applianced kitchen offers warm wood cabinetry and an oversized pantry. Enjoy morning

    Mark Anderson Redfin Corp.

    9 Atlantic St Unit 2, Winthrop, MA 02152
  • 550 Pleasant St Unit 506, Winthrop, MA 02152
    550 Pleasant St Unit 506, Winthrop, MA 02152
    550 Pleasant St Unit 506, Winthrop, MA 02152
    /21

    $1,087,000

    • 2 Beds
    • 2 Baths
    • 1,975 Sq Ft

    550 Pleasant St Unit 506, Winthrop, MA 02152

    Penthouse Waterfront Luxury at Atlantis Marina – Oversized Boat Slip Included!Experience sophisticated coastal living in this stunning top-floor corner penthouse at Atlantis Marina, offering sweeping water views and panoramic Boston skyline vistas. This rare fifth-floor residence combines luxury, space, and an unbeatable location in the charming seaside town of Winthrop.This exceptional

    Jessica Pumphret Blue Sky Realty

    550 Pleasant St Unit 506, 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

    $529,000

    • 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
  • 1000 Governors Dr Unit 25, Winthrop, MA 02152
    1000 Governors Dr Unit 25, Winthrop, MA 02152
    1000 Governors Dr Unit 25, Winthrop, MA 02152
    /27

    $389,900

    • 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-level, 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
  • 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
    /30

    $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
  • 10 Somerset Ave Unit 201, Winthrop, MA 02152
    10 Somerset Ave Unit 201, Winthrop, MA 02152
    10 Somerset Ave Unit 201, Winthrop, MA 02152
    /21

    $629,000 Open Sat 2PM - 3:30PM

    • 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
  • 47 Bellevue Ave, Winthrop, MA 02152
    47 Bellevue Ave, Winthrop, MA 02152
    47 Bellevue Ave, Winthrop, MA 02152
    /24

    $1,280,000

    • 6 Beds
    • 3.5 Baths
    • 3,093 Sq Ft

    47 Bellevue Ave, Winthrop, MA 02152

    Introducing coastal living in this luxurious two-family home set on one of Winthrop’s most exclusive seaside streets. Just minutes from downtown Boston, this rare offering blends high-end finishes with exceptional investment potential. Additional in-law/guest suite possibilities create the opportunity for a dynamic property with multiple income streams or an elegant multigenerational retreat.

    Jessica Pumphret Blue Sky Realty

    47 Bellevue Ave, Winthrop, MA 02152
  • 66 Lowell Rd, Winthrop, MA 02152
    66 Lowell Rd, Winthrop, MA 02152
    66 Lowell Rd, Winthrop, MA 02152
    /38

    $1,150,000 Open Sat 2PM - 3PM

    • 6 Beds
    • 2.5 Baths
    • 3,458 Sq Ft

    66 Lowell Rd, Winthrop, MA 02152

    10 room + pristine home exuding warmth & quintessential New England charm in the sought after Cottage Park neighborhood. Timeless Whittemore style. Inviting enclosed porch with rich woodwork. Dramatic oversized windows and graceful flow throughout. Exquisite living room featuring statement fireplace wall. Talented master woodworker and renowned architect custom designed incredible chef’s kitchen

    Stacey Steck Gibson Sotheby's International Realty

    66 Lowell Rd, Winthrop, MA 02152
  • 600 Shirley St Unit 15, Winthrop, MA 02152
    600 Shirley St Unit 15, Winthrop, MA 02152
    600 Shirley St Unit 15, Winthrop, MA 02152
    /9

    $330,000

    • 1 Bath
    • 338 Sq Ft

    600 Shirley St Unit 15, Winthrop, MA 02152

    Patrick Casey East Key Realty

    600 Shirley St Unit 15, Winthrop, MA 02152
  • 600 Shirley St Unit 1, Winthrop, MA 02152
    600 Shirley St Unit 1, Winthrop, MA 02152
    600 Shirley St Unit 1, Winthrop, MA 02152
    /31

    $415,000

    • 1 Bed
    • 2 Baths
    • 604 Sq Ft

    600 Shirley St Unit 1, Winthrop, MA 02152

    WATER VIEWS & PRIVATE DECK! Welcome to The Cove at 600, a premier condominium development in Winthrop, situated on the historic site of the Crystal Cove Hotel. This meticulously renovated first-floor unit features 1 bedroom and 2 baths, epitomizing perfect beach town living. Every detail has been updated finishes, including newer kitchen & bathrooms. Your living room offers stunning water views,

    The Movement Group Compass

    600 Shirley St Unit 1, Winthrop, MA 02152
  • 28 Thornton Park, Winthrop, MA 02152
    28 Thornton Park, Winthrop, MA 02152
    28 Thornton Park, Winthrop, MA 02152
    /14

    $859,000 Open Sun 11AM - 12PM

    • 5 Beds
    • 2.5 Baths
    • 3,769 Sq Ft

    28 Thornton Park, Winthrop, MA 02152

    Discover an investor’s dream in the heart of Winthrop. Set on a generous lot on a quiet, friendly street, 28 Thornton Park offers a rare opportunity to bring a fully gutted two-unit multifamily back to life. The property has been taken down to the studs and is ready for renovation—perfect for developers, investors, or owner-occupants looking to customize their ideal home while building long-term

    Carlisle Group Compass

    28 Thornton Park, 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

    $509,900

    • 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 bath

    Sharon Tallent Compass

    35 Somerset Ave Unit 6, Winthrop, MA 02152
  • 129 Strandway, Winthrop, MA 02152
    129 Strandway, Winthrop, MA 02152
    129 Strandway, Winthrop, MA 02152
    /42

    $1,324,900

    • 4 Beds
    • 3 Baths
    • 2,640 Sq Ft

    129 Strandway, Winthrop, MA 02152

    Discover true beachfront living at 129 Strandway, where every day feels like vacation. Step from your back door directly into the sand and enjoy panoramic ocean views from the heated sunroom. The main level offers an updated kitchen with marble counters, a cozy fireplaced living room, two bedrooms, and a convenient beach-entry bath. The spacious second-floor primary suite provides its own private

    Kovacs Savage Team Byrnes Real Estate Group LLC

    129 Strandway, 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

Is Winthrop, MA a safe city?
In general, the safest neighborhoods in Winthrop, MA with lower crime scores are Court Park, Cottage Park, Winthrop Highlands, Point Shirley and Cottage Hill.
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 Cottage Park.
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