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Winthrop, MA Homes for Sale

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  • 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 Open Sat 11AM - 1PM

    • 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 sophisticate 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 2-bedroom,

    Jessica Pumphret Blue Sky Realty

    550 Pleasant St Unit 506, 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

    $425,000 Open Sat 12PM - 2PM

    • 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
  • 191 Court Rd Unit 3, Winthrop, MA 02152
    191 Court Rd Unit 3, Winthrop, MA 02152
    191 Court Rd Unit 3, Winthrop, MA 02152
    /23

    $1,075,000 Open Thu 3:30PM - 5PM

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

    191 Court Rd Unit 3, Winthrop, MA 02152

    Don’t miss this luxury oceanfront penthouse style condo with unbeatable views in one of Winthrop’s most sought after neighborhoods. Enjoy sunset views from BOTH your ocean private decks, perfect for relaxing or entertaining overlooking the Atlantic. Gutted & converted in 2022 from top to bottom, 191 Court has modern smart-home features including smart thermostats, WiFi-connected blinds, and Ring

    The Reference Group Reference Real Estate

    191 Court Rd Unit 3, Winthrop, MA 02152
  • 1100 Governors Dr Unit 6, Winthrop, MA 02152
    1100 Governors Dr Unit 6, Winthrop, MA 02152
    1100 Governors Dr Unit 6, Winthrop, MA 02152
    /10

    $319,000

    • 2 Beds
    • 1 Bath
    • 772 Sq Ft

    1100 Governors Dr Unit 6, Winthrop, MA 02152

    Coastal Convenience Meets City Access-Welcome home to this beautifully maintained 4-room, 2-bedroom, 1-bath condo offering comfort, convenience all just minutes away from Logan Airport, Boston and Beaches. Located in a professionally managed complex, this unit features two parking spots, in-ground pool, tennis courts and on site laundry facility. Whether you’re a first time buyer, downsizing or a

    Colleen Eddy Return Realty Group, Inc.

    1100 Governors Dr Unit 6, Winthrop, MA 02152
  • 960 Shirley St, Winthrop, MA 02152
    960 Shirley St, Winthrop, MA 02152
    960 Shirley St, Winthrop, MA 02152
    /38

    $715,000 Open Sat 12:30PM - 2PM

    • 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
  • 3 Seal Harbor Rd Unit 736, Winthrop, MA 02152
    3 Seal Harbor Rd Unit 736, Winthrop, MA 02152
    3 Seal Harbor Rd Unit 736, Winthrop, MA 02152
    /41

    $899,995

    • 3 Beds
    • 2.5 Baths
    • 1,674 Sq Ft

    3 Seal Harbor Rd Unit 736, Winthrop, MA 02152

    Rare opportunity at the coveted Seal Harbor Condominiums! This stunning 3-bed, 2.5 bath single-level residence on the 7th floor offers breathtaking waterfront views from your private balcony—perfect for morning coffee or sunset cocktails. Enjoy a beautifully updated kitchen with modern finishes, spacious bedrooms filled with natural light, and a serene primary suite featuring a spacious closet

    Candice Hodgson Lyv Realty

    3 Seal Harbor Rd Unit 736, 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

    $549,900 Open Sat 11AM - 12:30PM

    • 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
  • 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
  • 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
  • 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
  • 220 Woodside Ave Unit 1, Winthrop, MA 02152
    220 Woodside Ave Unit 1, Winthrop, MA 02152
    220 Woodside Ave Unit 1, Winthrop, MA 02152
    /25

    $435,000

    • 2 Beds
    • 1 Bath
    • 779 Sq Ft

    220 Woodside Ave Unit 1, Winthrop, MA 02152

    Michael Forcillo Coldwell Banker Peggy Carter Team

    220 Woodside Ave Unit 1, Winthrop, MA 02152
  • 10 Somerset Ave Unit 204, Winthrop, MA 02152
    10 Somerset Ave Unit 204, Winthrop, MA 02152
    10 Somerset Ave Unit 204, Winthrop, MA 02152
    /13

    $598,395 Open Thu 4:30PM - 6PM

    • 2 Beds
    • 2 Baths
    • 832 Sq Ft

    10 Somerset Ave Unit 204, Winthrop, MA 02152

    Welcome to Unit 204 at The Somerset—Winthrop’s premier boutique condo community where coastal charm meets modern design. This spacious 1+-bed, 1-bath home features an open-concept layout with a large living/dining area perfect for entertaining or relaxing and an exterior private balcony. A generous kitchen island anchors the space and faces the front of the building, inviting natural light and a

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 204, 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

    $575,000 Open Sat 11:30AM - 1PM

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

    1 Seal Harbor Rd Unit 415, Winthrop, MA 02152

    SELLER CREDIT of $5,000 TOWARDS BUYER'S CLOSING COSTS. MUST CLOSE BY END OF YEAR for this offer. 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

    Camilo & Co. Group Realty One Group Nest

    1 Seal Harbor Rd Unit 415, Winthrop, MA 02152
  • 441 Winthrop St, Winthrop, MA 02152
    441 Winthrop St, Winthrop, MA 02152
    /2

    $799,900

    • 6 Beds
    • 2 Baths
    • 2,454 Sq Ft

    441 Winthrop St, Winthrop, MA 02152

    Traditional two-family home featuring two spacious 3-bedroom apartments. Recently upgraded with a new roof and windows, as well as newer vinyl siding, gas FHA heating units, and updated electrical service. While the interior of both units requires a complete makeover, this property holds immense potential. A similar home just a few doors down recently sold for $885,000. Conveniently located

    James Polino Compass

    441 Winthrop St, 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

    $722,000

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

    19 Pleasant Park Rd, Winthrop, MA 02152

    Welcome to 19 Pleasant Park Road - a beautifully updated coastal retreat that blends timeless character with modern comfort. Step inside to discover warm hardwood floors, sun-filled rooms, and a layout designed for easy everyday living. The inviting dining room flows seamlessly into the living space, while the updated kitchen features stainless steel appliances and classic white cabinetry. Both

    Laura Cohron Fiv Realty Co.

    19 Pleasant Park Rd, Winthrop, MA 02152
  • 5 Quincy Ave, Winthrop, MA 02152
    5 Quincy Ave, Winthrop, MA 02152
    5 Quincy Ave, Winthrop, MA 02152
    /41

    $950,000 Open Sun 12PM - 3PM

    • 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, and a fireplace. The renovated eat-in kitchen, equipped with

    William Raye William Raveis R.E. & Home Services

    5 Quincy Ave, 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

    $699,995

    • 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
  • 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

    $395,000

    • 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
  • 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 Open Thu 4:30PM - 6PM

    • 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
    /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
  • 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 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 Sat 11AM - 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
  • 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 Sat 11AM - 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
  • 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
  • 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
  • 70 Edgehill Rd, Winthrop, MA 02152
    70 Edgehill Rd, Winthrop, MA 02152
    70 Edgehill Rd, Winthrop, MA 02152
    /22

    $1,100,000

    • 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
  • 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 Open Sun 12PM - 1:30PM

    • 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
  • 14 Pleasant Park Rd, Winthrop, MA 02152
    14 Pleasant Park Rd, Winthrop, MA 02152
    14 Pleasant Park Rd, Winthrop, MA 02152
    /41

    $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
  • 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 bath

    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
  • 10 Somerset Ave Unit 304, Winthrop, MA 02152
    10 Somerset Ave Unit 304, Winthrop, MA 02152
    10 Somerset Ave Unit 304, Winthrop, MA 02152
    /11

    $399,000 Open Thu 4:30PM - 6PM

    • 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
  • 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

    $499,000 Open Sun 10AM - 12PM

    • 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
  • 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
  • 900 Shirley St, Winthrop, MA 02152
    900 Shirley St, Winthrop, MA 02152
    900 Shirley St, Winthrop, MA 02152
    /11

    $425,000

    • 2 Beds
    • 1 Bath
    • 1,015 Sq Ft

    900 Shirley St, Winthrop, MA 02152

    NEW AMAZING PRICE! INCREDIBLE OPPORTUNITY, UNLIMITED POTENTIAL.......Single family living/condo alternative in the quaint oceanside location of Point Shirley in Winthrop by the Sea! A desirable open floor plan consists of Living room, Dining room and kitchen with beautiful oak flooring and a very nice large updated full bathroom and 2 good size bedrooms. All on one level for easy living. Ocean

    Sharon Tallent Compass

    900 Shirley St, Winthrop, MA 02152
  • 2 Deane Ave, Winthrop, MA 02152
    2 Deane Ave, Winthrop, MA 02152
    2 Deane Ave, Winthrop, MA 02152
    /42

    $865,000

    • 5 Beds
    • 2.5 Baths
    • 2,397 Sq Ft

    2 Deane Ave, Winthrop, MA 02152

    Charm & Convenience & Income! Exciting opportunity to own a home w/approved inlaw-ADU/au-pair within walking distance to the ocean! Enjoy views of Boston skyline! Perfect for multi-generation living. Located in Winthrop Highlands this home has been renovated on 4 levels. Natural light pours into every room. The front hall embraces details from its period. First floor features a custom kitchen

    Marina Tramontozzi True North Realty

    2 Deane Ave, 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

    $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
  • 66 Lowell Rd, Winthrop, MA 02152
    66 Lowell Rd, Winthrop, MA 02152
    66 Lowell Rd, Winthrop, MA 02152
    /35

    $1,150,000

    • 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
  • 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

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 Beachmont.
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