65

Newest Homes for Sale in Winthrop, MA

Section Image Section Image
  • 82 Putnam St Unit 2, Winthrop, MA 02152
    82 Putnam St Unit 2, Winthrop, MA 02152
    82 Putnam St Unit 2, Winthrop, MA 02152
    /41

    $629,000

    • 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
  • 10 Somerset Ave Unit 402, Winthrop, MA 02152
    10 Somerset Ave Unit 402, Winthrop, MA 02152
    10 Somerset Ave Unit 402, Winthrop, MA 02152
    /18

    $649,000

    Open Sun 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
  • 37 Loring Rd, Winthrop, MA 02152
    37 Loring Rd, Winthrop, MA 02152
    37 Loring Rd, Winthrop, MA 02152
    /42

    $899,900

    Open Sun 11AM - 12:30PM
    • 3 Beds
    • 2.5 Baths
    • 2,125 Sq Ft

    37 Loring Rd, Winthrop, MA 02152

    PRIDE OF OWNERSHIP CAN BE YOURS.......METICULOUSLY CARED FOR AND READY FOR THE NEW OWNERS! Located in one of Winthrop's most desirable areas, this Center Entrance Colonial has Harwood oak floors and a bath on every level. A huge fireplaced living room, eat in kitchen with a slider and deck overlooking the enormous (pool size) yard with a garden area and lots of off street parking. The second

    Sharon Tallent Compass

    37 Loring Rd, Winthrop, MA 02152
  • 120 Hermon St, Winthrop, MA 02152
    120 Hermon St, Winthrop, MA 02152
    120 Hermon St, Winthrop, MA 02152
    /9

    $800,000

    • 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
  • 140 Shirley St Unit 330, Winthrop, MA 02152
    140 Shirley St Unit 330, Winthrop, MA 02152
    140 Shirley St Unit 330, Winthrop, MA 02152
    /18

    $499,900

    Open Sun 12PM - 1:30PM
    • 1 Bed
    • 1 Bath
    • 623 Sq Ft

    140 Shirley St Unit 330, Winthrop, MA 02152

    LAST ONE BEDROOM UNIT. 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 one-bedroom 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

    Kovacs Team Compass

    140 Shirley St Unit 330, Winthrop, MA 02152
  • 21 Hutchinson St Unit B, Winthrop, MA 02152
    21 Hutchinson St Unit B, Winthrop, MA 02152
    21 Hutchinson St Unit B, 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
  • 140 Shirley St Unit 250, Winthrop, MA 02152
    140 Shirley St Unit 250, Winthrop, MA 02152
    140 Shirley St Unit 250, Winthrop, MA 02152
    /24

    $725,000

    Open Sun 12PM - 1:30PM
    • 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
  • 140 Shirley St Unit 220, Winthrop, MA 02152
    140 Shirley St Unit 220, Winthrop, MA 02152
    140 Shirley St Unit 220, Winthrop, MA 02152
    /24

    $589,900

    Open Sun 12PM - 1:30PM
    • 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
  • 10 Somerset Ave Unit 203, Winthrop, MA 02152
    10 Somerset Ave Unit 203, Winthrop, MA 02152
    10 Somerset Ave Unit 203, Winthrop, MA 02152
    /11

    $549,000

    Open Sun 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
  • 516 Pleasant St, Winthrop, MA 02152
    516 Pleasant St, Winthrop, MA 02152
    516 Pleasant St, Winthrop, MA 02152
    /42

    $1,600,000

    • 5 Beds
    • 3 Baths
    • 2,889 Sq Ft

    516 Pleasant St, Winthrop, MA 02152

    Every evening, the harbor turns amber from the west, 516 Pleasant Street has a front-row seat. A one-of-a-kind home set along Winthrop's harbor front with direct water access, a concrete seawall, and a private boat launch, this residence offers a lifestyle that cannot be assembled from scratch in today's coastal market. The rights to rebuild a pier remain intact, a dormant asset in a harbor where

    Amanda George Lamacchia Realty, Inc.

    516 Pleasant St, Winthrop, MA 02152
  • 217 Pleasant St, Winthrop, MA 02152
    217 Pleasant St, Winthrop, MA 02152
    217 Pleasant St, Winthrop, MA 02152
    /41

    $1,199,000

    • 6 Beds
    • 2.5 Baths
    • 3,263 Sq Ft

    217 Pleasant St, Winthrop, MA 02152

    Spacious and beautifully updated, 6-bedroom, 2.5-bath home with the perfect blend of classic character & modern efficiency, all located in the wonderful seaside community of Winthrop by the Sea. Featuring gleaming hardwood floors throughout, newer windows 2 fireplaces giving warmth & charm to the living spaces. Extensive updates include all new mechanical systems including elec. wiring, FWA

    Louis Bonavita Benton Real Estate Company

    217 Pleasant St, Winthrop, MA 02152
  • 293 Revere St Unit 2, Winthrop, MA 02152
    293 Revere St Unit 2, Winthrop, MA 02152
    293 Revere St Unit 2, Winthrop, MA 02152
    /35

    $499,000

    • 4 Beds
    • 1 Bath
    • 2,037 Sq Ft

    293 Revere St Unit 2, Winthrop, MA 02152

    Very large two level condominium which has recently been remodeled. This second and third floor unit was recently cleaned, painted, hardwood floors refinished and has a new dishwasher and microwave. Steps to Short Beach and walking trails, great restaurants and Revere Beach.

    John Northeastern Realty Group

    293 Revere St Unit 2, Winthrop, MA 02152
  • 1 Seal Harbor Rd Unit 116, Winthrop, MA 02152
    1 Seal Harbor Rd Unit 116, Winthrop, MA 02152
    1 Seal Harbor Rd Unit 116, 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
  • 153 Locust St, Winthrop, MA 02152
    153 Locust St, Winthrop, MA 02152
    153 Locust St, 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
  • 105 Oceanview St, Winthrop, MA 02152
    105 Oceanview St, Winthrop, MA 02152
    105 Oceanview St, Winthrop, MA 02152
    /41

    $989,000

    Open Sun 12PM - 1:30PM
    • 3 Beds
    • 2 Baths
    • 1,924 Sq Ft

    105 Oceanview St, Winthrop, MA 02152

    Exceptional 2-family in desirable Winthrop. Same owner for 20 years! Fresh updates + meticulous maintenance equal a turnkey opportunity for Investors or Owner-Occupants seeking strong rental income. Great for Multi-Gen living! Both units offer hardwood floors, closets, and spacious Kitchens w/ Pantrys. Windows galore! Gorgeous natural light! Beautifully proportioned rooms, easy floorplans, great

    Claudia Perkins William Raveis R.E. & Home Services

    105 Oceanview St, 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
    /23

    $499,000

    Open Sun 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, Winthrop’s premier boutique condo community, where coastal charm meets modern design. This bright, open 1-bedroom, 1-bath home features a spacious living and dining area perfect for relaxing or entertaining plus a flex area for those who work from home. The kitchen blends style and functionality with quartz countertops and stainless steel appliances. Enjoy a

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 405, Winthrop, MA 02152
  • 496 Winthrop St, Winthrop, MA 02152
    496 Winthrop St, Winthrop, MA 02152
    496 Winthrop St, Winthrop, MA 02152
    /29

    $650,000

    • 3 Beds
    • 2 Baths
    • 800 Sq Ft

    496 Winthrop St, Winthrop, MA 02152

    Beautifully maintained 3-bedroom single-family ranch in desirable Winthrop offering comfortable one-level living plus the bonus of a spacious finished lower level, providing versatile additional rooms for a variety of needs. The main floor features a welcoming living room with fireplace, updated eat-in kitchen, recessed lighting, modern full bath with tile flooring, and three bedrooms with

    Angela Dello Russo United Brokers

    496 Winthrop St, Winthrop, MA 02152
  • 600 Shirley St Unit 7, Winthrop, MA 02152
    600 Shirley St Unit 7, Winthrop, MA 02152
    600 Shirley St Unit 7, Winthrop, MA 02152
    /20

    $485,000

    • 1 Bed
    • 1.5 Baths
    • 591 Sq Ft

    600 Shirley St Unit 7, Winthrop, MA 02152

    Stunning water views from every angle make this exceptional condo truly one of a kind. Enjoy breathtaking sunsets over the Boston skyline and harbor from the comfort of your own home. Nestled in the charming seaside community of Winthrop, you'll experience the perfect balance of coastal living and city convenience. The ferry is just one block away, offering a scenic and stress free commute to

    Elizabeth Ferrara Cottage Hill Real Estate

    600 Shirley St Unit 7, Winthrop, MA 02152
  • 1 Seal Harbor Rd Unit 815, Winthrop, MA 02152
    1 Seal Harbor Rd Unit 815, Winthrop, MA 02152
    1 Seal Harbor Rd Unit 815, Winthrop, MA 02152
    /22

    $625,000

    $24K 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
  • 89R Upland Rd, Winthrop, MA 02152
    89R Upland Rd, Winthrop, MA 02152
    89R Upland Rd, Winthrop, MA 02152
    /33

    $1,480,000

    Open Sun 12PM - 1PM $45K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,475 Sq Ft

    89R Upland Rd, Winthrop, MA 02152

    Perched above the shoreline with sweeping, unobstructed water views toward Broad Sound and Revere Beach, this extensively reconstructed and reimagined coastal home has been recently completed. The home features 4 bedrooms, 2.5 baths, central air, natural gas heat, a new HVAC system, new water heater, new kitchen, new baths, new flooring, new windows, new siding, new roof, and extensive

    Agent Photo

    David Cody

    Orchard Park Realty

    89R Upland Rd, Winthrop, MA 02152
  • 21 Hutchinson St Unit 1, Winthrop, MA 02152
    21 Hutchinson St Unit 1, Winthrop, MA 02152
    21 Hutchinson St Unit 1, 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
  • 53 Trident Ave Unit 301, Winthrop, MA 02152
    53 Trident Ave Unit 301, Winthrop, MA 02152
    53 Trident Ave Unit 301, Winthrop, MA 02152
    /26

    $400,000

    Open Sun 11AM - 12PM
    • 2 Beds
    • 1 Bath
    • 677 Sq Ft

    53 Trident Ave Unit 301, Winthrop, MA 02152

    Welcome to coastal living at its best. This top-floor corner 2-bedroom condo offers ocean views & an ideal vantage point overlooking the water, bringing in incredible natural light throughout. Hardwood floors run throughout the living area, while the kitchen features granite countertops, stainless steel appliances, & ample storage. Recent upgrades include appx. $10K in custom built-ins &

    Amanda Woodward Coldwell Banker Realty - Boston

    53 Trident Ave Unit 301, Winthrop, MA 02152
  • 546 Shirley St, Winthrop, MA 02152
    546 Shirley St, Winthrop, MA 02152
    546 Shirley St, Winthrop, MA 02152
    /39

    $799,000

    Open Sun 11AM - 12PM $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
  • 32 Irwin St, Winthrop, MA 02152
    32 Irwin St, Winthrop, MA 02152
    32 Irwin St, Winthrop, MA 02152
    /38

    $1,100,000

    Open Sun 12PM - 1:30PM
    • 5 Beds
    • 4 Baths
    • 2,949 Sq Ft

    32 Irwin St, Winthrop, MA 02152

    A rare opportunity to own a 4-unit multi-family investment property in one of Winthrop's most sought-after coastal locations, just minutes from downtown Boston and Logan Airport. This asset offers an ideal mix for investors and owner-occupants alike. The property features one three-bedroom apartment, one two-bedroom apartment, and two studio units. The three-bedroom and one studio apartments are

    Michael Giannone The Aland Realty Group LLC

    32 Irwin St, Winthrop, MA 02152
  • 1 Seal Harbor Rd Unit 413, Winthrop, MA 02152
    1 Seal Harbor Rd Unit 413, Winthrop, MA 02152
    1 Seal Harbor Rd Unit 413, 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
  • 1 Seal Harbor Rd Unit PH16, Winthrop, MA 02152
    1 Seal Harbor Rd Unit PH16, Winthrop, MA 02152
    1 Seal Harbor Rd Unit PH16, Winthrop, MA 02152
    /32

    $775,000

    Open Sun 1PM - 2:30PM $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
  • 63-69 Putnam St, Winthrop, MA 02152
    63-69 Putnam St, Winthrop, MA 02152
    63-69 Putnam St, Winthrop, MA 02152
    /5

    $2,460,000

    New Construction
    • 16 Beds
    • 14 Baths
    • 10,000 Sq Ft

    63-69 Putnam St, Winthrop, MA 02152

    DEVELOPMENT OPPORTUNITY WITH EXISTING MIXED USE PROPERTY GENERATING $71K NET ANNUAL INCOME.++A rare coastal investment and development opportunity in the heart of Winthrop, Massachusetts. The mixed use property currently consists of a cash-flowing four-unit mixed-use building with stable in-place NOI of 71,300, combined with a Board of Appeals–approved plan to construct a new 12-unit building

    The Bill Butler Group Leading Edge Real Estate

    63-69 Putnam St, Winthrop, MA 02152
  • 189 Shirley St Unit 1, Winthrop, MA 02152
    189 Shirley St Unit 1, Winthrop, MA 02152
    189 Shirley St Unit 1, Winthrop, MA 02152
    /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
  • 1001 Shirley St, Winthrop, MA 02152
    1001 Shirley St, Winthrop, MA 02152
    1001 Shirley St, Winthrop, MA 02152
    /34

    $4,724,900

    • 10 Beds
    • 15 Baths
    • 9,156 Sq Ft

    1001 Shirley St, Winthrop, MA 02152

    Rooted in history & reimagined with intention, The Pearl is a one-of-a-kind five-unit multifamily property by the coast in Winthrop. Formerly a church, the building has been thoughtfully transformed into five distinct loft-style residences, each with its own layout, character & design identity. Original architectural details including exposed beams, hardwood floors, oversized windows & dramatic

    The Legacy Group Serhant

    1001 Shirley St, Winthrop, MA 02152
  • 34 Underhill St Unit 4, Winthrop, MA 02152
    34 Underhill St Unit 4, Winthrop, MA 02152
    34 Underhill St Unit 4, Winthrop, MA 02152
    /17

    $495,000

    $15K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 903 Sq Ft

    34 Underhill St Unit 4, Winthrop, MA 02152

    Gut renovated and converted in 2020, this upper-level 2-bedroom, 2-bath condo at 34 Underhill Street brings new construction finishes to one of Winthrop's most sought-after pockets. The white shaker kitchen is fitted with quartz countertops, blue glass tile backsplash, gold hardware, and stainless steel appliances including electric cooking. Wide plank hardwood floors & high ceilings run

    Reserve Team Reference Real Estate

    34 Underhill St Unit 4, Winthrop, MA 02152
  • 52 Trident Ave Unit 52, Winthrop, MA 02152
    52 Trident Ave Unit 52, Winthrop, MA 02152
    52 Trident Ave Unit 52, Winthrop, MA 02152
    /28

    $499,000

    Open Sun 10:30AM - 11:30AM $11K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,006 Sq Ft

    52 Trident Ave Unit 52, Winthrop, MA 02152

    Ultimate beachside living awaits in this stunning top-floor condo with direct ocean views and two private decks! Located across from Winthrop Beach, you can wake up to the sights and sounds of the Atlantic right from your bed. The sun-drenched interior features high ceilings, hardwood floors, and an abundance of windows that flood almost every room with natural light and ocean breezes. The layout

    Alla Rossi Coldwell Banker Realty - Boston

    52 Trident Ave Unit 52, Winthrop, MA 02152
  • 66 Sunnyside Ave, Winthrop, MA 02152
    66 Sunnyside Ave, Winthrop, MA 02152
    66 Sunnyside Ave, Winthrop, MA 02152
    /42

    $999,888

    Open Sun 11AM - 1PM $199K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 2,635 Sq Ft

    66 Sunnyside Ave, Winthrop, MA 02152

    NEWLY PRICED! PRICED TO SELL! Rare waterfront two-family in Winthrop's sought-after Cottage Park neighborhood, offering stunning views of the Bay, Harbor, marsh, and ocean, a lifestyle feature you simply can't replicate at this price point. Built in 1920, this classic 2,635 sq ft two-story home sits on a 5,227 sq ft lot just steps from the beach. A perfect opportunity for first-time buyers or

    Mirna Orellana COM-PRO Real Estate Services, Inc

    66 Sunnyside Ave, Winthrop, MA 02152
  • 27 Billows St, Winthrop, MA 02152
    27 Billows St, Winthrop, MA 02152
    27 Billows St, Winthrop, MA 02152
    /25

    $855,000

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,837 Sq Ft

    27 Billows St, Winthrop, MA 02152

    This gut-renovated home delivers three levels of flexible living that is hard to replicate. The sun-filled entryway with built-in bench seating & ceiling fan sets a relaxed tone from the moment you walk in. The open main level flows seamlessly from the living room with hardwood floors, beamed ceilings, and built-in electric fireplace through the dining area with its own wine cooler and into a

    Reserve Team Reference Real Estate

    27 Billows St, 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
    /3

    $340,000

    • 2 Beds
    • 1 Bath
    • 772 Sq Ft

    800 Governors Dr Unit 6, Winthrop, MA 02152

    Bright and updated 2-bedroom condo at Governors Park featuring an open floor plan, renovated kitchen with granite countertops and stainless steel appliances, and spacious bedrooms with ample closet space. Professionally managed complex offers on-site laundry, swimming pool, tennis courts, and off-street parking. Conveniently located near public transportation, Winthrop Beach, shopping, dining,

    Fiorella Marte StartPoint Realty

    800 Governors Dr Unit 6, Winthrop, MA 02152
  • 53 Trident Ave Unit 303, Winthrop, MA 02152
    53 Trident Ave Unit 303, Winthrop, MA 02152
    53 Trident Ave Unit 303, Winthrop, MA 02152
    /17

    $399,900

    • 2 Beds
    • 1 Bath
    • 664 Sq Ft

    53 Trident Ave Unit 303, Winthrop, MA 02152

    The seller is offering a unique opportunity to lower buyer's payment temporarily for 3 years. The offer is a 3-2-1 temporary rate buy-down that reduces payments years 1-3 by 3% first year, 2% second year, 1% third year.Experience the best of seaside living in Winthrop, just steps from the beach. This beautifully updated two-bedroom corner condo offers stunning ocean views along with breathtaking

    Jack Middleton Berkshire Hathaway HomeServices Commonwealth Real Estate

    53 Trident Ave Unit 303, Winthrop, MA 02152
  • 55 Banks St Unit 2, Winthrop, MA 02152
    55 Banks St Unit 2, Winthrop, MA 02152
    55 Banks St Unit 2, Winthrop, MA 02152
    /33

    $799,000

    $26K 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

    55 Banks St Unit 2, Winthrop, MA 02152
  • 50 Main St, Winthrop, MA 02152
    50 Main St, Winthrop, MA 02152
    50 Main St, Winthrop, MA 02152
    /40

    $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 Billows St Unit 2, Winthrop, MA 02152
    16 Billows St Unit 2, Winthrop, MA 02152
    16 Billows St Unit 2, 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
  • 70 Edgehill Rd, Winthrop, MA 02152
    70 Edgehill Rd, Winthrop, MA 02152
    70 Edgehill Rd, Winthrop, MA 02152
    /40

    $1,899,000

    $100K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 1,904 Sq Ft

    70 Edgehill Rd, Winthrop, MA 02152

    Nestled on a peaceful street between the shoreline of Donovan's Beach and the green space of Ingleside Park, this beautifully renovated single-family home offers exceptional flexibility and comfort across multiple levels. Thoughtfully updated from the rooftop to the lower level, the home is truly move-in ready with modern finishes and inviting spaces throughout. Sun-filled interiors create the

    Kelvin Peters Redfin Corp.

    70 Edgehill 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
    /10

    $399,000

    Open Sun 2PM - 3:30PM
    • 1 Bed
    • 1 Bath
    • 546 Sq Ft

    10 Somerset Ave Unit 304, Winthrop, MA 02152

    LAST STUDIO AVAILABLE! Discover effortless coastal living at Unit 304 at The Somerset, a boutique condominium community ideally located in the heart of Winthrop. This well-appointed studio offers a bright and airy open layout designed for both comfort and functionality, featuring a flexible bonus room with a sliding barn door ideal for a home office, guest room, or additional living space. The

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 304, Winthrop, MA 02152

Showing Results 1 - 40, Page 1 of 2

Massachusetts Suffolk County Winthrop

Newest Listings 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, 02150 and 01908.
What are the most popular neighborhoods near Winthrop, MA?
The most popular neighborhoods near Winthrop, MA are Winthrop Beach, Cottage Hill, Winthrop Highlands, Downtown Winthrop and Point Shirley.
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group