Newest Homes for Sale in Winthrop, MA

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  /17

  $299,999

  $20K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 351 Sq Ft

  600 Shirley St Unit 11, Winthrop, MA 02152

  Welcome to The Cove, a distinguished condominium community in coastal Winthrop, offering a spectacular seaside setting with the Boston skyline as the backdrop for unforgettable sunsets. This renovated second-floor studio features wood flooring throughout, an updated kitchen with dining space, and a private balcony off the living area. The unit includes a modern bathroom with a walk-in shower,

  Alla Rossi Coldwell Banker Realty - Boston

  600 Shirley St Unit 11, Winthrop, MA 02152
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  /26

  $849,900

  • 2 Beds
  • 2.5 Baths
  • 1,551 Sq Ft

  1001 Shirley St Unit 3, Winthrop, MA 02152

  Residence 3 at The Pearl offers a bright, refined take on loft living within a reimagined church conversion. Original hardwood floors, exposed beams, oversized windows, and 15’6” ceilings give the home rare scale and character. The kitchen features white cabinetry, Bosch appliances, green soapstone counters, a waterfall island with seating, farmhouse sink, and architectural hood. The living area

  The Legacy Group Serhant

  1001 Shirley St Unit 3, Winthrop, MA 02152
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  /29

  $974,900

  Open Sun 1PM - 2:30PM

  • 5 Beds
  • 2 Baths
  • 2,123 Sq Ft

  57 Loring Rd, Winthrop, MA 02152

  A forever home that doubles as your summer escape. Located in one of Winthrop's most desirable neighborhoods, this beautifully renovated single-family home offers three levels of coastal living. Step through the foyer and you’re greeted by soaring ceilings, a statement fireplace, and a dining space designed for memorable family dinners and entertaining alike. The chef’s kitchen steals the show

  Dmitriy Khesin Rise Signature Homes

  57 Loring Rd, Winthrop, MA 02152
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  /30

  $819,999

  $10K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 2,000 Sq Ft

  876 Shirley St Unit 1, Winthrop, MA 02152

  Direct Ocean Front Living. Feel like you're on vacation every day! This spacious 2 level,7 room, 4 bed, 2 bath condo is located Directly on Yirrell Beach. The sand in your own back yard. Ocean breeze and sounds of the waves crashing onto the shore, are sure to relax you after a long day.Every day the the view is different. Featuring beautiful cherry hard wood floors, Family room, Formal dining

  Jim Iannuzzi Amo Realty - Boston City Properties

  876 Shirley St Unit 1, Winthrop, MA 02152
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  /39

  $550,000

  $20K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 994 Sq Ft

  1 Seal Harbor Rd Unit 300, Winthrop, MA 02152

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

  Alla Rossi Coldwell Banker Realty - Boston

  1 Seal Harbor Rd Unit 300, Winthrop, MA 02152
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  /21

  $485,000

  $14K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 913 Sq Ft

  43 Sagamore Ave Unit 1, Winthrop, MA 02152

  Welcome home to this pristine and exceptionally well-kept two-bedroom, one-bath condominium in the heart of Winthrop’s vibrant 02152 community. This inviting home offers comfortable living along with private outdoor space—perfect for relaxing, entertaining, or enjoying coastal breezes. Conveniently located with easy access to Orient Heights, major highways, Logan Airport, and downtown Boston. The

  Philip Lundberg Lantern Residential

  43 Sagamore Ave Unit 1, Winthrop, MA 02152
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  /42

  $1,300,000

  • 5 Beds
  • 4 Baths
  • 2,799 Sq Ft

  193 Winthrop St, Winthrop, MA 02152

  $2,500 bonus to buyer or buyer broker* Exceptional opportunity to live where you work. Corner lot with off-street parking, this unique property offers endless possibilities for investors, developers, or owner-occupants.The ground level features professional office space complete with a reception area, conference room, workspace, and 1/2 bath. Also included is a vacant 2-level, 2-bedroom, 1.5-bath

  

  Lisa Licata-Schepici

  L.L.S. Realty LLC

  193 Winthrop St, Winthrop, MA 02152
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  /20

  $300,000

  $25K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 698 Sq Ft

  173 Shirley St Unit 2, Winthrop, MA 02152

  Great opportunity in Winthrop just moments from the beach. This 2-bedroom, 1-bath first-floor condo offers 698 sq ft of single-level living with easy access, hardwood flooring, tile bath, gas heat, and one assigned off-street parking space. The monthly association fee includes heat, hot water, water, sewer, laundry facilities, exterior maintenance, landscaping, snow removal, and refuse removal,

  The TrustPoint Group eXp Realty LLC - Corporate Office

  173 Shirley St Unit 2, Winthrop, MA 02152
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  /39

  $949,900

  • 2 Beds
  • 2.5 Baths
  • 1,806 Sq Ft

  1001 Shirley St Unit 2, Winthrop, MA 02152

  Rooted in history and shaped by design, this loft at The Pearl offers something truly rare. Original hardwood floors and exposed beams, oversized windows & 15’6” ceilings create a striking sense of scale and atmosphere. The kitchen is both refined and dramatic, appointed with White shaker cabinetry, a Moonstone island, London Smoke quartzite, Bosch appliances, architectural hood, and a farmhouse

  The Legacy Group Serhant

  1001 Shirley St Unit 2, Winthrop, MA 02152
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  /21

  $949,900

  $29K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 2,371 Sq Ft

  43 Loring Rd, Winthrop, MA 02152

  Single Home, Great Location Great Shape Ready to Move In.

  Jason Saphire www.HomeZu.com

  43 Loring Rd, Winthrop, MA 02152
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  /42

  $895,000

  $85K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,204 Sq Ft

  23 Sagamore Ave, Winthrop, MA 02152

  SPACIOUS, STYLISH AND PRICED TO MOVE! Welcome to the Winthrop Highlands! This beautifully updated home offers three levels of versatile living space, starting with a freshly updated kitchen featuring granite countertops, slate appliances, and gas cooking—perfect for whipping up meals and memories. The living room flows seamlessly into the dining room, both boasting refinished hardwood floors.

  Sharon Tallent Compass

  23 Sagamore Ave, Winthrop, MA 02152
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  /23

  $600,000

  Open Sun 12:30PM - 1:30PM $15K PRICE DROP

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

  142 Pleasant St Unit 12, Winthrop, MA 02152

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

  Stacey Steck Gibson Sotheby's International Realty

  142 Pleasant St Unit 12, Winthrop, MA 02152
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  /40

  $950,000

  $150K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,755 Sq Ft

  118 Sunnyside Ave, Winthrop, MA 02152

  Wake up every single morning to beautiful, unobstructed water views from this home; sitting proudly on a rare, oversized lot. Positioned directly across the street from the water, this property offers the ultimate coastal lifestyle with endless space to expand, entertain, or build your dream outdoor oasis. Inside, you will find a couple of freshly painted bedrooms to offer a clean start, while

  Donna Scalfani William Raveis R.E. & Home Services

  118 Sunnyside Ave, Winthrop, MA 02152
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  /23

  $509,000

  Open Sun 2PM - 3:30PM $11K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 729 Sq Ft

  10 Somerset Ave Unit 309, Winthrop, MA 02152

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

  Charlesgate New Development Team Charlesgate Realty Group, llc

  10 Somerset Ave Unit 309, Winthrop, MA 02152
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  /36

  $680,000

  $20K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,250 Sq Ft

  51 Undine Ave, Winthrop, MA 02152

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

  The Caceda Team Coldwell Banker Realty - Lynnfield

  51 Undine Ave, Winthrop, MA 02152
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  /42

  $649,000

  $30K PRICE DROP

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

  3 Seal Harbor Rd Unit 342, Winthrop, MA 02152

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

  Nancy McLaughlin Redfin Corp.

  3 Seal Harbor Rd Unit 342, Winthrop, MA 02152
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  /29

  $549,900

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 969 Sq Ft

  35 Somerset Ave Unit 3, Winthrop, MA 02152

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

  Sharon Tallent Compass

  35 Somerset Ave Unit 3, Winthrop, MA 02152
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  /13

  $219,999

  $15K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 350 Sq Ft

  229 Washington Ave Unit 3A, Winthrop, MA 02152

  Enjoy coastal living in this charming waterfront condominium in Winthrop, offering the perfect balance of convenience and seaside lifestyle. Located just minutes from Boston Logan Airport and with easy access to public transportation including nearby bus routes, the Orient Heights MBTA station, and the East Boston ferry, this home is ideal for commuters seeking quick access to Boston while

  Vivian DaSilva-Braga REMAX Executive Realty

  229 Washington Ave Unit 3A, Winthrop, MA 02152
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  /17

  $690,000

  $139K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft

  5 Oceanview St, Winthrop, MA 02152

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

  Nezihe Hewson Mariano Smith & Co.

  5 Oceanview St, Winthrop, MA 02152
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  /32

  $975,000

  $325K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 2,916 Sq Ft

  24 Fairview St, Winthrop, MA 02152

  ~~PRICE IMPROVEMENT~~ Introducing 24 FAIRVIEW STREET - a charming 4-bedroom, 1.5 bath Victorian in a prime, central location offering inside & outside enjoyment. This beautiful home has been enjoyed & maintained by the same family for many years & offers timeless appeal throughout. First floor has a family room, living room w/ a fireplace, modern kitchen w/ s/s appliances, separate dining area &

  Mary Ann Cash Charlesgate Realty Group, llc

  24 Fairview St, Winthrop, MA 02152
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  /38

  $1,450,000

  • 6 Beds
  • 5.5 Baths
  • 5,278 Sq Ft

  100 Sargent St, Winthrop, MA 02152

  Set on a highly desirable corner lot at Sargent & Johnson Ave, this truly one of a kind home offers exceptional space and versatility. Welcoming foyer opens to a spacious living room, while the dining room features a covered porch with ocean views perfect for enjoying sunset evenings. The first floor also includes a bedroom and full bath, plus a kitchen with direct access to the backyard and one

  Elizabeth Ferrara Cottage Hill Real Estate

  100 Sargent St, Winthrop, MA 02152
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  /19

  $569,000

  • 3 Beds
  • 1 Bath
  • 1,377 Sq Ft

  10 Beach Rd Unit 1, Winthrop, MA 02152

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

  Rogelio Zuniga United Brokers

  10 Beach Rd Unit 1, Winthrop, MA 02152
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  /35

  $599,000

  $51K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,728 Sq Ft

  47 Highland Ave, Winthrop, MA 02152

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

  Elizabeth Ferrara Cottage Hill Real Estate

  47 Highland Ave, Winthrop, MA 02152
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  /29

  $388,888

  $11K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 585 Sq Ft

  600 Shirley St Unit 4, Winthrop, MA 02152

  8**Back on market due to out of state sale contingency falling through*** WELCOME TO WINTHROP BY THE SEA! THE COVE AT 600 SHIRLEY WAS CONVERTED IN 2022 AND IS LOCATED ON THE SITE OF THE HISTORIC CRYSTAL COVE HOTEL AND HAS AMAZING VIEWS OF BOSTON AND THE ATLANTIC OCEAN! WALK TO THE BEACH, THE YACHT CLUB, VARIOUS RESTAURANTS AND PARKS. THIS 1 BEDROOM UNIT FEATURES NOT ONE BUT TWO BATHROOMS AND 2

  Peggy Pratt Century 21 North East

  600 Shirley St Unit 4, Winthrop, MA 02152
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  /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

  Mark Savage Byrnes Real Estate Group LLC

  129 Strandway, Winthrop, MA 02152

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