Newest Homes for Sale in Winthrop, MA

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  /26

  $385,000

  $15K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 677 Sq Ft

  53 Trident Ave Unit 301, Winthrop, MA 02152

  Welcome to coastal living at its best. HOA FEE INCLUDES HEAT & HOT WATER! 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.

  Amanda Woodward Coldwell Banker Realty - Boston

  53 Trident Ave Unit 301, Winthrop, MA 02152
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  /37

  $1,100,000

  • 6 Beds
  • 4 Baths
  • 2,949 Sq Ft

  32 Irwin St, Winthrop, MA 02152

  A rare opportunity to own a 3-unit multi-family investment property with a fourth apartment 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, one one-bedroom apartment, and one studio

  Michael Giannone The Aland Realty Group LLC

  32 Irwin St, Winthrop, MA 02152
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  /28

  $775,000

  $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 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 kitchen features soapstone counters,

  Meg Grady The Persac Group, LLC

  1 Seal Harbor Rd Unit PH16, Winthrop, MA 02152
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  /5

  $2,250,000

  New Construction $210K PRICE DROP

  • 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
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  $499,000

  $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
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  /42

  $999,888

  $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 Monterrosa Orellana COM-PRO Real Estate Services, Inc

  66 Sunnyside Ave, Winthrop, MA 02152
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  /25

  $840,000

  $35K 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
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  /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 Coldwell Banker Realty - Beverly

  800 Governors Dr Unit 6, Winthrop, MA 02152
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  /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
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  /33

  $779,000

  $46K 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 CWQ Realty Group LLC

  55 Banks St Unit 2, Winthrop, MA 02152
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  /41

  $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
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  /40

  $1,199,999

  $799K 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
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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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  /30

  $809,999

  $20K 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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  /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 Real Broker MA, LLC

  43 Sagamore Ave Unit 1, Winthrop, MA 02152
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  /21

  $939,900

  $39K 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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  /33

  $595,000

  $20K PRICE DROP

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

  142 Pleasant St Unit 12, Winthrop, MA 02152

  Very reasonable condo fee. 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 ceiling height thru out +

  Stacey Steck Gibson Sotheby's International Realty

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

  $895,000

  $205K 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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  /36

  $669,999

  $30K 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

  $639,000

  $40K 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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  /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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