69

Winthrop, MA Homes for Sale

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  • /20

    $275,000

    $50K 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
  • /38

    $939,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,924 Sq Ft

    105 Oceanview St, Winthrop, MA 02152

    NEW PRICE! Fresh Updates! Now Vacant! Exceptional 2-family in desirable Winthrop. Same owner for 20 years! 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 storage.

    Claudia Perkins William Raveis R.E. & Home Services

    105 Oceanview St, Winthrop, MA 02152
  • /23

    $600,000

    Open Sat 12PM - 1PM $15K 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
  • /17

    $519,000

    Open Sat 12PM - 1:30PM
    • 1 Bed
    • 1 Bath
    • 974 Sq Ft

    1 Seal Harbor Rd Unit 812, Winthrop, MA 02152

    Waterfront Living at Its Best! Enjoy breathtaking ocean views from this spacious 8th floor condominium offering 974 sq ft of comfortable living space. Relax on your private balcony overlooking the water, or good size bedroom including a large walk-in closet and a separate tub/shower room. This full service building offers outstanding amenities, including concierge service, an oceanside heated

    Peggie Gilbert Coldwell Banker Peggy Carter Team

    1 Seal Harbor Rd Unit 812, Winthrop, MA 02152
  • /3

    $977,700

    • 3 Beds
    • 2.5 Baths
    • 2,451 Sq Ft

    211 Grovers Ave, Winthrop, MA 02152

    Location, location, location! Welcome to 211 Grovers Avenue, perfectly situated in the highly sought-after ocean community of Winthrop Highlands. This iconic brick-front Cape Cod sits on a 5,227 sq. ft. lot and radiates timeless character. Inside, you'll find an inviting living room featuring elegant tray ceilings and a warm fireplace. The home offers 3 bedrooms and 2.5 bathrooms, with incredible

    Concetta Cicolini Lamacchia Realty, Inc.

    211 Grovers Ave, Winthrop, MA 02152
  • /28

    $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
  • /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
  • /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
  • /39

    $489,900

    Open Sun 11AM - 12:30PM $10K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 947 Sq Ft

    1 Seal Harbor Rd Unit 210, Winthrop, MA 02152

    Ower has relocated! Now is your chance to wake up to SPECTACULAR SUNRISES over the Atlantic and fall asleep to the soothing sound of OCEAN WAVES in this affordable OCEANFRONT UNIT at Seal Harbor Condominiums! Offering UNOBSTRUCTED OCEAN VIEWS from EVERY ROOM, this beautifully maintained home delivers the ultimate coastal lifestyle while being a short drive to Boston & Logan Airport! Gleaming HW

    Rita Angelesco LAER Realty Partners

    1 Seal Harbor Rd Unit 210, Winthrop, MA 02152
  • /37

    $1,100,000

    • 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
  • /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
  • /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
  • /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
  • /39

    $899,900

    Open Sat 11AM - 1PM $50K PRICE DROP
    • 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
  • /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
  • /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
  • /41

    $1,260,000

    Open Sat 10:30AM - 11:30AM
    • 4 Beds
    • 6 Baths
    • 3,150 Sq Ft

    21 Hutchinson St, Winthrop, MA 02152

    Modern living made easy at 21 Hutchinson Street, two family with 3150 SF of living space. Come experience modern finishes in this fully renovated home. Unit 1 offers an easy access layout with first floor main bedroom on-suite bathroom and walking closet. The main area offers a versatile open floor plan with half bathroom and laundry. The second bedroom located in the lower level of this unit to

    Matthew Gallego Gallego Realty

    21 Hutchinson St, Winthrop, MA 02152
  • /42

    $2,380,000

    Open Sat 11:30AM - 1PM
    • 5 Beds
    • 5.5 Baths
    • 6,224 Sq Ft

    174 Bartlett Rd, Winthrop, MA 02152

    One of the most coveted locations in Winthrop, 174 Bartlett Rd is your dream costal retreat where luxury meets seaside living. Completely gut renovated, this exceptional home offers over 6,000 sq ft of beautifully designed living space across four expansive levels. The heart of the home is the stunning chefs kitchen with seamless oversized Brazilian Quartzite island surrounded by premium

    Atiyeh Cassidy Blue Sky Realty

    174 Bartlett Rd, Winthrop, MA 02152
  • /32

    $700,000

    Open Sat 10:30AM - 12PM
    • 3 Beds
    • 2.5 Baths
    • 1,510 Sq Ft

    189 Shirley St Unit 2, Winthrop, MA 02152

    Luxury living with downtown Boston just a few Train stops away! Escape the hustle and bustle of the city and enjoy the best of coastal living, with the beach right down the street. Step inside to a spacious mudroom that opens to a stunning open-concept kitchen—perfect for entertaining. Gleaming hardwood floors, granite countertops, and sun-drenched windows create a warm and inviting atmosphere

    Doyle & Waldron Team Coldwell Banker Realty - Easton

    189 Shirley St Unit 2, 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

    Mark Savage Byrnes Real Estate Group LLC

    129 Strandway, 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
  • /9

    $780,000

    $20K PRICE DROP
    • 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 offers plenty of potential in a central Winthrop location. Property is in need of interior updating and the back yard is ready to become either expanded parking, a beautiful yard space, or more. First floor unit has two bedrooms, one full bath, and a large rear deck. Second floor unit has two levels with four total

    Steve Binder Binder Residential

    120 Hermon St, Winthrop, MA 02152
  • /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
  • /31

    $489,900

    Open Sun 11AM - 1PM
    • 3 Beds
    • 1 Bath
    • 1,036 Sq Ft

    16 Underhill St Unit 3, Winthrop, MA 02152

    Welcome to 16 Underhill Rd. #3, a beautifully updated 3-bedroom, 1-bath condo offering 1,036 sq. ft. of move-in ready living space. This bright and inviting home features modern updates, a functional layout, and private laundry in the basement for added convenience. Enjoy your own private deck, perfect for relaxing or entertaining. The property also includes a private garage plus ample additional

    Goldpath Real Estate Group United Brokers

    16 Underhill St Unit 3, Winthrop, MA 02152
  • /17

    $495,000

    Open Sat 11AM - 1PM
    • 2 Beds
    • 2 Baths
    • 879 Sq Ft

    34 Underhill St Unit 3, Winthrop, MA 02152

    This like-new 2-bedroom, 2 bath condo at 34 Underhill Street delivers the finish level of new construction at a fraction of the cost. Gut renovated and converted in 2020, every detail was approached with care, from the white shaker kitchen with quartz countertops, blue glass tile backsplash, gold hardware, and stainless steel appliances including gas cooking, to the wide plank hardwood floors

    Reserve Team Reference Real Estate

    34 Underhill St Unit 3, Winthrop, MA 02152
  • /32

    $749,995

    Open Sun 12PM - 1:30PM
    • 2 Beds
    • 2 Baths
    • 1,414 Sq Ft

    1 Seal Harbor Rd Unit 700, Winthrop, MA 02152

    Step inside and you'll immediately understand why this residence is unlike any other at Seal Harbor. Thoughtfully redesigned with timeless finishes and meticulously maintained, every detail has been curated to create an exceptional coastal retreat. Wake up to panoramic ocean views and unwind each evening with spectacular sunsets from your private covered balcony, where the fresh salt air and

    Candice Hodgson Lyv Realty

    1 Seal Harbor Rd Unit 700, Winthrop, MA 02152
  • /24

    $725,000

    Open Sat 12PM - 1PM
    • 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
  • /24

    $589,900

    Open Sat 12PM - 1PM
    • 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
  • /21

    $729,900

    Open Sun 11AM - 12:30PM
    • 4 Beds
    • 1.5 Baths
    • 1,586 Sq Ft

    52 Pebble Ave, Winthrop, MA 02152

    Cape-style home in Point Shirley, steps from the beach and within Winthrop's most walkable stretch of coastline. Built in 1900 and updated with a remodeled kitchen featuring granite counters and recessed lighting, plus a remodeled full bath with a tiled tub and shower. Original hardwood floors run through the main level and all four bedrooms, paired with bay windows that bring in natural light

    Reserve Team Reference Real Estate

    52 Pebble Ave, Winthrop, MA 02152

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