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Winthrop, MA Homes for Sale

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  • /19

    $639,815 Open Sun 12PM - 1:30PM

    • 2 Beds
    • 1.5 Baths
    • 985 Sq Ft

    10 Somerset Ave Unit 206, Winthrop, MA 02152

    Welcome to The Somerset—Winthrop’s newest boutique condo development! This collection of 29 thoughtfully designed homes offers studios, 1-bed, 1+ bed, and 2-bedroom layouts with quality finishes and a coastal vibe. Enjoy open-concept living, stainless steel appliances, quartz countertops, central A/C, and stylish modern touches. Most units include garage parking, and select homes feature private

    10 Somerset Ave Unit 206, Winthrop, MA 02152
  • /21

    $849,900

    • 3 Beds
    • 1.5 Baths
    • 1,792 Sq Ft

    138 Grand View Ave, Winthrop, MA 02152

    Experience the thrill and excitement of oceanfront living in this move-in ready seaside single with 3 bedrooms and 1.5 bathrooms. Enjoy stunning, dramatic views of the ocean and Boston skyline. The home features a newly refreshed kitchen and a spacious open floor plan with a fireplace, inviting both ocean views and abundant natural light. Beautiful oak hardwood floors enhance the interior, while

    James Polino Compass

    138 Grand View Ave, Winthrop, MA 02152
  • /26

    $950,000

    • 4 Beds
    • 3 Baths
    • 2,468 Sq Ft

    42 Triton Ave, Winthrop, MA 02152

    Located in the desirable Point Shirley section of Winthrop is this beautiful (2007 gut renovation ) 7+ room home offering a perfect blend of comfort, style & convenience. Featuring 4 bedrooms & 3 full bathrooms, this home is designed for modern living. The primary suite is a true retreat, complete with a spacious walk-in closet & a stunning, spa-like bathroom. Additional living space in the

    Mary Ann Cash Charlesgate Realty Group, llc

    42 Triton Ave, Winthrop, MA 02152
  • /27

    $580,000 Open Sat 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 823 Sq Ft

    35 Somerset Ave Unit 6, Winthrop, MA 02152

    Welcome to 35 Somerset Ave, Unit #6 (Pent House), nestled in the heart of Winthrop! This stunning newly renovated 2-bedroom, 2 full bathroom condo, offers a perfect fusion of modern comfort and seaside charm. Located just moments from the beach, this inviting unit offers breathtaking views from its massive private roof deck and seamless access to downtown and the beach. Every aspect of this unit

    John Maggio EVO Real Estate Group, LLC

    35 Somerset Ave Unit 6, Winthrop, MA 02152
  • /32

    $899,000

    • 3 Beds
    • 1.5 Baths
    • 2,064 Sq Ft

    46 Wave Way, Winthrop, MA 02152

    Welcome to Winthrop by the Sea! Located off of Winthrop Beach, 46 Wave Way awaits you. Pull right in the oversized driveway & enjoy that ocean breeze! This 3 bed, 1.5 bath recently underwent significant renovations. From a new 3 zone HVAC system with all new plumbing & gas boiler. The new upstairs bathroom offers marble tile & heated floors. It includes an oversized hydro tub & walk in shower.

    Mark Sciaraffa Sciaraffa Real Estate, LLC

    46 Wave Way, Winthrop, MA 02152
  • /42

    $959,000

    • 3 Beds
    • 1.5 Baths
    • 1,900 Sq Ft

    43 Loring Rd, Winthrop, MA 02152

    Welcome to this spacious center-entrance home in the highly desirable Maze neighborhood of Winthrop, 02152. This three-bedroom, one-and-a-half-bath home is brimming with charm, featuring beautiful original woodwork and a fantastic layout that offers plenty of space to entertain or simply stretch out and relax.Inside, you’ll find a traditional dining room, a cozy fireplace, and a lower-level

    Nicole Bettano Lantern Residential

    43 Loring Rd, Winthrop, MA 02152
  • /16

    $625,000

    • 3 Beds
    • 2 Baths
    • 1,290 Sq Ft

    212 Winthrop Shore Dr Unit 1, Winthrop, MA 02152

    Imagine waking up to the soothing sound of waves and sipping your morning coffee as the ocean stretches out before you. This spacious first-floor condo invites you to live effortlessly by the water, with sunlight pouring through oversized windows and an open-concept living and dining area designed for both quiet moments and lively gatherings. The modern kitchen, outfitted with sleek Viking

    Leighann Eruzione Lantern Residential

    212 Winthrop Shore Dr Unit 1, Winthrop, MA 02152
  • /40

    $799,000

    • 4 Beds
    • 2 Baths
    • 1,870 Sq Ft

    3 Buckthorn Terrace Unit 2, Winthrop, MA 02152

    Tucked away on a quiet street, this home boasts stately features and has been meticulously renovated. From the elegant newel post to the timeless kitchen details, nothing was overlooked. During the condo conversion, preserving the home's original integrity was a priority. The first floor offers 2 bedrooms, laundry, and a full bath with marble tile floors. The sunlit living room, complete with a

    Elizabeth Ferrara Cottage Hill Real Estate

    3 Buckthorn Terrace Unit 2, Winthrop, MA 02152
  • /33

    $775,000

    • 4 Beds
    • 2 Baths
    • 1,660 Sq Ft

    1079 Shirley St, Winthrop, MA 02152

    Coastal Living with Stunning Ocean Views! Welcome to 1079 Shirley St in the heart of Point Shirley, Winthrop—a spacious 4-bedroom, 2-bathroom single-family home offering the perfect blend of charm, comfort, and breathtaking ocean views. Step into the inviting living room, where a cozy fireplace and picture-perfect ocean vistas create a warm and relaxing ambiance. Flow seamlessly into the formal

    The Reference Group Reference Real Estate

    1079 Shirley St, Winthrop, MA 02152
  • /30

    $825,000

    • 3 Beds
    • 2.5 Baths
    • 2,112 Sq Ft

    75 Sewall Ave, Winthrop, MA 02152

    Discover this vintage 1970s-style gem just a block from the ocean, perfectly situated in one of Winthrop's most sought-after neighborhoods. This inviting single-family home features three spacious bedrooms and two and a half baths, ideal for comfortable living. Step inside to find a blend of retro charm and modern convenience. The spacious mezzanine living room has soaring ceilings and is open to

    Harry Silverstein Keller Williams Realty Boston Northwest

    75 Sewall Ave, Winthrop, MA 02152
  • /26

    $789,900

    • 4 Beds
    • 1.5 Baths
    • 2,327 Sq Ft

    4 Circuit Rd, Winthrop, MA 02152

    Welcome to 4 Circuit Road—a spacious single-family retreat nestled in Winthrop's highly sought-after neighborhood, just off Court Road! Step through the door and be transported by the timeless charm of original woodwork that adds warmth and character throughout the home. Gather in the expansive living room, where a cozy fireplace invites you to unwind after a long day. The first floor offers a

    The Reference Group Reference Real Estate

    4 Circuit Rd, Winthrop, MA 02152
  • /28

    $674,900 Open Sat 12PM - 1:30PM

    • 3 Beds
    • 2 Baths
    • 1,372 Sq Ft

    183 Pauline St, Winthrop, MA 02152

    Welcome to 183 Pauline St. in the desirable town of Winthrop. Owned by the same family for generations, this 3 bed, 2 bath cape cod style home is in need of some updating but has much to offer. Mostly hardwood flooring throughout with picture windows in living/dining room, kitchen that leads to the deck overlooking level backyard, primary bedroom & full bath complete the first level. Second level

    Jared Freni RE/MAX Andrew Realty Services

    183 Pauline St, Winthrop, MA 02152
  • /26

    $699,000

    • 2 Beds
    • 1.5 Baths
    • 1,740 Sq Ft

    55 Nahant Ave, Winthrop, MA 02152

    RARE WATERFRONT PROPERTY, located in WInthrop Highlands! This 2-level 2 bedroom can be used as a 3 bedroom, has 1.5 bathrooms, hardwood floors, a big deck, shared garage, and stunning views. Roof is 3.5 years old, and flood insurance is currently $1107. INCREDIBLE VALUE. A MUST SEE!!!

    Henry Nguyen Premier Properties Realty, Inc.

    55 Nahant Ave, Winthrop, MA 02152
  • /38

    $1,099,000 Open Sat 11AM - 1PM

    • 6 Beds
    • 2.5 Baths
    • 2,692 Sq Ft

    86 Chester Ave, Winthrop, MA 02152

    Experience a complete transformation in this meticulously renovated 2-family home. Perched on a prized corner lot, this residence has undergone extensive updates, including new flooring, walls, electrical, kitchen, plumbing, and a newer roof. The result is a modern, move-in-ready space. Enjoy breathtaking, unobstructed views of Winthrop's verdant Golf Course from all three levels. This oversized

    Kyle MacNichol Redfin Corp.

    86 Chester Ave, Winthrop, MA 02152
  • /18

    $549,000

    • 2 Beds
    • 2 Baths
    • 865 Sq Ft

    600 Shirley St Unit 16, Winthrop, MA 02152

    Enjoy breathtaking water and Boston skyline views from this beautifully renovated 2-bed, 2-bath condo at the former Historic Crystal Cove Hotel. Offering first-floor convenience with a private entrance and two deeded parking spaces right outside your door, this home lives like a private residence. The open layout features engineered hardwood floors, in-unit laundry, and a stunning private deck

    Elizabeth Crowley William Raveis R.E. & Home Services

    600 Shirley St Unit 16, Winthrop, MA 02152
  • /39

    $1,200,000 Open Sun 12PM - 2PM

    • 5 Beds
    • 4 Baths
    • 3,100 Sq Ft

    121 Circuit Rd, Winthrop, MA 02152

    Experience elevated coastal living in this exquisitely renovated 5-bed, 2 full-bath, 2 half-bath home in Winthrop. Fully transformed in 2021, it blends timeless charm with modern sophistication across four finished levels. Enjoy the beautiful refinished hardwood floors, in home office space, designer kitchen with quartz countertops, premium finishes, and a pot filler — perfect for cooking and

    Joe Quigley Compass

    121 Circuit Rd, Winthrop, MA 02152
  • /20

    $551,633 Open Sun 12PM - 1:30PM

    • 1 Bed
    • 1 Bath
    • 683 Sq Ft

    10 Somerset Ave Unit 405, Winthrop, MA 02152

    Welcome to The Somerset—Winthrop’s newest boutique condo development! This collection of 29 thoughtfully designed homes offers studios, 1-bed, 1+ bed, and 2-bedroom layouts with quality finishes and a coastal vibe. Enjoy open-concept living, stainless steel appliances, quartz countertops, central A/C, and stylish modern touches. Most units include garage parking, and select homes feature private

    10 Somerset Ave Unit 405, Winthrop, MA 02152
  • /24

    $540,000 Open Sat 12PM - 2:30PM

    • 3 Beds
    • 1 Bath
    • 1,353 Sq Ft

    23 Trident Ave Unit 3, Winthrop, MA 02152

    Ocean views or City access? Why not have both?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 3 Bed 1 Bath unit with a heated bonus room has been meticulously maintained. Spacious kitchen with ample cabinet space, granite counters, stainless appliances and recessed

    Julian Addy William Raveis R.E. & Home Services

    23 Trident Ave Unit 3, Winthrop, MA 02152
  • /20

    $525,000 Open Sat 12PM - 2:30PM

    • 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 3 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
  • /15

    $549,900

    • 2 Beds
    • 1 Bath
    • 836 Sq Ft

    208 Grand View Ave, Winthrop, MA 02152

    Location Location Location-this 2 bedroom condo with oceanfront views of the Boston skyline offers a urban and coastal living even with its need for repairs and updating this property holds so much possibility to be transformed into a stunning residence. The condo is situated in perfect spot with breathtaking views of Boston and shimmering waters. Bring your ideas and transform this property

    Anna Jackson Curtis & Colletta Realty Associates

    208 Grand View Ave, Winthrop, MA 02152
  • /41

    $1,075,000

    • 5 Beds
    • 3 Baths
    • 4,223 Sq Ft

    52 Washington Ave, Winthrop, MA 02152

    Fantastic Owner-Occupied Multifamily Opportunity in Winthrop! This centrally located home is perfect for both investors and owner-occupants. The owner's unit spans two levels and showcases beautiful hardwood floors, original woodwork, and two full bathrooms offering both charm and functionality. The first-floor unit features a spacious kitchen, hardwood floors, and two generously sized bedrooms.

    Elizabeth Ferrara Cottage Hill Real Estate

    52 Washington Ave, Winthrop, MA 02152
  • /25

    $474,900 Open Fri 5PM - 6PM

    • 1 Bed
    • 1 Bath
    • 742 Sq Ft

    12 Sewall Ave Unit 3, Winthrop, MA 02152

    Exceptional Opportunity in Winthrop's Premier Location!This is your chance to own a beautiful condo in one of Winthrop's most sought-after areas!We are thrilled to present this stunning, totally renovated 1-bedroom, 1-bathroom condominium, boasting some water views. This beautiful condo has been meticulously transformed to offer the ultimate in modern living, featuring: A brand new kitchen with

    Jorge Betancur Century 21 Mario Real Estate

    12 Sewall Ave Unit 3, Winthrop, MA 02152
  • /26

    $554,900 Open Fri 5PM - 6PM

    • 2 Beds
    • 2 Baths
    • 825 Sq Ft

    12 Sewall Ave Unit 2, Winthrop, MA 02152

    Exceptional Opportunity in Winthrop's Premier Location!This is your chance to own a beautiful condo in one of Winthrop's most sought-after areas!We are thrilled to present this stunning, totally renovated 2-bedroom, 2-bathroom condominium, boasting some water views. This beautiful condo has been meticulously transformed to offer the ultimate in modern living, featuring: A brand new kitchen with

    Jorge Betancur Century 21 Mario Real Estate

    12 Sewall Ave Unit 2, Winthrop, MA 02152
  • /12

    $299,900

    • 2 Beds
    • 1 Bath
    • 610 Sq Ft

    267 Washington Ave Unit 5, Winthrop, MA 02152

    GREAT INVESTMENT OPPORTUNITY OR OWNER OCCUPY......Why rent when this 2 bedroom updated unit can give you a start in homeownership? Conveniently located on the Bus Line to the Blue Line and looking out to the harbor and Lewis Lake with just steps to the ocean! Yes, the beach is at the top of the street. This top floor unit has hardwood floors throughout, pretty set of windows in the living

    Sharon Tallent Compass

    267 Washington Ave Unit 5, Winthrop, MA 02152
  • /35

    $659,000 Open Sat 11AM - 12:30PM

    • 4 Beds
    • 2 Baths
    • 2,054 Sq Ft

    114 Bowdoin St Unit 114, Winthrop, MA 02152

    *Open house 4/26 Saturday 11am to 12:30pm & 4/27 Sunday 2pm to 3:30pm!* Welcome to this Charming coastal condo, just moments away from Winthrop beach! This beautifully updated 4 bedrooms & 2 bathrooms condo has so much to offer, Adorned with gleaming hardwood floors throughout and your very own private deeded outdoor hot tub! The heart of the home is the eat in kitchen with stainless steel

    Joseph Barnes Keller Williams Realty Boston-Metro | Back Bay

    114 Bowdoin St Unit 114, Winthrop, MA 02152
  • /42

    $1,499,900 Open Sun 12PM - 2PM

    • 6 Beds
    • 3 Baths
    • 4,102 Sq Ft

    158 Highland Ave, Winthrop, MA 02152

    Rare opportunity! Well maintained oversized 3-family, in Winthrop's most desirable area "The Highland's." Just steps from the beach, close to schools, shops, and restaurants. Convenient access to bus/train lines. Solid investment! Tons of updates inside & out. Nice corner lot. Each unit features many updates including kitchens & baths. Washer & Dryer in every unit. Huge basement for plenty of

    Anthony Tammaro United Brokers

    158 Highland Ave, Winthrop, MA 02152
  • /42

    $1,099,999

    • 6 Beds
    • 3 Baths
    • 2,916 Sq Ft

    52-54 Bellevue Ave, Winthrop, MA 02152

    Welcome to 52-54 Bellevue Avenue in seaside Winthrop Massachusetts. This Brick Two family in Winthrop's coveted Cottage Park Neighborhood boasts 6 beds and 3 baths with over 3,000sf of living space. Paved driveway with ample parking. Large back yard features an oversized detached garage and an in ground pool with brand new liner. Bi-Level Owner's Unit has had a recent cosmetic overhaul. Refreshed

    Nicholas DiCesare Broad Sound Real Estate, LLC

    52-54 Bellevue Ave, Winthrop, MA 02152
  • /32

    $549,900

    • 2 Beds
    • 2 Baths
    • 773 Sq Ft

    600 Shirley St Unit 3, Winthrop, MA 02152

    “The Cove at 600” was converted in 2022 and is located on the site of the historic Crystal Cove Hotel with breathtaking views of the Boston Skyline and the Atlantic Ocean. Unit 3, located on the side of the building with a private entrance, exclusive use patio and exclusive use deck at the front of the building offers many ways to take in the view and the sea air. The open concept living room and

    Erika Leigh Pereira Gibson Sotheby's International Realty

    600 Shirley St Unit 3, Winthrop, MA 02152
  • /31

    $430,000 Open Mon 12PM - 1PM

    • 1 Bed
    • 2 Baths
    • 604 Sq Ft

    600 Shirley St Unit 1, Winthrop, MA 02152

    WATER VIEWS & PRIVATE DECK! Welcome to The Cove at 600, a premier condominium development in Winthrop, situated on the historic site of the Crystal Cove Hotel. This meticulously renovated first-floor unit features 1 bedroom and 2 baths, epitomizing perfect beach town living. Every detail has been updated finishes, including newer kitchen & bathrooms. Your living room offers stunning water views,

    The Movement Group Compass

    600 Shirley St Unit 1, Winthrop, MA 02152
  • /30

    $699,999

    • 4 Beds
    • 1.5 Baths
    • 2,159 Sq Ft

    167 Winthrop Shore Dr Unit 2, Winthrop, MA 02152

    Enjoy breathtaking ocean views and sunrises in this spacious 4-bedroom condo, situated along Winthrop’s stunning shoreline. Offering the best of beach living just minutes from Boston, this home is a rare gem in one of the area’s most desirable neighborhoods. Step inside to an open floor plan, where large windows frame the sparkling Atlantic, filling the space with natural light. The primary

    Mark Mulkerrin Coldwell Banker Realty - Sharon

    167 Winthrop Shore Dr Unit 2, Winthrop, MA 02152
  • /35

    $1,200,000

    • 6 Beds
    • 3 Baths
    • 2,400 Sq Ft

    1077 Shirley St, Winthrop, MA 02152

    Welcome to 1077-1079 Shirley St, a rare multi-family opportunity in Winthrop’s coveted Point Shirley neighborhood, offering two charming homes just steps from the ocean. Perfect for multi-generational living, investors, or those seeking a flexible coastal lifestyle, this property blends charm, comfort, and stunning ocean views.The main residence features 4 bedrooms and 2 baths, with an inviting

    The Reference Group Reference Real Estate

    1077 Shirley St, Winthrop, MA 02152
  • /14

    $448,900

    • 2 Beds
    • 1 Bath
    • 540 Sq Ft

    1077 Shirley St, Winthrop, MA 02152

    Cozy Beachside Bungalow in Point ShirleyWelcome to your seaside escape! Nestled in the heart of Winthrop’s coveted Point Shirley neighborhood, this charming 2-bedroom, 1-bath bungalow offers the ultimate beach lover’s dream—just steps from the ocean. Enjoy the ease of a private driveway and endless potential to make this cozy retreat truly your own. Whether you're looking for a year-round

    The Reference Group Reference Real Estate

    1077 Shirley St, Winthrop, MA 02152
  • /30

    $570,000

    • 2 Beds
    • 2 Baths
    • 1,640 Sq Ft

    15 Ocean Ave Unit 101, Winthrop, MA 02152

    Experience luxury living in this stunning 2-bedroom, 2-bathroom condo with a rooftop that has unparalleled city views! This noise-controlled unit ensures complete privacy—no sound from neighbors and none escaping from within, providing a peaceful retreat in the heart of the city. Ideally located just minutes from Boston, this prime residence offers easy access to public transportation, top-rated

    Vicky To Amo Realty - Boston City Properties

    15 Ocean Ave Unit 101, Winthrop, MA 02152
  • /39

    $519,900 Open Thu 5PM - 6:30PM

    • 1 Bed
    • 1 Bath
    • 840 Sq Ft

    3 Seal Harbor Rd Unit 434, Winthrop, MA 02152

    EASY, UPSCALE, OCEANFRONT LIVING IN WINTHROP by the SEA, This amazing unit was recently updated and the Open Floor Plan offers a fully applianced Stainless Steel kitchen with quartz counters and recessed lighting. The living room/dining room combo is prefect for entertaining or personal enjoyment with sliders to a balcony overlooking the wide open ocean with its incredible sunrises and the sounds

    Sharon Tallent Compass

    3 Seal Harbor Rd Unit 434, Winthrop, MA 02152
  • /26

    $869,999

    • 4 Beds
    • 2 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 view is different. Featuring beautiful cherry hard wood floors, Family room, Formal dining

    Jim Iannuzzi Century 21 North East

    876 Shirley St Unit 1, Winthrop, MA 02152
  • /35

    $724,900 Open Sun 12:30PM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,417 Sq Ft

    1 Seal Harbor Rd Unit 316, Winthrop, MA 02152

    DON'T MISS OUT ON THIS AMAZING OPPORTUNITY IN WINTHROP'S SEAL HARBOR CONDOMINIUMS....... A SPACIOUS CORNER UNIT WITH A GREAT LAYOUT! This two bedroom two bath unit offers an open floor plan with a huge living room/dining room combo overlooking the ocean! A beautiful eat in kitchen with plenty of cabinets and lots of counter space, stainless steel appliances, recessed lighting and a dining area

    Sharon Tallent Compass

    1 Seal Harbor Rd Unit 316, Winthrop, MA 02152

Frequently Asked Questions

Is Winthrop, MA a safe city?
In general, the safest neighborhoods in Winthrop, MA with lower crime scores are Winthrop Highlands, Winthrop Beach and Cottage Hill.
What are the most popular zip codes in Winthrop, MA?
The most popular zip codes in Winthrop, MA include 02127, 02128, 02116, 02118 and 02135.
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 Point Shirley.
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