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Winthrop, MA Homes for Sale

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  • /25

    $529,000

    • 2 Beds
    • 1 Bath
    • 769 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,

    Agent Photo

    Nicole Bettano

    Lantern Residential

    (857) 420-5091

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

    $829,974

    • 5 Beds
    • 2.5 Baths
    • 2,212 Sq Ft

    19 Moore St, Winthrop, MA 02152

    Rare opportunity just one street from the beach, offering strong rental income potential ideal for investors and owner-occupants alike. This well-maintained two-family offers a flexible layout with a 2-bedroom 1st floor unit and a spacious second unit with 3 bedrooms & 1.5 baths across two levels. The second unit is currently rented for $3,650/month, providing immediate income, while the 1st

    Mission Impossible Team United Brokers

    19 Moore St, Winthrop, MA 02152
  • /19

    $675,000

    • 2 Beds
    • 1 Bath
    • 1,419 Sq Ft

    51 Harbor View Ave Unit 2, Winthrop, MA 02152

    Welcome to The Condos at 51 Harborview, a newly gut-renovated three-unit condominium conversion set high on the hill with panoramic views of the harbor and city skyline. Each residence offers two bedrooms and one bath with brand-new kitchens and baths featuring quartz countertops, tile backsplash, stainless steel appliances, luxury vinyl flooring, and thoughtfully selected finishes

    Susan Doig Donnelly + Co.

    51 Harbor View Ave Unit 2, Winthrop, MA 02152
  • /23

    $624,900

    • 2 Beds
    • 1 Bath
    • 874 Sq Ft

    140 Shirley St Unit 201, Winthrop, MA 02152

    Special Financing Available (30yr Fixed @ 4.25%) on this project for some buyers. 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

    Kovacs Savage Team Byrnes Real Estate Group LLC

    140 Shirley St Unit 201, Winthrop, MA 02152
  • /19

    $530,784

    • 1 Bed
    • 1 Bath
    • 684 Sq Ft

    10 Somerset Ave Unit 401, Winthrop, MA 02152

    Welcome to Unit 401 at The Somerset, a spacious 1-bedroom, 1-bath home with an open-concept layout and a large living and dining area perfect for both everyday living and entertaining. With warmer days ahead, the expansive private deck is set to become a natural extension of the living space for dining, relaxing, and entertaining, all with views overlooking the town center. Inside, enjoy quartz

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 401, Winthrop, MA 02152
  • /9

    $569,000

    • 2 Beds
    • 1 Bath
    • 898 Sq Ft

    10 Somerset Ave Unit 207, Winthrop, MA 02152

    Welcome to Unit 207 at The Somerset—Winthrop’s boutique condo community, where coastal living meets modern design. This spacious 2-bedroom, 1-bath home features an open-concept living and dining area, a well-appointed kitchen with quartz countertops and stainless steel appliances, central A/C, and modern finishes throughout, plus access to a fitness room, elevator, and resident lounge for added

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 207, Winthrop, MA 02152
  • /29

    $649,000

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

    3 Seal Harbor Rd Unit 344, Winthrop, MA 02152

    Situated at the ocean's edge in Winthrop, Seal Harbor is located just fifteen minutes from Boston's financial district. Building is amenity-rich- 24/7 concierge, on-site management, secure underground deeded garage parking, heated outdoor pool with shower, bathrooms, full poolhouse kitchen, outdoor Jacuzzi & 2 gas grills, year-round access to an indoor pool on the 9th floor, complete with

    Mark Carangelo Mark Carangelo

    3 Seal Harbor Rd Unit 344, Winthrop, MA 02152
  • /20

    $549,900

    • 2 Beds
    • 1 Bath
    • 782 Sq Ft

    130 Shirley St Unit 202, Winthrop, MA 02152

    Special Financing Available (30yr Fixed @ 4.25%) on this project for some buyers. Discover the perfect blend of modern design and seaside charm at 130 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

    Kovacs Savage Team Byrnes Real Estate Group LLC

    130 Shirley St Unit 202, Winthrop, MA 02152
  • /18

    $650,000

    • 2 Beds
    • 1 Bath
    • 1,159 Sq Ft

    51 Harbor View Ave Unit 1, Winthrop, MA 02152

    Welcome to The Condos at 51 Harborview, a newly gut-renovated three-unit condominium conversion set high on the hill with panoramic views of the harbor and city skyline. Each residence offers two bedrooms and one bath with brand-new kitchens and baths featuring quartz countertops, tile backsplash, stainless steel appliances, luxury vinyl flooring, and thoughtfully selected finishes

    Susan Doig Donnelly + Co.

    51 Harbor View Ave Unit 1, Winthrop, MA 02152
  • /22

    $649,995

    • 1 Bed
    • 1 Bath
    • 910 Sq Ft

    3 Seal Harbor Rd Unit 133, Winthrop, MA 02152

    Enter coastal luxury living at The Seal Harbor Condominiums! This 1 bed/1 bath unique unit doesn't just offer an unbeatable location- it has been meticulously renovated from top to bottom with premium finishes & custom touches throughout. Updates include new tile flooring, all-new wooden six-panel doors with glass knobs, fully rewired living room, kitchen, and entryway for modern convenience.

    Christine Goldstein Lyv Realty

    3 Seal Harbor Rd Unit 133, Winthrop, MA 02152
  • /16

    $529,000

    • 3 Beds
    • 1 Bath
    • 1,105 Sq Ft

    279 Shirley St Unit 2, Winthrop, MA 02152

    Built in 2023 and still feeling brand new — this 3-bedroom stunner puts you steps from the beach and minutes to Downtown Boston. Sunlight pours across hardwood floors, while the sleek kitchen with white shaker cabinets and high-end appliances anchors the open layout. Central air keeps things comfortable year-round, and deeded off-street parking seals the deal. Coastal living without sacrificing

    Adam Mundt Kingston Real Estate & Management

    279 Shirley St Unit 2, Winthrop, MA 02152
  • /31

    $559,000

    • 1 Bed
    • 1 Bath
    • 774 Sq Ft

    10 Somerset Ave Unit 308, Winthrop, MA 02152

    Welcome to Unit 308 at The Somerset—a premier boutique condo community in the heart of Winthrop. This thoughtfully designed 1 + bedroom features an open-concept kitchen and living area, perfect for entertaining or relaxing, along with a versatile bonus room with a sliding barn door for flexible use. Enjoy quartz countertops, stainless steel appliances, central A/C, and stylish finishes

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 308, Winthrop, MA 02152
  • /20

    $549,000

    • 1 Bed
    • 1 Bath
    • 1,005 Sq Ft

    1 Seal Harbor Rd Unit 701, Winthrop, MA 02152

    Waterfront stunning ocean views from this corner unit with breathtaking sunrises and sunsets. This bright and relaxing 1,005 square foot residence has been lovingly enjoyed by the same owner for 25 years. Spacious living room opened to separate dining room. One bedroom, full bath & generous walk-in closet. Captivating views of the ocean, beach, and boats passing by. Private balcony and

    Peggie Gilbert Coldwell Banker Peggy Carter Team

    1 Seal Harbor Rd Unit 701, Winthrop, MA 02152
  • /4

    $500,000

    • 1 Bed
    • 1 Bath
    • 620 Sq Ft

    86 Undine Ave, Winthrop, MA 02152

    This offering is about the land, the view, and the opportunity to own an affordable single-family property in an exceptional location. Located in Point Shirley, one of Winthrop’s most sought after waterfront neighborhoods, this shovel ready property sits above the Atlantic with wide open views of the ocean, Boston skyline, and the iconic Winthrop water tower. Walkable to the beach, yacht clubs,

    Reserve Team Reference Real Estate

    86 Undine Ave, Winthrop, MA 02152
  • /11

    $1,350,000

    • 3 Beds
    • 2.5 Baths
    • 2,250 Sq Ft

    86 Undine Ave, Winthrop, MA 02152

    This offering is about the land and the view. Located in Point Shirley, one of Winthrop’s most sought after waterfront neighborhoods, this shovel ready site sits above the Atlantic with wide open views of the ocean, Boston skyline, and the iconic Winthrop water tower. Walkable to the beach, yacht clubs, Winthrop Landing, and the ferry, with an easy commute back to the city. The existing structure

    Reserve Team Reference Real Estate

    86 Undine Ave, Winthrop, MA 02152
  • /35

    $650,000

    • 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
  • /15

    $360,000

    • 1 Bed
    • 1 Bath
    • 725 Sq Ft

    203 Winthrop Shore Dr Unit 2, Winthrop, MA 02152

    Oceanfront living just minutes from Boston! This bright first-floor one-bedroom condo sits directly across from Winthrop Beach in a classic seaside building with wraparound porches offering sweeping Atlantic views. With windows on three sides, the 725 sqft home is filled with natural light all day. The living room features hardwood floors and recessed lighting, while the kitchen with white

    Molly Walker Coldwell Banker Realty - Scituate

    203 Winthrop Shore Dr Unit 2, Winthrop, MA 02152
  • /21

    $700,000

    • 3 Beds
    • 2.5 Baths
    • 2,278 Sq Ft

    1080 Shirley St, Winthrop, MA 02152

    1080 Shirley St presents a rare two-family property with two separate structures, offering exceptional flexibility for owner-occupants or investors seeking strong rental potential. Ideally located just steps from the ocean in Winthrop, the property enjoys beautiful water views and a true coastal setting. The front unit features a spacious sunroom that fills the home with natural light, along with

    Reserve Team Reference Real Estate

    1080 Shirley St, Winthrop, MA 02152
  • /38

    $705,000

    • 3 Beds
    • 1.5 Baths
    • 1,764 Sq Ft

    960 Shirley St, Winthrop, MA 02152

    Saturday open house cancelled due to weather! This well-maintained 3-bedroom, 2-bath home offers comfortable living in a prime Winthrop location. The freshly painted interior features large, well-proportioned rooms throughout. A fully finished lower level adds valuable living space, while the converted garage provides a unique bar and entertainment area. The private, fully fenced patio is perfect

    Bridget Conroy Coldwell Banker Realty - Milton

    960 Shirley St, Winthrop, MA 02152
  • /4

    $500,000

    • Land
    • 0.09 Acre
    • $5,555,556 per Acre

    86L Undine Ave, Winthrop, MA 02152

    This offering is about the land and the view. Located in Point Shirley, one of Winthrop’s most sought after waterfront neighborhoods, this shovel ready site sits above the Atlantic with wide open views of the ocean, Boston skyline, and the iconic Winthrop water tower. Walkable to the beach, yacht clubs, Winthrop Landing, and the ferry, with an easy commute back to the city. The existing structure

    Reserve Team Reference Real Estate

    86L Undine Ave, Winthrop, MA 02152
  • /10

    $399,000

    • 1 Bed
    • 1 Bath
    • 546 Sq Ft

    10 Somerset Ave Unit 304, Winthrop, MA 02152

    LAST STUDIO! Unit 304 at The Somerset—a premier boutique condo community in the heart of Winthrop. This thoughtfully designed studio features an open-concept kitchen and living area, perfect for entertaining or relaxing, along with a versatile bonus room with a sliding barn door for flexible use. Enjoy quartz countertops, stainless steel appliances, central A/C, and stylish finishes throughout.

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 304, Winthrop, MA 02152
  • /11

    $340,000

    • 2 Beds
    • 1 Bath
    • 772 Sq Ft

    800 Governors Dr Unit 6, Winthrop, MA 02152

    Located at 800 Governors Dr U:6 in the charming coastal community of Winthrop, Massachusetts, this condominium presents an inviting home, ready to move in and enjoy. This residence offers a delightful opportunity to experience comfortable living in a convenient setting. The kitchen stands as a testament to thoughtful design, featuring elegant stone countertops complemented by stylish shaker

    Fiorella Marte StartPoint Realty

    800 Governors Dr Unit 6, Winthrop, MA 02152
  • /14

    $410,000

    • 1 Bed
    • 2 Baths
    • 604 Sq Ft

    600 Shirley St Unit 1, Winthrop, MA 02152

    $6,000 closing cost credit to buyer!!! 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

    The Movement Group Compass

    600 Shirley St Unit 1, Winthrop, MA 02152
  • /21

    $1,030,000

    • 2 Beds
    • 2 Baths
    • 1,975 Sq Ft

    550 Pleasant St Unit 506, Winthrop, MA 02152

    Penthouse Waterfront Luxury at Atlantis Marina – Oversized Boat Slip Included!Experience sophisticated coastal living in this stunning top-floor corner penthouse at Atlantis Marina, offering sweeping water views and panoramic Boston skyline vistas. This rare fifth-floor residence combines luxury, space, and an unbeatable location in the charming seaside town of Winthrop.This exceptional

    Jessica Pumphret Blue Sky Realty

    550 Pleasant St Unit 506, Winthrop, MA 02152
  • /16

    $1,050,000

    • 2 Beds
    • 2.5 Baths
    • 1,785 Sq Ft

    1001 Shirley St Unit 5, Winthrop, MA 02152

    Welcome to Unit 5 at The Pearl, a boutique coastal residence at 1001 Shirley Street, where refined design meets oceanfront living. This thoughtfully crafted home offers sweeping Atlantic views and a private ocean facing balcony, creating a daily connection to the water that few properties can match. Inside, the space is defined by clean architectural lines, generous ceiling height, and a layout

    Reserve Team Reference Real Estate

    1001 Shirley St Unit 5, Winthrop, MA 02152
  • /14

    $849,999

    • 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. Featuring beautiful cherry hard wood floors, Family room, Formal dining room, ( Living room-could be master

    Jim Iannuzzi Amo Realty - Boston City Properties

    876 Shirley St Unit 1, Winthrop, MA 02152
  • /23

    $749,900

    • 2 Beds
    • 2 Baths
    • 1,113 Sq Ft

    140 Shirley St Unit 310, Winthrop, MA 02152

    Special Financing Available (30yr Fixed @ 5.75% No PMI). 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.

    Kovacs Savage Team Byrnes Real Estate Group LLC

    140 Shirley St Unit 310, Winthrop, MA 02152
  • /27

    $1,280,000

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

    47 Bellevue Ave, Winthrop, MA 02152

    Introducing coastal living in this luxurious two-family home set on one of Winthrop’s most exclusive seaside streets. Just minutes from downtown Boston, this rare offering blends high-end finishes with exceptional investment potential. Additional in-law/guest suite possibilities create the opportunity for a dynamic property with multiple income streams or an elegant multigenerational retreat.

    Jessica Pumphret Blue Sky Realty

    47 Bellevue Ave, Winthrop, MA 02152
  • /11

    $512,250

    • 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. The kitchen blends style and functionality with quartz countertops and stainless steel appliances. Enjoy a pet-friendly building, a fitness studio,

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 405, 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

    Kovacs Savage Team Byrnes Real Estate Group LLC

    129 Strandway, Winthrop, MA 02152
  • /29

    $389,900

    • 1 Bed
    • 2 Baths
    • 585 Sq Ft

    600 Shirley St Unit 4, Winthrop, MA 02152

    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 DEEDED PARKING SPOTS. ENJOY YOUR IN UNIT LAUNDRY AND EXCLUSIVE REAR PATIO ON

    Peggy Pratt Century 21 North East

    600 Shirley St Unit 4, Winthrop, MA 02152
  • /19

    $519,000

    • 1 Bed
    • 1 Bath
    • 947 Sq Ft

    1 Seal Harbor Rd Unit 210, Winthrop, MA 02152

    This move in unit is waiting for you! Unit 210 has an unobstructed view of the ocean and the town of Nahant. as well as a long expanse of lawn and the gazebo. Enjoy your beautiful fully applianced custom kitchen with granite counters and stainless steel appliances , in unit laundry and full bath The hardwood floors throughout add to the value of this condo and the open floor living room/dining

    James Lonergan Lonergan Real Estate

    1 Seal Harbor Rd Unit 210, Winthrop, MA 02152
  • /33

    $469,000

    • 1 Bed
    • 1 Bath
    • 955 Sq Ft

    66 Plummer Ave Unit 3, Winthrop, MA 02152

    Live the seaside lifestyle you’ve been looking for in this sun-filled, updated condo offering over 900 sq ft of comfortable living space in one of Winthrop’s most desirable neighborhoods. Brand-new flooring throughout the kitchen, dining, and living areas, creating a clean, modern flow. The kitchen offers white cabinetry, a walk-in pantry, and brand-new appliances. The oversized bedroom with

    Esmerlyn Diaz eXp Realty

    66 Plummer Ave Unit 3, Winthrop, MA 02152
  • /25

    $1,125,000

    • 2 Beds
    • 2.5 Baths
    • 1,978 Sq Ft

    1001 Shirley St Unit 1, Winthrop, MA 02152

    As the flagship residence at The Pearl, Unit 1 showcases one of the most spacious layouts in the collection, blending ocean views with striking modern details. Steps from the shoreline in Winthrop’s Point Shirley, it spans two levels with hardwood floors, soaring cathedral beamed ceilings, and a fireplace that anchors the living room while a second warms the primary suite. The chef’s kitchen is

    Reserve Team Reference Real Estate

    1001 Shirley St Unit 1, Winthrop, MA 02152
  • /15

    $399,000

    • 1 Bed
    • 1 Bath
    • 702 Sq Ft

    247 Washington Ave Unit 10, Winthrop, MA 02152

    Rare opportunity to own a harbor front condo with beautiful marina and water views in desirable Winthrop. This bright second-floor unit features an open layout and updated kitchen with granite countertops, stainless steel appliances, recessed lighting, and a peninsula that opens to the living area. Sliding glass doors lead to a private balcony overlooking the water, perfect for relaxing and

    Reserve Team Reference Real Estate

    247 Washington Ave Unit 10, Winthrop, MA 02152
  • /21

    $939,900

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

    1001 Shirley St Unit 3, Winthrop, MA 02152

    Once a cornerstone of the Point Shirley community, this former church has been completely reimagined into five striking townhomes that blend architectural soul with modern precision. The Pearl is a bold statement... Thoughtful design, coastal light, and space that actually feels like home. Unit 3 offers over 1,500 square feet across two levels with an open main floor that feels expansive but

    Reserve Team Reference Real Estate

    1001 Shirley St Unit 3, 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 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, 01908 and 02150.
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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