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Winthrop, MA Homes for Sale

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  • /19

    $545,701 Open Fri 12PM - 1:30PM

    • 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
  • /23

    $559,000

    • 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
  • /21

    $549,900 Open Sat 10AM - 11:30AM

    • 2 Beds
    • 1 Bath
    • 782 Sq Ft

    140 Shirley St Unit 202, Winthrop, MA 02152

    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 and high-end finishes. Inside, you’ll find engineered hardwood flooring, recessed

    Kovacs Savage Team Byrnes Real Estate Group LLC

    140 Shirley St Unit 202, Winthrop, MA 02152
  • /11

    $598,395 Open Fri 12PM - 1:30PM

    • 2 Beds
    • 2 Baths
    • 832 Sq Ft

    10 Somerset Ave Unit 204, Winthrop, MA 02152

    Welcome to Unit 204 at The Somerset—Winthrop’s premier boutique condo community where coastal charm meets modern design. This spacious 1+-bed, 1-bath home features an open-concept layout with a large living/dining area perfect for entertaining or relaxing and an exterior private balcony. A generous kitchen island anchors the space and faces the front of the building, inviting natural light and a

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 204, Winthrop, MA 02152
  • /31

    $499,900

    • 2 Beds
    • 2 Baths
    • 800 Sq Ft

    35 Somerset Ave Unit 6, Winthrop, MA 02152

    UPSCALE 2 BEDROOM, 2 BATH TOP FLOOR UNIT WITH ROOFTOP EXCLUSIVE OUTDOOR DECK......A two year old renovation and a must see! Bright sun-filled condo with a spacious kitchen/living room combo with plenty of cabinets and huge center island with pretty pendant lighting......perfect for entertaining and personal enjoyment. Two large bedrooms, one a main suite with it's own full bath and the other bath

    Sharon Tallent Compass

    35 Somerset Ave Unit 6, Winthrop, MA 02152
  • /19

    $539,000

    • 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 Open Sat 12PM - 1PM

    • 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
  • /42

    $1,785,000

    • 8 Beds
    • 6.5 Baths
    • 5,362 Sq Ft

    201 Cliff Ave, Winthrop, MA 02152

    Rare opportunity to own a spacious waterfront duplex offering versatility, income potential, and breathtaking coastal living just minutes from Boston and Logan Airport. This well-designed property features 4+ bedrooms with finished lower levels on each side, each offering three additional rooms--ideal for extended family, home offices, or flexible living space. With potential for an additional

    Connie Doto Connie Doto Realty Group

    201 Cliff Ave, 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
  • /24

    $1,300,000

    • 8 Beds
    • 3 Baths
    • 3,708 Sq Ft

    37 Trident Ave, Winthrop, MA 02152

    Winthrop -Hard to Find 3 Family Home - Ocean views from this 3 -Family Home located on quiet one-way street with short walk to the ocean in Winthrop. The first floor unit has kitchen, living room, 2 bedrooms & 1 bath. The second floor unit has kitchen, living room, 3 Bedrooms, 1 bath, washer & dryer in unit. The third floor unit has kitchen, living room, 2 bedrooms, office or den, 1 bath, washer

    David Parish Connor Real Estate

    37 Trident 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
  • /16

    $369,900 Open Sat 11AM - 12:30PM

    • 2 Beds
    • 1 Bath
    • 667 Sq Ft

    53 Trident Ave Unit 103, Winthrop, MA 02152

    Coastal living in Winthrop! This 2 bed 1 bath condo offers many updates including NEW roof and siding (2025), NEW furnace for gas cooking (2024). Additional conveniences include, in-unit laundry 2023, and 1 off street parking spot! Located just steps away from the shoreline, beaches, local restaurants, and Winthrop's vibrant coastal community. Showings begin at open houses Saturday 12/6 11-1230

    Shawna Young Donahue Real Estate Co.

    53 Trident Ave Unit 103, Winthrop, MA 02152
  • /39

    $1,699,900

    • 5 Beds
    • 4 Baths
    • 3,866 Sq Ft

    144 Quincy Ave, Winthrop, MA 02152

    Welcome to the Highlands, Winthrop’s most coveted neighborhood where modern design meets sweeping Boston views. This renovated home rises high on the hill with sunlit interiors, wide white oak floors, and timeless details throughout. The main level offers an open layout with a living room and fireplace, Thermador-Pro kitchen with island, beverage bar, and pantry, plus a dining area that opens to

    Leighann Eruzione Lantern Residential

    144 Quincy Ave, Winthrop, MA 02152
  • /20

    $400,000

    • 2 Beds
    • 1 Bath
    • 662 Sq Ft

    53 Trident Ave Unit 204, Winthrop, MA 02152

    Ideally situated just a few homes from the beach, this two-bedroom, pet-friendly condo offers the perfect opportunity to enjoy coastal living in Winthrop. Thoughtfully updated and well maintained, the home blends modern comforts with an unbeatable seaside location. This home features a refreshed kitchen with brand-new stainless steel appliances and a stylish tile backsplash. One of the bedrooms

    Domenico Barbuto DJB Realty Corporation

    53 Trident Ave Unit 204, Winthrop, MA 02152
  • /38

    $710,000

    • 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 Open Fri 12PM - 1:30PM

    • 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
  • /27

    $799,900

    • 4 Beds
    • 2 Baths
    • 2,103 Sq Ft

    56 Main St, Winthrop, MA 02152

    OPPORTUNITY KNOCKS.......Two family with large yard is located right on the bus line with a very short ride to the T to Boston. There are 6 off street parking spaces! Some renovations as of 2001. The owner's unit is on the second and third floors with an open floor plan and lots of natural lighting. It contains a living room, dining area, kitchen, bath and one bedroom. The top floor consists of a

    Sharon Tallent Compass

    56 Main St, Winthrop, MA 02152
  • /41

    $1,799,000

    • 6 Beds
    • 3.5 Baths
    • 4,455 Sq Ft

    191 Cottage Park Rd, Winthrop, MA 02152

    One of a kind! Queen Anne Victorian. Two blocks from Cottage Park Yacht Club. Over 4,400 square feet of living space with 6 bedrooms, 3.5 fully renovated baths, 2nd floor laundry room and 2 finished basement rooms. Stunning details include high ceilings, hand carved newel posts and mantels, 3 Chelsea tile fireplaces, oak flooring and woodworking, wainscoted staircases, window seat, pocket doors,

    Anthony Giacalone Tony's Realty

    191 Cottage Park Rd, Winthrop, MA 02152
  • /21

    $1,030,000 Open Sun 11AM - 12PM

    • 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
  • /30

    $1,280,000

    • 6 Beds
    • 3.5 Baths
    • 3,093 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
  • /31

    $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
  • /15

    $1,300,000

    • 7 Beds
    • 4 Baths
    • 3,688 Sq Ft

    10-12 Charles St, Winthrop, MA 02152

    Well-located 4-family investment property in the heart of Winthrop’s Cottage Hill neighborhood. 10–12 Charles Street offers four separately metered units totaling 3,688 square feet on a 6,127 sq ft lot, with strong in-place income and upside. The unit mix consists of two larger units and two one-bedroom units, appealing to both long-term renters and owner-occupants seeking supplemental income.

    Reserve Team Reference Real Estate

    10-12 Charles St, Winthrop, MA 02152
  • /31

    $1,125,000

    • 4 Beds
    • 2 Baths
    • 2,908 Sq Ft

    169 Grovers Ave, Winthrop, MA 02152

    First time on the market in more than 50 years. Enjoy gorgeous water views from this extra spacious 2 family home located in sought after Highlands neighborhood. Unit 1 features 5 rooms, including a large L-shaped living room with fireplace, formal dining room with china cabinet, eat-in kitchen, 2 bedrooms, full bath and front and rear porches. Unit 2 features a big living room with fireplace,

    John Bethoney Discover Properties

    169 Grovers Ave, Winthrop, MA 02152
  • /14

    $1,250,000

    • 6 Beds
    • 3.5 Baths
    • 4,062 Sq Ft

    22 Upland Rd, Winthrop, MA 02152

    In the sought after Winthrop HIGHLANDS you'll find this quality built THREE FAMILY home. This is your opportunity to become an owner occupied investor! Each unit features a comfortable layout with a generous amount of natural light and functional living spaces. The first floor has three bedrooms, second floor one and the third unit is on two levels with two bedrooms. The property has been well

    Mary Ann Cash Charlesgate Realty Group, llc

    22 Upland Rd, 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

    $399,900

    • 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
  • /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
  • /18

    $799,000

    • 5 Beds
    • 2 Baths
    • 1,655 Sq Ft

    62 Cottage Ave, Winthrop, MA 02152

    Welcome to 62 Cottage Ave, a charming Colonial-style single-family home located in Winthrop’s highly desirable Cottage Hill neighborhood. The first floor features an open-concept layout with a spacious, updated kitchen showcasing quartz countertops, stainless steel appliances, and ample cabinetry. Also on the main level are a full bathroom, living room and a bedroom with a walk-in closet.Second

    Michelle Pena Pena Realty Corporation

    62 Cottage Ave, Winthrop, MA 02152
  • /21

    $449,900 Open Sat 10AM - 11:30AM

    • 1 Bed
    • 1 Bath
    • 611 Sq Ft

    140 Shirley St Unit 204, Winthrop, MA 02152

    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 one-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 Savage Team Byrnes Real Estate Group LLC

    140 Shirley St Unit 204, 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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