7,512

Winthrop, MA Homes

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  • 148 Winthrop Shore Dr Unit 5, Winthrop, MA 02152
    148 Winthrop Shore Dr Unit 5, Winthrop, MA 02152
    148 Winthrop Shore Dr Unit 5, Winthrop, MA 02152
    /21

    $669,009

    • 2 Beds
    • 2 Baths
    • 971 Sq Ft

    148 Winthrop Shore Dr Unit 5, Winthrop, MA 02152

    Welcome to your slice of coastal paradise just outside of Boston. Nestled in the quaint seaside town of Winthrop, this stunning condo offers an unparalleled living experience with exceptional water views.Step inside to discover a meticulously designed space, with an open-concept layout that seamlessly blends the living, dining, and kitchen areas, creating an inviting atmosphere flooded with

    Agent Photo

    Nicole Bettano

    Lantern Residential

    (617) 618-6576

    148 Winthrop Shore Dr Unit 5, Winthrop, MA 02152
  • 700 Governors Dr Unit 17, Winthrop, MA 02152
    700 Governors Dr Unit 17, Winthrop, MA 02152
    700 Governors Dr Unit 17, Winthrop, MA 02152
    /8

    $2,500 total monthly price

    • 2 Beds
    • 1 Bath
    • 811 Sq Ft
    • Condo for Rent

    700 Governors Dr Unit 17, Winthrop, MA 02152

    Welcome to 700 Governors Park, Unit 17, Heating and hot Water included — a charming, well-maintained condo located in one of Winthrop’s most desirable and established communities. This inviting unit offers comfortable living with access to excellent amenities, including a beautifully kept outdoor pool, perfect for relaxing and enjoying the summer months.Ideally situated near public

    Agent Photo

    Jorge Betancur

    Century 21 Mario Real Estate

    (617) 658-4038

    700 Governors Dr Unit 17, Winthrop, MA 02152
  • 59 Crescent St, Winthrop, MA 02152
    59 Crescent St, Winthrop, MA 02152
    59 Crescent St, Winthrop, MA 02152
    /30

    $740,000 Sold Nov 05, 2025

    • 1,716 Sq Ft
    • $431/SF
    • 7 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1895

    59 Crescent St, Winthrop, MA 02152

    Welcome to 59 Crescent St in Winthrop. This well-kept bungalow offers 1,716 square feet of living space with 3 bedrooms and 2.5 bathrooms. The first floor includes a large living room with skylights, bay windows, hardwood floors, and recessed lighting, a dining area, and an updated kitchen with granite counters, stainless steel appliances, and a gas stove. Upstairs, you will find comfortable

    The Reference Group Reference Real Estate

    59 Crescent St, Winthrop, MA 02152
    • 62 Park Ave Unit 1, Winthrop, MA 02152
      62 Park Ave Unit 1, Winthrop, MA 02152
      62 Park Ave Unit 1, Winthrop, MA 02152
      /16

      Est $501,201 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,050 Sq Ft

      62 Park Ave Unit 1, Winthrop, MA 02152

      62 Park Ave Unit 1, Winthrop, MA 02152
  • 16 Woodside Park, Winthrop, MA 02152
    16 Woodside Park, Winthrop, MA 02152
    16 Woodside Park, Winthrop, MA 02152
    /10

    $719,900 Open Sat 12PM - 1:30PM

    • 3 Beds
    • 1 Bath
    • 1,654 Sq Ft

    16 Woodside Park, Winthrop, MA 02152

    Discover the charm of the highly sought-after Woodside Park neighborhood! Homes in this area rarely become available, making this opportunity truly special. Nestled in a picturesque setting that evokes a sense of nostalgia, this late 1800's 3-bedroom Farmhouse Colonial captivates with its enchanting Winthrop harbor views from a welcoming veranda. The home features hardwood floors throughout, a

    James Polino Compass

    16 Woodside Park, Winthrop, MA 02152
  • 143 Grovers Ave Unit 143, Winthrop, MA 02152
    143 Grovers Ave Unit 143, Winthrop, MA 02152
    143 Grovers Ave Unit 143, Winthrop, MA 02152
    /19

    $5,500 total monthly price

    • 3 Beds
    • 3 Baths
    • 2,400 Sq Ft
    • Apartment for Rent

    143 Grovers Ave Unit 143, Winthrop, MA 02152

    Beautiful Luxury 3 Bedrooms, 3 Baths Waterfront Townhouse For Rent - This Townhome Features: Fully Appliance Kitchen With Stainless Steel Appliances, Granite Counter-tops, Custom Cabinets, Gleaming Brazilian Cherry Hardwood Floors, Gas Fireplace, 3 Bedrooms With 2 Of them Having Master Suites With Bathroom, Large Jacuzzi and Walk-In Closets; Central Dual A/C & Heating Systems, Lots of Windows, 2

    Agent Photo

    Herman Davis

    Metro North Realty, LLC

    (617) 545-0569

    143 Grovers Ave Unit 143, Winthrop, MA 02152
  • 54 Villa Ave Unit 2, Winthrop, MA 02152
    54 Villa Ave Unit 2, Winthrop, MA 02152
    54 Villa Ave Unit 2, Winthrop, MA 02152
    /25

    $839,900 Sold Nov 05, 2025

    • 2,115 Sq Ft
    • $397/SF
    • 54 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2019

    54 Villa Ave Unit 2, Winthrop, MA 02152

    Modern 2019 move-in ready townhouse with coastal charm! This meticulously crafted 3-bedroom, 2.5-bathroom home brimming with natural light and coastal charm with features such as soaring ceilings, walls of windows, and an open floor plan. Key Features: • Statement gas fireplace as living room focal point • Designer kitchen with premium appliances • Private backyard with dedicated driveway parking

    The Reference Group Reference Real Estate

    54 Villa Ave Unit 2, Winthrop, MA 02152
    • 148 Winthrop Shore Dr Unit 2, Winthrop, MA 02152
      148 Winthrop Shore Dr Unit 2, Winthrop, MA 02152
      148 Winthrop Shore Dr Unit 2, Winthrop, MA 02152
      /20

      Est $461,440 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 738 Sq Ft

      148 Winthrop Shore Dr Unit 2, Winthrop, MA 02152

      148 Winthrop Shore Dr Unit 2, Winthrop, MA 02152
  • 10 Somerset Ave Unit 204, Winthrop, MA 02152
    10 Somerset Ave Unit 204, Winthrop, MA 02152
    10 Somerset Ave Unit 204, Winthrop, MA 02152
    /13

    $598,395 Open Thu 5PM - 6:30PM

    • 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
  • 38 Hawthorn Ave Unit 1, Winthrop, MA 02152
    38 Hawthorn Ave Unit 1, Winthrop, MA 02152
    38 Hawthorn Ave Unit 1, Winthrop, MA 02152
    /16

    $3,200 total monthly price

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Apartment for Rent

    38 Hawthorn Ave Unit 1, Winthrop, MA 02152

    Renovated First floor apartment with its own entrance door for rent near Winthrop Beach! The unit features large 3 bedrooms, new bathroom, eat-in kitchen with pantry, living and formal dining room. The unit offers hardwood floors, high ceiling, recessed lighting, and front & back porches. Steps to Winthrop beach and transportation and quick access to major highways. The apartment is ready for

    Agent Photo

    Saul Perlera

    Perlera Real Estate

    (617) 581-0830

    38 Hawthorn Ave Unit 1, Winthrop, MA 02152
  • 44 Birch Rd, Winthrop, MA 02152
    44 Birch Rd, Winthrop, MA 02152
    44 Birch Rd, Winthrop, MA 02152
    /32

    $900,000 Sold Nov 04, 2025

    • 1,883 Sq Ft
    • $478/SF
    • 7 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1923

    44 Birch Rd, Winthrop, MA 02152

    Borrowing inspiration from Nantucket and Martha's Vineyard, this single family home in the seaside town of Winthrop is a classic coastal New England residence. Recently renovated, this three bedroom, two bath home is impeccably designed; from the fireplace that first greets you in the living room to the soaking tub in the spa-like bathroom. An overly spacious kitchen with quartz countertops and

    Ed Deveau Century 21 Mario Real Estate

    44 Birch Rd, Winthrop, MA 02152
    • 88 Winthrop St, Winthrop, MA 02152
      88 Winthrop St, Winthrop, MA 02152
      88 Winthrop St, Winthrop, MA 02152
      /28

      Est $669,094 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,668 Sq Ft

      88 Winthrop St, Winthrop, MA 02152

      88 Winthrop St, Winthrop, MA 02152
  • 1 Seal Harbor Rd Unit 415, Winthrop, MA 02152
    1 Seal Harbor Rd Unit 415, Winthrop, MA 02152
    1 Seal Harbor Rd Unit 415, Winthrop, MA 02152
    /42

    $575,000 Open Sat 11AM - 1PM

    • 2 Beds
    • 2 Baths
    • 1,203 Sq Ft

    1 Seal Harbor Rd Unit 415, Winthrop, MA 02152

    Welcome Home to 1 Seal Harbor! Enjoy the ease of coastal living in this beautiful 2-bed, 2-bath corner unit designed for comfort and convenience. Offering a bright, open space, this home features a private balcony with ocean views—perfect for morning coffee or relaxing at sunset. The spacious primary suite offers an en-suite bath and expansive walk-in closet. Freshly painted with new carpet in

    Camilo & Co. Group Realty One Group Nest

    1 Seal Harbor Rd Unit 415, Winthrop, MA 02152
  • 6 Edgehill Rd Unit 1, Winthrop, MA 02152
    6 Edgehill Rd Unit 1, Winthrop, MA 02152
    6 Edgehill Rd Unit 1, Winthrop, MA 02152
    /14

    $4,250 per month plus fees

    • 4 Beds
    • 2 Baths
    • Condo for Rent

    6 Edgehill Rd Unit 1, Winthrop, MA 02152

    This nice 4 Bedrooms 2 Bath place in the WINTHROP area is available for Now. Included Features are: Balcony, and Laundry in Unit.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the properties reflect

    6 Edgehill Rd Unit 1, Winthrop, MA 02152
  • 42 Harbor View Ave Unit 2, Winthrop, MA 02152
    42 Harbor View Ave Unit 2, Winthrop, MA 02152
    42 Harbor View Ave Unit 2, Winthrop, MA 02152
    /24

    $585,000 Sold Nov 03, 2025

    • 1,166 Sq Ft
    • $502/SF
    • 21 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1903

    42 Harbor View Ave Unit 2, Winthrop, MA 02152

    Live by the water and soak in ocean, harbor, and Boston skyline views from this renovated 3-bed, 1.5-bath condo on Cottage Hill! Spanning the full second floor with 1,165 sf, this sunlit home features double bay windows, hardwood floors, and an open layout for easy living and entertaining. The updated kitchen boasts gas cooking, granite counters, and stainless appliances. Enjoy central AC,

    Randall Horn Entourage Realty LLC

    42 Harbor View Ave Unit 2, Winthrop, MA 02152
    • 142 Pleasant St Unit 13, Winthrop, MA 02152
      142 Pleasant St Unit 13, Winthrop, MA 02152
      142 Pleasant St Unit 13, Winthrop, MA 02152
      /27

      Est $607,919 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,134 Sq Ft

      142 Pleasant St Unit 13, Winthrop, MA 02152

      142 Pleasant St Unit 13, Winthrop, MA 02152
  • 19 Pleasant Park Rd, Winthrop, MA 02152
    19 Pleasant Park Rd, Winthrop, MA 02152
    19 Pleasant Park Rd, Winthrop, MA 02152
    /36

    $728,900 Open Sun 11AM - 12:30PM

    • 3 Beds
    • 1.5 Baths
    • 1,325 Sq Ft

    19 Pleasant Park Rd, Winthrop, MA 02152

    Welcome to 19 Pleasant Park Road - a beautifully updated coastal retreat that blends timeless character with modern comfort. Step inside to discover warm hardwood floors, sun-filled rooms, and a layout designed for easy everyday living. The inviting dining room flows seamlessly into the living space, while the updated kitchen features stainless steel appliances and classic white cabinetry. Both

    Laura Cohron Fiv Realty Co.

    19 Pleasant Park Rd, Winthrop, MA 02152
  • 95 Hermon St Unit 1, Winthrop, MA 02152
    95 Hermon St Unit 1, Winthrop, MA 02152
    95 Hermon St Unit 1, Winthrop, MA 02152
    /7

    $3,500 total monthly price

    • 3 Beds
    • 1 Bath
    • 1,150 Sq Ft
    • Apartment for Rent

    95 Hermon St Unit 1, Winthrop, MA 02152

    Spacious and bright deleaded 3-bedroom apartment located in the heart of Winthrop Center! This large second floor apartment offers the perfect blend of comfort and convenience—just steps from schools, parks, shopping, and restaurants.Enjoy an oversized master bedroom with access to a private balcony, ideal for morning coffee or evening relaxation. The large eat-in kitchen provides plenty of room

    Erica Gore Century 21 Seaport

    95 Hermon St Unit 1, Winthrop, MA 02152
  • 26 Forrest St Unit 3, Winthrop, MA 02152
    26 Forrest St Unit 3, Winthrop, MA 02152
    26 Forrest St Unit 3, Winthrop, MA 02152
    /21

    $462,000 Sold Nov 03, 2025

    • 1,325 Sq Ft
    • $349/SF
    • 6 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1890

    26 Forrest St Unit 3, Winthrop, MA 02152

    Experience coastal living in this spacious 3-bedroom, 1-bath top-floor unit in desirable Winthrop, MA. Offering over 1,300 sq. ft. of living space, this home features the convenience of in-unit laundry, two private decks and two dedicated parking spaces. Enjoy ocean views from your private deck while sipping your morning coffee. Recent updates include, newer windows, newer roof, new oil tank and

    Richard Harkins EWK Realty

    26 Forrest St Unit 3, Winthrop, MA 02152
    • 142 Pleasant St Unit 6, Winthrop, MA 02152
      142 Pleasant St Unit 6, Winthrop, MA 02152
      142 Pleasant St Unit 6, Winthrop, MA 02152
      /30

      Est $656,460 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,404 Sq Ft

      142 Pleasant St Unit 6, Winthrop, MA 02152

      142 Pleasant St Unit 6, Winthrop, MA 02152
  • 5 Quincy Ave, Winthrop, MA 02152
    5 Quincy Ave, Winthrop, MA 02152
    5 Quincy Ave, Winthrop, MA 02152
    /41

    $950,000

    • 3 Beds
    • 2 Baths
    • 2,820 Sq Ft

    5 Quincy Ave, Winthrop, MA 02152

    Welcome to 5 Quincy Avenue, an architecturally stunning Bungalow located in Winthrop's highly sought-after Highlands neighborhood . This sun-filled 3-bedroom, 2-bath Craftsman home has an open-concept living and dining area featuring original rich oak woodwork, built-in cabinets, hardwood floors, decorative molding, wainscoting, and a fireplace. The renovated eat-in kitchen, equipped with

    William Raye William Raveis R.E. & Home Services

    5 Quincy Ave, Winthrop, MA 02152
  • 141 Grovers Ave, Winthrop, MA 02152
    141 Grovers Ave, Winthrop, MA 02152
    141 Grovers Ave, Winthrop, MA 02152
    /20

    $5,500 per month plus fees

    • 3 Beds
    • 3 Baths
    • 2,400 Sq Ft
    • Townhouse for Rent

    141 Grovers Ave, Winthrop, MA 02152

    Gorgeous Water-Front Luxury 3 Bedrooms, 3 Baths Townhouse For Rent FEATURES:2400 Square Feet Of Beautiful Living SpaceStainless Steel Appliances (stove/refrigerator/dishwasher/microwave)Granite Counter-tops & Kitchen IslandElegant Cherry Cabinets Gleaming Hardwood Floor & Ceramic Tile FloorsCentral Heating And Air-ConditioningFire Place, High

    141 Grovers Ave, Winthrop, MA 02152
  • 12 Winthrop St, Winthrop, MA 02152
    12 Winthrop St, Winthrop, MA 02152
    12 Winthrop St, Winthrop, MA 02152
    /42

    $880,000 Sold Oct 29, 2025

    • 1,905 Sq Ft
    • $462/SF
    • 24 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1900

    12 Winthrop St, Winthrop, MA 02152

    THIS INCREDIBLE AND PRIVATE LOCATION OFFERS SO MUCH NATURAL BEAUTY........Stunning Winthrop harbor views from this totally renovated 3 BR, 2 full bath seaside single with garage. Quality upgrades, Open Floor plan, crown moldings, stunning accent wall and amazing oversized windows that invite in amazing views and natural sunlight! Beautiful quartz kitchen with dual cabinet colors, Stainless

    Sharon Tallent Compass

    12 Winthrop St, Winthrop, MA 02152
    • 46 Jefferson St Unit 1, Winthrop, MA 02152
      46 Jefferson St Unit 1, Winthrop, MA 02152
      46 Jefferson St Unit 1, Winthrop, MA 02152
      /37

      Est $589,647 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,320 Sq Ft

      46 Jefferson St Unit 1, Winthrop, MA 02152

      46 Jefferson St Unit 1, Winthrop, MA 02152
  • 10 Somerset Ave Unit 308, Winthrop, MA 02152
    10 Somerset Ave Unit 308, Winthrop, MA 02152
    10 Somerset Ave Unit 308, Winthrop, MA 02152
    /31

    $599,000 Open Thu 5PM - 6:30PM

    • 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
  • 5 Fremont St Unit 301, Winthrop, MA 02152
    5 Fremont St Unit 301, Winthrop, MA 02152
    5 Fremont St Unit 301, Winthrop, MA 02152
    /18

    $3,600 total monthly price

    • 3 Beds
    • 2 Baths
    • 9,999 Sq Ft
    • Apartment for Rent

    5 Fremont St Unit 301, Winthrop, MA 02152

    Available December 1. Beautifully updated sunny 3-bedroom 2-bathroom apartment located in an elevator building featuring a spacious living area and a modern kitchen outfitted with sleek stainless-steel appliances. Three queen sized bedroom with generous closet space. Stay comfortable all year with high-efficiency mini-split heating and cooling. Located in the vibrant heart of Winthrop, you're

    Mario Fiume Anzalone Realty

    5 Fremont St Unit 301, Winthrop, MA 02152
  • 212 Winthrop Shore Dr Unit 1, Winthrop, MA 02152
    212 Winthrop Shore Dr Unit 1, Winthrop, MA 02152
    212 Winthrop Shore Dr Unit 1, Winthrop, MA 02152
    /18

    $490,000 Sold Oct 29, 2025

    • 1,290 Sq Ft
    • $380/SF
    • 36 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1900

    212 Winthrop Shore Dr Unit 1, Winthrop, MA 02152

    Wake up to the sound of waves and ocean views just outside your window. This spacious first-floor condo offers effortless coastal living with sun-filled oversized windows and an open-concept living and dining area. The modern Viking-equipped kitchen makes everyday cooking a luxury, while the primary suite boasts a spa-like bath with a soaking tub. Two additional bedrooms provide plenty of space

    Leighann Eruzione Lantern Residential

    212 Winthrop Shore Dr Unit 1, Winthrop, MA 02152
    • 211 Cliff Ave Unit 2, Winthrop, MA 02152
      211 Cliff Ave Unit 2, Winthrop, MA 02152
      211 Cliff Ave Unit 2, Winthrop, MA 02152
      /42

      Est $943,913 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,600 Sq Ft

      211 Cliff Ave Unit 2, Winthrop, MA 02152

      211 Cliff Ave Unit 2, Winthrop, MA 02152
  • 3 Seal Harbor Rd Unit 137, Winthrop, MA 02152
    3 Seal Harbor Rd Unit 137, Winthrop, MA 02152
    3 Seal Harbor Rd Unit 137, Winthrop, MA 02152
    /31

    $729,995 Open Sun 11AM - 12PM

    • 2 Beds
    • 2 Baths
    • 1,327 Sq Ft

    3 Seal Harbor Rd Unit 137, Winthrop, MA 02152

    RARELY AVAILABLE "37 stack" spacious 2 bed/2bath corner unit in The Seal Harbor Condominiums. The open dining/living area is the true heart of the home with a working fireplace, gleaming hardwood floors and direct ocean views. The kitchen showcases stone countertops, updated stainless steel appliances, open island concept and plenty of cabinets for storage, blending style with functionality.

    Christine Goldstein Lyv Realty

    3 Seal Harbor Rd Unit 137, Winthrop, MA 02152
  • 312 Shirley St, Winthrop, MA 02152
    312 Shirley St, Winthrop, MA 02152
    312 Shirley St, Winthrop, MA 02152
    /4

    $1,800 total monthly price

    • Studio
    • 1 Bath
    • 999 Sq Ft
    • Condo for Rent

    312 Shirley St, Winthrop, MA 02152

    Rent$1,800Avail DateNOW BedsStudioBaths. 1Rent IncludesA/C, Cable, Electricity, Garbage, Gas, Heat, Hot Water, Water

    312 Shirley St, Winthrop, MA 02152
  • 24 Winthrop Shore Dr Unit 2, Winthrop, MA 02152
    24 Winthrop Shore Dr Unit 2, Winthrop, MA 02152
    24 Winthrop Shore Dr Unit 2, Winthrop, MA 02152
    /31

    $417,000 Sold Oct 29, 2025

    • 900 Sq Ft
    • $463/SF
    • 57 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1902

    24 Winthrop Shore Dr Unit 2, Winthrop, MA 02152

    WELCOME TO OCEAN FRONT LIVING ON WINTHROP BEACH. OCEAN VIEWS , OCEAN VIEWS, OCEAN VIEWS ! Wake up every morning and sit and enjoy the beautiful views of Winthrop Beach and the sun rising. Large Massport Windows that let in a ton of sunlight , step out of your door and put your feet in the sand ! This WELL MAINTAINED TOP CORNER UNIT condo boasts scenic views, hardwood thru out, newer tiled bath,

    Kevin Ferrara Cottage Hill Real Estate

    24 Winthrop Shore Dr Unit 2, Winthrop, MA 02152
    • 308 Shirley St Unit 2, Winthrop, MA 02152
      308 Shirley St Unit 2, Winthrop, MA 02152
      308 Shirley St Unit 2, Winthrop, MA 02152
      /14

      Est $378,428 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 890 Sq Ft

      308 Shirley St Unit 2, Winthrop, MA 02152

      308 Shirley St Unit 2, Winthrop, MA 02152
  • 3 Seal Harbor Rd Unit 133, Winthrop, MA 02152
    3 Seal Harbor Rd Unit 133, Winthrop, MA 02152
    3 Seal Harbor Rd Unit 133, Winthrop, MA 02152
    /25

    $649,995 Open Sun 11AM - 12PM

    • 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
  • 220 Winthrop St Unit 302, Winthrop, MA 02152
    220 Winthrop St Unit 302, Winthrop, MA 02152
    220 Winthrop St Unit 302, Winthrop, MA 02152
    /10

    $2,400 total monthly price

    • 1 Bed
    • 1 Bath
    • 9,999 Sq Ft
    • Apartment for Rent

    220 Winthrop St Unit 302, Winthrop, MA 02152

    Available December 1st! Discover this brand-new, fully renovated one-bedroom, one-bathroom apartment located in Winthrop center. Situated in an elevator building, the apartment features gleaming hardwood floors, an open concept living room filled with natural light, and a sleek kitchen equipped with stainless steel appliances, including a dishwasher, gas stove, refrigerator, and microwave. The

    Mario Fiume Anzalone Realty

    220 Winthrop St Unit 302, Winthrop, MA 02152
  • 1 Seal Harbor Rd Unit 215, Winthrop, MA 02152
    1 Seal Harbor Rd Unit 215, Winthrop, MA 02152
    1 Seal Harbor Rd Unit 215, Winthrop, MA 02152
    /33

    $550,000 Sold Oct 28, 2025

    • 1,203 Sq Ft
    • $457/SF
    • 2 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1983

    1 Seal Harbor Rd Unit 215, Winthrop, MA 02152

    Waterfront, Ocean View, Freshly Painted and New Carpets, Move in Condition, 2 Bed, 2 Bath, Corner Unit in Sought after Seal Harbor Condominium. Fully Equipped Galley Kitchen w/ Breakfast Nook and Plenty of Cabinet Space. Dinning Room w/ Ceiling Fan Leads to Large Living Rm w/ Balcony and Ocean View, Main Bedroom Offers Large Walk in Custom Closet and Full Private Bath, 2nd Bedroom w/ Large

    Tammy Melo Century 21 North East

    1 Seal Harbor Rd Unit 215, Winthrop, MA 02152
    • 30 Underhill St Unit 1, Winthrop, MA 02152
      30 Underhill St Unit 1, Winthrop, MA 02152
      30 Underhill St Unit 1, Winthrop, MA 02152
      /35

      Est $592,499 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,200 Sq Ft

      30 Underhill St Unit 1, Winthrop, MA 02152

      30 Underhill St Unit 1, Winthrop, MA 02152
  • 10 Somerset Ave Unit 201, Winthrop, MA 02152
    10 Somerset Ave Unit 201, Winthrop, MA 02152
    10 Somerset Ave Unit 201, Winthrop, MA 02152
    /29

    $629,000 Open Thu 5PM - 6:30PM

    • 2 Beds
    • 2 Baths
    • 1,036 Sq Ft

    10 Somerset Ave Unit 201, Winthrop, MA 02152

    Welcome to Unit 201 at The Somerset—Winthrop’s premier boutique condo community where coastal charm meets modern design. This spacious 2-bed, 2-bath home features an open-concept layout with a large living/dining area perfect for entertaining or relaxing. A generous kitchen island anchors the space and faces the front of the building, inviting natural light and a welcoming flow. Enjoy quartz

    Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 201, Winthrop, MA 02152
  • 42 Irwin St, Winthrop, MA 02152
    42 Irwin St, Winthrop, MA 02152
    42 Irwin St, Winthrop, MA 02152
    /27

    $1,275 - $1,300 total monthly price

    • 5 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Condo for Rent

    42 Irwin St, Winthrop, MA 02152

    42 Irwin St, Winthrop, MA 02152
  • 44 Cliff Ave Unit 3, Winthrop, MA 02152
    44 Cliff Ave Unit 3, Winthrop, MA 02152
    44 Cliff Ave Unit 3, Winthrop, MA 02152
    /35

    $679,000 Sold Oct 21, 2025

    • 1,849 Sq Ft
    • $367/SF
    • 61 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1880

    44 Cliff Ave Unit 3, Winthrop, MA 02152

    Welcome to this expansive 1,850 sq ft condo that lives like a single-family home, perfectly perched in the highly desirable Winthrop Highlands. Enjoy breathtaking panoramic ocean views from not one, but two private decks. Inside, you're greeted by sun-drenched spaces, soaring ceilings, and a wide open floor plan that makes entertaining effortless. The modern eat-in kitchen features direct access

    Jenny Golic Lantern Residential

    44 Cliff Ave Unit 3, Winthrop, MA 02152
    • 172 Cliff Ave, Winthrop, MA 02152
      172 Cliff Ave, Winthrop, MA 02152
      172 Cliff Ave, Winthrop, MA 02152
      /42

      Est $1,042,548 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 3,200 Sq Ft

      172 Cliff Ave, Winthrop, MA 02152

      172 Cliff Ave, Winthrop, MA 02152

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