7,650

Winthrop, MA Homes

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  • /21

    $529,900

    $19K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,788 Sq Ft

    283 Revere St Unit 2, Winthrop, MA 02152

    Second-floor home in the heart of Winthrop, a short walk to the beach, parks, and the golf course. This three-bedroom condominium pairs 1920s character with modern updates. The living and dining rooms feature hardwood flooring, natural woodwork, and built-ins, with bay windows bringing in natural light throughout. The kitchen offers granite counters, stainless steel appliances, a breakfast bar,

    Reserve Team Reference Real Estate

    283 Revere St Unit 2, Winthrop, MA 02152
  • /22

    $2,700 Per Month

    • 2 Beds
    • 1 Bath
    • 1,300 Sq Ft
    • Apartment for Rent

    26 Forrest St Unit 2, Winthrop, MA 02152

    This fantastic second floor 2 bedroom, 1 bathroom apartment has SO MUCH to offer! There are beautiful hardwood floors and arched doorways throughout. There is also a den/office space for anyone who works from home. You will be steps from Winthrop Beach as well as having an ocean view from the front porch. There is a contemporary kitchen with a washer & dryer in the unit. It boasts a front AND

    James Polino Compass

    26 Forrest St Unit 2, Winthrop, MA 02152
  • /21

    $650,000

    Sold May 12, 2026

    1080 Shirley St, Winthrop, MA 02152

    • 3 Beds
    • 2.5 Baths
    • 2,278 Sq Ft
    • Built 1930

    Last Sold Summary

    • 7% Below List Price
    • $285/SF
    • 18 Days On Market

    Last Listing Agent Reserve Team Reference Real Estate

    1080 Shirley St, Winthrop, MA 02152
    • /21

      Est $893,213

      Not Listed For Sale

      3 Almont St, Winthrop, MA 02152

      • 5 Beds
      • 2.5 Baths
      • 2,840 Sq Ft
      • Built 1900
      3 Almont St, Winthrop, MA 02152

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Emma D'Angelo Charlesgate Realty Group LLC

  • /25

    $615,000

    $34K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,203 Sq Ft

    1 Seal Harbor Rd Unit 815, Winthrop, MA 02152

    Seal Harbor I Gorgeous ocean views from this sunny corner 8th-floor unit. Spacious living room with slider to a private balcony-This home features two comfortable bedrooms with large closets and beautiful views, a well-appointed kitchen with ample cabinetry and updated appliances, plus a newer washer/dryer. Enjoy resort-style amenities including an in-ground heated pool, fitness area, and a

    Peggie Gilbert Coldwell Banker Peggy Carter Team

    1 Seal Harbor Rd Unit 815, Winthrop, MA 02152
  • /8

    $2,300 Per Month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Apartment for Rent

    87 Undine Ave Unit 1, Winthrop, MA 02152

    Updated and move-in ready 1-bedroom, 1-bath apartment in Winthrop. All utilities included. Features a spacious living and dining area, walk-in closet, private deck, and water views from both the bedroom and deck. Clean, well-maintained, and located in a quiet, charming neighborhood. Available 9/1

    Daniel Clucas Reference Real Estate

    87 Undine Ave Unit 1, Winthrop, MA 02152
  • /41

    $975,000

    Sold Feb 04, 2026

    5 Quincy Ave, Winthrop, MA 02152

    • 3 Beds
    • 2 Baths
    • 2,820 Sq Ft
    • Built 1917

    Last Sold Summary

    • 3% Above List Price
    • $346/SF
    • 46 Days On Market

    Current Estimated Value $969,533

    Last Listing Agent William Raye William Raveis R.E. & Home Services

    5 Quincy Ave, Winthrop, MA 02152
    • /33

      Est $769,250

      Not Listed For Sale

      62 Locust St, Winthrop, MA 02152

      • 5 Beds
      • 2 Baths
      • 2,412 Sq Ft
      • Built 1900
      62 Locust St, Winthrop, MA 02152

      Last Sold Summary

      • 45 Days On Market

      Last Listing Agent Carol St. Pierre Tache Real Estate, Inc.

  • /37

    $849,900

    $100K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,843 Sq Ft

    7 Willis Ave, Winthrop, MA 02152

    Corner Lot Modern 2 family close to the bay next to Mary Kelly Pavilion.1st floor has 4 large rooms & 2 bed.Kitchen has Induction Stove Top Granite Island & Counter Tops.Stainless Steel Induction Wall Microwave & Wall Oven.Top of the line Stainless Steel Refrigerator & Dishwasher.Granite tile floor. Plenty of Cabinet Space. Beautiful Tiger Hardwood Floors & Natural Woodwork Throughout. Crown

    Philip Consolo Century 21 North East

    7 Willis Ave, Winthrop, MA 02152
  • /23

    $2,500 Per Month

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

    262 Shirley St Unit 3, Winthrop, MA 02152

    Beautiful 2 bedroom 1 bath unit close to Winthrop Beach. Hardwood floors throughout. Laundry in unit a plus. Rear deck and 1 parking spot off street. Close to golf course, parks, beach restaurants and schools. Available Sept 15. 2026

    Kimberly Hodson Century 21 Seaport

    262 Shirley St Unit 3, Winthrop, MA 02152
  • /20

    $475,000

    Sold Aug 14, 2026

    140 Shirley St Unit 230, Winthrop, MA 02152

    • 1 Bed
    • 1 Bath
    • 623 Sq Ft
    • Built 2026

    Last Sold Summary

    • $762/SF
    • 41 Days On Market

    Last Listing Agent Kovacs Savage Team Byrnes Real Estate Group LLC

    140 Shirley St Unit 230, Winthrop, MA 02152
    • /42

      Est $674,776

      Not Listed For Sale

      465 Winthrop St, Winthrop, MA 02152

      • 4 Beds
      • 2 Baths
      • 1,418 Sq Ft
      • Built 1925
      465 Winthrop St, Winthrop, MA 02152

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent DalBon & Company Keller Williams Realty Evolution

  • /14

    $775,000

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

    1001 Shirley St Unit 3, Winthrop, MA 02152

    Historic loft at The Pearl with soaring ceilings, oversized windows, and original wood details. kitchen with premium appliances and stone surfaces. Private deck off the primary suite with radiant heated bath. Two off-street parking spaces, private storage, secure entry. Come and enjoy what Winthrop has to offer, beaches, paths, cafes, a golf course, public pickleball & tennis courts with easy

    Vincenzo Caraglia Sciaraffa Real Estate, LLC

    1001 Shirley St Unit 3, Winthrop, MA 02152
  • /15

    $2,750 Per Month

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

    235 Washington Ave Unit 5, Winthrop, MA 02152

    Live the waterfront lifestyle year-round in this bright 2-bedroom, 1-bath Penthouse overlooking three marinas! Gorgeous harbor views from every room, renovated kitchen with island and stainless appliances, open floor plan, abundant natural light, hardwood floors, exposed brick, and a spacious master bedroom with sitting area. Heat and hot water included, plus large storage and laundry in the

    Caroline Ligotti Coldwell Banker Realty - Boston

    235 Washington Ave Unit 5, Winthrop, MA 02152
  • /27

    $990,000

    Sold Apr 16, 2026

    50-52 Wilshire St, Winthrop, MA 02152

    • 6 Beds
    • 2 Baths
    • 2,212 Sq Ft
    • Built 1930

    Last Sold Summary

    • $448/SF
    • 12 Days On Market

    Last Listing Agent Lou Markakis Lynnway Associates

    50-52 Wilshire St, Winthrop, MA 02152
    • /42

      Est $628,298

      Not Listed For Sale

      65 Wilshire St, Winthrop, MA 02152

      • 4 Beds
      • 1 Bath
      • 1,410 Sq Ft
      • Built 1920
      65 Wilshire St, Winthrop, MA 02152

      Last Sold Summary

      • 60 Days On Market

      Last Listing Agent Lindita Murrizi Return Realty Group, Inc.

  • /27

    $549,000

    $6K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 874 Sq Ft

    12 Sewall Ave Unit 2, Winthrop, MA 02152

    Imagine coming home to the relaxed rhythm of coastal living, where the water is just moments away and the best of Winthrop is right outside your door. This beautifully renovated 2-bedroom, 2-bath condominium has been thoughtfully transformed into a stylish and welcoming retreat, offering partial water views and a fresh, move-in-ready interior. Enter to warm hardwood floors that flow throughout

    Leighann Eruzione Bowdoin Real Estate Partners

    12 Sewall Ave Unit 2, Winthrop, MA 02152
  • /5

    $2,250 Per Month

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Apartment for Rent

    40 Seafoam Ave Unit 2, Winthrop, MA 02152

    Available 9/1 in Winthrop! This 2-bedroom, 1-bath, approximately 800 sq. ft. third-floor apartment offers an unbeatable location just steps from the beach and around the corner from the bus stop, making commuting into Boston easy. Features include hardwood floors throughout, ample closet space, a private rear deck, and two newer window A/C units. Conveniently located close to Winthrop's beaches,

    Gui Moreira Coldwell Banker Realty - Boston

    40 Seafoam Ave Unit 2, Winthrop, MA 02152
  • /10

    $420,000

    Sold May 20, 2026

    10 Somerset Ave Unit 404, Winthrop, MA 02152

    • 1 Bed
    • 1 Bath
    • 546 Sq Ft
    • Built 2022

    Last Sold Summary

    • 3% Above List Price
    • $769/SF
    • 13 Days On Market

    Last Listing Agent Charlesgate New Development Team Charlesgate Realty Group, llc

    10 Somerset Ave Unit 404, Winthrop, MA 02152
    • /17

      Est $596,821

      Not Listed For Sale

      500 Winthrop St, Winthrop, MA 02152

      • 2 Beds
      • 2 Baths
      • 984 Sq Ft
      • Built 1960
      500 Winthrop St, Winthrop, MA 02152

      Last Sold Summary

      • 24 Days On Market

      Last Listing Agent Mary Ann Cash Charlesgate Realty Group, llc

  • /28

    $699,999

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

    1 Seal Harbor Rd Unit 916, Winthrop, MA 02152

    A dramatic price reduction creates an exceptional opportunity to own this turnkey, penthouse-level corner residence at Seal Harbor, where sweeping Atlantic Ocean views and bespoke designer finishes define an elevated coastal lifestyle. Fully renovated in 2023, this sophisticated 2BR/2BA home is filled with natural light from oversized windows and features a private top-floor balcony, white oak

    Meg Grady The Persac Group, LLC

    1 Seal Harbor Rd Unit 916, Winthrop, MA 02152
  • /9

    $3,500 Per Month

    • 3 Beds
    • 1 Bath
    • 1,252 Sq Ft
    • Apartment for Rent

    32 Irwin St Unit 1, Winthrop, MA 02152

    Enjoy seaside living in one of Winthrop’s most desirable coastal neighborhoods! This bright, spacious three-bedroom apartment offers the perfect blend of coastal relaxation and urban convenience—just minutes from downtown Boston and Logan Airport. Featuring three large bedrooms, an eat-in kitchen with stainless steel appliances, and in-unit laundry, this unit is ideal for anyone seeking a

    Michael Giannone The Aland Realty Group LLC

    32 Irwin St Unit 1, Winthrop, MA 02152
  • /23

    $1,050,000

    Sold Jan 05, 2026

    191 Court Rd Unit 3, Winthrop, MA 02152

    • 4 Beds
    • 3.5 Baths
    • 2,575 Sq Ft
    • Built 1920

    Last Sold Summary

    • 2% Below List Price
    • $408/SF
    • 11 Days On Market

    Current Estimated Value $1,076,685

    Last Listing Agent Reserve Team Reference Real Estate

    191 Court Rd Unit 3, Winthrop, MA 02152
    • /23

      Est $950,996

      Not Listed For Sale

      71 Paine St, Winthrop, MA 02152

      • 5 Beds
      • 3 Baths
      • 3,620 Sq Ft
      • Built 1923
      71 Paine St, Winthrop, MA 02152

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent The Reference Group Reference Real Estate

  • /38

    $1,450,000

    • 6 Beds
    • 5.5 Baths
    • 5,278 Sq Ft

    100 Sargent St, Winthrop, MA 02152

    Set on a highly desirable corner lot at Sargent & Johnson Ave, this truly one of a kind home offers exceptional space and versatility. Welcoming foyer opens to a spacious living room, while the dining room features a covered porch with ocean views perfect for enjoying sunset evenings. The first floor also includes a bedroom and full bath, plus a kitchen with direct access to the backyard and one

    Elizabeth Ferrara Cottage Hill Real Estate

    100 Sargent St, Winthrop, MA 02152
  • /6

    $2,300 Per Month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Apartment for Rent

    31-33 Pleasant Unit 3, Winthrop, MA 02152

    Two bedroom, One bathroom apartment located in professionally managed three family. This unit has hardwood floors, updated kitchen and more. Theproperty is in close proximity to the public transportation, shopping, schools and more. Also, has easy access to Boston and many beaches. The right candidate will have good credit, Income and rental history.

    Timothy Shanahan Merrimack Realty Group, Chelmsford

    31-33 Pleasant Unit 3, Winthrop, MA 02152
  • /15

    $735,000

    Sold Jun 15, 2026

    92 Undine Ave, Winthrop, MA 02152

    • 3 Beds
    • 2 Baths
    • 1,624 Sq Ft
    • Built 1900

    Last Sold Summary

    • 2% Below List Price
    • $453/SF
    • 12 Days On Market

    Current Estimated Value $727,552

    Last Listing Agent Reserve Team Reference Real Estate

    92 Undine Ave, Winthrop, MA 02152
    • /21

      Est $734,231

      Not Listed For Sale

      58 Banks St, Winthrop, MA 02152

      • 3 Beds
      • 3 Baths
      • 1,788 Sq Ft
      • Built 1950
      58 Banks St, Winthrop, MA 02152

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Realty Boston Team Century 21 Cityside

  • /32

    $699,000

    $51K PRICE DROP Pending
    • 4 Beds
    • 2 Baths
    • 1,963 Sq Ft

    153 Locust St, Winthrop, MA 02152

    PRICED TO SELL!! Best value in the neighborhood! Charming 1930's two family, originally a seaside cottage, just steps to the beach. This coastal home has been owned by the same family for over 70 years. It offers off street parking and flexible living options. It could be a great single family. Unit 1 is a one bedroom while Unit 2 has three bedrooms. This property is brimming with potential and

    Mary Ann Cash Charlesgate Realty Group, llc

    153 Locust St, Winthrop, MA 02152
  • /29

    $2,950 Per Month

    • 2 Beds
    • 1 Bath
    • 2,124 Sq Ft
    • Apartment for Rent

    98 Woodside Ave Unit 2, Winthrop, MA 02152

    Spacious 2-bedroom, 1-bath apartment with a versatile bonus room that can be used as a home office, den, or potential third bedroom. This well-maintained home features a bright and functional layout, hardwood floors, abundant natural light, and generous living space. Ideally located on a quiet residential street just minutes from Winthrop's beaches, restaurants, parks, shopping, public

    Kevine Kakou Reference Real Estate

    98 Woodside Ave Unit 2, Winthrop, MA 02152
  • /31

    $417,000

    Sold Oct 29, 2025

    24 Winthrop Shore Dr Unit 2, Winthrop, MA 02152

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Built 1902

    Last Sold Summary

    • 7% Below List Price
    • $463/SF
    • 57 Days On Market

    Current Estimated Value $427,945

    Last Listing Agent Kevin Ferrara Cottage Hill Real Estate

    24 Winthrop Shore Dr Unit 2, Winthrop, MA 02152
    • /29

      Est $901,540

      Not Listed For Sale

      84 Banks St, Winthrop, MA 02152

      • 8 Beds
      • 3 Baths
      • 2,988 Sq Ft
      • Built 1957
      84 Banks St, Winthrop, MA 02152

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Erica Gore Century 21 Seaport

  • /17

    $495,000

    $15K PRICE DROP Pending
    • 2 Beds
    • 2 Baths
    • 903 Sq Ft

    34 Underhill St Unit 4, Winthrop, MA 02152

    Gut renovated and converted in 2020, this upper-level 2-bedroom, 2-bath condo at 34 Underhill Street brings new construction finishes to one of Winthrop's most sought-after pockets. The white shaker kitchen is fitted with quartz countertops, blue glass tile backsplash, gold hardware, and stainless steel appliances including electric cooking. Wide plank hardwood floors & high ceilings run

    Reserve Team Reference Real Estate

    34 Underhill St Unit 4, Winthrop, MA 02152
  • /26

    $2,450 Per Month

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

    5 Fremont St Unit 103, Winthrop, MA 02152

    HALF MONTH RENT FREE! $2,450/MONTH! AVAILABLE NOVEMBER 1! Ideally located in Winthrop Center, this one-bedroom, one-bathroom apartment features an open living room, a modern kitchen with stainless steel appliances including electric cooking, microwave, dishwasher, and full-size refrigerator, a queen-sized bedroom with ample closet space, and a beautiful bathroom with a glass-enclosed shower.

    Mario Fiume Anzalone Realty

    5 Fremont St Unit 103, Winthrop, MA 02152
  • /25

    $480,000

    Sold Jan 06, 2026

    23 Trident Ave Unit 2, Winthrop, MA 02152

    • 3 Beds
    • 1 Bath
    • 1,369 Sq Ft
    • Built 1900

    Last Sold Summary

    • 4% Below List Price
    • $351/SF
    • 75 Days On Market

    Current Estimated Value $502,907

    Last Listing Agent Julian Addy William Raveis R.E. & Home Services

    23 Trident Ave Unit 2, Winthrop, MA 02152
    • /24

      Est $902,325

      Not Listed For Sale

      44 Fairview St, Winthrop, MA 02152

      • 5 Beds
      • 2 Baths
      • 2,413 Sq Ft
      • Built 1911
      44 Fairview St, Winthrop, MA 02152

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Leighann Eruzione Bowdoin Real Estate Partners

  • /28

    $839,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,736 Sq Ft

    70 Moore St Unit PH, Winthrop, MA 02152

    Set on coveted Winthrop Shore Drive, this meticulously maintained penthouse presents an opportunity for elevated, uncomplicated beachside living with breathtaking ocean views from nearly every window. The expansive one-level layout with 1,736 SF of polished living space offers flow and function, comprising three spacious bedrooms, two full baths, 360 degree exposure, three distinct living areas

    Cassie Comstock Compass

    70 Moore St Unit PH, Winthrop, MA 02152
  • /15

    $2,000 Per Month

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft
    • Apartment for Rent

    49 Siren St Unit 1, Winthrop, MA 02152

    First Floor Unit with Partial Water views from the bedroom in the unit. The Unit features: 1 bedrooms, 1 bath, Living Room, and a kitchen. Features include: Hardwood Flooring in main areas, kitchen with stainless steel appliances. Close to the beach area and Park.

    The Caceda Team Coldwell Banker Realty - Lynnfield

    49 Siren St Unit 1, Winthrop, MA 02152
  • /22

    $499,999

    Sold Apr 30, 2026

    23 Trident Ave Unit 1, Winthrop, MA 02152

    • 3 Beds
    • 1 Bath
    • 1,374 Sq Ft
    • Built 1900

    Last Sold Summary

    • $364/SF
    • 5 Days On Market

    Current Estimated Value $507,433

    Last Listing Agent The Boston ONE Team Serhant

    23 Trident Ave Unit 1, Winthrop, MA 02152
    • /28

      Est $565,092

      Not Listed For Sale

      26 Amelia Ave, Winthrop, MA 02152

      • 2 Beds
      • 1 Bath
      • 1,100 Sq Ft
      • Built 1953
      26 Amelia Ave, Winthrop, MA 02152

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent James Polino Compass

Showing Results 161 - 200, Page 5 of 18

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