Recently Sold Winthrop, MA Homes

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  /31

  $459,000 Sold Jul 24, 2025

  • 1,092 Sq Ft
  • $420/SF
  • 0 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1935

  47 Dolphin Ave Unit 1, Winthrop, MA 02152

  Just in time for summer! Charming 1st floor condo is located just steps from the beach and offers small water views from your exclusive three-season porch. Enjoy new front steps leading to entrance. Inside, hardwood floors run throughout the spacious open-concept living and dining areas. A generous hallway leads to two sizable bedrooms, with a beautifully renovated full bathroom conveniently

  Elizabeth Ferrara Cottage Hill Real Estate

  47 Dolphin Ave Unit 1, Winthrop, MA 02152
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  /41

  $1,100,000 Sold Jul 24, 2025

  • 4,223 Sq Ft
  • $260/SF
  • 38 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1900

  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
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  /40

  $1,250,000 Sold Jul 23, 2025

  • 2,430 Sq Ft
  • $514/SF
  • 3 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1960

  896B Shirley St, Winthrop, MA 02152

  This stunning 5-bed, 3-bath waterfront home offers breathtaking sunrises over the ocean and sunsets over the Boston skyline. The first floor features a bedroom and full bath perfect for guests or single-level living. Large open floor plan with tile floor. Stone fireplace anchors the middle of the room with space for a dining room table over looking the water. The kitchen boasts granite

  Elizabeth Ferrara Cottage Hill Real Estate

  896B Shirley St, Winthrop, MA 02152
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  /29

  $650,000 Sold Jul 23, 2025

  • 1,836 Sq Ft
  • $354/SF
  • 91 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1903

  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
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  /19

  $830,000 Sold Jul 21, 2025

  • 2,000 Sq Ft
  • $415/SF
  • 32 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1930

  509 Pleasant St, Winthrop, MA 02152

  Welcome to 509 Pleasant, where coastal charm meets modern chic. This 3 bed/2 bath cottage style home is located in the ideal spot for both beach and city lovers. It features a smart system including Nest thermostat and Ring doorbell, a newer roof, recessed lighting, two fireplaces, a walk-in closet, in-built cabinets, a fully finished basement, a bonus room ideal for a playroom or gym, and an

  Hayley Buonopane Conway - Swampscott

  509 Pleasant St, Winthrop, MA 02152
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  /42

  $900,000 Sold Jul 18, 2025

  • 2,946 Sq Ft
  • $305/SF
  • 8 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1860

  86-88 Sargent St, Winthrop, MA 02152

  Come look at this duplex 2-unit home in a prime location. The property is a great opportunity for investors looking to grow their portfolio in a strong rental market or the savvy owner looking to live in the property and enjoy rental income from the other unit. Other opportunities include conversion to condos or to a single residence. The larger unit at #86 has 8 rooms in total, 3 bedrooms, 1.5

  Susan DeFelice Keller Williams Realty Boston-Metro | Back Bay

  86-88 Sargent St, Winthrop, MA 02152
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  /23

  $369,000 Sold Jul 18, 2025

  • 725 Sq Ft
  • $509/SF
  • 21 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1900

  203 Winthrop Shore Dr Unit 6, Winthrop, MA 02152

  OCEANFRONT LIVING minutes from Boston! Classic building with wraparound porches across from Winthrop Beach has sweeping views of the Atlantic Ocean. This third floor condominium has 725 square feet and comes with a Full Off-Street Parking Space plus additional Guest Parking and a Brand New Gas Fired Boiler. The spacious living room has 2 south facing windows, wood floors and recessed lighting.

  Charles Roderick eXp Realty

  203 Winthrop Shore Dr Unit 6, Winthrop, MA 02152
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  /42

  $830,000 Sold Jul 18, 2025

  • 2,412 Sq Ft
  • $344/SF
  • 25 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1900

  27 Crystal Cove Ave, Winthrop, MA 02152

  Nestled in the heart of Winthrop Head, this 4bed, 2bath Colonial blends timeless charm with a prime location just moments from multiple beaches and the scenic Winthrop Golf Club. Enjoy sweeping ocean views from the spacious front porch—an ideal spot for coffee or evening sunsets. Enter inside to a welcoming foyer featuring a bay window, fireplace & gleaming HW floors that flow seamlessly into a

  Lori Lacey Lamacchia Realty, Inc.

  27 Crystal Cove Ave, Winthrop, MA 02152
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  /32

  $850,000 Sold Jul 17, 2025

  • 1,998 Sq Ft
  • $425/SF
  • 12 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1900

  81 Lowell Rd, Winthrop, MA 02152

  Charming seaside living awaits at 81 Lowell Road in Winthrop- this neighborhood is a hidden gem! This beautifully maintained 3-bedroom, 2-bath home blends classic character with modern updates like 2024 central HVAC. Enjoy a sun-filled living and dining room, updated kitchen with stainless steel appliances, gas range, and hardwood floors throughout. Upstairs, the bright bedrooms have spacious

  Randall Horn Entourage Realty LLC

  81 Lowell Rd, Winthrop, MA 02152
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  /36

  $691,000 Sold Jul 15, 2025

  • 1,986 Sq Ft
  • $348/SF
  • 62 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1910

  226 Court Rd Unit 226, Winthrop, MA 02152

  Rare find in the desirable Maze Area! Renovated in 2020 this 2nd-floor condo with private entrance offers 2 levels, garage, and a move-in ready layout to enjoy the summer breezes. Updates include a newer furnace, roof, and plumbing. The spacious front deck features ocean views. The main level offers a living room with fireplace, and wall scones, dining room with built-in, mini-split A/C and a

  Elizabeth Ferrara Cottage Hill Real Estate

  226 Court Rd Unit 226, Winthrop, MA 02152
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  /27

  $800,000 Sold Jul 14, 2025

  • 1,769 Sq Ft
  • $452/SF
  • 41 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1912

  77 Otis St, Winthrop, MA 02152

  Welcome to coastal living on Point Shirley. This beautifully renovated 4BD, 2BA home invites you to slow down and enjoy life by the beach. Start your day watching the sun rise from your yoga/sunroom, or with a cup of coffee on your front porch. With tall ceilings and an open-concept layout you'll have sight lines from the living room to the dining room to the modern kitchen with quartz counters,

  Molly Walker Coldwell Banker Realty - Scituate

  77 Otis St, Winthrop, MA 02152
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  /28

  $678,000 Sold Jul 14, 2025

  • 1,372 Sq Ft
  • $494/SF
  • 12 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1949

  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
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  /28

  $520,000 Sold Jul 11, 2025

  • 1,219 Sq Ft
  • $427/SF
  • 8 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1880

  30 Crystal Cove Ave Unit 2, Winthrop, MA 02152

  Nestled in Winthrop’s sought-after Crystal Cove neighborhood, this beautifully maintained two-level condo perfectly combines timeless character with stylish comfort. A grand staircase serves as the home’s architectural showpiece, adding elegance and a sense of grandeur. The sun-filled unit features an updated kitchen, two bedrooms and renovated bathrooms offering modern finishes and

  Erica Gore Century 21 Seaport

  30 Crystal Cove Ave Unit 2, Winthrop, MA 02152
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  /40

  $935,000 Sold Jul 10, 2025

  • 2,124 Sq Ft
  • $440/SF
  • 4 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1920

  96-98 Woodside Ave, Winthrop, MA 02152

  Excellent investment or owner-occupant opportunity in the heart of Winthrop! This two-family home features over 2,100 sq. ft. of living space, including a first-floor unit with 6 rooms, 2 bedrooms, and 1 bath, and a second-floor unit with 7 rooms, 2 bedrooms, and 1 bath—providing a total of 13 rooms across both units. The 3rd floor, unfinished walk-up attic is already plumbed and ready for future

  John Young Ledge & Young Real Estate

  96-98 Woodside Ave, Winthrop, MA 02152
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  /39

  $1,195,000 Sold Jul 07, 2025

  • 3,100 Sq Ft
  • $385/SF
  • 46 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1915

  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
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  /34

  $575,000 Sold Jul 01, 2025

  • 896 Sq Ft
  • $642/SF
  • 6 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1925

  12 Sewall Ave Unit 1, 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 1, Winthrop, MA 02152
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  /33

  $1,120,000 Sold Jun 27, 2025

  • 5,178 Sq Ft
  • $216/SF
  • 5 Days On Market

  • 9 Beds
  • 3 Baths
  • Built 1890

  36 Forrest St, Winthrop, MA 02152

  Offers due Mon 5/19@6pm- this wonderful beachside beauty w/ over 5000sf has been cherished & occupied by the same family for over 60 years. This property provides many options to the owner occupant, investor, or developer alike. All three units offer 3 beds, in unit laundry, formal dining rooms, eat-in kitchens, gorgeous original hardwoods, stunning waterviews from front porches and rear porches

  Susan Collins Coldwell Banker Realty - Boston

  36 Forrest St, Winthrop, MA 02152
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  /12

  $290,000 Sold Jun 27, 2025

  • 610 Sq Ft
  • $475/SF
  • 45 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1900

  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
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  /39

  $885,000 Sold Jun 26, 2025

  • 2,454 Sq Ft
  • $361/SF
  • 5 Days On Market

  • 6 Beds
  • 2 Baths
  • Built 1910

  437 Winthrop St, Winthrop, MA 02152

  Detached Two Family that is conveniently located right next to Winthrop Center. This two-family Has a ton of updates that includes, Newer Roof, Newer windows, Newer electric service, wiring and electric panels, forced air by gas(can easily add Central A/C) Newer kitchen upstairs and more. There is a level fenced-in yard with two large balconies, There are two separate storage rooms in the

  Jeff Bowen eRealty Advisors, Inc.

  437 Winthrop St, Winthrop, MA 02152
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  /33

  $850,000 Sold Jun 26, 2025

  • 2,468 Sq Ft
  • $344/SF
  • 47 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1900

  42 Triton Ave, Winthrop, MA 02152

  Proudly maintained in Winthrop by the Sea! Every detail is designed for comfort & convenience. Featuring 4 bedrooms & 3 full bathrooms. The primary suite is a true retreat, spacious walk-in closet & a stunning spa-like bathroom. Additional space in the lower level provides endless possibilities for a home office, gym, or entertainment area along w/ a 3/4 bathroom. You'll enjoy cooking w/the 5

  Mary Ann Cash Charlesgate Realty Group, llc

  42 Triton Ave, Winthrop, MA 02152
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  /42

  $1,300,000 Sold Jun 26, 2025

  • 4,102 Sq Ft
  • $317/SF
  • 45 Days On Market

  • 6 Beds
  • 3 Baths
  • Built 1906

  158 Highland Ave, Winthrop, MA 02152

  BOM due to buyer financing!! Last price drop! Don't miss it!! A 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 &

  Anthony Tammaro United Brokers

  158 Highland Ave, Winthrop, MA 02152
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  /28

  $665,000 Sold Jun 18, 2025

  • 1,600 Sq Ft
  • $416/SF
  • 6 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1966

  128 Lincoln St, Winthrop, MA 02152

  Opportunity meets potential in this bright and spacious 4BR, 2BA, custom designed split entry with 2 levels of living, available for the first time in over 50 years. Owned and cared for by one family since it was built in 1966. Now ready for the next owner. Needs some TLC. Sitting on a 6,000+ sf level corner lot, centrally located and across from Ingleside Park. Features include a two-zone gas

  Carol Henriquez Coldwell Banker Realty - Cambridge

  128 Lincoln St, Winthrop, MA 02152
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  /42

  $970,000 Sold Jun 12, 2025

  • 2,916 Sq Ft
  • $333/SF
  • 35 Days On Market

  • 6 Beds
  • 3 Baths
  • Built 1930

  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
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  /39

  $849,000 Sold Jun 06, 2025

  • 2,200 Sq Ft
  • $386/SF
  • 6 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1965

  15 Almont St Unit 17, Winthrop, MA 02152

  Welcome to this beautifully renovated 4 bedroom, 2.5 bath home with a large fenced in yard. This home offers an open-concept main living area including an updated kitchen with quartz countertops, stainless steel appliances, gas stove top, and a large island with plenty of storage. The living room offers a large picture window that brings in lots of natural light and a pretty fireplace. On the

  Judy Pagano Gibson Sotheby's International Realty

  15 Almont St Unit 17, Winthrop, MA 02152
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  /25

  $680,000 Sold Jun 04, 2025

  • 1,586 Sq Ft
  • $429/SF
  • 9 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1880

  106 Grand View Ave, Winthrop, MA 02152

  Say "HELLO" to your own slice of coastal paradise at 106 Grand View Avenue. This charming 2 bedroom, 1 bathroom waterfront single offers the perfect blend of comfort, convenience & breathtaking views. Enjoy your morning coffee in the family room while watching the boats & planes go & fly by. The open floor concept connects the living, dining & kitchen areas & creates an inviting atmosphere for

  Mary Ann Cash Charlesgate Realty Group, llc

  106 Grand View Ave, Winthrop, MA 02152
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  /31

  $545,000 Sold Jun 04, 2025

  • 999 Sq Ft
  • $546/SF
  • 3 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 2006

  550 Pleasant St Unit 209, Winthrop, MA 02152

  Experience waterfront living at the Residences at Atlantis Marina in this beautifully upgraded 1-bedroom, 1-bathroom unit. Enjoy breathtaking Marina views from your private balcony, perfect for relaxing and unwinding. The thoughtfully designed interior features stainless steel appliances, upgraded countertops, and ample storage space. Convenience is key with in-unit laundry and two dedicated

  The Reference Group Reference Real Estate

  550 Pleasant St Unit 209, Winthrop, MA 02152
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  /42

  $845,000 Sold May 30, 2025

  • 2,910 Sq Ft
  • $290/SF
  • 59 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1900

  19 Johnson Ave, Winthrop, MA 02152

  Welcome to 19 Johnson Ave, one of the most coveted streets in Winthrop and in the desirable neighborhood of “Cottage Park”. This property presents an incredible opportunity and endless possibilities for customization. The home offers four levels of living, 5 bedrooms, 2 baths, completely finished lower level, marble fireplace, off-street parking, ocean views and much more! As you explore this

  Laura Wheeler Compass

  19 Johnson Ave, Winthrop, MA 02152
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  /26

  $715,000 Sold May 29, 2025

  • 1,740 Sq Ft
  • $411/SF
  • 1 Day On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1900

  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
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  /41

  $1,400,000 Sold May 29, 2025

  • 3,000 Sq Ft
  • $467/SF
  • 6 Days On Market

  • 6 Beds
  • 5 Baths
  • Built 1890

  89-91 Hermon St, Winthrop, MA 02152

  Welcome to 89-91 Hermon St, a beautifully renovated split-level Victorian home, completely transformed in 2023 with no expense spared. Featuring 6 bedrooms, 5 bathrooms, a fully finished basement, and plenty of parking. This home is packed with upgrades like a GAF roofing system, Anderson windows, spray foam insulation, Goodman central heat and AC, all-new electrical, and custom kitchen cabinets.

  Juan Cano Broad Sound Real Estate, LLC

  89-91 Hermon St, Winthrop, MA 02152
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  /33

  $734,000 Sold May 29, 2025

  • 2,105 Sq Ft
  • $349/SF
  • 99 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1900

  144 Winthrop Shore Dr Unit 2, Winthrop, MA 02152

  Breathtaking Ocean Views! This exquisite second-floor condo offers sweeping water views and a sandy beach just steps from your door. Boasting over 2,000 square feet of luxurious single-level living, this 3 bedroom, 1 bathroom home is perfect for entertaining. The grand foyer welcomes you into the home, opening to the renovated Italian designer kitchen. A chef's dream, the kitchen features

  Laura Springer Coldwell Banker Realty - Milton

  144 Winthrop Shore Dr Unit 2, Winthrop, MA 02152
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  /20

  $350,000 Sold May 28, 2025

  • 723 Sq Ft
  • $484/SF
  • 3 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1971

  300 Governors Dr Unit 21, Winthrop, MA 02152

  Welcome to this highly desirable top floor unit located in an exceptionally affordable complex, perfect for those seeking comfort and convenience. This charming two-bedroom, one-bathroom residence boasts an inviting open floor plan that seamlessly connects the living area to the kitchen, creating an ideal space for entertaining and daily living. The kitchen is a true highlight, featuring elegant

  Mike Wetherbee Cameron Real Estate Group

  300 Governors Dr Unit 21, Winthrop, MA 02152
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  /23

  $738,000 Sold May 28, 2025

  • 1,887 Sq Ft
  • $391/SF
  • 17 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1900

  15 Williams St, Winthrop, MA 02152

  This picture perfect Dutch Colonial features many classic elements without sacrificing modern conveniences. Filled with stunning details - elaborate carved newels, a mosaic fireplace, original hardwoods throughout, and ultra-convenient built-ins, this turn-of the century marvel is sure to charm you. Literal steps to both the heart of town and the beach, this immaculately maintained home offers

  Harry Silverstein Keller Williams Realty Boston Northwest

  15 Williams St, Winthrop, MA 02152
• 

  

  /20

  $750,000 Sold May 28, 2025

  • 1,500 Sq Ft
  • $500/SF
  • 6 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1910

  9 Albert Ave, Winthrop, MA 02152

  Rest, Relax & Consider Yourself HOME at 9 ALBERT AVENUE. This lovely three bedroom, 2.5 bathroom single, has a little bit of everything to make this a sought after place to live. Starting w/ the quiet, tucked off of Court Road location, you'll enjoy the rear deck for summer entertaining, modern cook's kitchen w/s/s appliances, 3/4 bathroom, dining room w/ custom millwork & window seat, living

  Mary Ann Cash Charlesgate Realty Group, llc

  9 Albert Ave, Winthrop, MA 02152
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  /26

  $640,000 Sold May 23, 2025

  • 1,050 Sq Ft
  • $610/SF
  • 5 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1900

  83 Chester Ave, Winthrop, MA 02152

  Centrally located on a corner is this 3+ bedroom single family. It's not a huge home but it's PRICED RIGHT & it has some great updates starting w/the freshly painted interior, gas FHW heating system, some replacement windows & vinyl cedar impression shingles. The eat in kitchen has s/s appliances & access to a rear porch. The seller has added loads of built in storage throughout especially in

  Mary Ann Cash Charlesgate Realty Group, llc

  83 Chester Ave, Winthrop, MA 02152
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  /37

  $500,000 Sold May 19, 2025

  • 1,284 Sq Ft
  • $389/SF
  • 24 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1900

  270 Winthrop St Unit 1, Winthrop, MA 02152

  Welcome to The Grand Victorian Condominiums. Step into the elegance of this 2-bedroom, 2-bath home nestled in a beautiful late 19th-century Victorian building. This residence exudes timeless character with its soaring high ceilings and exquisite woodwork throughout. The spacious living areas are enhanced by gorgeous fireplace mantels, showcasing the fine craftsmanship that defines this historical

  Cathie Curran Charlesgate Realty Group, llc

  270 Winthrop St Unit 1, Winthrop, MA 02152
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  /38

  $620,000 Sold May 19, 2025

  • 1,684 Sq Ft
  • $368/SF
  • 15 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1860

  240 Bowdoin St, Winthrop, MA 02152

  Welcome to an incredible opportunity to own an affordable single-family home in the desirable Winthrop by the Sea! This delightful property offers 4 bedrooms and 1.5 baths, with a spacious, open kitchen and a versatile downstairs layout that can easily be updated to your preferences. Recent updates have enhanced both the structure and functionality of the home, including improvements to the

  Jenny Golic Lantern Residential

  240 Bowdoin St, Winthrop, MA 02152
• 

  

  /30

  $765,000 Sold May 16, 2025

  • 1,698 Sq Ft
  • $451/SF
  • 22 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1910

  127 Bowdoin St, Winthrop, MA 02152

  This charming and meticulously maintained single-family home offers 3 spacious bedrooms and 2 full bathrooms, perfect for comfortable living and entertaining. Gleaming hardwood floors flow throughout the bright, open layout, creating a warm and inviting atmosphere. Enjoy year-round comfort with first-floor air conditioning, efficient gas heating, and a cozy fireplace. A versatile sunroom provides

  Leighann Eruzione Lantern Residential

  127 Bowdoin St, Winthrop, MA 02152
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  /42

  $785,000 Sold May 16, 2025

  • 1,680 Sq Ft
  • $467/SF
  • 6 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1890

  95 Summit Ave Unit 4, Winthrop, MA 02152

  Perched atop Floyd’s Hill overlooking the Atlantic Ocean, your new home offers the lifestyle you crave. Start your day with a run along Winthrop Beach or open up the wall of glass to your large private deck for morning yoga and coffee sunrises, mesmerized by the ocean and end-of-day cocktail sunsets overlooking the city from your rooftop with a 360 panorama. Just minutes from Boston, this large

  Joseph Schutt Unit Realty Group, LLC

  95 Summit Ave Unit 4, Winthrop, MA 02152
• 

  

  /23

  $945,000 Sold May 16, 2025

  • 3,620 Sq Ft
  • $261/SF
  • 8 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1923

  71 Paine St, Winthrop, MA 02152

  Welcome to 71 Paine Street—an oversized 2-family home sitting proudly on a corner lot at Wilshire & Paine. This property has everything you need, whether you're looking for a fantastic investment opportunity or the perfect owner-occupied setup with rental income! Both units feature private decks, off-street parking, separate heating systems, and divided basement space for storage &

  The Reference Group Reference Real Estate

  71 Paine St, Winthrop, MA 02152
• 

  

  /14

  $510,600 Sold May 14, 2025

  • 1,224 Sq Ft
  • $417/SF
  • 32 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1920

  96 Undine Ave, Winthrop, MA 02152

  Experience the charm of this hilltop harbor view 2-bedroom, 1.5-bathroom single-family home with a contemporary touch. The open and airy great room is designed to uplift your spirits, featuring a cathedral ceiling adorned with wood beams, gleaming hardwood floors, and breathtaking ocean and harbor views. Step out onto the private deck directly off the great room for relaxation and uninterrupted

  James Polino Compass

  96 Undine Ave, Winthrop, MA 02152

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