Winthrop, MA Homes

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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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  /33

  Est $994,317 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  79 Read St, Winthrop, MA 02152

  79 Read St, Winthrop, MA 02152
• 

  

  

  /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
• 

  

  

  /39

  Est $815,845 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,360 Sq Ft

  14 Amelia Ave, Winthrop, MA 02152

  14 Amelia Ave, Winthrop, MA 02152
• 

  

  

  /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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  /28

  Est $742,389 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,832 Sq Ft

  78 Main St, Winthrop, MA 02152

  78 Main St, Winthrop, MA 02152
• 

  

  /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
• 

  

  /23

  Est $505,341 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,007 Sq Ft

  11 Pleasant Ct, Winthrop, MA 02152

  11 Pleasant Ct, Winthrop, MA 02152
• 

  

  /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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  /35

  Est $500,207 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  36 Trident Ave Unit B, Winthrop, MA 02152

  36 Trident Ave Unit B, Winthrop, MA 02152
• 

  

  /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 DeLuca Compass

  19 Johnson Ave, Winthrop, MA 02152
• 

  

  /21

  Not Listed For Sale

  • 10 Beds
  • 4 Baths
  • 4,626 Sq Ft

  59 Coral Ave Unit 61, Winthrop, MA 02152

  59 Coral Ave Unit 61, Winthrop, MA 02152
• 

  

  /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

  Est $778,374 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,950 Sq Ft

  36 Coral Ave, Winthrop, MA 02152

  36 Coral 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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  /34

  Est $359,248 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 797 Sq Ft

  203 Winthrop Shore Dr Unit 4, Winthrop, MA 02152

  203 Winthrop Shore Dr Unit 4, Winthrop, MA 02152
• 

  

  /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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  /16

  Est $363,990 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 725 Sq Ft

  203 Winthrop Shore Dr Unit 2, Winthrop, MA 02152

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

  

  /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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  /37

  Est $829,375 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,374 Sq Ft

  8 Mermaid Ave, Winthrop, MA 02152

  8 Mermaid Ave, Winthrop, MA 02152
• 

  

  /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
• 

  

  /19

  Est $450,561 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 812 Sq Ft

  212 Winthrop Shore Dr Unit 4, Winthrop, MA 02152

  212 Winthrop Shore Dr Unit 4, 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
• 

  

  /29

  Est $686,127 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,454 Sq Ft

  7 S Main St, Winthrop, MA 02152

  7 S Main St, Winthrop, MA 02152
• 

  

  /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
• 

  

  /39

  Est $607,367 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,053 Sq Ft

  106 Centre St, Winthrop, MA 02152

  106 Centre St, Winthrop, MA 02152
• 

  

  /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
• 

  

  /34

  Est $596,680 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,226 Sq Ft

  208 Lincoln St, Winthrop, MA 02152

  208 Lincoln St, Winthrop, MA 02152
• 

  

  /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
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  /24

  Est $760,973 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,488 Sq Ft

  81 Hermon St, Winthrop, MA 02152

  81 Hermon 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
• 

  

  /24

  Est $888,744 Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 3,232 Sq Ft

  26 Centre St, Winthrop, MA 02152

  26 Centre St, Winthrop, MA 02152
• 

  

  /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
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  /42

  Est $648,161 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft

  41 Beal St, Winthrop, MA 02152

  41 Beal St, 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
• 

  

  /27

  Est $810,501 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,641 Sq Ft

  12 Lincoln St, Winthrop, MA 02152

  12 Lincoln 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
• 

  

  /22

  Est $994,637 Not Listed For Sale

  • 8 Beds
  • 2.5 Baths
  • 3,799 Sq Ft

  35 Lincoln St, Winthrop, MA 02152

  35 Lincoln St, Winthrop, MA 02152
• 

  

  /22

  $780,000 Sold May 13, 2025

  • 1,490 Sq Ft
  • $523/SF
  • 6 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1900

  152 Lincoln St, Winthrop, MA 02152

  Welcome to 152 Lincoln Street, where modern comfort meets coastal town charm! This beautifully updated 3-bedroom, 1.5-bath single-family home offers everything you need for easy living. Step inside to find a stylish, sunlit interior with stainless steel appliances, an open and inviting layout, and a finished basement—perfect for a home office, playroom, or additional living space. Stay

  The Reference Group Reference Real Estate

  152 Lincoln St, Winthrop, MA 02152
• 

  

  /40

  Est $887,262 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,022 Sq Ft

  83 Lincoln St, Winthrop, MA 02152

  83 Lincoln St, Winthrop, MA 02152

Showing Results 321 - 360, Page 9 of 18