Winthrop, MA Homes

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  /22

  $550,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,182 Sq Ft

  87 Hermon St, Winthrop, MA 02152

  This charming 3 bedroom and 1 bathroom home has been family owned for over 63 years and is ready for a new owner to usher it into its next stage of life! The bones are there and it's ready for a beautiful transformation. It is very centrally located in town...just minutes from the Center Business District, parks and the beach. You can experience small-town living while being a very short commute

  James Polino Compass

  87 Hermon St, Winthrop, MA 02152
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  /30

  $3,200 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,203 Sq Ft
  • Condo for Rent

  1 Seal Harbor Rd Unit 215, Winthrop, MA 02152

  Waterfront, Ocean View, Freshly Painted and New Carpets and Countertops, 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. Dining 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

  Tammy Melo Century 21 North East

  1 Seal Harbor Rd Unit 215, Winthrop, MA 02152
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  /42

  $1,325,000 Sold Aug 15, 2025

  45 Highland Ave, Winthrop, MA 02152

  • 10 Beds
  • 4 Baths
  • 4,671 Sq Ft
  • Built 1900

  Last Sold Summary

  • 5% Below List Price
  • $284/SF
  • 35 Days On Market

  Current Estimated Value $1,136,631

  Last Listing Agent Jonathan Mathews Legacy Realty Advisors LLC

  45 Highland Ave, Winthrop, MA 02152
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  /32

  Est $528,522 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 840 Sq Ft

  3 Seal Harbor Rd Unit 434, Winthrop, MA 02152

  3 Seal Harbor Rd Unit 434, Winthrop, MA 02152
• 

  

  

  /41

  $950,000 Pending

  • 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, fireplace and a New Furnace! The renovated eat-in kitchen, equipped

  William Raye William Raveis R.E. & Home Services

  5 Quincy Ave, Winthrop, MA 02152
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  /7

  $1,750 total monthly price

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

  110 Grovers Ave Unit 2F, Winthrop, MA 02152

  ALL UTILITIES INCLUDED in this very nice, partially furnished one bedroom apartment with updated refridgerator. Unique opportunity to live in Winthrop by the ocean and easy access to Boston and surrounding towns. Directly across the street from Winthrop Beach with views and access to kayaking. This spacious unit offers, separate entrance, high ceilings, large windows, generously sized rooms and

  110 Grovers Ave Unit 2F, Winthrop, MA 02152
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  /42

  $777,000 Sold Nov 26, 2025

  32 Hale Ave, Winthrop, MA 02152

  • 3 Beds
  • 2 Baths
  • 1,418 Sq Ft
  • Built 1920

  Last Sold Summary

  • 11% Below List Price
  • $548/SF
  • 144 Days On Market

  Last Listing Agent Sharon Tallent Compass

  32 Hale Ave, Winthrop, MA 02152
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  /40

  Est $631,747 Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 1,263 Sq Ft

  3 Seal Harbor Rd Unit 332, Winthrop, MA 02152

  3 Seal Harbor Rd Unit 332, Winthrop, MA 02152
• 

  

  /10

  $408,450 Pending

  • 1 Bed
  • 1 Bath
  • 546 Sq Ft

  10 Somerset Ave Unit 404, Winthrop, MA 02152

  Welcome to Unit 404 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. The

  Charlesgate New Development Team Charlesgate Realty Group, llc

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

  $3,900 total monthly price

  • 4 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Apartment for Rent

  25 Seafoam Ave Unit 1, Winthrop, MA 02152

  This spacious and well-maintained four-bedroom apartment features gleaming hardwood floors throughout, two full bathrooms, and the convenience of in-unit laundry. Included is one dedicated parking space. Located just steps from Winthrop Beach and close to public transportation, this home offers comfort, convenience, and coastal living all in one. Easy to show

  Albeiro Lopera United Brokers

  25 Seafoam Ave Unit 1, Winthrop, MA 02152
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  /23

  $369,000 Sold Jul 18, 2025

  203 Winthrop Shore Dr Unit 6, Winthrop, MA 02152

  • 1 Bed
  • 1 Bath
  • 725 Sq Ft
  • Built 1900

  Last Sold Summary

  • 6% Above List Price
  • $509/SF
  • 21 Days On Market

  Current Estimated Value $359,805

  Last Listing Agent Charles Roderick eXp Realty

  203 Winthrop Shore Dr Unit 6, Winthrop, MA 02152
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  /28

  Est $555,826 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 1,033 Sq Ft

  3 Seal Harbor Rd Unit 231, Winthrop, MA 02152

  3 Seal Harbor Rd Unit 231, Winthrop, MA 02152
• 

  

  /23

  $1,075,000 Pending

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

  191 Court Rd Unit 3, Winthrop, MA 02152

  Don’t miss this luxury oceanfront penthouse style condo with unbeatable views in one of Winthrop’s most sought after neighborhoods. Enjoy sunset views from BOTH your ocean private decks, perfect for relaxing or entertaining overlooking the Atlantic. Gutted & converted in 2022 from top to bottom, 191 Court has modern smart-home features including smart thermostats, WiFi-connected blinds, and Ring

  The Reference Group Reference Real Estate

  191 Court Rd Unit 3, Winthrop, MA 02152
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  /20

  $3,500 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,370 Sq Ft
  • Townhouse for Rent

  175 Somerset Ave, Winthrop, MA 02152

  175 Somerset Ave, Winthrop, MA 02152
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  /30

  $950,000 Sold Nov 21, 2025

  40 Cottage Park Rd, Winthrop, MA 02152

  • 5 Beds
  • 3 Baths
  • 2,550 Sq Ft
  • Built 1900

  Last Sold Summary

  • $373/SF
  • 8 Days On Market

  Last Listing Agent The Reference Group Reference Real Estate

  40 Cottage Park Rd, Winthrop, MA 02152
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  /26

  Est $639,005 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 910 Sq Ft

  3 Seal Harbor Rd Unit 133, Winthrop, MA 02152

  3 Seal Harbor Rd Unit 133, Winthrop, MA 02152
• 

  

  /19

  $665,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,864 Sq Ft

  34 Fremont St, Winthrop, MA 02152

  34 Fremont gives you something most homes in town can’t: space to grow into on a bigger-than-normal lot near Winthrop Center. The main level flows the way a home should: kitchen with pantry, dining and living rooms connected, and an office when you need a door closed. Upstairs you’ll find three comfortable bedrooms plus two additional rooms that are perfect for kids’ bedrooms, a second office,

  The Reference Group Reference Real Estate

  34 Fremont St, Winthrop, MA 02152
• 

  

  /22

  $2,600 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Apartment for Rent

  10 Charles St Unit 2, Winthrop, MA 02152

  3+ bedroom unit ready for immediate occupancy. Nestled just steps away from Winthrop Beach, relish in the spaciousness and cleanliness of this charming unit. Indulge in the convenience of a short stroll to restaurants, cozy coffee shops, and more. Benefit from the included off-street parking, ensuring effortless accessibility. The generous living and dining areas offer ample room for relaxation

  Daniel Clucas Reference Real Estate

  10 Charles St Unit 2, Winthrop, MA 02152
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  /39

  $538,000 Sold Oct 17, 2025

  12 Sewall Ave Unit 2, Winthrop, MA 02152

  • 2 Beds
  • 2 Baths
  • 874 Sq Ft
  • Built 1925

  Last Sold Summary

  • $616/SF
  • 26 Days On Market

  Last Listing Agent Alex Walsh Access

  12 Sewall Ave Unit 2, Winthrop, MA 02152
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  /42

  Est $977,346 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,343 Sq Ft

  218 Cliff Ave, Winthrop, MA 02152

  218 Cliff Ave, Winthrop, MA 02152
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  /32

  $549,900

  • 2 Beds
  • 2 Baths
  • 773 Sq Ft

  600 Shirley St Unit 3, Winthrop, MA 02152

  “The Cove at 600” was converted in 2022 and is located on the site of the historic Crystal Cove Hotel with breathtaking views of the Boston Skyline and the Atlantic Ocean. Unit 3, located on the side of the building with a private entrance, exclusive use patio and exclusive use deck at the front of the building offers many ways to take in the view and the sea air. The open concept living room and

  Erika Leigh Pereira Keller Williams Realty Boston Northwest

  600 Shirley St Unit 3, Winthrop, MA 02152
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  /31

  $2,250 total monthly price

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

  12 Sewall Ave Unit 3, Winthrop, MA 02152

  12 Sewall Ave Unit 3, Winthrop, MA 02152
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  /36

  $804,000 Sold Feb 07, 2025

  9 Dolphin Ave, Winthrop, MA 02152

  • 4 Beds
  • 2.5 Baths
  • 2,266 Sq Ft
  • Built 1920

  Last Sold Summary

  • 11% Below List Price
  • $355/SF
  • 98 Days On Market

  Current Estimated Value $814,887

  Last Listing Agent James Polino Compass

  9 Dolphin Ave, Winthrop, MA 02152
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  /29

  Est $519,317 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  173 Grovers Ave Unit 2, Winthrop, MA 02152

  173 Grovers Ave Unit 2, Winthrop, MA 02152
• 

  

  /27

  $1,055,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,028 Sq Ft

  41 Harbor View Ave, Winthrop, MA 02152

  The street name; 'Harbor View Ave" says it all! Sweeping unobstructed views of the open ocean, Boston Harbor, & city skyline! Nestled atop one of Winthrop’s highest elevations, delivering a rare combination of breathtaking coastal scenery & beach access. This sun-drenched 3 unit home offers 4 bedrooms, 3 full baths, garage parking, making it ideal for homeowners, developers, or investors. From

  Brian Perrin Brian J. Perrin Real Estate

  41 Harbor View Ave, Winthrop, MA 02152
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  /16

  $2,500 total monthly price

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

  117 Winthrop Shore Dr Unit 6, Winthrop, MA 02152

  You deserve to wake up everyday staring at the ocean...and this is the place to do just that! This beautiful, freshly renovated 2 bedroom and 1 bathroom apartment is ready now, across the street from Winthrop Beach and offers the most stunning view of the water. The unit boasts gleaming hardwood floors, all new appliances and a very cool barn door separating the living room and bedroom. The

  James Polino Compass

  117 Winthrop Shore Dr Unit 6, Winthrop, MA 02152
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  /39

  $650,000 Sold Sep 30, 2025

  One Seal Harbor Rd Unit 604, Winthrop, MA 02152

  • 2 Beds
  • 2 Baths
  • 1,124 Sq Ft
  • Built 1983

  Last Sold Summary

  • $578/SF
  • 8 Days On Market

  Last Listing Agent Marina Tramontozzi True North Realty

  One Seal Harbor Rd Unit 604, Winthrop, MA 02152
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  /42

  Est $979,575 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,211 Sq Ft

  36 Floyd St, Winthrop, MA 02152

  36 Floyd St, Winthrop, MA 02152
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  /38

  $715,000

  • 3 Beds
  • 1.5 Baths
  • 1,764 Sq Ft

  960 Shirley St, Winthrop, MA 02152

  Located just one house from the water, 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 for

  Bridget Conroy Coldwell Banker Realty - Milton

  960 Shirley St, Winthrop, MA 02152
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  /28

  $2,400 total monthly price

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Condo for Rent

  25 Pratt St Unit 1, Boston, MA 02134

  Rent:$2,400 / mo.Beds:1 BedBaths:1 BathLaundry:Laundry on SiteUnit Level:1Parking:For Rent, Outdoor, $200 / Month

  25 Pratt St Unit 1, Boston, MA 02134
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  /29

  $632,000 Sold Dec 01, 2025

  55 Johnson Ave Unit 1, Winthrop, MA 02152

  • 3 Beds
  • 1 Bath
  • 1,614 Sq Ft
  • Built 1900

  Last Sold Summary

  • $392/SF
  • 9 Days On Market

  Last Listing Agent Nick Murphy Compass

  55 Johnson Ave Unit 1, Winthrop, MA 02152
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  /38

  Est $958,279 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,697 Sq Ft

  89 Cliff Ave, Winthrop, MA 02152

  89 Cliff Ave, Winthrop, MA 02152
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  /24

  $780,000 Pending

  • 5 Beds
  • 2.5 Baths
  • 1,923 Sq Ft

  62 Lowell Rd, Winthrop, MA 02152

  Welcome to the "Maze!" This Whittemore designed home is solidly built & filled with character & charm. With great bones & endless potential, this 4+ bedroom, 2.5 bath single is the perfect canvas to create space you've been dreaming of, all in one of Winthrop's most sought after locations. Some of the wonderful features include recently refinished hardwood floors, a wood-burning fireplace, eat in

  Mary Ann Cash Charlesgate Realty Group, llc

  62 Lowell Rd, Winthrop, MA 02152
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  /18

  $3,200 total monthly price

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

  5 Fremont St Unit 301, Winthrop, MA 02152

  Welcome home to this beautifully updated 2-bedroom 2-bathroom apartment with bonus room as an office located in an elevator building featuring a spacious living area and a modern kitchen outfitted with sleek stainless steel appliances. Two queen sized bedroom with generous closet space. Third smaller room great for office space. Stay comfortable all year with high-efficiency mini-split heating

  Mario Fiume Anzalone Realty

  5 Fremont St Unit 301, Winthrop, MA 02152
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  /35

  $595,000 Sold Apr 23, 2025

  111 Strandway, Winthrop, MA 02152

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Built 1900

  Last Sold Summary

  • 2% Below List Price
  • $541/SF
  • 6 Days On Market

  Current Estimated Value $829,353

  Last Listing Agent Jaclyn Costonis Costonis Realty & Design LLC

  111 Strandway, Winthrop, MA 02152
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  /37

  Est $641,821 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,188 Sq Ft

  325 Revere St, Winthrop, MA 02152

  325 Revere St, Winthrop, MA 02152
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  /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

  The Reference Group Reference Real Estate

  86L Undine Ave, Winthrop, MA 02152
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  /10

  $1,650 total monthly price

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

  85 Winthrop Shore Dr, Winthrop, MA 02152

  Welcome to Winthrop! As a peninsula off of Revere & East Boston, this neighborhood provides a seaside lifestyle with amazing views of the city & Boston Harbor! Convenient to MBTA Blue Line at Orient Heights & multiple MBTA bus routes. Many parks & outdoor activities await you here including Belle Isle Marsh, Snake Island, Deer Island, Winthrop Beach, Winthrop Golf Club, Cottage Park & Winthrop

  85 Winthrop Shore Dr, Winthrop, MA 02152
• 

  

  /21

  $1,320,000 Sold Apr 29, 2025

  235 Winthrop Shore Dr, Winthrop, MA 02152

  • 7 Beds
  • 4.5 Baths
  • 3,878 Sq Ft
  • Built 1900

  Last Sold Summary

  • 2% Above List Price
  • $340/SF
  • 7 Days On Market

  Last Listing Agent Elizabeth Ferrara Cottage Hill Real Estate

  235 Winthrop Shore Dr, Winthrop, MA 02152
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  /31

  Est $902,682 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,497 Sq Ft

  92 Quincy Ave, Winthrop, MA 02152

  92 Quincy Ave, Winthrop, MA 02152

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