Winthrop, MA Homes

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  $669,000 Pending

  • 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

  

  Nicole Bettano

  Lantern Residential

  (617) 401-9258

  148 Winthrop Shore Dr Unit 5, Winthrop, MA 02152
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  /31

  $2,600 total monthly price

  • 2 Beds
  • 2 Baths
  • 760 Sq Ft
  • Townhouse for Rent

  97 Grovers Ave Unit 2, Winthrop, MA 02152

  Enjoy sweeping ocean views from this top-floor, 2-bedroom, 2-bathroom unit located in an owner-occupied home, offering a quiet and well-maintained living environment just steps from the beach.This apartment features central air conditioning and new carpeting, along with updated bathrooms and a thoughtfully designed layout ideal for comfortable living. A dedicated home office nook provides

  97 Grovers Ave Unit 2, Winthrop, MA 02152
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  /31

  $680,000 Sold Apr 23, 2025

  620 Shirley St Unit 3, Winthrop, MA 02152

  • 3 Beds
  • 2 Baths
  • 1,355 Sq Ft
  • Built 2023

  Last Sold Summary

  • 1% Below List Price
  • $502/SF
  • 38 Days On Market

  Last Listing Agent Patrick Fahey Access

  620 Shirley St Unit 3, Winthrop, MA 02152
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  Est $686,039 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,286 Sq Ft

  3 Seal Harbor Rd Unit 733, Winthrop, MA 02152

  3 Seal Harbor Rd Unit 733, Winthrop, MA 02152
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  $379,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,092 Sq Ft

  9 Atlantic St Unit 2, Winthrop, MA 02152

  Priced Well Below Market Price - Experience the best of coastal living just minutes from Boston—close to the city without the high prices! This bright and spacious home features soaring ceilings, abundant natural light, large rooms, and hardwood floors. The traditional dining room with a built-in cabinet adds classic charm, while the fully applianced kitchen offers warm wood cabinetry and an

  Mark Anderson Redfin Corp.

  9 Atlantic St Unit 2, Winthrop, MA 02152
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  $3,200 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,500 Sq Ft
  • Apartment for Rent

  9 Bellevue Ave Unit 2, Winthrop, MA 02152

  Multi-level, sunny 3 bedroom + office in the heart of Winthrop. Feels more like a home than an apartment! The property starts on floor 2 of the building. You enter into the main living and dining room, which leads directly to the bonus office space, and large front porch. There is also the main bathroom, and in the back is a large, eat-in kitchen. Going upstairs you will find three well-sized

  AD Advisors Team Block Realty

  9 Bellevue Ave Unit 2, Winthrop, MA 02152
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  /26

  $949,000 Sold Oct 03, 2025

  26 Sargent St, Winthrop, MA 02152

  • 5 Beds
  • 2.5 Baths
  • 2,237 Sq Ft
  • Built 1887

  Last Sold Summary

  • 14% Below List Price
  • $424/SF
  • 27 Days On Market

  Current Estimated Value $928,585

  Last Listing Agent Mike Wetherbee Cameron Real Estate Group

  26 Sargent St, Winthrop, MA 02152
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  Est $736,930 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,563 Sq Ft

  19 Buchanan St, Winthrop, MA 02152

  19 Buchanan St, Winthrop, MA 02152
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  $1,350,000

  • 3 Beds
  • 2.5 Baths
  • 2,250 Sq Ft

  86 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

  Reserve Team Reference Real Estate

  86 Undine Ave, Winthrop, MA 02152
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  $2,000 total monthly price

  • Studio
  • 1 Bath
  • Condo for Rent

  312 Shirley St Unit 210, Winthrop, MA 02152

  This nice Studio 1 Bath place in the Winthrop area is available for Now. Included Features are: Electric Heat, and Laundry in Basement.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

  312 Shirley St Unit 210, Winthrop, MA 02152
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  $560,000 Sold Oct 30, 2025

  41 Sargent St, Winthrop, MA 02152

  • 3 Beds
  • 2 Baths
  • 1,724 Sq Ft
  • Built 1925

  Last Sold Summary

  • $325/SF
  • 2 Days On Market

  Current Estimated Value $638,443

  Last Listing Agent Erin Dinsmoor Keller Williams Realty Metropolitan

  41 Sargent St, Winthrop, MA 02152
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  /28

  Est $593,652 Not Listed For Sale

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

  1 Seal Harbor Rd Unit 514, Winthrop, MA 02152

  1 Seal Harbor Rd Unit 514, Winthrop, MA 02152
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  $550,000 Pending

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

  1 Seal Harbor Rd Unit 415, Winthrop, MA 02152

  SELLER MOTIVATED! AMAZING VALUE! Enjoy the ease of COASTAL LIVING in this beautiful 2-bed, 2-bath unit designed for comfort and convenience. Filled with natural light, it offers an open layout and a private balcony with OCEAN VIEWS—perfect for morning coffee or sunset unwinding. The spacious primary suite includes an EN-SUITE BATH and a generous walk-in closet. FRESHLY PAINTED THROUGHOUT with NEW

  Camilo & Co. Group Realty One Group Nest

  1 Seal Harbor Rd Unit 415, Winthrop, MA 02152
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  $3,750 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 1,381 Sq Ft
  • Condo for Rent

  40 Seaview Ave Unit 1, Winthrop, MA 02152

  Available NOW! Modern townhouse-style condo offering 3 bedrooms and 2.5 baths, including a primary suite with rain-shower bath. Rental features include: a shared fenced-in yard, two-car driveway parking, a private back deck off the kitchen. The unit itself has a lovely bright interior with custom trim work throughout, stainless steel appliances, quartz countertops with soft-close cabinetry,

  Katelyn E. Sullivan Coldwell Banker Realty - Boston

  40 Seaview Ave Unit 1, Winthrop, MA 02152
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  $605,000 Sold Dec 19, 2025

  88 Grand View Ave, Winthrop, MA 02152

  • 2 Beds
  • 1 Bath
  • 1,262 Sq Ft
  • Built 1945

  Last Sold Summary

  • 9% Below List Price
  • $479/SF
  • 153 Days On Market

  Last Listing Agent Elizabeth Ferrara Cottage Hill Real Estate

  88 Grand View Ave, Winthrop, MA 02152
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  /16

  Est $493,902 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
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  /19

  $545,701 Open Thu 4:45PM - 6:15PM

  • 1 Bed
  • 1 Bath
  • 684 Sq Ft

  10 Somerset Ave Unit 401, Winthrop, MA 02152

  Welcome to Unit 401 at The Somerset, a spacious 1-bedroom, 1-bath home with an open-concept layout and a large living and dining area perfect for both everyday living and entertaining. With warmer days ahead, the expansive private deck is set to become a natural extension of the living space for dining, relaxing, and entertaining, all with views overlooking the town center. Inside, enjoy quartz

  Charlesgate New Development Team Charlesgate Realty Group, llc

  10 Somerset Ave Unit 401, Winthrop, MA 02152
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  $1,750 total monthly price

  • Studio
  • 1 Bath
  • Condo for Rent

  90 Winthrop Shore Dr Unit 3A, Winthrop, MA 02152

  This nice Furnished Studio 1 Bath place in the Winthrop area is available for 06-01-2026. Included Features are: Gas Heat, and Laundry in Common Area. 1.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

  90 Winthrop Shore Dr Unit 3A, Winthrop, MA 02152
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  $722,000 Sold Sep 25, 2025

  41 Centre St, Winthrop, MA 02152

  • 5 Beds
  • 1.5 Baths
  • 1,776 Sq Ft
  • Built 1910

  Last Sold Summary

  • 2% Below List Price
  • $407/SF
  • 12 Days On Market

  Current Estimated Value $718,050

  Last Listing Agent Leighann Eruzione Lantern Residential

  41 Centre St, Winthrop, MA 02152
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  /20

  Est $469,412 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
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  $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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  /20

  $2,500 total monthly price

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

  21 Prescott St Unit 1, Winthrop, MA 02152

  Welcome to 21 Prescott here in Winthrop by The Sea! This oversized unit awaits you in a prime location. This sun drenched unit situated on a quiet side street in a highly desirable area. This first level unit offers two good size bedrooms and hardwood floors throughout. Dedicated space for your living-room, dining-room, and eat-in kitchen. Enjoy the convenience of having the Bus stop around the

  Mark Sciaraffa Sciaraffa Real Estate, LLC

  21 Prescott St Unit 1, Winthrop, MA 02152
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  $1,175,000 Sold Sep 17, 2025

  72 Sewall Ave, Winthrop, MA 02152

  • 4 Beds
  • 3.5 Baths
  • 2,214 Sq Ft
  • Built 2009

  Last Sold Summary

  • 7% Below List Price
  • $531/SF
  • 15 Days On Market

  Current Estimated Value $1,124,889

  Last Listing Agent Elizabeth Ferrara Cottage Hill Real Estate

  72 Sewall Ave, Winthrop, MA 02152
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  Est $645,543 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,668 Sq Ft

  88 Winthrop St, Winthrop, MA 02152

  88 Winthrop St, Winthrop, MA 02152
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  /27

  $539,900 Pending

  • 1 Bed
  • 1 Bath
  • 767 Sq Ft

  10 Somerset Ave Unit 408, Winthrop, MA 02152

  Welcome to Unit 408 – a spacious 1-bedroom + den home at The Somerset, Winthrop’s newest boutique condo community blending coastal charm with modern comfort. This thoughtfully designed layout offers an open-concept living space, a versatile den ideal for a home office or guest room, and a walk-in closet in the bedroom. Enjoy upscale finishes throughout—quartz countertops, stainless steel

  Charlesgate New Development Team Charlesgate Realty Group, llc

  10 Somerset Ave Unit 408, Winthrop, MA 02152
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  /4

  $2,900 per month plus fees

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

  19 Moore St Unit 1, Winthrop, MA 02152

  Property Id: 201382619 Moore St is a charming 2-bedroom, 1-bathroom unit available starting September 1. Conveniently located just 10 seconds from the nearest bus stop, it offers easy access to public transportation for commuters and students alike. The neighborhood has plenty of on-street parking, making it simple for you and your guests to find a spot anytime. This cozy home is perfect

  19 Moore St Unit 1, Winthrop, MA 02152
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  $640,000 Sold May 23, 2025

  83 Chester Ave, Winthrop, MA 02152

  • 3 Beds
  • 1.5 Baths
  • 1,050 Sq Ft
  • Built 1900

  Last Sold Summary

  • 11% Above List Price
  • $610/SF
  • 5 Days On Market

  Current Estimated Value $638,163

  Last Listing Agent Mary Ann Cash Charlesgate Realty Group, llc

  83 Chester Ave, Winthrop, MA 02152
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  Est $669,775 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
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  /31

  $509,900

  • 2 Beds
  • 2 Baths
  • 800 Sq Ft

  35 Somerset Ave Unit 6, Winthrop, MA 02152

  UPSCALE 2 BEDROOM, 2 BATH TOP FLOOR UNIT WITH ROOFTOP EXCLUSIVE OUTDOOR DECK......A two year old renovation and a must see! Bright sun-filled condo with a spacious kitchen/living room combo with plenty of cabinets and huge center island with pretty pendant lighting......perfect for entertaining and personal enjoyment. Two large bedrooms, one a main suite with it's own full bath and the other bath

  Sharon Tallent Compass

  35 Somerset Ave Unit 6, Winthrop, MA 02152
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  /16

  $2,500 total monthly price

  • 2 Beds
  • 0.5 Baths
  • 800 Sq Ft
  • Apartment for Rent

  14 Beach Rd Unit 1, Winthrop, MA 02152

  Spacious 2 bedroom apartment with enclosed sunporch for at home office .Gleaming hardwood floors, dining room, bedrooms are average size. Washer and dryer in private basement. Gas stove for cooking,, dishwasher and disposal Public transportation at the corner of the street. Steps to Winthrop Beach, come and see what Winthrop has to offer with fine restaurants and shopping.There is use of backyard

  James Polino Compass

  14 Beach Rd Unit 1, Winthrop, MA 02152
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  $940,000 Sold Jul 30, 2025

  19 Orlando Ave, Winthrop, MA 02152

  • 4 Beds
  • 2.5 Baths
  • 2,470 Sq Ft
  • Built 1900

  Last Sold Summary

  • 1% Below List Price
  • $381/SF
  • 15 Days On Market

  Current Estimated Value $929,793

  Last Listing Agent Cathie Curran Charlesgate Realty Group, llc

  19 Orlando Ave, Winthrop, MA 02152
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  Est $592,119 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
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  $500,000 Pending

  • 1 Bed
  • 1 Bath
  • 633 Sq Ft

  10 Somerset Ave Unit 211, Winthrop, MA 02152

  Welcome to The Somerset—Winthrop’s newest boutique condo development! This collection of 29 thoughtfully designed homes offers studios, 1-bed, 1+ bed, and 2-bedroom layouts with quality finishes and a coastal vibe. Enjoy open-concept living, stainless steel appliances, quartz countertops, central A/C, and stylish modern touches. Most units include garage parking, and select homes feature private

  Charlesgate New Development Team Charlesgate Realty Group, llc

  10 Somerset Ave Unit 211, Winthrop, MA 02152
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  $3,950 per month plus fees

  • 3 Beds
  • 2 Baths
  • Condo for Rent

  62 Park Ave Unit 2, Winthrop, MA 02152

  This nice 3 Bedrooms 2 Bath place in the Winthrop area is available for 06-01-2026. Included Features are: Yard, Deck, 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

  62 Park Ave Unit 2, Winthrop, MA 02152
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  $935,000 Sold Jul 10, 2025

  96-98 Woodside Ave, Winthrop, MA 02152

  • 4 Beds
  • 2 Baths
  • 2,124 Sq Ft
  • Built 1920

  Last Sold Summary

  • 4% Above List Price
  • $440/SF
  • 4 Days On Market

  Last Listing Agent John Young Ledge & Young Real Estate

  96-98 Woodside Ave, Winthrop, MA 02152
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  Est $943,714 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
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  $469,000 Open Sat 12PM - 2PM

  • 1 Bed
  • 1 Bath
  • 955 Sq Ft

  66 Plummer Ave Unit 3, Winthrop, MA 02152

  Live the seaside lifestyle you’ve been looking for in this sun-filled, updated condo offering over 900 sq ft of comfortable living space in one of Winthrop’s most desirable neighborhoods. The home features brand-new flooring throughout the kitchen, dining, and living areas, creating a clean, modern flow. The kitchen includes white cabinetry, a walk-in pantry, and brand-new appliances. The

  Esmerlyn Diaz eXp Realty

  66 Plummer Ave Unit 3, Winthrop, MA 02152
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  /18

  $2,800 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,500 Sq Ft
  • Apartment for Rent

  45 Pleasant St Unit 2, Winthrop, MA 02152

  Gorgeous 3-bedroom apartment showcasing stunning hardwood flooring throughout. Conveniently located next to a bus stop, this unit offers a spacious living room, dining area, and an office space. The lovely kitchen is equipped with modern appliances, granite countertops, and ample cabinet space. Abundant windows flood the unit with natural light, creating a bright and cheerful atmosphere. Nestled

  Darlene minincleri MP Realty Group

  45 Pleasant St Unit 2, Winthrop, MA 02152
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  $650,000 Sold Jul 23, 2025

  167 Winthrop Shore Dr Unit 2, Winthrop, MA 02152

  • 4 Beds
  • 1.5 Baths
  • 1,836 Sq Ft
  • Built 1903

  Last Sold Summary

  • 7% Below List Price
  • $354/SF
  • 91 Days On Market

  Last Listing Agent Mark Mulkerrin Coldwell Banker Realty - Sharon

  167 Winthrop Shore Dr Unit 2, Winthrop, MA 02152
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  Est $393,429 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

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