Winthrop, MA Homes

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  /25

  $739,000

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft

  8 Siren St, Winthrop, MA 02152

  Offered for the first time in over 60 years, this meticulously maintained 3-bedroom, 2 full bath home sits on a private corner lot in Winthrop's coveted Point Shirley neighborhood. The main level offers two distinct living areas, a fireplace, eat-in kitchen, a full bathroom and a bedroom or home office. Featuring two spacious bedrooms, the upper level also provides a generous walk-in closet, a

  

  Nicole Bettano

  Lantern Residential

  (857) 760-4465

  8 Siren St, Winthrop, MA 02152
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  /9

  $2,695 Per Month

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

  87 Dr Unit 2, Winthrop, MA 02152

  Oceanfront updated two-bedroom, one bath, eat-in kitchen with Quartz countertops, stainless steel appliances, an updated bath, and a private deck overlooking Winthrop Beach! Additional features include central heat and AC, hardwoods, and a building laundry. The rent includes hot water. The unit is ready for occupancy on June 1, 2026.

  

  Saul Perlera

  Perlera Real Estate

  (857) 832-7552

  87 Dr 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 $914,852

  Last Listing Agent Mike Wetherbee Cameron Real Estate Group

  26 Sargent St, Winthrop, MA 02152
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  /25

  Est $484,175 Not Listed For Sale

  111 Locust St Unit 2, Winthrop, MA 02152

  • 3 Beds
  • 1 Bath
  • 1,270 Sq Ft
  • Built 1925

  111 Locust St Unit 2, Winthrop, MA 02152

  Last Sold Summary

  • 1% Below List Price
  • $386/SF
  • 74 Days On Market

  • Last Sold Price $490,000
  • May 07, 2025

  Last Listing Agent Christine D'Ambrosio Lantern Residential
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  /25

  $379,000

  • 2 Beds
  • 1 Bath
  • 977 Sq Ft

  1000 Governors Dr Unit 4, Winthrop, MA 02152

  Get ready to discover your next dream home! A fantastic condo for sale in the vibrant town of Winthrop, MA. This inviting residence features two generously sized bedrooms and a modern bathroom, complemented by an open concept living room and kitchen area.Situated in a large, welcoming complex, you'll enjoy excellent amenities including a tennis court and convenient laundry facilities in the

  

  Jose Rojas

  William Raveis R.E. & Home Services

  (617) 612-4270

  1000 Governors Dr Unit 4, Winthrop, MA 02152
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  /16

  Starting at $1,795

  Total Monthly Price

  • Studio - 2 Beds

  91 Veterans Rd, Winthrop, MA 02152

  Welcome to The Abby at 91 Veterans Road in Winthrop, MA, where city-access meets coastal charm. Nestled just steps from the beach and the Winthrop Golf Club, this professionally managed community offers modern, pet-friendly apartments with reserved parking, in-unit laundry, and easy highway and public-transit access to Boston.Walkable town, breeze-filled viewsResidents love Winthrop’s

  The Abby

  (857) 349-9522

  

  91 Veterans Rd, Winthrop, MA 02152
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  /40

  $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 $635,948

  Last Listing Agent Erin Dinsmoor Keller Williams Realty Metropolitan

  41 Sargent St, Winthrop, MA 02152
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  /29

  Est $912,875 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

  • 1% Above List Price
  • $301/SF
  • 7 Days On Market

  • Last Sold Price $900,000
  • May 09, 2025

  Last Listing Agent Erica Gore Century 21 Seaport
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  /21

  $499,000

  • 2 Beds
  • 1 Bath
  • 913 Sq Ft

  43 Sagamore Ave Unit 1, Winthrop, MA 02152

  Welcome home to this pristine and exceptionally well-kept two-bedroom, one-bath condominium in the heart of Winthrop’s vibrant 02152 community. This inviting home offers comfortable living along with private outdoor space—perfect for relaxing, entertaining, or enjoying coastal breezes. Conveniently located with easy access to Orient Heights, major highways, Logan Airport, and downtown Boston. The

  

  Nicole Bettano

  Lantern Residential

  (617) 214-1589

  43 Sagamore Ave Unit 1, Winthrop, MA 02152
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  /10

  $2,495 Per Month

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

  90 Winthrop Shore Dr Unit B, Winthrop, MA 02152

  Winthrop Beach, brand-new two-bedroom, one-bathroom home with a modern kitchen featuring quartz countertops, stainless steel appliances (including an electric stove), refrigerator, dishwasher, microwave, and disposal, new vinyl floors, recessed lighting, central heat, and air conditioning. The unit offers a separate entry door through the courtyard and a coin-operated laundry in the building. The

  

  Saul Perlera

  Perlera Real Estate

  (617) 415-4524

  90 Winthrop Shore Dr Unit B, Winthrop, MA 02152
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  /35

  $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

  Current Estimated Value $608,211

  Last Listing Agent Elizabeth Ferrara Cottage Hill Real Estate

  88 Grand View Ave, Winthrop, MA 02152
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  /30

  Est $585,803 Not Listed For Sale

  58 Almont St, Winthrop, MA 02152

  • 3 Beds
  • 2 Baths
  • 1,072 Sq Ft
  • Built 1951

  58 Almont St, Winthrop, MA 02152

  Last Sold Summary

  • 5% Above List Price
  • $521/SF
  • 3 Days On Market

  • Last Sold Price $559,000
  • May 02, 2025

  Last Listing Agent Elizabeth Ferrara Cottage Hill Real Estate
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  /41

  $1,100,000 Open Sun 11:30AM - 1:30PM

  • 4 Beds
  • 2 Baths
  • 1,755 Sq Ft

  118 Sunnyside Ave, Winthrop, MA 02152

  A rare opportunity in one of Winthrop's most sought-after waterfront locations. Ideally set on an expansive lot directly across from the water, this property offers beautiful views from multiple rooms and a setting that truly is hard to replicate. The home is comfortable and livable as-is, while offering exceptional potential to renovate or reimagine into a custom coastal retreat. Whether you're

  Donna Scalfani William Raveis R.E. & Home Services

  118 Sunnyside Ave, Winthrop, MA 02152
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  /20

  $1,750 Plus Fees

  • Studio
  • 1 Bath
  • Condo for Rent

  312 Shirley St Unit 208, Winthrop, MA 02152

  This nice Studio 1 Bath place in the Winthrop area is available for Now. Included Features are: Laundry in Common Area.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 reflect

  (857) 816-8787

  312 Shirley St Unit 208, Winthrop, MA 02152
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  /34

  $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 $714,917

  Last Listing Agent Leighann Eruzione Lantern Residential

  41 Centre St, Winthrop, MA 02152
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  /30

  Est $819,543 Not Listed For Sale

  550 Pleasant St Unit 405, Winthrop, MA 02152

  • 2 Beds
  • 2 Baths
  • 1,972 Sq Ft
  • Built 2006

  550 Pleasant St Unit 405, Winthrop, MA 02152

  Last Sold Summary

  • 1% Below List Price
  • $418/SF
  • 15 Days On Market

  • Last Sold Price $825,000
  • May 02, 2025

  Last Listing Agent The GBRI Team Northeastern Realty Group
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  /23

  $519,900

  • 1 Bed
  • 1 Bath
  • 729 Sq Ft

  10 Somerset Ave Unit 309, Winthrop, MA 02152

  Welcome to Unit 309—a bright corner 1-bedroom, 1-bath home featuring an open-concept layout, high-quality finishes, and a relaxed coastal style. The kitchen features stainless steel appliances, quartz countertops, central A/C, and modern design touches throughout. Residents enjoy elevator access, a fitness room, and a stylish common area—perfect for relaxing or savoring a morning coffee. Ideally

  Charlesgate New Development Team Charlesgate Realty Group, llc

  10 Somerset Ave Unit 309, Winthrop, MA 02152
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  /6

  $2,500 Per Month

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

  53 Trident Ave Unit 101, Winthrop, MA 02152

  Charming 2-Bedroom Oceanview Condo. Partially furnished, This beautifully maintained first-floor unit offers the perfect blend of coastal charm and everyday convenience, just steps from the ocean. Inside, you’ll find two spacious bedrooms, hardwood floors throughout, and a stylish kitchen featuring granite countertops. The home is move-in ready, complete with the convenience of in-unit laundry

  

  Emma D'Angelo

  Charlesgate Realty Group LLC

  (617) 397-4920

  53 Trident Ave Unit 101, Winthrop, MA 02152
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  /41

  $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 $1,149,337

  Last Listing Agent Elizabeth Ferrara Cottage Hill Real Estate

  72 Sewall Ave, Winthrop, MA 02152
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  /29

  Est $612,256 Not Listed For Sale

  31 River Rd, Winthrop, MA 02152

  • 2 Beds
  • 1 Bath
  • 968 Sq Ft
  • Built 1880

  31 River Rd, Winthrop, MA 02152

  Last Sold Summary

  • 4% Below List Price
  • $656/SF
  • 6 Days On Market

  • Last Sold Price $635,000
  • May 09, 2025

  Last Listing Agent Paul Cervone Lamacchia Realty, Inc.
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  /31

  $535,000 Open Sun 11AM - 12:30PM

  • 2 Beds
  • 1 Bath
  • 1,267 Sq Ft

  173 Grovers Ave Unit 3, Winthrop, MA 02152

  OPEN HOUSE CANCELED!! Perched on the top floor, where the light lingers and views stretch toward the water, this two-bedroom condo in Winthrop’s Highlands feels quietly elevated from the moment you arrive. Sunlight pours through oversized windows, drawing your eye to the ocean and filling the open living and dining space with an easy, natural flow.The kitchen is thoughtfully updated, offering

  Leighann Eruzione Lantern Residential

  173 Grovers Ave Unit 3, Winthrop, MA 02152
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  /3

  $3,300 Plus Fees

  • 3 Beds
  • 1 Bath
  • 1,250 Sq Ft
  • Condo for Rent

  40 Ocean Ave Unit 1, Winthrop, MA 02152

  Property Id: 2475488Recently painted first floor, three-bedroom by the beach, hardwood wood floors, open concept living room and kitchen, granite countertops, new kitchen cabinets, washer and dryer in the apartment, new stainless steel appliances, electric heat, separate utilities. Easy to show

  (857) 349-5224

  40 Ocean Ave Unit 1, Winthrop, MA 02152
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  /26

  $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 $635,519

  Last Listing Agent Mary Ann Cash Charlesgate Realty Group, llc

  83 Chester Ave, Winthrop, MA 02152
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  /15

  Est $680,685 Not Listed For Sale

  29 Buckthorn Terrace, Winthrop, MA 02152

  • 3 Beds
  • 1 Bath
  • 1,700 Sq Ft
  • Built 1928

  29 Buckthorn Terrace, Winthrop, MA 02152

  Last Sold Summary

  • 1% Below List Price
  • $405/SF
  • 153 Days On Market

  • Last Sold Price $688,000
  • May 06, 2025

  Last Listing Agent Mary Ann Cash Charlesgate Realty Group, llc
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  /29

  $559,900

  • 2 Beds
  • 2 Baths
  • 969 Sq Ft

  35 Somerset Ave Unit 3, Winthrop, MA 02152

  MAJOR NEW RENOVATION IN 2023.......EXCITING 2 BEDROOM, 2BATH UPSCALE CONDOMINIUM AT WINTHROP CENTER. Stunning oak floors and state of the art quartz and stainless kitchen, fully applianced with subway tile accents and an over sized island with pendant lighting. All open to a generous living area and access to an exclusive deck for personal outdoor space. A beautiful main suite with an amazing

  Sharon Tallent Compass

  35 Somerset Ave Unit 3, Winthrop, MA 02152
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  /20

  $3,100 Plus Fees

  • 2 Beds
  • 1 Bath
  • Condo for Rent

  370 Main St Unit 2, Winthrop, MA 02152

  This nice Furnished 2 Bedrooms 1 Bath place in the Winthrop area is available for Now.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 reflect conditions at the time the information was

  (857) 355-0464

  370 Main St Unit 2, Winthrop, MA 02152
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  /42

  $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 $925,688

  Last Listing Agent Cathie Curran Charlesgate Realty Group, llc

  19 Orlando Ave, Winthrop, MA 02152
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  /25

  Est $644,136 Not Listed For Sale

  81 Putnam St, Winthrop, MA 02152

  • 3 Beds
  • 1 Bath
  • 1,563 Sq Ft
  • Built 1955

  81 Putnam St, Winthrop, MA 02152

  Last Sold Summary

  • 2% Below List Price
  • $421/SF
  • 3 Days On Market

  • Last Sold Price $657,500
  • May 01, 2025

  Last Listing Agent Erica Gore Century 21 Seaport
• 

  

  /19

  $569,000

  • 3 Beds
  • 1 Bath
  • 1,377 Sq Ft

  10 Beach Rd Unit 1, Winthrop, MA 02152

  Just one block from Winthrop Beach, this spacious and inviting condo offers 1,377 SqFt of comfortable living. With 3 large bedrooms and 1 full bath, there’s plenty of room for working from home, entertaining, or simply relaxing.Step inside to discover an open-concept living and dining area that flows seamlessly into a large, modern kitchen, featuring gas cooking, ample counter space, and a

  Rogelio Zuniga United Brokers

  10 Beach Rd Unit 1, Winthrop, MA 02152
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  /14

  $2,695 Plus Fees

  • 2 Beds
  • 1 Bath
  • Condo for Rent

  90 Winthrop Shore Dr Unit 2, Winthrop, MA 02152

  This nice 2 Bedrooms 1 Bath place in the Winthrop area is available for 06-01-2026. Included Features are: Front Porch, and Laundry in Common Area.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

  (857) 349-2423

  90 Winthrop Shore Dr Unit 2, Winthrop, MA 02152
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  /40

  $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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  /32

  Est $1,017,541 Not Listed For Sale

  65 Bay View Ave Unit 67, Winthrop, MA 02152

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1910

  65 Bay View Ave Unit 67, Winthrop, MA 02152

  Last Sold Summary

  • 64% Above List Price
  • $517/SF
  • 14 Days On Market

  • Last Sold Price $620,000
  • Apr 28, 2025

  Last Listing Agent The Reference Group Reference Real Estate
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  /9

  $569,000

  • 2 Beds
  • 1 Bath
  • 898 Sq Ft

  10 Somerset Ave Unit 207, Winthrop, MA 02152

  Welcome to Unit 207 at The Somerset—Winthrop’s boutique condo community, where coastal living meets modern design. This spacious 2-bedroom, 1-bath home features an open-concept living and dining area, a well-appointed kitchen with quartz countertops and stainless steel appliances, central A/C, and modern finishes throughout, plus access to a fitness room, elevator, and resident lounge for added

  Charlesgate New Development Team Charlesgate Realty Group, llc

  10 Somerset Ave Unit 207, Winthrop, MA 02152
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  /8

  $2,900 Plus Fees

  • 2 Beds
  • 1 Bath
  • 1,050 Sq Ft
  • Condo for Rent

  585 Shirley St Unit 2, Winthrop, MA 02152

  Welcome to your new home in the charming district of Winthrop, MA! This delightful property offers a comfortable living space perfect for anyone seeking a blend of convenience and community charm. With spacious bedrooms and well-maintained bathrooms, this residence is designed for ease and relaxation. Located near a variety of amenities, you’ll enjoy a great restaurant just around the

  (857) 349-9276

  585 Shirley St Unit 2, Winthrop, MA 02152
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  /29

  $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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  /27

  Not Listed For Sale

  67 Bay View Ave Unit 1L, Winthrop, MA 02152

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1910

  67 Bay View Ave Unit 1L, Winthrop, MA 02152

  Last Sold Summary

  • $529/SF
  • 4 Days On Market

  • Last Sold Price $635,000
  • May 09, 2025

  Last Listing Agent The Reference Group Reference Real Estate
• 

  

  /14

  $599,900 Open Sun 12PM - 1PM

  • 2 Beds
  • 1 Bath
  • 874 Sq Ft

  140 Shirley St Unit 210, Winthrop, MA 02152

  Discover the perfect blend of modern design and seaside charm at 140 Shirley Street, Winthrop’s newest boutique condominium residence—just steps from the shoreline of Winthrop Beach. This two-bedroom, one-bath home in a 10-unit building captures the essence of coastal living with its fresh, nautical-inspired style and high-end finishes. Inside, you’ll find engineered hardwood flooring, recessed

  Kovacs Savage Team Byrnes Real Estate Group LLC

  140 Shirley St Unit 210, Winthrop, MA 02152
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  /5

  $1,795 Plus Fees

  • Studio
  • 1 Bath
  • Condo for Rent

  90 Winthrop Shore Dr Unit 9, 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 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 about the

  (857) 816-7207

  90 Winthrop Shore Dr Unit 9, Winthrop, MA 02152
• 

  

  /22

  $380,000 Sold Oct 15, 2025

  200 Governors Dr Unit 39, Winthrop, MA 02152

  • 2 Beds
  • 1 Bath
  • 782 Sq Ft
  • Built 1971

  Last Sold Summary

  • $486/SF
  • 7 Days On Market

  Current Estimated Value $373,092

  Last Listing Agent The Movement Group Compass

  200 Governors Dr Unit 39, Winthrop, MA 02152
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  /41

  Est $587,023 Not Listed For Sale

  1 Seal Harbor Rd Unit 104, Winthrop, MA 02152

  • 2 Beds
  • 2 Baths
  • 1,230 Sq Ft
  • Built 1983

  1 Seal Harbor Rd Unit 104, Winthrop, MA 02152

  Last Sold Summary

  • 1% Below List Price
  • $484/SF
  • 19 Days On Market

  • Last Sold Price $595,000
  • Apr 28, 2025

  Last Listing Agent John Young Ledge & Young Real Estate

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