Winthrop, MA Homes

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  /16

  $529,000

  • 3 Beds
  • 1 Bath
  • 1,105 Sq Ft

  279 Shirley St Unit 2, Winthrop, MA 02152

  Built in 2023 and still feeling brand new — this 3-bedroom stunner puts you steps from the beach and minutes to Downtown Boston. Sunlight pours across hardwood floors, while the sleek kitchen with white shaker cabinets and high-end appliances anchors the open layout. Central air keeps things comfortable year-round, and deeded off-street parking seals the deal. Coastal living without sacrificing

  Adam Mundt Kingston Real Estate & Management

  279 Shirley St Unit 2, Winthrop, MA 02152
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  /18

  $2,200 total monthly price

  • 1 Bed
  • 1 Bath
  • 475 Sq Ft
  • Apartment for Rent

  2 Deane Ave Unit A, Winthrop, MA 02152

  AVAIL 3/15 Sunny 1-bedroom, 1-bath apartment in desirable Winthrop Highlands. This well-maintained unit features a recently upgraded kitchen and wall A/C and heat units for year-round comfort. Enjoy city views from the patio and a prime location just a short distance to the beaches of Winthrop, local restaurants, and neighborhood amenities. Convenient access to Logan Airport and nearby public

  Sarah Fillmann Coldwell Banker Realty - Boston

  2 Deane Ave Unit A, Winthrop, MA 02152
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  /25

  $725,000 Sold Apr 15, 2025

  206 Washington Ave, Winthrop, MA 02152

  • 2 Beds
  • 1.5 Baths
  • 1,428 Sq Ft
  • Built 1900

  Last Sold Summary

  • 7% Above List Price
  • $508/SF
  • 5 Days On Market

  Current Estimated Value $721,700

  Last Listing Agent George Sarkis Douglas Elliman Real Estate - The Sarkis Team

  206 Washington Ave, Winthrop, MA 02152
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  /20

  Est $567,030 Not Listed For Sale

  1 Seal Harbor Rd Unit 513, Winthrop, MA 02152

  • 2 Beds
  • 2 Baths
  • 1,205 Sq Ft
  • Built 1983

  1 Seal Harbor Rd Unit 513, Winthrop, MA 02152

  Last Sold Summary

  • 9% Below List Price
  • $517/SF
  • 46 Days On Market

  Last Sold Price $623,500

  Last Listing Agent Jessica Pumphret Blue Sky Realty
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  /11

  $512,250 Open Sat 10:30AM - 12:30PM

  • 1 Bed
  • 1 Bath
  • 683 Sq Ft

  10 Somerset Ave Unit 405, Winthrop, MA 02152

  Welcome to Unit 405 at The Somerset, Winthrop’s premier boutique condo community, where coastal charm meets modern design. This bright, open 1-bedroom, 1-bath home features a spacious living and dining area perfect for relaxing or entertaining. The kitchen blends style and functionality with quartz countertops and stainless steel appliances. Enjoy a pet-friendly building, a fitness studio,

  Charlesgate New Development Team Charlesgate Realty Group, llc

  10 Somerset Ave Unit 405, Winthrop, MA 02152
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  /20

  $1,595 per month plus fees

  • Studio
  • 1 Bath
  • Condo for Rent

  90 Winthrop Shore Dr Unit 1A, 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

  90 Winthrop Shore Dr Unit 1A, Winthrop, MA 02152
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  /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 $383,850

  Last Listing Agent The Movement Group Compass

  200 Governors Dr Unit 39, Winthrop, MA 02152
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  /42

  Est $632,841 Not Listed For Sale

  1 Seal Harbor Rd Unit 414, Winthrop, MA 02152

  • 2 Beds
  • 2 Baths
  • 1,327 Sq Ft
  • Built 1983

  1 Seal Harbor Rd Unit 414, Winthrop, MA 02152

  Last Sold Summary

  • 11% Above List Price
  • $430/SF
  • 17 Days On Market

  Last Sold Price $570,000

  Last Listing Agent Jeffrey Carter Keller Williams Realty Evolution
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  /31

  $499,900 Pending

  • 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

  $2,900 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,600 Sq Ft
  • Apartment for Rent

  31 Cutler St Unit 1, Winthrop, MA 02152

  This charming and especially spacious three-bedroom apartment is just steps from Winthrop Beach. The bus stop to the "T" stop to Boston and Logan airport is four houses down the street. This spacious 1600 square feet first-floor apartment combines comfort and convenience in a very well maintained home. Inside you'll find beautiful hardwood floors throughout which create a warm and inviting

  James Polino Compass

  31 Cutler St Unit 1, Winthrop, MA 02152
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  /38

  $620,000 Sold May 19, 2025

  240 Bowdoin St, Winthrop, MA 02152

  • 4 Beds
  • 1.5 Baths
  • 1,684 Sq Ft
  • Built 1860

  Last Sold Summary

  • 11% Below List Price
  • $368/SF
  • 15 Days On Market

  Current Estimated Value $645,804

  Last Listing Agent Jenny Golic Lantern Residential

  240 Bowdoin St, Winthrop, MA 02152
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  /19

  Est $609,669 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

  • 12% Above List Price
  • $443/SF
  • 4 Days On Market

  Last Sold Price $545,000

  Last Listing Agent Peggie Gilbert Coldwell Banker Peggy Carter Team
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  /19

  $519,000

  • 1 Bed
  • 1 Bath
  • 947 Sq Ft

  1 Seal Harbor Rd Unit 210, Winthrop, MA 02152

  This move in unit is waiting for you! Unit 210 has an unobstructed view of the ocean and the town of Nahant. as well as a long expanse of lawn and the gazebo. Enjoy your beautiful fully applianced custom kitchen with granite counters and stainless steel appliances , in unit laundry and full bath The hardwood floors throughout add to the value of this condo and the open floor living room/dining

  James Lonergan Lonergan Real Estate

  1 Seal Harbor Rd Unit 210, Winthrop, MA 02152
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  /19

  $2,300 - $2,400 total monthly price

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

  220 Winthrop St, Winthrop, MA 02152

  Live in one of Winthrop’s most iconic landmark buildings at 220 Winthrop Street, known locally as The Wadsworth Building. Originally a cornerstone of Winthrop Center’s commercial life, this historic structure has been thoughtfully updated to offer distinctive residential apartments above neighborhood retail, blending classic New England character with modern interior finishes.The building

  220 Winthrop St, Winthrop, MA 02152
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  /36

  $715,000 Sold Dec 30, 2025

  19 Pleasant Park Rd, Winthrop, MA 02152

  • 3 Beds
  • 1.5 Baths
  • 1,325 Sq Ft
  • Built 1920

  Last Sold Summary

  • 2% Below List Price
  • $540/SF
  • 35 Days On Market

  Current Estimated Value $703,871

  Last Listing Agent Laura Cohron Fiv Realty Co.

  19 Pleasant Park Rd, Winthrop, MA 02152
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  /41

  Est $560,058 Not Listed For Sale

  3 Seal Harbor Rd Unit 846, Winthrop, MA 02152

  • 1 Bed
  • 1.5 Baths
  • 1,106 Sq Ft
  • Built 1987

  3 Seal Harbor Rd Unit 846, Winthrop, MA 02152

  Last Sold Summary

  • 2% Above List Price
  • $497/SF
  • 20 Days On Market

  Last Sold Price $550,000

  Last Listing Agent Cathie Curran Charlesgate Realty Group, llc
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  /7

  $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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  /17

  $2,100 total monthly price

  • 1 Bath
  • 9,999 Sq Ft
  • Apartment for Rent

  5 Fremont St Unit 204, Winthrop, MA 02152

  Available April 1. Studio apartment located in Winthrop Center featuring beautiful hardwood floors, a kitchen with stainless steel appliances, and an open living and sleeping layout with tons of natural light. The unit includes a large walk-in closet and central air conditioning. The building offers an elevator, laundry, a fitness room, and bike storage for residents. One parking space is

  Mario Fiume Anzalone Realty

  5 Fremont St Unit 204, Winthrop, MA 02152
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  /26

  $715,000 Sold Jan 27, 2026

  174 Winthrop St Unit 2, Winthrop, MA 02152

  • 3 Beds
  • 2.5 Baths
  • 1,973 Sq Ft
  • Built 1880

  Last Sold Summary

  • 3% Below List Price
  • $362/SF
  • 107 Days On Market

  Last Listing Agent Leighann Eruzione Lantern Residential

  174 Winthrop St Unit 2, Winthrop, MA 02152
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  /29

  Est $688,190 Not Listed For Sale

  3 Seal Harbor Rd Unit 835, Winthrop, MA 02152

  • 2 Beds
  • 2 Baths
  • 1,306 Sq Ft
  • Built 1987

  3 Seal Harbor Rd Unit 835, Winthrop, MA 02152

  Last Sold Summary

  • 9% Above List Price
  • $485/SF
  • 25 Days On Market

  Last Sold Price $633,000

  Last Listing Agent Mark Carangelo Mark Carangelo
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  /42

  $1,785,000 Pending

  • 8 Beds
  • 6.5 Baths
  • 5,362 Sq Ft

  201 Cliff Ave, Winthrop, MA 02152

  Rare opportunity to own a spacious waterfront duplex offering versatility, income potential, and breathtaking coastal living just minutes from Boston and Logan Airport. This well-designed property features 4+ bedrooms with finished lower levels on each side, each offering three additional rooms--ideal for extended family, home offices, or flexible living space. With potential for an additional

  Connie Doto Connie Doto Realty Group

  201 Cliff Ave, Winthrop, MA 02152
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  /8

  $1,650 total monthly price

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

  92 Winthrop Shore Dr Unit 3, Winthrop, MA 02152

  Rent$1,650Avail DateNOWBedsStudioBaths 1Rent IncludesHot WaterSquare Footage225

  92 Winthrop Shore Dr Unit 3, Winthrop, MA 02152
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  $1,120,000 Sold Jun 27, 2025

  36 Forrest St, Winthrop, MA 02152

  • 9 Beds
  • 3 Baths
  • 5,178 Sq Ft
  • Built 1890

  Last Sold Summary

  • 12% Above List Price
  • $216/SF
  • 5 Days On Market

  Current Estimated Value $1,163,378

  Last Listing Agent Susan Collins Coldwell Banker Realty - Boston

  36 Forrest St, Winthrop, MA 02152
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  /42

  Est $666,071 Not Listed For Sale

  3 Seal Harbor Rd Unit 733, Winthrop, MA 02152

  • 2 Beds
  • 2 Baths
  • 1,286 Sq Ft
  • Built 1987

  3 Seal Harbor Rd Unit 733, Winthrop, MA 02152

  Last Sold Summary

  • 1% Below List Price
  • $525/SF
  • 16 Days On Market

  Last Sold Price $675,000

  Last Listing Agent Cathie Curran Charlesgate Realty Group, llc
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  /4

  $500,000 Pending

  • 1 Bed
  • 1 Bath
  • 620 Sq Ft

  86 Undine Ave, Winthrop, MA 02152

  This offering is about the land, the view, and the opportunity to own an affordable single-family property in an exceptional location. Located in Point Shirley, one of Winthrop’s most sought after waterfront neighborhoods, this shovel ready property 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,

  Reserve Team Reference Real Estate

  86 Undine Ave, Winthrop, MA 02152
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  /18

  $2,700 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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  /37

  $975,000 Sold Sep 30, 2025

  175 Somerset Ave, Winthrop, MA 02152

  • 5 Beds
  • 2 Baths
  • 3,970 Sq Ft
  • Built 1910

  Last Sold Summary

  • 8% Above List Price
  • $246/SF
  • 5 Days On Market

  Current Estimated Value $1,023,244

  Last Listing Agent Justin Martino Noddle Island Real Estate

  175 Somerset Ave, Winthrop, MA 02152
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  /31

  Est $677,397 Not Listed For Sale

  3 Seal Harbor Rd Unit 644, Winthrop, MA 02152

  • 2 Beds
  • 2 Baths
  • 1,302 Sq Ft
  • Built 1987

  3 Seal Harbor Rd Unit 644, Winthrop, MA 02152

  Last Sold Summary

  • 5% Below List Price
  • $546/SF
  • 11 Days On Market

  Last Sold Price $711,000

  Last Listing Agent Mark Carangelo Mark Carangelo
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  /24

  $1,050,000

  • 11 Beds
  • 3 Baths
  • 4,032 Sq Ft

  11 Pearl Ave, Winthrop, MA 02152

  Winthrop is one of the last undervalued waterfront towns in Greater Boston, and opportunities like this don't sit long. 11 Pearl Ave is a vacant 3-family just a block from the ocean, generating $10,500/month at market rents with zero displacement headaches. Three floors, 11 bedrooms total, 4,032 sq ft of income-producing space on a town where the average days on market keeps shrinking. 3 separate

  Reserve Team Reference Real Estate

  11 Pearl Ave, Winthrop, MA 02152
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  /64

  $3,400 total monthly price

  • 3 Beds
  • 2 Baths
  • 9,999 Sq Ft
  • Condo for Rent

  62 Upland Rd Unit 3, Winthrop, MA 02152

  NO BROKER FEE!EXCELLENT 3 BED 2 BATH FOR RENT IN WINTHROP! AVAILABLE FOR MARCH/APRIL MOVE IN Features:~laundry in unit ~parking available ~large bedrooms ~private balcony ~top floor ~brand new renovations throughoutCALL NOW TO SCHEDULE A SHOWING - DONT WAIT! ______________________________________Advertising agent is not liable for any

  62 Upland Rd Unit 3, Winthrop, MA 02152
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  /11

  $415,000 Sold Dec 23, 2025

  900 Shirley St, Winthrop, MA 02152

  • 2 Beds
  • 1 Bath
  • 1,015 Sq Ft
  • Built 1908

  Last Sold Summary

  • 17% Below List Price
  • $409/SF
  • 69 Days On Market

  Current Estimated Value $426,117

  Last Listing Agent Sharon Tallent Compass

  900 Shirley St, Winthrop, MA 02152
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  /42

  Est $633,529 Not Listed For Sale

  3 Seal Harbor Rd Unit 635, Winthrop, MA 02152

  • 2 Beds
  • 2 Baths
  • 1,306 Sq Ft
  • Built 1987

  3 Seal Harbor Rd Unit 635, Winthrop, MA 02152

  Last Sold Summary

  • 7% Above List Price
  • $452/SF
  • 7 Days On Market

  Last Sold Price $590,000

  Last Listing Agent Cathie Curran Charlesgate Realty Group, llc
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  /19

  $600,000

  • 4 Beds
  • 2.5 Baths
  • 1,996 Sq Ft

  36 Sargent St, Winthrop, MA 02152

  Attention Investors and Contractors – Prime Opportunity! Four-bedroom home with a third-floor in-law suite ready for its next chapter. Set on a charming tree-lined street, this property offers a solid footprint for renovation along with a detached garage and manageable yard space. Vacant and being sold as-is, this home will require a full rehab. Ideal for investors or owner-occupants looking to

  Leighann Eruzione Lantern Residential

  36 Sargent St, Winthrop, MA 02152
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  /12

  $3,350 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • Apartment for Rent

  35 Lincoln St Unit 2, Winthrop, MA 02152

  Fully renovated unit with all the amenities, and terrific outdoor spaces. Unit 2 of this 3 unit building has 2 bedrooms and 1 bath, and a mix modern conveniences with classic details. Open-concept living/kitchen, generous bedrooms with glass enclosed walk in shower and organized closets, enhanced by high ceilings, and large windows throughout. Great bay office filled with windows and pocket door

  Daniel Vannoni Housequarters

  35 Lincoln St Unit 2, Winthrop, MA 02152
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  /13

  $788,000 Sold Aug 14, 2025

  64 Moore St, Winthrop, MA 02152

  • 4 Beds
  • 3 Baths
  • 1,777 Sq Ft
  • Built 1900

  Last Sold Summary

  • 1% Below List Price
  • $443/SF
  • 52 Days On Market

  Current Estimated Value $794,376

  Last Listing Agent George Sarkis Douglas Elliman Real Estate - The Sarkis Team

  64 Moore St, Winthrop, MA 02152
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  Est $669,053 Not Listed For Sale

  3 Seal Harbor Rd Unit 633, Winthrop, MA 02152

  • 2 Beds
  • 2 Baths
  • 1,286 Sq Ft
  • Built 1987

  3 Seal Harbor Rd Unit 633, Winthrop, MA 02152

  Last Sold Summary

  • 15% Above List Price
  • $453/SF
  • 20 Days On Market

  Last Sold Price $583,000

  Last Listing Agent Mark Carangelo Mark Carangelo
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  /24

  $1,300,000 Pending

  • 8 Beds
  • 3 Baths
  • 3,708 Sq Ft

  37 Trident Ave, Winthrop, MA 02152

  Winthrop -Hard to Find 3 Family Home - Ocean views from this 3 -Family Home located on quiet one-way street with short walk to the ocean in Winthrop. The first floor unit has kitchen, living room, 2 bedrooms & 1 bath. The second floor unit has kitchen, living room, 3 Bedrooms, 1 bath, washer & dryer in unit. The third floor unit has kitchen, living room, 2 bedrooms, office or den, 1 bath, washer

  David Parish Connor Real Estate

  37 Trident Ave, Winthrop, MA 02152
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  /20

  $2,900 total monthly price

  • 3 Beds
  • 1.5 Baths
  • 1,600 Sq Ft
  • Condo for Rent

  35 Fairview St Unit 35 Fair View # 2 Winthrop, Winthrop, MA 02152

  Spacious second floor 2 level 2+ BR, 1.5 BA apartment. Large open living plan. Newly remodeled kitchen ( new refrigerator, stove) and Bath. Freshly painted throughout. Beautiful Hardwood floors. Large yard. Off street parking. Overlooking Belle Isle Marsh. Bus at end of the road. Blue line a mile away. Close to downtown and less than a mile to the beach.One year lease. Renter pays for

  35 Fairview St Unit 35 Fair View # 2 Winthrop, Winthrop, MA 02152
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  /31

  $459,000 Sold Jul 24, 2025

  47 Dolphin Ave Unit 1, Winthrop, MA 02152

  • 2 Beds
  • 1 Bath
  • 1,092 Sq Ft
  • Built 1935

  Last Sold Summary

  • $420/SF
  • 0 Days On Market

  Current Estimated Value $469,059

  Last Listing Agent Elizabeth Ferrara Cottage Hill Real Estate

  47 Dolphin Ave Unit 1, Winthrop, MA 02152
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  /38

  Est $524,248 Not Listed For Sale

  3 Seal Harbor Rd Unit 541, Winthrop, MA 02152

  • 1 Bed
  • 1 Bath
  • 871 Sq Ft
  • Built 1987

  3 Seal Harbor Rd Unit 541, Winthrop, MA 02152

  Last Sold Summary

  • 2% Above List Price
  • $592/SF
  • 41 Days On Market

  Last Sold Price $516,000

  Last Listing Agent Mark Carangelo Mark Carangelo

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