$635,000
$15K PRICE DROP
- 3 Beds
- 2 Baths
- 800 Sq Ft
496 Winthrop St, Winthrop, MA 02152
Angela Dello Russo United Brokers
7,650
Winthrop, MA Homes
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496 Winthrop St, Winthrop, MA 02152
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$2,875 Per Month
- 2 Beds
- 1 Bath
- 1,380 Sq Ft
- Condo for Rent
68 Park Ave Unit ., Winthrop, MA 02152
68 Park Ave Unit ., Winthrop, MA 02152Spacious 2BR Apartment with Stunning Boston Skyline & Harbor ViewsEnjoy beautiful coastal living in this bright and spacious 1,400 sq. ft. 2-bedroom, 1-bathroom apartment located in Crystal Cove, this high-ceilinged home offers incredible views of the Boston skyline and harbor.The Layout & Amenities:•Spacious Living Areas: Features a welcoming entry foyer, a bright front
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$777,000
Sold Nov 26, 202532 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
Current Estimated Value $789,580
Last Listing Agent Sharon Tallent Compass
32 Hale Ave, Winthrop, MA 02152 -
Est $670,651
Not Listed For Sale3 Seal Harbor Rd Unit 733, Winthrop, MA 02152
- 2 Beds
- 2 Baths
- 1,286 Sq Ft
- Built 1987
Last Sold Summary
- 16 Days On Market
Last Listing Agent Cathie Curran Charlesgate Realty Group, llc
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$1,095,000
- 2 Beds
- 3 Baths
- 2,649 Sq Ft
94 Winthrop Shore Dr, Winthrop, MA 02152
94 Winthrop Shore Dr, Winthrop, MA 02152The Movement Group Compass
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$2,300 Per Month
- 2 Beds
- 1 Bath
- 1,100 Sq Ft
- Apartment for Rent
37 Dolphin Ave Unit 2, Winthrop, MA 02152
37 Dolphin Ave Unit 2, Winthrop, MA 02152Available now! Spacious 2-bedroom apartment located just one block from the beach. This bright and inviting unit features hardwood floors throughout, two generously sized bedrooms, and an additional room that can be used as a home office or den. Enjoy your own private balcony, along with the convenience of off-street parking. Heat is included in the rent, offering added comfort and value
Sebastian Taborda Broad Sound Real Estate, LLC
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$719,000
Sold Dec 30, 202592 Plummer Ave, Winthrop, MA 02152
- 3 Beds
- 1.5 Baths
- 1,449 Sq Ft
- Built 1937
Last Sold Summary
- $496/SF
- 5 Days On Market
Current Estimated Value $732,561
Last Listing Agent Susan DeFelice Keller Williams Realty Boston-Metro | Back Bay
92 Plummer Ave, Winthrop, MA 02152 -
Est $700,123
Not Listed For Sale3 Seal Harbor Rd Unit 644, Winthrop, MA 02152
- 2 Beds
- 2 Baths
- 1,302 Sq Ft
- Built 1987
Last Sold Summary
- 11 Days On Market
Last Listing Agent Mark Carangelo Mark Carangelo
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$1,199,999
$799K PRICE DROP- 4 Beds
- 3.5 Baths
- 1,904 Sq Ft
70 Edgehill Rd, Winthrop, MA 02152
70 Edgehill Rd, Winthrop, MA 02152Kelvin Peters Redfin Corp.
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$2,550 Per Month
- 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 -
$489,000
Sold Jun 15, 2026247 Washington Ave Unit 9, Winthrop, MA 02152
- 2 Beds
- 2 Baths
- 1,116 Sq Ft
- Built 1972
Last Sold Summary
- 2% Below List Price
- $438/SF
- 46 Days On Market
Current Estimated Value $488,995
Last Listing Agent Federico Creatini eXp Realty LLC - Corporate Office
247 Washington Ave Unit 9, Winthrop, MA 02152 -
Est $639,298
Not Listed For Sale3 Seal Harbor Rd Unit 635, Winthrop, MA 02152
- 2 Beds
- 2 Baths
- 1,306 Sq Ft
- Built 1987
Last Sold Summary
- 7 Days On Market
Last Listing Agent Cathie Curran Charlesgate Realty Group, llc
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$549,000
- 2 Beds
- 1 Bath
- 928 Sq Ft
16 Billows St Unit B, Winthrop, MA 02152
16 Billows St Unit B, Winthrop, MA 02152Reserve Team Reference Real Estate
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$2,700 Per Month
- 3 Beds
- 1 Bath
- 900 Sq Ft
- Apartment for Rent
49r Siren St Unit 3, Winthrop, MA 02152
49r Siren St Unit 3, Winthrop, MA 02152Third Floor Unit with Water views from various rooms in the unit. The Unit features: 3 bedrooms, 1 bath, Living Room, and a kitchen. Features include: Hardwood Flooring in main areas, an updated kitchen with stainless steel appliances.
The Caceda Team Coldwell Banker Realty - Lynnfield
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$775,000
Sold Jan 30, 2026100 Cottage Ave, Winthrop, MA 02152
- 3 Beds
- 2.5 Baths
- 2,293 Sq Ft
- Built 1915
Last Sold Summary
- 12% Below List Price
- $338/SF
- 100 Days On Market
Current Estimated Value $797,571
Last Listing Agent Reserve Team Reference Real Estate
100 Cottage Ave, Winthrop, MA 02152 -
Est $681,036
Not Listed For Sale3 Seal Harbor Rd Unit 242, Winthrop, MA 02152
- 2 Beds
- 2 Baths
- 1,302 Sq Ft
- Built 1987
Last Sold Summary
- 179 Days On Market
Last Listing Agent Mark Carangelo Mark Carangelo
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$485,000
- 1 Bed
- 1.5 Baths
- 591 Sq Ft
600 Shirley St Unit 7, Winthrop, MA 02152
600 Shirley St Unit 7, Winthrop, MA 02152Elizabeth Ferrara Cottage Hill Real Estate
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$2,350 Per Month
- Studio
- 1 Bath
- 400 Sq Ft
- Condo for Rent
600 Shirley St Unit 9, Winthrop, MA 02152
600 Shirley St Unit 9, Winthrop, MA 02152On Winthrop Harbor and a block from the beaches, the former Inn at Crystal Cove is now converted to residential condominiums, retaining the building's classic features and luxury, while offering modern living amenities. Available for a 12-month lease+, Unit 9 is a sweet 2nd-story walk-up Studio condo with a south side balcony. This space is large enough for a queen-size bed plus furnishings, and
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$950,000
Sold Nov 21, 202540 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
Current Estimated Value $917,176
Last Listing Agent The Reference Group Reference Real Estate
40 Cottage Park Rd, Winthrop, MA 02152 -
Est $523,937
Not Listed For Sale3 Seal Harbor Rd Unit 234, Winthrop, MA 02152
- 1 Bed
- 1 Bath
- 890 Sq Ft
- Built 1987
Last Sold Summary
- 63 Days On Market
Last Listing Agent Nicole Bettano Real Broker MA, LLC
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$419,900
- 1 Bed
- 1 Bath
- 525 Sq Ft
22 Pauline St Unit 5, Winthrop, MA 02152
22 Pauline St Unit 5, Winthrop, MA 02152James Polino Compass
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$2,600 Per Month
- 2 Beds
- 1 Bath
- 1,100 Sq Ft
- Apartment for Rent
49 Seafoam Ave Unit 2, Winthrop, MA 02152
49 Seafoam Ave Unit 2, Winthrop, MA 02152Seaside 2-bed, 1-bath spread across two levels, directly across from Winthrop Beach. Wake up to ocean views from the primary bedroom, which opens to its own private deck. Hardwood floors in the bedrooms, in-unit laundry, central A/C, and a sunroom that makes a perfect home office or extra storage. Off-street parking included; water, sewer, and hot water are included in the rent (tenant pays
Reserve Team Reference Real Estate
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$650,000
Sold Sep 30, 2025One 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 -
Est $637,035
Not Listed For Sale3 Seal Harbor Rd Unit 232, Winthrop, MA 02152
- 1 Bed
- 2 Baths
- 1,263 Sq Ft
- Built 1987
Last Sold Summary
- 12 Days On Market
Last Listing Agent Nicole Bettano Real Broker MA, LLC
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$799,900
- 3 Beds
- 2 Baths
- 1,782 Sq Ft
35 Triton Ave, Winthrop, MA 02152
35 Triton Ave, Winthrop, MA 02152Reserve Team Reference Real Estate
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$2,095 Per Month
- 2 Beds
- 1 Bath
- 825 Sq Ft
- Condo for Rent
900 Governors Dr Unit 1, Winthrop, MA 02152
900 Governors Dr Unit 1, Winthrop, MA 02152Modern 2 bedroom 4 room condo.Located at 900 Governors DriveThis unit has a kitchen fully applianced with dishwasher/disposal. Stunning new flooring throughout and beautiful bathroom with new fixtures. Great closet space throughout. There is 2 car sticker parking and guest parking. Governor's Park has a full gym and an in-ground pool for your summer enjoyment. The bus stop to the blue
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$536,000
Sold Jan 30, 202628 Pearl Ave Unit 3, Winthrop, MA 02152
- 3 Beds
- 1 Bath
- 1,280 Sq Ft
- Built 1900
Last Sold Summary
- 3% Below List Price
- $419/SF
- 58 Days On Market
Current Estimated Value $550,063
Last Listing Agent Reserve Team Reference Real Estate
28 Pearl Ave Unit 3, Winthrop, MA 02152 -
Est $1,216,970
Not Listed For Sale158 Highland Ave, Winthrop, MA 02152
- 6 Beds
- 3 Baths
- 4,102 Sq Ft
- Built 1906
Last Sold Summary
- 45 Days On Market
Last Listing Agent Anthony Tammaro United Brokers
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$475,000
- 2 Beds
- 2 Baths
- 903 Sq Ft
34 Underhill St Unit 4, Winthrop, MA 02152
34 Underhill St Unit 4, Winthrop, MA 02152Reserve Team Reference Real Estate
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$1,895 Per Month
- 1 Bed
- 1 Bath
- 500 Sq Ft
- Apartment for Rent
21 Siren St Unit A, Winthrop, MA 02152
21 Siren St Unit A, Winthrop, MA 02152This is a fantastic spot in Winthrop's Point Shirley that is NOT in a flood zone. There are ocean views in this completely renovated 1 bedroom apartment. It boasts a new bathroom, new flooring and more charm than you can take. There is a cozy deck in front to relax on and have your morning coffee while enjoying the sunshine and ocean breezes. You'll have plenty of yard for your garden as well!
James Polino Compass
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$715,900
Sold Mar 30, 202614 Pleasant Park Rd, Winthrop, MA 02152
- 4 Beds
- 1 Bath
- 1,964 Sq Ft
- Built 1920
Last Sold Summary
- 2% Below List Price
- $365/SF
- 134 Days On Market
Current Estimated Value $717,890
Last Listing Agent Regina Paratore RE/MAX 360
14 Pleasant Park Rd, Winthrop, MA 02152 -
Est $503,663
Not Listed For Sale173 Grovers Ave Unit 2, Winthrop, MA 02152
- 2 Beds
- 1 Bath
- 1,200 Sq Ft
- Built 1904
Last Sold Summary
- 78 Days On Market
Last Listing Agent Steve Binder Binder Residential
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$569,000
- 3 Beds
- 1 Bath
- 1,377 Sq Ft
10 Beach Rd Unit 1, Winthrop, MA 02152
10 Beach Rd Unit 1, Winthrop, MA 02152Rogelio Zuniga United Brokers
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$3,700 Per Month
- 3 Beds
- 1 Bath
- 1,200 Sq Ft
- Condo for Rent
953 Shirley St Unit 2, Winthrop, MA 02152
953 Shirley St Unit 2, Winthrop, MA 02152Stylish 3-Bedroom Apartment by the shores of Winthrop!!Welcome to your new home in Boston’s vibrant Winthrop neighborhood! This spacious and updated 3-bedroom, 1-bathroom apartment offers comfort and convenience in a prime location. Each bedroom is generously sized, perfect for creating your own personal retreat. The open living area boasts ample natural light, creating a warm and
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$632,000
Sold Dec 01, 202555 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
Current Estimated Value $631,256
Last Listing Agent Nick Murphy Serhant
55 Johnson Ave Unit 1, Winthrop, MA 02152 -
Est $1,006,137
Not Listed For Sale36 Floyd St, Winthrop, MA 02152
- 4 Beds
- 2.5 Baths
- 2,211 Sq Ft
- Built 1925
Last Sold Summary
- 4 Days On Market
Last Listing Agent The Reference Group Reference Real Estate
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$219,999
- 1 Bed
- 1 Bath
- 350 Sq Ft
229 Washington Ave Unit 3A, Winthrop, MA 02152
229 Washington Ave Unit 3A, Winthrop, MA 02152Marcia De Paula REMAX Executive Realty
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$3,000 Per Month
- 3 Beds
- 1 Bath
- 1,400 Sq Ft
- Condo for Rent
50 Trident Ave Unit C, Winthrop, MA 02152
50 Trident Ave Unit C, Winthrop, MA 02152Perched on the top floor of a beautifully maintained building, Unit #3 at 50 Trident Ave is a renovation that doesn't cut corners — gleaming hardwood floors throughout, stainless steel appliances with gas cooking, quartz countertops, custom shaker cabinets, and a sleek double-vanity bathroom, all in pristine move-in ready condition. The layout offers three spacious bedrooms plus a versatile bonus
Kristel Stavri Douglas Elliman Real Estate - The Sarkis Team
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$479,000
Sold Dec 15, 2025249 Winthrop Shore Dr Unit 6, Winthrop, MA 02152
- 2 Beds
- 1 Bath
- 1,415 Sq Ft
- Built 1900
Last Sold Summary
- $339/SF
- 19 Days On Market
Current Estimated Value $490,735
Last Listing Agent Kathleen Dailey Compass
249 Winthrop Shore Dr Unit 6, Winthrop, MA 02152 -
Est $1,005,763
Not Listed For Sale89 Cliff Ave, Winthrop, MA 02152
- 5 Beds
- 2.5 Baths
- 2,697 Sq Ft
- Built 1900
Last Sold Summary
- 3 Days On Market
Last Listing Agent Erica Gore Century 21 Seaport
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