$679,000
$31K PRICE DROP
- 2 Beds
- 2 Baths
- 1,192 Sq Ft
550 Pleasant St Unit 201, Winthrop, MA 02152
John Young Ledge & Young Real Estate
7,650
Winthrop, MA Homes
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550 Pleasant St Unit 201, Winthrop, MA 02152
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$3,000 Per Month
- 1 Bed
- 1 Bath
- 800 Sq Ft
- Condo for Rent
87 Washington Ave Unit 1BR Waterfront Oasis, Winthrop, MA 02152
87 Washington Ave Unit 1BR Waterfront Oasis, Winthrop, MA 02152An oceanfront oasis just minutes from Boston. This fully renovated 800 sq. ft. private furnished walk-out apartment on the ground level of a 2 family owner occupied home in Winthrop, MA offers a rare combination of comfort, convenience, outdoor living, and true coastal lifestyle.The apartment is fully furnished and move-in ready with a full kitchen, seating for 4, full-size refrigerator,
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$715,000
Sold Dec 30, 202519 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 $720,161
Last Listing Agent Laura Cohron Fiv Realty Co.
19 Pleasant Park Rd, Winthrop, MA 02152 -
Est $678,250
Not Listed For Sale142 Pleasant St Unit 5, Winthrop, MA 02152
- 2 Beds
- 2.5 Baths
- 1,404 Sq Ft
- Built 1968
Last Sold Summary
- 2 Days On Market
Last Listing Agent Felicia Giuliano Classified Realty Group
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$965,000
Open Wed 4PM - 5:30PM- 2 Beds
- 2.5 Baths
- 1,978 Sq Ft
1001 Shirley St Unit 1, Winthrop, MA 02152
1001 Shirley St Unit 1, Winthrop, MA 02152Vincenzo Caraglia Sciaraffa Real Estate, LLC
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$3,500 Per Month
- 4 Beds
- 1 Bath
- 1,600 Sq Ft
- Condo for Rent
11 Pearl Ave Unit 2, Winthrop, MA 02152
11 Pearl Ave Unit 2, Winthrop, MA 021524 bedroom apt with one bathroom and 1 parking spot. Street parking is also available
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$715,000
Sold Jan 27, 2026174 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 Bowdoin Real Estate Partners
174 Winthrop St Unit 2, Winthrop, MA 02152 -
Est $652,920
Not Listed For Sale30 Underhill St Unit 1, Winthrop, MA 02152
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
- Built 1900
Last Sold Summary
- 37 Days On Market
Last Listing Agent Elizabeth Ferrara Cottage Hill Real Estate
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$649,995
Pending- 3 Beds
- 2 Baths
- 1,690 Sq Ft
62 Pleasant St Unit 2, Winthrop, MA 02152
62 Pleasant St Unit 2, Winthrop, MA 02152Candice Hodgson Lyv Realty
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$1,000 Per Month
- 1 Bed
- 1 Bath
- 1,400 Sq Ft
- Condo for Rent
42 Irwin St Unit 3-4, Winthrop, MA 02152
42 Irwin St Unit 3-4, Winthrop, MA 02152$1100-1300/month (all utilities included) (flexible) Lease terms Parking: Driveway parking available Furnished option: Available for an additional fee Rules: No smoking, no pets House vibe: Quiet, respectful, no parties or large gatherings Included: Electric & heat High-speed Wi-Fi In-unit washer/dryer Good-sized closet 1 bathrooms shared with working professionals This place is ideal for:
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$1,107,000
Sold May 28, 202611 Pearl Ave, Winthrop, MA 02152
- 11 Beds
- 3 Baths
- 4,032 Sq Ft
- Built 1890
Last Sold Summary
- 5% Above List Price
- $275/SF
- 9 Days On Market
Current Estimated Value $1,111,764
Last Listing Agent Reserve Team Reference Real Estate
11 Pearl Ave, Winthrop, MA 02152 -
Est $800,306
Not Listed For Sale55 Nahant Ave, Winthrop, MA 02152
- 2 Beds
- 1.5 Baths
- 1,740 Sq Ft
- Built 1900
Last Sold Summary
- 1 Day On Market
Last Listing Agent Henry Nguyen Premier Properties Realty, Inc.
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$825,000
$25K PRICE DROP- 3 Beds
- 3 Baths
- 1,780 Sq Ft
194 Washington Ave Unit 3, Winthrop, MA 02152
194 Washington Ave Unit 3, Winthrop, MA 02152Ella Goren Sunrise Realty & Investment LLC
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$1,800 Plus Fees
- Studio
- 1 Bath
- Condo for Rent
312 Shirley St Unit 102, Winthrop, MA 02152
312 Shirley St Unit 102, Winthrop, MA 02152This nice Studio 1 Bath place in the Winthrop area is available for 10-01-2026. 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
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$605,000
Sold Apr 30, 202636 Sargent St, Winthrop, MA 02152
- 4 Beds
- 2.5 Baths
- 1,996 Sq Ft
- Built 1900
Last Sold Summary
- 1% Above List Price
- $303/SF
- 9 Days On Market
Current Estimated Value $606,126
Last Listing Agent Leighann Eruzione Bowdoin Real Estate Partners
36 Sargent St, Winthrop, MA 02152 -
Est $606,910
Not Listed For Sale1 Seal Harbor Rd Unit 513, Winthrop, MA 02152
- 2 Beds
- 2 Baths
- 1,205 Sq Ft
- Built 1983
Last Sold Summary
- 46 Days On Market
Last Listing Agent Jessica Pumphret Blue Sky Realty
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$765,000
- 4 Beds
- 2.5 Baths
- 1,933 Sq Ft
546 Shirley St, Winthrop, MA 02152
546 Shirley St, Winthrop, MA 02152Christine D'Ambrosio Bowdoin Real Estate Partners
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$2,000 Per Month
- 1 Bed
- 1 Bath
- 600 Sq Ft
- Condo for Rent
12 Harvard St Unit 1, Winthrop, MA 02152
12 Harvard St Unit 1, Winthrop, MA 02152Newly remodeled apartment. Heat and Hot water included, close to public transportation, restaurants, grocery shopping, etc.
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$975,000
Sold Sep 30, 2025175 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 $1,033,627
Last Listing Agent Justin Martino Noddle Island Real Estate
175 Somerset Ave, Winthrop, MA 02152 -
Est $615,770
Not Listed For Sale1 Seal Harbor Rd Unit 414, Winthrop, MA 02152
- 2 Beds
- 2 Baths
- 1,327 Sq Ft
- Built 1983
Last Sold Summary
- 17 Days On Market
Last Listing Agent Jeffrey Carter Keller Williams Realty Evolution
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$739,000
$25K PRICE DROP- 3 Beds
- 2.5 Baths
- 1,800 Sq Ft
189 Shirley St Unit 1, Winthrop, MA 02152
189 Shirley St Unit 1, Winthrop, MA 02152Tammy Merk Lantern Residential
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$2,500 Plus Fees
- 2 Beds
- 1 Bath
- 772 Sq Ft
- Condo for Rent
400 Governors Dr Unit 5, Winthrop, MA 02152
400 Governors Dr Unit 5, Winthrop, MA 02152Winthrop, MA - Nice Two Bedrooms Ground Level Condo For Rent With Heat And Hot Water Included In The Rent. Available Now, 2026. FEATURES: Kitchen With Stainless Steel Appliances (Stove, Refrigerator, Dishwasher), Quartz Countertop; Ceramic Title And Pergo Hardwood Floors; Wall Air Conditioning; Coin-Op Laundry Facilities In The Building; Off-Street Parking For two Cars. This Condo Complex
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$415,000
Sold Dec 23, 2025900 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 $456,044
Last Listing Agent Sharon Tallent Compass
900 Shirley St, Winthrop, MA 02152 -
Est $652,898
Not Listed For Sale1 Seal Harbor Rd Unit 403, Winthrop, MA 02152
- 2 Beds
- 2 Baths
- 1,190 Sq Ft
- Built 1983
Last Sold Summary
- 4 Days On Market
Last Listing Agent Jason Saphire www.HomeZu.com
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$479,900
Pending- 2 Beds
- 1 Bath
- 1,056 Sq Ft
2 Edgar Terrace Unit 3, Winthrop, MA 02152
2 Edgar Terrace Unit 3, Winthrop, MA 02152Ed Deveau Century 21 Mario Real Estate
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$2,100 Plus Fees
- 1 Bed
- 1 Bath
- Condo for Rent
87 Winthrop Shore Dr Unit 1, Winthrop, MA 02152
87 Winthrop Shore Dr Unit 1, Winthrop, MA 02152Awesome this nice 1 Bed 1 Bath place in the WINTHROP area is available for Sep 1, 2019. Included Features are: Gas Heat, and Gas Hot Water. 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
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$1,260,000
Sold Mar 31, 202637 Trident Ave, Winthrop, MA 02152
- 8 Beds
- 3 Baths
- 3,708 Sq Ft
- Built 1900
Last Sold Summary
- 3% Below List Price
- $340/SF
- 86 Days On Market
Current Estimated Value $1,281,210
Last Listing Agent David Parish Connor Real Estate
37 Trident Ave, Winthrop, MA 02152 -
Est $962,635
Not Listed For Sale3 Seal Harbor Rd Unit PH31, Winthrop, MA 02152
- 2 Beds
- 2.5 Baths
- 1,777 Sq Ft
- Built 1987
Last Sold Summary
- 34 Days On Market
Last Listing Agent Mark Carangelo Mark Carangelo
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$1,475,000
Pending- 4 Beds
- 3 Baths
- 3,056 Sq Ft
38 Nahant Ave, Winthrop, MA 02152
38 Nahant Ave, Winthrop, MA 02152Reserve Team Reference Real Estate
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$2,500 Per Month
- 3 Beds
- 1 Bath
- 1,150 Sq Ft
- Condo for Rent
427 Winthrop St Unit 1, Winthrop, MA 02152
427 Winthrop St Unit 1, Winthrop, MA 02152Location, Location, Location- Welcome home to this conveniently located 3-bedroom, 1-bath apartment offering everyday accessibility and washer/dryer in the unit. Situated along a bus route with service to the MBTA Blue Line's Orient Heights Station, the airport is 22 min by bus/T, 33 min to Downtown Crossing. No car needed.Enjoy close proximity to grocery shopping, convenience stores,
Tammy Merk Lantern Residential
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$1,325,000
Sold Sep 11, 202689R Upland Rd, Winthrop, MA 02152
- 4 Beds
- 2.5 Baths
- 2,475 Sq Ft
- Built 1930
Last Sold Summary
- 13% Below List Price
- $535/SF
- 71 Days On Market
Current Estimated Value $1,155,232
Last Listing Agent David Cody Orchard Park Realty
89R Upland Rd, Winthrop, MA 02152 -
Est $575,460
Not Listed For Sale3 Seal Harbor Rd Unit 846, Winthrop, MA 02152
- 1 Bed
- 1.5 Baths
- 1,106 Sq Ft
- Built 1987
Last Sold Summary
- 20 Days On Market
Last Listing Agent Cathie Curran Charlesgate Realty Group, llc
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$865,000
Open Wed 4PM - 5:30PM- 2 Beds
- 2.5 Baths
- 1,806 Sq Ft
1001 Shirley St Unit 2, Winthrop, MA 02152
1001 Shirley St Unit 2, Winthrop, MA 02152Vincenzo Caraglia Sciaraffa Real Estate, LLC
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$2,700 Plus Fees
- 2 Beds
- 1 Bath
- 772 Sq Ft
- Condo for Rent
200 Governors Dr, Winthrop, MA 02152
200 Governors Dr, Winthrop, MA 02152Property Id: 2107749 Hii! This is a newly renovated 2 bedroom apartment, 1 bath, with hardwood floors, renovated kitchen appliances, in the 1st floor of the building. The building in located at Governor's Park Condominium. Offering a great, convenient location! Just minutes from downtown Boston, 15 mins from Logan international Airport, 10 mins walk to Winthrop beach shoreline, and 5 mins to
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$465,000
Sold Jun 11, 202695 Shirley St Unit 3, Winthrop, MA 02152
- 2 Beds
- 1 Bath
- 1,100 Sq Ft
- Built 1912
Last Sold Summary
- 1% Below List Price
- $423/SF
- 3 Days On Market
Current Estimated Value $465,432
Last Listing Agent Elizabeth Ferrara Cottage Hill Real Estate
95 Shirley St Unit 3, Winthrop, MA 02152 -
Est $655,529
Not Listed For Sale3 Seal Harbor Rd Unit 835, Winthrop, MA 02152
- 2 Beds
- 2 Baths
- 1,306 Sq Ft
- Built 1987
Last Sold Summary
- 25 Days On Market
Last Listing Agent Mark Carangelo Mark Carangelo
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$895,000
$205K PRICE DROP Pending- 4 Beds
- 2 Baths
- 1,755 Sq Ft
118 Sunnyside Ave, Winthrop, MA 02152
118 Sunnyside Ave, Winthrop, MA 02152Donna Scalfani William Raveis R.E. & Home Services
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$3,000 Per Month
- 3 Beds
- 2 Baths
- 1,780 Sq Ft
- Apartment for Rent
68 Fremont St Unit 2, Winthrop, MA 02152
68 Fremont St Unit 2, Winthrop, MA 02152Discover an exceptional leasing opportunity at 68 Freemont U:2 in Winthrop, MA. This residential property offers a generous 1780 square feet of living space, designed to enhance your daily life with comfort and style. This residence provides three well-proportioned bedrooms, over two floors . The third floor offers a large bedroom suite with two large closets and storage.Situated on the second
Kimberly Hodson Century 21 Seaport
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$1,280,000
Sold Jul 24, 2026117 Revere St, Winthrop, MA 02152
- 9 Beds
- 3 Baths
- 3,621 Sq Ft
- Built 1900
Last Sold Summary
- 4% Above List Price
- $353/SF
- 16 Days On Market
Current Estimated Value $1,178,819
Last Listing Agent Peter Marino Peter A. Marino Realty
117 Revere St, Winthrop, MA 02152 -
Est $741,943
Not Listed For Sale3 Seal Harbor Rd Unit 744, Winthrop, MA 02152
- 2 Beds
- 2 Baths
- 1,302 Sq Ft
- Built 1987
Last Sold Summary
- 60 Days On Market
Last Listing Agent Charles Roderick eXp Realty LLC - Corporate Office
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