2BR/2BA apartment with incredible views of Boston Skyline, Marina, Boston Harbor--facing west for incredilbe sunsets, spacious airy floorplan with lots of storage & laundry. Gourmet Kitchen cherry cabinetry, granite, & gas range faces living area overlooking water. Private balcony is perfect for evening repose and sunset gazing. Underground climate controlled parking, secure building w/ concierge, fitness rm. Only 5 mi from downtown. Winthrop Ferry
CommunityDoor Attendant, Extra Storage, Pet Friendly
Door Attendant
Extra Storage
Pet Friendly
Unique featuresOutdoor Parking
Outdoor Parking
Around 550 Pleasant St
Schools Near 550 Pleasant St
K - 12
Preschool & daycare
5/10
Arthur T. Cummings Elementary School
Public, 3-5 • Assigned • 0.4mi
8/10
Winthrop Middle School
Public, 6-8 • Assigned • 0.6mi
5/10
Winthrop Senior High School
Public, 9-12 • Assigned • 0.7mi
Provided by GreatSchools
About Downtown
Winthrop
Downtown Winthrop, located between Winthrop Beach and Belle Isle Marsh Reservation, is a coastal and walkable Winthrop neighborhood with a compact main street and harbor breezes. The neighborhood’s character concentrates around the Winthrop Center area along Shirley Street, where small storefronts, cafés, and everyday services line the sidewalks. Early-20th-century wood-frame homes and tidy multifamily buildings sit behind the commercial strip, giving the streets a classic seaside-town rhythm. Winthrop Center Café, Blackstrap BBQ, and the Winthrop Public Library act as familiar community anchors. Short blocks lead toward the shoreline, while inland edges meet marsh views and open sky. Side streets stay calm, with pocket parks and civic buildings shaping daily routines.
Provided by Walk Score and Local Logic
Historical weather
Winthrop, MA • 02152
Average low and high temperatures (°F)
34
22
36
24
50
34
57
42
67
52
78
63
83
68
78
63
73
59
63
50
53
40
40
27
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Climate risks
10/10 Flood Factor
Estimated 80%+ chance of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
6/10 Heat Factor
7 days above 95° expected this year, 14 days in 30 years
8/10 Wind Factor
80% chance of strong winds in next 30 years
3/10 Air Factor
3 unhealthy days expected this year, 3 days in 30 years
Provided by First Street
Sun exposure
In this area, properties receive around 9.2 hours in
June and 4.4 hours in December, placing it below the
U.S. average for solar exposure.
All information is deemed reliable but not guaranteed. Redfin and its affiliates may receive compensation if you contact a rental property or sign a lease.
Listing agent: Mohammad Abouchleih (6178031901)
The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.
Last Updated: 2026-11-03T02:46:21.489Z
550 Pleasant St is a 1471 square foot property with 2 bedrooms and 2 bathrooms. We estimate that 550 Pleasant St would rent between $2,935 / mo.550 Pleasant St is located in Winthrop, the 02152 zipcode, and the Winthrop School District.