550 Pleasant St #310, Winthrop, MA 02152

$3,400/mo · For rent

550 Pleasant St #310, Winthrop

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

About this address

550 Pleasant St #310 is a 2-bedroom, 2-bath rental in Winthrop, MA 02152 with 1,471 square feet, asking $3,400 a month. It was built in 2006. It has been on our site since November 2, 2026.

The median asking rent among the 17 other 2-bedroom rentals in Winthrop is $2,950 a month. This one asks about 15% more.

At 1,471 square feet, it is larger than 82% of the 17 other 2-bedroom rentals in Winthrop with a stated size.

This home is assessed at $546,700 for fiscal year 2026. It last sold for $279,000 in August 2011.

It scores 76 out of 100 for walkability, from how close everyday places are.

The closest train or subway stop is Suffolk Downs (MBTA Blue Line), about 0.7 miles away. The closest bus stop is Main St @ Pleasant St (MBTA routes 712, 713), about 0.1 miles away.

The closest public schools by level are Arthur T. Cummings Elementary School (0.4 miles), Winthrop Middle School (0.6 miles) and Winthrop High School (0.6 miles). The district decides which school serves an address.

Listing information from MLS Property Information Network (MLS PIN), MLS #73597494, deemed reliable but not guaranteed. Prices are compared with other homes listed on this site today. Trains and buses come from the transit agencies’ published schedules and schools from the National Center for Education Statistics. Distances are straight-line. Assessed values and past sales are public records from municipal assessors, published by MassGIS. An assessed value is set for taxation and may differ from market value.

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To ask about this home or book a tour, call Benjamin Realty at (617) 734-5050 or email [email protected].