339 Winthrop St, Winthrop, MA 02152

Residential property with 5 bedroom(s), 2 bathroom(s) in Winthrop MA.

This beautifully maintained two-family home offers the perfect blend of meticulous care, charm and city convenience. Just minutes from downtown Boston and Logan Airport, enjoy easy commuting paired with the tranquility of a vibrant beachside community. Nearly 4,000 sq. ft. of living space features hardwood floors, a custom kitchen with island, gas fireplace, and a flexible floor plan with home office or first-floor bedroom. Upstairs offers two bedrooms, laundry, and a finished walk-up attic —ideal as a private suite or playroom. The lower-level unit includes a separate entrance, kitchenette, bedroom, bath and private laundry—perfect for in-law, au pair, or guests. Outside, enjoy a private fenced yard with hardscaping, raised garden beds, and a large shed. Updated systems, newer roof, siding, and windows ensure low-maintenance living. Walk to the beach, harbor, and local cafés—lifestyle, location, and value in one of Greater Boston’s most desirable coastal towns!