Downtown Winthrop, MA homes for sale & real estate

Downtown Winthrop, MA Homes for Sale

Experience the best of coastal living just minutes from Boston—close to the city without the high prices! This bright and spacious home features soaring ceilings, abundant natural light, large rooms, and hardwood floors. The traditional dining room with a built-in cabinet adds classic charm, while the fully applianced kitchen offers warm wood cabinetry and an oversized pantry. Enjoy morning coffee or evening breezes on either of two private porches. Each unit includes its own washer and dryer in the basement, and the pet-friendly building is well-maintained with a low condo fee. Perfectly located near Winthrop’s beautiful beaches, scenic trails, and popular local restaurants. Pr

Downtown Winthrop, MA Homes for Sale

Coastal Convenience Meets City Access-Welcome home to this beautifully maintained 4-room, 2-bedroom, 1-bath condo offering comfort, convenience all just minutes away from Logan Airport, Boston and Beaches. Located in a professionally managed complex, this unit features two parking spots, in-ground pool, tennis courts and on site laundry facility. Whether you’re a first time buyer, downsizing or a frequent traveler looking for a low maintenance home base, this condo offers an unbeatable blend of comfort, amenities and location. Open House Saturday & Sunday 11/15 & 11/16 11:30-1:00

Downtown Winthrop, MA Homes for Sale

Traditional two-family home featuring two spacious 3-bedroom apartments. Recently upgraded with a new roof and windows, as well as newer vinyl siding, gas FHA heating units, and updated electrical service. While the interior of both units requires a complete makeover, this property holds immense potential. A similar home just a few doors down recently sold for $885,000. Conveniently located approximately 100 yards from the bus stop offering access to the T for a quick commute to Boston. Situated in Winthrop by the Sea, residents enjoy proximity to Boston via the T, car, or water shuttle. The area boasts a variety of quality restaurants, bistros, coffee shops, a golf course, three yacht club

Downtown Winthrop, MA Homes for Sale

Welcome to 19 Pleasant Park Road - a beautifully updated coastal retreat that blends timeless character with modern comfort. Step inside to discover warm hardwood floors, sun-filled rooms, and a layout designed for easy everyday living. The inviting dining room flows seamlessly into the living space, while the updated kitchen features stainless steel appliances and classic white cabinetry. Both bathrooms have been thoughtfully remodeled, one with a sleek walk-in shower and oversized vanity, the other with designer wallpaper and stylish brass fixtures. Upstairs, three bedrooms offer comfortable space to unwind, with an added bonus in the potential to finish the unfinished attic into a spacio