Point Shirley, MA homes for sale & real estate

Point Shirley, MA Homes for Sale

Located just one house from the water, this well-maintained 3-bedroom, 2-bath home offers comfortable living in a prime Winthrop location. The freshly painted interior features large, well-proportioned rooms throughout. A fully finished lower level adds valuable living space, while the converted garage provides a unique bar and entertainment area. The private, fully fenced patio is perfect for outdoor relaxation. Additional highlights include a walk-up attic with potential for a roof deck with a little creativity. This thoughtfully cared-for property combines desirable waterside proximity with versatile indoor and outdoor spaces, making it an excellent opportunity for those seeking coastal

Point Shirley, MA Homes for Sale

Discover true beachfront living at 129 Strandway, where every day feels like vacation. Step from your back door directly into the sand and enjoy panoramic ocean views from the heated sunroom. The main level offers an updated kitchen with marble counters, a cozy fireplaced living room, two bedrooms, and a convenient beach-entry bath. The spacious second-floor primary suite provides its own private bath and sweeping coastal vistas. The fully finished lower level is one of only ten legal Airbnbs in Winthrop, offering exceptional income potential, or use it as an ideal in-law or au pair suite with its family room, bonus room, full bath, and laundry. Parking is effortless with two off-street spo

Point Shirley, MA Homes for Sale

Once a cornerstone of the Point Shirley community, this former church has been completely reimagined into five striking townhomes that blend architectural soul with modern precision. The Pearl is a bold statement. .. Thoughtful design, coastal light, and space that actually feels like home. Unit 3 offers over 1,500 square feet across two levels with an open main floor that feels expansive but never cold. Beamed cathedral ceilings and warm hardwood floors frame a chef’s kitchen anchored by Bosch appliances and custom cabinetry. Upstairs, two ensuite bedrooms feature custom walk-in closets and private deck access that looks out toward the Atlantic. Every detail was done with intention,

Point Shirley, MA Homes for Sale

As the flagship residence at The Pearl, Unit 1 showcases one of the most spacious layouts in the collection, blending ocean views with striking modern details. Steps from the shoreline in Winthrop’s Point Shirley, it spans two levels with hardwood floors, soaring cathedral beamed ceilings, and a fireplace that anchors the living room while a second warms the primary suite. The chef’s kitchen is appointed with a generous island, Bosch appliances, and custom cabinetry designed for both style and function. Upstairs, the primary suite opens to a private deck with ocean views, a custom walk-in closet, and a sleek tiled shower bath, while the second bedroom includes its own walk-in cl