Harbor Islands, MA homes for sale & real estate

Harbor Islands, 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

Harbor Islands, 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

Harbor Islands, MA Homes for Sale

Just one block from Medal of Honor Park, this stylish 2-bedroom, 2-bath condo offers the perfect South Boston lifestyle. The bright, open layout features a modern kitchen with ample cabinetry, a large island, and stainless steel appliances that flow into a spacious living area with high ceilings and hardwood floors. A private deck extends the living space outdoors, ideal for relaxing or hosting friends. The two bedrooms are located in the rear of the home and are great size with two south facing windows. Both bathrooms have been tastefully renovated including a walk in glass shower in the primary bathroom. The rarity of this home is the laundry room with great storage space! New split syste

Harbor Islands, 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,

Harbor Islands, 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

Harbor Islands, MA Homes for Sale

You will enjoy picturesque direct water views from all 6 windows in this roomy top floor unit. Open flexible floor plan. Reasonable HOA fee includes heat and hot water. Taxes with residential exemption are $811.06. Private storage and laundry in the building. Off street parking with sticker on 1st come basis. Ample street parking. The location is sure to please. Short walk to beach, Sugar Bowl and popular eateries. There is lots of energy surrounding this handsome building. Lace up your sneakers and sea for yourself.