Point Shirley Homes for Sale

Welcome to Point Shirley, a hidden gem nestled in the picturesque town of Winthrop, Massachusetts. This charming coastal community is located in Suffolk County, where the salt-kissed air and stunning views of the Atlantic Ocean create a serene atmosphere that captivates residents and visitors alike. Point Shirley is renowned for its beautiful beaches, inviting parks, and a close-knit community that embraces the quintessential New England lifestyle.

In Point Shirley, you’ll find a delightful mix of historic homes and modern residences, each exuding character and charm. The real estate market here offers a variety of homes for sale, catering to diverse tastes and budgets. Whether you’re seeking a cozy beach cottage with ocean views or a spacious family home with a backyard oasis, Point Shirley has something for everyone. Many homes in this area feature stunning architectural details, open-concept layouts, and easy access to the water, making every day feel like a vacation.

Living in Point Shirley means you can enjoy leisurely strolls along the shoreline, vibrant sunsets, and a plethora of outdoor activities, from kayaking to fishing. The community is also conveniently located near local shops, restaurants, and schools, ensuring that all your needs are met just a stone’s throw away.

If you’re looking for a place that combines coastal living with a welcoming community spirit, Point Shirley is the perfect destination. Explore the available homes for sale today and discover the enchanting lifestyle that awaits you in this idyllic corner of Winthrop, Massachusetts. Your dream home by the sea is just around the corner!

Newest Point Shirley Homes for Sale

$729,900

4 Beds ⋅ 2 Baths ⋅ 73548082 MLS

Cape-style home in Point Shirley, steps from the beach and within Winthrop's most walkable stretch of coastline. Built in 1900 and updated with a remodeled kitchen featuring granite counters and recessed lighting, plus a remodeled full bath with a tiled tub and shower. Original hardwood floors run through the main level and all four bedrooms, paired with bay windows that bring in natural light and water views. The main level includes a living room with a fireplace, a formal dining room, and a sunroom that opens to a screened porch. Central air and forced air heat keep the home comfortable year-round. A full basement with sump pump offers storage and utility space, and a paved driveway provides two off-street parking spaces. Ocean views and public beach access nearby. Enjoy the best of coastal living, where the beach is just steps away & commuting to Boston is easy with quick access to the ferry, T stations, Rt. 1A, Logan Airport.

52 Pebble Ave, Winthrop

Listing courtesy of Listing Agent: Reserve Team from Listing Office: Reference Real Estate.

$855,000

3 Beds ⋅ 3 Baths ⋅ 73526371 MLS

This gut-renovated home delivers three levels of flexible living that is hard to replicate. The sun-filled entryway with built-in bench seating & ceiling fan sets a relaxed tone from the moment you walk in. The open main level flows seamlessly from the living room with hardwood floors, beamed ceilings, and built-in electric fireplace through the dining area with its own wine cooler and into a renovated kitchen with white beadboard cabinetry, quartz countertops, subway tile backsplash, and stainless appliances. The entire 2nd floor is dedicated to a private primary retreat, complete with two closets and a private en suite with glass shower. The sun-filled sitting room connects the suite to the 2nd-floor deck where ocean views make for the perfect spot for morning coffee or evening entertaining. A wood spiral staircase leads to the third-floor bedrooms tucked under vaulted ceilings. Corner lot with 2 driveways & the opportunity to expand the yard practically on the water in Pt. Shirley!

27 Billows St, Winthrop

Listing courtesy of Listing Agent: Reserve Team from Listing Office: Reference Real Estate.

$1,324,900

4 Beds ⋅ 3 Baths ⋅ 73452093 MLS

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 spots and additional front potential. Low, transferable flood insurance at $1,138.00. Embrace waterfront living at its best.

129 Strandway, Winthrop

Listing courtesy of Listing Agent: Mark Savage from Listing Office: Byrnes Real Estate Group LLC.

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