Making A Splash: Nantucket's Poolside Properties
11/12/2025
There’s something undeniably special about summer on Nantucket - and having a shimmering backyard pool that feels like a private retreat is no exception. As demand for private outdoor spaces continues to rise, pools have become one of the most sought-after features for Nantucket homebuyers. This year, several stunning island homes with pools caught buyers’ attention.
Luxury Meets Lifestyle
A pool adds more than just value to a property - it adds a sense of luxury. Homeowners have invested in creating their own backyard escapes, offering a private and convenient form of both relaxation and recreation. Buyers are also prioritizing properties that offer a resort-style experience without ever having to leave the comfort of their own home. Many properties feature saltwater or heated pools surrounded by stone patios, lush gardens, and cozy firepits, creating an oasis that’s just as inviting in June as it is in September.
A Growing Trend
The number of pools on Nantucket has been growing significantly over the past few years due to their increasing popularity and demand. What was once a rare feature reserved for larger compounds or oceanfront homes has steadily become a priority for many mid-range buyers as well. On Nantucket, there is a clear sign of limited inventory meeting high buyer demand - although there are still a somewhat lower number of houses with pools on the island, they represent some of the most in-demand listings on the market.
Poolside Properties That Made Waves in Nantucket's 2025 Market
106 Surfside Road - This stunning Surfside Beach compound is designed for luxurious outdoor living, with an impressive 18’ by 40’ heated saltwater swimming pool at its heart. The pool area, complete with a stylish cabana, provides the perfect setting for relaxation and entertaining. Set on over an acre, the property also offers expansive lawns, a private chip and putt area with a sand trap, and ample space for family and guests to enjoy in total privacy. Sold for $7,900,000.
20B Bishops Rise - Set on two pristine acres in one of Nantucket’s most desirable locations, this private Dionis estate features an outdoor living space that rivals any five-star resort. The space consists of an 85-foot deck, heated pool and spa, open-air cabana with plush lounge seating, Wolf outdoor kitchen, indoor/outdoor fireplace, separate fire pit, and wall-mounted outdoor TV - perfect for seamless entertaining. Sold for $14,350,000.
13 Hendersons Drive - Perfect for poolside relaxation, this well-kept home sits along the 18th fairway of Miacomet Golf Course and features a private pool surrounded by a large deck and outdoor shower. French doors from all three first-floor bedrooms open directly to the deck and pool area, creating a seamless indoor-outdoor flow. The second-floor deck offers distant ocean views and is ideal for evening drinks, with exterior stairs providing direct access to the pool below. Sold for $4,675,000.
72 Baxter Road - Step through the garden gate into a private poolside paradise. The sparkling swimming pool forms the centerpiece of this Nantucket retreat, bordered by lush gardens, a pergola-covered patio, and a charming guest cottage. Enjoy leisurely afternoons by the pool, dine al fresco beneath the portico, or rinse off in the outdoor shower after a swim. French doors from the dining room and primary suite open right onto the patio, ensuring the beauty of the pool and garden are always within view. Sold for $4,050,000.
30 Eel Point Road - This private compound is designed to embrace indoor-outdoor living and features a spectacular 20’ x 45’ heated pool as its focal point. Surrounded by natural stone patios and lush landscaping, the pool area features a fully equipped open-air cabana with a fireplace, BBQ area, lounge, and dining for eight - ideal for effortless summer entertaining. Set on over two professionally landscaped acres with sweeping views of Nantucket Sound, the main residence has wraparound decks on both levels. Sold for $19,000,000.
50 Hummock Pond Road - Nestled on a half acre along Hummock Pond Road, this home has a stunning backyard that features a travertine patio with heated salt water pool and spa, both with automatic covers for effortless enjoyment. The dining room has two sets of doors which give easy access to the large deck, patio, pool, spa, yard, and jungle gym. The fenced in yard is perfect for young children or pets. Sold for $4,800,000.
196 Cliff Road - This premier Cliffside estate is set on 1.84 beautifully landscaped grounds just moments from Washing Pond Beach and Tupancy Links. A sparkling pool, outdoor fire pit, two-car garage, and mature gardens add to the appeal of this rare island offering. On the inside, the spacious sunroom has walls of windows that overlook the pool and gardens - an ideal spot for year-round relaxation. Sold for $7,500,000.
8 Sachem Road - Located in the exclusive Lincoln Circle/Cliff neighborhood, this listing has stunning views and is surrounded by conservation land. In addition to a large pool and sitting area, there is deeded beach access just 50 yards away from the property. Sold for $31,000,000.
Nantucket Neighborhoods with Community Pools
While private pools are a popular feature of estates across the island, Nantucket also offers several neighborhoods where residents can enjoy the benefits of a pool without having to upkeep one. These community pools provide a relaxed, family-friendly way to cool off in the summer months and foster a sense of community connection.
Naushop, located mid-island, is one example. Designed as a traditional neighborhood with tree-lined streets and classic Nantucket-style homes, Naushop offers residents with a community pool, tennis courts, a pickleball court, and a clubhouse - all maintained through its homeowners’ association. To browse recently sold Naushop listings, click here.
Another area to note is Nashaquisset, a charming neighborhood that’s just outside of town. Homeowners here also enjoy shared access to a pool and tennis courts, creating a village-like atmosphere perfect for summer gatherings or a dip after a day at the beach. To browse recently sold Nashaquisset listings, click here.
The Beach Plum neighborhood is a resort-style community on Nantucket that offers a well-maintained heated infinity pool, along with a tennis court, fitness center, bocce court, and playground. This walkable community is conveniently located a mile and a half from Surfside Beach, with easy access to the island’s bike paths. To browse recently sold Beach Plum listings, click here.
For buyers seeking a balance between community living and island luxury, these neighborhoods offer the perfect blend of comfort and convenience, making it easy to enjoy the best of Nantucket without the maintenance of a private pool.
Finding Your Island Retreat
If you’ve ever dreamed of owning a Nantucket home with a pool, now may be the perfect time to start your search. Inventory is limited, and demand remains high for properties that combine classic island charm with modern amenities.
Our team at Great Point Properties specializes in finding the perfect home that fits your lifestyle. Ready to dive in? Contact us today to explore available listings or discuss your home’s market potential.