By Emily Cahill
As steamy summer days stretch on languidly, the season calls for plenty of refreshing interludes to beat the heat. When it comes to summertime leisure, an invigorating dip in the pool will always be the perfect way to spend a hot, sunny afternoon. From nature-inspired freeform pools nestled among gardens to infinity pools perched on private hilltops, our favorite slices of paradise can be found throughout Westchester County and Connecticut. Spas, private cabanas, al fresco kitchens, and custom pool houses only scratch the surface of seasonal amenities at these extraordinary summer retreats.
As leading experts in luxury real estate, we’ve selected ten of the region’s most noteworthy properties with regard to their resort-worthy swimming pools. Customized to perfection, each pool is uniquely designed to complement its unparalleled setting, whether bucolic hills, lush gardens, or Long Island Sound’s glittering shoreline. All that’s left to do is dive right in.
1040 Nine Acres Lane, Mamaroneck, N.Y.
Life at the water’s edge is even better when you can enjoy yourself all year long. Set on a quiet cul-de-sac in Orienta, this one-of-a-kind contemporary home is designed to make every day feel like a shoreline vacation. Designed and rebuilt by a celebrated Westchester architect, the sun-drenched residence features an open floor plan that combines modern living with refined European finishes. Savoring four-season recreation, a saltwater indoor/outdoor pool connects to a luxurious kitchen to streamline entertaining. Whether savoring a leisurely summer swim or a winter dip in the heated waters, the pool remains a stunning highlight in every season. Spanning 27 feet across, a glass wall of doors opens from the pool to an expansive concrete patio. Upstairs, the den and master suite lead out to a lovely wooden rooftop which captures breathtaking views across Long Island Sound. Access to a residents-only private beach is the cherry on top of this extraordinary retreat.
1185 Greacen Point Road, Mamaroneck, N.Y.
Artistry reaches innovative new heights at this contemporary waterfront masterpiece, designed by renowned architect Keith Kroeger. Set in Mamaroneck on the private shores of Long Island Sound, the residence was meticulously crafted with art enthusiasts in mind. Showcasing an excellent layout for year-round entertaining, the home seamlessly fuses interior and outdoor spaces. The stunning landscape centers on a sparkling in-ground pool, customized to perfection with a custom tiled ledge and decorative turtle mosaic. Whimsical, yet sophisticated, the pool is a peaceful haven in the heart of nearly one lush acre. An entertaining terrace connects to the pool’s edge, while a sculpture serenity garden, private dock, and spa lend to an atmosphere of pure summer relaxation.
203 Hommocks Road, Larchmont, N.Y.
Rarely does such a majestic estate become available on Larchmont’s most premier stretch of waterfront. Presiding over 3.32 acres of resort-style grounds, this historic residence, Low Wood, embraces more than 500’ of direct shoreline on Long Island Sound. Sequestered in a prestigious harbor enclave, the stately Georgian manor has been painstakingly updated to provide every conceivable amenity for sumptuous coastal living. Beyond the regally scaled interior, French doors open to expansive terraces that descend to the stone pool deck. As the property’s true focal point, a heated Shoreline swimming pool commands sweeping vistas of the private sandy beach and glittering waterfront. Cool off in the pool while taking in the scenic surroundings — a charming gazebo, dock and guest cottage surrounded by gardens are just the beginning.
72 Mamaroneck Road, Scarsdale, N.Y.
A romantic pre-war Tudor design meets modern luxury in this remarkable Scarsdale estate. Set in the sought-after Murray Hill section of town, this exquisitely renovated English Manor resides on 1+ acre of level grounds. Spacious, sun-filled living spaces blend rich architectural details with state-of-the-art amenities throughout 8,400+ square feet. Beyond the superbly appointed interior, the manicured grounds make outdoor entertaining an absolute dream. Bordered with vibrant gardens and a sophisticated brick deck, a refreshing 20×40 Gunite pool is enhanced by a private cabana with full bath and changing room. An outdoor dining area, kitchenette and wet bar serve the inviting pool area beneath a romantic wisteria-draped pergola.
5 Lindsay Drive, Greenwich, Conn.
Nestled on a prominent cul-de-sac in mid-country Greenwich, this superbly renovated eight bedroom colonial presides over two park-like acres. Pairing a grand design with gracious entertaining spaces, the residence is introduced by elegant principal rooms that open to a series of sweeping terraces. Encircled by manicured emerald lawns, this outdoor oasis is anchored by a blissful saltwater swimming pool. Bolstering its aesthetic appeal, the pool’s refined simplicity is complemented by a waterfall and spa. Providing ample space for lounge chairs, the adjacent deck invites lively seasonal gatherings served by a fabulous outdoor kitchen. A three bedroom cottage, walk-in wine cellar, and sumptuous custom details add to the serene setting.
111 Harbor Rd, Westport, Conn.
Whether you’re looking for a vacation home or year-round dwelling, this coastal beauty is set apart as a slice of shoreline paradise. Located moments from the trendy Saugatuck neighborhood, this charming home is part of an exclusive waterfront community on Westport’s private Saugatuck Island. Breathe in the salty sea air and take a relaxing dip in the private freeform swimming pool, where natural stone blends flawlessly with the native surroundings. When it comes to poolside lounging, we can’t think of a more perfect way to savor this waterfront retreat. Comprised of 100 homes, this unique community celebrates its nautical setting through summer beach parties, holiday gatherings, and a 4th of July parade and cookout.
116 Nearwater Lane, Darien, Conn.
You’ll find nothing but peace, quiet, and show-stopping beauty at this HOBI award-winning Darien colonial. Boasting tranquil views of Holly Pond, the immaculately crafted five bedroom residence rests on a landscape of sweeping lawns and stone terraces. Beyond the stylish interior, outdoor living is unsurpassed on estate grounds reminiscent of a nature sanctuary. Amid stone walls and blossoming gardens, a heated pool with hydraulic cover is enhanced by a picturesque waterfall and spa. The spectacular pool area is served by a cabana bath and al fresco gourmet kitchen for convivial entertaining. Beyond this dreamy private space, the property also includes deeded rights to join the Noroton Bay beach.
Shaded by a verdant frame of trees, this incredible property is enveloped by estates of luminaries past and present. Located moments from 750+ acres of protected land, the residence is set directly across from Roxbury’s scenic Matthau preserve. From detailed millwork to a state-of-the-art chef’s kitchen, no detail has been spared to create the perfect setting for a gracious lifestyle. The home’s open layout welcomes natural light from expansive window banks and French doors to a mahogany deck and porch. In its secluded locale, a saltwater freeform Scott pool blends effortlessly with the natural surroundings. Accentuated by classic stone walls, a sumptuous spa, and distant southwestern views, you’ll be hard pressed to find the motivation to leave this pool-side paradise.
Perched on a hillside encompassing 42+ acres, this architectural tour de force was designed to reflect and enhance its glorious setting. Inspired by striking vistas of the valley and lake below, the owner and renowned architect collaborated to create a residence worthy of its sublime surroundings. Beautifully scaled rooms and bespoke details create an atmosphere of comfortable elegance throughout 7,200 square feet. Raised paneled walls, vaulted ceilings, eight fireplaces, and elaborate moldings exude gracious livability, while expansive terraces, covered patios and a screened-in porch afford unbelievable views from every vantage point. Sited below the main residence, a breezy oasis boasts a luxurious guest house and pool house with an infinity-edge swimming pool as its centerpiece. Positioned to savor views of the endless horizon, this sublime pool has a dramatic vanishing edge that softly merges into the lush landscape. Take a refreshing dip to pass the time, then wind down at the main house, where a wine cellar, sauna, and steam room complete the resort-like experience.
24 Ranney Hill Rd, Roxbury, Conn.
Sited high atop 32 private acres, this shingle style residence boasts spectacular 270° views of distant hills and Roxbury farmland. Featuring expansive living spaces, high-caliber materials, and sumptuous amenities, this distinctive home offers total luxury in an unparalleled setting. Light-filled principal rooms open to an expansive bluestone patio with dazzling panoramic views of the surrounding landscape. The covered patio also overlooks the heated Gunite pool bordered with natural stone walls and a handsome stone deck. Enhanced by an asymmetrical freeform design, this gorgeous swimming pool is served by a lower level spa bath with two walk-in showers. The picturesque property is composed of 3 separate parcels encompassing both open and lightly wooded acreage.
Additional property information can be accessed by clicking each link above. We invite you to contact the listing agents with questions or to schedule a showing of these remarkable homes and their fabulous swimming pools – just in time for the dog days of summer.
