Take it to the Pool House

Having a pool is an added bonus when it comes to summertime entertaining and relaxation. Between the sunshine, recliners and sipping refreshing drinks from pineapple cups (yes, we are partial to the pineapple cups), the scene is nothing short of paradise. It is the nearby pool houses, though, that often bring these backyard retreats to the next level, providing the resort-like convenience of having incredible amenities just a few steps away. Here are five properties with cutting-edge pool houses to match their cutting-edge main residences.

3 Charlie Hill Road—Redding, Conn.

A stunning French Country Colonial with four acres of lushly landscaped land resides in the beautiful town of Redding, Conn. The grounds contain pristine gardens and of course, a pool—and not just any pool—a spa pool with a waterfall and neighboring Hobi Award-winning pool house. Custom built with the finest quality, this adorable property asset offers a full bath, as well as a service kitchen/bar that opens to a covered portico for al fresco snacks and drinks by the pool.

3 Charlie


11 Sky Meadow Farm—Purchase, N.Y.

A flawless mixture of tradition and glamour graces this lovely Purchase, N.Y., estate, which rests on nearly 3 acres of land featuring expansive patios, a pool and a pool house that is truly beyond compare! Take a break from the sun and venture through the doors of this impressive space, which features a kitchen, dining room and full bath. An afternoon spent on the grounds of 11 Sky Meadow reflects the luxuries and sophistication associated with Hollywood—a one-of-a-kind summer retreat full of endless surprises.

11 Sky meadow

Sky Meadow


59 Buell Hill Road—Killingworth, Conn.

This elegant and stately custom Georgian Colonial lies on 3.53 acres in one of Killingworth, Conn.’s premier neighborhoods. Hosting summer parties here is effortless, especially while utilizing the property’s gunite pool and hot tub, which is surrounded by an expansive blue stone patio and custom built outdoor kitchen complete with a grill and built-in gas fire pit. As if this weren’t enough, in addition to the main residence, there is also a 1,200 square-foot pool house with an in-law apartment, full bath, office and kitchenette.

59 Buell Hill

59 Buell Hill Road-Interior


65 Peaceable Street—Ridgefield, Conn.

Travel back in time to summer in 1906—a distinctive antique country retreat awaits at this 3.35-acre property in Ridgefield, Conn. Adjoining 7.6 acres of pastoral open space, the classic residence offers a chance to step both back in time and into a future full of luxury, timeless charm and highly acclaimed quality. Architect Sean O’Kane of Sean O’Kane AIA is the master behind the fabulously built, award-winning pool house, which contains a kitchen and half bath surrounded by a stone fire pit and heated pool with spa.

65 Peaceable-68

65 Peaceable-70


69 Daniel Trace—Burlington, Conn.

Arrive at this exquisite country estate by helicopter! Located on six manicured acres of land in a bucolic, peaceful setting, this Colonial home in Burlington, Conn., has it all—even a helipad approved for landing. Fly in for a summer weekend to enjoy the countless amenities included on the property, from its heated in-ground pool with custom bluestone to its brilliant pool house with walls of windows to take in the surrounding views. This impressive poolside haven also features a fireplace, living room area with a TV, as well as a kitchen and bar.

69 Daniel Trace

Daniel Trace-Interior


An opportunity to complete an unfinished pool house catered to your own personal style is available at 31 Stuart Road East in Bridgewater, Conn.—the ultimate summertime oasis with its Zen-like pool area. Located on five lightly wooded acres of land amidst stone walls and wildflower gardens, this spectacular in-ground pool offers the total spa experience, with a hot tub, peaceful stone waterfall, stone patio and two fire pits.

31 Stuart Road East

For more information on the first property, located at 3 Charlie Hill Road, please contact Ridgefield agent Roni Agress by phone at 203.733.2656, or by email at [email protected]. Details on 11 Sky Meadow can be found by reaching out to Rye agent Wendy Alper by phone at 914.806.6868, or by email at [email protected]. Guilford agent Chris O’Bymachow, who represents 59 Buell Hill Road, can be contacted by phone at 203.915.5932, or by email at [email protected]. For further details on 65 Peaceable Street, please contact Ridgefield agent Deborah Durkee by phone at 203.417.4983, or by email at [email protected]. Litchfield agent Jennifer Roller represents 69 Daniel Trace, and she can be reached by phone at 860.459.0805, or by email at [email protected]. For more information on the final property, located at 31 Stuart Road East, please contact Washington Depot agent Audrey Wilkicki by phone at 203.788.2720, or by email at [email protected].   

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