As warm summer days come to a close, it’s important to enjoy every moment of the season and all it has to offer. Don’t end your days with the setting sun, but rather bring the luxuries of the indoors out for a summer evening under the moon surrounded by family, friends, good food and all the comforts of home.
From sleek kitchens with top-notch appliances and built-in bar counters, to poolside spaces with beautiful couches that offer the cozy ambiance of a fireplace, this Labor Day spend effortless time entertaining on these seven properties that include extraordinary outdoor amenities ideal for the perfect summer send-off.
4 Manitou Road—Westport, CT
This riverfront Westport home offers breathtaking views of the Saugatuck River, boasting an overall spacious, bright atmosphere that effortlessly embraces the outdoors. A classic Nantucket shingle style comprises the residence, which lies on 2 acres of activity-friendly land. Here, you can invite as many people you want to visit for the long weekend, and still have countless ways to stay occupied. Go for an afternoon boat ride off the home’s 60-foot deep water dock, or swim in the heated elliptical pool, which neighbors great outdoor spaces including expansive decks and a patio with a full stone fireplace surrounded by comfortable couches. Have a glass of wine and let the warmth of the fire and good conversation keep the remaining summer nights alive.
28 Ox Bow Road—Egremont, MA
Ox Bow Road features 46 private acres with two homes, one of which has extensive outdoor amenities including a custom gunite pool and pool house, bar, patios, plantings and beautifully built retaining walls. Spend the weekend with friends by the pool and enjoy the convenience of a bar counter and facilities right next door, where hors d’oeuvres and fruity summer cocktails can easily be served.
32 Lincoln Lane—Purchase, NY
A luxurious Labor Day awaits residents and visitors of this sophisticated Purchase, NY estate. Go for a dip in the home’s glass-tiled pool and hot tub and then continue relaxing within its adjacent spa-style pool house. While the day’s hosts prepare dinner on a top-notch outdoor grill complete with drawers and stone counters and tables, guests can take a stroll through the surrounding rose garden and then head over to the reception lawn—a perfect spot for entertaining. Opportunities are abundant at this fine residence with an outdoor oasis that fully embraces every moment of the warm summer months.
77 Bayberry Lane—Westport, CT
Set on 3 private acres of manicured grounds, this Westport home is perfect for fine living and entertaining. It’s impossible not to enjoy a weekend outside with friends and family on the property, which is complete with a beautiful pool and pool house, as well as multiple terraces and an outdoor fireplace amid an island-like atmosphere. Hang on to every last bit of summer at this New England paradise that keeps the joys of summer aglow.
6 Opening Hill Road—Madison, CT
History meets modern luxury at this spectacular 1720 estate complete with a glass guest house designed by the renowned architect Philip Johnson. In addition, the home’s enchanting six acres includes a pool and stone-walled courtyard with expansive lawn areas perfect for a day under the sun. Residents can enjoy the convenience of a full, sleek outdoor kitchen, where all the day’s meals and snacks can be cooked and served to guests without stepping a foot inside.
40 Rolling Hills Road—Ridgefield, CT
Escape to the peace of nature this Labor Day at this immaculate Ridgefield retreat. The charm of country living encompasses visitors of the property, who can enjoy a zen weekend surrounded by waterfalls, a koi pond, gazebo, upper deck and lower stone patio with a fireplace and bar. A built-in grill completes this outdoor space, where residents can experience a convenient summer evening among friends, family and nature’s untainted serenity.
13 Big Trail—Sherman, CT
What better way to say farewell to carefree summer days than in the charming atmosphere of this exquisitely renovated 1940s country estate? The property’s multiple outdoor spaces encourage guests to remain outdoors and take advantage of the many options for entertainment. Cool down in the beautiful in-ground pool, catch up with old friends in the neighboring gazebo and dine under the elegantly crafted fieldstone loggia. Labor Day entertainment at this incredible residence exudes an effortless elegance and appreciation for the season that all will remember.