outdoor spaces

8 Properties That Think Outside of the Home

From Father’s Day barbeques and graduation parties to Independence Day celebrations, fire pit and wine catch-up sessions with old friends and more, summertime presents the opportunity to find any and every excuse to gather friends and family together and head outside. All around, pools are being uncovered, flowers are in bloom, kayaks are out of storage and patios, decks and porches of all shapes and sizes are filling with the exuberant vibrancy that sunny days and warmer weather so often bring.

Here are eight homes throughout Connecticut, Westchester County and the Berkshires that embrace their outdoor environments with luxury amenities and quality spaces to sit back, relax and take in the beautiful signs of the season all day (and night) long.

494 Ponus RidgeNew Canaan, CT

Outdoor Spaces

An elegant brick Georgian home with sophisticated architecture and fabulous, fine features rests peacefully on over 4 acres of pristine land, neighboring an 11-acre land trust in the town of New Canaan, CT.  The exceptional residence offers its residents beautiful, manicured grounds, sweeping lawns and various terraces, which overlook a custom pool and hot tub. The backyard is truly remarkable, resembling a resort-like poolside paradise in its own private setting. There is even a fire pit to help keep the appealing buzz of summer nights aglow. Another New Canaan residence with great outdoor places to relax is at 1102 Oenoke Ridge, where one will find a gorgeous 10-acre property complete with a pool, fountain and other outdoor amenities surrounded by beautiful, well-kept English gardens. There is even a sheltered, closed-in terrace perfect for embracing the home’s natural, Zen-like surroundings in all weather conditions—rain or shine!

 32 Tompkins Road—Scarsdale, NY

Prepare to be pampered by the elegant offerings available at this premier Fox Meadow estate in Scarsdale, NY. Take a walk on the Mediterranean home’s 1.49 private acres through magnificent gardens, lush lawns and extensive patio areas. After, why not take a dip in the in-ground, heated pool, which showcases a great design with fountains, a hot tub and plenty of space for outdoor entertainment?

Outdoor Spaces

17 Library Lane—Old Lyme, CT

Old-world, European-inspired charm paints the sweeping grounds of this 1930s brick home set on 2.5 acres of flower-filled land in the historic village of Old Lyme, CT. The property presents the ideal opportunity for anyone with a green thumb looking to use their talents to help maintain and add to this heavenly backyard oasis, which features a pool and bluestone terrace nestled among specimen trees, mature azaleas, rhododendrons and various perennials. In addition, Pachysandra beds as well as trellised fencing and charming stone walls pull the property’s impeccable outdoor setting together with an expert-landscaping appeal.  Perhaps the home’s most unique feature is its entrancing garden room, which boasts floor to ceiling custom windows and doors that welcome in the surrounding park-like grounds. This bright and airy room may also serve an ideal guest space complete with a full bath and sitting area. Invite some friends and family over for the weekend! Between the pool and the beautiful gardens, they will never want to leave.

Outdoor Spaces

7 Cooper Road—Tyringham, MA

It’s a lakeside retreat at this contemporary home in the Berkshires! The residence, which strategically offers a distinct outdoor-embracing design, captures the beautiful views of Goose Pond in the town of Tyringham, MA. Spend the day outside on this fabulous property fishing off its private dock, kayaking and canoeing. Don’t forget the marshmallows! Close the day with a classic lakeside evening by the fire pit, which is located on an expansive stone patio overlooking endless waterfront vistas.

Outdoor Spaces

9 Heathcote Road—Scarsdale, NY

Unparalleled curb appeal immediately greets visitors of this extraordinary Heathcote estate, which lies on 2.5 breathtaking acres in Scarsdale, NY. The property offers the ideal setting for hosting a summer party, where guests can mingle on multiple private patios overlooking the home’s enchanting grounds and enjoy luxurious amenities including a newly surfaced tennis court, heated swimming pool and spa. Easy access to the outdoors from the home’s incredible gourmet kitchen is also available from its adjoining family room, which leads to a covered patio complete with a cozy fireplace and seating—a comfortable spot to unwind while still enjoying the natural elements of a backyard summer night at home.

Outdoor Spaces

23 Catbrier RoadWeston, CT

This transformed barn, reconstructed by renowned architect Peter Cadoux, exudes a New England charm unlike any other. The residence is set atop beautiful landscaped grounds, and features a salt water pool, elevated spa and fire pit. Spend the day by the pool and then head over to the nearby expansive deck, which seamlessly blends with the residence’s interior, allowing for great outdoor dining and entertaining opportunities. Delightful stone walls, garden benches, a playground and protected outdoor dining areas can additionally be found throughout the property, forging an undeniable summer outdoor oasis right at home.

Outdoor Spaces

Keep your eye out for 77 High Ridge Avenue in Ridgefield, CT—a new listing located on over 3 acres of pristine grounds that brings spending time al’ fresco to entirely new levels. The incredible property includes a strikingly beautiful main house in addition to a two-story pool house, which neighbors a spectacular, mosaic-tiled pool, tennis court and more. Every summer day spent outside is paradise while relaxing on the grounds of this one-of-a-kind Connecticut home.

Outdoor Spaces


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