Pound Ridge, NY Homes for Sale with Pool

EASTLAKE. Nearly 39 serene acres offering the ultimate in privacy. Long, gated drive over rushing stream and through manicured grounds. Remarkable estate compound owned for years by renowned fashion designer as a family residence. Impressive architect-designed Stone and Country House positioned to overlook a private eight-acre lake. Striking and sophisticated Contemporary with elements of a

Mary Dowdle Ginnel Real Estate

This one-of-a-kind 5 bedroom, 5 full bathroom rustic California inspired residence on one of the toniest roads in Pound Ridge sits on 6.5 private acres, complete with a pool, tennis court and treehouse. Situated in a resort like setting, the home's exquisite indoor-outdoor flow and abundant natural materials, you'll feel worlds away, but is just 3 minutes from town and an hour from NYC. Once

Elizabeth Ronel Coldwell Banker Realty

Fabulous Country Retreat. Absolute serenity! Long drive through scenic woodlands to peaceful privacy. Fabulous high site with glorious sunset views. Beautifully landscaped grounds with an array of fine and flowering plantings, fenced for deer. Free-form Swimming Pool with spa and two waterfalls. Perfectly positioned Tennis Court. Architect-designed Country House with contemporary and traditional

Mary Dowdle Ginnel Real Estate

Nestled on two private acres, The Owl’s Nest is a striking 3-bedroom, 2-bath mid-century modern chalet that blends architectural character, privacy, and modern convenience. Surrounded by nature, the home feels like a secluded retreat while remaining easily accessible to nearby towns and commuting routes.The heart of the home is a dramatic living room with soaring 18-foot ceilings and

Marcy Bartolotti PLI Realty

Two homes, one gorgeous estate. This exceptional property features two distinct residences—a stunning modern new-construction main home and a charming, fully renovated 2 bedroom cottage—situated together on a picturesque, private estate. Modern and European-inspired, this residence balances scale with sophistication. Thoughtfully crafted to blend clean architectural lines with warm, natural

Mark Boyland Keller Williams Realty Partner

Welcome to Brooke Hollow, a private and refined country estate set on over 8.7 acres along one of Pound Ridge’s most desirable roads. Tucked behind a gated entrance, the property unfolds into a quiet, beautifully composed landscape of rolling lawns, mature plantings, three serene ponds, and wooded walking paths that create a true sense of privacy and permanence.The grounds are

Samuel Berek Serhant LLC

Set behind private gates on bucolic, quiet property, this fully renovated 4-bedroom mid-century modern is a rare turn-key retreat. The custom kitchen anchors the home with a Wolf 6-burner gas range with griddle, 42” Sub-Zero refrigerator, and a quartzite double-waterfall island, all set atop new 7” wide-plank white oak floors with radiant heat throughout. New skylights draw natural light through

Angela Kessel Houlihan Lawrence Inc.

Behind private gates, nearly six acres of bucolic countryside unfold around a spring-fed lake — a setting that feels worlds away, yet sits just one hour from Manhattan.Gut-renovated to the studs and reimagined from the ground up, this Pound Ridge estate blends Mid-Century Modern design with original stone construction and hand-hewn beams — a rare marriage of architectural integrity and

Angela Kessel Houlihan Lawrence Inc.

Designed by Vuko Tashkovich, one of Westchester's defining modernist architects, this home is privately sited on over 3 acres, offering 7,500+ square feet across three finished levels. Artfully refined while retaining the character of its original design, the home is defined by long horizontal lines, cylindrical forms, clerestory windows and walls of glass that connect the interiors to the

Brian Milton Compass Greater NY, LLC

Gorgeous, completely updated, two bedroom with office and open loft/den townhome in the Katonah Lewisboro School District. The open living space is flooded with light, calming colors, soaring ceilings and a wood burning fireplace. The recently renovated eat in kitchen featuring stainless steel appliances, an enormous center island and deck access is the perfect place to entertain. A primary

Patricia Hinkley Coldwell Banker Realty

An extraordinary 268-acre legacy estate spanning the New York-Connecticut border, Hillandale offers unrivaled privacy and timeless grandeur. Once owned by the Sulzberger family of the New York Times, the 15,000+ sq ft, eight-bedroom European-inspired manor has been meticulously restored and features magnificent formal entertaining rooms, 11 fireplaces, two elevators, a paneled library, sun-filled

Leslie McElwreath Sotheby's International Realty

Some properties simply cannot be recreated.They are collected over centuries. Layer by layer. Story by story. Stone by stone.Set behind towering trees and abutting hundreds of protected acres of the Mianus River Gorge Preserve, this exceptional Bedford estate offers a rare opportunity to own a thoughtfully restored historic property surrounded by natural beauty and privacy.Dating back

Kile Boga-Ibric Houlihan Lawrence Inc.