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

A Modern Colonial Retreat, 83 Upper Shad Road, is situated on 2.25 private, level acres in the heart of Pound Ridge. Mature trees and professionally designed landscaping create a serene, park-like environment, with an in-ground pool and manicured green expanses that surround the home. (Did I forget to mention the babbling brook at the corner of the property?) The home features a primary bedroom

Richard Esman Douglas Elliman Real Estate

New construction in the heart of Pound Ridge, this modern European-inspired residence is gracefully set on a picturesque property overlooking Pinebrook Road. Thoughtfully designed to blend clean architectural lines with warm, natural materials, the home is complemented by a charming, fully renovated two-bedroom, 861-square-foot cottage—ideal for guests, extended stays, or flexible living.

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 thoughtfully

Samuel Berek Serhant LLC

PEACEFUL POND VIEW. Serene setting overlooking a spring-fed pond. Over two picture book acres in a desirable area of country homes and estates. Sophisticated Colonial, built in 1995, with a fine design aesthetic and a clean modern interior. Well-designed floorplan combines beautifully scaled rooms with great ceiling height. Extensive millwork and vibrantly colored built ins complement crisp white

Elizabeth Golde Ginnel Real Estate

Fresh.Modern.Classic. Turnkey Colonial with beautifully renovated spaces designed for today’s lifestyle. Stunning interior providing the perfect spaces for entertaining, working and comfortable everyday living. Heart-of-the-home Kitchen with custom cabinetry, Quartz counters, high-end Miele appliances next to sun-filled Great Room. Open Dining Room with doors to fabulous Screened Porch. First

Claudia Atkinson Ginnel Real Estate

Beautifully renovated and impeccably maintained, this exceptional four-bedroom, four-bath residence is privately set behind gates on three picturesque acres in one of Westchester County’s most coveted communities. Thoughtfully redesigned with an emphasis on timeless elegance, modern comfort, and energy efficiency, the home features a state-of-the-art geothermal system, a stunning chef’s kitchen,

Patricia Hinkley Coldwell Banker Realty

Welcome to Morning Dew Ranch, a breathtaking ranch hidden away on three private, park-like acres. Located atop a scenic hill at the end of a cul-de-sac, this tranquil estate blends country serenity with luxury amenities. Enclosed by historic fieldstone fences, the irrigated grounds offer stunning views of adjacent lakes and woodlands. This private paradise sits just minutes from Scott’s Corner,

Danielle Orellana William Raveis Real Estate

Discover your ultimate hideaway: a private, gated custom rebuilt 10,000 square foot Colonial nestled on over five majestic acres in Pound Ridge. While the impressive amenities are abundant, it is the serene setting that will truly capture your attention and your heart. Tucked behind a mature landscape, the property offers a retreat filled with quiet, tranquil spots. The grounds are thoughtfully

Amy Smith Sroka Julia B Fee Sothebys Int. Rlty

Antique lovers... A near impossible to find rare gem set on a small quiet back road of only a handful of homes - step into the timeless charm of the landmarked Sarles-Bode house, a quintessential c.1750 home in Pound Ridge, NY. This is a rare offering where timeless character and everyday livability come together in the main house, guest house, gunite pool and extensive outdoor entertainment

Giulio Possenti The Higgins Group 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.

CIRCA 1880'S FARMHOUSE. Surrounded by breathtaking property! Old stone walls, specimen trees and flowering gardens. Carefully restored antique with wide board floors, period millwork and three fireplaces. Entry Hall with limestone floor. Beautiful Living Room with stone fireplace and French doors to the rear terrace and Sunroom. Formal Dining Room with raised paneling and stone-faced fireplace.

Linda Cady Ginnel Real Estate

Located in North Stamford, tucked away at the end of a cul-de-sac, this exceptional contemporary residence offers 3,544 sq. ft. of living space, 4 bedrooms, and 2.5 baths. It sits on 1.78 acres of professionally landscaped grounds overlooking a scenic pond. The sun-filled main level features a spacious living room that flows into a formal dining room with a wood-burning fireplace and a recreation

Bozena Tisch 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.