Pound Ridge, NY Homes for Sale with Acreage

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

Nestled in sought-after Pound Ridge, this exceptional 5BR/3.5BTH residence offers an extraordinary blend of sophisticated living and natural tranquility. Spanning over 3,600 sq ft, this home presents an ideal sanctuary for discerning buyers seeking both luxury and comfort in one of Westchester's most coveted locations. Upon entering, you are immediately struck by the dramatic architectural

Marko Milinovich Howard Hanna Rand Realty

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

The Cross Pond Residence, designed by acclaimed architect Frank Lupo, FAIA, is a rare architect-designed estate set on 3.48 private acres overlooking a large pond in Pound Ridge. Conceived as a series of interconnected structures thoughtfully positioned within the landscape, the property offers a level of design, craftsmanship, and flexibility seldom found in residential architecture. The main

Adam Hade Compass Greater NY, LLC

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

This private and spacious home sits on 2.5 acres of beautiful land in Pound Ridge, and is the ideal Westchester retreat. It has that perfect mix of "peace and quiet" without being completely off the grid. With 4 bedrooms and 3 full bathrooms, you’ll have plenty of room for everyone. The versatile floor plan offers endless possibilities to make the space your own. Enjoy a bright eat-in kitchen

Mark Boyland Keller Williams Realty Partner

Private updated retreat within minutes to Scott's Corners, and across the street from Pound Ridge Town Park. Enjoy the wood burning fireplace in the living room, updated kitchen with new appliances, updated baths, and hardwood floors throughout. Easy flow with rooms bathed in natural light and deck off kitchen makes entertaining, or basking in the sun, a breeze. This home sits on 2.81 private

Jessica Watts Howard Hanna Rand Realty

Award winning and architecturally significant residence designed by KieranTimberlake and masterfully built by Prutting & Company, is a rare collectible work of modern architecture. Privately set, high on a knoll, encompassing 19.5 acres of dramatic granite outcroppings, forest and meadows, and bordered on two sides by approximately 40 acres of land conservancy, the home is seamlessly woven into

Brian Milton Compass Greater NY, LLC

Set on a peaceful country road in bucolic Pound Ridge, this move in ready 4 bedroom Colonial is impeccable and filled with natural light. The formal living room and dining room (with bay window) offer classic scale, while the updated kitchen features white cabinetry, quartz counters, and stainless steel appliances. The family room, anchored by a fireplace, opens through French doors to the rear

Angela Kessel Houlihan Lawrence Inc.

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.

Nestled on one of South Salem's most picturesque country lanes, 78 Old Church Lane offers a beautiful blend of privacy, comfort, and timeless style. Set on 4.6 magical, level acres surrounded by classic architecture and rolling countryside, this beautifully maintained residence is move-in-ready and designed for effortless living. Completely renovated in 2004, the home features sun-filled

Jody Rosen Julia B Fee Sothebys Int. Rlty

Step into a slice of Mediterranean paradise at 105 Cross Pond Road, where timeless elegance meets modern luxury. This breathtaking villa, inspired by classic European architecture, boasts over 6,000 square feet of refined living space on 5.+ meticulously landscaped acres. From the iconic red clay roof to the graceful stucco and stately arches, this property exudes sophistication at every turn.

Korab Krasniqi Compass Greater NY, LLC

First time on the market from the original owner, 80 Hack Green Road is a rare opportunity to own a timeless and rare in Pound Ridge Tudor-style house, where exceptional craftsmanship, architectural character, and beautifully landscaped grounds come together. Privately set behind a classic stone wall on a rare 2.6 acres of impeccably landscaped, flat level land between Scotts Corners and New

Natalia Wixom Compass Greater NY, LLC

A landmark Pound Ridge residence, this circa-1769 Amon Marshall Homestead was expanded over generations and has now been masterfully restored with remarkable sensitivity to its architectural heritage. Set on nearly four acres of lawns, gardens, woodland, stone walls and a picturesque pond, the home preserves its centuries-old character while offering exceptional modern comfort. Original hand-hewn

Brian Milton Compass Greater NY, LLC

Lakefront living at its best in Pound Ridge! This spacious 4 bedroom home sits directly on Robin Hood Lake with its own private dock. Spend the day kayaking, swimming, paddle boarding, fishing or just relaxing and reading a book by the water. Cool off in the outdoor shower on the all new deck before heading in for the day. A charming rocking chair front porch sets the stage and inside, the

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

Cozy-chic country Colonial thoughtfully reimagined from top to bottom by an award-winning international designer. Many details reflect quality materials and a highly curated aesthetic. The heart of the home is a bespoke chef's kitchen anchored by striking Viola Fantastico marble, a deVOL English sink, professional-grade ILVE range, Waterworks fixtures, Apparatus lighting, custom Vermont oak

Michael Neeley William Raveis-New York LLC

Welcome to this beautifully updated Center Hall Colonial, ideally situated on a private cul-de-sac in desirable North Stamford. Designed for both comfortable living and entertaining, this move-in-ready home offers exceptional indoor and outdoor spaces. A bright eat-in kitchen boasts a breakfast bar, gas cooktop, stainless steel appliances, and updated finishes. The formal living room features a

Michele Schroeder Marr Caruso Realty Group

This Prime Bedford Estate, solidly built in 2005, is on over 9 acres of open, level land with a bridge crossing your private pond. The property is private and secluded. The house has a grand floor plan with gracious formal and family spaces for entertaining inside and out.This majestic house has an impressive two-story entry with a bifurcated staircase. There are six generously sized

Anthony DiLullo D & D Real Estate Services Grp

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.