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

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

This home truly stands apart. A turnkey five-bedroom Colonial set on nearly three private acres, privately located at the end of a quiet cul-de-sac. Thoughtfully expanded from its original design, the home features an exceptional layout with remarkable versatility, perfect for entertaining, working from home, play areas, all designed to meet your lifestyle. At the heart of the home is a custom,

Melissa Frank Lutz 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

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

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

First time on the market from the original owner, 80 Hack Green Road is privately set on almost three impeccably landscaped and flat acres between Scotts Corner and New Canaan. This distinguished brick and stucco colonial Tudor offers approximately 4,000 square feet of exceptional craftsmanship and timeless architectural character. Built by a professional contractor well beyond standard

Natalia Wixom Compass Greater NY, LLC

Beautifully set on 2.29 private acres, this updated Colonial blends classic design with modern comfort, offering expansive living spaces and a highly functional layout. A stone-pillar entrance leads to a meticulously maintained home featuring a dramatic two-story foyer, formal living and dining rooms, and an updated chef’s kitchen with refinished cabinetry, professional-grade stainless steel

Margo Lancia Houlihan Lawrence Inc.

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

Set on over two spectacular acres in a premier location in Pound Ridge, this custom built Colonial offers an extraordinary blend of scale, craftsmanship, and complete privacy. Tucked along a quiet country road, this home has exquisite architectural detail throughout that includes extensive custom millwork, gleaming hardwood floors, soaring ceilings, and spacious rooms that create an atmosphere of

Nikki McMann William Raveis-New York LLC

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.

Perfectly sited at the end of a quiet cul-de-sac, this Pound Ridge residence combines timeless charm with modern comfort on two beautifully landscaped acres. Surrounded by specimen plantings, gardens, and mature trees, the property offers exceptional privacy, a large level yard, a stone-lined koi pond, and a stunning slate patio with a fire pit - an ideal setting for entertaining or simply

Adam Hade Compass Greater NY, LLC

A rare gem in Pound Ridge, this expansive 5-bed, 4-bath colonial is your chance to own a grand estate built in 2001, boasting nearly 5,750 sq. ft. on a serene cul-de-sac. Though occupied there are no showings, this is a prime opportunity for savvy buyers ready to close with cash. Imagine the potential secure this stately home and make it your own Don t miss out on this rare Pound Ridge offering.

Arafat Ibrahim AI Realty Brokerage LLC

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

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

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

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.