Pound Ridge Homes for Sale

Pound Ridge, New York Homes for Sale

Pound Ridge is situated on the Connecticut border of Westchester County, approximately 45 miles northeast of New York City. Lushly wooded hills, rugged cliffs, meandering streams and old stone walls give way to architecture ranging from quaint colonials to magnificent contemporary homes.

Hiking and scenic beauty are plentiful at the Mianus River Gorge Preserve’s 88-acre expanse and at Ward Pound Ridge Reservation, which occupies about one-fifth of the town’s 23 square miles. Another 40 acres is dedicated to the Town Park’s swimming pools, tennis courts, ball fields, and picnic areas.

A strong emphasis is placed on the importance of community involvement, with programs at the Pound Ridge Museum and Hiram Halle Memorial Library attracting as many locals as visitors. Local shopping in the hamlet of Scotts Corners includes its share of antique shops, quaint markets and restaurants.

Much of the appeal of Pound Ridge stems from the serenity and privacy it offers, attracting an array of celebrity artists, actors and musicians over the years. To this day, the town is a haven for weekenders escaping the city or more urban suburbs. Yet, with all its rural beauty, Pound Ridge remains within easy access of major shopping areas and transportation routes.

The Pound Ridge Elementary School is for students in Kindergarten through 5th grade. Students in Pound Ridge attend Middle School (grades 6-8) and High School in either the Bedford Central School District (Fox Lane) or the Katonah-Lewisboro School District (John Jay).

Pound Ridge Elementary School: http://www.bcsdny.org/
Katonah-Lewisboro School District: http://www.klschools.org
Bedford Central School District: http://www.bcsdny.org

Pound Ridge Homes for Sale

$15,000,000
4 Beds ⋅ 4 Baths ⋅ 1027475 MLS
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 its natural surroundings. A striking composition of glass, zinc-coated copper and stainless steel reflects the changing light and seasons, while soaring ceilings, gallery-like interiors, floating staircases and walls of glass blur the distinction between indoors and out. Designed with geothermal heating, exceptional energy efficiency, custom walnut millwork, an Eggersmann kitchen, a 2,400-bottle wine cellar, outdoor kitchen and professionally engineered media room, every element reflects uncompromising craftsmanship and innovation. Published internationally, this is more than a luxury residence, it is a once-in-a-generation architectural masterpiece offering exceptional privacy, timeless design and enduring legacy.

51 Old Stone Hill Road, Pound Ridge
$15,000,000
5 Beds ⋅ 6 Baths ⋅ 1007263 MLS
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 Mid-Century Modern. Impressive rooms with natural finishes of fine woods and hand-cut stone. 5500 square feet of airy, loft-like living space positioned to capture views of the water. Beautifully scaled main rooms with vaulted ceilings, finished in warm woods, stone and hardwood floors and walls of glass. Striking Living Room with stone fireplace and vaulted ceiling lit by a modern cupola. Doors to wrap-around porch for fantastic indoor-outdoor living. Open-concept Dining Area also with water view, perfectly scaled for entertaining. Sleek Kitchen designed for the consummate chef. Private Office with conference area and wet bar. Lower Level Family Room for more casual everyday living. Spacious first floor Primary Suite with ample closets and private Bath. Four additional Bedrooms, most with en-suite Baths. Breathtaking grounds amid dramatic rock outcroppings with stone walls and terraces, an incredible array of flowering plantings, rare and specimen trees and rolling lawns down to the water. Fenced garden for flowers and seasonal produce. Lakefront dock, heated Swimming Pool with Pool House and privately sited Tennis Court make for an incredible sporting lifestyle. Separate building complex with a Three-Bedroom, fully equipped Guest House, Garages for six-plus cars and equipment storage. The perfect, peaceful refuge.

164 Eastwoods Road, Pound Ridge
$4,500,000
H6302491 MLS
Exceptional 44-Acre Estate or Development Opportunity in Pound Ridge Build your dream estate, spacious compound, or luxury residential enclave on this extraordinary 44-acre property just one hour from New York City. Set in the unspoiled natural beauty of Pound Ridge, the land is defined by the Mill River meandering through a landscape of mountain laurel, pine, and hemlock, creating a setting of unmatched tranquility and forever privacy. This rare offering includes 10 building lots, offering endless possibilities for developers, builders, or an end user seeking to create a singular private retreat or multi-residence compound. The gentle topography, wooded vistas, and protected natural surroundings provide a stunning backdrop for architectural vision and modern country living. Ideally located just minutes from Scotts Corners shops and dining, and a short drive to New Canaan and Stamford, CT, the Merritt Parkway, I-95, and Metro-North, this is a once-in-a-generation opportunity to own prime estate acreage in one of Westchester County’s most coveted communities. Bring your architect, builder, and imagination - this property offers the ultimate blend of privacy, natural beauty, and accessibility.

Rolling Meadow Lane, Pound Ridge
$3,950,000
5 Beds ⋅ 6 Baths ⋅ 1035090 MLS
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 surrounding landscape. A gallery-like entry introduces expansive, light-filled rooms with built-ins, tile work and exquisitely restored herringbone floors. The spacious living room is anchored by a stone fireplace, custom bookcase wall, and wet bar, with an adjoining sitting area that opens onto the broad outdoor terrace. The dining room with floor-to-ceiling windows and kitchen with attached breakfast room overlook the lush grounds, specimen trees and newly poured gunite pool with spa. Four bedrooms on the upper level include a spacious primary suite with fireplace, bath and private terrace. Additionally, the ease of single-level living is available with a desirable first-floor primary suite option. The finished lower level adds a newly completed gym, full bath and flexible recreation or office space. This private modernist retreat combines architectural character with modern livability. 50 miles to NYC.

10 Dogwood Hills Road, Pound Ridge
$3,500,000
5 Beds ⋅ 6 Baths ⋅ 823299 MLS
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 contemporary refinement. The result is a home that feels both timeless and entirely of the moment. The main residence offers four bedrooms and has sweeping water views that define the property. A detached guest studio with two-car garage provides flexible accommodation for visitors or staff, while the heated gunite pool and pool house — complete with full bath, wet bar, and huge fireplace — create an effortless setting for both quiet evenings and elevated entertaining. An additional detached two car garage rounds out the offering. Outside, the grounds have been as thoughtfully curated as the interiors: new landscaping, artisan stonework, full irrigation system, patios, and mature tree work frame the lake and connect seamlessly to the Pound Ridge Land Conservancy — a permanent buffer that ensures the privacy and natural beauty of this property endure. Canoe and Kayak directly from the property! Truly turnkey. Completely one-of-a-kind.

39 Old Snake Hill Road, Pound Ridge
$3,250,000
4 Beds ⋅ 5 Baths ⋅ 979591 MLS
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 residence is organized around dramatic living spaces that embrace the surrounding landscape through expansive walls of glass, soaring ceilings, and carefully framed views of the water and grounds. The primary living area flows seamlessly to dining and kitchen spaces, creating an environment equally suited for everyday living and entertaining. The upper level serves as a private retreat with a spacious primary suite, while the lower level provides additional recreation and gathering space. Complementing the main residence is a fully self-contained secondary living quarters featuring its own living room, dining area, kitchen, bedroom, elevator, and private primary suite. Ideal for extended family, guests, live-in staff, or multigenerational living, it offers complete independence while remaining architecturally integrated with the overall composition. Additional structures include a substantial heated studio building with exceptional flexibility for creative work, hobbies, fitness, collector use, or additional vehicle storage, as well as a detached six-car garage with front and rear access, providing ample space for automobiles, equipment, and storage. Constructed with a level of detail and material quality rarely seen today, the residence incorporates steel framing, glulam beams, commercial-grade window systems, lead-coated copper roofing, standing-seam metal roofing, cedar siding, radiant heating, humidity control, and a hydraulic elevator. The result is a home designed not only for visual impact, but for longevity and performance. The grounds are equally compelling, with expansive lawns, mature trees, exposed rock outcroppings, gardens, and a large pond that serves as the focal point of the property. The landscape was conceived as an extension of the architecture, creating a seamless relationship between built form and nature. For buyers seeking additional outdoor amenities, the property offers attractive opportunities for a future pool installation. Conceptual plans have been prepared illustrating both a garage-side pool pavilion overlooking the pond and a more secluded pool retreat adjacent to the studio building, allowing future owners to tailor the outdoor experience to their lifestyle and entertaining preferences. Published in The New American House 2: Innovations in Residential Design and Construction, The Cross Pond Residence represents a rare opportunity to own an architecturally significant estate where design, landscape, and function exist in complete harmony.

54 Cross Pond Road, Pound Ridge
$3,200,000
4 Beds ⋅ 4 Baths ⋅ 1032314 MLS
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 beams, wood walls, historic doors and hearths were carefully restored and complemented by Venetian plaster, Marmorino, limewash, bespoke millwork, custom stonework and vintage European lighting. The chef’s kitchen pairs Cristallo marble with custom cabinetry, an AGA range and Sub-Zero appliances, while gracious living and dining spaces showcase wide-plank and herringbone floors, beautifully restored fireplaces and remarkable architectural detail. The four-bedroom layout includes a serene first-floor bedroom. The upper level offers a primary suite with custom closets and a luxurious marble bath with freestanding tub and restored steam shower. Outside, historic gardens and mature rhododendrons were revived, woodland reclaimed, stone walls repaired and the pond restored. A beautiful cedar-shake barn and possible pool site complete this singular setting. The result feels neither newly renovated nor frozen in the past, but as though it has evolved beautifully over generations, a rare property of authenticity, craftsmanship and enduring character.

156 Old Stone Hill Road, Pound Ridge
$2,900,000
5 Beds ⋅ 4 Baths ⋅ 1037090 MLS
Set behind stone pillars at the end of a meandering private drive, this custom-built stone manor draws its inspiration from a 19th-century English manor house. This home features a rare blend of Old World craftsmanship and modern-day comfort on more than four private, lushly landscaped acres, just about an hour from New York City. Built in 1988 and thoughtfully updated since, the residence offers over 6,000 square feet of living space across three levels, with 6 bedrooms and 4 full and 1 half baths spread across 11–12 rooms. Five fireplaces anchor the home's principal rooms. The living room, a soaring 39' x 24' space with 12' coffered pine ceilings and a massive floor-to-ceiling stone fireplace, sets a formal yet inviting tone, while the library's built-in cabinetry and Art Deco lighting bring a warmer, more contemporary counterpoint. The gourmet kitchen is a true tour de force, outfitted with Neff cabinetry, Viking appliances, and its own floor-to-ceiling stone fireplace. A library with French doors opens directly onto a stone terrace, ideal for quiet mornings or evening entertaining. Upstairs, the primary suite is accessed through a generous sitting room/office with its own fireplace and continues into a bedroom with a tray ceiling and another fireplace, as well as a dressing area with a lovely walk-in closet and a spacious primary bath. Three additional bedrooms and a bath complete the sleeping quarters. Outdoors, the grounds are just as considered as the interiors: an oversized heated gunite pool and spa, surrounded by extensive stone terracing, formal and English gardens, and manicured lawns. The detached three-car garage includes a heated guest, staff, or au pair suite with a full bath, offering flexible space for visitors, live-in help, or a private studio/office. Notable amenities include marble and granite finishes throughout, gleaming hardwood floors, and 9' and 12' ceilings. Every detail reflects a home that was built without compromise and maintained the same way. Zoned for the highly regarded Katonah-Lewisboro School District, including Meadow Pond Elementary School, John Jay Middle School, and John Jay High School, this is a rare offering for buyers seeking a full-time residence or a refined weekend retreat within easy reach of Manhattan.

295 Salem Road, Pound Ridge
$2,900,000
4 Beds ⋅ 4 Baths ⋅ 1042389 MLS
The Epitome of Mid-Century Modern Architecture: Streamlined wood and glass MCM home exudes warmth and ease-of-living layout in its private , preserve-like setting. Minimalist design details and its turn-key condition will attract the mid-century modern enthusiast which includes 21st century digital updates. High-beamed ceilings and open social spaces inclusive of dining & living areas present vistas of lush, well designed grounds. The fenced outdoors has thoughtfully designed landscaping and the swimming pool is outfitted with a sun-shelf, electric cover and spa. There is a 2 car, climate controlled attached garage in addition to a newly built 2 car garage which is also climate controlled. Both have dual EV electric charging units. Offered fully furnished except for artwork.

14 Cradle Rock Road E, Pound Ridge
$2,795,000
5 Beds ⋅ 5 Baths ⋅ 991143 MLS
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 owned by Ted Sorenson, JFK's speechwriter, the unique estate is ideal as a year-round home, weekend retreat or secluded hideaway with Belgian block and chestnut floors, stone columns (the stone of which was excavated from the site), tongue-in-groove cedar walls, soaring beamed ceilings, 22 skylights and custom windows. Custom stair railings designed by renowned rustic artist, Daniel Mack. Enjoy lavish entertaining in impressive living spaces with floor-to-ceiling fireplace and windows. The rustic dining room seats 16, the masterful kitchen with original copper bar counter, accommodates gatherings of any size. Upper-level primary suite, main-floor two-bedroom suite, home gym, media room, sauna and office with custom desk made of one solid piece of hundreds of years old Baobab tree. The lower level en suite bunk room provides ample accommodations, with private entrance. Resort-like grounds and a bucolic location make this an exceptional country estate. Custom, high level properties like this don't come up very often.

217 Trinity Pass, Pound Ridge
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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.