Pound Ridge 6+ Bedroom Properties for Sale

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Newest Pound Ridge 6+ Bedrooms Properties for Sale

$11,500,000

6 Beds ⋅ 9 Baths ⋅ 1037849 MLS

CLASSIC BEDFORD GEORGIAN. Long drive, lined with Belgian block, to Boxwood-lined courtyard. With direct frontage on the rushing Beaver Dam River, nearly eight breathtaking acres with verdant lawns, spectacular trees, an apple orchard and specimen plantings. Striking Stone and Clapboard Georgian Colonial Estate. Classic floorplan with beautifully scaled rooms perfect for entertaining. Finely finished and exceptionally appointed living space. Elegant Center Entrance Hall. Gracely proportioned Living Room with high ceiling and fireplace. Paneled Library with fireplace. Formal Dining Room with fireplace perfect for holiday dinners. Butler’s Pantry. Remarkable Chef’s Kitchen with center island, high end appliances, pantry and breakfast area. Spacious Family Room with fireplace. Conservatory offering spectacular property views. Office for working remotely. Luxurious Primary Suite with fireplace, two Dressing Rooms each with private Bath. Three additional Bedrooms. Third Floor with Studio, Fifth Bedroom and Bath. Private Guest Suite with Sitting Room, Bedroom and Bath. Lower Level Recreation Room with exercise space. Three-car Garage. Located on the Bedford Riding Lanes with four-stall Barn. Foremost estate area with easy access to train, shopping and commuting arteries. Remarkable!

336 Cantitoe Street, Bedford Hills

$5,650,000

6 Beds ⋅ 7 Baths ⋅ 935005 MLS

Work is underway! An exceptional opportunity to own a newly built, ultra-luxury estate perfectly sited on over five pristine, private acres—just three minutes from Bedford Village. This chic, sun-drenched Modern Traditional features six ensuite bedrooms, a covered terrace, and a sparkling heated Shoreline pool and spa. The home is part of Hemlock Hills, an exclusive enclave of seven custom residences, showcasing masterful construction by award-winning luxury builders Simone Development. Privacy is assured in perpetuity, as Hemlock Hills adjoins the protected open land of the Rockefeller Preserve. This spectacular new build blends the best of comfort, convenience, and cutting-edge amenities—while giving buyers the opportunity to custom-design the finishes in their dream living space. Every inch reflects exceptional craftsmanship, from immaculate white oak floors and oversized, high-end Marvin windows to dramatic double sets of French doors and exquisite stonework. Impeccable infrastructure and precision engineering are a Simone signature—even the mechanical room is a marvel. Designed for effortless living and entertaining, the open floor plan enhances flow and blurs the line between indoors and out. The kitchen, with ten-foot ceilings, is a showstopper—anchored by a Wolf range, Sub-Zero refrigerator, custom cabinetry, and a dedicated coffee bar. From here, the layout sweeps through the dining room and great room to a covered veranda —heaven for year-round gatherings. The foyer offers a panoramic front-to-back introduction to the home, including views. Upstairs, the primary suite is a retreat with a spa-worthy bath featuring custom cabinetry, an oversized shower, soaking tub and massive dual walk in closets. A three-car garage, with separate heating and AC, boasts a durable epoxy floor and an EV charging outlet. Buyers can opt for personalized upgrades such as a custom cabana, outdoor kitchen and bar, and lower-level golf simulator. All this is just minutes from Bedford Village.

2 Hemlock Hill Lane, Bedford

$49,500,000

8 Beds ⋅ 10 Baths ⋅ 000006 MLS

ONE OF NEW YORK'S MOST COVETED ESTATES. Enter a world where timeless elegance meets state-of-the-art luxury. Originally built in 1901 for renowned financier J. Borden Harriman, this legendary estate - historically known as Devonshire, and earlier as Uplands - stands as a rare example of Gilded Age grandeur, reimagined for modern living. Over its long history, the estate has been owned by some of the nation’s most distinguished families, including relatives of the Vanderbilt dynasty and other notable private owners. When it last sold in 2012, it set a record as the highest residential sale in Westchester County history - an extraordinary testament to its significance and stature. Set on more than 100 acres of pristine landscape, the property offers exceptional scale, privacy, and breathtaking natural beauty, all within easy reach of Manhattan. Rolling meadows, sweeping vistas, and picturesque terrain create an unparalleled setting suited for equestrian pursuits, recreation, and refined country living. A substantial expansion is already underway, offering the next steward a rare opportunity to complete the vision, by selecting finishes, materials, and design elements tailored to their unique lifestyle. Architectural highlights include the iconic grand staircase crowned by its attributed original Tiffany stained-glass ceiling, a defining centerpiece of the home. Several accessory buildings include a carriage house, caretaker's cottage, barn with apartment, elegant gated entry and cloister with apartment, and a spectacular 33,000 sq. ft. collector car gallery designed to accommodate more than 66 automobiles. Estates of this magnitude, provenance, and proximity seldom become available. More than a grand residence, this is a legacy property and enduring asset ready to be shaped for generations to come. 2-Acre Zoning. Square Footage is for main house only and does not include outbuildings.

Bedford Corners

$6,400,000

6 Beds ⋅ 5 Baths ⋅ 992131 MLS

WOLSEY FARM. One of Bedford’s most iconic estate properties—first time offered in nearly 100 years. Remarkable Colonial Estate dating to 1810. Grand main rooms with incredibly preserved period detailing. Stunning interior with graciously proportioned rooms, high ceilings, period millwork, intricate moldings and spectacular quarter-sawn oak floors with black walnut inlays. Impressive Portico supported by massive Corinthian columns. Center Entrance Hall. Living Room with fireplace and doors to covered porch for alfresco entertaining. Formal Dining Room for entertaining. Country Kitchen with breakfast area. Family Room with doors to terrace. Library and Office for working remotely. Six Bedrooms including Primary Suites. Spectacular terrace and covered porch for alfresco entertaining. Heated Pool with Spa. Over eighteen spectacular acres with incredible trees and flowering plantings in the heart of Bedford. Gate House with fireplace-the ideal artists’s or writer’s studio. Two Bedroom Guest Cottage. Second “Superintendent’s” Cottage with two Bedrooms. Numerous barns and farm buildings including large Chicken Coop. Six fenced paddocks, an orchard, a spring-fed pond and open meadows. A once in a lifetime opportunity!

345 McLain Street, Bedford Hills

$2,999,000

6 Beds ⋅ 6 Baths ⋅ 979303 MLS

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 bedrooms, four full bathrooms, and two half bathrooms. The lower level contains a large wine room. There is a three car garage and a carport. Also available for rent at $19,000 monthly.

180 Stone Hill Road, Bedford

$4,500,000

6 Beds ⋅ 6 Baths ⋅ 978126 MLS

Buxton Pond Farm, tucked quietly along a country Lane just minutes from the train, shops and schools of Bedford Hills, is a rare offering. Set on 11 pastoral acres surrounded by historic stone walls with sweeping lawns, mature trees, established gardens that grow food and flowers, and open pastures for animals, this beautiful farm offers a lifestyle rooted in nature, security, and sustainable living. At the heart of the property stands a graciously preserved Colonial residence, rich in character and warmth with 6 bedrooms, 5 full bathrooms, 1 powder room, wide-board pine floors and original fireplaces. The grounds are a sanctuary of their own. The main home is complemented by a remarkable collection of historic outbuildings including a barn with a two bedroom residence for staff, guests or extended family, a greenhouse, an antique chicken house, a pond, and a stunning pool, creating a true compound designed for gathering, growing, and generational living. This enchanting estate captures the essence of Bedford's timeless beauty, where sweeping open lawns and distinguished Colonial architecture come together to create an unparalleled sanctuary of elegance and tranquility, all just minutes from the 87-acre Buxton Gorge Preserve. A legacy property of enduring grace, just 40 miles from Manhattan.

161 Buxton Road, Bedford Hills

$7,450,000

6 Beds ⋅ 10 Baths ⋅ 911214 MLS

Just one hour from Manhattan, this extraordinary Bedford Corners estate offers the ultimate in privacy, scale, and resort-style living. Encompassing 14,000 square feet of custom design on 11.27 gated acres, the residence combines timeless sophistication with every modern amenity. Perfect for either a primary or weekend residence. A Retreat for Living, Working and Entertaining The grand entry opens to sunlit living spaces and a dramatic 20-foot ceiling family room, anchored by a soaring floor-to-ceiling stone wood burning fireplace. Expansive entertaining rooms flow seamlessly to outdoor terraces and landscaped grounds. A grand formal dining room accompanied by a newly renovated chef’s kitchen sets the stage for both intimate dining and large-scale entertaining. For work or study, a distinguished office /library, richly finished in teak wood, with a wood burning fireplace provides a warm and refined setting - ideal for remote work, private meetings or quiet reading. Luxurious Private Quarters The residence features six bedrooms, including a serene primary suite with a wood burning fireplace, private sitting room, enclosed porch, and dual custom dressing rooms. Two bedrooms are located on the main level for flexibility, while the upper level offers four additional bedrooms plus a bonus media/theater room. An elevator services all floors for effortless convenience. Resort-Style Amenities Designed for year-round enjoyment, the estate offers an unmatched collection of amenities: Outdoor pool & spa with expansive stone terraces Air-conditioned pool house with full kitchen and bath Indoor swimming pool & spa for four-season use Australian classic clay tennis court for the avid player Gated entry for privacy and security Custom windows & doors and plenty of closets and storage space. Recent Enhancements The property has been meticulously updated with a new roof, modernized mechanical systems, freshly painted and a renovated kitchen, ensuring turnkey comfort. An Exceptional Offering Perfectly blending country serenity with proximity to New York City, this Bedford Corners estate delivers a rare opportunity: a private compound with resort-level amenities just minutes from both the charming village of Bedford & the city of Mount Kisco with shopping, restaurants and a hospital. Private resort style living less than a one hour commute to Manhattan.

284 W Patent Road, Bedford

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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.