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$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
$2,350,000
3 Beds ⋅ 3 Baths ⋅ 1019874 MLS
Originally built in 1860 as the Samuel Parker House, this extraordinary property has been thoughtfully transformed into a one-of-a-kind luxury live/work compound featuring a main residence, a street-level showroom, and a heated, air-conditioned barn with a private studio above. Set in the heart of Pound Ridge's charming hamlet, directly across from The Inn at Pound Ridge by Jean-Georges, it offers a rare blend of historic character, modern functionality, and exceptional lifestyle appeal. Following a complete, no-compromise 2019 renovation under acclaimed New York interior designer Jenny Wolf of The Huntress, every element, infrastructure, mechanical systems, and all interiors alike - was reimagined to honor the homes history while delivering modern luxury. The result adapts effortlessly to almost any life: full time residence, weekend retreat, designer showroom, creative studio, gallery, or true live/work estate, creating a home that is as functional as it is beautiful. The beautifully finished street-level space offers remarkable flexibility and may continue as an inspiring showroom or seamlessly become part of the residence, creating expansive living and entertaining areas. The private upper-level home is filled with warmth and character, where soaring vaulted beamed ceilings, abundant natural light, and timeless architectural details create an atmosphere of understated elegance. A spacious great room anchors the residence, complemented by a beautifully appointed kitchen with soapstone countertops, a serene primary suite with a walk-in closet, two additional bedrooms, and thoughtfully designed baths that reflect the home's refined aesthetic. Adding to the property's exceptional appeal is a heated and air-conditioned barn offering endless possibilities. With an expansive first level ideal for a showroom, studio, workshop, entertaining, business use, or storage, and a spacious second-level studio or office, it is a rare complement to an already extraordinary offering. Life here extends far beyond the property itself. Spend mornings walking the picturesque hamlet, enjoy world-class dining just steps away at The Inn at Pound Ridge by Jean-Georges, explore nearby hiking trails, nature preserves, and equestrian estates, or simply embrace the quiet beauty and timeless charm that define Pound Ridge. Located within the highly regarded Katonah-Lewisboro School District and just over an hour from Manhattan, this is a rare opportunity to experience a lifestyle where history, design, creativity, and modern luxury exist in perfect harmony. Properties of this caliber rarely come to market. Rich in history, impeccably renovated, and genuinely unlike anything else available today, this is a singular opportunity to own one of Pound Ridge's most distinctive homes.

259 Westchester Avenue, Pound Ridge

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.