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.

Looking for a private and expansive luxury home in Pound Ridge with a pool and open protected land? Set at the end of a long, gravel drive, this sun-filled residence offers exceptional privacy and an easy indoor-outdoor lifestyle on big land. High ceilings, hardwood floors, and French doors from the principal rooms open seamlessly to an expansive entertaining deck.
The thoughtfully renovated and expanded kitchen is elegantly appointed with custom cabinetry, stone countertops, an oversized island, a Wolf 8-burner range with double ovens, and a full Sub-Zero refrigerator and freezer. A reverse osmosis water system and integrated Sonos sound complete the space.
The adjacent gracious gathering room anchored by a wood stove opens directly to the deck, creating a natural flow for both intimate living and larger scale entertaining. Outdoors, a solar-heated pool and expanded wrap around deck with a pizza oven from Tarry Lodge offer a relaxed open setting in the quiet of nature.
The primary suite is a peaceful retreat, featuring a covered porch and a marble spa bath with radiant heated floors. A wide hallway, front and rear stairs leading to multiple guest bedrooms and full laundry room make up the second floor. The fully finished lower level (approx. 2,400 sq ft) dressed with wood finish wainscoting is designed for flexibility, with a full bar and kitchenette, multiple flex spaces, a private guest or office room with radiant heat. The full bath with laundry hookup and separate entrance complete the large space. Bordering protected conservation land, the property offers tranquility while remaining just minutes to Scotts Corners, Bedford Village and Stamford. A wonderful Pound Ridge home where privacy, scale, and effortless living come together seamlessly.

Looking for an easy living home in Pound Ridge, New York with land, privacy, and a pool, plus a touch of celebrity history?This Cape/Colonial residence—visited by super model, Stephanie Seymour—offers pristine interiors, a first-floor primary suite, and resort-style outdoor living on beautifully usable land.
A glorious setting with rock outcroppings, a flat usable yard, pond with resident wild ducks, and a free-form heated Shoreline gunite pool, this property blends nature, privacy, and livability on one of Pound Ridge’s most desirable roads.
Inside, the home is designed for effortless daily living and entertaining. A Shaker-style kitchen in au courant soft beige and light blue accents anchors the main level, complemented by oversized windows that flood the space with natural light and create seamless indoor-outdoor flow. The layout supports both quiet routines and larger gatherings without compromise including a whole house generator.
The first floor primary suite features vaulted ceilings, a walk-in closet, two additional closets offering ample space and functionality. Upstairs, three flexible rooms can serve as bedrooms, office space, and flex space or a combination depending on your needs.
Throughout the property, thoughtful stonework ties the aesthetic together from the front entry path to the back patio and pool surround creating a cohesive, timeless feel. Carefully chosen mature Azaleas, Lilacs, Rhododendrons, Mountain Laurels along with the kitchen garden beds add to the lifestyle appeal for those who value connection to the land.
If you’ve been waiting for a property that balances privacy, easy living, and functionality in Pound Ridge, this is it.