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$1,675,000 (USD)
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Pound Ridge Area Single Family Home

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19 Sherwood Road Pound Ridge, NY 10576

4 Bed
5 Baths
4060 sqft
MLS# 946405
Serene Country Sophistication…Tucked along a quiet country cul-de-sac, this striking 4,060 SF home blends timeless craftsmanship with modern luxury. The two-toned cedar exterior sets the tone for refined country living. Inside, an inviting open-concept layout centers around a floor-to-ceiling stone fireplace, showcasing rich millwork, solid wood doors, wide-board oak floors, and elegant French doors. Remodeled in 2020, the chef’s kitchen is a true showpiece; granite counters, Wolf range, and Sub-Zero refrigerator with two islands flowing seamlessly into the dining area, living room, and family room. Step through French doors to an expansive Trex deck and stone patio featuring a magnificent stone fireplace and outdoor pizza oven—an entertainer’s dream. Thoughtful landscape lighting casts a soft evening glow, creating a magical ambiance for al fresco dining, festive gatherings under the stars, or quiet moments surrounded by lush, private grounds and a fully fenced yard. This outdoor oasis is completed by a heated Gunite pool (installed in 2018), framed by professional landscaping and accent lighting for year-round beauty. The first-floor primary suite is a private retreat with two walk-in closets and a spa-inspired bath featuring a claw-foot tub and oversized walk-in shower. Upstairs, discover two spacious bedroom en-suites with large closets and beautifully appointed baths, along with a third private en-suite bedroom accessed from the back staircase—ideal for guests or extended family. The three-car garage connects to a mudroom and laundry area, combining convenience with thoughtful design. Additional highlights include a security system, automatic Generac generator, brand-new hot water heater, and a boiler less than 10 years old. A home of exceptional comfort and craftsmanship; where every detail reflects quality, warmth, and understated elegance.
Listing by: ONEKEY / Coldwell Banker Realty / Deborah "Debbie" Cuiffo
$690,000 (USD)
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Pound Ridge Area Single Family Home

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98 Eastwoods Road Pound Ridge, NY 10576

2 Bed
1 Baths
1806 sqft
MLS# 921323
Endless possibilities await - restore, rebuild, or reimagine this serene Pound Ridge property and create the lifestyle you’ve been dreaming of. This remarkable 7-acre property, once home to horses and still featuring the remnants of a paddock and two-stall barn, is nestled near the end of a stonewall-lined driveway. The existing two-bedroom, one-bath residence with an unfinished modern addition (approximately 1,806 sq. ft.) offers a rare opportunity to own a country retreat.

Surrounded by stately oaks, dogwoods, pines, and mountain laurel, the tranquil setting provides privacy, beauty, and space that are increasingly hard to find. The grounds of the property include a non-working inground pool and private walking trails through woodlands and dramatic rock outcroppings - ideal for creating an equestrian estate, a private sanctuary, or a weekend getaway.

While the home is in significant disrepair, it provides an inviting canvas for those with vision. The addition features vaulted ceilings and a wall of sliding glass doors, offering the potential for light-filled living spaces that open to the natural surroundings. Property to be sold AS-IS condition.

Perfectly located just minutes from the charming Pound Ridge town center - with its local shops, restaurants, and antique stores - and convenient to Bedford, South Salem, New Canaan, and Stamford, CT. Manhattan is just over an hour’s drive away.
Listing by: ONEKEY / Coldwell Banker Realty / Deborah "Debbie" Cuiffo