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$780,000
4 Beds ⋅ 3 Baths ⋅ 1026527 MLS
Nestled in the charming hamlet of Katonah, this inviting four-bedroom home offers the perfect blend of comfort, privacy and natural beauty. Surrounded by mature trees and peaceful scenery, you’ll enjoy a tranquil setting that feels like a private retreat while remaining close to everything Katonah has to offer. Inside, a bright open floor plan creates an effortless flow for everyday living and entertaining. The spacious eat-in kitchen with custom wood cabinetry, granite counters and a generous center island serve as the heart of the home, opening to the dining area where sliding glass doors lead to a deck – perfect for morning coffee, outdoor dining or simply taking in the serene surroundings. The welcoming living room features a wood-burning fireplace, creating a warm gathering space throughout the seasons. A spacious primary bedroom with an en-suite bath, two additional bedrooms and a hall bath complete the main level. The walkout lower level expands the home’s living space with a large family room featuring sliding glass doors to the deck and backyard, providing an ideal setting for relaxing, entertaining, or hosting guests. This level also includes a fourth bedroom, powder room, laundry area, and direct access to the attached garage. Whether you’re looking for peaceful everyday living or a home designed for gathering with family and friends, this exceptional property delivers both. Experience the charm of Katonah, the beauty of nature, and a home you’ll love coming back to every day. The home also features hardwood floors throughout the main level, roof and furnace only 10 years old.

99 Lakeside Drive, Katonah
$2,295,000
3 Beds ⋅ 5 Baths ⋅ 1018990 MLS
Gracious Country Colonial! Originally built in 1932 and thoughtfully renovated, this timeless antique Colonial seamlessly blends historic character with modern updates. Offering approximately 2,800 square feet of beautifully appointed living space, the home features hardwood floors, period millwork, abundant natural light, French doors, and nicely proportioned rooms throughout. Former owner Liz Lange engaged noted designer Jonathan Adler to appoint the interior. The chef's kitchen features all Viking appliances, custom cabinetry, marble countertops, a center island with breakfast bar, and provides easy access to the outdoor terrace—ideal for everyday living and entertaining. Expansive, level lawns lead to hidden walking trails at the rear of the property, while a private in-ground pool and cabana create a peaceful outdoor retreat. This home is brimming with charm and distinctive character throughout. Additional highlights include a formal dining room, an elegant living room with a fireplace and custom built-ins, a sweet sunroom, and a versatile den/home office. The second-floor features three beautifully appointed bedrooms, an additional office, and a spacious primary suite with an ensuite bath. Professionally landscaped grounds enhance the property's setting, offering a peaceful and picturesque backdrop. Conveniently located just minutes from the Villages of Katonah and Ridgefield, with easy access to major commuting arteries. This home is located within the award-winning Katonah-Lewisboro School District. This is one you won't want to miss!

137 Boway Road, South Salem
$2,595,000
4 Beds ⋅ 4 Baths ⋅ 1020428 MLS
INDOOR POOL! Primary on the main level. Set behind gates on more than 13 acres, with an indoor pool, this subdividable, thoughtfully renovated country property offers a rare combination of privacy, space, and convenience just minutes from the heart of Katonah. With over 4,000 square feet of updated living space, the home features a welcoming layout designed for comfortable everyday living and entertaining. Seasonal glimpses of the reservoir complement the property's natural setting. The home includes four bedrooms - primary on the main level; four renovated baths; an updated kitchen; expansive gathering spaces; and a heated indoor pool that provides year-round enjoyment -- an amenity rarely found in the area. Large windows bring in abundant natural light and frame views of the surrounding landscape. Recent improvements, including a new roof, energy-efficient windows, all-new plumbing, durable Hardie(R)Plank siding, and extensive interior renovations, provide the benefits of modern updates along with peace of mind. Whether as a full-time residence or a weekend retreat, this distinctive property offers generous acreage with easy access to Katonah Village, Metro-North, schools, and major commuting routes. A unique opportunity to enjoy updated country living in one of northern Westchester's most desirable locations.

380 Cross River Road, Katonah
$1,695,000
5 Beds ⋅ 6 Baths ⋅ 1020960 MLS
Architecturally distinctive and beautifully connected to its natural surroundings, this custom cedar contemporary offers a refreshing alternative to the traditional colonial. Set on over 4 private acres in the heart of South Salem, the home blends dramatic volume, natural light, privacy, and flexible living spaces designed for modern living. The home’s layout flows easily from one inviting space to the next, creating a comfortable setting for both everyday living and entertaining. A welcoming entry opens to the formal dining room and wet bar, then leads into the heart of the home: a spacious kitchen and great room overlooking the backyard. The kitchen features a Viking range, Sub-Zero refrigerator, generous island, dining area, and an adjoining sitting area with fireplace. Walls of glass and oversized windows bring in beautiful natural light while framing views of the rolling lawn, mature trees, and charming barn beyond. The main level also includes a home office with full bath, as well as a separate guest wing with a bedroom, full bath, and laundry. Just off the entry, the formal living room is slightly elevated and offers hardwood floors, dramatic ceiling height, a wood-burning stove, and French doors to a deck overlooking the grounds. From the living room, stairs lead to the bedroom level, where the spacious primary suite feels like a private retreat with vaulted ceilings, fireplace, oversized walk-in closet, and spa-inspired bath. Three additional bedrooms complete this level, along with spiral stairs to a loft area ideal for a game room, creative space, storage, or secondary office. Above the garage, the private guest quarters offer exceptional flexibility for extended guests, multigenerational living, a refined work-from-home setup, or supplemental income potential. This space includes its own entry, living room, kitchen, two bedrooms, and a full bath. The lower level adds even more usable space with an additional bedroom and bath, home gym, storage, and walk-out access to the yard. Outside, expansive decks and patios overlook the rolling lawn and mature woodland, creating a peaceful setting for entertaining, quiet mornings, or simply enjoying the beauty of the property. A barn adds charm and function for the hobbyist, gardener, or outdoor enthusiast, and the grounds offer plenty of room for a pool. Additional highlights include a three-car attached garage, abundant storage, and numerous recent improvements, including a new roof, refinished cedar exterior, new garage doors, and meticulous maintenance throughout. Located within the Katonah-Lewisboro School District, this special South Salem retreat offers the ideal balance of privacy and convenience, just minutes from Metro-North, Ward Pound Ridge Reservation, local hamlets, shopping, dining, and major commuting routes.

South Salem
$1,795,000
3 Beds ⋅ 2 Baths ⋅ 1012484 MLS
RIVERBEND FARM. Remarkable frontage on the rushing Waccabuc River. The original Adams Dairy Farm--an absolutely breathtaking property with level lawns lined by old stone walls, specimen trees and vibrant flowering perennials. Incredible gardens of Daffodils, Tulips, Iris, wild Roses, Lilac, Wysteria, Allium, and Peonies along with fragrant and flowering Magnolia, Apple, and Viburnum. Raised bed, fenced gardens for seasonal produce. A former working farm with Craftsman restored dairy barn, hen house/chicken coop and old icehouse. Rare antique Farmstead dating to 1792. Beautifully scaled room with high ceilings, hardwood floors and vintage millwork. Formal Entrance Hall with front staircase and incredible newel post. Sun-filled front Parlor. Dining Room with fireplace, bay window and door to delightful, covered porch. Spacious Country Kitchen with new appliances and breakfast area incorporating an antique Boyton & Lakewood cooking stove. Warm and inviting Family Room. Second floor with Three Bedrooms, one with en suite Sitting Room with fireplace, Office and Nursery. Spectacular Party Barn with loft and game room, formerly a horse barn, brimming with endless possibilities. Over five spectacular acres. A remarkable offering -- own part of the past!

121 Post Office Road, South Salem
$1,899,000
4 Beds ⋅ 3 Baths ⋅ 987381 MLS
Experience the perfect union of sophistication and comfort in this meticulously designed home, crafted to enhance effortless living at every turn. From the moment you step inside, you’re greeted by an expansive open floor plan, soaring double-height ceilings, and a tranquil ambiance that exudes natural serenity. Every element has been thoughtfully curated to create a refined yet inviting atmosphere. Nestled on over 5 pristine acres, this property has been impeccably maintained by its original owners. Wide-plank wood floors lend warmth and timeless character, while ample storage solutions ensure a clutter-free, organized living space. The first-floor primary suite is a haven of relaxation, featuring multiple walk-in closets and a spa-like ensuite bath—a private retreat designed to rejuvenate. An additional bedroom and a dedicated office on the main level offer versatile space for guests or work-from-home needs. On the second floor, two generously sized bedrooms and a full bath provide both comfort and privacy for family or visitors. The full-footprint basement offers unlimited potential (currently finished and unfinished storage) Another standout feature of this home is the three-car garage, with one bay conveniently located off the kitchen. This space presents exciting opportunities for conversion into an office, workshop, or additional living area. This property is more than just a residence—it’s an invitation to create the lifestyle you’ve always imagined.

60 Old Aspetong Road, Katonah
$2,995,000
4 Beds ⋅ 5 Baths ⋅ 995187 MLS
Welcome to Brooke Hollow, a private and refined country estate set on over 8.7 acres along one of Pound Ridge’s most desirable roads. Tucked behind a gated entrance, the property unfolds into a quiet, beautifully composed landscape of rolling lawns, mature plantings, three serene ponds, and wooded walking paths that create a true sense of privacy and permanence. The grounds are thoughtfully designed to enhance both beauty and livability. The three ponds are supported by aerator systems that maintain water quality, circulation, and ecological balance, allowing them to remain vibrant and visually striking year-round. A wireless deer fence system, along with perimeter fencing, helps preserve the integrity of the landscape and plantings, ensuring the setting remains peaceful, natural, and undisturbed. The result is an environment that feels both curated and effortless, offering a true sense of calm and connection to nature. Outdoor living is elevated with an infinity-edge saltwater pool and spa positioned to overlook the property, a full tennis court, and multiple outdoor spaces designed for both entertaining and quiet relaxation. The residence, a meticulously maintained stone and shingle Country House, offers over 5,500 square feet of light-filled living space. A two-story entrance hall introduces the home, leading into a series of elegant yet comfortable interiors defined by high ceilings, custom millwork, and walls of windows that bring the outdoors in. At the center of the home, a dramatic great room with a soaring ceiling and fireplace anchors the main living level, flowing seamlessly into a chef’s kitchen with a large center island and adjoining breakfast area. Formal living and dining rooms provide a more classic setting, while the overall layout remains open and adaptable for modern living. The home offers four bedrooms, including a first-floor primary suite designed as a true private retreat. The suite features a double-sided fireplace, a spa-like en-suite bath, and custom walk-in closets, along with direct access to the grounds, creating a seamless connection between indoor comfort and the surrounding landscape. Additional spaces include a large playroom, multiple offices, and flexible bonus rooms suited for today’s lifestyle. A screened porch and expansive rear terrace extend the living spaces outdoors, creating a natural flow for entertaining or quiet evenings overlooking the property. Complete with a three-car garage and surrounded by preserved land and natural beauty, this is a home that offers both substance and ease. Just minutes to Katonah, Bedford Village, Ridgefield CT and Metro-North, yet entirely removed, this is Pound Ridge at its best: understated, private, and enduring.

127 Boutonville Road, Pound Ridge
$4,500,000
4 Beds ⋅ 5 Baths ⋅ 986698 MLS
Welcome to 45 Pine Hill Drive, where modern luxury meets timeless sophistication. This fully renovated 4-bedroom, 4.5-bath residence has been transformed into a true showpiece, offering every amenity for elevated living. Inside, discover a breathtaking open-concept kitchen by Leicht (Germany) with premium electric stainless steel appliances, dual sinks, and a striking oversized island—perfect for both everyday living and entertaining. High ceilings, unique designer chandeliers, and a marble fireplace framed by expansive windows create a dramatic yet inviting ambiance. The primary suite is a private retreat, complete with a serene seating area, walk-in closet, and spa-inspired bath with soaking tub and his-and-hers sinks. The top-floor laundry room ensures effortless convenience, while the fully finished basement boasts a gym, media/recreation room, full bath, and direct walk-out to a covered patio with speakers and ceiling fans. Outdoors, an entertainer’s dream awaits: a stunning in-ground pool and hot tub with a glass railing, outdoor kitchen, fire pit lounge, and professionally landscaped grounds with Kentucky bluegrass sod and Thuja trees, creating your own private oasis. This home has been extensively updated with new roofing, siding, windows, flooring, systems, and high-end finishes, combining elegance with modern functionality. Every element has been thoughtfully curated to offer a posh lifestyle, flawless entertaining, and refined daily living. Nestled within the prestigious Pine Hill Estates, this home offers access to the highly rated Katonah-Lewisboro School District. Commuting is effortless, with close proximity to major highways and multiple Metro-North stations, providing convenient access to New York City and surrounding areas. Beyond the home's luxurious features, the location offers a wealth of recreational opportunities. Just a short drive away, Ward Pound Ridge Reservation, Westchester County's largest park, provides over 4,300 acres of natural beauty. Enjoy hiking, fishing, and camping amidst scenic landscapes and diverse wildlife. For shopping and dining, Ridge Hill is nearby, offering a variety of retail stores, restaurants, and entertainment options. Additionally, Untermyer Gardens Conservancy and Lenoir Preserve offer tranquil settings for nature walks and exploration. This residence is not just a home; it is an elevated lifestyle of comfort, convenience, as well as curated leisure and recreation. Seize the opportunity to make it yours today!

45 Pine Hill Drive, South Salem
$2,500,000
6 Beds ⋅ 8 Baths ⋅ 928343 MLS
Set on over two spectacular acres in a premier location in Pound Ridge, this custom built Colonial offers an extraordinary blend of scale, craftsmanship, and complete privacy. Tucked along a quiet country road, this home has exquisite architectural detail throughout that includes extensive custom millwork, gleaming hardwood floors, soaring ceilings, and spacious rooms that create an atmosphere of elegance and ease. Enter through the impressive oversized foyer and immediately sense the grandeur. Sunlight pours through large windows, highlighting the home’s impeccable finishes and thoughtful design. The gourmet kitchen, appointed with granite countertops, opens seamlessly to the expansive living room which is ideal for both intimate gatherings and large celebrations. Additional main level spaces include a formal dining room, front and rear staircases, and a private home office with its own entrance. Upstairs, six spacious bedrooms offer exceptional comfort, each with oversized walk-in closets. Four bedrooms feature en-suite baths, while two share a classic Jack-and-Jill perfect for guests, or multi-generational living. Beautiful stone walls, natural rock outcroppings, lush lawns and wooded landscape frame the outdoor spaces. Relax on the expansive stone patio, unwind in the hot tub, or enjoy quiet evenings in the screened porch. There's even ample space for a pool. A semi-circular drive, 3-car garage, large recreation or game room, home gym, five fireplaces and whole-house generator complete this exceptional offering. Located minutes from Pound Ridge’s charming Scotts Corners and convenient to New Canaan, this home combines country serenity with everyday accessibility to shops and restaurants. A true retreat only 50 miles from Manhattan. Also available for rent at $20,000/month.

11 Lost Nations Road, 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.