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$1,725,000
4 Beds ⋅ 4 Baths ⋅ 974007 MLS
Welcome to an exceptional move-in ready home located in a highly desirable Chappaqua neighborhood known for its award-winning schools & sought-after lifestyle. Perfectly positioned in a quiet neighborhood, this stunning property offers privacy, space & luxury living at its finest. In addition, easy access to the North County Trail for any outdoor activities of your choice. Step inside & you'll find a bright, open-concept floor plan with natural light & high-end finishes throughout. The eat-in gourmet stylish kitchen is a chef's dream, complete with stainless steel appliances, state-of-the-art cabinetry & a large center island - perfect for entertaining or everyday living. The inviting living room & elegant dining space provide a seamless flow, ideal for gatherings of any size. The upstairs boast 4 spacious bedroom plus an office and bonus space ideal for kids suite or study. The luxurious primary suite includes spa-inspired bathroom, oversized shower, & a generous walk-in closet. Outside, step into your own private oasis designed for ultimate outdoor living with a spacious patio, a 3-season screened in porch & flat backyard. Whether you're a first time home buyer or upgrading, this is a rare opportunity to own a turn-key home in one of Westchester's finest communities. Come visit today!

53 W Orchard Road, Chappaqua
$679,000
4 Beds ⋅ 2 Baths ⋅ 1034483 MLS
A Rare Opportunity in the Heart of Millwood. Lake life, privacy, Chappaqua schools, and the convenience of being minutes from the heart of Millwood. This unique property offers an exceptional opportunity to create your own retreat in one of Westchester's most desirable communities. Set back from the road on 0.55 acres of beautiful grounds, this four-bedroom Raised Ranch enjoys a wonderful sense of privacy and connection to nature, while being just minutes from Millwood's shops, restaurants, and everyday conveniences. Mature landscaping and wooded surroundings create a natural buffer from the road and a setting that feels surprisingly removed from the activity of the area. And then there is Hidden Hollow Lake one of the property's most exceptional features. The home enjoys exclusive rights to the private Hidden Hollow Lake Community at no additional charge, a rare benefit enjoyed by very few properties. Residents have access to a private sandy beach where they can swim, kayak, and canoe, creating a true vacation-like lifestyle just steps from home. Built in 1954 and offering approximately 1,200 square feet, the four-bedroom, 2 bath home is being offered strictly as-is and presents an exciting opportunity for buyers looking to renovate, expand, or create a home uniquely suited to their needs. The main level features a welcoming living room with an open red-brick fireplace and wood-burning stove, with sliding doors opening to a charming three-season sunroom overlooking the backyard. The kitchen and dining area, powder room, laundry room, and access to the one-car garage complete this level. Upstairs are four bedrooms and a full bathroom. The primary bedroom offers access to a large covered sunroom and a beautiful wooden deck overlooking the grounds, providing a wonderful place to enjoy the natural setting and envision future possibilities. Outside, mature landscaping, flowering trees, specimen plantings, and wooded surroundings create a beautiful natural backdrop. A walking trail from the property leads toward Hidden Hollow Lake, making it easy to enjoy the lake and its recreational amenities right from home. The location is equally appealing. The property is just minutes from Millwood Shopping Plaza, home to DeCicco's Gourmet Market, Tazza Cafe, Drug Mart, and the Millwood Post Office. The Taconic State Parkway is easily accessible, as is Gedney Park and the North County Trailway, offering miles of opportunities for walking, running, and biking. Located in the highly regarded Chappaqua Central School District, the property combines the convenience of a central Millwood location with the beauty of mature grounds, lake access, and abundant outdoor recreation. Additional Land Available For those seeking even more space, there is an opportunity to purchase the adjoining approximately 0.55-acre residentially zoned lot. Subject to all applicable municipal approvals, the additional parcel could potentially accommodate a separate residence, or it could simply be acquired to create a larger private property with additional land, flexibility, and privacy. A rare Millwood opportunity with deeded Hidden Hollow Lake rights, Chappaqua schools, beautiful grounds, and room to create something truly your own. A property with possibilities and a lifestyle that is increasingly difficult to find.

457 Saw Mill River Road, Millwood
$839,999
3 Beds ⋅ 3 Baths ⋅ 1006886 MLS
Welcome to Apple Hill Farm, sitting on highly desirable, 37+ Wooded Acres. Where calm meets comfort. This corner Townhome, located in a cul-de-sac for added privacy, features a manicured lawn and a carefully curated garden. Experience modern elegance in this home, with high ceilings, lots of Windows and Skylights that bring abundant natural daylight and sunlight indoors. It has 3 Bedrooms and 2.5 Bathrooms, many updates throughout the home, including the exterior deck. The Living Room has custom built-ins. An inviting Dining Room for memorable meals and an Eat-in-Kitchen with quartz countertops and stainless steel appliances, both rooms have sliding doors onto the deck. It features hardwood floors throughout, many closets and storage spaces. The Primary Bedroom has a Juliet Balcony, En-Suite bathroom with Double sink vanity, Second Bedroom with Skylights, Third Bedroom with Hallway Bathroom. Close to Train, Close to Downtown Dining and Shops, Close to Schools. Property includes 1-Car Attached Garage with Driveway for 1 additional car. Amenities include: Inground Pool and Tennis Courts.

2 Timberland Pass, Chappaqua
$999,000
3 Beds ⋅ 3 Baths ⋅ 997307 MLS
Private access to the scenic North County Trailway, offering miles of paved trails for walking, running, and biking, is just one of the many highlights of this beautifully maintained home. Not to be missed, this sun-filled 3-bedroom, 3-bath raised ranch offers a comfortable layout ideal for both everyday living and entertaining. Set privately on over 1.3 level acres and screened from the road by a row of mature trees, the property provides exceptional privacy and a peaceful setting. Enjoy summers by the in-ground pool, a spacious backyard perfect for play and gatherings, and the convenience of a 2-car garage. Ideally located in the heart of Millwood, close to shopping, restaurants, and major parkways and in Chappaqua Schools, this home offers the perfect balance of privacy, recreation, and convenience. New AC!

568 Saw Mill River Road, Millwood
$949,000
3 Beds ⋅ 2 Baths ⋅ 1004970 MLS
Best value in the Award Winning Chappaqua School District! Set on an acre in the desirable Rolling Fields neighborhood, this well maintained home offers comfortable living with a flexible layout that lives larger than its 3-bedroom configuration. Updated in 2013 with, new roof, new windows, new mechanicals, kitchen and bath renovations. The main level features an inviting kitchen with stainless steel appliances and granite countertops, open to the dining area for easy everyday living and entertaining. Hardwood floors run throughout the main floor of the home, and the spacious living room has a wood-burning fireplace. The primary bedroom includes an en-suite bath, while the layout offers the convenience of no stairs from the front entry to the main living areas and bedrooms. Additional space in both the lower level and attic provides exceptional flexibility for future expansion. The home also includes both a detached two-car garage and an attached one-car garage for a total of three garage spaces. Enjoy a wonderful combination of location, functionality, and future potential, ideally situated close to Chappaqua and Mount Kisco town centers, Metro-North train service to NYC, shopping, dining, schools, and everyday conveniences, with additional room for future expansion.

10 Horseshoe Road, Mount Kisco
$4,500,000
5 Beds ⋅ 7 Baths ⋅ 950756 MLS
1906 Grandeur. 2026 Luxury: The Ultimate Gated Sanctuary. Perched majestically atop a private hilltop, this gated 7,800-square-foot, five-bedroom estate presents a rare convergence of Gilded Age prestige and contemporary luxury. Believed to have been commissioned in 1906 for railroad magnate A.H. Smith, the residence has been masterfully renovated to honor its historic soul, featuring original interior stone walls and soaring ceilings that strike a perfect balance between grand scale and intimate warmth. Anchored by three distinctive hearths, the home is designed for both elegant living and everyday ease. A sun-drenched chef’s kitchen showcases a central island, dramatic overhead skylight, and professional-grade appliances. Unique architectural moments—including a circular-skylit Stargazer’s Nook—add character and charm, while the versatile five-bedroom layout offers both a magnificent two-story primary wing and a coveted first-floor private suite. Set on more than four exceptionally private acres, the grounds unfold as a true outdoor sanctuary, featuring a beautiful pool and spa (32x20), refined pergola terraces ideal for entertaining, and a private tennis court. From its commanding hilltop position, the estate delivers an unparalleled sense of privacy, security, and timeless elegance. Welcome home!

150 Old Farm Road N, Chappaqua

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.