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676 Hardscrabble Road, Chappaqua
$1,396,000
3 Beds ⋅ 3 Baths ⋅ 1063202 MLS
Beautifully Renovated Colonial with a Versatile Detached Studio on almost 1 and 1/2 Acres of Spectacular Park-Like Grounds. The renovations are extensive, including all-new Anderson windows, new electrical, new plumbing, a new roof, central air conditioning, a new Navien system, energy-efficient blown-in insulation, solid wide-plank oak flooring, and exquisite custom millwork throughout. Every detail reflects a thoughtful commitment to quality, comfort, and modern living. A true standout is the detached cottage-style studio, offering exceptional flexibility for today’s lifestyle. Completely updated with new electrical, windows, flooring, roof, and blown-in insulation, this versatile space is ideal for a private home office, artist’s studio, fitness or yoga retreat, creative workspace, or private retreat. The structure can also be converted back to a garage, providing even greater versatility. Inside the main residence, an original stone wood-burning fireplace anchors the living space with timeless charm. The chef’s kitchen features premium Thermador stainless-steel appliances, elegant quartz countertops, a spacious walk-in pantry, and direct access to an oversized slate patio—perfect for indoor-outdoor entertaining. The luxurious primary suite boasts soaring beamed ceilings, a generous walk-in closet, and a spa-inspired bath with dual vanities and a classic clawfoot soaking tub. Second-floor laundry with additional storage adds everyday convenience. Ideally located minutes from the Metro-North train station and downtown Chappaqua, this remarkable property combines extensive renovations, flexible bonus space, and a peaceful setting with convenient access to shopping, dining, and commuter routes.

676 Hardscrabble Road, Chappaqua
2 Timberland Pass, Chappaqua
$825,000
3 Beds ⋅ 3 Baths ⋅ 1062795 MLS
Welcome to Apple Hill Farm, a beautifully landscaped community set on over 37 wooded acres. Nestled on a quiet cul-de-sac, this sun-filled, renovated 3-bedroom, 2.5-bath end-unit townhome offers privacy, comfort, and modern living. The open-concept layout features soaring ceilings, Andersen windows, skylights, custom built-ins, and a wood-burning fireplace. The modern eat-in kitchen boasts white cabinetry, quartz countertops, stainless steel appliances, and a breakfast bar. Sliding doors from the kitchen and dining area open to a spacious private deck and yard. Extensive updates since 2025 include renovated bathrooms, new laminate flooring in the living and dining areas, new tile flooring in the kitchen, laundry room, and powder room, new pine hardwood floors on the upper levels, refinished staircases, fresh paint throughout, an updated laundry room with new washer and dryer, and newly replaced and stained deck flooring. The primary suite features a Juliet balcony, en-suite bath with double vanity, and generous closets. Additional highlights include central air, abundant storage, and a heated attached garage. Enjoy the community pool and tennis courts, conveniently located near downtown Chappaqua, Metro-North, shops, restaurants, and schools. A wonderful combination of privacy, modern updates, and convenience!

2 Timberland Pass, Chappaqua
131 Douglas Road, Chappaqua
$1,490,000
3 Beds ⋅ 4 Baths ⋅ 1017997 MLS
$100,000 REDUCTION Expanded and Renovated Colonial in the Heart of Chappaqua - New 4 bedroom Septic, 2024 Roof and Exceptional Indoor/Outdoor Living. Just moments to Chappaqua village, Metro North and highly regarded Chappaqua schools. A flexible first-floor guest/au pair suite with private bath, chefs kitchen with Wolf appliances, private primary suite, 2 fireplaces, expansive deck and mature grounds backing to protected green space. A welcoming foyer opens to a gracious living room and fireplace. A formal dining room with a tray ceiling. Timeless appointed chefs eat-in-kitchen with Wolf appliances, custom cabinetry and marble counter tops, wine refrigerator and breakfast bar. The family room offers a second fireplace, a coffered ceiling, and a wall of windows to view the private setting. The sunroom offers custom built-ins and an abundance of natural light. A first floor au pair/guest room and full bath. Upstairs is the primary bedroom with high ceilings, walk-in custom closet, private study with built-ins, and en-suite bath with double sinks, marble shower and whirlpool tub. Two additional bedrooms, one with custom built-ins, custom closets, and a hall bath. New laundry is located conveniently on the second floor. Outdoors, an expansive deck extending the living space and creating the perfect setting for entertaining, dining and relaxing while overlooking mature landscaping and private grounds that back up to protected green space. Completing the property is a detached two car-garage with generous storage above.

131 Douglas Road, Chappaqua
249 Mill River Road, Chappaqua
$785,000
4 Beds ⋅ 2 Baths ⋅ 996830 MLS
NOW Easy to Show Welcome to this beautifully maintained raised ranch offering the perfect blend of space, comfort, and convenience in a highly desirable Chappaqua P.O. location within the award-winning Pleasantville School District. Situated on a quiet cul-de-sac, this 4-bedroom, 2-bath home features soaring cathedral ceilings, rich red oak hardwood floors, and an inviting open layout designed for both everyday living and entertaining. The spacious living room provides the ideal setting for gatherings and holidays, while multiple freshly stained multi-level decks create seamless indoor-outdoor living perfect for entertaining, summer barbecues, or relaxing evenings overlooking the expansive park-like property. The large yard offers endless possibilities for play, gardening, and recreation, plus three storage sheds for added convenience. Also included is a 11'x54' triangular shaped lot on north side of primary lot. .46 Acre Total Recent updates including a newer roof and boiler provide peace of mind, while the attached garage adds practicality and storage. Commuters will love the easy 5-minute walk to the Chappaqua train station with approximately 45-minute access to Grand Central Terminal. Rarely offered, this home also includes FREE school bus pickup within Pleasantville’s walking district. Ideally located just minutes from the farmers market, shops, restaurants, parks, and Metro-North, this move-in ready home delivers comfort, charm, and an exceptional lifestyle in one of Westchester’s most sought-after communities. Easy to show same day showings are ok now.

249 Mill River Road, 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.

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