Chappaqua Homes with Attached Parking features

Welcome to Chappaqua, New York – a hidden gem nestled in the heart of Westchester County! Known for its picturesque landscapes and vibrant community, Chappaqua is not just a place to live; it’s a lifestyle. One of the standout features of this charming town is its exceptional school district, which consistently ranks among the top in the state.

The Chappaqua Central School District is renowned for its commitment to academic excellence, offering a robust curriculum that nurtures creativity and critical thinking. With a variety of extracurricular activities, advanced placement courses, and a dedicated faculty, students here are encouraged to thrive both academically and personally. Parents can take comfort in knowing their children are receiving a high-quality education in a supportive environment.

When it comes to finding your dream home in Chappaqua, you’ll be delighted to discover a range of properties that come with attached parking features. Imagine the convenience of having your vehicle just steps away from your front door, providing easy access for your busy lifestyle. Whether you’re looking for a cozy townhouse or a spacious family home, Chappaqua offers a variety of options that cater to your needs.

With its serene neighborhoods, top-rated schools, and convenient amenities, Chappaqua is the perfect place to plant roots and create lasting memories. Experience the charm of this vibrant community and explore the homes that come with the added benefit of attached parking – a true convenience for today’s homeowner!

Newest Chappaqua Homes with Attached Parking features

$1,150,000

4 Beds ⋅ 3 Baths ⋅ 1024331 MLS

***CHAPPAQUA SCHOOL DISTRICT*** Tucked away on a quiet cul-de-sac and set on nearly half an acre of beautifully landscaped property, this sun-filled Colonial offers the perfect combination of space, comfort, and convenience. Thoughtfully maintained and move-in ready, the home features almost 3,000 square feet of inviting living space for everyday living and effortless entertaining. A welcoming foyer leads to the spacious eat-in kitchen appointed with granite countertops, stainless steel appliances, and generous prep space with an adjoining dining room ideal for hosting gatherings. The fully enclosed family room anchored by a wood-burning fireplace and framed by oversized windows can be used as a bright, spacious office or a fifth room. A versatile office/mudroom, powder room, and access to the attached two-car garage complete this level. Just a few steps up, the expansive living room offers a bright, airy retreat with hardwood floors and large windows overlooking the surrounding property—creating the perfect space to relax or entertain. A few more steps lead to the private bedroom level, where the spacious primary suite features an en-suite bath and generous closet space. Three additional well-proportioned bedrooms share a full hall bath, offering comfortable accommodations for guests or flexible work-from-home needs. The finished walk-out lower level provides exceptional bonus space ideal for a recreation room, playroom, fitness area, or media room, along with laundry and abundant storage. Outside, a spacious recently refinished deck overlooks the private, tree-lined backyard, creating a peaceful setting for outdoor dining, entertaining, or simply enjoying the tranquil surroundings. Ideally located 7 minutes from downtown Mount Kisco and the Metro North station and 5 minutes from Chappaqua Crossing, Whole Foods, and Lifetime Fitness. You’ll enjoy easy access to acclaimed restaurants, shopping, parks, all within the highly regarded Chappaqua School District. Offering an ideal blend of space, location, and lifestyle, this is a home you’ll enjoy for years to come.

49 E Ridge Lane, Mount Kisco

$879,000

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

$2,649,000

4 Beds ⋅ 5 Baths ⋅ 998577 MLS

Tucked away on over two exquisitely landscaped acres in one of Chappaqua’s most prestigious enclaves, this exceptional newly constructed modern home redefines luxury living through a masterful blend of architectural sophistication, cutting-edge efficiency, and timeless elegance. Designed with a discerning eye and crafted with uncompromising quality, this magazine-worthy residence offers the ultimate turnkey lifestyle only moments from downtown Chappaqua, Metro North, and top-ranked schools. A dramatic arrival sets the tone as you enter through oversized custom doors into sun-drenched interiors framed by soaring 10-foot ceilings, expansive walls of glass, and wide-plank white oak flooring throughout. The home’s seamless open-concept design was thoughtfully curated for both grand-scale entertaining and intimate everyday living, creating a warm yet elevated atmosphere in every room. At the heart of the home is a spectacular chef’s kitchen worthy of a luxury design showroom, featuring premium professional-grade appliances, bespoke custom cabinetry, oversized quartzite island, designer lighting, and exceptional prep and storage space. Flow effortlessly into the breathtaking great room anchored by a statement fireplace and oversized sliders that open to a covered outdoor lounge, creating a true indoor-outdoor living experience. The primary suite is a private sanctuary rivaling a five-star resort, complete with a boutique-inspired dressing room and a spa-caliber bath featuring radiant heated floors, custom marble steam shower, soaking tub, and designer vanities. Generously sized ensuite bedrooms provide exceptional comfort and privacy for family and guests alike. The fully finished walk-out lower level elevates the home even further, offering an extraordinary extension of living space ideal for a private wellness retreat, gym, media lounge, golf simulator, wine tasting room, or entertainment venue. A striking custom wine display serves as a dramatic focal point and conversation piece. Every inch of this residence reflects a commitment to luxury and modern convenience, including geothermal heating and cooling, smart-home integration, premium fixtures and finishes, oversized heated garage space, and meticulously curated landscaping designed for both beauty and privacy. A rare offering that blends modern elegance, privacy, and convenience just under an hour from Manhattan. Come see a flawless fusion of contemporary design, superior craftsmanship, and effortless luxury set within one of Westchester’s most coveted communities today.

40 Hamilton Drive, Chappaqua

$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

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