Chappaqua Homes under $1.5 million

Welcome to Chappaqua, New York – a charming hamlet nestled in the heart of Westchester County. Known for its picturesque landscapes, top-rated schools, and a vibrant community, Chappaqua offers a unique blend of suburban tranquility and urban accessibility. Just 33 miles north of Manhattan, this delightful town is an ideal retreat for those seeking a peaceful lifestyle without sacrificing proximity to the bustling city.

Chappaqua is renowned for its rich history and quaint downtown, where you can explore a variety of boutique shops, cozy cafes, and gourmet restaurants. The town is also home to numerous parks and recreational areas, providing ample opportunities for outdoor activities such as hiking, biking, and picnicking. With its strong sense of community and a calendar full of local events, residents enjoy a welcoming atmosphere that fosters connection and camaraderie.

For homebuyers looking for properties under $1.5 million, Chappaqua offers an impressive selection of charming residences that cater to a variety of tastes and lifestyles. From elegant colonial homes with sprawling yards to modern designs featuring open-concept layouts, there’s something for everyone in this delightful town. The real estate market here boasts a range of options, making it an excellent place for families, young professionals, and retirees alike.

Discover the beauty and charm of Chappaqua, where you can find your dream home in a community that feels like family. With its exceptional amenities, strong educational institutions, and a vibrant local culture, Chappaqua is not just a place to live – it’s a place to thrive. Welcome home!

Newest Chappaqua Homes under $1.5 million

$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

$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

$1,495,000

3 Beds ⋅ 3 Baths ⋅ 1013791 MLS

Renovated and Reimagined Colonial on Spectacular Park-Like Grounds, this exceptional residence includes a separate cottage-style bonus building that offers endless possibilities. Whether envisioned as a private home office, artist’s studio, yoga or fitness center, man cave or an inspiring creative workspace, this detached structure provides exceptional flexibility and privacy. Nestled amid the lush grounds and mature landscaping, it serves as a peaceful extension of the home and creates a rare opportunity for today’s work-from-home lifestyle or entrepreneurial pursuits. At the heart of the home, an original stone wood-burning fireplace serves as a stunning focal point, infusing the living space with warmth, character, and timeless charm. Perfect for cozy winter evenings, holiday celebrations, and memorable gatherings with family and friends, this impressive architectural feature creates an inviting atmosphere that embodies the true spirit of home. The stunning chef’s kitchen features premium stainless-steel Thermador appliances, elegant quartz countertops, a spacious walk-in pantry, and seamless access to an oversized slate patio—ideal for indoor-outdoor entertaining. The captivating primary suite offers soaring beamed ceilings, a generous sized walk-in closet, and a luxurious spa-inspired bath complete with dual vanities and a classic clawfoot soaking tub. Convenient second-floor laundry with storage enhance everyday living. Additional highlights include all-new Anderson windows, all new electrical, all new plumbing, new roof, new c/air, new Navien system, energy-efficient blown-in insulation, solid wide-plank oak flooring, and exquisite custom millwork throughout. The separate cottage building has all new electrical, blown insulation, windows, flooring and roof. Located minutes from the Metro North Train Station and downtown Chappaqua, you'll have quick access to commuter routes and a charming village filled with shopping, restaurants and community events. A rare offering that perfectly blends timeless charm with sophisticated modern updates, all set within a serene and private setting. The outbuilding / studio can be converted back to a garage. Square footage does not include the studio space.

676 Hardscrabble 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

Start Your Search

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.

Chappaqua Homes under $1.5 million

Newest Chappaqua Homes under $1.5 million

How much is your home worth?

How much is your home worth?