Chappaqua Homes under $1.5 million

Welcome to Chappaqua, New York—a charming town nestled in the heart of Westchester County. Known for its picturesque landscapes and vibrant community spirit, Chappaqua offers a unique blend of suburban tranquility and urban accessibility. With its rich history, top-rated schools, and a plethora of parks, this town is perfect for families, young professionals, and retirees alike.

Chappaqua boasts a quaint downtown area filled with delightful boutiques, cafes, and restaurants, making it a hub for local culture and social gatherings. Residents enjoy the convenience of nearby amenities, while the lush greenery and scenic trails provide ample opportunities for outdoor activities. Whether you’re taking a leisurely stroll through the town or enjoying a weekend hike in the surrounding nature preserves, Chappaqua’s charm is undeniable.

For those seeking their dream home in this idyllic setting, you’ll be pleased to know that Chappaqua offers a variety of beautiful properties priced under $1.5 million. From classic Colonial homes with sprawling yards to modern residences featuring state-of-the-art amenities, there’s something for everyone in this welcoming community. Many of these homes are situated within close proximity to top-rated schools, making it an ideal location for families looking to settle down.

In Chappaqua, you’re not just buying a home; you’re investing in a lifestyle filled with community warmth, educational excellence, and natural beauty. Explore the possibilities today and discover why Chappaqua is one of Westchester County’s most sought-after destinations!

Newest Chappaqua Homes under $1.5 million

$1,349,000

3 Beds ⋅ 4 Baths ⋅ 1058445 MLS

Naturalist's delight! Cantilevered mid-century modern cedar contemporary set on a lushly landscaped acre within a private, enchanting enclave. Inside, light does the decorating. The living room rises from four skylights to a vaulted wood ceiling over 14 feet high. Open gathering and entertaining areas adjoin a step-down fireplace conversation pit and sliding glass doors to a large deck for easy indoor/outdoor enjoyment. A playful loft den peeks down from above. The dining level stuns with views of the property in all directions. Overlooking the entrance foyer and living room, the formal dining room features a built-in dry bar, wine rack and china cabinets, plus a Juliet balcony. The sun-filled, efficiently designed eat-in kitchen easily caters to a crowd, with Bosch appliances, U-Line beverage center, maple cabinetry, natural quartzite counters and a French door to the upper deck. The adjoining casual dining area is wrapped in room-sized picture windows and sliding glass doors. A walk-in pantry, a side entry, and a powder/laundry room with a deep Kohler sink for soaking, quartzite counter and full-size stacked Maytag washer and dryer complete the level. Upstairs are three bedrooms with wood ceilings and floors. Morning sun and evening moon bathe the primary suite in natural light through oversized windows. Its skylit bath has two sinks and a glass-walled jetted shower. The hall bath, also with a skylight, offers a tub with shower and handheld, and a marble-topped vanity. A private home office sits off the 16-foot-high entry foyer. The finished lower level provides flex space, currently used as a gym, with a full bath, storage closet and access to the two-car garage. Outside, sculpted grounds rolling out in soft lawns, and a bluestone terrace overlook a pond with steppingstones and an aerating fountain. Copper beech and Japanese maple anchor plantings of rhododendron, azalea, hydrangea, viburnum and peony, with daffodils every spring. Only minutes to shops, the North County Trailway, and NYC via Metro-North and the Taconic State Parkway, yet it feels like a million miles from anywhere.

7 Cabin Ridge Road, Chappaqua

$1,375,000

3 Beds ⋅ 2 Baths ⋅ 1048628 MLS

Location, Location, Location and the yard you have dreamt of! Set on a gorgeous, level, private acre on a flat cul-de-sac street that leads to sidewalks to downtown Chappaqua, Grafflin Elementary, and Bell Middle School, and just minutes from Whole Foods, Lifetime Fitness, Greeley High School, and more. This well maintained 3-bedroom, 2-bath home, with only $21,452 in taxes, shows pride of ownership the moment you walk down its blue stone walkway, with recent updates including a roof (2020), low-maintenance siding (2020), new AC (2020), new above-ground oil tank (2026), updated bathrooms, and a generator transfer switch for peace of mind. A well proportioned foyer opens to a spacious living room with wood-burning fireplace and large bay window, flowing seamlessly into a generously sized dining room. The sun-drenched eat-in kitchen with large picture windows and door opens to the oversized deck overlooking the picture-perfect backyard — providing ample space for outdoor dining and relaxing. Inside, are three well-appointed bedrooms, including a primary bedroom with recently renovated ensuite bathroom (2025) (hardwood under all bedroom carpets). The finished lower level boasts recessed lighting and second wood-burning fireplace with a door to the expansive backyard. The lower level also features built in shelves, and ample storage. The huge, flat backyard speaks for itself — perfect for all field sports, a playground, and trampoline (yes all three at once), home expansion, or - with septic in front - a possible pool site. Dream Big - Here!

88 Brevoort 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

$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

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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.