Chappaqua Homes under $1 million

Chappaqua Homes under $1 million

Nestled in the heart of Westchester County, New York, Chappaqua is a charming hamlet that beautifully combines suburban tranquility with a vibrant community spirit. Known for its picturesque landscapes and historical charm, this quaint town is a hidden gem just a short commute from New York City. With tree-lined streets, excellent schools, and a strong sense of community, Chappaqua is the ideal place for families and professionals alike.

One of the standout features of Chappaqua is its commitment to preserving its natural beauty and rich history. Residents enjoy access to numerous parks and nature reserves, making it easy to embrace an active outdoor lifestyle. The town hosts a variety of local events and farmers' markets, fostering a strong sense of community and connection among its residents.

For those seeking a home in this idyllic setting, Chappaqua offers a range of options under $1 million. Whether you're looking for a charming colonial, a cozy cottage, or a modern family home, the real estate market here has something for everyone. These homes often feature spacious yards, updated interiors, and the character that makes Chappaqua so appealing.

With its excellent public schools, vibrant downtown area filled with shops and eateries, and easy access to transportation, Chappaqua is more than just a place to live—it's a place to thrive. Discover the charm of Chappaqua and find your dream home in this delightful community today!

Newest Chappaqua Homes under $1 million

13 Deer Run, Chappaqua
$799,000
2 Beds ⋅ 3 Baths ⋅ 1070278 MLS
Move right into this beautifully renovated 2-bedroom condo in Chappaqua’s sought-after Old Farm Lake community! Bright and airy with soaring ceilings, this home features a spacious, open living and dining area, an updated eat-in kitchen with high-end stainless steel appliances, and two generously sized upstairs bedrooms, each with its own renovated en-suite bathroom. Recent upgrades include brand-new Andersen windows and sliding doors throughout and fresh interior paint. An attached one-car garage with interior access adds everyday convenience. Perfectly situated just a stones-throw from the clubhouse, pool, tennis and sports courts, and playground, enjoy resort-style amenities right outside your door! Low taxes, easy condo living, and a prime location minutes from downtown Chappaqua, Metro-North, schools, Whole Foods, and Chappaqua Crossing complete the package. Turnkey living in an unbeatable location—just unpack and enjoy!

13 Deer Run, Chappaqua
4 Hillside Place, Chappaqua
$829,000
3 Beds ⋅ 3 Baths ⋅ 1060556 MLS
Welcome to 4 Hillside Place, an extensively updated townhome in the desirable Apple Hill Farm community! This recently renovated 3-bedroom, 3-bath home located on a quiet cul-de-sac road offers an abundance of space and natural light, complimented by a private outdoor patio and access to Apple Hill amenities. Enter to a convenient mudroom area leading to a sunlit, open-concept living room with a wood burning fireplace, custom built-ins, and crown molding. The renovated eat-in kitchen, with hardwood flooring and granite countertops, gives way to a private bluestone patio surrounded by trees and shrubs, with a beautifully appointed Lord and Burnham mini-greenhouse with a mahogany workbench. Upstairs, an airy primary bedroom features a Juliet balcony, walk-in closet, and ensuite full bath, while a second bedroom boasts plenty of storage with a walk-in closet and a second full bathroom. The newly-built third bedroom is bright and spacious with recently-installed skylights. A dedicated office nook with a new window completes the upper level. A one-car attached garage and driveway gives additional space. In its entirety, 4 Hillside Place has been lovingly and attentively updated. This townhome is the only unit in the community with an attached mini-greenhouse, which can be used for a potted kitchen garden or for additional storage. Outside your doors, the Apple Hill Farm neighborhood shines with 37 beautifully maintained acres featuring walking trails, a pond, a tennis court, and a heated in-ground pool. Close proximity to downtown Chappaqua, Metro North, the Chappaqua Library, plenty of restaurants, parks, and shops. This special home, with so many recent upgrades, is not to be missed!

4 Hillside Place, 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
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.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

How much is your home worth?

Get instant property value now!