Quiet suburbia, busy downtown and Metro-North service in New Castle
Set 39 miles northeast of New York, New Castle Township is a charming corner of Westchester County. "There's no one way to describe New Castle as a whole — it's the town and governing body of different districts," says Melissa Colabella, a Realtor at Compass Greater NY with over 11 years of experience. Much of the town's activity centers around the hamlet of Chappaqua, which offers a walkable downtown, community events and direct Metro-North service. The hamlet of Millwood is more residential, offering a quieter living experience. "You can live in a very private area, yet still be 60 minutes to Manhattan," Colabella says.
The Metro-North Station make New Castle Township ideal for NYC travel.
New Castle Township residents can indulge in fresh local coffee at Tazza Cafe.
1/2
No cookie-cutter homes in New Castle Township
New Castle Township's housing market is broad and varied. "There's a lot of history here in Westchester County," Colabella says. "But you can also find new construction and everything in between."Many single-family homes are Colonial Revivals, farmhouses or raised ranches, dating to the mid-to-late 20th century. Rather than traditional subdivisions, many homes are situated in secluded enclaves or along tree-lined roads with ample space between neighbors. Some properties feature manicured lawns, while others feel more naturalistic, framed by mature pines and native plantings, such as wild bergamot. On the outskirts of town, custom-built estates and renovated historic homes sit on multi-acre lots, often including amenities like private pools and multi-car garages. "None of these homes are cookie-cutter," Colabella says.Prices start around $450,000 and climb as high as $8.3 million. Most single-family homes sell between $700,000 and $1.2 million, while larger properties typically range from $1.3 million to $1.8 million, depending on size and features.
Classic homes line the streets of New Castle Township.
Large colonials sit atop hilly driveways in New Castle Township.
Craftsman style homes add charm in New Castle Township.
1/3
Chappaqua Central School District receives all A's from Niche
New Castle Township is part of multiple school districts, including Chappaqua Central School District, which is rated A-plus and ranked the second-best school district in Westchester County by Niche. Students in kindergarten through fourth grade may start at Douglas G. Grafflin School before moving to Seven Bridges Middle and Horace Greeley High — all are rated A-plus. The latter is a National Blue Ribbon School and boasts a successful athletics department, with numerous championship titles, including a three-peat of the NYSPHSAA New York State Swimming Championship from 2022 to 2024.
Douglas Grafflin Elementary School is an option for New Castle Township students.
Seven Bridges Middle School is the next step for students in New Castle Township.
1/2
Bagels, books and bunnies in downtown Chappaqua
While New Castle's neighborhoods are sleepy and peaceful, downtown Chappaqua is where the community really blossoms. "People go to socialize," Colabella says. "You're not going to find big-box stores — everything is mom-and-pop-owned." Mornings might start with artisanal coffee and cinnamon donut muffins from Susan Lawrence, or a stop by The Bagel Emporium of Chappaqua to pick up a dozen. For lunch, Green & Tonic offers vegan burgers and superfood smoothies for the health-conscious, while Pizza Station serves up indulgent specialties, including fried chicken pizza. Basso by PXK offers an elegant setting to enjoy housemade pastas and curated wines for a special night out. Frannie's Goodie Shop satisfies dessert cravings with over-the-top sundaes loaded with cake chunks.Downtown's also lined with everyday essentials and specialty shops, from fitness studios and barbershops to boutiques and longtime favorites like Scattered Books, home of the famous bookstore bunnies. "One of them is named ‘Meatball,’” Colabella says. Butcher cuts and pantry essentials are covered by Chappaqua Village Market, with Whole Foods nearby for a broader selection. On weekends, the Chappaqua Farmers Market includes farm-fresh treats, live music and family-friendly games. "It's not just a place to buy produce," Colabella says.
Find your next great read and meet bookstore bunnies at Scattered Books in New Castle Township.
Whole Foods in downtown New Castle Township makes grocery runs simple for all.
1/2
Sports at Gedney Park and adventures in Pruyn Audobon Sanctuary
New Castle's parks are lush and expansive, offering plenty of room to enjoy the outdoors. Gedney Park is a favorite, featuring baseball diamonds, a soccer field and dog-friendly hiking trails. In winter, the park's pond freezes for ice skating, and the hills fill with sledders. Near downtown, the New Castle Recreation Field is a go-to for picnics, with a playground and basketball court close by. Chappaqua Pocket Park feels like a hidden garden downtown, offering a serene setting to relax surrounded by foliage. For a deeper escape into nature, the Pruyn Audubon Sanctuary features wooded trails, a butterfly garden and an arboretum, where birdwatchers may spot eastern bluebirds.
Gedney Park is a fun option for outdoor activity in New Castle Township.
Chappaqua Pocket Park is a cozy park tucked away in New Castle Township.
1/2
Chappaqua Children's Book Festival and annual tree lighting
New Castle Township maintains a steady calendar of community events, many of which are centered in Chappaqua. In September, the Chappaqua Children's Book Festival invites dozens of authors to town for Q&As and storytime. "People can explore different books, meet the author … and get their kids excited about reading," Colabella says. Residents also look forward to seasonal traditions, such as the tree lighting at the historic Greeley House, accompanied by carolers and Santa.
Commuting to NYC via the Taconic State Parkway and Harlem Line
Most residents drive to get around New Castle Township, and the Taconic State Parkway grants direct access to NYC. Commuters may also take the Harlem Line from Chappaqua station into the city. Downtown is pedestrian-friendly, featuring sidewalks, bike lanes and Bee-Line bus stops. Northern Westchester Hospital is 5 miles away. Westchester County Airport is a 10-mile drive, and LaGuardia Airport is 34 miles away.
The Chappaqua train station services north and southbound travelers in New Castle Township.
LaGuardia Airport is the closest option for air travel out of New Castle Township.
1/2
Written By
Travis Rocha
Photography Contributed By
Chris Mantz
Video By
Emily McNamara
Interested in learning more about homes in this area?
Reach out to
Yin Chen,
an experienced agent in this area.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
Welcome to this lovingly updated home at 88 Pines Bridge Road, offering the perfect blend of charm, space, and future potential. Featuring 4 oversized bedrooms plus an additional den ideal for a home office, guest space, or playroom, this home has been thoughtfully maintained and updated for comfortable living.The home boasts beautifully updated bathrooms with stylish finishes and modern
Hidden behind a storybook cobblestone drive and set across 45 breathtaking acres in the heart of the Hudson Valley, this extraordinary 1932 Tudor estate is the kind of property that rarely comes to market - a true legacy compound offering cinematic beauty, complete privacy, and effortless access to Manhattan. For the city buyer dreaming of a refined countryside escape without sacrificing
Best value in the Award Winning Chappaqua School District! Set on an acre in the desirable Rolling Fields neighborhood, this well maintained home offers comfortable living with a flexible layout that lives larger than its 3-bedroom configuration. Updated in 2013 with, new roof, new windows, new mechanicals, kitchen and bath renovations. The main level features an inviting kitchen with stainless
This distinctive Teatown compound made for gatherings and entertainment blends timeless craftsmanship with modern livability offering seclusion without sacrificing proximity to trains, parks, and major highways. Tucked at the end of a quiet cul-de-sac, this exceptional estate offers rare privacy on more than 3 picturesque acres while remaining conveniently close to everything. The stunning
Smartly updated, multi-level home offers room for everyone. Living room with wood-burning fireplace. Transom windows frame the entries to the thoughtfully designed eat-in kitchen with wood cabinetry, Miele induction cooktop and in-wall convection oven, Bosch refrigerator/freezer and dishwasher, GE microwave and granite counter tops, which adjoins the family room with slider to the deck on one
Why wait for vacation when you can enjoy a retreat-like lifestyle every day?This exceptional, fully renovated Colonial with farmhouse charm is a rare Sears Roebuck Kit House circa 1927, seamlessly blending historic character with modern comforts. Thoughtfully updated throughout, the home features central air conditioning, remote-controlled blinds, renovated baths, and hardwood floors that
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
Nestled on over an acre of beautifully landscaped grounds in the highly sought-after Chappaqua School District, this exceptional residence offers a rare blend of privacy, craftsmanship, and versatility. Behind a gated entrance, mature specimen plantings, expansive lawns, and a tranquil natural setting create a true private retreat just minutes from downtown Chappaqua and Metro-North. Thoughtfully
Set on a level .64-acre property along one of Chappaqua's most sought-after neighborhood streets, 9 Oak Hill Road is a beautifully updated 4-bedroom, 3-bath Raised Ranch that offers spacious, light-filled living in a peaceful natural setting. A covered front porch welcomes you into an entry foyer, where a short mezzanine staircase leads to the main living level. Here, a gracious living room with
Exceptional new construction opportunity in the highly sought-after Chappaqua School District, currently being built with anticipated completion this Fall 2026. Early buyers will have the rare chance to customize many of the final finishes and tailor the home to their personal style. This thoughtfully designed home offers 4 bedrooms and 5.1 bathrooms, with a highly desirable layout that lives
***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
Some homes have good bones. This one has great ones in a private setting. Nestled in Chappaqua's beloved Seven Bridges neighborhood, this 1934 Colonial sits on nearly three-quarters of an acre where tree-lined streets and a true sense of community appeal to buyers who embrace Chappaqua and remain for years. Original hardwood floors, a wood-burning fireplace, crown molding, and a screened porch
Tucked at the end of a quiet cul-de-sac, this exceptional estate offers rare privacy on more than 3 picturesque acres while remaining conveniently close to everything. The stunning grounds showcase a harmonious mix of wooded areas, meandering walking trails, expansive lawns, curated gardens, and beautiful stonework, all connected by a thoughtful network of driveways, pathways, and steps. Multiple
Wilder Balter Partners, Inc., Hudson valley's premier developer of luxury homes has written a new chapter for the iconic reader's digest building. The four-story structure has undergone an unprecedented renovation, and the finished product embraces the nostalgia of the old media empire's headquarters with the extravagance of contemporary housing. Chappaqua Crossing Apts is now open! Please call
This beautifully maintained 2017 stand-alone modern home offers privacy, space, and upscale living on just under an acre of level property. Featuring 4 bedrooms and 3 full bathrooms across 2,950 square feet, the home is thoughtfully designed with hardwood floors and an open-concept main level ideal for both everyday living and entertaining.The expansive living room flows seamlessly into a
Fully renovated 2 bedroom, 2 bathroom duplex condo close to Chappaqua train station. Unit includes one car enclosed garage space and storage space under the unit, plus additional exterior parking space. Access included to the condominium's community pool, tennis courts, and gym.
Modern Farmhouse - Prime Location! Experience luxury living in this newly constructed custom-built modern farmhouse, Mere minutes from downtown Chappaqua and the train station. Situated on a beautiful flat yard, this meticulously crafted home offers the epitome of comfort and style.Key Features:- Spacious first-floor bedroom, providing luxurious comfort and convenience.-
Charming Village Rental with outdoor space in Chappaqua! Step into the timeless charm of this 2-bedroom, 1 -bath rental nestled in a classic Chappaqua home, where character and comfort come together in one of the area's most convenient location. Just a short distance from the village, you'll enjoy easy access to local cafes, restaurants, boutique shops, parks, and the Metro-North train station,
Patricia DelVecchioWilliam Raveis Real Estate
$10,000 per month
Stunning Updated Home with Private Pond Views in Chappaqua
Nestled on a beautifully landscaped property, this exceptional home offers the perfect blend of tranquility and convenience. Featuring an airy open-concept layout across three levels, the residence is filled with natural light and scenic views throughout.The beautifully renovated eat-in kitchen and dining area include radiant heated floors and flow into the spacious living room, where
Beautifully updated and move in ready! This spacious home offers flexibility, comfort, and style. Featuring 3 bedrooms and a versatile office/den on the main level that can easily serve as a 4th bedroom, guest room, or work-from-home space. The updated kitchen opens seamlessly to the main living and dining areas, while hardwood floors and renovated bathrooms add timeless appeal throughout. Step
Second-floor, one-bedroom apartment with a cathedral ceiling located in downtown Chappaqua, NY. Easy walk to Village amenities and NYC metro train. The kitchen and bathroom were recently updated. Living Room / Dining Area with a cathedral ceiling and oversized palladium window. Vinyl flooring throughout. Heat and water are included in the rent. The building offers a common laundry room for
This spacious bi-level apartment is in Chestnut Oaks Condominium located just half a mile from the train station and downtown shops. It is bright and open with high cathedral ceiling. Kitchen, living room and powder room are on the main level. On cold nights you will enjoy the fireplace that is decorating the lvingroom wall. On the second floor is a large loft with sliding doors to a balcony.
Spacious Townhouse in the heart of the village. Possible 3rd bedroom on entry level. Unit in excellent condition. Kitchen is new - new cabinets, floor, countertops and stainless appliances. Great space; walking distance to the Village, Train, Shops and Schools. Exceptional space in the heart of Chappaqua. 1 Car Attached garage.
Unparalleled opportunity to attain one of the only 2 exceptional apartments in the corner turret at the newly constructed building in the heart of Chappaqua. Quality construction by a highly regarded local builder. This apartment features a stunning octagonal living room/dining room, 2 bedrooms and 2 full baths/ADA shower. Glamorous modern styling quartz counters, island open to bright open floor
Local Logic measures the walkability, access to public transit and bikeability of any address. CAP Index provides objective, accurate, and consistent data to help measure, compare, and mitigate crime risks.
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. Our sources include: Accuweather, Public Records and Neustar. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
