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.
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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.
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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.
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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.
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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.
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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.
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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
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Rarely offered end unit, one bedroom condo located in the highly desirable Old Farm Lake community in Chappaqua, this home presents a unique opportunity to enjoy privacy, space, and outdoor living in a setting that combines convenience with a resort style lifestyle. The end unit positioning provides exceptional natural light throughout the day, creating a bright and welcoming atmosphere from the
Nestled on 2.4 rolling acres at the end of a quiet cul-de-sac, this four-bedroom, three-bath California Ranch offers privacy, serenity, and seamless indoor-outdoor living. The gourmet kitchen includes a built-in refrigerator, cooktop, granite island, and custom cabinetry, flowing into a sun-drenched family room with a wood-burning fireplace, vaulted ceilings, skylights, and an integrated living
A great place to call home, this raised ranch–style home sits on 0.52 acres and provides inviting living spaces in Ossining, just outside the town center. The foyer leads into a spacious living room with a large bay window that fills the space with natural light. An open layout leads into the formal dining room and continues into a four-season sunroom with oversized windows overlooking the
Immaculate townhouse in a desirable walk-to-town location close to shops, restaurants, and the train. Refinished maple hardwood floors, custom built-ins, and a fireplace define the main living level, highlighted by a dramatic wall of windows with sunset views. Newer Pella sliders open to a private deck for seamless indoor-outdoor living. Custom stair railings, upgraded solid interior doors, and
Location, Location, Location! Chestnut Oak Complex. Dramatic and bright townhouse with natural lighting. This 1 bedroom 1.1 bath plus huge Loft/Den is in mint condition. Updated kitchen with stainless-steel appliances. Living room with high ceilings, fireplace and wall of windows is combined with spacious dining area. Updated powder room on the first level. Huge primary bedroom with with two
Step into a story of timeless elegance in this enchanting 1920s village colonial, where the romantic allure of yesteryear meets the effortless luxury of modern living. Located in the heart of the village, this home offers a lifestyle of rare convenience—just a gentle stroll to vibrant shops, local cafes, and the morning train.Inside, the home whispers of its storied past through beautifully
Set back from the road on beautifully landscaped grounds, this inviting Colonial offers a rare combination of privacy and refined modern living within the highly sought-after Chappaqua School District. Thoughtfully designed and beautifully updated, the home features four bedrooms and could comfortably live as five, with three full bathrooms and generous, well-proportioned living spaces
Custom design your dream home in a seamless process with ZappiCo, Westchester County's premier Real Estate Developer! This luxurious home is to-be-built in the highly desirable Chappaqua school district. With 4 spacious bedrooms and 2.5 beautifully appointed bathrooms, this home will be meticulously crafted with the finest materials and attention to detail. As you enter, you will be greeted by an
Welcome to 26 Wallace Way — a standout residence in the coveted, sold-out Chappaqua Crossings Carriages community. Thoughtfully designed and impeccably finished, this first-floor primary bedroom home elevates townhouse living with refined interiors, dramatic architecture, and a setting that is both private and connected.The main level makes an immediate impression with a dramatic
Nestled privately back from the street, this stunning residence offers a seamless blend of indoor elegance and outdoor serenity. The heart of the home is an airy, open-concept first floor anchored by a cozy wood-burning fireplace and a renovated chef’s kitchen. This level flows naturally into a bright family room with exposures on three sides. This level also opens through sliders to an expansive
Welcome to your dream home! This bright 4-bedroom, 3-bathroom Ranch offers 1-level living on a serene and private two-acre lot. The property boasts abundant natural light throughout, creating an inviting atmosphere. Step into the expansive, renovated chef's kitchen with professional stainless steel appliances and a center island, which seamlessly flows into the great room with a vaulted ceiling,
Experience the art of living well in this extraordinary private retreat overlooking Heaptaugua Lake. Set on just under five acres, the property offers total serenity while remaining just minutes from Chappaqua’s quaint downtown, restaurants, Metro-North, and shopping. Enter through the gates and follow the sweeping driveway as it curves past the pool house and pool, passing a sweeping lawn before
Nestled in breathtaking natural surroundings, this modern architectural masterpiece by renowned designer Myron Goldfinger offers three levels of striking contemporary design. The residence features a soaring three-story curved ceiling, a dramatic floating staircase, and expansive open-plan living and entertaining spaces that frame the home’s private setting. The main-level primary suite provides
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
Welcome to the Jonathan Tompkins House, a true New Castle landmark dating back to 1750 where history and modern living intertwine. Ideally situated in the heart of Chappaqua and located within the award-winning Chappaqua School District, this fully furnished rental weaves centuries of New Castle’s past into its walls. Original hand-hewn beams and stained glass evoke timeless old-world charm,
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
Charming antique home ideally located in the heart of Chappaqua, just minutes to Armonk, Mount Kisco, major highways, and the Metro-North train station. Features include a bright white kitchen with stainless steel appliances, stone countertops, and tile backsplash, along with beautiful hardwood floors throughout. Enjoy the convenience of in-unit private laundry, private storage, and two driveway
Walk to town shops, restaurants, park, library, community garden, farmers market and commuter train from this conveniently located well established condo complex in the heart of Chappaqua. Bright, sunny, meticulously maintained ground floor one level unit is move-in ready and features a fireplace, patio, recessed lighting, renovated kitchen with quartzite counters, renovated bathroom and ample
Spacious, light filled townhouse close to restaurants, town and train. Features include a large great room with fireplace, walls of glass and sliders to large balcony. A kitchen, separate dining room , powder room and laundry complete the first floor. The 2nd floor offers a spacious primary with en suite bath and a 2nd private bedroom with en suite bath and loft space.2 assigned spaces and
Welcome to 82 Shingle House Road, a stunning 6.9-acre mini-estate tucked away on a quiet, tree-lined street in Millwood. This exceptional property offers an ideal blend of space, comfort, and natural beauty. The main residence features 4 bedrooms and 3.5 bathrooms, complemented by generous living areas and timeless charm. A fully renovated guest cottage sits above a 3-car garage, perfect for
Bright one=bedroom accessory apartment in Chappaqua. Open floor plan gives a spacious feel. Sliding glass door opens to large deck running the length of the unit. Enjoy beautiful vistas in this private setting. Heat, electricity, water, trash and snow removal included in the rent. Driveway parking available for one car. Home is equipped with a generator in case of power outage. No pets allowed.
Picture perfect center hall colonial. Ideal executive rental, walk to town and train. Living room with fireplace, dining room with sliders to large deck, and modern eat-in kitchen. Bedroom and full bath on first level, perfect for au-pair or guest suite. Primary bedroom with en-suite bath, featuring double sink vanity, jacuzzi tub and stand alone shower. Two more hall bedrooms, well-appointed
Welcome home to this completely remodeled three-bedroom apartment, set in a private multi-family home on over an acre of landscaped property, is available for rent. This bright & airy apartment features a living room w/stone fireplace, updated kitchen with granite countertops, tile backsplash & island with seating, dining room w/sliding glass doors onto an expansive deck & upper yard great for
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