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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an experienced agent in this area.
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A private drive leads to your own secluded oasis. 35 Marcourt is a picture perfect colonial tucked away in a peaceful wooded setting located in the coveted Dodge Farm neighborhood. This home is filled with character, charm and architectural details making it one-of-a-kind. The classic center hall opens to both the formal dining room and a living room with a beamed ceiling, custom built-ins and a
- ELEVATED LIVING, LIGHT-FILLED DESIGN -This home has been transformed through a combination of new construction and thoughtful remodeling, blending classic Colonial proportions with a fresh, light-filled interior built for gracious living and effortless entertaining. The rebuild includes all-new HVAC, plumbing, and electrical systems and a full-house 25kW Generac generator. This lovely
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
Welcome to Timber Ridge, one of Mount Kisco's most desirable communities. Nestled in a tranquil wooded setting, this beautifully renovated end-unit townhome offers 2 bedrooms, 2.5 baths, exceptional privacy, and a peaceful side yard ideal for relaxing or enjoying the outdoors. The sun-filled main level features an inviting living room and dining area with a fireplace, a beautifully updated
SITUATED IN BEDFORD CORNERS! Welcome to 88 Pines Bridge Road, a beautifully appointed home in the sought-after Bedford School District, privately set back from the road and offering an ideal blend of quality, comfort, and convenience. Refined throughout with crown molding, custom cabinetry, granite kitchen and bath finishes, walk-in closets, and high-end appliances, the home features fully
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
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
A private drive leads to your own secluded oasis. 35 Marcourt is a picture perfect colonial tucked away in a peaceful wooded setting located in the coveted Dodge Farm neighborhood. This home is filled with character, charm and architectural details making it one-of-a-kind. The classic center hall opens to both the formal dining room and a living room with a beamed ceiling, custom built-ins and a
A Rare Opportunity in the Heart of Millwood. Lake life, privacy, Chappaqua schools, and the convenience of being minutes from the heart of Millwood. This unique property offers an exceptional opportunity to create your own retreat in one of Westchester's most desirable communities. Set back from the road on 0.55 acres of beautiful grounds, this four-bedroom Raised Ranch enjoys a wonderful sense
- ELEVATED LIVING, LIGHT-FILLED DESIGN -This home has been transformed through a combination of new construction and thoughtful remodeling, blending classic Colonial proportions with a fresh, light-filled interior built for gracious living and effortless entertaining. The rebuild includes all-new HVAC, plumbing, and electrical systems and a full-house 25kW Generac generator. This lovely
Welcome to this sophisticated carriage home at 17 Lila Lane, offering a rare blend of contemporary luxury and maintenance-free living within the prestigious Chappaqua Crossing community. The thoughtfully designed layout is anchored by a gorgeous chef’s kitchen, featuring a large center island with ample seating and a premium JennAir appliance package. Equally enticing is the coveted first-floor
Welcome to this beautifully situated townhouse in the highly desirable Riverwoods community, where tranquil woodland views and thoughtfully designed living spaces create the perfect retreat. Nestled against a picturesque backdrop of mature trees and a gently flowing stream, this home offers both privacy and natural beauty in an exceptional setting.The sun-filled eat-in kitchen is as inviting
A once-in-a-lifetime opportunity to own Maplehurst Farm, originally known as the Conklin-Chadeayne Farmhouse, an irreplaceable Antique Farmhouse Colonial estate dating back to the 1730s, nestled on five irreplaceable acres in the highly sought-after community of New Castle. Rich in history and timeless character, this extraordinary property preserves many of its original architectural details,
A rare opportunity to create a forever home on nearly 7 private acres in the Chappaqua School District. Rich in history, character and natural beauty, 82 Shingle House Road is a distinctive Millwood estate for the buyer who values land, privacy and potential over cookie-cutter perfection.Originally dating to 1762, the property has evolved over time and offers a unique combination of
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
Welcome to 109 Woods End Road, a beautifully updated 2-bedroom, 2-bathroom townhouse in desirable Chappaqua. The home features a renovated open-concept kitchen with a waterfall island, quartz countertops, and matching backsplash, bright living spaces, and a beautiful backyard perfect for relaxing or entertaining. Includes a one-car enclosed garage with basement storage and an additional outdoor
Welcome to 119 Edgewood Road in Ossining, NY—a spacious 4-bedroom home set back from the road on approximately one acre in a quiet residential neighborhood. Enjoy a covered front porch, hardwood floors, central air, and a well-maintained interior designed for comfortable living.The updated kitchen features granite countertops, stainless steel appliances, and a breakfast bar with seating
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,
Experience refined country living in this beautifully crafted custom modern farmhouse, ideally located just minutes from downtown Chappaqua, local shops, restaurants, and the Metro-North train station. Set on a level, private property, this thoughtfully designed home blends timeless charm with modern comfort.The main level features a spacious primary bedroom suite, offering the
Beautifully renovated second-floor 2-bedroom, 1-bath apartment just a short walk to the Chappaqua train station, downtown shops and restaurants. This light-filled home offers approximately 1,200 square feet of thoughtfully updated living space featuring hardwood floors throughout, a stunning designer kitchen with quartz countertops, stainless steel appliances, shaker cabinetry, subway tile
Imagine starting the morning with a stroll into the heart of Chappaqua for coffee, having the Metro North station just moments away, and returning home to the ease of condominium living complete with an inground pool and tennis courts. Welcome to Chestnut Oaks, an ideally located Chappaqua community offering convenience, space and wonderful amenities.This spacious one bedroom residence
Welcome to this well-maintained 2-bedroom, 2.5-bath condo townhome located in Millwood and within the Chappaqua Central School District. The main level offers an office, comfortable living and dining area, a functional kitchen, and a convenient half bath. Upstairs, you’ll find two bedrooms and two full bathrooms, providing plenty of space and privacy. Basement is fully unfinished and has plenty
This lovely 2 bed 2 bath end unit features an EIK with glamorous modern style quartz counters, bright open floor plan. Individual balcony. Storage closet. HW/heater, washer/dryer. Quality construction built by highly regarded local builder. Amenities of this architecturally inspired building include Access control intercom/security cameras. FOB. Steel & concrete frame, rock wool insulation. Pre
Be the first tenant to enjoy this stunning brand-new first floor apartment at Depot Plaza offering an unbeatable location directly across from the train station and some views of the Hudson River. Designed with a chic, modern aesthetic, this exceptional residence combines style, comfort, and convenience. The spacious open-concept living and dining area, beautifully finished with hardwood floors,
Welcome to this pristine 2-bedroom Cape Cod-style home , offering a versatile layout that effortlessly lives like a 3-bedroom. Exuding charm and meticulous care throughout, the residence features 2 full bathrooms and a convenient half-bath. Its center-of-town location puts local shops, dining, and community conveniences right at your doorstep, making it a perfect blend of style, comfort, and
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