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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GreatSchools:
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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
Set on an acre in the desirable Rolling Fields neighborhood and located within the highly sought-after Chappaqua School District, this well maintained home offers comfortable living with a flexible layout that lives larger than its 3-bedroom configuration. The main level features an inviting kitchen with stainless steel appliances and granite countertops, open to the dining area for easy everyday
Escape to your own private retreat on 3.44 acres of wooded land, where rustic charm meets modern comfort. This unique residence was thoughtfully expanded in 2005 and refined with modern luxuries while preserving its timeless character. The beautifully crafted, freshly painted 2,708-square-foot home offers 3 bedrooms and 4 bathrooms in a serene, nature-filled setting. Inside, you'll find a
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
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
Set on an acre in the desirable Rolling Fields neighborhood and located within the highly sought-after Chappaqua School District, this well maintained home offers comfortable living with a flexible layout that lives larger than its 3-bedroom configuration. The main level features an inviting kitchen with stainless steel appliances and granite countertops, open to the dining area for easy everyday
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
Escape to your own private retreat on 3.44 acres of wooded land, where rustic charm meets modern comfort. This unique residence was thoughtfully expanded in 2005 and refined with modern luxuries while preserving its timeless character. The beautifully crafted, freshly painted 2,708-square-foot home offers 3 bedrooms and 4 bathrooms in a serene, nature-filled setting. Inside, you'll find a
Welcome to 10 North Lane, a spacious 3-bedroom, 3-bath home offering 3,155 square feet of comfortable living in the heart of Chappaqua. Located within the highly acclaimed Chappaqua School District, this charming residence is perfectly positioned on a quiet, private cul-de-sac street just minutes from the Taconic Parkway, shopping, and the vibrant Chappaqua town center. Enjoy a beautifully level
Rare multi-residence property offering exceptional flexibility, income potential, and a picturesque setting on beautifully landscaped grounds with scenic views of a shared pond. Nestled among mature trees and expansive lawns, this unique offering features three separate residential structures situated on one parcel, creating an outstanding opportunity for investors, owner-occupants,
Exceptional new construction opportunity in the highly sought-after Chappaqua School District, currently being built with anticipated completion in August 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
Private access to the scenic North County Trailway, offering miles of paved trails for walking, running, and biking, is just one of the many highlights of this beautifully maintained home. Not to be missed, this sun-filled 3-bedroom, 3-bath raised ranch offers a comfortable layout ideal for both everyday living and entertaining. Set privately on over 1.3 level acres and screened from the road by
Welcome home to 281a Croton Dam Road. Nestled on a picturesque lot along scenic Croton Dam Road, this charming 3-bedroom home offers the perfect blend of character, comfort, and affordability. The thoughtfully designed layout features a convenient first-floor bedroom, ideal for guests, a home office, or one-level living, while two additional bedrooms are located upstairs. Filled with natural
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
The truly enchanting waterfront setting of this exceptional in-town 1930 Dutch Colonial is defined by sweeping views, lush landscaping, expansive flat yards and a pristine spring-fed duck pond. Meandering stone pathways guide you through beautifully curated grounds, revealing peaceful gathering spaces and quiet corners perfect for enjoying the storybook scenery. Just off the kitchen, a generous
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
Updated 3-bedroom townhouse at Old Farm Lakes in Chappaqua, a beautiful renovated condo near everything. First floor: foyer, powder room, updated kitchen with stainless steel appliances, and patio. Large dining/living room with a wood-burning fireplace. Office/den with a walk-out to the deck. Second floor: primary bedroom with a large walk-in closet, en-suite bath featuring a standing shower; 2
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.-
Bright contemporary 2-bedroom and 2-bathroom townhouse in desirable Chestnut Oaks. Enter through the foyer to the eat-in kitchen featuring a counter and stainless steel appliances. The formal dining area overlooks the sun-filled living room with vaulted ceilings, a wood-burning fireplace, and a sliding door to a patio and fabulous yard. Upstairs, you will find a bedroom and a full bath. Off the
Nargis RakhmatovaCompass Greater NY, LLC
$11,500 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
Welcome to this updated cape cod-style home zoned for Chappaqua schools. Unique property with well landscaped grounds on a quiet cul-de-sac in estate area. Multiple outdoor seating areas including large front patio and separate side deck. Gourmet chef's kitchen open to family room with fireplace and French door to outdoor deck. Large entertainment / living space and dining room also on main
Set far back from the road in a private and peaceful setting, this beautifully maintained home offers exceptional flexibility in the highly sought-after Chappaqua School District, just moments to town, Metro-North train to NYC, parks, shopping, and restaurants. Offering a flexible layout with 2 legal bedrooms plus additional office and bonus spaces that can live like a 3- or 4-bedroom home, this
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, with sliding doors leading to a patio. On cold nights you will enjoy the fireplace that is decorating the llvingroom wall. On the second floor is a large
Rare opportunity to summer at this one-of-a-kind, fully furnished home—an extraordinary retreat designed for effortless summer living and entertaining. Resort-style outdoor living takes center stage, with a heated saltwater pool, hot tub, and expansive, beautifully appointed patios creating an idyllic setting for carefree days and relaxed evenings. Set amidst lush, meticulously landscaped
Privately set on two beautifully level acres in Chappaqua’s sought-after Whippoorwill neighborhood, this sophisticated contemporary offers exceptional light, space, and seamless indoor-outdoor living. Thoughtfully updated and impeccably maintained, the home is surrounded by tranquil natural beauty with picturesque views from nearly every room. A dramatic open floor plan is enhanced by soaring
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