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$3,350,000
5 Beds 6 Baths 1023249 MLS
Welcome to one of Pleasantville's most exceptional luxury estates—a builder's own masterpiece where timeless elegance, impeccable craftsmanship, and sophisticated design come together in perfect harmony. Ideally located within the highly acclaimed Byram Hills School District, just moments from the charming hamlet of Armonk, this extraordinary residence offers over 7,000 square feet of thoughtfully curated living space designed for the most discerning buyer. From the moment you step inside, you're greeted by soaring ceilings, sun-filled interiors, and beautifully appointed living spaces that seamlessly blend everyday comfort with grand-scale entertaining. Every detail has been carefully considered, creating an atmosphere of refined luxury throughout. The home's versatile floor plan features five spacious bedrooms, including a desirable first-floor guest suite with a full bath—perfect for extended family, overnight guests, or a private executive home office. The spectacular primary suite is a private sanctuary unlike any other, offering a spacious bedroom retreat, expansive custom walk-in closets, and luxurious his-and-her spa-inspired bathrooms, providing the ultimate in comfort, privacy, and everyday indulgence. Designed for effortless indoor-outdoor living, the resort-style backyard is an entertainer's dream. Spend summer days relaxing beside the stunning in-ground pool and spa or host unforgettable gatherings beneath the covered patio, complete with built-in heaters, integrated speakers, and a fully equipped outdoor kitchen—allowing you to enjoy every season in style. The expansive walk-out lower level offers endless possibilities, whether you envision a state-of-the-art home theater, fitness center, game room, wine cellar, or additional living quarters. Its exceptional scale provides the flexibility to accommodate every lifestyle. Perfectly positioned in one of the area's most desirable neighborhoods, this remarkable estate is just minutes from Armonk's vibrant downtown, Metro-North, award-winning schools, fine dining, boutique shopping, parks, and convenient access to New York City.

15 Heritage Drive, Pleasantville

$1,499,000
3 Beds 3 Baths 1012440 MLS
Enjoy the best of Westchester living with a Pleasantville address in the highly sought-after Byram Hills School District. Just minutes from the Pleasantville Farmers Market, Jacob Burns Film Center, downtown Armonk, Chappaqua shopping, dining, and Metro-North, this beautifully updated ranch offers the perfect blend of convenience, privacy, and one-level living. The open-concept floor plan features hardwood floors, a stone fireplace, and a renovated eat-in kitchen with granite countertops, stainless steel appliances, custom cabinetry, and built-in seating. A stunning great room/tv room with 12-foot beamed ceilings, skylights, and sliding doors opens to an expansive deck, creating seamless indoor-outdoor living. The resort-style backyard is a private retreat with a heated saltwater pool (2021), new hot tub (2025), and mature landscaping. The primary suite offers a walk-in closet, radiant heated bath floors, and peaceful woodland views. Additional bedrooms, updated baths, a home office/library, laundry area, and a finished lower-level recreation space provide flexibility for today's lifestyle. Complete with a two-car attached garage and easy access to major commuting routes and the Pleasantville Metro-North station, this exceptional home delivers luxury, comfort, and convenience in one of Northern Westchester's most desirable locations.

15 Deerfield Lane S, Pleasantville

$4,300,000
4 Beds 8 Baths 983109 MLS
Set within one of Armonk’s most sought-after locations, this exceptional custom-built stone Colonial offers a rare combination of privacy, scale, and refined craftsmanship. Privately positioned behind a gated entrance on nearly five level acres, the property showcases sweeping lawns, newly designed landscaping, and breathtaking open vistas—creating an ideal setting for both everyday living and grand entertaining. A dramatic entry introduces the home’s impressive interior, highlighted by a striking double floating staircase and a sun-filled, two-story living room with radiant heated floors. The thoughtfully designed open layout seamlessly connects formal and informal spaces, offering both elegance and comfort. At the heart of the home, the chef’s kitchen flows effortlessly into inviting gathering areas centered around a timeless stone fireplace, with French doors leading out to an expansive stone patio complete with its own outdoor fireplace. The grounds are equally impressive, featuring a wide, usable backyard perfect for recreation or future enhancements, including an ideal pool site. Whether hosting large gatherings or enjoying a quiet afternoon, the outdoor spaces offer endless possibilities. Inside, the home features two luxurious primary suites—one on the main level and one upstairs—along with two additional bedrooms. Six full bathrooms and two powder rooms are beautifully appointed with high-end finishes, including marble baths, soaking tubs, and steam showers. The walk-out lower level is designed for both work and leisure, offering a spacious office, fireplace, home theater, and an elegant wine cellar. Additional highlights include radiant heated floors in select areas, abundant storage, and a heated three-car attached garage. Located just minutes from the heart of Armonk, with easy access to major roadways, Westchester Airport, and the North White Plains train station, this home combines serene estate living with everyday convenience. All within the award-winning Byram Hills School District.

3 Vincent Lane, Armonk

$3,600,000
4 Beds 6 Baths 953580 MLS
Get Ready for a New Construction Colonial in Armonk. This elegant Colonial home will offer 6,051 feet of sophisticated living space, including 4 spacious bedrooms and 5.5 bathrooms, with a 1200 sq ft unfinished, walkout basement. Set on a private 2.047acre lot and accessed via a private driveway, surrounded by trees and mature plantings, this property offers privacy, yet is minutes away from the boutiques and restaurants of downtown Armonk. The exquisitely designed home will have a dramatic entry/foyer with hardwood flooring, leading into a light-filled great room with a marble-surround fireplace. The formal dining room will easily seat 12 guests, ideal for dinner parties. The chef’s kitchen will include a center island, high-end appliances, custom cabinetry, quartzite countertops, and recessed lighting. Hardwood floors and LED recessed lighting will run throughout the home. The primary suite will offer two walk-in closets and a luxurious en-suite bath with a soaking tub, double vanity, radiant-heated marble/porcelain floors, and a spa-like shower with high-end fixtures. There will also be an office, flexible bonus space, and a second-floor laundry room. Enjoy outdoor living on the elegant terrace, complete with a fireplace and a gas line for grilling. The 3-car garage will include an electric vehicle charging station. This private yet convenient location is just 10 minutes to the Metro-North train station, 15 minutes to Westchester Airport, 20 minutes to Greenwich and 45 minutes to NYC. Located within the acclaimed Byram Hills School District. Optional upgrades include: Elevator ($50,000) Geothermal energy system (price upon request) Swimming pool (price upon request) Finished Basement (price upon request) Offered at: $3,600,000 (includes $1,150,000 land cost) Estimated construction time: 12–14 months Pre-construction is the perfect time to buy in order to personalize finishes and design elements to suit your taste.

32 - 05 Orchard Drive, Armonk

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.