luxury real estate for sale Pleasantville, United States

Build your dream home on over 2 acres in this peaceful, idyllic setting abutting the Hardscrabble Wilderness area, yet close to shopping, library, schools and highways. Wooded, varied topography, very private lot only minutes from both Briarcliff Manor and Pleasantville villages. The adjacent property was the 1937 House of the Year, first home in the area to have gas fuel and an architectural marvel. Lovely neighborhood, desirable location. Make it yours! Land like this in this district is hard to come by. BOHA required. Gas, electric, municipal water service on Dogwood Lane.

Welcome to stylish and sophisticated 5 bedroom, 4.1 bath, 4,800+sq ft colonial. This home sits on over 2.5 acres, set back from the road with a graceful approach enhanced by mature plantings and privacy. Step into a two-story foyer, formal dining room, formal living room, custom gourmet kitchen with chefs island and adjoining family room with stone fireplace. The second floor includes 2 primary suites, one with a wood burning fireplace, walk-in closets, jetted tubs, additional 3 bedrooms and bath. The lower level has doors to a 4 seasons room, den, full bath and endless possibilities.

Nestled on two-acres of lush, private landscape at the end of a serene cul-de-sac in the Byram Hills School district and in the lovely hamlet of Thornwood, this exquisite residence offers 6,331 square feet of warm, inviting living space and an array of outdoor entertainment areas set against a stunning backdrop of natural beauty only 36 miles from New York City. Lives like a six bedroom and is a two acre parcel in a one acre zone. The light and airy Chef's kitchen flows easily to the grand family room with 22' ceilings and oversized windows, the living room creates a warm ambiance at the heart of the home with original wood burning fireplace. Double French doors open onto an expansive deck overlooking the pool and private grounds for an enjoyable alfresco dining experience. Ascend to the upper level to take in the magnificent sunsets from the upstairs balcony adjoining the primary suite or indulge in the private sanctuary of the main spa bathroom, set thoughtfully apart from the four upstairs bedrooms. Explore your creative pursuits in the gatehouse studio or enjoy relaxed living in the gracious sunroom overlooking perennial gardens and flowering trees. On the lower level, the seamless connection between the generous wet bar, full gym and recreational room to the outdoor provides the ideal setting for effortless entertaining. Ready for summer here at 27 Sunset Drive! Discover refined living in this masterfully expanded and renovated five bedroom, 4.1 bath estate, perfectly balancing historic charm with modern comforts.Welcome home!

Fabulous modern home with an in-ground heated pool set on 1+ acres of beautiful property located on a desirable cul-de-sac in Briarcliff Manor. Upon entering this 4 BR, 5 1/2 bath home that lives like a 6 BR (perfect for home office/s), you'll be welcomed by spacious inviting interiors featuring airy and open spaces with high ceilings adorned with walls of windows, allowing an abundance of natural light to flood the home. Main level: An entry foyer, formal living room w/fplc, formal dining room, family rm w/fplc, eat-in kitchen. Second Level: Primary Suite w/dressing area, 3 additional bedrooms, 2 full hall baths. Walk-out Lower Level offers endless possibilities with a recreation rm, 2 additional rooms, 2 full baths, Sauna and more! Enjoy wrap around decks, a back-up generator, stream that borders the property and scenic views. Close to train, park, shops, country clubs and Rockefeller State Park. Embrace the opportunity to savor nature's scenery whether inside or out! Also available for rent. All showings must submit a pre-approval or proof of funds prior to viewing property.

Unique opportunity to own this convenient, in town, multi-use, four-floor building, zoned BR for business and residential use. The current configuration is a 3-story residential unit with a legal accessory apartment and 2 attached income producing retail/office spaces. A two-car attached garage and plenty of space in the rear provides ample parking. Town sewer hookup is accessible from street. Possibly the perfect mother-daughter home. Located within walking distance to downtown Chappaqua, close to town, trains and shopping. 50 minutes to NYC.

Indulge in the ultimate luxury living experience in this exquisite dream home, nestled within a private 4-acre botanical garden. This exceptional property is designed for entertainment and outdoor living, featuring resort-like amenities including an inground gunite pool with a spa, a hard-court tennis/pickleball/basketball court, and a personal 140+ yard par 3 golf hole complete with bunkers and multiple tee boxes for various shot perspectives. A country club experience, without leaving home. Step into luxury as you enter the main residence, spanning over 6,000 square feet across three levels, with 5 bedrooms, 4 full bathrooms, and a powder room. The first floor sets the stage for indoor entertainment with a massive, sun-filled great room, a large formal dining room, and a den set off the eat-in, chef's kitchen. The massive deck running the full length of the house seamlessly blends indoor and outdoor living, connecting you from the first level to the pool area down below. The finished lower level features a nice recreation area, an au Pair Suite with a full bath & shower, and is highlighted by a 4500-bottle wine cellar. The property also boasts a remarkable 1362-square-foot freestanding office, perfect for those who desire a dedicated workspace separate from the main house, above the detached 3-car garage. A perfect space for an office/game room/guest suite, equipped with a summer kitchen and full bath - ideal for work, play, entertaining, or hosting guests. A whole house generator ensures uninterrupted power supply, and every corner of this sanctuary exudes thoughtful sophistication, from the manicured grounds to the breathtaking vistas. This unparalleled estate offers a harmonious blend of work and leisure, making it truly one of a kind. Approx. FULL square footage = 7,388 including Studio above the garage Main House = 6,026sf Studio above Garage = 1,362sf

Experience refined luxury and casual elegance in this exquisite home located amidst the serene Whippoorwill neighborhood of Armonk. Lush and private, the 2+ acre property is set behind gates that are a picturesque backdrop to a private oasis. The amenity driven outdoor space was built for entertaining featuring a stunning saltwater pool & spa, expansive patios and decking, & fully fenced, park-like lawns. This exquisite home has been expanded & renovated to perfection offering relaxed contemporary living. The bespoke chef's kitchen is both beautiful & functional with state-of-the-art appliances, dual sided fireplace & breakfast area that opens to the expansive deck. The grand room provides a cozy gathering spot by the fireplace as well spacious everyday living, while a handsomely appointed dining room is perfection for holiday gatherings. A sumptuous primary suite with fireplace offers approximately 1750SF of private space including two dressing rooms, spa bathroom w/fireplace, office with wet bar, 2nd bedroom or office with ensuite bathroom and French doors out to a private deck. This 7 bedrooms home has room for all. Separate 1 bedroom apartment for guests or staff and a 5+ car garage for the car collector. An offering like no other.

Set on a sprawling 3.5 acre in an exclusive historic estate neighborhood of Briarcliff Manor, an award-winning school district, this home is not just a residence but a promise of a life well-lived. Embrace the opportunity to own a rare red brick grand colonial mansion, a piece of luxury, where every detail is a stroke of genius and every moment is an experience in grandeur. Step through the stately entrance and be greeted by an ambiance that exudes a European flair, with exquisite details that capture the essence of refined living, this home is designed for both grand entertaining and intimate enjoyment.The foyer sets the tone for a home that is both majestic and warmly inviting, leading to entertaining spaces in the formal living room and formal dining room, which are adorned with fine finishes and artisanal touches, offering a canvas for social gatherings or tranquil relaxation.The heart of the home is a gourmet kitchen, a culinary haven with top-of-the-line appliances and bespoke cabinetry, seamlessly transitioning to the family dining area adjacent to a bright and expansive family room. Retreat to the sumptuous primary suite, a sanctuary of luxury with a spa-like bath, dressing room, private deck, expansive views of the verdant grounds, and an adjacent oval room home office. The second floor presents an additional 5 bedrooms, 5 bathrooms, another home office and a second floor activity room, accommodates family and guests with equal opulence. The home's grandeur extends to the additional 2500 square foot lower level. A versatile expanse designed for a multitude of indoor activities: a putting green, an archery range, a gym, a sauna, a massive recreation room, an entertainment lounge that walks out to the yard, a grand wine cellar and its wine tasting room - this space is ready to cater to your lifestyle needs. Outside, the property's rolling yard is a testament to the home's seamless integration with its natural surroundings. The fully fenced oasis has the potential to construct a generous sized swimming pool and a pool house. Or, simply indulge in the private splendor of landscaped gardens, or host lavish outdoor soirees that leaves guests in awe.

EVERYTHING YOUR HEART DESIRES: FULLY REIMAGINED & RENOVATED 4 Bed, 2.5 Ba Colonial w. custom upgrades on a quiet quarter acre. Gracious foyer leads to expansive EIK/Living/Dining Great Room (new 2021). Glass sliders to patio/backyard for in/out door parties or relaxing while listening to birdsong. A large office/guest room & half bath round out the 1st fl, plus a sunny family room (up a few steps). The 2nd fl (added 2011) offers a primary suite w. walk-in closet, 3 more bedrooms, laundry room (& chute!). Addl 800 sq feet in unfin basement=storage or future possibilities. Fully owned solar panels, attached garage & space for 6 cars in driveway. Central Westchester convenience, Mount Pleasant schools. Skip on over & see: THERE'S NO PLACE LIKE HOME!

Charming colonial home nestled on 1.27 acres in Briarcliff Manor, offering serene pond views. This picturesque property boasts 3 bedrooms, 2.5 baths, and ample living space. The classic colonial architecture exudes timeless elegance, while modern amenities ensure comfort and convenience. Featuring a spacious interior with a thoughtfully designed layout, including cozy fireplaces, updated high-end kitchen, and elegant primary suite. Enjoy the tranquility of the expansive backyard with breathtaking views of the pond, perfect for relaxation and outdoor entertaining. Located in the esteemed Ossining school district, this residence offers a peaceful retreat while still being conveniently close to amenities and commuting routes. Full house generator, hardwood floors, walk-out lower level to expand this comfortable home or for endless storage are just a few additional perks. Experience the quintessential charm of colonial living in this idyllic Briarcliff Manor setting. Leased Solar Panels.

Boldly elegant 1930's manor in the Whippoorwill estates area. Periodic character is juxtaposed with contemporary flair creating a distinct luxury that is full of personality. The brightly renovated interiors feature perfect proportions and a sought-after layout for today's lifestyle. A welcoming entry hall opens up to an expansive slate terrace overlooking sweeping lawns and Armand Benedek-designed pool. The main level presents a grand living room, library, formal dining room, butler's pantry, kitchen with breakfast room and sun porch, and au pair suite. A wide staircase leads to the upper level offering a primary suite with dressing room, bath with steam room and sauna, four additional bedrooms, a guest wing, and sitting room. The lower-level great room and wine cellar create added space for stylish entertainment. Majestically set on three acres, with a gated entry on a cul-de-sac street plus a service entrance from Whippoorwill Rd. Close to downtown Armonk, highways and 45 mins to NYC.

Discover the epitome of possibilities and privacy in this unique retreat, nestled on over 4 acres within the prestigious Wampus Lakes Estates, just a stone's throw from downtown Armonk and a mere 10-minute drive to the Metro North train station. This contemporary masterpiece dazzles with its open floor plan, blending modern elegance with sun-drenched, spacious rooms and superior functionality. The heart of the home features a first-floor primary suite replete with multiple walk-in closets and a private office, complemented by a kitchen crafted for the culinary enthusiast. The family room, anchored by a chic wet bar and fireplace is bright and cozy. The beautiful double door entrance flows seamlessly into an elegant living room drenched with natural light. The second level is a testament to space and luxury, offering three sizable bedrooms, two full baths, a loft, and an additional office. This exceptional residence is further elevated by its expansive yard, offering an idyllic backdrop for outdoor activities and entertainment. The extensive private decking serves as an oasis for both entertaining and serene relaxation. A personal viewing is essential to truly capture the potential of this property.

Tucked away up a hill abreast the Hudson is the Liberty Knoll complex offering amenities and spacious townhouse living. This three story corner unit offers three exposures, a renovated kitchen, three and a half bathrooms, a private deck with hillside views, a finished walk out lower level, two sunny upstairs bedrooms, and an office alcove. You can fit three cars on the property, one inside of the garage and two additional in tandem in your private driveway. Additional parking available in the guest spaces for a monthly fee of $50. The complex offers a pool, clubhouse and reimbursement for Metro North train station commuting during the work week. Close to the Scarborough train station, shopping and across the street from the mighty Hudson River. Renting allowed upon approval with limited availability. Taxes include Village, Town/County & School true taxes without exemptions.

Welcome to the esteemed Whippoorwill Hills Gated Community, where luxury meets serenity. This residence epitomizes contemporary charm amidst a tranquil landscape, offering privacy and natural splendor. Inside, discover impeccable craftsmanship and modern design, an open floor plan seamlessly connecting each space. Featuring three bedrooms, four baths, and tasteful finishes, it exudes refined sophistication. Enjoy access to premier amenities, including swimming pools, a clubhouse, playgrounds, a tennis court, and convenience, with close proximity to transportation and the vibrant town center. A mere 10 minute drive to NWP train and 37 minute train ride to NYC. This property epitomizes maintenance-free living, eagerly awaiting to embrace you with open arms. Welcome home.

Coach Barn Hill - This unique stone carriage house, originally built for Moses Taylor, a 19th century merchant and banker, boasts year-round sunsets and views of the surrounding valley. Four architecturally significant structures surround a cobblestone courtyard enhanced with colonnades. The exquisite main building has been renovated with the finest materials including mahogany windows and doors, slate roof, copper gutters and variable width floors. The original Cypress ceilings have been fully restored. Other features include a new custom kitchen with handcrafted cabinets, a St. Vant custom limestone mantel, and a media room embellished with cashmere walls/ceilings. A primary suite, three additional bedrooms and lounge encompass the upper level. The matching 4,669 sqft southern building provides countless indoor opportunities with a large gymnasium on the main level and living quarters on the second floor offering a kitchen, living room, 4 bedrooms and 2 baths. The eastern building houses a spacious 4 car garage, and an additional structure, once utilized as kennels, now serves as storage. Perched on 3.3 lush, landscaped acres with a sweeping drive and located in the Chappaqua school district, within the Lawrence Farms East neighborhood, Coach Barn Hill is a rare property with hints of the past blended with the elegant elements of today's luxury lifestyles. Possible pool site. 50 minutes to NYC and close to Metro North train.

AO-no more showings. The Perfect Home. This custom built, four bedroom (lives like a six), five full and two half baths Colonial is set on 4.85 extraordinary private acres, professionally landscaped with specimen trees, shrubs, and lush perennial gardens in desirable Yale Farms. “Buongiorno!” Before entering the home, the imported Italian marble fountain welcomes you. The Entry Foyer features a 3-story ceiling, hi-lighting a fabulous Swarovski crystal chandelier. On the main level, the open floor plan with natural sunlight streaming in the windows and sliders, show off a sensational Gourmet Kitchen, Living Room, Dining Room, and Solarium. The sliders lead you to the spacious patio with a full outdoor kitchen. This overlooks the Gunite in-ground pool and pergola with it’s cascading water feature, and a fire-pit with natural stone surround and seating, - perfect for entertaining family and friends - The 2nd level boasts a luxurious Primary Bedroom with a fireplace, and a balcony which overlooks the private grounds. The ensuite bathroom with a Jacuzzi tub is relaxation at it’s best. Three family bedrooms in a separate wing, each have an ensuite bath. The laundry room is conveniently located on this floor. The 3rd level features a great room, with it’s own home theater and luxury seating for 11, a play area, full bathroom, and two private rooms, i.e: office, yoga room, reading room, etc. The lower level offers a large recreation room, powder room, secure storage, utility room, and access to the three car garage, which complete this home. Bordered by State property for added privacy. Close to Greenwich, CT restaurants and shops. An easy commute to NYC via Metro North or local highways, and convenient to Westchester County Airport. All of this and more in the Award Winning Byram Hills School District.

Step back in time with modern comfort! This captivating 1915 home, completely renovated in 2008, offers a perfect blend of historic charm and modern convenience. Original pine floors flow throughout the house, complemented by updated bathrooms, double pane windows, central air conditioning and a hot air heating system. Generator hookup and water softener installed in 2020/21. Unleash your inner chef in the well appointed kitchen featuring a beautiful high-end range and ample storage. Unwind in your private backyard oasis, featuring mature landscaping, perfect for entertaining. The communal driveway appears shared but is not. There are 3 parking spaces behind the home at the back entrance. The unbeatable location provides easy access to shops, restaurants, trails, the town pool, Westchester County Airport, major highways, and Metro-North Railroad. Don't miss your chance to own this charming Byram Hills gem!

Custom-built cedar and glass Contemporary, created by the prominent American architect Myron Goldfinger, combines drama with elegant lines, curves and understated details. The home's dynamic architectural design enchants and invites with its 40+ foot barrel foyer entry, floating staircase, walls of glass and artistic passageways both geometric and circular. The bright and airy open-flow floorplan on the first floor segues from the great room with dramatic two-story fireplace, full bar and dining room to the gourmet kitchen and breakfast room with greenhouse windows to the den or guest suite. The second level offers four bedrooms which include a luxurious private primary wing featuring a sauna and generous soaking tub. An elevator accesses all levels. Goldfinger's signature white interior walls afford attention to works of art on display. Multiple deck and terrace areas overlook 4+ splendid, landscaped acres with a Gunite pool, hot tub, flagstone patio, and Har Tru tennis court, creating this special spa-like retreat. First time on the market! Located in the coveted town of Chappaqua NY, just 50 minutes from NYC.

Modern waterfront Log Cabin sanctuary steps away from your own sandy beach on Quarry Lake, a pristine, deep, spring-fed lake. This breathtaking ground up, new build offers a Great Room with a soaring two-story stone fireplace framed with floor-to-ceiling windows which gaze at nothing but majestic water views. A custom kitchen, ensuite bedroom and powder room are also located on the main floor. The secluded primary suite encompasses the upper level, enhanced with its wraparound outdoor terrace. A finished lower level incorporates the playroom, laundry and a half bath. This nature enthusiast's paradise, on nearly 8 acres, offers amenities which include fishing, boating, swimming, and walking trails around the property. Three additional structures remain which include the original home and two outbuildings. Minutes to the airport, shopping and train station. Just a 40 min commute to NYC. Log cabin is approximately 65% complete.