luxury houses for sale Pleasantville, United States

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.

Beautiful views of Long Island Sound throughout, this unit has one of the best locations in this desirable waterfront community on Rye's Milton Point. Completely renovated less than 15 years ago with a bright and spacious open plan, the kitchen is eat-in and connects to a formal dining room that steps down to a cozy living room with fireplace and sliders to a private garden patio. The 2nd floor primary suite has an ensuite bath and dressing area, a walk in closet and private deck overlooking Long Island Sound. The second floor also has a second bedroom, hall bathroom, roomy alcove (currently being used as an office) and upstairs laundry. A chance to come home to a place by the water with professionally-landscaped lawns and gardens, a promenade and a pool overlooking Long Island Sound, plus water access for paddle boarding and kayaking. Not to be missed.

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.

Incredible opportunity in Chappaqua for a refreshing new build with the convenience of in-town living, where you can walk to town and train. This state of the art offering is under construction by esteemed builder Steven Tavolacci of Tavo Development, collaborating with highly regarded architect Teo Siguenza. A serene setting, overlooking Duck Pond, offers open concept living with highlights that include a pass-through fireplace between the Living Room and Family Room, an office/library with access to the screened porch and large gourmet Kitchen with Dining Area. The second floor provides a private spacious primary suite with a sitting room, dressing room and a large bath. Two additional ensuite bedrooms, laundry and bonus room complete this level. The finished lower level offers additional space for recreational enjoyment. This three bedroom home, which lives like a four bedroom, has a projected hookup to sewer within the year. Minutes to Chappaqua, highways and a 50-minute drive to NYC. Convenient to all. Projected completion date is Aug-Sept 2024. Be in for the new school year!

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.

Welcome home! 14 Lorenz Drive offers a spacious, picturesque setting and is conveniently located near the Valhalla train station, shops, and restaurants. The home is set back, showcasing beautiful lawns, and features a large deck perfect for enjoying morning coffee or summer evenings. Inside, this Raised Ranch layout includes 3 bedrooms and 2 full baths on the first level, including a Primary Bedroom with a full bath. The main level also offers a large kitchen, dining area, and formal living space with a great flow. The lower level boasts a large recreation room and 2 bonus rooms, with the storage room easily converted into an office. Lower level also offers a laundry room. This home also includes access to a large 2-car garage.

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.

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.

Location, Location, Location...on the Majestic Hudson River! Situated in the desirable Scarborough area of Briarcliff Manor, this home boasts spectacular unobstructed views of the Hudson River, providing breathtaking scenery with direct views of Hook Mountain and serene surroundings. This Center Hall Colonial sits on a generous .90-acre lot, offering ample space for outdoor activities and relaxation. The interior features five bedrooms and 3 1/2 baths, providing plenty of accommodation for families or guests. The main level comprises a living room, dining room, dine-in kitchen, family room, bedroom/office, and a full bath, offering a perfect flow for everyday living and entertaining. On the 2nd level you will find the Primary Suite with full bath, 3 additional bedrooms and hall bath. The walk-out lower level, spanning over 1330+ square feet, offers versatile space that can be tailored to suit various needs, such as a gym, office, or recreation area. Residents can savor magnificent sunsets from the comfort of their own home, enhancing the overall ambiance and appeal of the property. The area offers a wealth of amenities, including the Rockefeller State Park Preserve, Briarcliff Village Recreation, Stone Barns Center, and various historic sights, providing opportunities for outdoor recreation and cultural enrichment. This location provides easy access to Metro North train services, convenient shopping and Sleepy Hollow Country Club. Overall, this property presents an enticing combination of scenic beauty, functional space, and convenient location, making it an ideal choice for those seeking a tranquil yet accessible lifestyle!

Stately stone and brick Colonial sited majestically on 1.75 acres in the coveted Sands Mill Estates of Armonk. No expense had been spared, with exceptional attention to details including 10' ceilings, a two-story entry foyer with sweeping circular staircase, custom millwork and grand public spaces. All the boxes are checked on this one: Fab primary suite with sitting room and steam sauna, 4 additional upper-level bedrooms, first floor guest or au pair suite and a four-car heated garage. An additional 3,300 sqft in the expansive lower level offers a professional grade theater, bar, 2,500 bottle wine cellar, gym and rec-room with fireplace. A gracious gated entrance segues to a welcoming courtyard with forever vistas, providing the You have arrived moment every time. A lushly landscaped backyard with heated pool, outdoor kitchen and a tree house overlooking it all, complete the outdoor recreation. Minutes to shops and restaurants in downtown Armonk. Close to highways and trains. 55 mins to NYC.

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.