luxury house with pool for sale Chappaqua, United States

Steeped in local history and once owned by the Gilded Age Van Cortlandt family, gracious Rose Lodge is an inviting and beautifully restored historic estate—not landmarked—offering modern living and exceptional privacy on 17.9 acres. The property enjoys sweeping views across a perfectly sited in-ground pool, terraced gardens, expansive flat croquet lawn, and private lake, creating a serene country setting less than an hour on the express train from NYC. The main residence features a warm and welcoming checkerbox marble foyer opening to elegant formal rooms, and flowing to a cozy bar and family room overlooking the grounds through walls of windows. A sparkling chef's kitchen, convenient butler's pantry, and finely restored period details make the home ideal for both everyday living and entertaining. Upstairs, there is extensive accommodation, including a spacious primary suite with elevated views of the private lake, along with three additional bedrooms and multiple baths. A generous home office and dedicated home theater provide exceptional flexibility for work and leisure. The uppermost floor offers two more expansive bedrooms, or flex space for a creative studio. Beyond the main residence, the estate includes a 5-car garage connected to a stables complex by an elegant breezeway. An additional and completely remodelled 1-bedroom apartment above the stable wing, and a charming separate 2-bedroom stone cottage provide versatility for guests, multigenerational living, or rental/Airbnb income. Landscaped grounds with nature paths, sweeping lawns, and exceptional stonework make this a true retreat. Located in the quaint riverfront community of Ossining, known for its scenic Hudson views, vibrant downtown, and abundant parks and trails, this property offers a rare opportunity to own a thoughtfully preserved and modernized Hudson Valley estate.

Welcome to this stunning 5 bedroom, 4.5 bath Colonial offering 4100 square feet of beautifully designed living space in the sought after Estates neighborhood. Set on a professionally landscaped .90 acre property, this light filled home combines classic elegance with modern comfort. A circular driveway and 3 car garage create a grand first impression. Inside, the open floor plan is perfect for today's lifestyle with a spacious kitchen flowing seamlessly into the inviting family room which features a gas fireplace- ideal for everyday living and entertaining. A convenient powder room and a private au pair/guest suite just off the kitchen provide flexibility for visitors or extended family. A rear staircase adds both charm and functionality. Upstairs you'll find four generously sized bedroom filled with natural light, offering comfort and space for everyone. The large walkout lower level provides space for abundant storage. Step outside to enjoy your backyard retreat with an in ground pool and large terrace. Located in the highly regarded Byram Hills School District and just minutes from shopping and the train, this exceptional home offers the perfect blend of space, style and convenience.

Set majestically on nearly three gated acres in Armonk’s coveted Wrights Mill Estates, this extraordinary hand-cut stone manor with over 12,000 sq ft of classic architecture, artisan craftsmanship, and resort-caliber living. A breathtaking foyer leads to the two-story great room with an impressive window wall and fireplace. A richly paneled study and sunlit conservatory offer space for dual home offices. A family room, dining room, chef’s kitchen with pantry and breakfast room, complete the main level. The upper level offers a grand primary suite, a luxurious retreat featuring a fireplace, dual spa baths, separate dressing rooms, and a third-floor private wellness space with sauna. Additionally, upstairs, four ensuite bedrooms, laundry room and den are joined by a dramatic enclosed bridge leading to a private guest wing. The lower level rivals a private club with lounge, wet bar, wine cellar, theater, gym, hot yoga studio, bedroom, bath and second laundry. Outdoor amenities are designed for both relaxation and entertaining, featuring a beautifully integrated pool, an independent spa, expansive terraces and patios and a built-in outdoor grill. The flat, beautifully manicured grounds are complemented by an elegant courtyard with eight garage bays providing generous space for prized automobiles and collections alike. Combining timeless-inspired grandeur with modern luxury, this remarkable estate presents a rare opportunity to enjoy a private country-club lifestyle just minutes from downtown Armonk and Greenwich, with convenient access to New York City. A truly exceptional opportunity for the most discerning buyer.

This distinctive four-bedroom, four-bath home in the Heart of Pocantico Hills features a New roof (January 2024), Brand New Primary Bath (January 2026). The chef's kitchen opens to a captivating Great Room, highlighted by exquisite woodwork and soaring vaulted ceilings—a stunning centerpiece for entertaining or relaxing. The main floor also includes a sun-filled home office, a screened-in porch, and a full bath for added convenience. Upstairs, the Primary Suite offers a serene retreat complete with Newly renovated full bathroom with a spacious walk-in shower, sleek glass doors, and an elegant double vanity, two cedar walk-in closets, and abundant storage. Set on pristine private grounds, this home enjoys easy access to the Rockefeller State Preserve, where scenic trails and outdoor recreation abound. Residents of Pocantico Hills also benefit from exceptional community amenities, including a pool, tennis courts, and access to Pocantico Elementary and Middle Schools, with choice of Pleasantville, Briarcliff, or Sleepy Hollow High Schools.

Seize this rare opportunity to own an iconic estate rich in history, dating back to the 1890s. This distinguished property, known as The Manor House, was built for and live in by Walter Law, the founder of The Village of Briarcliff Manor. Constructed on Brier Cliff Farms, originally acquired from James Stillman, then-President of National City Bank (now Citibank), the estate at 139 Scarborough Rd exudes a blend of historical charm and opulence. Spanning over 9 acres, the expansive 15,000+ sq. ft. residence features 14 bedrooms, 7.1 bathrooms, a private entertainment hall, a bar, an atrium, and an indoor pool, all highlighted by distinctive architectural elements. The wood paneling throughout the estate, imported from The Baxter Church in England, has been meticulously preserved. In 1928, The Manor House served as a clubhouse for the Metropolitan Masons with a golf course on property and was once the venue for a notable boxing match between Jack Sharkey and Carl Brisson in the early 1930s. Designed with input from the Olmstead Brothers, renowned landscape architects behind Manhattan's Central Park, the estate still features remnants of their work, including waterfalls, retaining walls, statues, gazebos, and greenhouses. Neighbors to the Manor House have included prominent families such as the Rockefellers, Shepherds, Speyers, Macys, Webbs, and Astors. This is a rare opportunity to restore and own a significant piece of history. Don't miss the chance to make this extraordinary estate your own. Additional Information: HeatingFuel:Oil Above Ground, Property being sold As-Is.

Set on nearly seven private acres on coveted Sarles Street, 55 Sarles is a refined Colonial offering exceptional scale, design, and resort-style living. Built in 2006, renovated in 2023 the residence spans over 7,200 square feet of sophisticated interiors with soaring ceilings, elegant formal rooms, and a dramatic two-story family room anchored by a fireplace. The new chef’s kitchen is beautifully appointed with custom white oak cabinetry, an oversized island, and a seamless flow to the casual dining and outdoor entertainment. Four bedrooms on the upper level include a luxurious primary suite with spa bath and dressing rooms with a bonus room, movie theater and full bath. The finished walk-out lower level features a gym, rec room and wine cellar. Outdoors, expansive level manicured grounds showcase a heated pool with spa and auto cover and a covered outdoor living room complete with kitchen, fireplace and TV. Additional amenities include a generator, fenced in backyard and irrigation system. Located adjacent to 250 acres of hiking trails in the Eugene and Agnes Meyer Nature Preserve. Moments to Armonk Village, schools and highways. 50 minutes to NYC. An ideal setting for privacy, entertaining, and everyday enjoyment.

Gracious Brick Georgian Colonial, nestled on 2 resort-like acres with a gated drive, was designed for an elevated living experience. Throughout the home are generously sized spaces that seamlessly combine a sophisticated floorplan, perfect for everyday functionality, with tasteful finishes. The two-story grand foyer, anchored by a sweeping staircase and bathed in natural light, creates a striking first impression. The chef’s kitchen is a showstopper with exposed wood beams, custom cabinetry, high-end appliances, center island and adjacent service pantry with ample storage. An elegant arched opening leads you to the family room with stone fireplace and French doors out to an expansive deck. A warm home office with custom paneling and fireplace offers an additional space for work or study. The upper level boasts a primary suite, the crown jewel of this home, featuring tray ceilings, a dressing room with center island, and a truly magnificent spa-inspired bathroom complete with a sauna, soaking tub, and walk-in shower. 3 additional ensuite bedrooms, plus a bonus room complete this level. The lower level is for entertaining with a media room, bar, state-of-the-art gym, and a spectacular 3-season porch that leads to the patio and pool area. Outdoors showcases specimen plantings, stone walls, a heated Gunite pool and outdoor kitchen, perfect for relaxation and entertainment. Minutes to Armonk town center, schools and highways. 50 minutes to NYC.

Nestled in a quiet neighborhood, this spacious townhome offers the perfect combination of comfort, convenience, and privacy. The open-concept living and dining area is filled with natural light and features sliding doors leading to a private deck-an ideal spot for morning coffee, outdoor dining, or simply relaxing in a peaceful setting. The large eat-in kitchen offers ample space for cooking and gathering, featuring extensive cabinetry and room for casual dining. Upstairs, you'll find three generously sized bedrooms, including a primary suite with its own private bath with a large soaking tub-a perfect space for unwinding at the end of the day. The finished walkout lower level adds exceptional versatility, including an additional bedroom, a full bathroom, and a spacious recreation room with direct access to a private outdoor space. This gives you the flexibility to create an area for guests, a home office, or an extended living space. A two-car garage and an unbeatable location directly across from the complex clubhouse, pool, and playground make it easy to enjoy all of the community amenities just steps from your front door. This beautifully maintained home offers abundant living space, thoughtful features, and a tranquil setting making it an exceptional opportunity to enjoy easy townhome living at its best.

Iconic stone estate on nearly five level acres with sprawling lawns, three bedroom guest cottage, two bedroom caretaker's barn and 50' pool. This home offers six+ bedrooms, nine baths and room for everyone. Entertain on a grand scale with your very own ballroom with 20'ceilings, dining room that seats 22 and beautiful formal rooms. Enjoy smaller family gatherings in the expansive kitchen, family and garden rooms, parlors or library. Twelve foot ceilings, gorgeous herringbone floors, incredible moldings and original details throughout the house. This estate has many updates including a new, super cost efficient Geothermal HVAC system, whole house generator, well pump, water filtration system, 7 new baths and much more. This remarkable residence provides a sense of seclusion while still being conveniently located near all amenities and only 50 minutes to Manhattan.

Buxton Pond Farm, tucked quietly along a country Lane just minutes from the train, shops and schools of Bedford Hills, is a rare offering. Set on 11 pastoral acres surrounded by historic stone walls with sweeping lawns, mature trees, established gardens, and open pastures for animals, this beautiful farm offers a lifestyle rooted in nature, security, and sustainable living. At the heart of the property stands a graciously preserved Colonial residence, rich in character and warmth with 6 bedrooms, 5 full bathrooms, 1 powder room, wide-board pine floors and original fireplaces. The grounds are a sanctuary of their own. The main home is complemented by a remarkable collection of historic outbuildings including a barn with a two bedroom residence for staff, guests or extended family, a greenhouse, an antique chicken house, a pond, and a stunning pool, creating a true family compound designed for gathering, growing, and generational living. This enchanting estate captures the essence of Bedford's timeless beauty, where sweeping open lawns and distinguished Colonial architecture come together to create an unparalleled sanctuary of elegance and tranquility, all just minutes from the 87-acre Buxton Gorge Preserve. A legacy property of enduring grace, just 40 miles from Manhattan.

This spectacular limestone French Manor estate sits on 10+ acres on Converse Lake with 100'+ of lakefront in exclusive Conyers Farm, a guard gated community and private security. Custom designed for the current owners by architect James Davis, this meticulous home features impressive attention to detail. The main & garden level of the home are ideal for entertaining with an oversized great room, music room, formal living and dining room with double-sided fireplace. Many rooms open onto the terraces overlooking the lake and pool. The master bedroom suite is comprised of 4 rooms; sleeping room, 2 sitting rooms with a balcony and luxurious onyx bath. The four finished floors of living space feature 8 bedrooms, 11 full baths, 2 powder rooms, a full gym, indoor half basketball court with NBA 3-point line, a steam room, home theatre and every modern amenity. The grounds include a heated pool & spa, golf green & playground. There is a separate pool kitchen with dining area and changing rooms.

Nestled on 4.09 acres in Greenwich, CT, this breathtaking 8-bedroom Georgian Colonial estate offers unparalleled elegance and privacy. Commanding spectacular big sky views from its perch 560' above sea level, the property features exquisite formal gardens, and pool. Inside, grand-scale rooms with soaring ceilings, masterful stonework, elegant millwork, and arches create a luxurious atmosphere. Highlights include a Beverly Ellsley gourmet kitchen, cherry library, solarium, and expansive living areas. The primary suite boasts two dressing rooms, spa baths, and a sitting room. A true modern-day ''Great Estate,'' just an hour from NYC.

Set along prestigious Round Hill Road in backcountry Greenwich, this new construction estate offers a rare opportunity to create a modern country retreat of exceptional scale and refinement. At approximately 14,000 +/- SF with 7 bedrooms, the residence blends classic Greenwich architecture with a more contemporary sense of light, glass, and indoor-outdoor living. Plans include gracious formal and informal living spaces, a dramatic entry, private library, expansive kitchen, first-floor guest suite, elevator, and finished walkout lower level with golf simulator, wet bar, wellness gym, and cold plunge. Outdoor amenities include terraced landscaping, stone walls, a 20x40 pool with integrated spa, and a separate pool house with kitchenette, bath, and fireplace. Unique opportunity to customize select finishes and layout while in current stage. Renderings, plans, specifications, and features subject to change. A singular offering for those seeking a generational Greenwich estate with privacy, provenance, and architectural permanence. Merrit to Round Hill Road

Set along prestigious Round Hill Road in backcountry Greenwich, this new construction estate offers a rare opportunity to create a modern country retreat of exceptional scale and refinement. At approximately 14,000 +/- SF with 7 bedrooms, the residence blends classic Greenwich architecture with a more contemporary sense of light, glass, and indoor-outdoor living. Plans include gracious formal and informal living spaces, a dramatic entry, private library, expansive kitchen, first-floor guest suite, elevator, and finished walkout lower level with golf simulator, wet bar, wellness gym, and cold plunge. Outdoor amenities include terraced landscaping, stone walls, a 20x40 pool with integrated spa, and a separate pool house with kitchenette, bath, and fireplace. Unique opportunity to customize select finishes and layout while in current stage. Renderings, plans, specifications, and features subject to change. A singular offering for those seeking a generational Greenwich estate with privacy, provenance, and architectural permanence. Merrit to Round Hill Road

Welcome to one of Round Hill's most treasured historic properties. Originally established in 1795 as the community's first schoolhouse and later transformed into a picturesque mid-19th century center hall Colonial, this remarkable home is located within the Round Hill Historic District. Perched high on 4.6 fully fenced acres, the property enjoys broad western exposures and magnificent sunsets. The 5-bedroom main residence blends period character with modern comfort and is complemented by a separate garage cottage. Wide plank floors, sweeping lawns, mature landscaping, vegetable and flower gardens, a swimming pool, and enduring architectural details create a quintessential Greenwich country setting and a rare opportunity to own an authentic piece of local history.

Custom designed and built to exacting standards, this phenomenal backcountry lakefront compound was built to exacting standards, offering fabulous privacy and flexibility for families, guests, and staff. A prominent local design-build firm created a masterpiece that combines pre-war elegance with substantial entertaining and modern lifestyle amenities. Multiple structures, including a large pool house/sep guest house and a renovated original stone house set on Topping Pond-a perfect getaway. Gated driveway opens to mature landscaping and classic New England exterior elevations. The first floor features a generous, light-filled kitchen and informal/formal dining, his and hers offices, a large mudroom with a pet area and a traditional flower 'cutting' room, a 4-car garage, and separate stairs to a 2-bed/2-bath guest area with a sitting room. The second floor contains a primary suite with a balcony, a generous WIC, laundry, and 2/3 further family bedrooms. Finished the 3rd floor with a bed/bath/yoga room. Enormous lower level with triple-height basketball court, gym, entertaining area, and staff suite. The guest house includes a generous bed/bath and living area along with a pool house/bar/changing area and laundry. Last but not least is the private and charming lakefront cottage as a flexible 'escape from it all' den/office or entertaining/further guest area. Superbly decorated and maintained, this unique home has to be seen!

Experience effortless living in this stunning, turnkey two-bedroom, two-bathroom condominium ideally located in the highly desirable village of Tarrytown. Thoughtfully renovated from top to bottom, this exceptional residence features high-end finishes and a sophisticated modern design. The light-filled, open floor plan offers a seamless flow between the living, dining, and kitchen areas, making it perfect for both everyday living and entertaining. Step outside to your private balcony to enjoy your morning coffee or unwind at the end of the day. Residents of the impeccably maintained Halston House enjoy access to premium amenities, including a pool, tennis courts, a BBQ area, a playground, and ample unassigned parking (waiting list for garage). This fabulous location is just moments from vibrant shops, restaurants, public transportation, and an abundance of scenic trails and parks. Pets are welcome, with one dog permitted per unit (20 inch height restriction).

A rare offering where extraordinary craftsmanship, uncompromising luxury, and complete privacy converge to create a residence without equal. Hidden behind a gated entrance and framed by magnificent stone walls in prestigious Bedford, this exceptional estate makes an unforgettable first impression long before you arrive at the front door. Step inside and discover a world designed to elevate everyday living-where soaring ceilings, dramatic open spaces, and walls of glass create a breathtaking interplay of natural light and architectural beauty. Every inch of this remarkable home has been masterfully crafted with an unwavering commitment to quality, seamlessly blending timeless sophistication with modern comfort. The main level is designed for both grand-scale entertaining and effortless daily living, featuring expansive gathering spaces, a beautifully renovated chef's kitchen, and a private guest or in-law suite offering comfort and flexibility for extended stays. Outside, a resort-caliber setting awaits. A spectacular covered terrace is anchored by a grand outdoor fireplace on one end and a built-in grilling station on the other, with generous spaces in between for elegant entertaining or quiet evenings under the stars. Beyond, an extraordinary custom stone infinity-edge pool, separate stone spa, and sweeping terraces create a private sanctuary that feels more like a five-star resort than a private residence. Return indoors to enjoy the private steam sauna and Finnish spa on the main level-bringing a true wellness experience into your daily life. The second floor is dedicated to luxurious private living, highlighted by an exquisite primary suite designed as a personal sanctuary, along with three additional en-suite bedrooms that offer exceptional comfort and privacy for guests. The lower level redefines home entertainment with an experience rivaling premier private clubs-featuring a custom-designed full bar, a state-of-the-art home theater, fitness studio, and expansive recreation spaces ideal for billiards, celebrations, or unforgettable gatherings. For the automobile enthusiast, the heated garage comfortably accommodates six vehicles. Perfectly positioned in Bedford, New York-renowned for its historic charm, estate properties, and timeless appeal-this extraordinary residence offers the ultimate escape from the demands of everyday life while remaining close to exceptional dining, boutique shopping, and equestrian pursuits. This is more than a home-it is a destination, a retreat, and a once-in-a-lifetime opportunity for buyers seeking nothing less than perfection.

Exquisite custom Georgian manor perfectly situated on over 2 acres of park-like grounds in a gated Association. The manor boasts beautifully proportioned, light-filled rooms with high ceilings, stunning architectural details, and impeccable craftsmanship. Residence offers both sophisticated formal areas and comfortable family spaces, striking a unique balance for easy enjoyment. Magnificently scaled rooms include a mahogany library, and a spectacular Christopher Peacock kitchen with Calcutta marble double islands and an oversized breakfast room. Features include seven en-suite bedrooms, lounge & bar, wine cellar, gym and home theater. Property features stunning verandas overlooking gardens, fountains, terraces, and a pool with spa and waterfall. Square Footage is for 1st and 2nd levels. Lower Level: 2,262.58

This exceptional contemporary home on a quiet cul-de-sac has been transformed with a complete meticulous custom renovation. The dramatic yet highly functional home is being offered fully furnished with Roche Bobois furniture in addition to Barovier and Toso Venetian light fixtures throughout the home. The beautiful parklike grounds encompass 4 acres including a tennis court, pool with spa and large yard area. The border to the north abuts the 300-acre Babcock Preserve with 7 miles of trails. The interior space extends to 7,700 sq.ft. on 3 levels with 6 ensuite bedrooms all with custom walk-in closets. The luxurious primary suite is highlighted by a limestone fireplace, an office loft, private balcony and glistening bathroom featuring Blue Macuba marble. Truly a peaceful and private oasis.

Located on a quiet cul-de-sac within the gated, private townhome community of Pondside, this two-bedroom residence offers an exceptional balance of comfort, space, and refined style. Just minutes from downtown White Plains, it presents a rare opportunity to enjoy a resort-inspired lifestyle in a serene, convenient setting. The open-concept main level begins with an inviting entry foyer with a powder room and flows into an updated kitchen featuring stainless steel appliances, granite countertops, and a dedicated breakfast area. A generous dining space transitions seamlessly into the living room, anchored by a wood-burning fireplace and opening onto a private terrace - ideal for indoor-outdoor living. Upstairs, you'll find two en-suite bedrooms, including a spacious primary suite with a walk-in closet and private bath, along with a well-appointed guest suite. The lower level, situated above grade, expands the living space with a versatile family room, an interior office nook, a laundry room with ample storage, and direct access to a large outdoor patio designed for entertaining. (Please note: the patio has been digitally enhanced to reflect updated pavers.) Residents of this desirable community enjoy an array of amenities, including a playground, outdoor pool, tennis courts, clubhouse, and abundant guest parking. The home includes two assigned parking spaces, with additional guest parking conveniently located nearby. A truly special offering - this one is not to be missed.

Serene living in this bright, turnkey 5-bedroom, 4.5-bath Colonial set on two private acres with a pool and entertaining terrace. Designed for comfort and flow, the home features abundant natural light and an open floor plan. The sun-filled family room opens to a newly renovated chef's kitchen, while a private study with fireplace offers a quiet retreat. Upstairs includes a spacious primary suite with spa-like bath, plus four additional bedrooms and two baths. The finished lower level with fireplace and full bath adds versatile living space. Mature landscaping, specimen trees, whole-house generator, and numerous upgrades complete this move-in-ready home.

Move right into this beautifully appointed, turnkey home in the highly sought-after Bellefair community. This exceptional residence features dramatic cathedral ceilings, hardwood floors, elegant crown molding, and custom-finished California Closets throughout. A welcoming formal living room and dining room set the stage for entertaining, while the gourmet kitchen—complete with granite countertops and stainless steel appliances—opens seamlessly to an adjacent family room, perfect for everyday living. The spacious primary suite on the main floor offers two walk-in closets and a fully renovated, spa-like bathroom. Upstairs, you will find two generously sized bedrooms and a beautifully updated hall bath with dual sinks. The fully finished walk-out basement expands the living space with a full bath, a spacious recreation area, gym, and home office. Enjoy Bellefair's outstanding amenities, including fully renovated outdoor pool and indoor pool, a fitness center, country market, playground, and jitney service to the train. 67 Bellefair Road isn't just a home—it's a lifestyle.

A coveted Mid-Country cul-de-sac address sets the stage for this distinguished Connecticut Colonial, poised on two level acres of manicured grounds. High ceilings and gracious formal rooms give way to an expansive eat-in kitchen, fireside family room, and sun-drenched solarium -- spaces designed for both elegant entertaining and relaxed daily living. A handsome library with fireplace offers refined privacy, perfectly suited as a home office of distinction. Six bedrooms include a primary suite, four additional upper-level rooms, and a first-floor guest suite with sitting room and private bathroom -- thoughtfully appointed for family and guests alike. Outside, a heated pool and spa invite warm-weather leisure, while a three-car garage and verdant level lawn complete this remarkable offering.