luxury houses with pool for sale Philipstown, 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.

Tucked away on a quiet corner lot in the heart of New City, this architect-designed contemporary renovation offers a rare alternative to the ordinary suburban house. With soaring ceilings, dramatic structural beams that animate the space, and an abundance of skylights, the house is filled with natural light and a striking sense of space. Every room feels thoughtfully designed — warm, modern, and deeply connected to the outdoors. The expansive open-plan living area is equally suited to intimate dinners and lively gatherings, with seamless flow between interior spaces and the surrounding landscape. Outside, the property unfolds into a true backyard retreat. Mature specimen trees, lush landscaping, in-ground pool, spacious deck, and patio create a serene oasis for summer entertaining, quiet mornings, or family afternoons by the water. The backyard borders a dead-end street, enhancing the sense of calm and seclusion. The walk-out lower level features a generous family room with direct access to the pool area, a full bath, and flexible space for guests, recreation, or work-from-home living. A partially finished basement offers even more room for play, exercise, studio space, or storage. Five spacious bedrooms and three full baths provide comfort and flexibility for modern family life, while the attached two-car garage adds everyday convenience. Located on peaceful, tree-lined roads yet just a short walk to downtown New City and nearby parkland, this one-of-a-kind home offers the best of both worlds: tranquility, design, and easy access to community life. All within the award-winning Clarkstown school district.

Welcome to this inviting 3-bedroom, 1.5-bath Ranch offering comfortable living with the added bonus of a full, finished basement. The sun-filled main level begins with a spacious foyer featuring a double closet, leading into an oversized living room with a large Anderson Bay window and scenic front yard and mountain views. A formal dining room overlooking the backyard is ideal for entertaining, while the eat-in kitchen provides a more casual gathering space. Just beyond, a charming family room with a brick fireplace opens to an enclosed sunroom perfect for relaxing in the warmer weather. Three large bedrooms complete the main level, including a primary bedroom with an en-suite half bath, along with a full hall bath. The finished lower level offers exceptional flexibility with space for a playroom, home office, guest area, and more. Plus the lower level offers abundant storage with a large laundry room and an oversized utility room. Additional features include central air, three-zone heating with app-based controls, and a deep one-car garage with a new app-enabled opener. The utility room also houses a new water tank, oil tank, 3-stage filtration system, and an additional washer/dryer hookup. The exterior of the home boasts a welcoming rocking chair front porch overlooking mountains and mature landscaping with Japanese Maple and Oak trees, while the backyard is a true retreat with an above-ground pool surrounded by a large sun deck, and enclosed sunroom for bug-free outdoor enjoyment. Nestled among Dutchess County's picturesque horse farms, yet just a half mile from the Taconic State Parkway, the home's location is ideal for both daily commuters and remote professionals alike. It's a perfect blend of countryside charm and commuter convenience: come make this property yours before someone else does!

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.

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.

Welcome to Cloud Walk Estate, a once-in-a-lifetime opportunity to own the entire summit of a private mountain in East Fishkill, NY. Encompassing nearly 120 acres across three parcels, this extraordinary estate offers panoramic views stretching close to 150 miles a setting that simply cannot be replicated.nPerfectly positioned just 90 minutes from NYC, this legacy property features five distinct structures, miles of paved driveways, and extensive ATV trails making it ideal as a family compound, luxury retreat, or creative enclave. Whether you're seeking a private oasis, an income-producing property, or a future generational estate, Cloud Walk is a canvas ready for your vision.nnMain House The Historic Stone Housen Originally built in 1929 and once owned by Dr. Rushmore, personal physician to President Franklin D. Roosevelt, the Stone House blends timeless craftsmanship with notable provenance. Featuring 4 bedrooms, 3 full baths, 2 half baths, and over 2,600 sq ft of living space, the home is wrapped in stunning stonework and filled with historic character. Inside, you'll find 3 gas fireplaces and 2 wood-burning hearths, two staircases, and a sun-drenched stone patio with some of the most breathtaking views in the Hudson Valley. A large unfinished basement and attic invite further customization and expansion.nnThe Guest House Modern Luxury Meets Naturen A newly constructed (2022) 816 sq ft one-bedroom residence complete with a sleek full kitchen, office/den, radiant floor heat, modern lighting, laundry, and a one-car garage with an EV charger. Ideal for hosting guests or offering complete privacy for creative endeavors or extended stays.nnThe Country House A Charming Renovated Escapen Located at 7 Looking Rock Lane, this fully renovated 3-bedroom, 2.5-bath home is filled with rustic charm. Soaring wood beams, a beverage center, full kitchen, laundry, and your very own private pond with a fountain make it the ultimate getaway. A separate driveway and unique Hobbit Hole feature add to its storybook appeal.nnThe Historic Barn Endless Possibilitiesn Formerly a horse barn, this structure is ready for restoration or reinvention. With strong bones, original stalls, and electricity already in place, it could become a dream event space, studio, or guest quarters. A generator is also hooked up for added peace of mind.nnOversized 3-Car Garage with Loftn A car lovers dream, this 3-bay garage includes an electric car charger, two carports, and a vaulted loft perfect for a gym, guest suite, or creative studio. A separate electric meter provides independence and flexibility.nnThe Groundsn The estate boasts nearly 1.5 miles of private, paved roads, ideal for ATVs, bikes, or scenic strolls. A massive heated 18x38 in-ground pool with a diving board awaits you, framed by serene forest and never-ending sky. With multiple build sites and subdivision potential, the property offers both luxury and legacy.nnAdditional Features:n Backup 22kW Generator (Stone House, Guest House, Barn)n Low Taxes for Acreage of This Scale (~$37,000 annually)n Two Driveways for Optimal Accessn Zoned for Maximum FlexibilitynThis is not just a property its a mountain-top kingdom with a presidential legacy. Whether you're looking to build a multi-generational compound, develop a creative or spiritual retreat, or simply own one of the Hudson Valley's most breathtaking private holdings, The Cloud Walk Compound is ready to welcome you. *Bedroom, Bathrooms, and Sqft Only reflect the Main & Guest House*

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.

1906 Grandeur. 2026 Luxury: The Ultimate Gated Sanctuary. Perched majestically atop a private hilltop, this gated 7,800-square-foot, five-bedroom estate presents a rare convergence of Gilded Age prestige and contemporary luxury. Believed to have been commissioned in 1906 for railroad magnate A.H. Smith, the residence has been masterfully renovated to honor its historic soul, featuring original interior stone walls and soaring ceilings that strike a perfect balance between grand scale and intimate warmth. Anchored by three distinctive hearths, the home is designed for both elegant living and everyday ease. A sun-drenched chef's kitchen showcases a central island, dramatic overhead skylight, and professional-grade appliances. Unique architectural moments—including a circular-skylit Stargazer's Nook—add character and charm, while the versatile five-bedroom layout offers both a magnificent two-story primary wing and a coveted first-floor private suite. Set on more than four exceptionally private acres, the grounds unfold as a true outdoor sanctuary, featuring a beautiful pool and spa (32x20), refined pergola terraces ideal for entertaining, and a private tennis court. From its commanding hilltop position, the estate delivers an unparalleled sense of privacy, security, and timeless elegance. Welcome home!

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.

BEAUTIFUL CONTEMPORARY COLONIAL with open floor plan and stunning inground pool! 4+ Bedrooms/3 Full Baths. Cathedral Ceilings/Lots of lighting-recessed and more. First floor guest rooms x2 /Full Bath and Utilities -Washer/Dryer. Grand Foyer to escalating beautiful Staircase to large open space. Two tier lighting. 4 Large Bedrooms and closets galore for storage. Primary ensuite Full Bathroom and large relaxing space. Finished & Walk out Basement offers an additional Approx 550 Sq Ft - not included in sq ft above! Oversized driveway! Lots of Parking in HUGE extended driveway, more space then pics show! Stone stairs and walkway to Front Beautiful Entry Door. Large gated backyard with Indoor pool and more. Landscaping will take your breath away..So much privacy and open air space to enjoy. Schools are near by as is shopping and highways to NYC/ORANGE COUNTY AND NJ. Ramapo Central Schools/Town of Suffern proximity with Shopping/Theatre/Shops and Restaurants. Public Buses and Trains to NYC/NJ.

Fully renovated First-floor Unit in Normandy Village! Experience the ultimate in convenience and style with this completely turn-key masterpiece in the heart of Nanuet. Ideally situated for those seeking easy accessibility without sacrificing amenities, this rare 1-bedroom, 1-bathroom unit offers a seamless, low-maintenance lifestyle. Step inside to find a sun-drenched sanctuary featuring gleaming refinished hardwood floors, fresh paint, updated electrical outlets, and a modern aesthetic throughout. The beautiful kitchen is a standout, boasting brand-new stainless-steel appliances, sleek shaker-style white cabinetry, and ample counter space. The primary bedroom is graciously sized and offers generous closet space. The beautifully updated full bathroom features contemporary finishes and clean aesthetic. Located in a commuter's dream, you are just a short stroll from the Nanuet Train Station, NYC bus lines, and the area's best shopping and dining. Your lifestyle is made effortless by an inclusive HOA that covers heat, gas, and water, leaving you responsible only for electricity. With private storage, a community in-ground pool and laundry facilities located just steps away, this move-in-ready condo combines the serenity of suburban living with unparalleled urban access. Don't miss your chance to own a premier first-floor residence in one of the area's most sought-after communities!

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.

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.

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.

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.