luxury houses with pool for sale Garrison, United States

Just 60 minutes from Manhattan, this exceptional Hudson Highlands retreat offers a rare combination of architectural character, protected natural surroundings, and direct access to some of the region’s most celebrated outdoor destinations. Set on 13 private acres across two separate lots—including a second vacant, buildable parcel—the property is tucked away on a quiet dirt road known for its strong sense of community, minimal traffic, and remarkable tranquility. Bordering the 8,000-acre Hudson Highlands State Park Preserve with more than 70 miles of trails, the estate enjoys a setting that feels both deeply secluded and endlessly connected to nature. Outdoor recreation begins at your doorstep. The property features its own trail network and private trailhead connecting directly to the Appalachian Trail, offering true hike-on, hike-off access. Walk to nearby lakes, explore the trails of the Russel Wright Design Center, hike to Anthony’s Nose, or cycle directly from the property to Bear Mountain, one of the Northeast’s premier road biking destinations. A seasonal stream, private campsite, and campfire area further enhance the experience of living immersed in the landscape. Designed by noted Hudson Valley architect Frank Dushin, the residence blends the warmth and craftsmanship of the Arts and Crafts tradition with the clean lines and thoughtful spatial design of modernism. Dramatic exposed beams, natural materials, and a striking sunken living room create spaces that feel both timeless and distinctly connected to their surroundings. The home has been extensively renovated, including a complete reimagining of the primary suite and bath, beautifully updated bathrooms throughout, and a thoughtfully designed laundry room. Two fireplaces, a screened porch, and expansive views of the surrounding gardens and woodlands create inviting spaces for every season. Outside, more than two decades of garden design by a beloved local horticulturist have shaped the landscape into a living extension of the home. Mature plantings, curated garden rooms, and woodland paths unfold across the property, creating beauty and interest throughout the year. A separate wellness pavilion includes a gym, steam room, dedicated shower facilities, outdoor hot tub, and connections for a future sauna, while a detached two-bedroom guest house with its own kitchen offers comfortable accommodations for family and visitors. Rarely does a property combine architectural pedigree, buildable acreage, direct trail access, protected parkland, established gardens, and resort-style amenities so close to New York City. This is a true Hudson Highlands sanctuary—private, peaceful, and connected to the landscape in every direction.

Panoramic Hudson River views with thoughtful updates throughout - this striking contemporary home is the best of both worlds, just minutes from downtown Cornwall. Driving up, with the river unfolding on your left, you are greeted by the expansive, lush grounds of this Hudson Highlands retreat. Park in the large driveway or two-car garage with extra storage space below. Entering the home through the central foyer, you have many options. Ahead, find the large family room, with doors that open to the rear patio and Gunite pool. If we step out for a moment, we'll find that the fenced in space has ample area for seating. The bright blue pool is a perfect size, maintainable but great for swimming! Back inside, going right, we find the private first floor primary bedroom suite, with a wood-burning fireplace, seating area and spa-like ensuite bath. While you won't want to leave this space, we have to at the moment. Also on this floor is the convenient laundry and a flexible room, great for game space, office or media room. Up the stairs, on the left, is the large living room, with amazing views from the huge windows, and another wood-burning fireplace at the heart. Past the living room is the large dining room with a skylight and wall of windows overlooking the pool. Then, the gorgeously remodeled open kitchen, with granite counter tops, two ovens, an eat-in island and beautiful lighting fixtures. Sporting form and function, this is a wonderful kitchen to work in. Down the hall, past a bright playroom, are four more rooms. Spacious bedrooms and a deep office with river views, these rooms offer space for everyone. Each room has a unique character. The hall bathroom has a large glass shower and deep linen closet. There is even more here! Up in the large loft - great guest quarters - we'll find the sliding doors out to the balcony, with some of the best views of the house. Sit for a moment and appreciate the sights. Is that a hawk diving? Can you see the sail boats gliding across the river? All of this, plus solar panels and a generator, just a few minutes to great restaurants, coffee shops, bookstores, shops of all kinds, and some of the best parks for counties around. What more could you ask for?

Set on a lovely cul-de-sac in Canterbury Crossing, this sought-after townhome offers three levels of comfortable living with generous indoor and outdoor space. Bright, spacious rooms and a wonderful flow make this home feel warm and inviting throughout. The living room/dining room opens to a large deck overlooking the wooded backyard, creating an easy connection between indoor and outdoor living. The primary suite features en-suite bathroom, cathedral ceilings and double closets, while the second bedroom also offers double closets with a full bath nearby. The walk-out lower level provides excellent additional space with an expansive family room/office, hot tub, and sliders leading to a covered patio, perfect for relaxing, working, or entertaining. Canterbury Crossing amenities including pool, tennis, and basketball. Conveniently located near the Taconic, schools, Cortlandt Town Center, and Croton-Harmon Metro-North with a 46-minute express train to NYC. Taxes with STAR savings approximately $4,699

Half Moon Bay offers one of the most exceptional lifestyle opportunities in Croton-on-Hudson, recognized by USA Today as the best place to live in New York State. Set within one of Westchester County’s most desirable Hudson River communities. This elegant 3 bedroom, 2 1/2 bath townhome offers a rare opportunity to enjoy effortless comfort, everyday convenience, and resort-style living in a truly exceptional waterfront setting. This gated waterfront community provides 24-hour security and an impressive array of resort-style amenities, including two pools, two clubhouses, two tennis courts, a playground, marina access, and a complimentary jitney to Croton-Harmon Metro-North with a 46 min express to NYC. Half Moon Bay offers a truly one-of-a-kind lifestyle in one of the most convenient locations north of New York City. Nothing compares to this extraordinary blend of waterfront living, natural beauty, and everyday ease. Taxes with STAR approximately $10,697.

Beautifully renovated one-bedroom townhouse with loft and attached garage in desirable Hudson Watch, tucked away on a cul-de-sac. This sun-filled home features hardwood floors, a stunning stone fireplace in the living room, and an open-concept floor plan perfect for modern living. The updated kitchen boasts white cabinetry, stainless steel appliances, quartz countertops, and recessed lighting, seamlessly flowing into the living and dining areas. Sliding doors lead to a private deck, ideal for relaxing or entertaining. Additional highlights include new central air conditioning and skylights (approximately 4 years old), bringing abundant natural light throughout. The spacious loft provides flexible additional living space, perfect for a home office, guest area, family room, or fitness space. Enjoy all that Hudson Watch has to offer, including a community pool and playground. Conveniently located close to the Croton-Harmon train station for an easy commute to NYC and just minutes from the Peekskill and Ossining waterfront with its restaurants, shops, and entertainment.

A rare Hudson Valley country estate, Rose Lodge offers exceptional privacy, scale and versatility on 17.9 acres, with a private lake, beautifully sited pool, terraced gardens, sweeping level lawns and multiple residences, all less than an hour from Manhattan by express train. Rich in history and once owned by the Gilded Age Van Cortlandt family, the beautifully restored 1840 main residence is not landmarked, allowing its historic character to coexist with modern living. Inside, a striking checkerboard marble foyer introduces gracious, light-filled rooms with beautifully preserved period details. Elegant formal spaces flow naturally into a welcoming family room and bar surrounded by windows overlooking the grounds. A 2026 spacious chef's kitchen with center island and adjoining butler's pantry is equally suited to everyday living and entertaining. The private quarters offer remarkable flexibility. The spacious primary suite enjoys elevated views toward the lake, while additional bedrooms accommodate family and guests. A dedicated home office and private theater provide exceptional work-from-home and leisure spaces, and the uppermost level offers two expansive rooms ideal for additional bedrooms, studios or creative space. Beyond the main residence, an impressive five-car garage connects by breezeway to the stable complex. A completely remodeled one-bedroom apartment above the stable wing and a separate two-bedroom stone cottage create exceptional possibilities for guests, extended family, private offices or independent living. With nearly 18 acres of landscaped grounds, mature trees, nature paths, substantial level lawn, pool, private lake, stonework and multiple outbuildings, Rose Lodge offers the increasingly rare opportunity to create a true private compound in the Lower Hudson Valley, combining the space and serenity of country living with convenient access to New York City.

Welcome to this exceptional 4-bedroom, 4-bath Colonial home offering 4,684 square feet of beautifully designed living space on over 2.5 private acres. Thoughtfully designed and impeccably maintained, this home offers exceptional flexibility with a finished walkout lower-level ideal for an in-law, au pair, or extended guest suite. A grand two-story foyer opens to a private home office, formal living and dining rooms, and a stunning gourmet eat-in kitchen featuring granite countertops, Thermador appliances, peninsula island, and custom walk-in pantry with reclaimed wood barn doors. The adjoining family room with double-sided gas fireplace flows into a bright all-season sunroom, and also features sliders to an expansive Trex bi-level deck. An updated powder room completes the main level. Upstairs, the spacious primary suite features a sitting area, walk-in closet, and luxurious ensuite bath with soaking Jacuzzi tub and separate shower. Three additional bedrooms, a full hall bath, and a convenient laundry room complete the second floor. The finished walkout lower level adds valuable living space with a private bedroom/guest room, full updated bath, recreation/living room, updated kitchenette, and sliding doors to a tranquil patio. Outside, enjoy a private backyard retreat with professionally landscaped grounds, mature trees, full fencing, a heated in-ground pool, pool house, pool shed, fire pit, and multiple entertaining areas. A rocking-chair front porch and three-car garage complete this remarkable property. Set on a peaceful cul-de-sac just minutes from the Taconic State Parkway, schools, shopping, and dining - and with the Dutchess County rail trail right across the street - this beautiful home offers the perfect blend of luxury, privacy, versatility, and convenience. Come make it yours today!

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.

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.

Rare and expansive 1-bedroom triplex with office/den/finished basement offering approximately 1,450 square feet of living space, featuring a large bonus room ideal for a home office, den, or entertaining space. This sun-filled residence enjoys beautiful natural light throughout, with morning sun in the kitchen and warm sunset light in the living room. The multi-level layout provides a unique sense of space and separation rarely found in a 1-bedroom rental. Located in Liberty Knoll, a hidden enclave in Ossining's sought-after Sparta neighborhood near the Hudson River, this home offers both comfort and convenience. The main level features an open living and dining area, updated powder room, and French doors leading to a private patio—perfect for outdoor dining or relaxing. The renovated kitchen includes solid wood cabinetry, quartz countertops, tiled backsplash, recessed lighting, and stainless steel appliances. Upstairs, the spacious primary bedroom offers a walk-in closet, full bathroom, and in-unit washer/dryer. The finished lower level provides flexible additional living space ideal for a home office, gym, or media room. Additional highlights include a one-car garage, driveway parking, pet-friendly living, and the ability to BBQ outdoors. The home may be delivered furnished or unfurnished. Community amenities include a swimming pool, playground, and a newly updated clubhouse. Conveniently located near shops, supermarkets, and the Scarborough Metro-North station, with an easy 45–50 minute commute to Grand Central. Close to major parkways, Hudson River parks, and Ossining's vibrant dining and historic downtown.

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.

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!