luxury houses with pool for sale Orange County, United States

Colonial Masterpiece - This one-of-a-kind Hudson Valley residence artfully combines authentic, historic character with flawless contemporary design set on a bucolic, level parcel. The c. 1790’s antique colonial portion of the home features a timeless natural stone facade, standing seam roof, and welcoming red front door evoking true period charm. An architecturally inspired contemporary wing clad in cedar was added in the 1980s, creating a spacious, chic, light-filled interior, and a seamless blend of old and new. The property is punctuated outside with towering pines and mature, perennial plantings. The antique portion of the home maintains beamed ceilings and crafted wood details in the main room, and it flows to the soaring, light-filled section, on two levels. On the main level, the large contemporary living room, and an open-concept kitchen and dining room are designed for modern, sophisticated living. This open main living room has slider doors to the pool area and sitting areas at the back of the home. A home office, a large entry foyer, a den and full bath round out the main level. Upstairs a luxurious sun-soaked primary suite with a sitting room, serves as a private retreat along with three other cozy bedrooms and a hall bath in the antique portion of the home. Original details of stonework, wood accents, and early craftsmanship - are preserved and accented throughout, while modern amenities bring comfort and ease. With four bedrooms, three full baths, and a lower level home gym, this exceptional property offers design aesthetic and daily utility in one. The outdoor spaces are a true escape. At the rear of the home, an expansive deck and stone patio surround a sparkling in-ground pool, cloistered into a private alcove and framed by a beautiful cedar pergola. The sprawling rear lawn is perfect for outdoor entertaining or imaginative uses. A detached 2-car garage has bonus space above, perfect for a studio, more exercise space or further creative pursuits. The property offers a viewshed of Highland Lakes State Park with over 3,000 acres of preserved woodlands, trails, and lakes for year round recreation. Ideally located in central Orange County in NY’s Hudson Valley, this special home is about 90 minutes from New York City and approximately 35 minutes to the Catskills and Shawangunks. The region is renowned for its leading cultural and entertainment institutions, medical and educational institutions, vibrant farm-to-table dining, the Shawangunk wine trail, Bethel Woods, Storm King Art Center and more. Completely unique and stunningly beautiful in every aspect, here is a one of one lifestyle opportunity, not to be missed.

Where the grounds of the grand Windermere Hotel once were now stands Windermere Park, a neighborhood that enjoys its own private beach, close proximity to Greenwood Lake’s downtown shops and restaurants, and offers residents a laid-back lifestyle that comes with living lakeside. For over a century guests and residents alike have come to escape the city and settle into the slice of Americana that is Windermere Park. Many homes here have remained within families for years and the ones that come on the market sell quickly. 1 Hazen Street is a rare opportunity for entry into the community and to literally turn the key and move in. Extensive renovations were just completed that not only added a legal accessory apartment (with private entrance and fenced backyard) but also an expansive primary suite and new garage. Designed with every detail in mind, like a service staircase from the garage to the main level and a primary suite dressing room closet complete with its own washer/dryer, 1 Hazen is ready to be the backdrop to your lake life’s next chapter. Outdoor living takes center stage around the resort style in-ground pool, hot tub and bar, (completed in 2022) while inside 4 bedrooms, 5 full bathrooms and 3,550 sq. ft. of living space ensure that there’s plenty of room for family and friends. All systems and appliances have been upgraded; driveway and walkways are new and solar panels installed for energy efficiency. Not one project left to do but move in and enjoy.

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?

AUCTION BIDDING CLOSED. UNDER CONTRACT MILLIONS OVER ASKING. Renamor stands as a rare French Provincial estate built in 1928, when a sophisticated New York couple, Renee and George Amory, commissioned a European-inspired retreat whose art collection would later count the Metropolitan Museum of Art among its admirers. The house was built for original owners George Amory, a major stockholder in the container shipping business Sea-Land Freight Company, and his wife Marion Renee, who inspired the Renamor name. Spanning over 150 private acres within the gated, guarded confines of historic Tuxedo Park, the estate adjoins nearly two thousand acres of protected parkland and old bridle trails, delivering rare privacy just fifty minutes from Manhattan. Three residences totaling over 22,000 square feet include a grand main house with a great hall, banquet dining room, library, wine vault, and former chapel, alongside a fully renovated guest house and a carriage house apartment. A more than one million dollar investment made over a decade ago allows the property to operate entirely off the grid, independent of local utilities, with net-zero energy integration including a microgrid system. A boathouse on Tuxedo Lake, log cabin, spa, tea house, tennis court, and dual pools complete this landmark property, ready for a new era of stewardship.

Labors of love are the best kind. They’re ones that carry projects further than any fuel can. At just 60 miles northwest of NYC, this bucolic equine estate served as a private polo field, equestrian center and most importantly a place to live within a landscape that could just as easily be the fields of France or Orange County. When purchased in 2011 the current owners enlisted Jeff Wilkinson, R.A to complete an extensive historic renovation and restoration project that both reimagined and preserved the architectural integrity of this 1910 farmhouse. Most notably, hand-hewn beams were uncovered and the living room ceiling opened up to create a dramatic space that spans from front to back of the house and flows seamlessly to the outdoors through the French doors that lead to the bluestone patio, pool and rolling fields. The kitchen was also updated complete with a La Cornue stove that now takes center stage. Designed as the hub of the house for preparing meals and entertaining, the kitchen flows to the dining room and leads to the screened in sunroom for panoramic meals made for lingering amongst the landscape. The stone basement was also finished as part of the renovation and serves as a family room with both an office nook and extra space for guests. On the second floor, dormers were added to bring more natural light into the upstairs bedrooms. The owners also purchased surrounding parcels to add to the existing acreage. The total is now 80.4 acres which provides an array of opportunities for further development. Outbuildings include a 10-stall barn with tack room, work room, bathroom, washer and dryer and apartment for staff or a clubhouse, as well as a large garage/barn for parking or equipment storage. The property also features a 550-ft by 220-ft crusher dust arena and track, a 300-yard by 130-yard polo field, a 6-horse walker with roof and variable speed and 2 run-in sheds. Wooded and open trails meander throughout the property offering the space to slow the pace, recalibrate, and connect with the landscape for a return to a natural circadian rhythm. Revel in the raw textures of the trees and fields as far as the eye can see and soak in the sun as it lights up the land and shimmers on the pool. 11 minutes to Middletown grocery stores like Adams Fairacre Farms, restaurants and shopping. 15 minutes to City Winery and it’s new affiliated hospitality project Milk Factory. For the car enthusiast Monticello Motor Club, is just 32 minutes away.

Set on nearly three acres in the heart of Warwick’s historic village, Breckenridge is a commanding example of Greek Revival architecture—its stately brick facade, soaring columns, and symmetrical proportions echoing the grandeur of a bygone era. Built in 1911, the residence spans over 6,200 square feet across three levels, offering six bedrooms, five-and-a-half baths, and a wealth of original details including seven fireplaces, cathedral ceilings, and a formal dining hall and library. The home’s architectural elegance is matched by its thoughtful layout, featuring a gourmet kitchen with gas range and pantry, impressive center hall with grand staircase, and elevator access. Add your own touches to this charming estate to bring back to full glory. This estate was built for Morris Rutherfurd, a prominent figure in Warwick’s early 20th-century social and industrial landscape. Rutherfurd, served as president and general manager of the Lehigh & Hudson River Railroad and resided in Warwick until his death in 1944. His legacy reflects the influence of the Gilded Age—a period marked by opulence, industrial expansion, and architectural experimentation. The home’s scale, craftsmanship, and stylistic choices are emblematic of that era’s desire to blend classical European aesthetics with American ambition. Outside, the property continues to impress with a three-car garage, long private drive accommodating up to 20 vehicles, and a fenced, in-ground pool with pool house. Sprinkler systems in both front and rear gardens ensure year-round lushness, while the partly wooded grounds offer privacy and serenity just moments from Main Street. With its rich historical roots and timeless design, this mansion is not just a residence—it’s a living chapter of Warwick’s architectural and cultural heritage. Warwick, New York offers a rare blend of small-town charm, cultural richness, and natural beauty that appeals to both weekenders and full-time residents. Its historic village center is a walkable haven of 19th-century architecture, boutique shops, art galleries, and locally owned restaurants, creating a vibrant yet intimate atmosphere. The community thrives on connection, with seasonal festivals like Applefest, weekly farmers markets, and summer concerts that bring neighbors together. Nature lovers enjoy easy access to the Appalachian Trail, Mount Peter for skiing and hiking, and nearby Greenwood Lake and Wawayanda State Park for boating, fishing, and birdwatching. Recreational amenities include golf courses, parks, and playgrounds, while agritourism flourishes at local orchards, wineries, and creameries such as Pennings Farm and Bellvale Farms Creamery. Warwick also nurtures a strong creative spirit, with cultural institutions like the Warwick Historical Society and a drive-in theater that’s been entertaining locals since 1950. Dining and shopping are elevated yet personal, with standout spots like Grappa Ristorante, Fetch Bar & Grill, and a variety of artisanal boutiques. Altogether, Warwick offers a lifestyle that’s both refined and rooted—perfect for those seeking a deeper sense of place. Conveniently located 60 miles from New York City, less than 90 min drive. Also available is direct bus service to Manhattan via NJ Transit. Ideal for any weekender or commuter.