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luxury house with pool for sale Middletown, United States

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House with pool and garden Middletown (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.

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$928,000
259
4bedrooms
3bathrooms
land 0.3ha

By Ellis Sotheby's International Realty

3 listings near Middletown

Nearby
49

House with pool Montgomery (United States)

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.

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$2,700,000
248
3bedrooms
3bathrooms
land 32.5ha

By Ellis Sotheby's International Realty

Nearby
36

House with pool Warwick (United States)

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.

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$2,000,000
581
6bedrooms
6bathrooms
land 1.2ha

By Chapin Sotheby's International Realty

Nearby
34

House with pool and garden Vernon Township (United States)

A rare opportunity to enjoy space (aprox. 2,300 sq ft) , privacy, and flexibility at an attractive price point in one of Glenwood's most desirable neighborhoods. Ideally located approximately half a mile from the Appalachian Trail Boardwalk and close to recreation, shopping, and schools, this property offers a unique blend of convenience and tranquility.This spacious three bedroom, three full and one half bath home offers approximately 2,500 square feet of living space set on a private lot. The versatile layout features multiple living areas, generously sized rooms, hardwood flooring, and crisp crown moldings throughout. A first-floor suite provides exceptional flexibility is ideal for guests, extended living, a home office, or whatever best suits your needs.The kitchen opens to a bright breakfast area with sliding doors leading to an oversized deck overlooking the backyard and in-ground pool, creating an ideal setting for outdoor dining and entertaining. A large family room addition enhances the home's living space with abundant natural light and room for gatherings.Upstairs, you'll find three well-appointed bedrooms, including a spacious primary suite complete with an en-suite bath and walk-in closet. Home is being sold as is.

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$475,000
3bedrooms
4bathrooms
land 0.4ha

By Kienlen Lattmann Sotheby's International Realty

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  • Middletown, United States, +30 km
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