luxury houses with pool for sale Round Top, United States

The Clove House in Elka Park- There are places in the Catskills where the journey is every bit as beautiful as the destination. 1958 Platte Clove Road is one of them. Set on just over two acres in Elka Park, this four-bedroom, three-bath mountain retreat sits amid one of the Catskills' most dramatic landscapes--where winding mountain roads climb past waterfalls, deep forest and rocky cloves, and miles of celebrated hiking trails are just moments away. Inside, the house is designed for relaxed four-season living. A woodstove sets the tone after a day on the mountain, while the lower-level recreation space--with ping-pong and Pop-A-Shot--offers plenty of room for gathering and play. An attached one-car garage adds everyday practicality. Out back, a generous deck looks toward the surrounding mountains and creates the perfect perch for morning coffee, summer dinners and long autumn afternoons. A swim spa adds another layer of four-season enjoyment-equally inviting for a refreshing summer dip or a warm soak after a day of hiking or sking. A separate ADU adds another layer of possibility--ideal as a studio, office, creative retreat or additional flexible space. Close to Platte Clove Preserve, Plattekill Falls, Huckleberry Point and some of the Catskills' most extraordinary hiking, 1958 Platte Clove Road is more than a mountain house. It's a front-row seat to the Catskills!

Welcome to Four Mile River House, where water is a way of life. This four-bedroom, three-and-a-half-bath contemporary post and beam home in Athens sits right at the river's edge, sand and shoreline giving way to a waterfront with room to dock or moor a boat. Built in 1997, the home spans roughly 3,458 square feet across two main levels, a finished lower level, and a third-floor crow's nest. Sunrise over the river, fishing before breakfast, the current always in view; this is waterfront living in its truest form. The property abuts state land and the Four-Mile Point Preserve bird sanctuary, so the privacy is permanent, not just a moment in time.The interior is a masterpiece of post and beam design, with hand-hewn beams, cathedral ceilings, and a gracious entrance foyer carrying the character throughout. The main level features radiant heated stone floors quarried in South Africa and a floor-to-ceiling stone fireplace that warms the room. The formal dining area opens through two sets of French doors onto an expansive deck, framing sunrise views over the water. Opposite the fireplace, a chef's kitchen offers top-of-the-line appliances, a new Invisicook countertop, a center island, and custom cabinetry with a pantry.Upstairs, wide hardwood floors lead to a primary suite with a spacious bath and its own fireplace, joined by two more bedrooms with river views and a guest bath. A third-floor crow's nest crowns the home with 360-degree views. The finished lower level adds a recreation room, full bath, and a large bedroom or office, with French doors leading out to a covered patio and grounds. Recent systems include central air conditioning, forced air and radiant heat run on propane, and 200+ amp electric service, along with a two-car garage and driveway parking.Outside, a private fenced oasis unfolds across the property's 1.62 acres: tiered stone walls, mature flowering trees, and a cascading waterfall fountain with the potential to become a luxurious pool for the next owner. Approximately 250 feet of shoreline includes a cliff and a private beach on the Hudson, bordering state land on two sides, with river views from nearly every vantage point on the grounds. Clad in clapboard and six-inch stone veneer, the home settles into its landscape, and the adjoining preserve draws local birders for its osprey and cedar waxwing sightings.Located a short distance from Hudson, Albany, and the Catskills, the property offers easy access to dining, shopping, culture, and the outdoors. Commuters will find the Amtrak station in Hudson connects directly to NYC, and with Manhattan just over two hours by car, this is rural peace with real accessibility, equally suited to a full-time residence, country retreat, or vacation rental. Real river frontage, permanent privacy, and room to dock a boat: land like this doesn't change hands often.

Only two miles from Warren Street, yet 188 Mt. Merino Road feels a world away. Set across 5.7 private acres overlooking the Hudson River, the property is an extraordinary convergence of open lawn, wildflower fields, mature trees and woodland, a peaceful, transporting landscape of sweeping water views, remarkable sunsets and true immersion in nature. The house itself has an entirely different kind of magic: it is immediately welcoming. Beautifully renovated, filled with natural light and designed to take full advantage of its surroundings, it is the kind of place you walk into and simply want to stay. Stylish and beautifully considered without ever feeling overly formal, it is equally suited to a quiet weekend at home or a house full of family and friends. Expansive sliding glass doors frame the Hudson and the ever-changing landscape beyond, opening the main living spaces directly onto a generous deck and allowing indoors and out to flow effortlessly together. Morning coffee overlooking the water, long lunches outside, sunset dinners with friends and evenings gathered around the wood-burning fireplace give the house an easy rhythm through every season. Open living and dining areas are generous and connected, yet quiet space is easy to find when wanted. Central air, an attached garage and both indoor and outdoor showers add to the ease of country living. Outside, the landscape becomes an essential part of daily life. Approximately two acres are discreetly fenced, while beyond, the property unfolds through open lawn and wildflower fields into beautiful mature trees and woodland. The Hudson, distant landscape and enormous changing sky are ever present, creating a sense of space and seclusion that feels almost impossible this close to Hudson. Set privately within the grounds, the oversized gunite pool is one of the property's great treasures. Mature wisteria cascades over the pergola beside it, creating a lush outdoor room for shaded lunches, reading, cocktails or escaping the afternoon sun. Surrounded by greenery and wonderfully removed from view, the pool feels like a destination of its own. A beautifully finished separate studio adds another dimension. Cozy and exceptionally well done, with sleeping accommodations, a full bath and its own split-system heating and cooling, it offers wonderful flexibility as a private guest retreat, home office or creative studio. Entertaining comes naturally here. Doors open to the deck, guests move easily between house, lawn and pool, and the landscape does much of the work. Yet for all its ability to accommodate a gathering, the property never loses its intimacy. There are places to disappear with a book, work quietly from the studio, swim surrounded by trees, wander through the wildflowers or simply sit and watch the light change over the river. The scale of the 5.7-acre parcel may also offer intriguing possibilities for additional building or future improvements, subject to independent confirmation with the appropriate municipal authorities, counsel and other professionals. And then there is Hudson. Warren Street's restaurants, galleries, shops, farmers market and cultural life are approximately five minutes away, along with Amtrak service to New York City. It is this proximity that makes the setting so unexpected: within minutes of leaving Hudson, the road falls away and you arrive home to woods, water, wildflowers, privacy and sky. 188 Mt. Merino Road is that rare combination, a house that makes you want to stay and a landscape that makes you feel as though you've gone somewhere entirely different. Nearly six private acres, sweeping Hudson River views, extraordinary sunsets, a beautifully turn key home, separate studio, spectacular pool and exceptional outdoor living come together just minutes from the heart of Hudson.

Escape to your own private Hudson Valley sanctuary where rolling pastures, sparkling water, and endless possibilities await. Set on nearly 38 breathtaking acres, this extraordinary property offers the perfect blend of country living, equestrian excellence, and entrepreneurial potential.At the heart of the property sits a welcoming three-bedroom ranch home, perfectly positioned to overlook a picturesque one-acre pond and the surrounding countryside. Whether enjoying your morning coffee with panoramic views or relaxing beside the pond, every day feels like a retreat.The property has hosted an equestrian center and is fully equipped for horse enthusiasts The main barn features six stalls, three attached turnout paddocks, a feed room, tack room, wash bay, tack-up stall, and a spacious hay loft. A second barn includes two oversized stalls with run-in sheds and a fenced pasture, providing exceptional flexibility for boarding, training, or private equestrian use.Adding to the property's unique appeal is a charming off-grid cabin, offering a peaceful escape for guests, a creative studio, or a secluded retreat immersed in nature. Nearby, a pond-side pavilion creates the perfect setting for outdoor entertaining, intimate gatherings, yoga retreats, or simply enjoying the tranquil surroundings..Rarely does a property offer this level of versatility while maintaining such a peaceful, picturesque setting. Whether your dream is centered around horses, hospitality, recreation, or simply embracing the beauty of the Hudson Valley, this property is a place where those dreams can become reality.A 3D Walkthrough Tour is available in the digital Lookbook or by request.

Architect-Designed Modern Retreat with Unparalleled Views Over Woodstock! Perched high above the Town of Woodstock, this rare and exceptional home offers a front-row seat to breathtaking panoramic views that stretch from the mountains to the Ashokan Reservoir. Designed by noted architect Les Walker, this contemporary residence evokes the magic of living in a luxurious treehouse--where every room is immersed in natural light and dramatic scenery. Wake to stunning sunrises and unwind to radiant sunsets from the comfort of your open floor plan living space, where a soaring floor-to-ceiling bluestone fireplace anchors the heart of the home. Expansive windows line the entire south-facing rear of the house, bringing the outdoors in and framing unforgettable vistas year-round. Enjoy seamless indoor-outdoor living with two spacious decks--one screened for breezy summer nights, and one open for sun-soaked afternoons. The chef's kitchen flows effortlessly into the main living area, ideal for entertaining or quiet evenings by the fire. The main floor primary ensuite features a walk-in closet, built-in shelving, and serene views, while two flexible-use rooms offer space for a home office, media room, or guest quarters. Smart thermostats add modern comfort. Step outside to your private bluestone patio with a heated saline inground pool, outdoor kitchen, and firepit--your personal oasis nestled in the Catskills. A finished studio space above the 440 sq. ft. garage offers even more options for creativity or guests. Additional features include solar panels with battery pack, a circular drive for easy access, and meticulous attention to detail throughout. A truly rare offering--private, peaceful, and just minutes to the vibrant arts, dining, and community of Woodstock. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

Hidden at the end of a long private driveway, this exceptional 55 acre estate blends an 1830s farmhouse with a 2012 contemporary addition to create a 4 bedroom, 3 1/2 bath home. The bedrooms include 2 private ensuite, one in the farmhouse wing and one in the addition which has its own private sizable private deck. Hardie board siding, a standing seam metal roof, solar panels and expansive custom windows frame views of the stunning property and fully fenced in-ground pool. The custom addition features a well thought out eat-in kitchen, spacious workspace counters, banquette, oversized pantry, a spacious dramatic beamed living room with soaring ceilings, floor-to-ceiling windows, impressive stone gas fireplace, and a custom painted David Ellis Tree mural. The preserved farmhouse wing hosts the charming dining room with a wood-burning fireplace, original wide board floors, hand hewn beamed ceilings, and a breathtaking two-story library with custom floor to ceiling bookcases. Radiant heat (main floor in new addition) plaster walls, and custom windows throughout create a home that is a rare blend of historic charm and modern comfort. The grounds of this property are expansive, with a combination of forests and open spaces, trails and stone walls. Enjoy your own private world, surrounded by the privacy you've been searching for including an in-ground pool. Not to mention, the quality and craftsmanship here provides an energy efficient home minutes from the arts, restaurants, and outdoor experiences in Woodstock, Saugerties, Kingston and the surrounding areas. Included on this property are 2 privately sited Tentr sites, far from the main house and are owned by the seller. The tentr sites had been rented out for a number of years (Town permit required) and they remain on the property for the new owners to use as extra guest space for Glamping visitors or possible rental if permitted by town. This once in a lifetime special property is the perfect location to live your country home dream.

Set just steps from the center of Tivoli, 16–18 Broadway is a rare village compound comprising two complete residences, a heated saltwater pool and a remarkable level of craftsmanship throughout. It offers something particularly unusual for one of the Hudson Valley’s most charming small villages: the flexibility and privacy of a country property, with the restaurants, shops and everyday life of Tivoli just outside the door. The 2,170-square-foot main house offers three bedrooms and two-and-a-half baths and has been thoughtfully renovated by a master carpenter, whose work can be felt throughout. Handmade wood windows, beautifully executed plaster walls and ceilings, wide-plank floors and original details give the interiors a quiet, elemental quality. The renovation is restrained, preserving the age and character of the house while introducing a new kitchen and baths and thoughtfully updated systems. Rooms are simple, warm and filled with natural light, with old wood, softly textured plaster and carefully chosen contemporary details sitting comfortably alongside one another. There is a sense that very little here was done simply for effect; instead, the beauty comes from the materials, craftsmanship and the wonderfully imperfect character of an antique Hudson Valley house. The 1,976-square-foot barn is a fully realized second residence, with two bedrooms and two full baths, rather than simply an ancillary guest space. With its own full kitchen—including a gorgeous statement range—and a bathroom finished in Italian Bisazza tile, it functions independently from the main house. The arrangement opens up countless possibilities: extended family or guests, separate work and living spaces, or simply two households sharing one exceptional property without sacrificing privacy. Outside, a heated gunite saltwater pool creates a private retreat within the property, while solar panels are thoughtfully positioned along the south side of the barn. What makes 16–18 Broadway particularly compelling is the combination: two complete and beautifully considered residences, a pool and substantial outdoor space, all within a few steps of the charming village of Tivoli. Small, lively and deeply charming, the village has long been one of the Hudson Valley’s most beloved destinations. Here, the pleasures of village life and the space and flexibility of a country compound exist side by side.

In the heart of Woodstock, this extraordinary 12+ acre Woodstock estate offers a rare blend of privacy, natural beauty, and village convenience. The property has a huge meadow/field in back and front offering peaceful pastoral views & potential. Bordering & with direct access to 76 acres of protected Comeau Park, the property invites you to explore miles of woodland trails, open meadows, the Sawkill Stream and swimming hole. All less than a mile from Woodstock's vibrant town center. The home radiates a bright, airy open charm, creating a peaceful retreat that is equally suited for quiet relaxation or entertaining family and friends. A thoughtfully designed guest house provides exceptional flexibility, featuring two private ensuite bedrooms, a spacious sauna, and an outdoor shower that allows you to fully embrace the surrounding natural setting. The main residence beautifully combines Woodstock's artistic heritage with modern comfort. Once owned by Michael Lang, legendary founder of the 1969 Woodstock Festival, adding a rare and meaningful connection to the town's iconic past. The home has been extensively expanded and reimagined. The spacious open-concept great room with vaulted ceiling & walls of windows frame stunning views of the rolling meadow beyond. The main-level primary suite welcomes the morning sun, mountain views and features a newly renovated ensuite bath. Upstairs offers an additional 3 bedrooms, one ensuite and two baths offer ample space for family and guests. The property includes two separately deeded parcels. The existing residence sited on 3.71 acre parcel, while the adjoining 8.38-acre parcel (3-acre zoning) presents exciting possibilities for future development or even better preserving the land for ultimate privacy. The yard between the guest house and main residence is also ideally suited for a future swimming pool. Originally built in 1930 and extensively renovated and expanded, the home offers the character and soul of a Woodstock classic with the comfort, style, and functionality of modern construction. Whether you're seeking a full-time residence, a weekend escape, or a legacy property with room to grow, this remarkable estate captures the very best of Woodstock living.

Fall in love with this artfully reimagined and expanded 1930 farmhouse, privately set on a gentle hill just moments from the heart of Woodstock. Rich in history and character, this special home was once owned by Michael Lang, the legendary founder of the 1969 Woodstock Festival—adding a rare and meaningful connection to the town's iconic past. Thoughtfully renovated, the home offers a beautiful balance of vintage charm and modern convenience. A stunning new open-concept addition features dramatic vaulted ceilings and walls of windows that flood the space with natural light and open seamlessly to a welcoming porch—perfect for entertaining or quiet moments surrounded by nature. The flowing floor plan is ideal for today's lifestyle and effortless gatherings. The chef's kitchen is beautifully appointed with a large center island offering seating, abundant storage, and a layout designed for both everyday living and entertaining. The main level primary suite features a new ensuite bath, fireplace, and peaceful views. Upstairs, you'll find an additional full bath and a second ensuite bedroom, also offering lovely views. Throughout the home, creative and distinctive tilework adds artistic flair, reinforcing the seamless blend of contemporary design and original farmhouse character. A separate guest cottage sits close to the main residence and offers exceptional flexibility—configured as a living room and bedroom or two private ensuite bedrooms, complete with a sauna. Ideal for guests, extended family, or creative use. A truly unique Woodstock offering—steeped in history, thoughtfully updated, and perfectly located just minutes from town.

Built in 1974 by an engineer, this mid century modern residence resembles a French chateau in concept yet retains all the modern flourishes true to the period. Once two identical houses then combined employing steel beam construction, the symmetry inside soothes the soul of the connoisseur but it is the 12’x 60’ lap pool and accompanying screened pool house that grabs the attention. Surrounded by hedges of hydrangeas and a tidy boxwood garden that lends to the European flair of this property, florals fall over all the edges of the sensational long lawn while providing a tucked-in experience of privacy. This 3 bedroom 2 bathroom house boasts lofty, two story atriums with dramatic, modern glass windows with vertical mullions casting inviting sunlight over the living spaces while the whole house white painted interiors add a lightness of being within all the rooms. The open kitchen with its mid mod mosaic tiles offer the clean lines you come to expect from this architectural specimen while also being warm and entertaining. This property is especially good at throwing parties as it lends itself to both indoor and outdoor lifestyle activities with patios in both the front and back lawns. Stuyvesant NY is a scenic, rural town tucked away in the northwestern corner of Columbia County. It is defined by its pristine agricultural landscape, deep-rooted Dutch history, and striking waterfront geography along the eastern shore of the Hudson River, all the while enjoying its unique proximity to the village of Kinderhook NY. Shop for CSA farm to table foodstuffs at Samascot just 5 miles away or hit up the Chatham Berry Farm for your groceries and never step foot into a box store again. Dining out in the evening is provided by the many lovely Kinderhook hotspots.

From the outside, it reads as disciplined and architectural. Clean volumes, smooth wood clad planes, a composition that recedes into the landscape.Inside, it does something entirely different.The Langridge opens into a sequence of spaces that are expressive, layered, and intentionally unconventional. Color, pattern, and form are used with confidence. There is a point of view here. Not minimal, not neutral, not trying to fit in.The main living space anchors the home with 25 foot ceilings and a scale that allows the interiors to fully play out. Light moves across the room throughout the day, catching different textures and surfaces, shifting the experience from morning to evening. A fireplace with a floor-to-ceiling zellige tile facade adds warmth and contrast against the polished concrete floors (radiant heated of course). The layout includes three bedrooms and three baths, all ensuite, along with a separate guest apartment that creates real flexibility for hosting, work-from-home or extended stays. A lofted upper level overlooks the great room and can function as additional guest space, a studio or home office.The entry sequence moves through a sheltered courtyard, where the architecture begins to open up and hint at what is happening inside. A four car garage is fully integrated into the structure, keeping the exterior composition clean and uninterrupted.Out back, the home transitions to a stone terrace and inground, heated gunite pool with integrated hot tub, set within a protected space carved into the woods, and connecting you to the surrounding forest. It is a private, contained environment designed for long days outside.What makes this property compelling is the contrast. The exterior is calm and controlled. The interior is expressive and individual. For the right person, that tension is exactly the appeal. The Langridge offers something far more specific than a neutral new build. It offers identity.Set in Tivoli, with easy access to the best of the Hudson Valley, but positioned off the beaten path to feel distinctly its own.