luxury houses with pool for sale Kingston, United States

Welcome to Hickory Hill - Tucked away in the heart of Cottekill, this exceptional property offers the kind of Hudson Valley lifestyle people dream about, private, elevated, and just minutes from Stone Ridge, High Falls, and Kingston. This spacious four-bedroom home blends comfort and style with soaring ceilings, warm inviting living spaces, brand-new white oak hardwood flooring throughout, new heating and cooling systems, on-demand hot water, and a beautifully updated kitchen with brand-new appliances. Designed with both everyday living and entertaining in mind, the home offers a seamless flow from room to room, anchored by a cozy fireplace in the main living area. The expansive basement provides endless flexibility and can easily function as a media room, playroom, gym, creative studio, or home office. Outside, a brand-new 20x40 heated in-ground pool, hot tub, and stunning nearly 500-square-foot pool house with a half bath create a resort-like setting rarely found in the area. Equipped with Mitsubishi splits for efficient heating and cooling, the pool house is ideal as an artist's studio, office, wellness space, or guest retreat. Expansive decking and multiple outdoor lounge areas set the stage for alfresco dining, summer entertaining, and slow mornings surrounded by nature. Privately set back with lush landscaping, mature trees, and an attached garage, the property feels tucked away while remaining incredibly connected. Just moments from the O&W Rail Trail with access to 27 miles of scenic biking and walking trails, and only 15 minutes to Kingston and 20 minutes to New Paltz, this home offers the perfect balance of luxury, nature, and convenience. A true Hudson Valley escape.

Set at the end of a long, private driveway, Eagle Ridge Estate sits high above the Ashokan Reservoir on over nine secluded acres, offering rare peace, unbroken mountain views, and the quiet grace of a home rooted deeply in history. Surrounded by century-old lilacs and a broad open lawn, this 5-bedroom, 3-bathroom residence spans 3,566 square feet across three floors, with timeless design and intentional craftsmanship in every room. Inside, the home unfolds with warmth and authenticityfrom the original red oak trim and pocket doors to the built-in glass cabinetry, cast iron radiators, and the beautiful maple floors underfoot, to the 9-foot ceilings throughout. The main level offers a gracious layout: formal living and dining rooms, centered by a large woodburning stone fireplace, a bright sunroom-style breakfast room, and a spacious kitchen that overlooks the backyard and pool. The kitchen and baths have been updated over time, yet remain true to the character of the home, including a clawfoot tub and classic tile work. An additional room on the lower level, along with a foyer, provides flexibility for an office, playroom, or creative studio. The beautiful glass oak trimmed French doors lead out to the stone patio and views of the Catskills and Reservoir, offering the perfect blend of indoor and outdoor living. On the top floor, a fully windowed observatory-style space offers 360-degree viewsa truly special setting once used by the home's original owner, J. Waldo Smith, to oversee the construction of the Ashokan Reservoir as eight towns were relocated to make way for one of the most important infrastructure projects in New York's history. Originally constructed by Smith himselfChief Engineer of the Ashokan Reservoirthe home is built from locally quarried Rosendale stone, chosen for its strength and permanence. After the Smith family, the home became part of the Chase family estate, where actor Chevy Chase spent part of his youthadding another layer of cultural legacy to this historic property. Outside, the inground, heated saltwater pool, stone patios, and rolling backyard lawn are ideal for summer gatherings and quiet moments alike. A two-car garage, buried electric lines, a battery back-up system, a standby generator, and a new Buderus boiler ensure the property functions as beautifully as it looks. The high-ceiling basement provides storage and future potential, while mature trees and mountain air frame the entire estate in calm. For those seeking a compound or expanded retreat, the adjacent home is also available for purchase. Inquire for more details.

A great legacy meets true luxury: Hudson Shore Estate, formerly home to one of Eleanor Roosevelt's early passion projects, a pioneering vocational school for women, has now been masterfully restored to its former glory and offers the perfect setting for a multi-generational family compound. A unique example of Arts & Craft design amongst its peer group of renowned Hudson River mansions, the 7,700-square-foot main house has been completely renovated in the past 5 years, and now features a gourmet kitchen, all new high-efficiency systems, and no less than six luxury bedroom suites, each with its own bathroom, plus a remarkable third-floor owners' suite with an enormous spa bath and den. Restored covered balconies and bluestone patios offer a stunning view of the new multi-level heated-pool area with its fully outfitted cabana and kitchen, plus, beyond, the Vanderbilt Mansion and seasonal glimpses of the Hudson River. A walkout basement level features a sauna, half bath, and multiple spa and exercise rooms. Meticulously preserved are all of the original details of the house, including chestnut wainscoting and beams, lozenge-paned casement windows, heart-shaped balustrade carvings, and ceramic tiles made at the Moravian Pottery and Tile Works, the premier source of Arts & Crafts decoration in America. The main floor's grand Moravian-tiled living room played host in the 1920s to vocational classes for local women when Hilda Worthington Smith, wealthy daughter of the original owner, an inventor of steam-heating systems, founded the Hudson Shore Labor School. Eleanor Roosevelt, a longtime board member and instructor at the school, credited her own experience teaching at the property as inspiration for her future activism as First Lady. The property also includes a separate and fully renovated 2-unit Carriage House building for either extended family or staff, including a new ADA-accessible bathroom and kitchen, on the first floor; and, above, a wonderful light-filled 2-bedroom luxury apartment with a cathedral-ceilinged great room. The building could also potentially be used for a luxury wellness retreat. Virtually every square foot of both buildings has been restored or overhauled by some of the most talented contractors and artisans in the region, with the final result being a genuine move-in-ready masterpiece that's only 90 minutes by car from Manhattan and only 5-15 minutes from the charming New Paltz village center, the MetroNorth station in Poughkeepsie, the waterfront Kingston Rondout district, and neighboring wineries and other Hudson River culinary hotspots.

On one of the most beautiful roads between Woodstock and the Ashokan Reservoir, perched atop a mountain with epic, far-reaching verdant views, lies the striking Ohayo Mountain House. Built in the early 1930's as a peaceful Catskills retreat, this perfectly renovated and light-filled home sits on over eight acres, bordered by incredible wooded landscapes. The new gunite pool, bluestone lounge area, and poolhouse perfectly blend into the surrounding nature, and a long path meanders through a sweeping meadow of wildflowers and young evergreens. The Home: The home sits at the end of a long, fern-lined driveway and has a charming silhouette characteristic of regional mountain houses built in the early to mid-1900s. The original stone chimney is visible on the exterior, and an expansive front porch offers some of the most beautiful sunset views on the property. The interior is abundantly peaceful and thoughtfully envisioned, with walls of original historic windows looking out on lush greenery, light, wide-plank wood floors with delicate graining, wood beams, terracotta-tiled baths, and exquisitely curated fixtures and hardware. The great room has a powerful woodstove, inset into the circa 1930s stone fireplace. There are two bedrooms on the second floor, and two full baths in the house. A large office/utility/family room is on the garden floor, with beautiful interior stonework and its own exit to a covered exterior porch. The Grounds: The Ohayo Mountain House's eight-acre grounds are truly exceptional. The mix of mid-density forest, open meadow, gardens, long stone walls, and walking paths is delightful, and all just minutes away from the village of Woodstock. The large pool and its accompanying poolhouse are tucked into a perfect nook within the landscape. There are multiple places to entertain or enjoy long summer dinners, from the bluestone terrace, to the covered porch, to the breezeway of the pool house. The Surroundings: The property is surrounded on three sides by over 5,000 acres of NY State protected land, and is located five minutes from Woodstock, 20 minutes from Kingston, 30 minutes from Rhinebeck, and just over 2 hours from New York City. There are endless nearby options for dinner, like Silvia's, Nirvana, or Good Night, plenty of outdoor play from the more rigorous - games at the Woodstock Tennis Club - to the more wild - swimming at the Big Deep - to the completely invigorating - hiking around the Ashokan Reservoir. Incredible produce and groceries are easy to access, whether you are filling a basket with local goodies from the Wednesday farmers market, grabbing the best bagels from Moonrise, or stocking up the pantry at Sunflower Market.

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.

Discover the perfect blend of comfort, character, and investment potential in this expansive four-bedroom, three-bath home nestled on 2 scenic acres with truly breathtaking Catskill and Berkshire mountain views. Whether you're an investor searching for a proven Airbnb success, a large family needing abundant space, or a weekender seeking the ultimate Hudson Valley getaway, this property is your opportunity. Entertain with ease in the unique four-car garage that doubles as a party pavilion, or unwind in the spectacular in-ground heated pool, surrounded by the beauty of nature. The enclosed wraparound porch, featuring walls of windows and wood floors, invites you to soak up year-round sunlight and panoramic vistas. Inside, find three finished floors of living space, with charming beamed ceilings in the kitchen and a stunning brick fireplace in the spacious first-floor primary suite. The kitchen features stainless steel appliances and 2 large windows letting in the natural sunlight while you cook. The third-floor yoga room offers an inspiring retreat space along with 2 more rooms for a den, family room, or art room. The home's thoughtful layout ensures privacy and comfort for all. Radiator heat keeps the first floor cozy, and large windows throughout maximize natural light and showcase those unforgettable mountain views. With eight parking spaces, hosting friends, family, or guests is always convenient. Once home to a beloved French restaurant, this property is rich with possibilities--ready to continue as a lucrative rental, accommodate multi-generational living, or become your personal sanctuary in the Hudson Valley. Don't miss this rare offering where history, beauty, and opportunity converge.

Welcome to an exceptional Hudson Valley retreat, offering unparalleled space, comfort, and recreational amenities across 56+ private acres. This stunning 6 bedroom, 6.5 bath estate is the ultimate compound or a lucrative opportunity for investors seeking a proven Airbnb performer. Nestled in a secluded setting, the property features a swimmable pond with its own docks and bridge, plus scenic trails perfect for snowmobiling, hiking, and cross-country skiing--all from your own backyard. Designed for gatherings and entertaining, the grand open-concept living, dining, and kitchen area is anchored by a dramatic stone fireplace with a propane stove insert. The chef's kitchen is outfitted with two refrigerators, two ovens, a five-burner stove, and a wine fridge--ideal for preparing feasts for a crowd. An expansive laundry room boasts three washers and six dryers to handle large groups with ease. The indoor heated pool, personal gym, and game room, complemented by a second cozy fireplace with propane stove insert, ensures endless indoor fun, while two private cabins offer exciting renovation potential. Updated mechanicals, on-demand propane hot water, a whole house generator, and a detached two-car garage with its own well provide peace of mind and convenience. Property outfitted with 8 kayaks and a paddle boat. Sub-dividable acreage allows for future expansion or investment flexibility. Whether seeking a weekend sanctuary, a multifaceted compound, or a high-performing rental, this extraordinary property offers boundless possibilities for relaxation, recreation, and return.