luxury properties for sale Ulster County, United States

203 Watson Hollow Road is a Creekside Gem Close to Woodstock, NY. A beautiful and impeccably maintained single-family home tucked away on a quiet road near the Ashokan Reservoir includes three bedrooms and one bathroom. The property is a tranquil paradise for outdoor enthusiasts. The gorgeous creek flows year-round and is surrounded by lovely trees and foliage. This exceptional cottage residence is warm and inviting with two wood-burning fireplaces. A stone, wood-burning fireplace is in the living room and another wood burning fireplace in the primary bedroom. A delightful sunroom is ready for entertaining, or reading your favorite book. The kitchen has all the appliances you will need for home cooking. A dishwasher can be added, if desired. There is a washer and dryer, the heating source is propane and central air conditioning was added in 2026, The roof is also new. Effortless convenience to Woodstock, Kingston, and the NY State Thruway makes this dream home in the Hudson Valley the one you have been waiting for.

Nestled among the trees and tucked back from the road, this immaculate Olivebridge retreat offers the kind of peace and privacy people move upstate for. Quiet, serene, and thoughtfully updated throughout, the property feels effortlessly welcoming from the moment you arrive. Inside, the home feels bright, comfortable, and incredibly well cared for. Sun pours through the windows, the wood stove adds a cozy touch in colder months, and the entire space has an easy, relaxed flow. Recent upgrades include a whole house generator, new driveway, and numerous improvements throughout, making the home feel completely move in ready. A small private deck off the primary bedroom overlooks the beautiful backyard, the perfect spot for slow mornings, evening wine, or listening to the trees move in the breeze. The expansive yard offers endless potential for a pool, gardens, or outdoor entertaining while still feeling incredibly private. One of the standout features of the property is the impressive 1,600 square foot two story barn. Whether you envision an art studio, workshop, music space, gym, guest quarters, or additional living space, it's the kind of building that immediately sparks inspiration. The charming front porch is tucked away from the street and surrounded by mature trees, making the entire property feel calm, secluded, and deeply connected to nature. Located just minutes from Kingston, Stone Ridge, Woodstock, and Accord, and close to favorites like Inness, Westwind Orchard, Arrowood Farms, the Ashokan Reservoir, and some of the best hiking and swimming holes in the Catskills. Roughly two hours from NYC, this is the kind of place that makes it easy to slow down and stay awhile.

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.

Welcome to 120 Dashville Road, an extraordinary, newly constructed eco-luxury estate where world-class architectural theory meets the serene beauty of the Hudson Valley. Designed by renowned architect David Murray and deeply rooted in the design principles of theorist Christopher Alexander (A Pattern Language), this home is a masterclass in how a built environment can foster well-being, harmony, and peace. Stepping inside the 3,675-square-foot residence, you are immediately greeted by an abundance of natural light tracking the sun's natural trajectory. The home’s innovative straw bale construction is subtly revealed through grand, deeply recessed windows and built-in window seats—perfect for losing yourself in a book or watching the local wildlife. Every detail has been meticulously curated to soothe the senses and inspire creativity, featuring soft rounded corners, barrel ceilings, custom handmade tiles, sleeping niches, and secret-door bookcases. The main level offers an effortless flow designed around a gradient of intimacy, featuring a gourmet chef’s kitchen equipped with high-end appliances, an elegant dining space, and a cozy living area anchored by a wood stove. Retreat to the primary suite on the main floor, or ascend the sculptural spiral staircase to find two additional bedrooms, a family room/den, a private office, and a second-floor deck. The bathrooms serve as personal spas, complete with a traditional Japanese Ofuro soaking tub. Outside, the property opens up to a sprawling 34.5-acre private sanctuary encompassing a pristine pond, rolling meadows, and protected wetlands. A separate artist’s studio and a dedicated pottery/potting shed provide the ultimate escape to create without distraction. Though you are tucked away in a world of your own, you are just 15 minutes from the vibrant heart of downtown New Paltz, close to the historic charms of Kingston and Woodstock, and an easy 80-minute drive to NYC. This isn't just a home—it's a lifestyle, an oasis, and a living piece of art.

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.