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luxury houses for sale Ulster County, United States

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33

House Woodstock (United States)

Welcome to easy, one-level living in Woodstock! This inviting ranch offers the perfect blend of comfort, convenience, and charm--ideal for first-time buyers, weekenders, downsizers, or investors seeking a move-in ready home close to all the action. Step inside to a bright, open-concept layout, where the kitchen, dining, and living areas flow seamlessly together--perfect for everyday living and entertaining. The large front mid-century windows flood the space with natural light, creating a warm and welcoming atmosphere. You'll love the oversized bathroom, thoughtfully designed with double sinks, two generous windows, and tile flooring to make busy mornings a breeze. Year-round comfort is yours with three brand new split units, offering energy-efficient heating and cooling. The freshly painted interior provides a crisp, modern feel, while new stainless appliances and a stacked washer/dryer add everyday convenience. Outside, enjoy a spacious, fenced-in backyard--ideal for pets, gardening, or relaxing under the stars. The detached garage with ample storage includes a finished, insulated room, perfect for a home office, art studio, or creative workspace. Located just a short stroll from Woodstock's vibrant village, acclaimed restaurants, theater, health food store, and the popular Bearsville Complex, you'll have the best of the Catskills right at your doorstep. Whether you're starting your homeownership journey, looking to downsize, or searching for a smart investment, this Woodstock gem has it all. Move right in and make it yours!

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$395,000
2bedrooms
1bathroom
land 850

By Four Seasons Sotheby's International Realty

30

House with pool and garden West Hurley (United States)

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.

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$2,500,000
331
5bedrooms
3bathrooms

By Annonceur International

27

House with garden Woodstock (United States)

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.

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$1,990,000
5bedrooms
5bathrooms
land 1.5ha

By Four Seasons Sotheby's International Realty

35

Property New Paltz (United States)

Perfectly sited on a quiet walking road, this handsome Center-hall Colonial is now available for the first time in almost 2 decades. The nearly 7 acres offer an oasis around the residence with a stream that opens into the Swarte Kill (Black Creek) to kayak and experience abundant wetland wildlife. Right from the full-length rocking chair porch, you feel so at home. This four-bedroom residence has a quiet formality which begins at the entry foyer. High ceilings, big windows and gleaming wood floors all invite the light and create a sense of spaciousness. The beautiful staircase is flanked by a living room and den, each quite comfortable. The fully equipped sundrenched kitchen has a sweet breakfast bar, appliance counter and generous dining area. The formal dining room, just off the kitchen, is presently used as a yoga/meditation & music room, and is certainly available for fabulous meals prepared from the local farmers' market fare. Through the kitchen glass doors is a spacious deck overlooking the lawn, beautiful trees, and your own undisturbed natural scenery. Up the stairs, we have a most inviting landing below a vast Palladian window. This offers moonlight for all nocturnal doings and early sunlight to enjoy your first cuppa, It's a really wonderful place to begin or end your day. The vast primary bedroom is privately situated at one side of the house and includes a dressing room and romantic full bath with a spa tub. Three other bedrooms are more than ample, presently one serving as an office. They share another full bath. Below, we have an insulated, very dry basement for storage, workshop, whatever, and access into a quite large 2-car garage with electric doors. This home is within the highly regarded New Paltz school system and minutes to SUNY and all it offers for further education, culture, and sport. The vibrant village of New Paltz is replete with a thriving food and art scene. Preserved land sanctuaries abound throughout the area: nearby Black Creek Preserve, Shaupeneak Ridge, Empire Trail, Burroughs' Slabsides, and of course, Mohonk and Minnewaska. Plutarch Road, and the environs, are a little Hudson Valley 'secret' so lovely for walking and biking. You're close to Kingston, the NYS Thruway, and over the bridge to MetroNorth. This home has been carefully maintained and is truly an opportunity to experience a healthy country life yet be convenient to so much else.

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$680,000
4bedrooms
3bathrooms
land 2.7ha

By Four Seasons Sotheby's International Realty

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24

House Saugerties (United States)

Welcome to 248 Stoll Road. Set on 5.6 flat acres along one of Saugerties' most desirable country roads, this architect-designed property offers complete privacy, architectural character and an exceptional location. Designed by local architect Jess Walker, the home centers around a barrel-vaulted great room with an open-concept kitchen and living space. The living room features maple flooring, abundant natural light and a Rais wood stove, which anchors the space. French doors and generous glazing draw the natural setting indoors and lead to an outdoor area overlooking the expansive backyard and bluestone outcroppings. The home office with built-in maple desk and pocket door provides a private, dedicated workspace. Hot water baseboard heat keeps the house comfortable, while a stand-up attic and generous crawl space provide excellent storage. Outside, red cedar shake siding, white trim and a standing-seam metal roof give the home a restrained, timeless character. A covered entry and broad lawn complement the natural setting, with surrounding acreage offering room to garden, explore and enjoy the landscape. Offered for the first time, the home enjoys exceptional privacy, with no neighboring homes visible from the house. The property is minutes to Woodstock, Saugerties, Kingston and Rhinebeck and an easy drive to all the best hiking, biking, and nature Ulster County has to offer. 248 Stoll is a timeless property distinguished by its architecture, setting and location.

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$649,000
3bedrooms
2bathrooms
land 2.3ha

By Four Seasons Sotheby's International Realty

32
Video

House with garden Marlboro (United States)

Live the dream in this recently built, impeccably designed Contemporary Colonial. When entering, you will be greeted with a grand two-story foyer and impressive formal reception area with soaring ceilings and an abundance of natural light that flows through oversized windows above. This exquisite home with meticulous craftsmanship, and modern luxury is located in highly desired Marlboro NY, with breathtaking views of apple orchards and vineyards. The 3,248sf Colonial estate is gracefully set on a wonderfully private 1.5 scenic acres, Rich hardwood floors and upscale design set the tone for this exceptional living space. The stunning chef's kitchen features elegant cabinetry, quartz countertops, a large center island, stainless steel appliances, and an oversized pantry. Glass doors lead to the sprawling property, abundant with curated gardens, lined with trees creating a park-like setting with endless opportunities to explore. The graceful, grand staircase leads to the expansive, luxurious primary bedroom with soaring ceilings, huge walk-in closet, and spa-inspired ensuite bath with elegant tiling, rain shower, and deep soaking tub. A second ensuite bedroom with private bath and walk-in closet provides exceptional comfort for guests or extended family. There are two additional spacious bedrooms. Marlboro is famous for its stunning views of vineyards, sprawling apple orchards, and farmer's markets. Marlboro schools. Located near New Paltz, known for its vibrant art-scene, hiking, Mohonk preserve, walks along the rail trail and many restaurants. 10 miles to the Beacon Metro North station for an easy commute to NYC. This remarkable home is a Must See!! Enjoy contemporary comfort in one of the Hudson Valley's most beautiful settings.

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$699,000
4bedrooms
4bathrooms
land 5,868

By Ellis Sotheby's International Realty

39

Contemporary house with pool and terrace Woodstock (United States)

Hidden among the trees and just seven minutes from the center of Woodstock, this 1970s contemporary feels like a private creative compound, untouched in all the right ways. Set on 2 wooded acres with the Sawkill Creek at the rear of the property, the home unfolds through a series of unexpected spaces and strong architectural moments. A dramatic sunken living room anchors the house, centered around an oversized stone fireplace and framed by walls of glass that draw the surrounding landscape indoors. The original design language remains beautifully intact throughout, offering the rare opportunity to own a true period home rather than a generic renovation. The layout is expansive and flexible with over 2,700 square feet, 3 bedrooms, 2.5 baths, and multiple gathering spaces that open naturally toward the outdoors. Off the kitchen, a tucked-away courtyard deck creates an especially inviting area for dining, entertaining, or slow summer evenings beneath the trees. A luminous 500 sq ft porch overlooks the gunite pool, while a separate studio building introduces endless possibilities: artist studio, guest overflow, workspace, movement room, or retreat space. At the edge of the property sits a whimsical treehouse tucked into the woods, adding yet another layer to the property's distinctly Woodstock character. Longtime home to Woodstock artist Lenny Kislin, the property carries a deeply creative spirit shaped over decades. An acclaimed assemblage artist, Kislin created witty and deeply poignant sculptures by bringing together carefully sourced antique components and found objects, transforming fragments of the past into works rich with meaning and imagination. His work remains integrated throughout the home and studio. Private, architectural, and rich with atmosphere, 41 Wittenberg is a rare offering. This property has genuine soul, minutes from the center of Woodstock yet entirely its own world.

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$1,495,000
3bedrooms
3bathrooms
land 8,701

By William Pitt Sotheby's International Realty

38

House with garden Woodstock (United States)

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.

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$2,400,000
5bedrooms
5bathrooms
land 4.9ha

By Four Seasons Sotheby's International Realty

24

Contemporary house with garden and terrace Accord (United States)

Modern Loft Living in a Private Woodland Setting This striking glass and steel residence rises from the woods like a piece of sculpture, pairing industrial structure with natural form. Built in 1994 and inspired by Brutalist design, it combines a steel framework, concrete foundation, and log-stack cladding—an unexpected fusion of raw geometry and organic warmth. A soaring two-story glass curtain wall anchors the facade, flooding the interiors with light and blurring the line between architecture and landscape. Inside, a three-story steel and concrete staircase connects open living spaces with exposed beams, maple flooring, and clean industrial detailing. The Varenna-Poliform kitchen with Sub-Zero, Bosch, and Boffi fixtures sits at the core, overlooking the living area centered on a Wittus Trendline-2 wood stove. Upstairs, the primary suite features Ann Sacks limestone finishes, a deep soaking tub, and skylights as well as an additional bedroom; the lower level offers a flexible studio or guest suite opening to a stone patio and hot tub. Set on 4.3 wooded acres framed by ancient stone walls, forest, and western views toward Mohonk and the Shawangunk Ridge, the property offers complete privacy while remaining minutes from Stone Ridge, High Falls, and Accord. Nearby highlights include Inness, Arrowood Farms, and Westwind Orchard for dining and live music, as well as Mohonk Preserve and Minnewaska State Park for world-class hiking, climbing, and mountain biking. Kingston's galleries, markets, and restaurants are a short drive away. Less than two hours from New York City, this is modern architecture, deeply connected to its surroundings.

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$995,000
3bedrooms
2bathrooms
land 1.7ha

By William Pitt Sotheby's International Realty

41

House Woodstock (United States)

Enchanting Woodstock Compound with three separate buildings—Craftsman Home, Historic Barn & Cottage. Welcome to a truly rare offering in the heart of the Catskills—just minutes from the center of Woodstock, yet tucked away in a storybook setting of trees, meadows, and the soothing sounds of the Sawkill stream. This private 1.85-acre homestead compound blends rustic charm with modern versatility, featuring three distinct buildings, including a licensed short-term rental ready Craftsman home, a historic converted barn, and a sun-drenched cottage—each with its own character, purpose, and potential. The Craftsman Home. Thoughtfully restored and offered fully furnished, this two-story residence boasts cozy elegance and charm. An inviting front porch sets the tone for relaxed country living, while the 3-season sunroom offers the perfect perch for morning coffee or quiet reading. Inside, original hardwood floors, wainscoted ceilings, and a bright, open layout offer space for entertainment and relaxation. Upstairs, two bedrooms and a stylish bath provide a peaceful retreat. The dry, spacious basement offers extra storage or workshop potential. Currently a operating as a short-term rental, this home is truly turn-key for those seeking an income-producing property or an effortless weekend escape. The Converted Barn. Once home to the Bearsville Woodworking Collective, where the famed Pete Seeger commissioned the building of the Hudson River Sloop, Woody Guthrie, this large barn holds a legacy of artistry and craftsmanship. Its soaring ceilings, open floor plan, and natural light make it ideal for a studio, gallery, or workshop. French doors open to a bluestone patio overlooking stone gardens and field—an inspiring space for creatives or gatherings. The upper attic provides additional space for storage or future expansion. The Bearsville Cottage. A charming blend of vintage soul and creative flair, this one-bedroom cottage is perfect as a guest house, rental unit, or home office. Exposed wood beams, oversized artist windows, and a cozy woodstove make the living space both inspiring and inviting. A private bedroom entrance offers added privacy for tenants or guests, while the open kitchen and living area seamlessly extends into the backyard for easy indoor-outdoor living. The Land & Location. The Woodstock compound is fully fenced with fruit trees, open fields, and garden beds—ideal for farming, raising chickens, or simply enjoying quiet nights under the stars. A babbling creek runs year-round, adding to the property's natural serenity. Whether you're dreaming of a regenerative homestead, a live/work artist's retreat, a multi-generational family property, or an income-generating opportunity, this magical compound offers flexibility and soul in equal measure. Located just minutes from Woodstock's vibrant restaurants, music venues including the Bearsville Theater, and art galleries—with easy access to hiking, swimming, and all the natural beauty of the Catskills—this is a truly one-of-a-kind offering where history, nature, and creative potential come together. Note: Short-term rental income available upon request.

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$1,199,000
5bedrooms
3bathrooms
land 7,487

By William Pitt Sotheby's International Realty

26
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House Malden (United States)

One of the Hudson River's most extraordinary waterfront settings awaits. Where quiet luxury and timeless natural beauty converge, this exceptional contemporary home offers a rare opportunity to experience the river not simply as a view, but as a way of life. Perfectly positioned along the banks of the mighty Hudson, the home captures nearly 180 degrees of unobstructed river views and enjoys direct deep-water access from the property's edge. Here, breathtaking sunrises unfold each morning as bald eagles soar overhead and the ever changing rhythm of the river becomes part of everyday living. Designed to embrace its remarkable setting, the dramatic great room is framed by floor to ceiling windows that place the Hudson River front and center throughout the seasons. Spring welcomes brilliant mornings and returning wildlife. Summer brings sailboats, kayaks, and colorful hot air balloons drifting across the valley. Autumn transforms the surrounding mountains into a spectacular display of color, while winter settles into the quiet stillness that makes the Hudson Valley so unforgettable. Set on nearly 1.5 acres of level waterfront land with municipal water, sewer, and natural gas, the property offers an exceptional combination of natural beauty and everyday convenience. The home's thoughtful layout is warm, inviting, and designed to celebrate the landscape from nearly every principal room. Just minutes from the heart of the Village of Saugerties, you'll enjoy one of the Hudson Valley's most beloved destinations, known for its vibrant dining scene, independent boutiques, the historic Saugerties Lighthouse, the internationally acclaimed Opus 40 sculpture park, world-class HITS-on-the-Hudson equestrian competitions, and celebrated annual events including the Hudson Valley Garlic Festival and the Saugerties Artists' Studio Tour. This is more than a waterfront home. It is a front-row seat to one of New York's most iconic landscapes, a place where every season tells a different story, every sunrise feels personal, and the Hudson River becomes an extension of home. Opportunities like this are increasingly rare and seldom forgotten.

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$1,327,000
2bedrooms
3bathrooms
land 5,949

By Four Seasons Sotheby's International Realty

14

House with pool and garden Woodstock (United States)

A Rare Opportunity in the Heart of Woodstock. Own a remarkable piece of Woodstock history. Once the site of the Woodstock Lodge and The Pinecrest, this storied property invites you to step back in time while envisioning its next chapter. Set on 6.5 acres of scenic land with a mix of cleared grounds, wooded trails, and a seasonal stream, this property offers a rare combination of privacy and convenience a short distance from the vibrant village center with its shops, restaurants, and year-round cultural events. The property includes nine structures plus one foundation, a workshop, and an in-ground pool. Utilities, wells, and septic exist on the property. Property and all structures, infrastructure being sold as-is/where-is. Currently zoned R3 Residential with potential for residential redevelopment and possible subdivision, Buyer to due diligence on future use/configuration.

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$2,200,000
8bedrooms
10bathrooms
land 2.6ha

By William Pitt Sotheby's International Realty

19

House Saugerties (United States)

Welcome to the Goat Hill House. Set on 18.15 acres, this Scandinavian inspired modern barn is flawless. Surrounded by wild Blueberry bushes on all sides, this brand new build is a rare find: Design-forward, built for efficiency, and boasting ultimate privacy- yet only five minutes from the town of Woodstock. Black-stained siding, a matching standing seam metal roof, and crisp black-framed windows give the house its distinct modern look. Inside, the design forward floor plan unfolds under cathedral ceilings while finished wide-plank oak floors complement the modern kitchen and living room. Double-pane windows fill every room with light. Built for year-round comfort, with a low operating cost, the property functions with superior insulated windows, central AC, baseboard heat, ductless mini-splits, and ENERGY STAR appliances throughout. An incredibly easy property to maintain and comfortable in every season. With 18.15 acres of true seclusion and R2 zoning, the property has room to grow. A guest house, studio, barn, or full multi-structure compound are all possible on this prime lot location. Minutes to Woodstock, Saugerties, Kingston and Rhinebeck. And an easy drive to all the best hiking, biking, swimming and nature Ulster County has to offer. This private, design-forward retreat mixes beautiful architecture, acreage, and flexibility to match.

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$910,000
1bedroom
1bathroom
land 7.4ha

By Four Seasons Sotheby's International Realty

34

House New Paltz (United States)

Nestled on a quiet cul de sac and just minutes from the heart of New Paltz, this light-filled contemporary offers the perfect balance of privacy, comfort, and convenience. Set on over an acre of beautifully landscaped grounds, the property is surrounded by mature trees with a private backyard, creating a peaceful backdrop for everyday living. Inside, the cathedral ceiling and expansive windows bathe the living room in natural light, creating an airy and inviting atmosphere. The open-concept kitchen showcases custom wood cabinetry and connects seamlessly to the dining area and backyard, where two decks provide the perfect setting for al fresco dining, summer barbecues, evenings around the fire pit, or quiet mornings surrounded by nature. The thoughtfully designed layout includes three large bedrooms, two full baths, and a spacious finished lower level featuring a private office and a versatile living area, offering exceptional flexibility as a family room, fitness studio, media lounge, playroom, or guest retreat. Enjoy easy access to local restaurants, farmers markets, SUNY New Paltz, Mohonk Preserve, Minnewaska State Park, and miles of world-class hiking, climbing and cycling. Conveniently located near the New York State Thruway and bus service to NYC, this home offers an ideal blend of accessibility and Hudson Valley charm. Whether you're seeking a full-time residence or a weekend retreat, it delivers a lifestyle defined by natural beauty, recreation, and effortless living.

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$599,000
3bedrooms
2bathrooms
land 4,290

By Four Seasons Sotheby's International Realty

47

Property with pool Woodstock (United States)

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.

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$1,975,000
2bedrooms
2bathrooms
land 3.4ha

By Four Seasons Sotheby's International Realty

Contract pending
12

Property West Shokan (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.

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$475,000
3bedrooms
1bathroom
land 5,747

By Four Seasons Sotheby's International Realty

40

Farmhouse Woodstock (United States)

There's a distinctly Bohemian heartbeat to this Woodstock compound -- the kind of place where every corner feels like it has a story to tell or awaits the hearing of yours. The 1850 respectfully updated, original farmhouse, with its rich hand-hewn beams, gleaming wide floorboards, and six over six windows carries the patina of time, offering warmth, charm, and the kind of character that make old homes irresistible. The early 1990's addition expands the residence to provide alluring and flexible usage. This home is soulful, and available for those who appreciate authenticity. In the living room, with its two directions of light, an old brick fireplace anchors the space with rustic charm. The intimate, fully equipped kitchen with a natural stone seating bar & the beamed dining room feel like the heart of a true country home: Fetch, prepare and enjoy the local farmland bounty. The vaulted gathering room is dramatic with its absolutely fabulous wallpaper and 16' north light wall offering pastoral views into a peaceful meadow making it an ideal spot for music, reading, long conversations and rest. French doors open onto a stone patio and into the garden where, through the arbor, a sheltered brook offers its expected coolness and melodic sounds. In every season, this land provides a visual symphony and an earned sanctuary. The property's creative soul radiates in the 4-season studio, a 1000sqft space, w/ a 20' skylit ceiling, that beckons your creative expression no matter the medium - paint, sculpture, music, or movement, in group or solo. A bluestone path leads beneath massive trees to a woodworking shop offering yet another layer of creative opportunity. In the home, the hobby room was Harriet Tannin's darkroom, ready to once again function as such. Perhaps here is where she pioneered photo weaving. The buildings and property provide the atmosphere for your projects and expression long awaiting their and your realization. Together, these elements form a true Woodstock compound, walking distance from the celebrated Bearsville Theater Campus: An historic acoustic showcase from the '70s for leading artists, and revived in 2019 as a platform for ongoing musical and film venues, a unique event space, as well as local fare. The property's three buildings shape a natural, secluded courtyard and quiet oasis. Delightfully sited on over 3.5 poetic acres with exquisite old growth trees, flowering shrubs, and adjacent to larger land, this is a place for one who sees beauty in creation, who values character and nature, and who's been waiting to have an antique home, workspace, and creative life all in one. This inspiring property is a refreshing homage to the old Woodstock. It feels like home from your first step inside. Just minutes from the renowned village, yet a world apart.

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$1,450,000
3bedrooms
2bathrooms
land 1.5ha

By Four Seasons Sotheby's International Realty

Contract pending
47

Farmhouse with garden Woodstock (United States)

Perfectly positioned on a beautiful block, perched on a hill with a lush, private yard, this 4-bedroom, 3-bath home is move-in ready, impeccably maintained, and equally suited as a full-time residence or a Hudson Valley/Catskills retreat. The mailing address is Woodstock, but the home is assessed in the Town of Hurley, bringing with it the favorable lower tax rate and municipal services. Beautiful stonework lines the entrance, from the bluestone walls at the top and surrounding the driveway, to the elegant stone path leading to the front door, a nod to the history of the area. Inside, hardwood floors run throughout the first floor, and an oversized skylight bathes the kitchen in natural light. Two fireplaces, one in the living room and one in the fully finished lower level, lend the home a warmth and soul that you feel the moment you step inside. An abundance of closet space ensures everything has its place. The fully finished lower level is a terrific feature of this home with a full bath, a flex room that serves beautifully as a guest suite or home office, and a thoughtfully appointed laundry area with brand new machines topped with a butcher block counter. From the lower level you'll also find additional storage and direct access to the two-car garage. Just off the dining room, the expansive screened-in porch is nothing short of magical, completely engulfed in nature, with two ceiling fans keeping things comfortable and a direct entrance to the backyard. The immaculate 2-car garage features remote door openers, and the oversized driveway offers generous parking for family and guests alike. As for the location, it's just 2 hrs from NYC and five minutes to Woodstock Village, where some of the region's most celebrated restaurants and venues await: Sylvia, Good Night, The Red Onion, Shelter, Cucina, Colony, the Bearsville Theater, The Pines, and more. Hike the storied trails of Overlook Mountain, bike the rail trail along the Ashokan Reservoir, or ski the slopes at Hunter Mountain. Whether you're planting roots or seeking a retreat from the city, this home is as comfortable as it is convenient.

… 
$665,000
4bedrooms
3bathrooms
land 2,388

By Four Seasons Sotheby's International Realty

Contract pending
43

House Ulster Park (United States)

Escape to your beautifully restored 18th-century retreat in the Hudson Valley. There is a sense of quiet authenticity here: thick stone walls, hand-hewn beams and warm textures throughout. Thoughtfully curated details speak to the homes rich past, while showcasing a seamless balance of timeless character and refined modern design. Cozy corners and inviting spaces are made for slow mornings, intimate dinners, and weekends spent hosting family and friends. The kitchen is centered around a massive stone hearth that creates a warm and memorable gathering place, while the formal dining room, with its original working fireplace, offers an unforgettable setting for entertaining. Whether curled up inside or enjoying the surrounding natural beauty, every inch of this property feels intentional, welcoming and grounded. Set on 1.4 acres framed by mature trees, gardens, and stone walls, you're moments from hiking and biking trails, farm stands, acclaimed restaurants, and some of the region's most beloved outdoor destinations. Ideal as a full-time residence or weekend escape, this is more than a home, it's a rare opportunity to embrace a lifestyle rooted in history, nature, and the enduring charm of the Hudson Valley.

… 
$749,000
3bedrooms
2bathrooms
land 5,666

By Four Seasons Sotheby's International Realty

Contract pending
38

Property Olivebridge (United States)

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.

… 
$530,000
3bedrooms
2bathrooms
land 4,047

By Four Seasons Sotheby's International Realty

35

House Woodstock (United States)

Tucked away at the end of a quiet cul-de-sac in Woodstock, and set against a backdrop of woods, a gentle stream, and mountain views, this well-maintained home offers flexibility and income potential. The main residence features a welcoming living room, an eat-in kitchen, and a convenient half bath on the first floor. Upstairs, three bedrooms and a full bath provide a functional and comfortable layout, with hardwood flooring throughout. The lower level adds valuable living space with a spacious family room, complete with a pellet stove—perfect for cozy evenings. An attached one-bedroom apartment, with its own private entrance, is ideal for guests, extended family, or rental income. It features a full kitchen, bath, in-unit washer and dryer, and a charming three-season porch with skylights that fill the space with natural light. A rare opportunity to own a versatile property in a peaceful Woodstock setting, surrounded by nature yet close to everything the area has to offer.

… 
$539,000
4bedrooms
3bathrooms
land 1,497

By Four Seasons Sotheby's International Realty

Contract pending
35

Property with pool Cottekill (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.

… 
$995,000
4bedrooms
4bathrooms
land 5,666

By Four Seasons Sotheby's International Realty

50

Property Kingston (United States)

Ulster Landing is a storied & magnificent former Livingston estate established in the early 1800s, perched on 34 acres above the Hudson River with far-reaching views & more than half a mile of river frontage. Down a long, winding driveway lies the historic and remarkably well-preserved main house. On the 1st floor, the formal living & dining rooms have exquisite views of the river & are connected by the original arched doors. French doors line the living spaces, opening to the home's wraparound porch & overlooking the surrounding gardens & bluestone dining terrace. Inside, the deep berry-red kitchen was a painstaking collaboration between a local craftsman & the home's designer, with elaborate millwork, an AGA range, multiple restored historic pieces, & ample pantry & appliance storage. The family room, office, library- complete with built-in bookshelves & a characterful indigo Antoinette Poisson wallpaper, and full bath/powder room completes the first floor. The grand staircase twists around, meeting the second-floor landing & the best view in the house, framed by two large windows, the top of which disappears into the home's 'tower'. There are two distinct wings on the second floor - the owner's wing & the guest wing, each with its own staircase & landing. The owner's wing is home to the primary suite & a kid's suite. The primary features vaulted ceilings & large arched French doors that lead out to a balcony. An expansive dressing room with built-in closets & a fireplace and primary bath with freestanding soaking tub facing the Hudson, & an alcoved toilet & shower complete the suite. Down the hall from the primary bedroom is the colorful kid's room with striped Swedish wallpaper & a walk-in closet. The two-toned kid's bath has a claw-foot tub with a shower surround. Second-floor laundry & a large linen closet complete the owner's wing. A long balcony runs along the entire guest wing, offering access via French doors in the double guest suite & the single guest room. The double room features vaulted ceilings, an extra-large walk-in closet, & a full bath. The single room has detailed millwork & playful wallpaper, with its accompanying bathroom down the hall. The home is not short on functional yet tasteful utility spaces, with the ground-floor rooms converted into a laundry room, gardening mudroom, pantry & walk-in refrigerator, as well as significant storage space. The laundry & flower room is painted a deep ochre color, with ample built-in cabinetry, an XL utility sink, open shelving for vases, & two sets of high-capacity washers & dryers. The gardening mudroom has exposed historic brick walls & access to the surrounding herb & flower gardens, wood storage, & the exterior potting station. Ulster Landing, with its 34+ acres, possesses a particularly dynamic landscape, with several rolling wildflower meadows, centuries-old flowering trees, winding walking trails, & a pebble beach along the Hudson River. The heated gunite pool, spa, & surrounding bluestone terrace sit perched on top of a hill overlooking the river, with an outdoor shower & a concealed storage room built in below. The circa 1800s barn, with a long bay currently acting as a garage, still contains much of the property's original maintenance & horse-drawn carriage equipment. Up the driveway towards the property's entrance are the Playhouse & the Gatehouse. The Playhouse, a light-filled mid-century cabin, features a large living space, a kitchenette, a full bath, & a separate room that serves as a gym but could easily be used as a cousins' bunk room, art studio, office, or an overflow guest space. The Gatehouse is original to the property & is currently a charming one-bedroom cottage, ideal for caretakers, staff, or guests. The home is minutes from Kingston's historic district, 15 minutes from Saugerties, Rhinebeck, Red Hook, Tivoli, & the Rhinecliff Amtrak train station, a half hour from Hudson, & just over an hour & a half from New York City.

… 
$8,100,000
6bedrooms
7bathrooms
land 14ha

By Four Seasons Sotheby's International Realty

23

Property New Paltz (United States)

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.

… 
$2,200,000
341
3bedrooms
3bathrooms
land 14ha

By Ellis Sotheby's International Realty

30

House Big Indian (United States)

Welcome to Lost Clove Mountain House, a rare and remarkable Catskills retreat set along a quiet country road in Big Indian. Surrounded by nearly nine private, wooded acres and bordered by protected state land, this fully renovated estate offers over 5,300 square feet of refined mountain living, where privacy, nature, and thoughtful design come together seamlessly. Just across the road, a mountain stream winds its way into the legendary Esopus Creek, creating a soothing natural soundtrack and a setting that feels worlds away, yet is just two hours from NYC. Inside, the home opens to a dramatic great room with soaring cathedral ceilings, rich hardwood floors, and a striking stone fireplace. Walls of glass invite the outdoors in, filling the space with natural light and framing peaceful woodland views. The open-concept layout flows effortlessly into a beautifully appointed chef's kitchen with gas cooking, custom cabinetry, and modern appliances, ideal for entertaining after a day in the mountains. Designed with both comfort and connection in mind, the home features four spacious bedroom suites, along with additional half baths, offering flexibility for hosting and everyday living. Multiple gathering spaces, including a finished lower level with a pool table and wood stove, create the perfect backdrop for après-ski evenings, game nights, or quiet weekends in. A true sanctuary, the home also embraces wellness and relaxation. Unwind in the Scandinavian wood sauna, relax in the warm cedar soaking tub, or step out onto the expansive deck to take in the crisp mountain air. Every detail has been considered, from ductless cooling and forced-air heat to a tankless hot water system and robust electrical service, ensuring year-round comfort and ease. A separate two-story 1,700 sq ft. guest house adds even more versatility. Perfect for hosting visitors, creating a private studio, or establishing a work-from-home escape. Ideally located just minutes from Belleayre Mountain, Peekamoose Restaurant, Urban Cowboy Lodge, and beloved local destinations like Frost Valley YMCA, Lost Clove Mountain House places you at the center of the Catskills' best outdoor recreation, dining, and culture. Whether you're seeking a refined ski house, a peaceful artist's retreat, or a four-season escape to recharge and reconnect, this is a property that delivers on every level. Private, luxurious, and deeply rooted in the beauty of the mountains.

… 
$1,599,000
4bedrooms
6bathrooms
land 3.6ha

By Four Seasons Sotheby's International Realty

50
Video

House with pool and garden Arkville (United States)

Legacy estate built into a hillside at 2,400 feet above sea level with far-reaching mountain views, Sul Monte is a of rare architectural pedigree and natural beauty. Commissioned in 1921 by opera legend Amelita Galli-Curci and designed by Harrie Thomas Lindeberg, one of the most respected country house architects of the 20th century, the home blends European country house traditions with an American sense of scale and ease. The result is a residence both gracious and grounded, expressive in form yet timeless in spirit. Set on 61 acres of terraced lawns, wildflower meadows, specimen trees, and woodlands with walking trails, the property offers sweeping views across the Catskills. Its half-timbered facade, leaded glass windows, and sculpted cedar shake roof evoke the romance of the English countryside, while interiors reveal over 8,200 square feet designed for both entertaining and private living. Enter through the porte cochere into an all-season mudroom leading to the spacious eat-in kitchen and adjacent breakfast room. From here, a generous butler's pantry, complete with original cabinetry, a vintage warming cabinet, and a zinc-clad sink, connects to both the informal dining room with leaded glass and stone floors and the formal dining room with beamed ceilings, fireplace, and a built-in bar concealed behind paneled doors. At the heart of the home, the living room blends comfort, character, and versatility. A wall of built-in bookcases displays books and personal collections, while a deluxe billiards table anchors the space beneath its original pendant light. A cozy seating area centers around the carved mantel bearing Galli-Curci's initials flanked by foxes, an enduring nod to Sul Monte's storied past. With leaded glass windows, wide-plank floors, and period details throughout, the room invites both lively gatherings and quiet evenings at home. Just beyond, a sunroom perfectly frames Catskill Mountain views and offers an inviting spot for a morning read or evening aperitif. Monumental windows framed in stone flood the great room with natural light, accentuating its soaring ceilings and exposed timber trusses. Originally Galli-Curci's private rehearsal studio, the space now serves as a magnificent setting for music, gatherings, or peaceful downtime. Its scale, light, and craftsmanship give the great room a presence that's both impressive and inviting. Up a private staircase from the great room, the primary suite is rich in character, with a barrel-vaulted ceiling, diamond-paned windows, and a deep window seat perfectly poised for taking in the grounds and views beyond. The suite includes a dressing room lined with mirrored closet doors and an en suite bath with original tilework and fixtures, positioned to capture western sunset light. Five additional bedrooms are gracious and well-proportioned, four of which feature finely crafted built-in closets. All six of the home's bathrooms retain original 1920s porcelain fixtures. Tucked into a beautifully landscaped corner of the grounds, the saline, heated pool also enjoys expansive views and offers a tranquil escape just a short stroll across the lawn from the house, ideal for a morning swim, a relaxed afternoon, or gathering with friends at sunset. Other features include an indoor sauna, expansive flagstone terrace, a small barn, a charming shed, and a four-room studio space with a bathroom and kitchen above the garage, currently used as a potter's studio, with potential for guest or staff accommodations with additional improvements. Located minutes from Belleayre Mountain Ski Resort and the hamlets of Phoenicia, Margaretville, and Fleischmanns, Sul Monte is just 2.5 hours from NYC and within easy reach of Woodstock and other Hudson Valley destinations. More than a residence, Sul Monte is a piece of architectural heritage, shaped by Lindeberg's belief that great homes are meant not just to endure, but to be lived in fully and shared generously.

… 
$3,250,000
8bedrooms
7bathrooms
land 24.7ha

By Four Seasons Sotheby's International Realty

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