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luxury real estate for sale Kingston, United States

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20

Land Kingston (United States)

Discover an exceptional opportunity in the heart of Kingston's vibrant waterfront district. Located in the Opportunity Zone and with Kingston's expanded zoning, this buildable corner lot sits directly along the Rondout Creek and offers the potential for Hudson River views, providing the perfect backdrop for your future home or investment project. Fully serviced by municipal water, sewer, and natural gas, this parcel removes the typical development hurdles, making it an ideal canvas for a single-family residence, a duplex, or even a mixed-use concept under Kingston's expanded zoning allowances. Enjoy the best of city convenience with walkability to the bustling Rondout area; restaurants, boutiques, marinas, festivals, and waterfront recreation, while still being tucked into a charming residential pocket. With its prime location, versatility, and affordability, this lot presents a rare chance to build in one of Kingston's most sought-after districts. Create your vision and be part of the dynamic growth happening along the Hudson Valley's historic waterfront.

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$200,000
1,093

By Four Seasons Sotheby's International Realty

10

House Kingston (United States)

Every visitor says the same thing, ''all this AND you are in the center of Kingston!'' The home on this exceptional private estate is perfectly situated on 4.6 acres on a raised plateau unseen from the street below. Up the driveway, the house reveals itself and you see why this generational home inspires images of a family wedding, or a beloved daughter coming down the grand stairs on prom night. Once inside the gracious entry hall, lit by one of the home's three crystal chandeliers, you look to the right and see the family room filled with morning sunlight and high ceilings. To your left is the formal sitting room sharing the same garden views through the huge windows. Across the front of the house, there is a perfect guest suite with its own entrance separated from the private rooms upstairs. In fact, three of the large main floor rooms are full en suite ideal for additional primary suites if desired. Light a fire in the dining room for intimate dinner parties under the chandelier at the table set for 2 or 12. The wall of floor-to-ceiling windows looks west to the garden and pool ringed by hydrangeas bringing the outdoors in. Next to the dining room is a bright corner room with huge windows looking south and west. A den, office, or maybe a primary suite with all day sun and stunning sunsets! Overlooking the pool is the chef's custom kitchen, huge and bright with large windows above the apron front farm sink. The vast quartz counters and high-end stainless appliances are second only to the abundant storage throughout! The breakfast room beside the kitchen has enormous windows and French doors leading out to the pool. Once outside, you can enjoy the heated salt water pool or lounge on a chaise enjoying the garden. There is more than enough room for a grill and a few umbrellas to shade your friends and family on lazy summer afternoons. Enjoy a walk around your endless lawns completely sheltered from view in every direction. Back inside, at the top of the stairs are three huge panoramic windows looking west, ideal for a book and a glass of wine at sunset, or a quiet afternoon nap. At the front of the house, there is a very private primary suite with mountain views and room for a seating area when you need to escape. A large spa bath awaits you for a warm soothing soak in the tub or slip into the shower and wash the day away. On the other side of the house from your bedroom escape are two bedrooms joined by a stylish jack-and-jill bath. Up another flight and you are in the finished attic with double height vaulted ceilings. This space, which is not included in the square footage, has a large central room and two side rooms and a large finished closet. The sky is the limit for how you can use this extraordinary space. This home has been effectively built this very year. What does that mean for you? You can focus on enjoying life knowing that your home is complete! This house features a new driveway, beams and steel columns in the basement, on-demand heating, air conditioning, water heater, floors throughout, windows, doors (including the garage and garage door openers), rain gutters and all 7 baths as well as the custom designed kitchen. The home has been re-plumbed and re-wired with new lighting inside and out. The heated salt water pool was just installed with state of the art equipment and surrounded by a precision laid bluestone patio. There is new landscaping surrounding the house and the front lawn has two large stone circles, formerly a fountain, which can be restored or used as a great fire pit! When it is time to go out, you can walk right into the Stockade District for restaurants, galleries and shopping. You are close to the thruway and walking distance to the Trailways Bus for easy access to the City. Despite its grand facade and grounds, this is a comfortable home and the rooms have a gentle human scale, ideal for big parties or quiet evenings watching a movie. Welcome home. Results: 1 Selected: 0

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$2,597,100
394
5bedrooms
7bathrooms

By Annonceur International

27

House Kingston (United States)

Pine Ridge sits high on an east-facing ridge in Marbletown, where long views stretch across the valley to the Taconic and Berkshire Mountains beyond. Reached by a long drive through 23.5 wooded acres, the property reveals itself slowly. First the trees, then the sky, and finally the house itself, tucked comfortably into the landscape. The setting is extraordinary. Mature pines frame the view, morning light pours across the ridge, and the horizon seems to shift with the seasons. From nearly every room, there is some connection to the landscape—distant mountains in the morning, treetops moving in the breeze, or the warm afternoon light filtering through the woods. The house was thoughtfully designed around these views by acclaimed Bone Hollow Studio, a Hudson Valley–based boutique development firm whose work is known for its thoughtful relationship to landscape and enduring craftsmanship. Clad in custom-stained wood siding and topped with a standing seam metal roof, the architecture feels timeless, drawing inspiration from traditional rural forms while embracing light, openness and a strong connection to the outdoors. At the center of the home is a dramatic great room with vaulted ceilings, a wood-burning fireplace and walls of glass overlooking the valley beyond. It is a space that feels equally suited to quiet mornings and large gatherings, expansive in scale yet remarkably comfortable. The adjoining kitchen is beautifully executed, with a 48-inch AGA range, custom cabinetry, handmade tile and a thoughtful mix of Taj Mahal quartzite, Brazilian soapstone and Danby marble. A generous pantry keeps the main living spaces uncluttered and functional. The floor plan has been designed for flexibility and ease. There is a fabulous primary suite on both the first and second floors, both with fabulous views, beautiful, large bathrooms and walk-in closets. There is a private sitting room with a second fireplace and spectacular views, along with several flexible spaces that can easily adapt as offices, studios, libraries or guest quarters. Throughout the home, the details are understated but exceptional. Custom millwork, built-ins, vintage and designer lighting, handmade tile and carefully selected fixtures create interiors that feel warm, collected and enduring. There is a sense that every material was chosen not simply for appearance, but for how it would age and live over time. Equally impressive are the home's performance features. High-efficiency mechanical systems, Marvin windows and doors, an ERV system, full-house generator, EV-ready garage and a host of thoughtful energy-conscious upgrades ensure the house is as comfortable and functional as it is beautiful. While the property feels wonderfully private, you're just ten minutes from Kingston and the New York State Thruway, and a short drive to INNESS, Arrowood Farms, Westwind Orchard and many of the Hudson Valley's most beloved destinations. The property is a compelling combination of landscape, architecture and craftsmanship. Pine Ridge is, above all else, a house designed around its setting—a place to watch the light move across the valley, gather with friends and family, and feel deeply connected to the landscape in every season.

… 
$3,150,000
3bedrooms
5bathrooms
land 9.5ha

By Four Seasons Sotheby's International Realty

32

House with garden Kingston (United States)

Welcome to 323 Beaverkill Road. Set on nearly four private acres, this custom-built, 3-bedroom, 2-bath Cape offers a rare combination of privacy, usable land, and thoughtful comfort. Tucked down a long, private driveway near the Ashokan Reservoir, this peaceful retreat offers total seclusion while remaining minutes from the Hudson Valley's best destinations. Built and finished with an incredible sense of artistry and craftsmanship, inside you'll find light-filled spaces and exceptional historic details. Notable finishes include locally sourced, wide-plank heart pine floors, antique chestnut post-and-beams, tobacco barn oak floors, and custom-built cabinetry. The main living spaces are inviting and comfortable, with double-pane windows bringing in views of the surrounding beauty from every direction. The living room is anchored by a high-efficiency wood stove insert with a natural surround--crafted from stone gathered right from the property's grounds. Each of the three bedrooms has been thoughtfully designed and curated for comfort. Bathed in natural light, the primary bedroom is a peaceful sanctuary featuring a vented skylight, custom cabinetry, and an attached greenhouse designed for indoor gardening. From there, step out onto your private upper-level deck to overlook the lush gardens and grounds; a serene setting for morning coffee, yoga, or hosting friends. Step outside to find truly breathtaking grounds. The fenced gardens are enveloped by native plantings and specimen trees. This true pollinator garden invites bumblebees and butterflies while keeping out deer and other critters--a nature lover's dream. Completing this magical compound is a fully insulated, 24' x 24' detached studio complete with electricity, stained tongue-and-groove pine floors, and abundant natural light. This space expands the possibilities of the property, functioning perfectly as an artist's studio, workshop, office, yoga space, or a future ADU. For peace of mind, a whole-house generator was installed in 2022. Other recent infrastructure upgrades include a new Navien tankless water heater, water filtration and softening systems, enhanced insulation, and a roof less than ten years old. This is a property with both deep artistic character and the modern infrastructure needed for year-round comfort. Just minutes from Kingston, Woodstock, and the Catskill Mountains, this property is perfect for those seeking beauty, privacy, and a creative life close to nature.

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$849,000
3bedrooms
2bathrooms
land 1.5ha

By Four Seasons Sotheby's International Realty

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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.

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

By Four Seasons Sotheby's International Realty

13

Land Kingston (United States)

Here is a magnificent opportunity to build your dream home on 16 pristine, wooded acres — the largest and most private parcel in an idyllic four-lot subdivision. Tucked away at the end of a quiet, private road, this property offers the rare blend of peaceful seclusion and close proximity to everything you need. Surrounded by a lush, serene forest, it's a haven for nature lovers and those seeking tranquility, with ample space to explore, unwind, and enjoy the outdoors. Underground electric runs the length of Night Owl Road, preserving the unspoiled natural beauty with no visible power lines in sight. Though it feels worlds away, you're just 8 minutes from charming Stone Ridge and only 12 minutes to Kingston and the NYS Thruway. Woodstock's vibrant arts scene and restaurants are nearby as well — all just 2 hours from NYC. A Board of Health-approved building site is in place, but with so much acreage, the possibilities are endless. Come take a walk through the woods and let your imagination roam.

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$435,000
64,831

By William Pitt Sotheby's International Realty

46 listings near Kingston

Nearby
28

House Rhinecliff (United States)

The Rhinecliff House begins with its setting, just steps from the Rhinecliff train station and a short drive into the Village of Rhinebeck, where mornings can start with a walk for coffee and end with a seamless trip back from the city. It is a place where Hudson Valley calm and everyday access to NYC naturally meet. Inside, the home unfolds with a sense of ease and possibility. Currently arranged as a two family residence, it offers flexibility that adapts to the way you want to live. The first floor moves comfortably from a formal dining room to a welcoming family room, with two bedrooms, a mudroom, and a rear porch that opens to a fenced yard, a space equally suited for quiet living or generating rental income. Upstairs, three additional bedrooms create room for extended stays, multi generational living, or a simple investment setup. Whether kept as is or thoughtfully reimagined into a single family home, the layout invites your vision. Set on approximately 0.84 acres, the property feels unexpectedly expansive for such a convenient location, made even more compelling by the inclusion of the adjacent parcel formerly known as 410 Rhinecliff Road. Together, they create a broader sense of space and possibility that is rarely found this close to the train and village. Recent upgrades, including a brand new HVAC system and a new roof, bring a sense of ease and reliability. Beyond the main house, a detached garage, positioned on the former 410 parcel and also with a new roof, offers another chapter waiting to be written, whether as a studio, workspace, or creative retreat, with the added flexibility that comes from its placement on the additional lot. With nearly an acre of land, there is space here to grow, to garden, to gather, or to shape something more. The Rhinecliff House is not just a home, but an opportunity to create a lifestyle defined by flexibility, scale, and connection to one of the Hudson Valley’s most sought after settings. And though you're not on the water, the river breeze reminds you it's never far.

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$745,000
5bedrooms
3bathrooms
land 3,399

By Four Seasons Sotheby's International Realty

Nearby
Contract pending
30

Land Ulster Park (United States)

High above the storied banks of the Hudson River, in a quiet corner of Esopus where morning light breaks first across the water, a rare nearly 6 acre hillside waits for its next chapter. With 375 feet of direct river frontage and an unbroken sweep of east-facing sunrise views, the property offers the kind of canvas that has become increasingly difficult to find in the Hudson Valley; vast, elevated, and rich with possibility. Two 19th-century structures stand on the land, their weathered frames hinting at the site's long history. They are in a state ready for renovation, inviting an imaginative steward to restore them as guest cottages, studios, or architectural artifacts. Just as easily, the hillside could be cleared to make way for a contemporary glass retreat, something modern and sculptural that drinks in the river light and frames the distant movement of ships and barges as they travel the famed waterway. Here, the land itself does much of the work: rolling contours, mature growth, and a pitch that lifts the eye instinctively toward the horizon. With existing electric service and a clean, functioning well already in place, the practical foundations are set. What remains is vision, whether for a singular estate or, with approvals, the thoughtful division into two distinct riverfront homesites. In a region where demand routinely outpaces opportunity, this parcel stands out not only for its scale but for its setting. Perched above the river's edge, it offers the rare chance to craft a legacy residence, one shaped by light, landscape, and the enduring pull of the Hudson itself. For those searching for the next great place to write their Hudson Valley story, this hillside may be the one.

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$449,000
22,339

By Four Seasons Sotheby's International Realty

Nearby
46

House Rhinebeck (United States)

This is a rare opportunity to thoughtfully steward and restore one of Rhinebeck Village’s most architecturally compelling historic residences — a property defined by provenance, scale, and enduring beauty. Set on coveted Chestnut Street, this distinguished circa-1870 Italianate villa offers 4 bedrooms and 2.5 baths and is among the few remaining historic homes in the village to retain such remarkable original detail and integrity. Soaring ceilings, grand arched openings, oversized bay windows, marble fireplaces, original plaster medallions, plaster walls, crown moldings, decorative chandeliers, and beautifully preserved original windows speak to a level of craftsmanship rarely found today. The home’s exceptional acoustics — enhanced by the original plaster walls — create a quiet richness and warmth throughout the interiors that is immediately felt upon entering. Built for local attorney and town supervisor George Esselstyn, the residence unfolds across graciously proportioned rooms filled with natural light, including a richly atmospheric library anchored by an intact soft-coal heating stove and original glass-front bookcases. Outside, the property becomes even more extraordinary. An original two-bay carriage barn with a walk-up loft offers exceptional potential for studio, guest, or creative use. The residence sits on an oversized village parcel with 100 feet of road frontage, accompanied by an additional separately deeded adjoining lot with another 50 feet of frontage — a rarity within Rhinebeck Village and an offering that creates an estate-like setting of unusual scale, privacy, and presence. A truly exceptional offering for those who value architectural authenticity, history, and the rare privilege of bringing a significant home into its next chapter.

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$2,955,000
4bedrooms
3bathrooms
land 3,116

By Four Seasons Sotheby's International Realty

Nearby
Contract pending
24

Property Rhinebeck (United States)

A classic mid-century modern gem in the heart of Rhinebeck Village—warm, architectural, and beautifully preserved. Tucked away on a quiet and private cul-de-sac, this three-bedroom, two-bath home offers the rare combination of peaceful village living and exceptional walkability to shops, dining, cafés, and culture. Inside, the home celebrates clean lines, abundant natural light, and a thoughtful connection between spaces. The living room is anchored by a striking stone fireplace, while expansive windows and hardwood floors create an inviting, effortless flow throughout. The dining area feels intimate yet open—equally suited to slow mornings and lively evenings. Three well-proportioned bedrooms offer flexibility for modern living, and a two-car garage—a true village luxury—adds everyday convenience without compromising style. The walk-out lower level includes a serene bonus space currently used as a creative workspace and yoga studio, offering exceptional versatility for a home office, studio, guest space, or wellness retreat. Quietly elegant, meticulously maintained, and ideally located in Rhinebeck Village, this is timeless Hudson Valley living at its best.

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$750,000
3bedrooms
2bathrooms
land 1,983

By Four Seasons Sotheby's International Realty

Nearby
24

House Rhinebeck (United States)

Rare Hudson Riverfront Land Opportunity in Rhinebeck Along the prestigious and highly coveted Mill Road, this extraordinary 4 acre parcel offers a rare chance to own 300 feet of direct Hudson River frontage in one of the most sought-after areas of Rhinebeck. Framed by breathtaking sunsets over the Catskill Mountains, this property invites you to create a private retreat surrounded by nature’s beauty. With scenic trails, winding backroads perfect for biking, and endless hiking nearby, it’s an ideal setting for outdoor enthusiasts. Whether your vision is a modern architectural masterpiece, a timeless country estate, or a serene escape, this land provides the ultimate canvas. Just minutes to the vibrant Village of Rhinebeck, where farm-to-table restaurants, boutique shopping, and Amtrak access await, this property offers both seclusion and convenience. Opportunities to own Hudson Riverfront property in Rhinebeck are exceedingly rare—don’t miss the chance to bring your dream lifestyle to life in the heart of the Hudson Valley. Board of Health Approved. Survey Available.

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$960,000
land 1.6ha

By Four Seasons Sotheby's International Realty

Nearby
28
Video

House Rhinebeck (United States)

WhistleWood Farm A rare multi-use estate set on just under 40 acres in the heart of Rhinebeck, NY. Currently operating as a successful bed-and-breakfast, event venue, and horse boarding facility, WhistleWood Farm offers exceptional flexibility for both residential and commercial buyers seeking a true Hudson Valley destination property. Comprised of three parcels totaling nearly 40 acres, the property is equally suited as a private compound, gentleman’s farm, equestrian retreat, boutique hospitality venture, or wellness-focused escape. Existing hospitality and equestrian infrastructure provide a strong foundation for continued or expanded use. The main residence spans approximately 4,500 square feet and features 5 bedrooms, 5 full baths, and 2 kitchens—offering remarkable flexibility for private living, guest accommodations, or hospitality operations. Complementing the main house is an beautifully appointed 1,500-square-foot carriage house with three bedrooms and three baths, rich in character and perfectly suited for guests, extended stays, or expanded event and hospitality use. Walking trails through the woods create a rare sense of privacy and connection to the landscape just moments from the heart of Rhinebeck Village—with its celebrated dining, farm-to-table restaurants, boutiques, and nearby Amtrak access. For the tennis enthusiast, premier tennis facilities conveniently located next door further enhance the property’s lifestyle appeal. Open meadows, mature trees, and a coveted Village-adjacent setting make WhistleWood Farm a truly rare offering—equally compelling as a private estate, hospitality investment, or legacy property in the Hudson Valley. Additional features include solar power, further enhancing the property’s efficiency and long-term sustainability.

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$3,850,000
7bedrooms
7bathrooms
land 6ha

By Four Seasons Sotheby's International Realty

Nearby
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.

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

By Four Seasons Sotheby's International Realty

Nearby
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.

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

By Four Seasons Sotheby's International Realty

Nearby
30

House 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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$2,854,000
331
5bedrooms
3bathrooms

By Annonceur International

Nearby
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.

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

By Four Seasons Sotheby's International Realty

Nearby
30

House Woodstock (United States)

A rare opportunity to own a truly special piece of the Hudson Valley. Nestled in the heart of Woodstock, NY, this iconic property offers 11.17 breathtaking acres of open meadows and sweeping mountain views that change beautifully with every season. The well-maintained 3-bedroom, 1-bath ranch house spans 1,360 square feet and offers comfortable single-level living with a warm, classic character. A charming red 4-stall barn - a nod to the property's days as a functioning horse property - adds tremendous character and versatility, complemented by a detached garage and shed for ample storage and utility. Whether you're looking for a private personal retreat, an equestrian revival, or a savvy investment, this property delivers on all fronts - already subdivided into four separate parcels, offering exceptional flexibility and significant potential for additional building.

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$1,512,600
126
3bedrooms
1bathroom

By Annonceur International

Nearby
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

Nearby
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.

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

By Four Seasons Sotheby's International Realty

Nearby
14

House 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

Nearby
24

House Rhinebeck (United States)

Tucked gracefully in a private, tree-lined setting, this timeless New England-inspired residence offers the rare combination of classic architecture, exceptional craftsmanship, and effortless everyday living. Sunlight pours in through expansive windows, framing views of mature trees and a rolling lawn in every season. Every detail reflects quality—from the substantial millwork and rich materials to the thoughtful balance of formal and casual spaces. The expansive living room is both inviting and refined. At the heart of the home, the spacious kitchen is designed for both everyday living and effortless entertaining. A generous center island provides abundant workspace, complemented by ample cabinetry and a well-appointed layout. Three generously proportioned bedrooms provide peaceful retreats, each filled with natural light and tranquil views of the surrounding landscape. Outdoors, the property transforms into a private retreat. A freeform pool anchors the backyard, surrounded by natural stone terraces and layered gardens that blend seamlessly into the landscape. Whether gathering around the fire pit or spending quiet afternoons poolside, the setting feels peaceful and secluded. Beautifully maintained and thoughtfully designed, this is a home that lives as well as it looks: elegant without feeling formal, spacious without excess, and timeless in every sense.

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$1,450,000
3bedrooms
3bathrooms
land 2.1ha

By Four Seasons Sotheby's International Realty

Nearby
50

Farmhouse with garden Woodstock (United States)

Library Lane is a historically significant compound on a quiet road in the heart of Woodstock, where a thoughtfully designed stone house and a sprawling, light-filled guest cottage sit nestled amidst a uniquely lush, abundant landscape. The History: Built by the iconic Woodstock artist Paul Arndt in the 1920s as his home (the stone house) and his sprawling art studio (the cottage), this property is steeped in the history of the region's most influential generation of artists. Arndt was part of the circle of painters, many his neighbors and frequent guests of his renowned gatherings on Library Lane, often referred to as the Woodstock Impressionists, a group active during a period when many Depression-era artists chose to live and work outside New York City. The Stone House: The expansive four-bedroom, two-bathroom stone house marries rich textures and refined materials with a minimalist calm intended to both soothe and inspire. It has been meticulously restored to bring a modern sensibility that favors light and clean lines, a nod to nature, while preserving charming details such as exposed wood beams, classic Dutch doors, and the original wide-plank oak and pine floors. The kitchen, outfitted with Viking appliances, has Siberian elm countertops that sit below a backsplash of gorgeous Cle tiles, and an unlacquered brass Barber Wilson faucet graces the sink. The living room is framed by striking wood beams, and the whole room meditates around a grand stone-clad wood-burning fireplace. The 4 bedrooms, one of which is on the ground floor, are generously proportioned and have idyllic views. The newly renovated master bathroom has a double-sized sink and a soaking tub. And perhaps one of the home’s most beloved features - the original, wavy-glass, paned windows in every room that open like classic French doors. The Artist’s Cottage: Meandering out the front door of the stone house down the gravel path, or slipping through the secret garden fence at the edge of the property, you’ll encounter Paul Arndt's former painting studio, now a dreamy three-bedroom cottage. The living room has soaring high ceilings, an original stone fireplace fitted with a Stüb Belgian insert, and an incredible picture window overlooking some of the property’s most beautiful trees. Throughout the cottage are wide pine floors, and modern touches such as skylights and a Venetian plastered bathroom by artist Anthony Chase. The screened-in porch with its cathedral-style ceilings has some of the most special views of the property, including its plentiful wildlife, wetlands, gardens, and towering trees. The Grounds: The gardens at Library Lane have been envisioned over several years by renowned landscape architect Michael Trapp. Arborvitae, dogwoods, hydrangeas, crab apples, clematis, magnolias, viburnum, vibrant fuchsia rhododendrons, majestic 100-year-old oaks, silver birch, and hemlock trees populate the grounds. Forsythia and privet beautifully line the property, while Heavenly Blue morning glories cascade along the fence lines and fragrant honeysuckle drapes elegantly across the pergola. The Surroundings: Library Lane is a peaceful, quiet haven just a five-minute walk to downtown Woodstock, near the area's most beloved skiing and hiking spots, and just under 2 hours from New York City. The list of closeby favorite haunts could be endless, but in short, stop by Silvia’s, Nirvana, or Good Night for the perfect weekend dinner, get moving at the Woodstock Tennis Club and then cool off with some wild swimming at the Big Deep, fill a basket of local goodies from the Wednesday farmers market, grab the best bagels from Moonrise, stroll around the Ashokan Reservoir, and stock up the pantry from Sunflower Market.

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$4,250,000
7bedrooms
4bathrooms
land 6,435

By Four Seasons Sotheby's International Realty

Nearby
26

Property Rhinebeck (United States)

Milan Hall Farm circa 1750 Truly exceptional. Completely private. Set across 87 acres of open field and quiet forest, Milan Hall Farm unfolds as a rare Hudson Valley offering—where land, history, and thoughtful stewardship meet. A winding stream and natural waterfall trace the landscape, alongside a private 1.3 mile walking trail through the woods, all bordered by enduring stone walls that speak to the property’s agricultural past. Protected under conservation easement with the Winnakee Land Trust and New York State forestry program, the land offers both privacy and permanence. The farmhouse, dating to the mid-18th century, has been carefully expanded to accommodate modern living while honoring its origins. Three bedrooms, each with en- suite baths, are complemented by a light-filled conservatory, a quiet library, and multiple gathering spaces anchored by wood-burning stoves. A broad porch overlooks the gardens, while bluestone patios extend living outdoors. The grounds are meticulous—layered gardens, mature plantings, and curated outdoor moments throughout. A separate guest cottage with its own wood-burning stove provides space for extended stays or private retreat. The 1853 post-and-beam barn, equipped with electric and water, offers flexibility as a studio, workshop, or future living space. Additional outbuildings, including a two-car garage, support both function and form. Modern systems—solar power, central air, and a whole-house generator—bring ease and efficiency. Minutes to Rhinebeck Village, Amtrak, and some of the region’s most sought-after dining and shops, yet entirely removed from it all.

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$2,750,000
3bedrooms
4bathrooms
land 35.2ha

By Four Seasons Sotheby's International Realty

Nearby
37

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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$2,500,000
5bedrooms
5bathrooms
land 4.9ha

By Four Seasons Sotheby's International Realty

Nearby
30

House High Falls (United States)

Set on a peaceful two-acre parcel spanning both sides of a quiet country road, this newly completed home offers a thoughtful balance of modern design and natural surroundings. A gentle creek runs through the property, creating a calm, immersive setting that defines the home's experience.The main residence offers 2,040 square feet of living space with two bedrooms, each with its own en suite bath. A double-height living area is anchored by a Stuv wood-burning stove, bringing warmth and architectural presence to the space. Finishes throughout are restrained and carefully considered, including Belgian bluestone and wide plank Mirage oak flooring, custom white oak cabinetry, integrated Miele appliances, and Ceppo Di Gre stone countertops.Built with a focus on quality and performance, the home features cedar siding and a stucco rain screen over Zip System sheathing, a standing-seam metal roof, and a high-performance envelope with R-35.5 walls and an R-60 roof, ensuring comfort throughout the seasons. A quiet ground-source heat pump system from Dandelion Energy provides efficient heating and cooling.A separate 1956 Montgomery Ward structure has been thoughtfully reimagined as a finished studio building, offering approximately 420 square feet with a half bath, ideal for a studio, guest accommodations, or a dedicated work-from-home space.The lower level extends the home's architectural language in a more raw, material expression, with exposed concrete walls, a polished slab floor, and direct access to the landscape through glass doors that open onto the creek. With generous ceiling height and natural light, the space is well-suited for a studio, gym, or additional living area, offering a quiet, grounded connection to the surrounding environment.Outdoor living is equally considered. A screened-in cedar patio overlooks the creek, offering a quiet place to relax and take in the natural surroundings. An oversized one-car garage adds convenience, while quality fixtures and appliances throughout the home include Kohler plumbing, Toto toilets, and a Zephyr hood.Despite its sense of privacy, the location is highly convenient. Just minutes from High Falls and within easy reach of Stone Ridge, Rosendale, New Paltz, Kingston, and Minnewaska State Park Preserve, the property offers an ideal balance of access and escape.

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$1,706,700
190
2bedrooms
2bathrooms

By Annonceur International

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