luxury houses for sale Elka Park, United States

Modern Mountain Retreat with Hunter Mountain Ski Slope Views, Hot Tub & Entertainer's Dream Layout. Perfectly positioned in the heart of Hunter and capturing direct views of the Hunter Mountain ski slopes, this contemporary mountain retreat offers the ultimate combination of style, comfort, and four-season adventure. Designed with entertaining in mind, nearly the entire main level unfolds as one dramatic open living space highlighted by soaring pine vaulted ceilings, walls of glass framing breathtaking mountain and trail views, and a stunning double-sided stone fireplace anchoring the great room, bar area, and recreation space. Multiple sliding doors lead to expansive decking, creating seamless indoor-outdoor living and the perfect setting for après-ski gatherings, summer entertaining, or relaxing while overlooking the slopes. A woodstove adds additional warmth and mountain charm to the already inviting living area. The updated kitchen blends modern design with functionality, featuring crisp white cabinetry, stone countertops, breakfast bar seating, and stainless-steel appliances including Bosch. The beautifully renovated half bath showcases sleek subway tile and offers convenient access from both the main living area and the upstairs bathroom layout. The lower level is thoughtfully designed for hosting large groups, getaways, or future short-term rental potential. Four additional bedrooms -- including two en-suites -- and a common area full bathroom offer plenty of space for guests. A dedicated gym rounds out the amenities, while a separate gear entry provides the perfect landing spot for skis, snowboards, mountain bikes, fishing equipment, and all your outdoor essentials after a day exploring the Catskills. Step outside to your private hot tub retreat complete with privacy enclosure, ideal for relaxing after skiing at Hunter Mountain or hiking nearby trails. Whether you're searching for a stylish ski house, vacation home, Airbnb investment opportunity, or year-round Catskills escape, 109 Botti Drive delivers the mountain lifestyle buyers are searching for just minutes from skiing, dining, hiking, golf, and all that Hunter and the surrounding Catskills have to offer. A 3D Walkthrough Tour is available in the digital Lookbook or by request

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

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.

A Rare Byrdcliffe-Era Magical Retreat with Artistic Legacy Built in 1905, just as the historic Byrdcliffe Arts Colony and the Art Students League of New York's renowned summer school were taking root, this extraordinary three-bedroom, two-bath, one-of-a-kind residence is a rare architectural treasure deeply woven into Woodstock's creative history. Rich in authenticity and soul, the home beautifully embodies the enduring ideals of the Arts & Crafts movement with exposed stone walls, hand-hewn beams, warm wood floors, and handcrafted details that reveal themselves around every corner. Every room tells a story, offering a sense of warmth, artistry, and timeless character rarely found today. From the 1950s through the 1960s, the property operated as a beloved summer camp, a history reflected in its sprawling 8.69 acres and collection of charming outbuildings. Brimming with potential, these structures invite endless possibilities as artist studios, workshops, guest cottages (subject to approvals), wellness spaces, or inspiring creative retreats. The current owners have thoughtfully restored the impressive 60'x 20' in-ground pool, transforming it into the centerpiece of unforgettable summer gatherings. Whether hosting friends or enjoying a quiet moonlit swim, the setting captures the nostalgic magic of a classic Catskills camp. The accompanying A-frame pool house completes the experience, offering a charming place to change, relax, or simply embrace the carefree spirit of summers gone by.Inside, careful updates honor the home's original character while providing modern comfort. The beautifully renovated kitchen features bespoke walnut cabinetry, elegant stone countertops, and stainless steel appliances. Both bathrooms have been tastefully redesigned with materials and finishes that feel entirely at home within the property's historic architecture. The generously proportioned living room is both dramatic and inviting, easily accommodating a grand piano at one end and a spacious seating area anchored by a magnificent stone fireplace at the other. Just beyond, a delightful three-season porch serves as the perfect summer sleeping porch or guest retreat. A small adjoining alcove, illuminated by a stunning wall of stained glass, offers a tranquil nook for reading, meditation, or quiet reflection. Upstairs, three charming bedrooms and a full bath enjoy peaceful views over the property's beautiful grounds, large raised-bed garden and meandering 3-season stream. Before the current owners, the home was cherished for four decades by a renowned musician, continuing a long tradition of creativity, hospitality, and inspiration. Today, the landscape remains as captivating as ever, with rolling lawns, mature trees, woodland, historic outbuildings, and abundant space to explore, gather, and create. Properties of this caliber and provenance seldom become available. Whether you're captivated by its architectural significance, Woodstock's celebrated artistic legacy, or the remarkable opportunity to create your own history here, 60 Boggs Hill Road offers far more than a home--it offers the chance to become the next steward of one of Woodstock's truly exceptional legacy properties.A 3D Walkthrough Tour is available in the digital Lookbook or by request.

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.

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.

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.

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.

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.

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.

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!

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.

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.

Discover a rare Catskills retreat in Round Top, NY, offering 6.3 peaceful acres with open land, wooded edges, and sweeping mountain views. Ideal as a weekend escape or full-time residence, this property includes two beautiful homes, modern amenities, and nearby access to trails, waterfalls, and local dining. It blends total privacy with a prime location close to Hudson, Woodstock, ski resorts, and year-round recreation.The main home is a striking 6,748 sq ft postmodern chalet (including the finished basement) filled with natural light and designed for comfort, creativity, and entertaining. Its dramatic centerpiece is a 2,500 sq ft great room with soaring ceilings and exceptional acoustics—a space once used by opera performers and perfect for gatherings, celebrations, music, or quiet relaxation. With six bedrooms, seven bathrooms, central A/C, and an attached two-car garage, the home delivers spacious living with modern convenience. Zoning for residential and entertainment use offers added flexibility for hosting events or retreats.The residence is equipped with a whole-house generator, security system, and direct-to-station fire alarm, providing peace of mind. The finished basement adds more than 2,000 sq ft of flexible living space, including a sauna, bathrooms, a laundry room, a large flex room suitable for a gym, studio, or recreation area, plus generous storage and a separate entrance that expands layout options even further.Outdoor living is a defining feature. An deck and patio with hot tub beside them, showcases beautiful mountain views, creating a resort-like experience year-round. Below, a stone patio and fire pit offer additional space for relaxing and entertaining. Thoughtful landscaping enhances curb appeal while maintaining a low-maintenance, natural look.A second home, a charming Cape-style guest house, adds significant versatility. With three bedrooms, two bathrooms, and an open kitchen-living layout, it's ideal for multi-generational living, rental potential, private guest accommodations, or a dedicated creative retreat. The dual-home setup makes the property especially attractive for buyers seeking space, privacy, and flexibility.The location elevates the entire lifestyle. A bike trail directly behind the property leads to waterfalls, swimming holes, and wooded stretches perfect for hiking and biking. Round Top restaurants are close enough to walk to, offering convenience with small-town charm. Golfers will appreciate being only minutes from Blackhead Mountain's scenic course, while skiers can reach Hunter and Windham Resorts in about thirty minutes. Nearby towns like Hudson, Ashland, and Woodstock add arts, dining, and culture to your orbit, making this a true four-season destination.Whether you're seeking a private mountain retreat, a luxurious weekend getaway, or a spacious home with room for guests and gatherings, this property stands out as a rare Catskills offering. With two homes, stunning mountain views, extensive indoor-outdoor living spaces, and a prime location near top attractions, this estate delivers a lifestyle of relaxation, beauty, and possibility.A 3D Walkthrough Tour is available in the digital Lookbook or by request.

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.

Nearly Six Lush, Scenic And Private Acres Located Eight Minutes From The Heart Of Woodstock! This Home Features Two / Possibly Three Bedrooms And Two Full Baths. Meticulously Maintained! Enjoy Sunrises Or Sunsets From The Wrap Around Deck. Relax And Take In All Of The Tranquility While Sitting Stream Side Or Enjoy The Changing Of The Leaves During The Beautiful Fall Season While Sipping Hot Cocoa Next To The Wood Burning Stove! The Perfect Home For Retreat Or Year Round Use. Great Opportunity For Those Looking To Host A Vacation Rental. A Must See!, Additional information: Appearance:Diamond

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.

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.

Lake front Luxury Log Home, in a beautiful setting, minutes to Windham Mountain Club & Hunter Ski Resorts. This is a very special 4 Season vacation home. Enjoy swimming, boating, fishing, hunting & ice skating. The entrance to the property was cut through the forest, creating an enchanting long winding driveway. Ground floor incorporates a generously proportioned kitchen with Hickory cabinets, Quartz countertops, Wolf stove & hand made farm sink with dining area & 1st floor En suite bedroom, welcoming living room with vaulted ceilings & Napoleon wood burning fireplace. Step out onto the beautiful deck for outdoor entertaining. A custom built staircase leads to the 2nd floor with 2 beds, bath & loft. The walkout lower level has a full wet bar, family room, 1 bedroom, bath, laundry room & mud room off the garage. French doors open out to the blue stone patio area leading to the lake.A 3D Walkthrough Tour is available in the digital Lookbook or by request.

Luxury Windham Log Cabin Retreat Near Windham Mountain Club | Air Conditioned, Ski Slope Views, Stream, Hot Tub & STR Potential! The Catskills dream that buyers have spent years searching for finally exists--and it's less than 5 minutes from Windham Mountain Club. Privately tucked away on nearly 6 acres in one of Windham's most desirable newer luxury home enclaves, this spectacular air-conditioned modern log cabin delivers the perfect combination of privacy, luxury finishes, breathtaking ski slope views, and exceptional future short-term rental potential. Whether you're searching for a luxury ski house, furnished vacation home, Catskills retreat, or future Airbnb investment property, this rare offering checks every box. Arrive via freshly paved and town-maintained Anchor Camp Road, surrounded by beautiful newer construction homes, underground electric, and dramatic mountain scenery that buyers seeking long-term value near Windham Mountain Club are searching for. Freshly stained just one week ago--including the exterior, expansive decking, and railings--the home feels polished, updated, and move-in ready. Inside, soaring vaulted ceilings, warm wood finishes, and a dramatic wall of glass, flood the home with natural light while showcasing stunning views of Windham's ski slopes and surrounding mountains. One of three sleek modern fireplaces anchors the great room, creating the ultimate après-ski atmosphere. The open-concept floor plan was designed for entertaining, featuring a chef's kitchen with stone countertops, stainless steel appliances, custom cabinetry, oversized entertaining island, and two refrigerators--perfect for hosting parties, holidays, and large groups. Sliding doors open directly to an expansive rear deck complete with hot tub, seamlessly blending indoor and outdoor living year-round. Offering a total of five bedrooms, including four private en-suite bedrooms with beautifully finished bathrooms, the layout was thoughtfully designed to accommodate large gatherings, and luxury vacation rental guests. The first-floor primary suite offers a spa-like retreat with a tiled walk-in rain shower, while every bathroom features custom tile work and elevated finishes. Upstairs, two oversized en-suite bedrooms with private Juliet balconies provide exceptional guest accommodations with peaceful mountain and ski slope views. A fourth en-suite bedroom is privately situated in its own wing above the attached two-car garage, creating the ideal setup for guests, a private office retreat, or additional flexibility for future short-term rental use--while still remaining connected to the main residence. The fully finished walkout lower level creates an additional entertainment space featuring a spacious family room with fireplace, custom bar area, fifth bedroom, full bath, sauna room, and flexible office or additional sleeping space. Outside, the property transforms into a private luxury mountain retreat. A beautifully landscaped fenced garden area with outdoor kitchen, pizza oven, and dining space leads to a magical wooded path that meanders to a stunning cascading stream and private fire pit area. Relax to the peaceful sounds of rushing water, cool off during warm summer days, or unwind beneath the stars after skiing at Windham Mountain. While the home is not currently operating as a short-term rental, the layout, location, amenities, privacy, and proximity to Windham Mountain Club create exceptional Airbnb and Vrbo potential in one of the Catskills' strongest four-season rental markets. Minutes to skiing, golf, hiking, restaurants, spas, and year-round Catskills adventures, this is the type of Windham property that rarely becomes available. Select furnishings may be available separately for purchase and are negotiable outside of the real estate transaction, offering buyers the opportunity to create a more seamless turn-key experience if desired. A 3D Walkthrough Tour is available by request.

Modern Mountain Luxury , Windham, New York Experience contemporary mountain living at its finest in this exceptional new-construction residence, perfectly positioned just one mile from the Village of Windham. Thoughtfully designed and impeccably built, this light-filled retreat captures the essence of refined modern living in the heart of the Catskills. The home’s sophisticated open layout features five spacious bedrooms and four and a half baths, each space designed with comfort and style in mind. The main-level primary suite serves as a serene escape, complete with a spa-like en-suite bath and tranquil views of the surrounding landscape. Vaulted ceilings and expansive windows fill the home with natural light, seamlessly blending indoor and outdoor living. A custom chef’s kitchen anchors the main living space, appointed with premium Wolf & Viking appliances including double ovens and an four-burner range. The large center island invites gathering and conversation, creating a natural flow between cooking, dining, and entertaining. The walk-out lower level extends the home’s versatility with a generous family room, den, wet-bar entertainment area, recreation space, or office, three additional bedrooms and baths — ideal for hosting guests or enjoying quiet relaxation. Set within one of New York’s premier four-season destinations, this residence offers effortless access to Windham Mountain Club, world-class skiing, golf, hiking, and a vibrant arts and dining scene. Whether enjoyed as a private retreat or an investment with strong rental potential, this property embodies the timeless sophistication and natural beauty that define Windham living.

Ever-changing light rises from the Ashokan Reservoir and travels uphill, casting its spell across this elegantly designed contemporary colonial on 4 acres. The home's construction reflects an uncommon commitment to quality. Built well beyond code requirements, it is framed with kiln-dried Douglas fir, insulated to exceptional standards, and fitted throughout with argon-filled, double-paned low-emissivity glass. A new roof and completely painted on both the interior and exterior results in a remarkably efficient and comfortable home that has been meticulously maintained.Privately sited and thoughtfully designed, the approach immediately sets the tone. Bluestone stepped gardens lead to either of the home's two front entrances, framing the arrival with the same careful attention that defines every space within.Inside, a soaring great room forms the heart of the home, seamlessly uniting the kitchen, dining, and living areas beneath lofty ceilings and walls of glass. At its center, a double-sided marble fireplace anchors the space, offering warmth and architectural presence while framing views of the pool, mountains, and shimmering reservoir beyond. On the opposite of the fireplace find a gracious sitting area providing an inviting setting for either intimate or expansive gatherings.Just beyond these living spaces, a cozy media room offers a welcome retreat. It is thoughtfully positioned for comfortable viewing day or night. The first floor also includes a flexible owner's room anchored by a second fireplace and opening to the outdoor living areas via double doors. Here is a full bath for easy pool and terrace access.Upstairs, the primary suite occupies the full depth of the home running from front to back. A fireplace provides warmth during the cooler months, while the spacious bath elevates daily routines, with a deep soaking tub, an oversized walk-in shower, and an expansive vanity. A wide, polished-wood hallway leads to two more generously sized bedrooms that share a skylit bath flooded with natural light. Throughout the second floor, windows are oriented to multiple exposures, and every room feels bright and connected to the landscape.A separate staircase off the kitchen, opposite the sunny laundry room and adjacent to the attached two-car garage, leads to a completely private loft/suite. Here you'll discover soaring vaulted ceilings, a full bath, and generous living space. Here is an ideal suite for guests, caregivers, creative pursuits, or work-from-home flexibility.The rear of the property centers on a dynamic pool setting, privately framed by mature landscaping, mountain views, a peek-a-boo Ashoken view, and open sky. The generous pool has a new heater.The offering includes two lots. A contiguous third lot, located above the driveway entrance, is available separately to further expand the estate or preserve privacy. A list of recent improvements is available upon request, including interior and exterior paint, pool improvements, updated bathrooms, electrical, and new garage doors. The mechanical systems are of the highest caliber. There is an accessible, usable basement.Ideally located minutes from Woodstock, Kingston, and Phoenicia, the property offers easy access to hiking trails, ski mountains, and some of the Hudson Valley's most beloved destinations. The New York State Thruway is approximately fifteen minutes away, while Rhinebeck and Hudson are easily reached for dining, shopping, and cultural pursuits. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

Set at the foot of the Catskill Mountains, down a quiet country road in Acra, this c.1850 farmhouse sits on more than fourteen acres of open meadow, mature trees, and rolling countryside. Framed by two classic red barns and surrounded by long views of the landscape beyond, the property feels deeply rooted in its setting—an authentic Catskills homestead that has evolved thoughtfully over time. The original farmhouse retains the warmth and character one hopes to find in a house of this era. Sunlight moves through the interiors throughout the day, highlighting wide-plank floors, historic details, and rooms that feel both comfortable and lived-in. The home strikes a rare balance between preservation and practicality, offering the charm of an old house without feeling precious. At the heart of the home is a dramatic post-and-beam Great Room addition. Vaulted ceilings and handhewn beams soar overhead while a woodstove anchors the space, creating a natural gathering place through every season. Generous in scale yet remarkably inviting, the room is equally suited to large holiday dinners, quiet winter weekends, and evenings spent around the fire after a day outdoors. Large windows frame views of the property and bring the surrounding landscape into everyday life. Outside, the acreage unfolds in a series of open fields, specimen trees, and historic outbuildings. The two barns lend both beauty and utility, reinforcing the property's agricultural roots while offering endless possibilities for creative use. The setting feels private and peaceful, yet remains convenient to the Catskills' most beloved destinations for skiing, hiking, dining, and weekend exploration. 939 Joseph Chadderdon Road is the kind of property that has become increasingly difficult to find—a historic farmhouse with genuine character, meaningful acreage, and a sense of place that feels distinctly upstate.