Courtesy: Weichert REALTORS
845-336-2633
Million-Dollar Views as Far as the Eye Can See Perched privately on 5.1 acres with breathtaking 100-mile panoramic views, this extraordinary log home is a true architectural masterpiece. Constructed from massive 18 to 20 inch in diameter logs that required cranes for assembly and individually placed upon an expertly engineered foundation, this remarkable residence represents a level of craftsmanship that would be difficult to replicate today. Blending timeless rustic charm with contemporary comfort, the home welcomes you into a spectacular great room featuring soaring cathedral ceilings, a dramatic floor-to-ceiling stone fireplace, and an expansive wall of glass that frames the stunning landscape beyond. Two sets of French doors open onto a spacious deck, creating seamless indoor-outdoor living. Rich hardwood floors add warmth and elegance throughout the main living spaces. The chef's kitchen and adjoining dining area are designed for both everyday living and entertaining. Classic dark marble flooring enhances the sophisticated atmosphere, while French doors from the dining room lead to a beautiful stone patio overlooking the peaceful rear grounds. The spacious primary suite easily accommodates a king-sized bedroom set and offers a luxurious en-suite bath complete with a Jacuzzi tub, separate glass-enclosed tiled shower, and an oversized walk-in closet accessible from both the bedroom and bath. Above the great room, a versatile loft overlooks the living area and captures the spectacular views through the home's expansive windows. Ideal as a den, library, office, or additional sleeping space, this flexible area adds to the home's appeal. On the east wing, two additional bedrooms and a full bath feature a separate entrance, creating the potential for guest quarters, an in-law suite, or a private apartment. There is possibility also of a loft area, currently attic space. The lower level offers tremendous expansion possibilities. An easily finished family room features attractive stone accents and a smooth concrete floor ready for finishing. An additional above-grade room measuring approximately 27.5' x 21' provides endless options for a game room, recreation area, fitness space, or conversion into multiple additional rooms. Together, these lower-level areas offer approximately 918 square feet of potential living space beyond the home's existing 2,322 finished square feet. Outside, the property's expansive level field provides endless opportunities for recreation and enjoyment. Whether practicing golf shots, installing a tennis court, creating a resort-style pool, or simply enjoying the open green space, the possibilities are limitless. Despite its private setting, the home is conveniently located just minutes from Woodstock, Saugerties, and Kingston, with easy access to the New York State Thruway. Enjoy the renowned arts, culture, dining, and shopping of Woodstock and Saugerties, or explore the rich history and waterfront attractions of Kingston. A rare opportunity to own a truly one-of-a-kind mountain retreat with unmatched views, exceptional privacy, and unlimited potential.
Courtesy: Coldwell Banker Village Green
845-679-2255
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.
Courtesy: Halter Associates Realty Inc
845-679-2010
Welcome to this distinctive Woodstock retreat, a home shaped by the creativity and vision of the artists who have called it their own since 2001. Originally built in 1937, this charming mountaintop home has evolved over the years through thoughtful additions, including an impressive upper-level studio with a separate entrance, plus a vaulted deck overlooking the property's picturesque grounds. Set on 1.75 special acres at the top of the mountain and overlooking a mini valley, it offers 2,355 square feet of living space and is ready for its next chapter. Original character, generous proportions, and a unique layout provide an exciting opportunity to refresh and personalize a truly special property in one of Woodstock's most desirable locations. A welcoming rocking-chair front porch opens to an entry foyer and a vaulted great room with a fireplace and skylight, flowing into a sunny breakfast area and kitchen. Sliding doors lead to one of several outdoor living spaces, including a large, elevated deck with stairs descending to a lower patio nestled among dramatic rock outcroppings, and an additional stone patio to the other side. The main level also features two bedrooms and two full baths, including a bedroom with direct access to the patio. The other bedroom has an ensuite bath. Upstairs, the expansive studio has vaulted wood-clad ceilings, hardwood floors, built-in work surfaces, and inspiring natural light. The smaller room is currently used as a bedroom. Sliders lead out to the vaulted deck for a better view of the dramatic property. Perched on a bluff, the home enjoys pastoral views of woods, sky, meadow, and dramatic stone cliffs and rock formations The level lower of the property, reached by a stone wall lined path, is wooded with enchanted clearings and trails leading to the old pond and views up to the stone cliffs and the house. The one-car garage is accessed by the trail from the house and from Yerry Hill Road. Nature lovers will appreciate direct access to the stunning Snake Rocks Preserve at the end of the road, while the heart of Woodstock, with its shops, restaurants, galleries, and music venues, is just minutes away. This is a rare opportunity to reimagine a well-loved Woodstock home in an exceptional setting. Property is being sold AS IS.
Courtesy: Halter Associates Realty
845-684-5577
A sweet bright ranch in a friendly neighborhood, only a skip and a jump from the center of Woodstock. Located on one of the largest lots in the area with several majestic oaks and lots of room to roam. There's also space for a sizeable garden. Inside you will find an open plan living and dining area with an adjacent kitchen. The previous garage was converted into a large living space. On the opposite side of the house is a hallway with three bedrooms, two of which are currently connected with a door between them. This home's new owners can chose one of two locations to put their own stackable washer dryer. The current owners used this as an investment property and had a very easy time finding good tenants. This is a well-priced home for personal use or as an investment property.
Courtesy: Four Seasons Sotheby's Int'l R
845-684-0084
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.
Courtesy: Coldwell Banker Village Green
845-679-2255
Exceptional 3 bedroom, 4 bath light-filled contemporary home offering refined nouvelle living set on over 4 private acres in Woodstock, NY. This home has had a complete interior high-end designer renovation that has been thoughtfully curated with sophisticated finishes and fine craftsmanship blending seamless luxury, comfort, and architectural elegance. A dramatic great room framed by soaring glass windows fills the interior with natural light where sliding glass doors open to expansive outdoor decks, creating an effortless indoor-outdoor lifestyle. The open floor plan, featuring a chef's kitchen -- beautifully appointed with premium Thermador appliances, custom cabinetry, and sleek designer finishes -- and living area are tailored for both entertaining and everyday living. Hand-crafted built-in bookshelves enhance the office, great room, and loft, where the upper-level lounge overlooks the stunning main living space below and to the tall wall of windows. The private primary suite is situated on the top floor with a spa-inspired bathroom featuring radiant heated floors, a deep soaking tub, shower and Toto toilet...Two additional bedrooms are on the mid-level which features a full bath, soaking tub, shower, Toto toilet and radiant heat, this floor also includes an additional half bath. The full finished walk-out basement is set-up for an entertainment room, gym, artist studio or or bedroom, the basement also has another half bath. This residence offers 2,613 square feet of living space plus the additional 868-square-foot fully finished basement. Details include mini-splits in all living spaces, propane forced air and baseboard heat, refinished heart-pine flooring, propane fireplace in the great room, a two-car garage with electric and a framed out future living space above, a whole-house on demand generator, new windows, alarm system, freshly painted exterior, and a beautifully updated saline pool with new heater and a pool house. An extraordinary turnkey property offering privacy, style, and luxury in a serene natural setting, perfect for year-round living or a woodsy retreat just minutes to Village of Woodstock and central to the City of Kingston. A 3D Walkthrough Tour is available in the digital Lookbook or by request.
Courtesy: Corcoran Country Living
845-338-5832
Perfectly situated in the heart of Woodstock Village, this charming move-in-ready single-level country cottage offers comfort, character, and flexibility just moments from the town's renowned restaurants, galleries, boutiques, markets, music venues, and year-round attractions. The home features two spacious bedrooms, each with walk-in closets, random-width pegged hardwood floors, recessed lighting, ceiling fans, custom built-in entertainment center, and updated windows with removable grilles. The inviting living room is centered around a wood-burning fireplace, creating a warm and welcoming atmosphere. The eat-in kitchen showcases shaker-style knotty pine cabinetry, a farmhouse sink, all-new appliances, and a convenient laundry area. A true highlight is the stunning three-season screened porch with vaulted A-frame ceilings, floor-to-ceiling screens, and a built-in entertainment center--perfect for relaxing or entertaining while enjoying views of the beautifully landscaped grounds. Outside, discover mature gardens, a tranquil pond, Zen garden, charming fencing, gravel pathways, and a private patio ideal for outdoor dining and gatherings. The attractive novelty siding exterior adds to the home's timeless Woodstock appeal. Additional features include a whole-house generator servicing both the main residence and the permitted studio cottage, a fully waterproofed crawl space with excellent storage, a two-car carport, and a private driveway accommodating up to five vehicles. The separate permitted studio cottage (STR) offers outstanding flexibility as a guest space, home office, artist studio, creative retreat, or potential income opportunity. Whether you're seeking a full-time residence, weekend getaway, or downsizing opportunity, this special Woodstock property combines location, charm, functionality, and move-in-ready condition in one of the Hudson Valley's most desirable village settings.
Courtesy: Halter Associates Realty
845-331-3110
Step into this meticulously maintained and tastefully updated Woodstock split-level. Set way back from the road on one beautifully landscaped acre, featuring stately mature shade trees, ornamental shrubs, huge rhododendrons and plenty of sun. The main living level has been renovated to create a new, more modern great room. The dinning room and living room flow seamlessly into a lovely, eat-in kitchen featuring a large L shaped island with gorgeous quartz counter tops. Both the living area and bedrooms feature original oak hardwood flooring, giving the home a warm wonderful feel. Just a few steps down you'll discover a spacious family-room designed for comfort and with a handsome brick fireplace for cozy winter nights and convenient half bath, which could easily be upgraded to a full. From the main living level, it's just few steps up to three nicely sized bedrooms, one of which is currently being used as an office. The primary bedroom has an ensuite half bath, with the full bath just steps down the hall. Outside you will discover beautifully landscaped paradise with a great deck. Access the deck from the dining room, which leads down to a small patio, featuring a stunning 6-person Hot Spring Spa all ensconced within towering hardwoods and conifers. It's a great house on a great parcel and in an even more incredible location. Vandale Road connects Route 28 to Zena Road, which ideally locates the home within minutes to the Village of Woodstock, 10 minutes from uptown Kingston and the Town of Ulster Retail center, all from a quiet country setting.
Courtesy: Serhant LLC
646-480-7665
A Woodstock compound with two distinct residences on eight acres, currently set up as STR. Included as part of this unique offering, 7 Downer Road brings an entirely different yet equally compelling dimension to the property. Set on approximately two private acres with beautiful mountain views, this authentic mid-century ranch captures the simplicity and warmth. The one-bedroom home retains many of its original details and vintage character, creating a nostalgic retreat filled with personality and charm. Inside, a wood-burning stove and freestanding fireplace anchor the living spaces, while large windows frame the surrounding landscape and invite natural light throughout the home. Outdoor living is equally inviting. A screened porch offers the perfect place to enjoy summer evenings, while a spacious deck with hot tub overlooks the mountains beyond. Tucked nearby, an adorable outdoor sauna creates a private wellness escape surrounded by nature. A recently installed metal roof adds long-term durability and peace of mind. According to the seller, the home will require a new septic system, presenting an opportunity for the next owner to update and enhance the property while preserving its distinctive mid-century character. 5 Downer is currently listed separately. This property is a reconstructed barn with almost 6 acres, fields, view of Overlook Mountain, and conveniently located just off Zena Road. Whether used as a guest house, caretaker’s residence, artist’s retreat, income-producing rental, or private escape, 7 Downer Road significantly expands the possibilities of this extraordinary Woodstock compound.
Courtesy: Halter Associates Realty
845-684-5577
Built in 1908, this charming Woodstock home blends cottage warmth, handcrafted character, and a subtle Arts & Crafts sensibility. Less than a mile from the center of town yet off a quiet country lane, this home offers a peaceful haven, natural surroundings, and versatile spaces that extend beyond the main house. Much of the original character remains, including beautifully preserved wood floors, windows, and trim. A dramatic stone fireplace anchors the main living space, highlighted by soaring cathedral ceilings with exposed wood beams and a striking north-facing window that fills the room with soft, consistent natural light. A woodstove adds warmth and practical comfort, helping heat much of the home, including the loft above. The layout offers flexibility, with a first-floor room that functions well as a bedroom, office, or creative space and includes access to a spacious loft previously used as the primary bedroom. French doors from the loft open to a private balcony overlooking the gardens. The kitchen, dining area, enclosed porch, and bath, all added over time, complement the home's cottage character. A galley-style kitchen blends vintage charm with everyday function, featuring a classic farmhouse sink, crisp white cabinetry, and a beautifully preserved mid-century gas range. It connects to a dining area, creating an easy flow for daily living. Just off the dining area is an enclosed porch with removable windows that can be replaced with screens during the warmer months. A full bath is located just off the kitchen. The lovingly tended park-like grounds feature established perennial gardens, bluestone paths and sitting areas, and a variety of mature plantings that bring color and texture throughout the seasons. A portion of the land remains open and lightly maintained, offering a more natural landscape beyond the garden areas. A detached two-car garage and separate studio expand the property's versatility. Anchored by a large north-facing window, the studio offers an ideal setting for creative work, a home office, or project space. A covered canopy adjacent to the garage provides additional sheltered parking, while two small outbuildings add charm, storage, and a quiet nod to the property's early history. For the past 43 years, this home has been loved, cared for and thoughtfully maintained by its current owners. It now offers a rare opportunity to own a well-preserved piece of Woodstock's history, where original character, craftsmanship, and a connection to the past remain beautifully intact.
Courtesy: Coldwell Banker Village Green
845-679-2255
Private and peaceful, 3 Coyote Lane is set on 2 manicured acres along a quiet country road where Kingston, Saugerties and Woodstock meet. With 2,856 square feet of comfortable living space, this 3-bedroom, 3.5-bath home features a practical, well-designed layout with generous room sizes and flexible living areas. The primary suite is a defining feature of the home, offering an unusually generous bedroom, a large bath, and a substantial walk-in closet. Two additional bedrooms and an office space as well as flex space on the lower level make it possible to have guests as well as to work from home. The cozy living room provides a welcoming gathering space and the open layout connects all the common areas. The kitchen leads to the dining area and both flow directly into a beautiful three-season porch, creating an ideal space for morning coffee, dining and entertaining. A partially finished lower level offers additional living space, including a gym area and a flex room with a fireplace that adds warmth and ambiance. An attached two-car garage is complemented by a separate detached two-car garage, providing great storage, studio, workshop, or hobby space. A whole house generator insures that there is no break in your comfort when the power goes out! The property is located within 10-15 minutes of Woodstock, Kingston and Saugerties making the location ideal. You are also a few minutes away from the coveted Zena Rec club where swimming and tennis are just some of the activities to enjoy. This is a rare opportunity to enjoy a great location, beautiful acreage, and a versatile home in a quiet country setting. The home has been lovingly maintained by the current owners inside and out. Here you will experience the kind of privacy and space that's becoming increasingly hard to find! A 3D Walkthrough Tour is available in the digital Lookbook or by request.
Courtesy: Four Seasons Sothebys Intl
518-822-0800
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. The property is being sold as a compound with two residences, the stone house and the cottage. However, there is flexibility for the next owner of being able to parcel off either of the two homes with the sub-division having already been done.
Courtesy: Serhant LLC
646-480-7665
Set on six bucolic acres along one of Woodstock's most scenic country roads, this extraordinary barn residence captures sweeping views of Overlook Mountain, the timeless beauty of the Hudson Valley landscape, and the quiet rhythm of a true farm setting. Reimagined from a historic 19th-century barn that was carefully disassembled and relocated from farther north, the home is a remarkable example of craftsmanship, creativity, and preservation. Following the tradition of Woodstock's celebrated handmade houses, the interiors were assembled over many years from salvaged architectural elements, reclaimed materials, and one-of-a-kind finds — each room richly layered with hand-hewn timbers, antique details, stained glass, and finishes that create an atmosphere unlike anything on the market. The grand living spaces are anchored by soaring timber-frame construction, warm gathering areas inside and out, open meadows, and unobstructed mountain views. The property comfortably accommodates farm animals, making it well-suited for a small hobby farm, equestrian use, or simply a deeper connection to the land. A heated pool, sauna, gym, and generous entertaining spaces complete the picture — along with proximity to Woodstock's beloved swimming holes, hiking trails, and village life. For those seeking a weekend escape, this is the kind of place you stop looking once you find it. For investors, the numbers speak clearly: the property carries a proven short-term rental track record in one of the Hudson Valley's most in-demand markets. Woodstock's STR environment has tightened considerably, making an established, permitted rental operation here a genuine asset — not a starting point. More than a residence, this is a work of art and a sound investment — an authentic expression of Woodstock's creative spirit with the income history to back it up.
Courtesy: BHHS HUDSON VALLEY PROP-WDST
845-679-0006
Streamside tranquility meets Village of Woodstock convenience in this beautifully renovated waterfront home. With Tannery Brook frontage extending to the centerline of the waterway, a sprawling deck overlooking the brook, and a stone stairway leading down to the water's edge, the setting is nothing short of enchanting. Inside, soaring 12.5-foot cathedral ceilings, expansive clerestory windows, and walls of glass flood the home with natural light and blur the line between indoors and out. Gray-stained oak floors run throughout the open-concept living and dining spaces, while custom built-in seating doubles as additional guest accommodations when needed. Large doors open directly to the deck for effortless entertaining beside the water. The kitchen is built for real cooking and easy gathering: stainless appliances, silestone quartz countertops, and a breakfast bar that keeps the cook in the conversation. Bedrooms sit at opposite ends of the home -- a layout that delivers genuine privacy for owners and guests alike while also lending itself well to short-term rental use. Each bedroom has its own ensuite bath; one features a Kohler soaking tub, the other a walk-in shower. A covered front porch, gated driveway, and architectural stone-and-wood fencing create a welcoming arrival, while multiple outdoor spaces invite you to settle in beside the water. Open the windows at night and fall asleep to the sound of the stream -- all while being steps from Woodstock's cafés, shops, galleries, and Village Green. Municipal water and a town-maintained septic system add convenience and peace of mind. An active owner-occupied short-term rental permit offers flexibility as a full-time residence, weekend retreat, or income-producing investment -- buyer to verify transferability with the Town of Woodstock. Tucked where two streams converge and moments from the heart of town, this is Catskill living at its best.
Courtesy: Corcoran Country Living
845-338-5832
Nestled in a storybook setting, this enchanting residence is embraced by a natural tapestry of mature trees and exquisite landscaping. Situated on Jessop Road, a peaceful dead-end lane, it offers the ultimate privacy and seclusion--an idyllic retreat perfectly nestled in the mountains. Immaculately maintained over the years, this home exudes timeless charm and quaint elegance. ''Romantic'' is the word that best captures both the property and its surroundings. Gated bluestone pathways meander through a garden brimming with ever-changing seasonal blooms, a lovingly crafted exterior that invites you to linger outdoors and savor nature's beauty. Seasonal views surprise you in the fall & winter. Inside, oversized windows flood each room with warm, natural light and gentle breezes, creating a serene and inviting atmosphere. The cozy living room centers around a magnificent wood-burning stone fireplace, offering a captivating ambiance on cool evenings. Adjacent to the kitchen, the separate dining room overlooks tranquil landscapes and comfortably accommodates six guests for intimate gatherings. The immaculate kitchen features a charming eat-in nook with its original built-in cabinetry, perfect for displaying treasured occasion dishes. The home offers three bedrooms, including a primary suite with its own full bath. The primary bathroom has been thoughtfully updated to blend modern comforts with the enduring character of its 1950s heritage. The two additional bedrooms share a hallway bath adorned with exquisite, one-of-a-kind tilework that adds an artistic flair. Generous carpeting currently protects the beautiful hardwood floors beneath, allowing the next homeowner the choice to reveal these classic surfaces. The full unfinished basement mirrors the home's footprint and includes both interior and exterior access, presenting abundant potential to expand and customize the living space. Under current ownership, the property has been meticulously cared for and enhanced, ensuring it remains in impeccable condition.Step outside to your private backyard oasis--a sparkling in-ground pool surrounded by an expansive sunlit bluestone patio, ideal for summer entertaining or peaceful relaxation in the charming gazebo, where hummingbirds add a touch of magic to serene moments. This timeless mountain retreat offers a rare blend of elegance, comfort, and natural beauty--an extraordinary place to call home.
Courtesy: Serhant LLC
646-480-7665
Tucked away on 17 acres just five minutes from the heart of Woodstock, this exceptional property offers complete privacy, beautiful natural surroundings, and convenient access to town. A long approach through mature woods and historic stone walls sets the tone — serene, private, and worlds away from everyday life. Designed with character and craftsmanship, the home features soaring ceilings, rich timber details, and expansive windows that frame the surrounding landscape. The great room centers around a striking stone fireplace, while the open kitchen, dining area, and oversized pantry create an inviting space for gathering and entertaining. Thoughtfully positioned decks, patios, and garden spaces make indoor-outdoor living effortless. The primary suite includes a spa-like en suite bath, walk-in closet, and balcony overlooking the grounds. A second ensuite bedroom is upstairs, with an additional bedroom on the ground level. A separate garage building offers exceptional storage for vehicles and gear, with a beautifully appointed guest apartment above — ideal for visitors, extended family, or creative use. A detached studio nestled among the gardens adds yet another flexible space for art, work, or quiet reflection. With 17 acres of woodland, established gardens, and multiple outbuildings, this feels less like a typical Woodstock home and more like a private compound — a truly rare offering in one of the area's most sought-after locations.
Courtesy: Halter Associates Realty
845-331-3110
Come and see this cute-as-a-button, circa 1950 brick cape on Elting Lane, one of Woodstock's most enchanting roads! This easy-to-manage home on just shy of an acre, boasts woodland surroundings plus seasonal meadow and mountain views and fruit trees. The main floor features a light flooded living room with fireplace, an efficient kitchen with adjacent dining area with double glass doors leading onto the ample patio. Two bedrooms and full bath complete this level with hardwood floors throughout. The second level has a loft space, ample dry storage area and bath perfect for office/studio and sleeping space. The large dry basement features laundry, mechanicals (including new boiler), and lot of storage but could be used in many ways including craft, shop, studio, play or workout area. Fenced in garden is ready for its next planting. Less than 10 minutes to the village of Woodstock, Cooper Lake and all things Catskills including hiking, skiing and walking rail trails. Uptown Kingston and the NYS Thruway is a mere 20 minutes away. Ample parking plus a one-car, detached garage with room for storage just steps from the main house. Don't miss this sweet 1500 square foot gem. The possibilities are absolutely endless!
Courtesy: Coldwell Banker Village Green
845-679-2255
Set off a quiet lane and approached by a gracious circular driveway, this classic Cape Cod carries the particular confidence of a house that has always known exactly what it is. Spanning 1,969 square feet, the home has been thoughtfully refreshed throughout with all-new wood flooring, freshly painted interiors, updated bathrooms, and an eat-in kitchen with marble countertops and custom wood cabinetry that feels both current and completely at home within the architecture. The main level is arranged for the way people actually live. Just off the kitchen, a well-proportioned formal dining room flows naturally into the living room, where windows frame the lawn and surrounding woodlands, a view that earns its place in every season. The primary bedroom anchors its own quiet wing, complete with an en suite bath and an adjoining room that invites flexibility. Whether used as a home office, exercise room, dressing room, or private retreat, the space adapts easily to changing needs. Single-level living is offered here with a real sense of generosity and ease. Sliding doors off the kitchen open onto a screened porch, perfectly scaled for morning coffee or long summer evenings. Beyond, a sweeping lawn unfolds toward extensive woodlands across 7.1 private acres, offering the kind of quiet that has become genuinely rare. There are trails to discover, seasons to watch unfold, and a satisfying sense that the landscape stretches endlessly outward. Upstairs, two additional bedrooms tuck beneath the home's signature roofline, their peaked ceilings adding architectural charm and warmth. A freshly updated shared bath serves both rooms with ease. Below grade, the home reveals an unexpected highlight: a full walk-out basement with soaring ceilings and sliding doors that open directly to a sunken sunroom and the lawn beyond. The original owners used this level as their creative sanctuary, drawn to its natural light, flexibility, and remarkable sense of privacy. It is the kind of space that quietly becomes the heart of the home. A two-car garage with high ceilings and natural light handles the practical details effortlessly. For added peace of mind, a new whole-house generator ensures uninterrupted heat, air conditioning, and power through every season. Classic in character, quietly transformed, and remarkable in its setting, this is the Cape Cod you remember, elevated for the way we live now. A 3D Walkthrough Tour is available in the digital Lookbook or by request.
Courtesy: Compass Greater NY, LLC
845-334-0227
Stonecreek is a one-of-a-kind newly constructed turnkey furnished designer residence conceived and designed with Dichotomy Interiors, brought to life through a collaboration rooted in design, craftsmanship, and a deep connection to the surrounding landscape, set on 8.3 private acres within 101 acres of protected conservation land just five minutes from Tinker Street in Woodstock. This fully realized four-bedroom, three-and-a-half-bath contemporary retreat offers approximately 2,800 square feet of thoughtfully curated interior living space, complemented by over 2,000 square feet of outdoor entertaining terraces surrounding the heated gunite pool and landscaped grounds. Included in the offering are all brand new designer furnishings, decor, rugs, lighting, cookware, serveware, bedding, towels, window treatments, and outdoor furnishings - creating an exceptionally rare move-in-ready luxury experience in the Hudson Valley. Expansive Weathershield windows, a dramatic 4.5-foot glass pivot entry door, and oversized sliding glass doors frame the surrounding landscape while filling the home with natural southern light throughout the day. At the center of the residence, a soaring 16-foot oak ceiling in the great room is anchored by a suspended wood-burning fireplace. The kitchen features White Oak millwork by Rex Hill Studios, thick Taj Mahal quartzite countertops, a 12-foot island, matching quartzite backsplash and sculptural hood, a six-burner Wolf range, integrated wine refrigeration, and a fully equipped secondary butler's kitchen with additional refrigeration, sink, dishwasher, and speed oven. White Oak millwork carries throughout the home alongside French White Oak flooring, hand-troweled eco-friendly lime plaster walls, artisan wall coverings by ;litis France, bespoke lighting, custom drapery, remote-operated window treatments, and fully outfitted closets by Scarlett Rising Designs. Bathrooms and laundry spaces feature bespoke vanities, Taj Mahal quartzite and Noisette Fleury marble surfaces, floor-to-ceiling stone walls, radiant heated stone flooring, and wall-mounted Toto toilets. The primary suite offers a spa-like retreat with a terrazzo freestanding soaking tub set on bush-hammered limestone flooring overlooking the surrounding landscape, a nine-foot vanity, expansive walk-in closet, and layered natural materials designed to create a calming connection to the outdoors. A curated collection of contemporary fine art by notable New York and Hudson Valley artists selected specifically for the residence to complement the architecture and interiors is also available separately for purchase. Outdoor living is equally considered, with over 2,000 square feet of porcelain-paved patio space, an 18x35 heated gunite pool with automatic cover, architectural and landscape lighting, irrigation, steel planters, specimen tree plantings, original stone walls, deer-proof fencing, and a wood-burning fire pit designed for year-round entertaining. Additional features include low-maintenance eco-conscious NewTechWood siding made from recycled materials, seamless metal roofing and gutters, ducted HVAC, tankless water heaters with recirculated hot water, Smart WiFi Lutron lighting, six Ring security cameras, a generator with dedicated propane tank, EV charging station, separate laundry room with sink off the mudroom, a 2.5-car carport with attached storage shed, and a private road setting moments from the center of Woodstock. A rare opportunity to acquire a fully realized designer residence offering privacy, architectural integrity, & true turnkey living in one of the Hudson Valley's most sought-after settings.
Courtesy: Compass Greater New York, LLC
845-334-0227
Introducing Crescent House, an artful retreat tucked along one of Woodstock's most sought after roads, blending warmth, creativity, and a relaxed indoor-outdoor lifestyle. Moments from Cooper Lake, Mink Hollow, and some of the area's most scenic walking routes, the property feels peaceful and tucked away while remaining just minutes to Bearsville and the center of town. Behind a custom iron and wood gate crafted by a local artist, the property unfolds into a private setting with mature trees, established gardens, an apple tree, and thoughtfully designed outdoor spaces that feel both peaceful and deeply creative. Inside, soft curves repeat throughout the home, giving the interiors an organic, sculptural quality rarely found. Arched openings, rounded walls, custom ironwork, and a locally painted mural create a home that feels collected and personal rather than manufactured. The radiant heated sunroom with concrete floors and oversized glass doors is filled with natural light and opens beautifully to the surrounding landscape. Additional features include stainless steel appliances, a den or office, a large soaking tub in the main bath, mini splits, and a one-car garage with electric. With its soft curves, concrete floors, mature landscaping, and seamless connection to the outdoors, Crescent House carries an unmistakable California bungalow feel, reimagined through a distinctly Woodstock lens.
Courtesy: Compass Greater NY, LLC d/b/a
845-677-5311
Situated at the end of a private road on three serene acres, 53 Blueberry Hill offers the opportunity to own a secluded sanctuary just three miles from Woodstock's village center. Recently remodeled, this three-bedroom home, complete with a one-bedroom, one-bathroom detached studio, is an idyllic Catskills residence with ample space for everyone. Constructed from timbers logged on Blueberry Hill, the interior of the home features an open floor plan with a newly remodeled eat-in kitchen, a dining area sized for large groups, and an ample living room with a wood-burning stove. A newly renovated bathroom on the first floor features a tub/shower combination as well as a washer/dryer. The first floor also boasts generous outdoor space, with an oversized (and partially screened) deck spanning from the kitchen to the living room. Upstairs, there are three bedrooms, all with sleek built-in storage and skylights. The largest of the three bedrooms can accommodate a king bed and has both a walk-in closet and a sweet private balcony overlooking the forest and stone walls. The second floor features another renovated bathroom with a soaking tub and a wall of built-in closets connecting the two ends of the second story. Just moments from the front door of the main house is the studio, complete with a kitchenette and full bathroom. Currently in use as additional sleeping quarters, this space could also function beautifully as an art studio, home office, or gym. Just off the back of the studio is the newly installed outdoor sauna, making this an ideal wellness space. As the last house at the end of a private road, the acreage surrounding the home offers an atmosphere of stillness. The flat topography of the parcel is perfect for spending time outside among the mature trees and idyllic stone walls. A partially fenced-in area adds convenience, while the rest of the acreage is great for hiking and exploring. Conveniently located just outside the Village limits, the home is also only one mile from the Trailways bus to NYC. You are also moments away from the newly renovated Bearsville Complex, featuring two restaurants and the Bearsville Theater, as well as all of the dining, art galleries, and live music that Woodstock offers. Shown by appointment, this private sanctuary offering solitude and proximity truly captures the best of both worlds.
Courtesy: Halter Associates Realty Inc
845-679-2010
A bright and sunny Colonial gem just minutes into the center of Woodstock! This home is set far back and hidden from the road creating a true sense of privacy. Coming down the driveway, you begin to see the 1.47 acre yard wrapping around the house which is partially bordered by a charming stone wall. Once inside, the spacious living room is on your left with built-in bookcases and a fireplace with a wood burning stove insert. Directly in front of you is the main dining room with space for large gatherings. The bright and light kitchen is to the right with solid wood cabinets and quartz counters and a new stainless range, microwave and dishwasher. The large island is perfect for quick dinners, buffets, and homework! Off the kitchen is a bright breakfast room. Heading back to the dining room you pass a half bath. Once in the dining room, straight ahead of you is the inviting sunroom with huge windows looking out to the yard. This comfortable space has tons of room for a large plush couch for movie night! Sliders take you out to the very private yard. You step off the deck onto the paver patio and dining space to a large built-in fire pit for starry nights and s'mores. The custom gazebo has an overhead fan and electricity for lighting. There is a large trex deck built around an immaculate above ground heated salt water pool with sparkling waters. Enjoy a day swimming and grilling or just relax on the vast lawn and catch some rays. You are completely surrounded by dense foliage for the ultimate privacy! Next to a covered wood storage rack, there is a whole house stand-by generator for your peace of mind. Back inside, by the front door are the stairs that will take you to the four bedrooms. There is a sunny and spacious primary ensuite with a walk-in closet, a stand up shower, and three more roomy bedrooms and a beautiful hall bath. All the bedrooms have spacious closets. The hall bath has a walk in shower and a large soaking tub to relax with a good book. Back downstairs, there is a mudroom space coming in from the two car garage and a large open space ideal for all of your storage needs. The last place to see is the laundry room with yet more storage. If being just minutes into the center of Woodstock is not enough, this home is close to hiking, the rail trail, the Ashokan Reservoir and is a quick drive to the Thruway. Just beyond is Kingston which has many fantastic restaurants and shops! This home is a must see!
Courtesy: Serhant LLC
646-480-7665
Set on one of Woodstock's most coveted country roads, this classic home offers the rare combination of timeless charm, privacy, and an exceptional location. Just moments from the heart of Woodstock, yet quietly removed, Cooper Lake Road is known for its scenic beauty, peaceful surroundings, and idyllic walks to nearby Cooper Lake. Originally built in 1940 and renovated over the years, this 3-bedroom, 2.5-bath Colonial retains its period character while offering the comfort and ease of modern living. Tucked back off of the road, a private drive leads to the home, set on a generous 3.27-acre corner parcel with frontage extending to Rose Lane--survey available. Inside, the home unfolds with warmth and versatility. A welcoming den with built-ins and a powder room creates the perfect space for a home office or tv room. The living room is in part of the original house and features vaulted, beamed ceilings, a striking stone fireplace, and walls of windows. The kitchen is conveniently set between the attached garage and breakfast room that opens out onto a stone patio. A formal dining room is also off the kitchen. Upstairs, two guest bedrooms share a full bath, while the grand and spacious primary suite enjoys its own private wing, complete with built-ins and an ensuite bathroom. This is a rare opportunity to own a truly special home in one of Woodstock's premier locations--where quiet country roads, natural beauty, and proximity to town come together seamlessly.
Courtesy: BHHS Hudson Valley Properties
845-679-0006
Public Remarks: TURNKEY WOODSTOCK COTTAGE. A deep violet front door opens to a rustic ''mudroom'' with a bluestone floor and a closet for your outdoor gear. The kitchen, with its Liebherr and Bosch appliances, custom cabinetry with pantry, stylish lighting fixtures, radiant heat, beamed ceiling with a skylight - leads into a light-filled Living/Dining/Den space with original wide-plank wood floors, ceiling fan and sliders that open to a covered deck, a patio and the gorgeous grounds beyond. To the left, a spacious sunlit Family Room with a large bluestone hearth, an exposed beamed ceiling and an original Dutch door that provides easy access to the deck for firewood and the great outdoors. The two bedrooms - one with a full bath and the other with a half bath, laundry, walk-in closet and an attic loft for storage are located on opposite sides of the home, ensuring privacy and space. Hardwood floors prevail throughout this single level cottage. The 1.56 acre property is an unexpected surprise. Level, landscaped lawns flank each side of the home and mature trees provide character and beauty. The expansive backyard has a bluestone patio, fire pit and covered BBQ area with outdoor lighting - all within view of a garden with ''great bones'' and a built-in irrigation system that awaits revival. 1/4 acre of wilderness offers exploration with its ''magic forest'' vibe and 2 wooden bridges span a former stream. You really feel transported - right there on Tinker Street in Woodstock. Your pets will love it too! Tucked into the property are 2 attached storage sheds and a sturdy lean-to with a cement floor for yard equipment, etc. The larger shed has windows, electric and the potential for a studio to support creative and wellness activities. A standby Generac generator is invaluable for peace of mind. The metal roof and galvanized gutter system will protect the home for years to come. The driveway accommodates 4 cars. On the Trailways Bus route, steps from Sunfrost Market for treats, groceries and its delightful, soon-to-reopen café/juice bar. Walk to Woodstock Spa for pampering or a workout or take a 15-minute stroll to the center of Woodstock with its shops, restaurants, galleries and lively music scene. A 15-minute drive to Kingston or Saugerties. What a convenient, easy to maintain getaway or full-time home!
Courtesy: Grist Mill Real Estate
845-246-3200
Totally private two bedroom and two bath contemporary home bordering 44 acres of DEP protected land. Just off Mink Hollow Road in the hamlet of Lake Hill. Drive down long driveway to discover an artesian spring pond, garden beds, perennials and forest. Main living area on first floor includes open kitchen, dining and living room. Breakfast bar, wood cabinets and custom tile backsplash with window over kitchen sink. Primary bedroom located upstairs is a large open space with a deep soaking tub in the bathroom, office and sitting area with sky light and walk in closet. Huge studio space with high ceilings is located between the two main living spaces has tall wood Douglas Fir French doors and fixed panel letting in the natural light. Third and final section of the home consists of front to back living space upstairs currently being used as a healing room. Large storage area below this room with built in shelves. Possibilities in the home are endless with the large open spaces. Enclosed screen porch overlooks fenced in yard. Situated on 3 plus acres on a dead end street bordering state land makes this property a rare find. The Trailways bus stops at the end of Mink Hollow Road to get to NYC in 2 hours. Village of Woodstock is a short drive. Enjoy the hiking trails at the end of Mink Hollow Road that take you deep into the Catskill Mountains along the Beaverkill stream. Serenity awaits at 4 Ashley Lane.
Woodstock is located in New York. Woodstock, New York has a population of 6,215. Woodstock is less family-centric than the surrounding county with 20.17% of the households containing married families with children. The county average for households married with children is 25.39%.
The median household income in Woodstock, New York is $66,181. The median household income for the surrounding county is $71,040 compared to the national median of $69,021. The median age of people living in Woodstock is 60.2 years.
The average high temperature in July is 83 degrees, with an average low temperature in January of 12.3 degrees. The average rainfall is approximately 48.2 inches per year, with 51.1 inches of snow per year.
