Courtesy: Halter Associates Realty
845-679-2010
Quintessential, cedar shingled 1930's Cape tucked away on over 4 private acres minutes to the center of Woodstock.This 2 Bedroom, 2 Bath home with additional flex room perfect for office or den is a stone's throw from all the Hudson Valley has to offer. Hardwood floors throughout, Bluestone and river rock fireplace perfect for winter days in the Catskills. Gracious open concept kitchen/dining room with a wall of sliding glass doors out to an expansive deck with hot tub to enjoy after a day of hiking, skiing and exploring.. Dine al fresco overlooking your private pond and the bucolic, wooded mountainside. This home is the perfect upstate base for full time or weekend getaways. Minutes to Platte Clove with extensive hiking trails. Head up to Hunter Mountain 30 minutes away for a day of skiing and winter fun.. Equidistant to Woodstock and Saugerties with their great eateries, live performances, galleries and shopping. The perfect blend of a private setting yet minutes to everything. This home is situated in 3 acre zoning on over 4 acres lending itself to the potential of building a legal ADU,. creating a mini compound or making an ideal rental. Perfectly sweet as it sits or with so much growth potential. Buyer's Agent to confirm with the town ADU zoning.
Courtesy: Howard Hanna Rand Realty
845-338-5252
It's a WINNER! This is truly a wonderful house in an excellent location! Surrounded by trees with a quiet, rural feel, yet walking distance to the Village of Woodstock, it's everything a Woodstock buyer is looking for! From the moment you step up to this charmer, you'll be welcomed by a wide, impressive Bluestone walkway to the Bluestone front porch where you can envision many peaceful hours relaxing on a rocking chair gazing out at the trees. Step inside and a spacious entryway will greet you and your guests with a gorgeous slate floor. The large living room features a bank of beautiful windows which let in tons of natural light and create a bay just perfect for your plants. Another highlight of the living room is the original bluestone floor to ceiling fireplace with an extended hearth, a great place for stacking some firewood or adding a seat cushion! The kitchen is original which may appeal to retro lovers, yet has plenty of room to expand, update and reconfigure if you'd like, as the potential is there!! There is also a formal dining room on the other side of the kitchen wall, so you have many options. Your heart will start beating fast when you find the delightful HUGE screened-in rear porch with it's Cathedral Ceiling; what a fantastic surprise! There's a first-floor laundry room with several built-in closets for all types of extra storage. The first floor also contains two spacious bedrooms with hardwood floors. Upstairs contains three more bedrooms - that's a total of FIVE bedrooms! Each bedroom upstairs is also spacious and charming with good headroom and more hardwood floors! Don't forget to check out the secret door to the attic over the two- car garage....as it contains a large, open, unheated area providing tons of storage. I can't say enough about this house, the possibilities are endless with the space it provides. If you don't need five bedrooms, any of the bedrooms could be utilized as your office, a den, a library, a craft room, a toy room, etc. as this house can easily be adapted to many different needs. Currently some of the rooms contain wall to wall carpet, but it appears that the hardwood floors are throughout much of the house as they can be seen inside some of the closets. Putting your ideas and design updates into this home will be well worth your time and will surely be worth the investment. The windows have been replaced plus there is a whole house generator, a newer electric service and the boiler was just serviced. Don't hesitate to check this lovely home out, you will be impressed!
Courtesy: Howard Hanna Rand Realty
845-294-3100
Old Woodstock charm awaits you at this contemporary gentlemen's farm set on 3.4 peaceful park like acres. Located on the much-desired John Joy Rd, this property boasts a two - four stall 24 x 40 white oak center aisle barn with attached run in. If horses aren't your thing, convert the barn to a studio, garage, workshop. or another living space for guests. The home enjoys the Pentair water filtration and treatment system. There is also a beautiful 24 x 30 inground pool for summertime fun. Experience tree house living as you watch your four-legged friends graze from the second level screen room while enjoying the view and colors of the perennial garden. Perfect setting for a yoga or art studio. Separate entrance and sliding doors lead to a home office downstairs. French doors leading to family room. Lovely old bay window overlooks the pasture and barn, skylight, fireplace, in the living room. Amazing rock outcroppings border the pool. Large primary bedroom downstairs with 1/2 bath and sliders that lead out to back deck. Country charm is just minutes to the famous little town of Woodstock, home of the Woodstock Playhouse and Film Festival. With its quaint restaurants, shops, and music scene, there is always something for everyone. Minutes to shopping at Hannaford Supermarket and Sunflower Market. Ten minutes to Uptown Kingston Stockade district. It takes just under 2 hours to get to NYC. Six miles to HITS and to the charming main street of Saugerties with its dining and antique shopping. Walk to Overlook Mountain and the Thorne Preserve.
Courtesy: Coldwell Banker Village Green
845-679-2255
Set in a quiet, welcoming neighborhood just minutes from Woodstock's center, this beautifully appointed home feels like a place where life can truly take shape. With 2,316 square feet of thoughtful living space, three generous bedrooms, and 2.5 baths, it offers comfort, warmth, and room to grow. The .86-acre property feels remarkably private, with no neighbors behind you and a serene backyard that encourages slowing down and settling in. A two-tier deck extends the living space outdoors, creating a peaceful backdrop for morning coffee or evenings under the stars. Inside, the home's inviting character is immediately felt. Vaulted ceilings add airiness and volume, while classically stained wood floors and a wood-burning fireplace lend a grounded, cozy touch. Sunlight filters throughout the living areas, creating an effortless flow between the living and dining rooms—spaces designed for gathering, hosting, and everyday ease. The kitchen is a true highlight, featuring marble countertops, custom cabinetry, high-end appliances, and double sinks. A spacious island provides seating for four along with additional storage. Just beyond, the formal dining area opens directly onto the two-tier deck, making indoor-outdoor living feel natural in every season. On the main level, three comfortable bedrooms offer calm and privacy, including one with its own en-suite bath. Both full bathrooms feature brass fixtures, distinctive tilework, and timeless design elements that elevate the home's aesthetic. The lower level adds valuable versatility with a bright, finished multipurpose space ideal as a media room, home office, playroom, guest suite, or whatever your lifestyle requires. This level also includes a half bath, laundry, and direct access to the two-car garage. A rare opportunity in a coveted, close-to-town setting—just minutes from Woodstock and a quick drive to Kingston's vibrant Stockade District. A home filled with warmth, privacy, and possibility, ready to welcome its next chapter. A 3D Walkthrough Tour is available in the digital Lookbook or by request.
Courtesy: Halter Associates Realty
845-679-2010
Light filled, cedar sided, contemporary tucked away on over 5 private acres in the lovely Riverby area of Woodstock. Under 15 minutes to the center of town this 3 Bedroom/ 1.5 Bath home has an open concept, main floor with cathedral ceilings, skylights and walls of glass overlooking natural gardens of mountain laurel, hydrangea, rhododendron, lilac, daffodils and wild strawberries. Sit by your wood stove, that has the capability of being a primary heat source, and enjoy the wildlife that abounds. Have coffee in your atrium nook that gets bathed in sunlight throughout the day. Dine al fresco on your deck overlooking your private oasis. One bedroom and 1/2 bathroom on main floor with tile and wood floors throughout. Gracious primary bedroom and second bedroom with private, screened in balcony and full bath on second floor. So many of the original details are still intact offering a warm, authentic feel with modern upgrades over the years. Kitchen has stainless steel appliances and natural granite countertops opening to the living/dining areas, lending itself to being the perfect entertaining space. This lovely home is situated amongst 600 acres on the side of Mt. Tobias with neighboring properties creating a quintessential Woodstock community yet each property has it's own private feel. Spring and summer in bloom offers an array of fruit trees: Liberty Apple, Cortland Apple, Crab Apple and pear trees. Minutes to all the Catskills have to offer, grab breakfast at Phoenicia Diner, hike the extensive trails or ski at Belleayre and end the day at The Pines just down the mountain for live, local music and libations. Wilson State Park is minutes away for hiking, picnics and water activities. Woodstock is the perfect hub for provisions, great restaurants, art, music and shopping. Kingston Stockade with its eateries, galleries and cafes are under 20 minutes. The Rail Trail is a stone's throw from this great property. Access all the Hudson Valley has to offer and have the ultimate mountain retreat as your base.
Courtesy: Corcoran Country Living
845-338-5832
34 Forestwood Drive Woodstock, NY Set along a quiet Woodstock road, this inviting raised ranch blends space, comfort, and mid-century charm. With 4 bedrooms, 2.5 baths, and 10 well-proportioned rooms, the home offers flexibility for both everyday living and weekend getaways in one of the Hudson Valley’s most sought-after areas. Step inside the split open entry to a bright, welcoming layout. The spacious living room features a brick wood-burning fireplace and vinyl replacement windows that fill the home with natural light. Hardwood floors lie beneath the carpet, ready to be revealed and restored to their original beauty. The eat-in kitchen includes all stainless-steel appliances and opens to a casual dining area and a screened porch—perfect for morning coffee or warm summer evenings surrounded by nature. The lower-level family/rec room provides another wood-burning fireplace, creating a cozy and versatile space for gatherings, hobbies, or home office use. An oversized two-car garage with a shop area offers ample room for vehicles, storage, and creative projects, with interior entry for year-round convenience. The home is also equipped with a full-house generator, ensuring continuous comfort and peace of mind through every season. Set back from the road on a .77-acre parcel, the property offers both privacy and open space. A wide front yard and expansive backyard provide plenty of room for play, gardening, or outdoor entertaining. Mature trees and landscaping frame the setting, giving the home a tranquil, tucked-away feel while still being close to everything. Built in the 1960s, the home retains its mid-century character with clean lines and timeless proportions. While beautifully maintained, it would benefit from updates to the bathrooms and other areas—offering an excellent opportunity to add modern touches and increase value while preserving its classic style and solid construction. Located just minutes from Woodstock Village and Kingston, this home offers easy access to the region’s vibrant mix of restaurants, galleries, boutiques, and scenic hiking trails—delivering the perfect balance of town and country living. With its prime location, spacious layout, hardwood floors under carpet, full-house generator, and enduring charm, 34 Forest Drive is a lovely, well-kept home with endless possibilities—an incredible value not to be missed!
Courtesy: Win Morrison Realty
845-339-9999
Stunning reimagined Ranch, just 1/2 Mile from the Center of Woodstock, 2/10 of a Mile to the NYC Bus Route, yet providing an excellent sense of privacy, and a perfect rural setting. Beautifully, and thoughtfully updated baths and kitchen, embracing the best of Modern Design principles and practicality. The perfect country escape, yet within easy access to restaurants, shopping and all outdoor activities the area has to offer.
Courtesy: Halter Associates Realty Inc
845-679-2010
Woodstock Charm Meets Modern Living at 86 Rock City Road! Step into a piece of Woodstock history with this beautifully updated 1910 home, ideally located less than half a mile from the vibrant heart of the village. This 4-bedroom, 2.5-bath property blends classic charm with thoughtful modern upgrades. The spacious, fully renovated kitchen features new appliances, updated countertops, and ample cabinet space, perfect for everyday living and entertaining. The home offers warm, inviting living areas with original wood trim, hardwood floors, and large windows that fill the space with natural light. A brand-new roof ensures durability and low maintenance for years to come. Outdoors, the fenced-in yard provides privacy and room to relax, garden, or play. A whimsical treehouse adds a touch of fun and creativity, while the basement and detached garage offer additional storage and practical space for hobbies or tools. Another structure on the property, currently a fully equipped, climate-controlled greenhouse, offers flexible potential. Whether you're looking for a creative studio, a tranquil home office, or your own private sanctuary, this adaptable space can meet a variety of needs. Live where nature meets culture, just minutes from Woodstock's renowned galleries, music venues, restaurants, and the one-of-a-kind spirit that defines this legendary town. Whether you're seeking a peaceful retreat or a lively community hub, 86 Rock City Road is a place to call home.
Courtesy: William Pitt Sothebys Int Rlty
845-677-9822
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.
Courtesy: Coldwell Banker Village Green
845-679-2255
This inviting, light-filled bungalow sits at the base of Ohayo Mountain in a charming Woodstock neighborhood, just minutes from the center of town. The three-bedroom, one-bath home rests on nearly a quarter of an acre and offers a peaceful sense of privacy surrounded by nature. Designed for easy living, the property is low-maintenance and easy to care for, allowing more time to enjoy the relaxed pace of life in Woodstock. A wonderfully large, fully fenced backyard provides space for gardens, outdoor gatherings, or quiet enjoyment under the trees. The open kitchen features timeless finishes, including classic subway tile, terracotta floors, and a paper lantern pendant that casts a soft, welcoming glow. A door from the kitchen opens to a spacious patio, perfect for dining al fresco or relaxing in the fresh air. Inside, the bright and airy living room is anchored by a Jøtul gas stove, creating warmth and an inviting atmosphere. The thoughtfully designed bathroom features floor-to-ceiling terrazzo hexagon tiles and a large soaking tub for added comfort and charm. Recent updates include a freshly painted interior in the exquisite curated hues of Farrow & Ball, which lend a sophisticated and tranquil feel throughout. Furnishings and appliances are included in the sale, and a complete list is available upon request. The home offers three comfortable bedrooms, one of which is currently used as a home office with a skylight that fills the space with natural light. The location is ideal, just two minutes from the heart of Woodstock and the Bearsville Complex, offering easy access to local shops, dining, and cultural venues. Nearby favorites include The Cub Market, Sunfrost Market and Garden Center, and the new Woodstock Library Complex. At the other end of the road, residents can enjoy a playground, dog park, and the picturesque Sawkill Stream, perfect for morning walks and connecting with nature. Wittenberg Park and Cooper Lake, two of the area's most beloved destinations for walking, painting, or photography, are also just minutes away.
Courtesy: Coldwell Banker Village Green
845-679-2255
Highwoods Haven rests on just over two quiet acres where sunlight filters through tall hardwoods and birdsong fills the air. Although the setting feels miles from anywhere, the property lies barely five minutes from Woodstock's Village Green and within a short, scenic drive of Kingston and Saugerties. A comprehensive 2021 renovation infused the four-bedroom, two-bath residence with modern comfort while preserving its artistic soul. Former owner and Woodstock author Helen Weaver once welcomed Jack Kerouac, Allen Ginsberg, and other luminaries beneath this very roof. Step through the front door and an airy great room unfolds - chef's kitchen, dining area, and living space flowing together beneath vaulted ceilings. Four glass sliders invite daylight to wander inside, then open wide to an expansive wrap-around deck and a deep screened porch. Mornings begin with coffee among the treetops, afternoons drift into alfresco lunches in summer shade, and evenings conclude with cocktails under a sky alive with stars. Inside, rich oak floors and understated finishes lend warmth without distraction, allowing the surrounding landscape to remain the home's quiet centerpiece. The bi-level layout is thoughtfully conceived for flexibility and privacy. Upstairs, a generous primary suite accommodates a king bed; one enjoys the romance of a wood-burning fireplace that casts a golden glow on winter evenings. A spa-style bath, finished in polished stone and brushed brass, serves this level with a deep soaking tub that invites an unhurried exhale. On the main floor, two additional bedrooms offer space for guests or a dedicated office, sharing a crisp, contemporary bath that echoes the home's calm aesthetic. Downstairs, a second living area gathers friends around a vintage cast-iron stove whose gentle heat amplifies the invitation to linger over movies or board games when snow drifts beyond the windows. There is a second primary suite bedroom with a bath, allowing guests to choose which floor to rest on. Comfort is engineered into every detail: a high-efficiency heat-pump system installed in 2023 provides room-by-room climate control; a brand-new well delivers excellent pressure; and smart-home technology allows you to adjust temperature or lighting from anywhere in the world. Life at Highwoods Haven extends well beyond its walls. Three minutes down the lane, members-only Zena Recreation Club offers a pool, tennis courts, and year-round community events. Trailheads leading to hidden waterfalls, glass-clear swimming holes, and protected nature preserves lace the surrounding hills. At the same time, farm-to-table restaurants, galleries, and live-music venues sustain Woodstock's legendary creative heartbeat. Rhinecliff Amtrak lies twenty minutes away, placing New York City less than two hours from your front door. In a region celebrated for its harmony of culture and wilderness, Highwoods Haven stands apart - private yet convenient, historic yet turnkey, effortless yet inspiring. It is a home designed not merely to be occupied, but to be experienced, savored, and remembered. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.
Courtesy: Coldwell Banker Village Green
845-679-2255
So close yet so far away! Walk to town from your totally private and like-new timber frame home with soaring 23-foot ceilings and walls of windows to bring nature in. As you enter from one of Woodstock's most coveted roads, through the stately pillars, you will feel a sense of tranquility with nature on this 9.94-acre lot that is just a half mile from the village of Woodstock and less than a half mile from the iconic Levon Helm barn. As you follow the curve of the driveway and the glacial bluestone outcropping deposits rising from the meadow, this elegantly sited Harvest Moon timber frame home blends seamlessly with the trees with its black metal roof and natural wood siding. Through the old timber you can even see peeks of Overlook Mountain that could be expanded. Experience elevated eco-conscious living in this architecturally stunning timber frame home, built in 2021 with sustainability and style at its core. This 2-bedroom, 2-bath residence showcases soaring ceilings, exposed timber framing, and an open-flow layout that celebrates natural light and craftsmanship. Designed for year-round comfort, the home features radiant floor heating, sun lamps in both bathrooms, a towel warmer, and a cozy gas heating stove. The chef's kitchen is a true centerpiece—perfectly appointed for entertaining or quiet culinary moments, with premium finishes and thoughtful design. Located just a short walk from the artistic heart of Woodstock, this home blends green living with cultural vibrancy. A rare opportunity to own a refined retreat where luxury meets sustainability. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.
Courtesy: Win Morrison Realty - W
845-679-9444
MAJOR PRICE REDUCTION!!! Located in one of the most desireable in-town quiet neighborhoods in Woodstock. This 2 bedroom, 2 bath ranch has had recent upgrades worth noting. A new copper roof over the main house, new cedar siding and full interior painting,. brand new kitchen floor, and a stand by generator. Attached to the garage is a wonderful screened in patio with bluestone floor. Stairs go up to the roof which has raised beds for plantings. The lovely property has been meticulously landscaped with all indigenous plantings and trees, which includes a fenced in garden. This fabulous location allows you to walk to everything this vibrant town has to offer. From the Woodstock Playhouse, restaurants, shops, health food market, galleries, banks, pharmacies, music venues and the NYC bus stop. A Great opportunity to live in the heart of Woodstock.
Courtesy: BHHS Hudson Valley Properties
845-679-0006
Set on nearly 9 serene acres in the heart of Woodstock's historic Byrdcliffe Arts Colony is a rare synthesis of architectural precision and natural harmony—an embodiment of award-winning architect John Storyk's deep understanding of space, sound, and site. Designed in 1969 at the very beginning of Storyk's now-legendary career—just after his groundbreaking work on Jimi Hendrix's Electric Lady Studios and the famous Bearsville Theatre—this redwood-clad contemporary home reflects his signature style: intuitive flow, warm natural materials, and an architect's sensitivity to both form and function. The 4 BR, 4 Bath, 4,000+ sq ft (includes guest/pool house) single family home is privately sited with a pond, heated in-ground salt water, gunite pool, and massive guest/pool house. This Mid-Century Modern sanctuary is defined by its soaring ceilings, custom mill work, and an organic relationship with the surrounding landscape. Every room is bathed in natural light through walls of glass, and oriented to maximize the surrounding views of meadow, woods, and sky. A dramatic curved, sunken living room—anchored by a large brick fireplace—evokes the sensorial immersion typical of Storyk's performance spaces. Here, spatial geometry and acoustics are not incidental but essential; offering not just a place to live, but a place to listen and feel. At the heart of the home is a Poggenpohl kitchen—a clean, functional workspace designed with the home chef in mind—that opens to dining and gathering areas which flow out effortlessly to the screened porch, expansive decks, landscaped gardens, and tranquil pond beyond; all designed to foster serenity and creative inspiration. Every line and threshold reflects Storyk's belief that architecture should support creativity and calm—never compete with it. Private spaces include a luxurious first floor primary suite and a guest apartment (with its own entrance) featuring a kitchen, full bath, and private deck—ideal for hosting, creating, or retreating. Across the entire property the interior volumes are balanced by exterior spaces with curated meadows, and reflective water elements including the large, heated, salt water, in-ground, Gunite pool) all reinforcing the idea of the house as an instrument tuned to its environment. While John Storyk is globally known for acoustically perfect studios and world-class performance venues, this home reveals another side of his genius: the quiet artistry of domestic space, where light, proportion, and stillness are as important as sound. A residence like this—designed by one of the 20th century's most innovative architectural minds, and located in a cultural enclave as storied as Byrdcliffe—is a truly singular offering. 289 Upper Byrdcliffe Road is not just a home, but a living, resonant experience—thoughtfully conceived, masterfully built, and deeply rooted in the creative spirit of Woodstock. Please note: Additional town-approved plans exist for a separate structure with its own septic and driveway entrance. All this coalesces to make an extraordinary compound with limitless options for a life well lived.
Courtesy: BHHS HUDSON VALLEY PROP-WDST
845-679-0006
Set on nearly 9 serene acres in the heart of Woodstock's historic Byrdcliffe Arts Colony is a rare synthesis of architectural precision and natural harmony—an embodiment of award-winning architect John Storyk's deep understanding of space, sound, and site. Designed in 1969 at the very beginning of Storyk's now-legendary career—just after his groundbreaking work on Jimi Hendrix's Electric Lady Studios and the famous Bearsville Theatre—this redwood-clad contemporary home reflects his signature style: intuitive flow, warm natural materials, and an architect's sensitivity to both form and function. The 4 BR, 4 Bath, 4,000+ sq ft (includes guest/pool house) single family home is privately sited with a pond, heated in-ground salt water, gunite pool, and massive guest/pool house. This Mid-Century Modern sanctuary is defined by its soaring ceilings, custom mill work, and an organic relationship with the surrounding landscape. Every room is bathed in natural light through walls of glass, and oriented to maximize the surrounding views of meadow, woods, and sky. A dramatic curved, sunken living room—anchored by a large brick fireplace—evokes the sensorial immersion typical of Storyk's performance spaces. Here, spatial geometry and acoustics are not incidental but essential; offering not just a place to live, but a place to listen and feel. At the heart of the home is a Poggenpohl kitchen—a clean, functional workspace designed with the home chef in mind—that opens to dining and gathering areas which flow out effortlessly to the screened porch, expansive decks, landscaped gardens, and tranquil pond beyond; all designed to foster serenity and creative inspiration. Every line and threshold reflects Storyk's belief that architecture should support creativity and calm—never compete with it. Private spaces include a luxurious first floor primary suite and a guest apartment (with its own entrance) featuring a kitchen, full bath, and private deck—ideal for hosting, creating, or retreating. Across the entire property the interior volumes are balanced by exterior spaces with curated meadows, and reflective water elements including the large, heated, salt water, in-ground, Gunite pool) all reinforcing the idea of the house as an instrument tuned to its environment. While John Storyk is globally known for acoustically perfect studios and world-class performance venues, this home reveals another side of his genius: the quiet artistry of domestic space, where light, proportion, and stillness are as important as sound. A residence like this—designed by one of the 20th century's most innovative architectural minds, and located in a cultural enclave as storied as Byrdcliffe—is a truly singular offering. 289 Upper Byrdcliffe Road is not just a home, but a living, resonant experience—thoughtfully conceived, masterfully built, and deeply rooted in the creative spirit of Woodstock. Please note: Additional town-approved plans exist for a separate structure with its own septic and driveway entrance. All this coalesces to make an extraordinary compound with limitless options for a life well lived.
Courtesy: Coldwell Banker Village Green
845-679-2255
Welcome to Studio Lane, a one-of-a-kind Woodstock artist's home filled with 1920s character and timeless charm. Experience the best of both worlds:. Enjoy the ease of in-town living while tucked away in a private, woodland, park-like setting bordered by a tranquil stream. Originally part of the historic Byrdcliffe Arts Colony, this authentic residence and studio were once used by painter George Bellows and later by artists from the Art Students League, continuing Woodstock's profound creative legacy. A welcoming entryway with reclaimed heart pine floors and a built-in bench opens into the heart of the home. To the left, a vaulted great room features a wood-burning stove with a slate hearth, a built-in dining banquette, and sliding glass doors leading to the deck and outdoor area. To the right, a second vaulted space with exposed beams, skylights, and a large north-facing picture window offers flexibility as a family room, office, studio, or a first-floor primary bedroom with a full en suite bath. One additional bedroom, featuring an 8.5-foot custom pine desk, is on the main level, while another upstairs includes an en suite half bath, tree-top views, and sliding doors to a private balcony. The country kitchen connects seamlessly to the great room on one side and opens on the other to a screened-in porch with bluestone floors, an ideal spot for al fresco dining or relaxing in the fresh air. Outside, a deck, gardens, a fire pit, and partially cleared woodland filled with stately pines create a peaceful natural retreat beside the stream. The separate studio is well-distanced from the main house and offers an ideal workspace or potential guest cottage. This light-filled, rustic home perfectly blends historic artistry with modern comfort. It's just a short walk to the center of Woodstock, the NYC bus stop, galleries, shops, restaurants, and music venues—yet when you return home, it feels as though you've escaped to a quiet, creative sanctuary in the very heart of Woodstock.
Courtesy: Serhant LLC
646-480-7665
Make your next transition an easy one in this move-in-ready Woodstock home, where timeless comfort meets sophisticated design. Recently updated and fully renovated—including a brand-new roof and a full-house water filtration system—the house is set on a large, level lot with expansive front and back yards, offering plenty of space to relax, entertain, and play. Just minutes from Woodstock’s restaurants, music venues, and shops, it blends the best of convenience and style. Step inside to a classic main-floor layout: dining just off the kitchen, a half bath, and two welcoming living areas, one with a wood stove insert for cozy nights. The new kitchen is a showpiece, designed with contemporary finishes and seamless flow onto the deck—perfect for al fresco dining. An oversized laundry room doubles as a mudroom with easy garage access, adding function and storage. Upstairs, you’ll find four light-filled bedrooms and two full baths, including a serene en suite in the primary suite. A large two-car garage provides additional storage, while the wraparound deck extends to a firepit and an enclosed vegetable garden, complete with a shed for tools and lawn equipment. With its modern updates, thoughtful details, and prime Woodstock location, 90 Van Dale strikes the perfect balance of comfort, practicality, and style.
Courtesy: Halter Associates Realty Inc
845-679-2010
Ideal Woodstock living! This lovely 4 bedroom 3 bath private ranch is set back from the road on a quiet cul-de-sac just 3 minutes outside of the village of Woodstock. You enter and the first living space is on your right with space for a charming seating area. To your left are two bedrooms, a hall bath and a primary en suite. Through a door in the living room, you pass into a space ideal for an office, a Mother/Daughter suite or multi-generational living with a large seating area, bath one formal bedroom and a second room which can be additional sleeping space for guests or a studio. This area of the home has two private entrances. Off of the main living room is a large dining area leading into the spacious kitchen with all new appliances and more storage than anyone could fill! Beyond the kitchen is an enormous entertaining room with 3 sets of sliding doors that lead to the beautiful and private back yard and patio. Enjoy cool evenings around the fire pit! This home is close to all that Woodstock has to offer, including the Ashokan Reservoir and Rail Trail with its magnificent views! You are also a short drive to all the major roadways, shopping, galleries, hiking, and entertainment. This home is a must see!
Courtesy: Coldwell Banker Village Green
845-679-2255
Large shade trees filter dappled sunlight across this property's private waterside retreat, where the ancient stone wall of the streambed tells the story of millennia, smoothed by the eternal passage of water. Just steps from the vibrant rhythm of Tinker Street and the creative heartbeat of Woodstock, this nearly 2,500 square foot mixed-use property is more than a home or an investment, it is a rare experience. With Hamlet Commercial zoning, three distinct enclosed spaces, and versatile layouts, the possibilities extend from live/work retreat to boutique inn to entirely new ventures envisioned by its next owner. At the heart of the property is the Tannery Brook Waterfall, an in-town oasis that defines daily life here. The rushing water is constant and soothing, carrying through open windows, drifting across private decks, and enlivening the riverside lawn. Outdoors, picnic seating invites you to linger at the water's edge. Indoors, oversized UV-protected windows frame the cascade as if it were living art. Few properties offer such natural drama in the very center of a village. The main residential level is a beautifully renovated two bedroom home with comfort and flow at its core. A cook's kitchen anchors the open plan layout, connecting seamlessly to dining and living spaces where the waterfall becomes the backdrop. A spa-inspired bath with steam shower and central air adds modern ease, while a private deck offers an immersive view of Woodstock's most famous falls. Above, ''A Woodstock Waterfall Hideaway'' serves as a fully permitted short-term rental with glowing five star reviews. This one bedroom apartment features its own kitchen, living area, and workspace, and offers guests the unforgettable experience of sleeping beside the sound of water, all within moments of Woodstock's celebrated cafés, shops, and galleries. Additional features include a separately rented street-level commercial studio and a detached office, originally a garage, creating even more flexibility and income potential. There is no need for a car, as the bus stop from New York City is only steps away. With its central walkable location, multiple revenue streams, and rare position directly on the falls, this property offers both natural beauty and cultural vitality. It is not just a home or an investment, but a lifestyle, and an unparalleled opportunity in the heart of Woodstock. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.
Courtesy: Frank Lumia Real Estate Plus!, LLC
607-746-6029
Woodstock Condo at Maverick Knolls Discover an exceptional opportunity to own a single-level corner condo in the desirable Maverick Knolls community of Woodstock, NY. This bright and airy residence combines convenience, modern updates, and the natural beauty of the Catskills, making it ideal for year-round living or as a low-maintenance retreat. The home has been refreshed with all new appliances and freshly painted interiors, giving you a turnkey space that is both functional and stylish. The corner placement brings added privacy, abundant natural light, and scenic views of the well-tended grounds. With a single-level layout, the home is designed for ease of living and accessible comfort. Maverick Knolls is known for its beautifully maintained landscape and its sense of community. Amenities include a seasonal pool, perfect for summer relaxation, and well-kept tennis and pickleball courts, providing recreation steps from your door. The grounds are landscaped with care, echoing the natural beauty of the surrounding mountains. Location is a key advantage. Maverick Knolls is just minutes from the heart of Woodstock, where galleries, music venues, cafes, and restaurants capture the area’s rich cultural heritage. Outdoor lovers will appreciate nearby hiking trails, scenic overlooks, and year-round opportunities to enjoy the Catskills. Access to the New York State Thruway is straightforward, allowing easy trips to and from New York City, Albany, and beyond. This property offers the best of both worlds: a quiet and well-kept home within a community that values leisure and connection, paired with proximity to one of the Hudson Valley’s most celebrated towns. Whether you are seeking a full-time residence, a weekend escape, or an investment opportunity in an established community, this condo delivers comfort, convenience, and a true Woodstock lifestyle.
Courtesy: Upstate Down
845-516-5123
Unique opportunity on one of the most coveted roads in Woodstock which winds its way up to the Overlook Mountain trailhead. Overlooking a mountainside and a seasonal stream, this project house offers incredible potential for someone ready to reimagine this investment opportunity. Tucked away in a peaceful setting, the property feels mostly private and is just a couple minutes from Woodstock Village. Bring your contractor - the home is ready for a gut reno or could be totally transformed to make the most out of its beautiful mountainside location. The 1539 sq ft. ranch has 2 bedrooms, 1 bath, a vaulted living room with brick fireplace and Jotul insert, a kitchen, a dining room and a study. There is so much potential to open up the views towards the back and sides of the property with large windows to capture more of its natural surroundings including seasonal views of the Hudson Valley through the tree tops facing south. When the stream behind the house is bustling, it can be heard through the windows and while the stream is not on the property, it offers a lovely backdrop. The house is being sold ''As is'' Cash only. It needs substantial work. There are some visible foundation issues under the addition portion. Utilities are currently turned off. Do not enter the property without an appointment. This incredible land and location await your vision to transform this special property.
Courtesy: Berardi Realty
845-201-1111
Sophisticated Gated Retreat in Woodstock. Tucked within a serene, tree-lined neighborhood, this privately sited 4-bedroom, 2.5-bathroom colonial blends timeless comfort with thoughtful modern upgrades. Set behind a gated entry and encircled by approximately one acre of deer fencing, the property offers rare privacy while remaining minutes from the heart of Woodstock. Inside, natural light streams across gleaming hardwood floors throughout (preserved even beneath the bedroom carpeting), creating a bright and welcoming ambiance throughout the open, contemporary layout. The home's spacious kitchen flows seamlessly to a generous back porch and an expansive new deck (2024)—perfect for effortless indoor-outdoor living and entertaining. Recent upgrades ensure peace of mind and year-round comfort, including a new oil tank (2020), a stainless steel relined chimney and cap (2024), and a brand-new whole-house air conditioning system (2024). A large attached garage completes this meticulously maintained home, offering both convenience and additional storage. Sophisticated, secluded, and move-in ready—this is a true Woodstock gem.
Courtesy: Serhant LLC
646-480-7665
Tucked back from the road, with beautifully landscaped grounds, bluestone walls, and mature plantings, this 3-bedroom contemporary home offers privacy, abundant natural light, and versatile living space on 4 tranquil acres. The airy open floor plan features hardwood floors and effortless flow between the living, dining, and kitchen areas. A first-floor primary suite with en-suite bath provides comfort and convenience, while a den/office creates the ideal work-from-home retreat. Upstairs, two additional bedrooms and a full bath offer space for family or guests. Enjoy outdoor living on the wraparound porch overlooking the property, or walk downstairs to the full finished basement with walkout access to the backyard - perfect for entertaining, a playroom, home theater, hobbies, or additional living space. The house is equipped with a whole house generator and an alarm system for peace of mind through every season. Finally, an oversized garage completes the picture, with ample room for vehicles, storage, or a workshop. Conveniently located less than 10 minutes from Woodstock, and 15 minutes from Saugerties, and Kingston, this thoughtfully designed home blends comfort, functionality, and style in a peaceful setting.
Courtesy: Coldwell Banker Village Green
845-679-2255
This historic Woodstock home, complete with a legal short-term rental license, is ready for its next chapter. Just a short distance from the iconic village green and the heart of Woodstock, this recently restored 1897 Arts and Crafts farmhouse offers both privacy and convenience on one of the town's most desirable streets - a truly rare combination that seldom becomes available. The charming property blends historic character with thoughtful updates, featuring a composite slate roof, copper-roofed addition with gutters, original wide-plank wood floors, and distinctive custom Pella windows, which are an architectural focal point and often the first feature guests remark on. Set on 1.49 landscaped acres, this special property invites you to wander through meandering paths, patios, and stone walls. Outdoor living is a highlight, with a wood pergola and harvest table overlooking a seasonal stream. The Brazilian ironwood wraparound deck, complete with hot tub, offers a spa-like space to relax. The beautifully landscaped and paved front garden leads to a welcoming porch - perfect for morning coffee in an Adirondack chair or on a swing. Inside, the entry hall and impressive oak staircase open to a cozy living room where sun pours through the bay windows and a modern gas fireplace adds warmth. At the back of the home, a dining room and peaceful sunroom have French doors opening onto the deck - perfect for effortless summer entertaining. The kitchen features cherry cabinetry, honed granite counters, Bertazzoni appliances, and generous pantry space. A full bathroom and laundry complete the first floor. Upstairs, you'll find three bedrooms and a full bath with a clawfoot tub, and a hallway landing that frames a mountain view. Topping it all off, the third floor adds two additional rooms, each with its own mini-split for heating and cooling. The well-kept stone basement houses a high-efficiency Buderus boiler and well-maintained mechanicals. Blending upscale custom details with historic charm, this special property offers easy living, plenty of space, and the option to personalize to your taste - all just minutes from Woodstock's vibrant town center. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent. Accepted Offer 11/10/2025
Courtesy: Coldwell Banker Village Green
845-679-2255
This historic Woodstock home, complete with a legal short-term rental license, is ready for its next chapter. Just a short distance from the iconic village green and the heart of Woodstock, this recently restored 1897 Arts and Crafts farmhouse offers both privacy and convenience on one of the town's most desirable streets - a truly rare combination that seldom becomes available. The charming property blends historic character with thoughtful updates, featuring a composite slate roof, copper-roofed addition with gutters, original wide-plank wood floors, and distinctive custom Pella windows, which are an architectural focal point and often the first feature guests remark on. Set on 1.49 landscaped acres, this special property invites you to wander through meandering paths, patios, and stone walls. Outdoor living is a highlight, with a wood pergola and harvest table overlooking a seasonal stream. The Brazilian ironwood wraparound deck, complete with hot tub, offers a spa-like space to relax. The beautifully landscaped and paved front garden leads to a welcoming porch - perfect for morning coffee in an Adirondack chair or on a swing. Inside, the entry hall and impressive oak staircase open to a cozy living room where sun pours through the bay windows and a modern gas fireplace adds warmth. At the back of the home, a dining room and peaceful sunroom have French doors opening onto the deck - perfect for effortless summer entertaining. The kitchen features cherry cabinetry, honed granite counters, Bertazzoni appliances, and generous pantry space. A full bathroom and laundry complete the first floor. Upstairs, you'll find three bedrooms and a full bath with a clawfoot tub, and a hallway landing that frames a mountain view. Topping it all off, the third floor adds two additional rooms, each with its own mini-split for heating and cooling. The well-kept stone basement houses a high-efficiency Buderus boiler and well-maintained mechanicals. Blending upscale custom details with historic charm, this special property offers easy living, plenty of space, and the option to personalize to your taste - all just minutes from Woodstock's vibrant town center. A 3D Walkthrough Tour is available in the digital Lookbook or by request.
Woodstock is located in New York. Woodstock, New York 12498has a population of 6,215. Woodstock 12498 is less family-centric than the surrounding county with 17.98% 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 12498 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 12498 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.
