Courtesy: Coldwell Banker Village Green
845-679-2255
Welcome to 18 Country Club Lane. Located less than half a mile from the picturesque Village of Woodstock, this thoughtfully reimagined property offers easy access to shops, restaurants, fitness studios, playgrounds, and nearby nature trails, all just minutes from your front door. Designed by architects, the half-acre property includes two buildings and blends comfort, character, and modern updates with care. The main house opens to a fully enclosed, sun-filled porch, ideal as a mudroom or flexible entry space. Inside, the updated living, dining, and kitchen areas are unified by exposed beams, vaulted ceilings, and knotty pine details, creating a warm, inviting atmosphere. The open kitchen is both stylish and functional, featuring quartz countertops, custom cabinetry with generous storage, high-end appliances including a dishwasher and smart refrigerator, and a dedicated pantry or coffee bar. Oversized picture windows frame the surrounding woods and offer seasonal mountain views, bringing the outdoors in. Two well-proportioned bedrooms feature vaulted ceilings, custom closets, and adjacent bathrooms. Both bathrooms have been tastefully redesigned, with the primary bath offering terrazzo tile, a double-sink vanity, an en-suite soaking tub, and a walk-in shower. Adjacent to the main house is a year-round studio building, well-suited for a home office, art or music studio, or flexible creative space. The studio includes cabinetry, a refrigerator, and two separate rooms, with potential to add a bathroom and water, subject to town approval. This is a rare opportunity to enjoy privacy and thoughtful design within a vibrant community. The property is also conveniently located near Kingston and Saugerties, and offers easy access to the Catskill Mountains for winter recreation, hiking, and fishing, making it an ideal full-time residence or retreat in the heart of the Hudson Valley. A 3D Walkthrough Tour is available in the digital Lookbook or by request.
Courtesy: William Pitt Sotheby's Interna
845-677-9822
Set on over four acres just minutes from the heart of Woodstock, this contemporary retreat offers the perfect balance of modern living and a deep connection to nature. Thoughtfully designed for both comfort and flexibility, the home features three bedrooms and three bathrooms with a light-filled, open layout that encourages connection to the outdoors. The main level offers a full bathroom, laundry room, living and dining areas, and a well-equipped kitchen. The living and dining areas feature multiple points of access to the expansive deck, ideal for effortless indoor-outdoor living, entertaining, or quiet moments surrounded by nature. A woodstove and fireplace provide both ambiance and supplemental heat, creating a warm and inviting atmosphere year-round. Upstairs, the primary suite includes a private full bathroom, while two additional well-appointed bedrooms and bathroom complete the upper level, offering comfortable accommodations for guests. A balcony off the primary bedroom adds a peaceful vantage point to take in the surrounding landscape. The attached two-car garage includes a versatile flex space above, perfect for a home office, yoga or fitness studio, creative workspace, or guest retreat. Multiple storage sheds enhance the property's functionality, providing ample space for tools, equipment, or outdoor gear. Privately sited yet conveniently close to Woodstock's vibrant shops, dining, and trails; this contemporary home offers a rare opportunity to enjoy acreage, versatility, and modern living in one of the Hudson Valley's most beloved communities.
Courtesy: Coldwell Banker Village Green
845-679-2255
Located on quiet road just minutes from the heart of Woodstock, 78 Van de Bogart Road offers the perfect blend of mid-century charm and modern convivence This home sits on a premier corner one acre lot, meticulously landscaped to provide both curb appeal and a serene, private sanctuary. The upper level of this raised ranch features an open, airy layout designed to bring the outside indoors. The living room offers a cozy wood-burning fireplace for chilly country nights. Step out from the living room onto a private balcony overlooking the expansive, well-manicured yard—the ideal spot for morning coffee while listening to the sounds of the nearby stream. A large eat-in kitchen with ample cabinetry and workspace. Three well-appointed bedrooms and a full bathroom located on the main level. The fully finished ground level offers incredible flexibility for guests, a home office, or a media room. The Great Room features a second fireplace and a custom bar area, perfect for hosting. Large sliding doors open directly onto a rear patio, seamlessly connecting the indoor and outdoor entertaining spaces. A fourth bedroom, a dedicated office space, a half bath, and a large laundry room with extra storage complete the lower level. This property is a true standout, one of the best lots available plus a ''streamside'' feel that captures the quintessential Catskills vibe. A beautiful, level corner lot with mature plantings and plenty of room for a garden or pool. Don't overlook the oversized 2-car attached garage with plenty of room for vehicles and a workshop area. Move in with peace of mind—the home features a newer roof, recent interior/exterior paint, and a freshly sealed driveway. Enjoy the best of the Hudson Valley. You are perfectly positioned between the eclectic Village of Woodstock and the vibrant downtown of Kingston, with easy access to the NYS Thruway and NYC bus lines. A 3D Walkthrough Tour is available in the digital Lookbook or by request.
Courtesy: Four Seasons Sotheby's Int'l R
845-684-0084
Fall in love with this artfully reimagined and expanded 1930 farmhouse, privately set on a gentle hill just moments from the heart of Woodstock. Rich in history and character, this special home was once owned by Michael Lang, the legendary founder of the 1969 Woodstock Festival—adding a rare and meaningful connection to the town's iconic past. Thoughtfully renovated, the home offers a beautiful balance of vintage charm and modern convenience. A stunning new open-concept addition features dramatic vaulted ceilings and walls of windows that flood the space with natural light and open seamlessly to a welcoming porch—perfect for entertaining or quiet moments surrounded by nature. The flowing floor plan is ideal for today's lifestyle and effortless gatherings. The chef's kitchen is beautifully appointed with a large center island offering seating, abundant storage, and a layout designed for both everyday living and entertaining. The main level primary suite features a new ensuite bath, fireplace, and peaceful views. Upstairs, you'll find an additional full bath and a second ensuite bedroom, also offering lovely views. Throughout the home, creative and distinctive tilework adds artistic flair, reinforcing the seamless blend of contemporary design and original farmhouse character. A separate guest cottage sits close to the main residence and offers exceptional flexibility—configured as a living room and bedroom or two private ensuite bedrooms, complete with a sauna. Ideal for guests, extended family, or creative use. A truly unique Woodstock offering—steeped in history, thoughtfully updated, and perfectly located just minutes from town.
Courtesy: Compass Greater NY, LLC
914-238-0676
Welcome to Maverick Knolls, one of Woodstock's most sought-after condominium communities, just minutes from the heart of town. This rare corner unit offers easy one-level living, surrounded by lawns and woods, with great privacy and peaceful views. This three-bedroom home offers a flexible floor plan, most recently used as a two-bedroom plus office/flex space, perfect for work, art, or guests. The light-filled living and dining areas feature beamed cathedral ceilings and an open floor plan that flows into the kitchen. Step out to the screened-in patio overlooking the pond, an ideal place for morning coffee or unwinding at the end of the day. You'll find two full bathrooms, a dedicated laundry room, and plenty of closet space throughout. The garage is climate-controlled with built-in storage and has been used as an artist's studio, though it can easily return to traditional garage use. Maverick Knolls offers a relaxed lifestyle with a communal swimming pool and tennis court, all set in a beautifully maintained, natural setting. HOA handles lawn maintenance, snow plowing, garbage services, landscaping and more. Recent updates include new heating and central air systems, a new roof, hot water system, and an LG stainless steel refrigerator. A comfortable, low-maintenance home for easy, peaceful living at its best.
Welcome to Bearsville Record House, a landmark property with a legacy in American music. Built in 1873 and once home to Bearsville Records, this storied compound includes two dwellings; the main farmhouse and a guest cottage, plus a studio building waiting to be finished to your specs. A gunite saltwater pool, outdoor kitchen, and fenced-in plum orchard complete the grounds, all along 500 feet of private Sawkill creek frontage. The main house retains its 19th-century character with a vaulted living room with wood stove, library with cedar sauna, and a chef's kitchen with dramatic wood-burning hearth and radiant-heated bluestone floors. The guest cottage features a walk-in shower and kitchenette, and the studio adds creative flexibility. Steps from Cub Market and Bearsville Theater, and just two miles from Woodstock, this is a one-of-a-kind Catskills cultural retreat.
Courtesy: Coldwell Banker Village GreenK
845-331-5357
Can it get more magical than this? This property is a dream for anyone seeking a blend of artistic history and natural serenity. Experience true tranquility in a historic stone home where the landscape is the star. This property offers the rare opportunity to own both sides of the stream, ensuring total privacy for your morning dips in your private swimming holes. Host gatherings on the expansive bluestone patio, featuring a custom built-in stone barbecue. The home radiates warmth with its original stonework and beautifully refinished wideboard wood floors. The dramatic studio/great room with a wall of windows overlooking the water is waiting for its new owner to purpose it as whatever meets their needs. With plumbing already in place, this space is primed for a conversion into a luxurious primary suite. A convenient walk-up attic provides ample storage or further potential. While the backyard offers a serene escape, the vibrant heart of town is just outside the door. There you will find: eclectic boutique shopping and local restaurants; art shows, theater productions, and seasonal concerts. Woodstock is a community known for its creative spirit and historic roots. This is more than a house; it's a piece of local history. Whether you are looking for a weekend retreat or a permanent creative sanctuary, the ''Waterfall House'' offers a lifestyle that is increasingly hard to find. This streamside ranch has views from every window with the sounds of the rushing water bringing tranquility to the time here. Bring updates to the interior and enjoy the bedroom, bath and kitchen being on one level. Seller makes no representation as to the condition of the fireplaces. They will convey as-is. Sellers assert the property has never flooded in the 32 years they've owned it. There is surveillance on the property. A 3D Walkthrough Tour is available in the digital Lookbook or by request.
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 gentleman's farm set on 3.4 peaceful, park-like acres. Built in 1968, this property is ready to be reinvigorated with your personal vision and style. The home spans nearly 2,700 square feet, includes two bedrooms and two bathrooms, home office, bay windows, skylights, fireplace, French doors, Pentair water filtration system, and so much more. The second floor sitting room provides expansive views of the property, which boasts a two- four stall 24’ x 40’ white oak center aisle barn with attached run in, a 24’ x 30’ inground pool bordered by rock outcroppings, and perennial gardens. If horses aren't your thing, the barn can be converted into a studio, garage, workshop, or guest space. Located on the much-desired John Joy Rd., the property is within walking distance of Overlook Mountain and the Thorne Preserve, and minutes from the famous little town of Woodstock, home of the Woodstock Playhouse and Film Festival, quaint restaurants, shops, and music scene. Endless possibilities await at this unique property—all just two hours from Midtown Manhattan, and a quick drive to charming downtown Saugerties and HITS equestrian center, and the historic Uptown Kingston Stockade District.
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: 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
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: 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: 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: 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: Berardi Realty
845-201-1111
Accepted offer, continue to show. 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: 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: Chapman Realty of the Hudson V
845-658-2340
Charming Two Bedroom Home on a Quiet Dead-End Road Welcome to this serene and private retreat nestled on a peaceful dead-end road, surrounded by mature landscaping and an abundance of wildlife. This charming single-family home offers an ideal blend of comfort and tranquility, with space to unwind and enjoy the beauty of nature. Key Features: Two Spacious Bedrooms: The primary bedroom features extra space for a cozy seating area or a make-up nook, providing the perfect sanctuary for relaxation. The second bedroom is generously sized and currently serves as a den, offering versatility for your needs. Inviting Living Area with Fireplace: The living room boasts beautiful hardwood floors and a stunning fireplace complete with a wood stove, perfect for cozying up on chilly evenings. Adorable Country Kitchen: The country-style kitchen is charming and functional, complete with everything you need to cook up your favorite meals. Outdoor Bliss: Enjoy the great outdoors on your deck, which includes built-in seating - a perfect spot for morning coffee or evening gatherings. Garden areas ready for your green thumb and mature landscaping create a peaceful, picturesque setting. Whole House Generator: A whole-house generator ensures you're never without power, providing peace of mind in any situation. Lovely Neighbors & Quiet Setting: Experience the true meaning of serenity with lovely, friendly neighbors and an incredibly peaceful atmosphere. Perfect for anyone seeking privacy while still being part of a close-knit community. Wildlife All Around: The surrounding area offers a rich variety of wildlife, making this home ideal for nature lovers and outdoor enthusiasts. Close to the Village of Woodstock: Although the house is located outside the Village of Woodstock, it is still very close to the restaurants, galleries, boutiques, and coffee shops located throughout the village. This home is a true gem, offering both comfort and natural beauty in an idyllic location. It is also located in the low-tax Onteora school district. Whether you're relaxing by the fire, working in your garden, or taking in the wildlife around you, this property is the perfect place to call home.
Courtesy: BHHS HUDSON VALLEY PROP-WDST
845-679-0006
BACK ON THE MARKET! BUYER FINANCING FELL THROUGH All the charm and convenience of Woodstock village living! Adorable period bungalow moments from the center of Woodstock! This 1 BR, 1 BA charmer features an additional room/four-season sunroom, handsome masonry fireplace with wood stove and a river rock chimney, modern kitchen, a clawfoot tub, separate laundry area, and is nestled in a wooded, nearly quarter-acre lot with a sunny lawn. Plus a BRAND NEW HEATING SYSTEM has just been installed! An 8x12 storage shed is great for bikes, tools, etc. Perfect as a starter home, weekend getaway or investment property. Moments to all the dining, entertainment, shops, hiking, biking and golfing that Woodstock has to offer. Make this your base to enjoy the skiing, hiking, swimming and wonderful energy of the Catskills, with your very own piece of the Woodstock state of mind.
Courtesy: Keller Williams Realty HV Nort
845-481-2700
For the first time in its history, this 12-acre family estate—designed, built, and cherished by a prominent Woodstock family—comes to market. It's a rare opportunity for the next generation to build their own private compound for extended family or multiple guests. The property boasts a babbling brook, waterfall, two vintage Woodstock cottages, and acres of woods to explore. Located less than a mile from the heart of Woodstock, the main house, a beautifully designed 6-bedroom, 3.5 bathroom family residence offers both comfort and convenience. The property is situated on 2 parcels, so if you want to add another home, it is already subdivided. A security system and generator are included to add to your security and comfort. There is a lot more going on with this peaceful and magical property, so make your appointment today!
Courtesy: Compass Greater NY, LLC
914-238-0676
PROPERTY HIGHLIGHTS. Historic Meets Modern: Exquisitely renovated 1900 carriage house blending timeless charm with contemporary luxury. Layout: 2 bedrooms and 2 bathrooms. Exceptionally rare construction featuring Steel floor and ceiling joists with comprehensive Energy Efficient Upgrades throughout. INTERIOR FEATURES KITCHEN: Energy Efficient and dependable Bosch appliances. Custom Transformad Cabinetry with high-tech, anti-fingerprint, impact and scratch-resistant, auto-regenerative, super matte lacquered finish. Custom made solid Walnut and Steel open shelving, plus a high-gloss lacquered Pantry for both function and beauty, and quartz countertops. BATHROOMS: Floor to Ceiling imported tiles, artisan-quality installations Kohler Purist fixtures, and Cedar plank ceilings. Kohler Purist fixtures, and Cedar plank ceilings. FLOORING: Reclaimed Oak Floors from the original structure upstairs. New Oak Floors downstairs. LIGHTING AND FIREPLACE: Elegant Le Feu Bioethanol Fireplace for warmth and ambiance. Thoughtfully sourced Vintage and Modern Lighting fixtures throughout. COMFORT AND EFFICIENCY. Steel floor and ceiling joists for the ultimate in structural integrity. Spray-foam and mineral wool insulation throughout. All-new Plumbing and Electrical systems. Energy-efficient Mitsubishi heat pump providing central air and heat. Asko Washer and Dryer, Pella windows and doors. Clean Space System installed in the crawl space for added protection and peace of mind. OUTDOOR FEATURES. New screened-in porch with Bronze screens, exquisite carpentry, and elegant French doors. New bluestone and brick walkway. Fully restored garage with new roof system while retaining its original details and preserving its historic character. LOCATION AND SETTING. The most central location in Woodstock, with easy access to the bus to NYC. Beautiful stream (the west branch of Tannery Brook) runs through the property. Mountain views and a serene natural backdrop. Enjoy vibrant local community access while surrounded by nature. A true Woodstock Jewelbox — a historic carriage house reimagined with exceptional craftsmanship and modern luxury. Listing agent is also the owner.
Courtesy: Daniel Gale Sothebys Intl Rlty
516-677-0030
Nearly Six Lush, Scenic And Private Acres Located Eight Minutes From The Heart Of Woodstock! This Home Features Two / Possibly Three Bedrooms And Two Full Baths. Meticulously Maintained! Enjoy Sunrises Or Sunsets From The Wrap Around Deck. Relax And Take In All Of The Tranquility While Sitting Stream Side Or Enjoy The Changing Of The Leaves During The Beautiful Fall Season While Sipping Hot Cocoa Next To The Wood Burning Stove! The Perfect Home For Retreat Or Year Round Use. Great Opportunity For Those Looking To Host A Vacation Rental. A Must See!, Additional information: Appearance:Diamond
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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.
