Woodstock Real Estate

Woodstock Real Estate

Welcome to the vibrant and eclectic neighborhood of Woodstock, located in Ulster County, New York. Known for its artistic community, stunning natural beauty, and rich cultural heritage, Woodstock is a place like no other.

Nestled in the heart of the Catskill Mountains, Woodstock offers a unique blend of small-town charm and big-city amenities. Residents and visitors alike can enjoy a wide range of outdoor activities, from hiking and biking along scenic trails to swimming and fishing in pristine lakes and streams.

The town of Woodstock is also famous for its thriving arts scene, with numerous galleries, studios, and performance spaces showcasing the work of local and international artists. The annual Woodstock Film Festival and Woodstock Artists Association & Museum are just a few of the cultural attractions that draw visitors from near and far.

In addition to its natural beauty and cultural offerings, Woodstock boasts a diverse selection of dining, shopping, and entertainment options. From cozy cafes and farm-to-table restaurants to quirky boutiques and antique shops, there's something for everyone in this vibrant community.

Whether you're looking to settle down in a peaceful mountain retreat or seeking a weekend getaway from the hustle and bustle of city life, Woodstock has something to offer everyone. Come experience the magic of Woodstock and discover why this unique town is truly a place where art, nature, and community come together in perfect harmony.

Newest Listings in Woodstock

$210,000
1 Beds ⋅ 1 Baths ⋅ H6326394 MLS
Cross Patch Cabin, Willow - Woodstock, NY - Dreaming of a peaceful retreat to call home? Look no further than 23 Cross Patch Rd, nestled in the serene Silver Hollow area of Willow, just outside Woodstock. This charming cabin is the perfect escape for those seeking tranquility away from the daily hustle. Inside, the cozy cabin features a wood stove to keep you warm during the colder months, with electric heat as a backup. A propane gas range adds convenience to your cooking needs. The property sits on a quiet road, offering a peaceful setting and seasonal mountain views that enhance the natural beauty of the area. In addition to the cabin, a 16' x 20' barn equipped with electricity and its own wood stove provides the perfect space for a studio or workshop. The property also benefits from a brand-new septic system, installed in May 2023. For those embracing tiny living, this cabin offers a simple, comfortable space surrounded by nature's beauty. Cross Patch Cabin is just a 20-minute drive to vibrant Tinker Street in Woodstock and 15 minutes to Phoenicia.

23 Cross Patch Road, Willow
$439,000
2 Beds ⋅ 2 Baths ⋅ H6325484 MLS
WOODSTOCK-Rustic ranch in a convenient location, is available immediately! Open living area has cathedral ceilings, a wall of windows and a nice dining area leading to the deck. There are two decent size bedrooms, one being en-suite, both with walk-in closets. A second full bath is down the hall. The kitchen has an entrance from the dining area or hallway, with plenty of cabinets, including a pantry. Large lot on almost 2 acres, that is wooded for privacy, additional buildings may be possible. Central A/C makes a big difference on those hot summer nights. The new Woodstock Library is right across the street, and it's so easy to get to the center of the village, just a mile away!

7 Dixon Avenue, Woodstock
$999,000
3 Beds ⋅ 3 Baths ⋅ H6324162 MLS
As you make your way down a serenely wooded gravel drive, passing a detached studio and workshop, you'll find yourself at Mountain Paradise; a 2,200+ square foot home that emerges gracefully from a canopy of towering trees. Nestled among the ferns, and foliage on over 8 acres surrounded by DEP lands, this sanctuary offers an escape from the clamor of daily life. This haven, lovingly crafted by a renowned woodworker, exudes artistry and charm. Step into a kitchen that evokes the warmth of the Spanish countryside. Just outside, a spacious deck awaits, perfect for grilling or dining al fresco while you take in breathtaking sunsets. The sun-drenched living room, featuring an inviting wood-burning stove and well-designed built-ins, flows seamlessly into a screened porch offering stunning mountain views. The original wide-board wood floors anchor a harmonious layout that includes a study, two first-floor bedrooms, and two full bathrooms; one with a luxurious soaking tub. Ascend to the owner's level, a tranquil realm with a charming primary bedroom, full bathroom, yoga/meditation room or office, and a walk-in closet. Gaze upon the mountains from every room, allowing nature's grandeur to inspire you. Artists will find their muse in the heated detached studio/workshop, while the heated detached garage offers ample space for vehicles, tools, and storage. Both structures offer the potential for conversion into additional living space (pending town approval). For added peace of mind, there's even a whole-house generator. Although the location feels private and secluded, it's just a 20-minute drive to vibrant Tinker Street in Woodstock and 15 minutes to Phoenicia. During the winter months, it's only a 35-minute drive to the pristine slopes of Hunter Ski Mountain. 477 Silver Hollow Road in Willow is a home for all seasons; a peaceful, multi-structure retreat where nature and craftsmanship converge.

477 Silver Hollow Road, Willow
$399,000
2 Beds ⋅ 1 Baths ⋅ H6323630 MLS
Charming country modern ranch located just minutes from the Village of Woodstock and the Bearsville Theatre grounds. This updated ranch offers three bedrooms and one bathroom, providing peaceful, stress-free one-story living. Situated on a dead-end street within walking distance of Rick Voltz Field, it offers easy access to restaurants, shops, hiking, biking, and all the Hudson Valley has to offer. The fully fenced yard provides privacy and creates your own backyard oasis. Pack your bags and move right into this beautiful home.

105 Meadow Court, Woodstock
$1,499,000
4 Beds ⋅ 2 Baths ⋅ H6323473 MLS
Discover this exquisite Woodstock home, a true gem that seamlessly blends history, charm, and modern luxury. Originally crafted in the 1930s as a site where sailboats were built, this unique property later became a haven for artists, capturing the creative spirit of the area. Step inside to an expansive open space where a grand stone fireplace serves as the focal point, creating a warm and inviting atmosphere. The high ceilings amplify the sense of space, while the rich wood floors add warmth and character to the home. The gourmet kitchen is a chef's dream, outfitted with top-of-the-line appliances and ample space for culinary creations. A large foyer welcomes you, setting the tone for the elegance that extends throughout the home. The heated in-ground pool offers a luxurious escape in the private outdoor area, perfect for relaxation or entertaining. The property also features a detached garage with a versatile studio space above, complete with a loft and full bath ideal for an artist's studio, guest quarters, or home office. Recent updates include new wood floors, siding, foam insulation, radiant floor heating, and beautifully renovated baths, ensuring modern comfort while preserving the home's historic charm. This Woodstock property is more than just a home; it's a piece of history that's been thoughtfully transformed into a contemporary retreat. Don't miss the opportunity to experience this one-of-a-kind residence. Don't miss the hot tub and out door shower too. Walk to the famous ''The Deep'' swimming hole.

2571 Route 212, Woodstock
$998,000
4 Beds ⋅ 4 Baths ⋅ H6320753 MLS
Set back off the road, down a private drive, situated on over 3 acres of peace and tranquility sits 10 Munchkin Lane. Located in Woodstock, just outside of Kingston and Saugerties, flower gardens welcome you to this beautiful contemporary home, which boasts 4 bedrooms, 3 full baths, a half bath and over 2300 SQFT of finished living space. Walking in the home, you are greeted by warm oak flooring and a wood burning stove, an adjoining kitchen outfitted with new stainless steel kitchen appliances with a granite countertop, and multiple sliders allowing egress to your outdoor oasis, a salt-water gunite pool surrounded by a sprawling enclosed deck, perfect for entertaining. Upstairs has an expansive primary suite with stunning light pouring in from massive skylights, large full bath with soaking tub, 2 other well sized bedrooms. Downstairs you'll find an attached legal 1 bedroom accessory apartment with a coveted legal short-term rental permit, which has generated up to $1950/month. Vaulted ceilings welcome you in the space with skylights, where you'll find a modern kitchen with butcher block counters and other tasteful updates throughout. Upgrades include central heating upstairs and new HVAC throughout, new roof and gutters, and whole house water system. Excellent location, private, yet relative to all shopping, schools, culinary grade restaurants, 10 minutes to the Kingston-Rhinecliff Bridge, 20 minutes to the Rhinecliff Train Station and more!

10 Munchkin Lane, Kingston
$749,000
3 Beds ⋅ 2 Baths ⋅ H6322061 MLS
This 1920's Woodstock farmhouse is a must see. Situated on just under 2 acres and conveniently located near the villages of Woodstock, Boiceville, and Phoenicia. This 3 bed, 2 full bath home has frontage on the Little Beaver Kill and is surrounded by mature landscaping featuring an impressive garden with raised beds, bluestone rock walls, and three mini ponds. Step inside to discover a warm and inviting interior with original moldings, stained glass accents, and 1800's reclaimed wide plank floors on the main level. The open floor plan seamlessly connects the living, dining, and kitchen areas. The first floor features a ceramic tiled bath with a shower and bedroom. On the second level, you'll find the primary bedroom with an oversized closet, the third bedroom, and another ceramic tiled full bath with an oversized tub. Additional living space awaits in the finished attic. This property even has an adult sized treehouse across the creek.

617 Wittenberg Road, Mount Tremper
$798,000
3 Beds ⋅ 3 Baths ⋅ H6321134 MLS
Welcome to Woodstock, the most celebrated little town in the world, where history and charm converge in this quintessential ''eye-brow'' colonial home. The original house is reputed to have been constructed in 1794 and its style appears to be likely the 19th century. This residence embodies the essence of Woodstock's allure with its antique staircase, original fireplace details, wide board hardwood floors, and timeless wood clapboard siding. Upon arrival, you are greeted by a covered front porch, a perfect spot to relax and enjoy the serene surroundings of the beautifully landscaped and wooded hillside. Stepping inside, the home exudes period charm, inviting you to explore its storied past. The kitchen, last renovated decades ago, offers a delightful space for culinary creativity and entertaining, centered around an elevated fireplace. This room presents a fantastic opportunity for you to envision and craft your dream country kitchen, taking advantage of the raw space and its immense potential. Adjacent to both the kitchen and the living room, you'll find a sprawling greenhouse room. This sun-drenched space not only provides extensive solar gain for winter heating but also creates a seamless connection to the picturesque outdoors. It's an ideal setting for relaxation and enjoying the beauty of the home's natural surroundings. Just a few steps from the greenhouse, nestled on a hillside plateau, lies an in-ground concrete pool. Surrounded by lush plantings, it awaits a touch of TLC to restore its former glory and become a sparkling oasis once more. Recent upgrades to this antique gem include a brand new hot water boiler, Scandinavian-designed fin radiators, a large hard-wired generator, and a Venetian plaster surround on the living room fireplace. While the bathrooms may not be newly renovated, they brim with character and charm, adding to the home's unique appeal. This Woodstock residence is a rare find, offering a perfect blend of historical elegance and modern potential. Come and experience the timeless beauty and warmth of this exceptional property. Notes: Wiring in place to install your own electric car charger. Brand new boiler to be installed August 2024.

4062 Rt-212, Woodstock
$849,000
3 Beds ⋅ 4 Baths ⋅ H6321498 MLS
Welcome to a truly remarkable new addition to the Woodstock, NY, community a stunning Craftsman-style home that embodies classic elegance and modern sophistication. As the only new construction in the zip code, this exceptional residence stands out with its thoughtful design and offers a unique opportunity to own a brand-new home in this charming neighborhood. As you step inside, you'll immediately notice the abundant natural light streaming through every window, highlighting the exquisitely curated finishes and craftsmanship that define this home. The 1,345 sq ft main house is thoughtfully laid out with a spacious open floor plan constructed with wide plank oak hardwood flooring, seamlessly connecting the living, dining, and kitchen areas. This inviting space is perfect for entertaining or simply enjoying everyday life in a warm and welcoming environment. The home features three generously sized bedrooms and two and a half bathrooms. The primary suite serves as a tranquil retreat with its spacious layout and beautifully appointed en-suite bathroom, complete with radiant floor heating for added comfort. The secondary bedrooms are equally inviting, providing ample space for family, guests, or a home office. In addition to the main house, a separate and private 447 sq ft cottage adds an extra layer of versatility to this property. Featuring an additional bathroom, this cottage can serve as a guest suite, or a creative studio. Its distinct and private location detached from the main house ensures a peaceful and quiet environment, making it a truly special addition. That is a total of 1,792 square footage of livable space! The home's exterior is equally impressive, featuring classic architectural elements that complement the natural beauty of the surroundings. Every aspect, from the selection of materials to the thoughtfully chosen color palette, has been meticulously designed to create a cohesive and visually appealing facade. Close to the vibrant village of Woodstock, this home offers unparalleled convenience and access to a lively community filled with shops, restaurants, and cultural attractions. Whether you're exploring the local dining scene, enjoying a leisurely stroll through the town's graceful streets, or taking in the arts and entertainment options, you'll find everything you need right at your doorstep. Nearby attractions such as Hunter Mountain, the Ashokan Rail Trail, Levon Helms Studio and the Bearsville Theater. Indulge in first-class dining at Cucina and Silvia's, Good Night Restaurants and The Colony, visit Sunfrost Farms for fresh produce, or experience the Woodstock Playhouse and its thriving arts and music scene. To top it off, this home is conveniently located just over 100 miles from NYC. This property is situated on a private lot on a quiet street, providing a serene living environment while remaining close to all that Woodstock has to offer. With modern features like a split system for heating and air conditioning, trendy tile, radiant flooring in the bathrooms, a porch to enjoy nature and a well-designed layout, this home ensures a comfortable and convenient living experience. Don't miss this chance to own a brand-new home in the heart of Woodstock. This property offers more than just a place to live; it provides a unique mix of small-town winsomeness and modern comfort. Come see what makes this home so special!

7 Lark Drive, Woodstock
$2,430,000
4 Beds ⋅ 6 Baths ⋅ H6320101 MLS
Happy Brooks, the Graceland of 1960's counter culture, is waiting for you! Home to Woodstock Festival co-founder and legendary music industry icon Michael Lang for 45 years, this Mt. Tremper compound boasts a pedigree that dates back to the 1920s. Originally built for the artist G. Adolph Anderson, the 17 acre estate features three architecturally significant & historic structures; The spacious main house, stylish guest house and sweet cottage are all made from stone and imagination, with the original home designed by prominent architect A.M. Bedell in 1929 and the additional residential buildings following in 1933. Entering the primary residence is to step into history. The stunning double-height great room with balcony has played host to renowned artists of every stripe through the decades, with the inspired design detail easily matched by the art and music created within its walls. In this wing you will find an office, two powder rooms & upper level bedroom and library. Just past a massive bluestone fireplace, a central foyer leads into a formal dining room with mountain views, a country cooks kitchen, breakfast area and an open-plan family room with another massive fireplace with wood stove & built-in bread oven with more verdant views across the cool grass and pergola-covered patio just outside French doors. Strolling the grand light-filled hallway will take you to 3 oversized bedroom suites, including the romantic primary, as well as a reading room found behind magnificent stained glass doors with 3 walls of window seats overlooking the lawn below. Connecting this wing of the home is a spectacular conservatory within a 24-foot glass ceiling, the perfect place to cultivate plants, paint a masterpiece or simply dream big. Across the central courtyard framed by a wide, mature birch tree is a two bedroom guesthouse that holds pure design treasure. An oversized living room flooded with light leads into a den with a special bluestone fireplace and a striking built-in collection of Fu dogs and wood-carvings on gilded plaques collected from travels to China that depict an epic story. There is also a charming dining area and full kitchen. The third stone structure is a two bedroom fully-outfitted cottage that has been stylishly updated, and is connected to a three-bay garage and a greenhouse ready to be either restored or turned into a Romanesque walled garden. Additional structures include a tool shed and three-stall barn, as well as an enchanting picnic pavilion sited up on a knoll with views of Slide Mountain, the tallest peak of the Catskills. The estate is truly park-like, with paths, stone walls, orchards, fields of wildflowers and a centerpiece large pond with its own art island that showcases a sculpture by Michael Lang. For hot summer days you can enjoy a swim in the 53 x 40 oval lined cement pool while gazing at the mountains in the distance. Mt.Tremper has long been a special community located just minutes from both Woodstock and Phoenicia, so an afternoon spent tubing the Esopus or an evening at the revitalized Bearsville Theatre is almost as easy as the thought itself. Happy Brooks, only two hours from NYC is ready for its next dedicated steward, and is the perfect place to gather, or to just relax and soak up the history that flows from every bit of this legendary estate. Your country dream come true!

0000 Wittenberg Road, Woodstock
$848,000
3 Beds ⋅ 3 Baths ⋅ H6320064 MLS
Discover this wonderful property just 0.1 miles from Woodstock Village amenities. This spacious c.1948 two-story home is set in a fairytale-like 1.3-acre setting. Owned for over three decades, the current residents have sculpted and cultivated the land into a beautiful woodland idyll. It features a canopy of towering Hickory and Oak trees and a meandering stream. The well-established, fenced permaculture gardens are filled with wildflowers, vegetables, healing plants, and more. The property also includes a dreamy screened room and a magical playhouse studio. Inside, the home boasts beautiful hardwood floors, lovely oak woodwork and doors, built-in bookcases, and a charming local bluestone fireplace, showcasing the quality features of a fine home from this era. The living room is particularly spacious, with a giant picture window offering views of Overlook Mountain and the Woodstock Golf Course. A totally private flagstone patio and outdoor barbecue area, accessible from both the dining room and central foyer, evoke the mid-century days of outdoor socializing. Additionally, a separate entrance leads to a versatile private guest suite, complete with another living room, full bathroom, bedroom, sitting room, and office, offering ample potential for various uses.

32 W Hurley Road, Woodstock
$699,000
2 Beds ⋅ 2 Baths ⋅ H6318123 MLS
Just 2 hours from NYC and privately set on over 3.5 Acres this 2-story contemporary was redesigned by the present owner with an architectural eye. Pleasing layout, tasteful woodwork, lots of light, a modern dream house for a country retreat. Just 10 minutes to the village of Woodstock, on a beautiful, quiet, dead end road you can enjoy sprawling lawns, woods and a path to the year round creek. The first floor has an open floor plan with a renovated chefs kitchen featuring a custom-designed circular island, stainless appliances, maple cabinets and birch floors. The island and cabinets, as well as a built-in bedroom bureau, are accented by sculptural bark inlay. Sliders from the kitchen lead to a private deck by the flower garden. Upstairs the flooring is maple, there are 2 bedrooms and an office space that could accommodate a guest bed, a full bathroom with W/D and balcony overlooking the rear of the property. The home can be delivered furnished. Enjoy complete privacy without seclusion

181 Silver Hollow Road, Willow
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