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18 Striebel Road

Woodstock, NY 12498

  • $4,999,000
  • 4 Beds
  • 2/2 Baths
  • 3,899 Sqft
  • 71.69 Acres
  • 1914 Built

Nestled in the heart of Woodstock, this extraordinary 70+ acre estate is a rare offering of artistic heritage, architectural beauty, and serene natural surroundings. Known as The Stone House on Striebel Road, this iconic bluestone compound has stood at the crossroads of music, literature, and counterculture for over a century. Built in 1914 as a country retreat, the main Stone House features 4 bedrooms, 2 full baths, and 2 half baths, with rich period details throughout—including original carved woodwork, wide-plank floors, historic fireplaces, and Dutch doors that enhance both charm and function. One of the home's standout features is the spacious and inviting living area with brick flooring, original bluestone walls, and a dramatic wood-burning fireplace—perfect for cozy evenings or sophisticated entertaining. A gracious covered front porch offers a peaceful place to take in the natural landscape, while a deep soaking tub and light-filled meditation/yoga room provide quiet spaces for rest and renewal. In the 1920s and '30s, the home was owned by famed cartoonist John Striebel, creator of the Dixie Dugan comic strip. Over the years, its walls have echoed with the voices of Bob Dylan, Janis Joplin, Allen Ginsberg, George Harrison, and many other cultural legends. A true cornerstone of Woodstock's creative legacy, the estate was once owned by Albert Grossman, legendary music manager and founder of Bearsville Records and Studios. It was here, in 1965, that the iconic album cover for Bringing It All Back Home was photographed, capturing Bob Dylan and Sally Grossman in the home's elegant living room. Later, the home welcomed talents ranging from Johnny Cash and William Kennedy to Bjork and the Dave Matthews Band. Viking Hall, next door to the main house, offers an exceptional space designed to inspire. This stunning building features a bright and open studio area, ideal for artists, musicians, wellness practitioners, or remote work. With hand-hewn beams, loft space, French doors, and spa-like amenities—including a sauna, steam shower, and soaking tub—the space combines rustic elegance with modern comfort, perfect for creative retreats, workshops, or wellness sessions. Beyond Viking Hall, a private apartment with a stone fireplace, bedroom, and full bath once served as Albert Grossman's personal retreat, where he ran Bearsville Records. His legendary vinyl collection remains, and the lower level offers a gym area and ample storage. The estate includes the Farmhouse at Speare Road, a recently updated 4-bedroom, 2-bathroom residence. With its own private setting, this charming home is well-suited for guests, caretakers, or multi-generational living—offering flexibility for a variety of lifestyle needs. In the surrounding woods, discover a charming Writer's Cabin complete with a bedroom, bathroom, and cozy kitchen. This private hideaway is ideal for long-term guests, studio rentals, or a secluded creative workspace. Both ready for a variety of uses, a spacious workshop building offers room for artistic or hands-on pursuits, while a classic barn adds rustic charm and versatile storage or studio space. Gardening enthusiasts will appreciate the sun-filled greenhouse, designed for year-round cultivation. A tranquil meditation gazebo for yoga, writing, or quiet reflection in nature is another one of the estate’s many unique structures. Outdoor amenities include a heated, saline gunite pool, rolling lawns and garden areas, spring-fed pond, seasonal mountain views, and woodland trails that offer total immersion in the natural beauty of the Catskills. This iconic Woodstock estate is two hours from NYC and minutes from vibrant restaurants, shops, markets, and the area's most beloved destinations. Whether inspired by its profound cultural roots or artisanal architecture, The Stone House on Striebel Road is a once-in-a-generation opportunity to own a living piece of American history in the heart of the Catskills.

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Property Highlights
  • BUYER BROKER COMPENSATIONInfo : 2%
  • ELEMENTARY : Woodstock
  • MID. SCHOOL : Onteora Middle School
  • HIGH SCHOOL : Onteora High School
  • VIEW : Mountain(s)
  • PRICE/SQFT : $1,282
  • MLS : 849335
  • Kathryn Johnson

    Licensed Real Estate Salesperson
    M
    View My Profile

Additional Information

ADDITIONAL INFORMATION
  • BASEMENT DESCRIPTION: Full
  • DAYS ON MARKET: 0
  • ELEMENTARY SCHOOL: Woodstock Elementary School
  • HIGH SCHOOL: Onteora High School
  • HIGH SCHOOL DISTRICT: Onteora
  • LIVING AREA SQFT: 3899
  • MIDDLE SCHOOL: Onteora Middle School
  • ON MARKET DATE: 2025-05-05
  • SEWER: Septic Tank
  • STYLE: Estate
  • TAX AMOUNT: $52,767
  • TYPE: Residential
  • UTILITIES: Electricity Connected, Propane, Underground Utilities
  • VIEW: Mountain(s)
  • YEAR BUILT: 1914
INTERIOR/EXTERIOR FEATURES
  • APPLIANCES INCLUDED: Cooktop, Dishwasher, Electric Water Heater, ENERGY STAR Qualified Appliances, Exhaust Fan, Freezer, Oven, Refrigerator, Tankless Water Heater, Washer
  • BEDS: 4
  • CONSTRUCTION MATERIALS: Stone
  • COOLING: Ductless
  • EXTERIOR FEATURES: Garden, Lighting, Playground, Rain Gutters, Covered, Patio, Porch, Pool (Fenced, In Ground, Salt Water, Private)
  • FLOORING: Hardwood
  • FULL BATHS: 2
  • HEAT: Baseboard, Electric, Oil, Propane, Steam
  • INTERIOR FEATURES: Beamed Ceilings, Built-in Features, Cathedral Ceiling(s), Chandelier, Crown Molding, Eat-in Kitchen, High Speed Internet, Natural Woodwork, Pantry, Recessed Lighting, Sauna, Smart Thermostat, Soaking Tub, Storage
  • ROOMS: 12

Listing Courtesy of Kathyrn Johnson of William Pitt Sothebys Int Rlty (845.677.9822).

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Location for 18 Striebel Road, Woodstock, NY

Schools for 18 Striebel Road, Woodstock, NY

Our community offers residents access to a number of fine private and public schools for all grade levels. Please read below for information on each of the schools in our area.

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Public and private school information is provided by sources including GreatSchools.org and various MLS services including the One Key, SMARTMLS, NCMLS, DARMLS and Greenwich MLS, and is subject to the terms of use on those sites. William Pitt and Julia B. Fee Sotheby’s International Realty believes the information provided by these sources to be accurate but will not be held responsible if any data as well as information such as school districts for listings is inaccurate.

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Hudson Valley

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Amid the picturesque landscapes of New York State, the Hudson Valley captivates with its natural beauty and historic charm. This region, just north of New York City, is renowned for its picturesque river...

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  • Kathryn Johnson

    Kathryn Johnson

    Licensed Real Estate Salesperson
    M
    View My Profile