18 Striebel Road
Woodstock, NY 12498
- 4 beds
- 4 baths
- 3,899 sqft
- ~59 acre lot
- $1,282 per sqft
- 1914 build
- – on site
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 with 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 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 meditation gazebo—ideal for yoga, writing, or reflection in nature and an amphitheater complete with electricity, seating, and platform are among the estate's many distinctive features. Outdoor amenities include a heated, saline gunite pool, 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 in close proximity to the area's most beloved destinations. Whether inspired by its profound cultural roots or artisanal architecture, this property is a once-in-a-generation opportunity. This property is co-listed with Michelle Bergkamp, Corcoran Country Living.
Last checked:
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Last updated May 9, 2025
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MLS# 849335 —
The Building
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Year Built:1914
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Basement:true
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Architectural Style:Estate
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Construction Materials:Stone
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Patio And Porch Features:Covered, Patio, Porch
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Building Area Units:Square Feet
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Exterior Features:Garden, Juliet Balcony, Lighting, Playground, Rain Gutters
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Attic:None
Interior
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Living Area:3899
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Total Rooms:12
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Interior Features:First Floor Bedroom, First Floor Full Bath, Beamed Ceilings, Built-in Features, Cathedral Ceiling(s), Chandelier, Chefs Kitchen, Crown Molding, Eat-in Kitchen, Formal Dining, High Speed Internet, Primary Bathroom, Natural Woodwork, Original Details, Pantry, Recessed Lighting, Sauna, Smart Thermostat, Soaking Tub, Storage, Walk Through Kitchen
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Fireplace:true
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Flooring:Hardwood
Financial & Terms
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Lease Considered:false
The Property
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Fencing:Partial, Wood
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Lot Features:Garden, Landscaped, Level, Part Wooded, Private, Secluded, See Remarks, Sloped, Views, Wooded
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Lot Size Acres:71.69
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Parcel Number:5800-026.002-0010-004.111-0000
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Property Type:Residential
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Property Subtype:Single Family Residence
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Lot Size SqFt:2,564,377 Sqft
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Property Attached:false
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Additional Parcels:true
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Waterfront:false
Listing Agent
- Contact info:
- Agent phone:
- (917) 826-7050
- Office phone:
- (845) 677-9822
Taxes
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Tax Year:2024
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Tax Source:Municipality
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Tax Annual Amount:52767
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Tax Lot:4.111
Beds
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Total Bedrooms:4
Baths
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Full Baths:2
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Half Baths:2
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Total Baths:4
The Listing
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Special Listing Conditions:None
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Virtual Tour URL Unbranded:
Heating & Cooling
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Heating:Baseboard, Ducts, Electric, Oil, Propane, Steam
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Cooling:Ductless
Utilities
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Sewer:Septic Tank
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Utilities:Electricity Connected, Propane, Trash Collection Private, Underground Utilities
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Water Source:Well
Appliances
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Appliances:Cooktop, Dishwasher, Electric Water Heater, ENERGY STAR Qualified Appliances, Exhaust Fan, Freezer, Oven, Refrigerator, Tankless Water Heater, Washer
Schools
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High School:Onteora High School
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Elementary School:Woodstock Elementary School
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High School District:Onteora
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Middle School:Onteora Middle School
The Community
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Association:false
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Senior Community:false
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Pool Features:Fenced, In Ground, Salt Water
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Pool Private:true
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Spa:true
Parking
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Garage:true
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Garage Spaces:1
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Carport:true
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Carport Spaces:3
Extra Units
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Other Structures:Barn(s), Carport(s), Garage(s), Gazebo, Greenhouse, Guest House, Outbuilding, Residence, Workshop
Monthly cost estimate

Asking price
$4,999,000
Expense | Monthly cost |
---|---|
Mortgage
This calculator is intended for planning and education purposes only. It relies on assumptions and information provided by you regarding your goals, expectations and financial situation, and should not be used as your sole source of information. The output of the tool is not a loan offer or solicitation, nor is it financial or legal advice. |
$26,768
|
Taxes | $4,397 |
Insurance | $1,374 |
Utilities | $506 See report |
Total | $33,045/mo.* |
*This is an estimate |
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Max Internet Speed
Provided by BroadbandNow®
This is the maximum advertised internet speed available for this home. Under 10 Mbps is in the slower range, and anything above 30 Mbps is considered fast. For heavier internet users, some plans allow for more than 100 Mbps.
Sale history
Date | Event | Source | Price | % Change |
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5/5/25
May 5, 2025
|
Listed / Active | ONEKEY | $4,999,000 |