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  • $1,612,500

    253 Upper Byrdcliffe Road, Woodstock, NY 12498

    3beds
    3,072sqft
    Single Family Residence
    Built in 1910
    5.82 Acres Lot
    $-- Zestimate®
    $525/sqft
    $6,443 Estimated rent

    Home value

    Not available

    Estimated sales range

    Not available

    $6,443/mo

    Zestimate® history
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    What's special

    Historic Byrdcliffe Estate on One of Woodstock's Most Beloved Roads. Step into a piece of Woodstock's storied past with this enchanting 1910 Arts & Crafts masterpiece, gracefully situated on nearly six bucolic acres along one of the town's most picturesque and sought-after roads. Originally owned by Jane BYRD Whitehead and Ralph RadCLIFFE Whitehead, two of the visionary founders of the Byrdcliffe Arts Colony, this property carries not only their legacy but is also nestled along the road named after them and that reflects their artistic spirit. Crafted with timeless materials, the home features original chestnut woodwork and beams, oak floors, and multi-paned windows adorned with wrought iron hardware, preserving the authenticity and charm of the early 20th century. Main Level Highlights include the spacious first-floor en-suite bedroom, Inviting living room with fireplace and woodstove insert leading to the peaceful screened porch. Formal dining room ideal for entertaining adjacent to the bright, thoughtfully designed kitchen flowing into a cozy beamed breakfast room. Watch your favorite films in the media room and enjoy your remote work experience in the dedicated office. Finally, the awe-inspiring north-light creator's studio with soaring 12-foot ceilings to utilize as your personal escape. Retreat upstairs to the primary en-suite bedroom with private balcony overlooking the serene lawns. Also on this level is the versatile guest bedroom/gym with private bath and the tranquil vaulted third bedroom, a true sanctuary of peace. Exterior highlights feature the detached garage and two-car carport, multi-level deck and bluestone patio, outdoor shower, sweeping private lawn and elegant heated 60' gunite pool with lap lane andspa, ideal for summer relaxation. Located in the heart of the Byrdcliffe historic district, this home is not just a residence, it's an artistic legacy. Rarely does a property of such provenance, privacy, and character become available in this cherished enclave of Woodstock. To learn more about the history of Byrdcliffe, paste this link into your browser: https://en.wikipedia.org/wiki/Byrdcliffe_Colony?utm

    Zillow last checked: 7 hours ago

    Listing updated: December 08, 2025 at 07:47am

    Listed by:

    John Kralik 845-594-6991,

    Compass Greater New York, LLC

    Bought with:

    Victoria Stent, 10401343276

    Coldwell Banker Village Green

    Source: HVCRMLS,MLS#: 20252012MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    Primary bedroom
    • Level: Second
    Bedroom
    • Level: First
    Bedroom
    • Level: Second
    Bedroom
    • Level: Second
    Primary bathroom
    • Level: Second
    Bathroom
    • Level: First
    Bathroom
    • Level: Second
    Bathroom
    • Description: half bath
    • Level: First
    Dining room
    • Level: First
    Gym
    • Level: Second
    Kitchen
    • Level: First
    Living room
    • Level: First
    Media room
    • Level: First
    Office
    • Level: First
    Other
    • Description: North light studio
    • Level: First
    Other
    • Description: Breakfast room opens to deck.
    • Level: First
    Heating
    • Baseboard, Fireplace Insert, Hot Water, Propane
    Cooling
    • Wall Unit(s)
    Appliances
    • Included: Washer, Refrigerator, Gas Water Heater, Free-Standing Refrigerator, Electric Range, Dryer, Dishwasher
    • Laundry: Laundry Room, Main Level
    Features
    • Beamed Ceilings, Built-in Features, Cathedral Ceiling(s), Natural Woodwork
    • Flooring: Ceramic Tile, Hardwood
    • Has basement: No
    • Number of fireplaces: 1
    • Fireplace features: Insert, Living Room
    Interior area
    • Total structure area: 3,072
    • Total interior livable area: 3,072 sqft
    • Finished area above ground: 3,072
    • Finished area below ground: 0

    Property

    Parking
    • Total spaces: 1
    • Parking features: Asphalt, Detached Carport
    • Garage spaces: 1
    • Has carport: Yes
    Features
    • Levels: Two
    • Patio & porch: Deck, Patio, Screened, Side Porch
    • Exterior features: Balcony, Private Yard
    • Pool features: Fenced, Gunite, Heated, Lap, Pool/Spa Combo
    Lot
    • Size: 5.82 Acres
    • Features: Back Yard, Gentle Sloping, Landscaped, Private
    Details
    • Additional structures: Garage(s)
    • Parcel number: 89.100
    • Zoning: R3

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Arts & Crafts
    • Property subtype: Single Family Residence
    Materials
    • HardiPlank Type, Lap Siding, Wood Siding
    • Foundation: Stone
    • Roof: Shingle
    Condition
    • New construction: No
    • Year built: 1910

    Utilities & green energy

    • Electric: 200+ Amp Service
    • Water: Private, Well

    Community & neighborhood

    Location
    • Region: Woodstock

    Price history

    DateEventPrice
    12/8/2025Sold$1,612,500-4.9%$525/sqft
    Source: HVCRMLS #20252012 Report a problem
    9/11/2025Pending sale$1,695,000$552/sqft
    Source: HVCRMLS #20252012 Report a problem
    8/20/2025Contingent$1,695,000$552/sqft
    Source: HVCRMLS #20252012 Report a problem
    7/23/2025Price change$1,695,000-5.6%$552/sqft
    Source: HVCRMLS #20252012 Report a problem
    6/13/2025Listed for sale$1,795,000+385.1%$584/sqft
    Source: OneKey® MLS as distributed by MLS GRID #863951 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2023-- $620,000
    2022-- $620,000 -7.5%
    2021-- $670,000

    Find assessor info on the county website

    Neighborhood: 12498

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Woodstock K-3

    Source: HVCRMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.