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$1,612,500
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Property Description
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 swim land and spa, 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 Byrdcliffe area, please paste this link into your browser: https://en.wikipedia.org/wiki/Byrdcliffe_Colony?utm
Full Property Details
Full Property Details for 253 Upper Byrdcliffe Rd
General
- Sold For: $1,612,500
- Taxes: $7,334
- Status: Closed
- Type: Single Family
- Source: Long_Island
- MLS ID: 863951
- Added to Site: 220 day(s) ago
Interior
- Number of Rooms: 11
- Interior Features: First Floor Bedroom, First Floor Full Bath, Beamed Ceilings, Cathedral Ceiling(s)
- Number of Fireplaces: 1
- Fireplace(s): Living Room, Masonry
- Appliances: Dishwasher, Dryer, Electric Range, Refrigerator, Washer
- Laundry Facilities: Yes
- Flooring: Ceramic Tile, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Laundry Room
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Fenced, In-Ground, Pool/Spa Combo
- Spa: Yes
Exterior
- Exterior Features: Awning(s), Balcony
- Porch/Patio/Deck: Deck, Patio, Porch
Parking
- Garage: Yes
- Garage Spaces: 1
Location
- County: Ulster County
- Direction Faces: East
School Information
- High School District: Onteora
- Elementary School: Woodstock Elementary School
- Middle School: Onteora Middle School
- High School: Onteora High School
Heating & Cooling
- Cooling Type: Wall/Window Unit(s)
- Heating Type: Baseboard, Hot Water, Propane
Utilities
- Sewer: Septic Tank
- Water: Well
- Utility Description: Cable Available, Cable Connected, Electricity Connected, Propane
Structural Information
- Architectural Style: Craftsman
- Detached/Attached: Detached
- Construction: Wood Siding
- Windows: Casement, Double Pane Windows, Wood Frames
- Building Size: 3072
- Square Feet: 3,072
- Sq. Ft. Source: Public Records
- Year Built: 1910
Lot Features
- Lot Size (Acres): 5.82
- Lot Size (Sq. Ft.): 253,519
- Lot Features: Back Yard, Landscaped, Part Wooded
Financial Considerations
- Tax Amount: $7,334.77
Disclosures and Reports
- Special Conditions: None
- Property ID: 5800-027.001-0001-089.100-0000
- Block: 1
- Lot Number: 89.1
Listed by Compass Greater NY, LLC
Sold by Coldwell Banker Village Green
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Schools
Schools serving 253 Upper Byrdcliffe Rd
School District:Onteora Central School District
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 253 Upper Byrdcliffe Rd
Date
Details
Price
Change
Source
12/08/2025
Sold
$1,612,500
-4.87%
MLS
7/23/2025
Price Reduced
$1,695,000
-5.57%
MLS
6/13/2025
Listed
$1,795,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
253 Upper Byrdcliffe Road, Woodstock, NY 12498 (MLS# 863951) is a Single Family property that was sold at $1,612,500 on December 08, 2025. Want to learn more about 253 Upper Byrdcliffe Road? Do you have questions about finding other Single Family real estate for sale in Woodstock? You can browse all Woodstock real estate or contact a Coldwell Banker agent to request more information.
