
253 Upper Byrdcliffe Rd Woodstock, NY 12498
Woodstock NeighborhoodEstimated payment $10,137/month
Highlights
- Pool and Spa
- 5.82 Acre Lot
- Deck
- Woodstock Elementary School Rated A-
- Craftsman Architecture
- Partially Wooded Lot
About This Home
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 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.
Last Listed By
Compass Greater NY, LLC Brokerage Phone: 914-238-0676 License #10301218225 Listed on: 06/13/2025

Home Details
Home Type
- Single Family
Est. Annual Taxes
- $7,335
Year Built
- Built in 1910
Lot Details
- 5.82 Acre Lot
- East Facing Home
- Landscaped
- Partially Wooded Lot
- Back Yard
Parking
- 1 Car Garage
- 2 Carport Spaces
Home Design
- Craftsman Architecture
- Wood Siding
Interior Spaces
- 3,072 Sq Ft Home
- Beamed Ceilings
- Cathedral Ceiling
- Fireplace Features Masonry
- Double Pane Windows
- Awning
- Wood Frame Window
- Casement Windows
- Living Room with Fireplace
- Dishwasher
Flooring
- Wood
- Ceramic Tile
Bedrooms and Bathrooms
- 3 Bedrooms
- Main Floor Bedroom
Laundry
- Laundry Room
- Dryer
- Washer
Pool
- Pool and Spa
- In Ground Pool
- Fence Around Pool
Outdoor Features
- Balcony
- Deck
- Patio
- Porch
Schools
- Woodstock Elementary School
- Onteora Middle School
- Onteora High School
Utilities
- Cooling System Mounted To A Wall/Window
- Baseboard Heating
- Hot Water Heating System
- Heating System Uses Propane
- Well
- Septic Tank
- Cable TV Available
Listing and Financial Details
- Legal Lot and Block 89.100 / 1
- Assessor Parcel Number 5800-027.001-0001-089.100-0000
Map
Home Values in the Area
Average Home Value in this Area
Tax History
Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
---|---|---|---|---|
2024 | $17,330 | $610,000 | $108,000 | $502,000 |
2023 | $17,797 | $620,000 | $114,000 | $506,000 |
2022 | $15,890 | $620,000 | $114,000 | $506,000 |
2021 | $15,890 | $670,000 | $114,000 | $556,000 |
2020 | $16,000 | $670,000 | $114,000 | $556,000 |
2019 | $14,075 | $670,000 | $114,000 | $556,000 |
2018 | $15,276 | $670,000 | $114,000 | $556,000 |
2017 | $14,380 | $670,000 | $114,000 | $556,000 |
2016 | $14,074 | $670,000 | $114,000 | $556,000 |
2015 | -- | $670,000 | $114,000 | $556,000 |
2014 | -- | $670,000 | $114,000 | $556,000 |
Purchase History
Date | Type | Sale Price | Title Company |
---|---|---|---|
Quit Claim Deed | -- | None Available | |
Quit Claim Deed | -- | None Available |
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Source: OneKey® MLS
MLS Number: 863951

APN: 5800-027.001-0001-089.000-0000