253 Upper Byrdcliffe Road

Woodstock NY 12498

3072 sq. ft.

253519.2 sq. ft.

Single-Family

Last sold for $1,612,500

John Kralik, last sold this property on 08 December 2025 after 178 days on market.

Overview

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

Features

3 bedrooms

4 bathrooms

1 carspace

1 garage space

3072 sq. ft. floor area

253519.2 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 3 bedroom single-family properties sold in Woodstock over the last 12 months, the estimated median property value of 253 Upper Byrdcliffe Road is $687k.

Median value

$687k

Estimated value range

$220.82k - $2.15m

Median days on market

Estimated value trend

increase over the last 12 months

Average days on market is based on recent, comparable sales in Woodstock. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 253 Upper Byrdcliffe Road

2025

Sold

$1,612,500

08 Dec 2025 by John Kralik, of Compass Greater New York, LLC

Happy sellers in Woodstock

We have insufficient information to provide an overview of customer satisfaction for Woodstock. Viewing the agent profiles, reviews and sales for Woodstock can provide insights for this location.