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253 Upper Byrdcliffe Road

Woodstock, NY 12498

3 beds
4 baths
3,072 sqft
~6 acre lot
$584 per sqft
1910 build
– on site

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.

Listing courtesy of ONEKEY / Compass Greater NY, LLC

Last checked: Checking… • Last updated Jun 15, 2025 •

MLS# 863951 —

The Building

Year Built:

1910
Basement:

false
Architectural Style:

Craftsman
Construction Materials:

Wood Siding
Patio And Porch Features:

Deck, Patio, Porch
Foundation Details:

Concrete Perimeter
Building Area Units:

Square Feet
Building Area Total:

3072
Building Area Source:

Public Records
Exterior Features:

Awning(s), Balcony
Window Features:

Casement, Double Pane Windows, Wood Frames
Laundry Features:

Laundry Room
Attic:

Crawl
Direction Faces:

East

Interior

Living Area:

3072
Total Rooms:

11
Interior Features:

First Floor Bedroom, First Floor Full Bath, Beamed Ceilings, Cathedral Ceiling(s)
Fireplace Features:

Living Room, Masonry
Fireplaces Total:

1
Flooring:

Ceramic Tile, Hardwood
Living Area Source:

Public Records
Additional Rooms:

Home Office,Media Room
# of Kitchens:

1

Financial & Terms

Lease Considered:

false

The Property

Lot Features:

Back Yard, Landscaped, Part Wooded
Lot Size Acres:

5.82
Parcel Number:

5800-027.001-0001-089.100-0000
Property Type:

Residential
Property Subtype:

Single Family Residence
Lot Size SqFt:

253,519 Sqft
Property Attached:

false
Additional Parcels:

false
Waterfront:

false

Listing Agent

Contact info:

Taxes

Tax Year:

2024
Tax Source:

Municipality
Tax Annual Amount:

7334.77
Tax Lot:

89.100

Beds

Total Bedrooms:

3

Baths

Full Baths:

3
Half Baths:

1
Total Baths:

4

The Listing

Special Listing Conditions:

None

Heating & Cooling

Heating:

Baseboard, Hot Water, Propane
Cooling:

Wall/Window Unit(s)

Utilities

Sewer:

Septic Tank
Utilities:

Cable Available, Cable Connected, Electricity Connected, Propane
Water Source:

Well
Electric Company:

Central Hudson

Appliances

Appliances:

Dishwasher, Dryer, Electric Range, Refrigerator, Washer

Schools

High School:

Onteora High School
Elementary School:

Woodstock Elementary School
High School District:

Onteora
Middle School:

Onteora Middle School

The Community

Association:

false
Senior Community:

false
Pool Features:

Fenced, In Ground, Pool/Spa Combo
Pool Private:

true
Spa:

true

Parking

Garage:

true
Garage Spaces:

1
Carport:

true
Carport Spaces:

2

Monthly cost estimate

Asking price

$1,795,000

Expense	Monthly cost
Mortgage	$9,611
Taxes	$611
Insurance	$493
Utilities	$458 See report
Total	$11,173/mo.^*
	^*This is an estimate

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Sale history

Date	Event	Source	Price	% Change
6/12/25 Jun 12, 2025	Listed / Active	ONEKEY	$1,795,000
6/6/25 Jun 6, 2025	Coming Soon	ONEKEY	$1,795,000

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This house located in Woodstock, NY 12498 is currently for sale for $1,795,000. 253 Upper Byrdcliffe Road is a 3,072 square foot house with 3 beds and 4 baths that has been on Estately for 9 days. This house is in the attendance area of Phoenicia Elementary School and Woodstock Elementary School.

Listing Courtesy of: ONEKEY and Compass Greater NY, LLC.

IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by the MLS.

Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.