$1,795,000
COMING SOON

253 Upper Byrdcliffe Rd Woodstock, NY 12498

Woodstock Neighborhood

Estimated payment $10,137/month

3 Beds
3.5 Baths
3,072 Sq Ft
5.82 Acres

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

John Kralik

Compass Greater NY, LLC Brokerage Phone: 914-238-0676 License #10301218225 Listed on: 06/13/2025

Compass Greater NY, LLC

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

Home Details

Home Type

Single Family

Est. Annual Taxes

$7,335

Year Built

Built in 1910

Lot Details

0

Parking

1

Listing Details

  • Property Type: Residential
  • Architectural Style: Craftsman
  • Property SubType: Single Family Residence
  • Year Built: 1910
  • Attribution Contact: 914-238-0676
  • Carport Y N: Yes
  • Special Features: ComingSoon
  • Property Sub Type: Detached

Interior Features

  • Appliances: Dishwasher, Dryer, Electric Range, Refrigerator, Washer
  • Interior Amenities: First Floor Bedroom, First Floor Full Bath, Beamed Ceilings, Cathedral Ceiling(s)
  • Fireplaces: 1
  • Flooring: Ceramic Tile, Hardwood
  • Fireplace Features: Living Room, Masonry
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Total Bedrooms: 3
  • Living Area: 3072
  • Window Features: Casement, Double Pane Windows, Wood Frames
  • Basement YN: No

Exterior Features

  • Direction Faces: East
  • Construction Materials: Wood Siding
  • Pool Features: Fenced, In Ground, Pool/Spa Combo
  • Pool Private: Yes
  • Spa: Yes
  • Exterior Features: Awning(s), Balcony
  • Patio and Porch Features: Deck, Patio, Porch
  • Waterfront: No
  • Foundation Details: Concrete Perimeter

Garage/Parking

  • Garage Spaces: 1
  • Garage: Yes
  • Carport Spaces: 2

Utilities

  • Cooling: Wall/Window Unit(s)
  • Heating: Baseboard, Hot Water, Propane
  • Laundry Features: Laundry Room
  • Sewer: Septic Tank
  • Utilities: Cable Available, Cable Connected, Electricity Connected, Propane
  • Water Source: Well

Condo/Co-op/Association

  • Senior Community: No
  • Association: No

Schools

  • Middle School: Onteora Middle School

Lot Info

  • Lot Size Acres: 5.82
  • Lot Size Sq Ft: 253519
  • Building Area Total: 3072
  • Lot Features: Back Yard, Landscaped, Part Wooded
  • Parcel Number: 5800-027.001-0001-089.100-0000
  • Property Attached: No
  • Additional Parcels: No

Rental Info

  • Lease Considered: No

Tax Info

  • Tax Annual Amount: 7334.77
  • Tax Block: 1
  • Tax Lot: 89.100
  • Tax Year: 2024

MLS Schools

  • Elementary School: Woodstock Elementary School
  • High School: Onteora High School
  • Middle School District: Onteora

Map

Range of Values:

Collateral Analytics

Collateral Analytics Collateral Analytics AVMs (Automated Valuation Model) employ a number of statistical approaches combined with neighborhood-specific comparable selection guarantees the most up-to-date and precise valuations.

Not Available

Collateral Analytics does not have data for the current month. Please view the chart for historical values.

ICE

ICE Mortgage Technology ICE Mortgage Technology’s AVM (Automated Valuation Model) is a state-of-the-art online residential property valuation tool that provides a quick and accurate estimate of the value of almost any home in the U.S.

Not Available

ICE Mortgage Technology does not have data for the current month. Please view the chart for historical values.

First American

First American First American Data & Analytics’ next-generation AVM combines unrivaled data assets with a blended ensemble of valuation models to produce highly accurate, reliable valuations you can trust.

Not Available

First American does not have data for the current month. Please view the chart for historical values.

Quantarium

Quantarium Quantarium’s valuation service, repeatedly proven the industry’s most accurate and comprehensive, is supercharged with a self-learning and auto-tuning AI engine that continually becomes smarter and more accurate as it processes daily inputs from the industry’s leading RE data lake.

Not Available

Quantarium does not have data for the current month. Please view the chart for historical values.

Average Value
Not Available
List Price
Sold Price
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area

Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

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
Source: Public Records

Purchase History

Date Type Sale Price Title Company
Quit Claim Deed -- None Available
Quit Claim Deed -- None Available
Source: Public Records

Similar Homes in Woodstock, NY

  • 12 Tinker St, Woodstock, NY 12498

    $1,495,000

    • 4 Beds
    • 6 Baths
    • 2,980 Sq Ft
    • 12 Tinker St
    • Woodstock, NY

    Prime Village Green Historic Gem in Woodstock, NY. Discover a unique opportunity to own a piece of history in the heart of Woodstock. This remarkable 1875 era property originally known as The Snyder Homestead named after its original owner, was the grandest house in town. This old style home with its distinctive Mansard roof retains its grandeur to this day. It offers the quintessential blend of

    Danielle Sevier Compass Greater NY, LLC

    Section Image
  • 208 Grogkill, Woodstock, NY 12498

    $1,325,000

    • 3 Beds
    • 3 Baths
    • 2,640 Sq Ft
    • 208 Grogkill
    • Woodstock, NY

    Open House Sunday June 8th 12-3PM! Welcome to your own private sanctuary in the sky. Perfectly positioned in the sought-after community of Grog Kill, this mountain retreat, midway between Woodstock and Phoenicia, offers complete privacy and sweeping Catskill Mountain views. Set on 9.5 acres, the home features 33 thoughtfully placed windows and doors that bathe the interior in natural light and

    Amy Lonas Coldwell Banker Village Green

    Section Image
  • 279 Cooper Lake Rd, Woodstock, NY 12498

    $1,550,000

    • 3 Beds
    • 3.5 Baths
    • 1,867 Sq Ft
    • 279 Cooper Lake Rd
    • Woodstock, NY

    Nestled along one of the most enchanting, winding roads in Woodstock, this stunning three-bedroom plus contemporary home offers the perfect blend of modern convenience and serene country living. Set on five gently sloped and landscaped acres adorned with floral gardens, native plants, bluestone walkways, and partial fencing to keep pets in and deer at bay, this home is a true Hudson Valley gem.

    Ellen Osgood Coldwell Banker Village Green

    Section Image
  • 263 California Quarry Rd, Woodstock, NY 12498

    $1,475,000

    • 3 Beds
    • 3 Baths
    • 2,327 Sq Ft
    • 263 California Quarry Rd
    • Woodstock, NY

    Live above the clouds in a Woodstock contemporary just a few minutes from the bustling center of the village! The views are amazing and expansive, and from almost every room. The Ashokan Reservoir, the entire Shawangunk ridge from Mohonk to Sam's Point, Ohayo Mountain and even a bird's eye view of the buildings in the center of town anchored by the old Dutch Church steeple. But this three level

    Daniel Winn Halter Associates Realty

    Section Image
  • 2565 Route 212, Woodstock, NY 12498

    $1,790,000

    • 4 Beds
    • 3 Baths
    • 2,052 Sq Ft
    • 2565 Route 212
    • Woodstock, NY

    Discover modern living at its finest with this newly built contemporary home, perfectly nestled on 2 private acres along the enchanting Sawkill Creek in Woodstock. Designed with both style and practicality in mind, this property seamlessly blends sleek modern amenities with the natural beauty of its surroundings.Built above the floodplain in accordance with FEMA standards, the home offers peace

    Jeanne Boice Howard Hanna Rand Realty

    Section Image
  • 5 Downer Ln, Woodstock, NY 12498

    $1,495,000

    • 4 Beds
    • 4 Baths
    • 3,172 Sq Ft
    • 5 Downer Ln
    • Woodstock, NY

    Buckle up! 5 Downer Lane may be themost interesting property you see allyear! This 19th century hand-hewnbarn-to-house conversion has 35 footceilings, tons of sunlight and bespoke stainglass throughout. The layout is wideopen to your own creativity and all the possibilities you can conjure up. Permitted as asuccessful year 'round Airbnb andcurrently configured with four bedrooms (two in the

    Casey Kearns Corcoran Country Living

    Section Image
  • 657 Zena Rd, Woodstock, NY 12498

    $1,900,000

    • 5 Beds
    • 3 Baths
    • 2,801 Sq Ft
    • 657 Zena Rd
    • Woodstock, NY

    This historically significant 1700's Woodstock Farmstead and beautifully appointed guest house featured in Elle Decor Magazine combines classic American roots with modern country living and a touch of international elegance. Lovingly cared for both inside and out with thoughtfully designed updates and gardens, including an English-made Hartley greenhouse, abundant fruit trees and exquisite

    Amy Lonas Coldwell Banker Village Green

    Section Image
  • 97 Raycliffe Dr, Woodstock, NY 12498

    $1,445,000

    • 3 Beds
    • 3 Baths
    • 2,390 Sq Ft
    • 97 Raycliffe Dr
    • Woodstock, NY

    Commanding bold views of the Catskills, this sleek Woodstock retreat redefines luxury. Nestled on a quiet dead-end road, its 6 acres set amidst verdant forests and rolling hills, this architectural masterpiece seamlessly blends modern elegance with the rugged charm of its natural surroundings. Its interiors are adorned with rich textures and thoughtful details, creating a harmonious balance

    Richard Vizzini Corcoran Country Living

    Section Image

Source: OneKey® MLS

MLS Number: 863951

OneKey® MLS

APN: 5800-027.001-0001-089.000-0000