$1,695,000
PENDING $100K PRICE DROP

253 Upper Byrdcliffe Rd Woodstock, NY 12498

Estimated payment $10,395/month

Total Views 7,454
3 Beds
3.5 Baths
3,072 Sq Ft
$552 Price per Sq Ft

Highlights

  • Home Theater
  • Heated Pool and Spa
  • Deck
  • Woodstock Elementary School Rated A-
  • 5.82 Acre Lot
  • Cathedral Ceiling

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 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:

Listing Agent

John Kralik

Compass Greater New York, LLC License #10301218225 Listed on: 06/13/2025

Compass Greater New York, LLC

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $17,333

Year Built

  • Built in 1910

Lot Details

  • 5.82 Acre Lot
  • Landscaped
  • Gentle Sloping Lot
  • Private Yard
  • Back Yard
  • Property is zoned R3

Parking

  • 1 Car Garage
  • Detached Carport Space

Home Design

  • Arts and Crafts Architecture
  • Stone Foundation
  • Shingle Roof
  • Wood Siding
  • HardiePlank Type

Interior Spaces

  • 3,072 Sq Ft Home
  • 2-Story Property
  • Built-In Features
  • Woodwork
  • Beamed Ceilings
  • Cathedral Ceiling
  • Self Contained Fireplace Unit Or Insert
  • Living Room with Fireplace
  • Dining Room
  • Home Theater
  • Home Gym

Kitchen

  • Electric Range
  • Dishwasher

Flooring

  • Wood
  • Ceramic Tile

Bedrooms and Bathrooms

  • 3 Bedrooms
  • Primary bedroom located on second floor

Laundry

  • Laundry Room
  • Laundry on main level
  • Dryer
  • Washer

Pool

  • Heated Pool and Spa
  • Heated Lap Pool
  • Gunite Pool
  • Fence Around Pool

Outdoor Features

  • Balcony
  • Deck
  • Screened Patio
  • Side Porch

Schools

  • Woodstock K-3 Elementary School

Utilities

  • Cooling System Mounted In Outer Wall Opening
  • Heating System Uses Propane
  • Baseboard Heating
  • Hot Water Heating System
  • Private Water Source
  • Well
  • Gas Water Heater

Community Details

  • Office

Listing and Financial Details

  • Legal Lot and Block 89.100 / 1
  • Assessor Parcel Number 89.100

Home Details

Home Type

Single Family

Est. Annual Taxes

$17,333

Year Built

Built in 1910

Lot Details

0

Parking

1

Listing Details

  • Year Built: 1910
  • Property Sub-Type: Single Family Residence
  • Lot Size Acres: 5.82
  • Co List Office Phone: 845-334-0227
  • MLS Status: Pending
  • Above Grade Finished Sq Ft: 3072.0
  • Architectural Style: Arts & Crafts
  • Unit Levels: Two
  • New Construction: No
  • Master Plan Zoning: R3
  • Location Tax and Legal:Tax Block: 1
  • General Property Information Lot Size Acres: 5.82
  • Cooling Wall Unit(s): Yes
  • Flooring:Ceramic Tile: Yes
  • Flooring:Hardwood: Yes
  • Location Tax and Legal:Tax Annual Amount: 17333.0
  • General Property Information:Bathrooms Half: 1
  • Appliances Dryer: Yes
  • Washers: Yes
  • General Property Information Fireplace YN: Yes
  • Appliances Refrigerators: Yes
  • Roof:Shingle: Yes
  • Water Source:Well: Yes
  • General Property Information Above Grade Finished Area: 3072.0
  • Room Types Dining Room2: Yes
  • Room Types Living Room2: Yes
  • General Property Information Basement YN: No
  • Architectural Style Arts Crafts: Yes
  • Pool Features Lap: Yes
  • Levels:Two: Yes
  • Room Types Media Room: Yes
  • Foundation Details Stone2: Yes
  • Room Types Office: Yes
  • Laundry Features Laundry Room: Yes
  • Laundry Features:Main Level: Yes
  • Room Types Primary Bedroom Level: Second
  • Pool Features PoolSpa Combo: Yes
  • Room Types Gym: Yes
  • Pool Features Heated: Yes
  • Pool Features Fenced2: Yes
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Appliances: Washer, Refrigerator, Gas Water Heater, Free-Standing Refrigerator, Electric Range, Dryer, Dishwasher
  • Interior Amenities: Beamed Ceilings, Built-in Features, Cathedral Ceiling(s), Natural Woodwork
  • Basement YN: No
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Total Bedrooms: 3
  • Fireplaces: 1
  • Fireplace: Yes
  • Flooring: Ceramic Tile, Hardwood
  • Appliances:Gas Water Heater: Yes
  • Appliances Dishwasher: Yes
  • Fireplace Features:Living Room: Yes
  • Interior Features:Beamed Ceilings: Yes
  • Interior Features:Cathedral Ceiling(s): Yes
  • Appliances:Electric Range: Yes
  • Appliances:Free-Standing Refrigerator: Yes
  • Interior Features:Built-in Features: Yes
  • Interior Features:Natural Woodwork: Yes
  • Fireplace Features:Insert: Yes
  • Pool Features:Gunite: Yes

Exterior Features

  • Exterior Features: Balcony, Private Yard
  • Roof: Shingle
  • Pool Features: Fenced, Gunite, Heated, Lap, Pool/Spa Combo
  • Construction Type: HardiPlank Type, Lap Siding, Wood Siding
  • Foundation Details: Stone
  • Other Structures: Garage(s)
  • Patio And Porch Features: Deck, Patio, Screened, Side Porch
  • Lot Features:Landscaped: Yes
  • Lot Features:Gentle Sloping: Yes
  • Lot Features:Private: Yes
  • Patio And Porch Features:Deck2: Yes
  • Patio And Porch Features:Patio: Yes
  • Construction Materials:Wood Siding: Yes
  • Patio And Porch Features:Screened: Yes
  • Construction Materials:HardiPlank Type: Yes
  • Exterior Features:Balcony: Yes
  • Exterior Features:Private Yard: Yes
  • Lot Features:Back Yard2: Yes
  • Patio and Porch Features:Side Porch: Yes
  • Construction Materials:Lap Siding: Yes

Garage/Parking

  • Attached Garage: No
  • Garage Spaces: 1.0
  • Attached Garage: Yes
  • Parking Features: Asphalt, Detached Carport
  • General Property Information:Garage YN: Yes
  • General Property Information:Attached Garage YN: No
  • General Property Information:Garage Spaces: 1.0
  • Parking Features:Detached Carport: Yes
  • Other Structures:Garage(s): Yes
  • Parking Features:Asphalt2: Yes

Utilities

  • Electric: 200+ Amp Service
  • Cooling: Wall Unit(s)
  • Cooling Y N: Yes
  • Heating: Baseboard, Fireplace Insert, Hot Water, Propane
  • HeatingYN: Yes
  • Water Source: Private, Well
  • Heating:Baseboard: Yes
  • Heating:Propane2: Yes
  • Heating:Hot Water2: Yes
  • Heating:Fireplace Insert: Yes

Lot Info

  • Lot Features: Back Yard, Gentle Sloping, Landscaped, Private
  • Lot Size Sq Ft: 253519.2
  • ResoLotSizeUnits: Acres
  • Parcel Number: 89.100

Tax Info

  • Tax Annual Amount: 17333.0
  • Tax Block: 1
  • Tax Lot: 89.100

MLS Schools

  • Elementary School: Woodstock K-3

Map

Range of Values:

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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

Property History

Date Event Price Change Sq Ft Price
09/11/2025 09/11/25 Pending -- -- --
07/23/2025 07/23/25 Price Changed $1,695,000 -5.6% $552 / Sq Ft
06/13/2025 06/13/25 For Sale $1,795,000 -- $584 / Sq Ft
Source: Hudson Valley Catskills Region Multiple List Service

Purchase History

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

Source: Hudson Valley Catskills Region Multiple List Service

MLS Number: 20252012

Hudson Valley Catskills Region Multiple List Service

APN: 5800-027.001-0001-089.000-0000