This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/35
$755,000 Sale Pending
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/35
Property Description
Tucked away on six secluded acres just moments from the heart of Woodstock, this enchanting two-bedroom cottage has been impeccably reimagined, blending timeless character with newly curated finishes. Surrounded by towering evergreens, carpets of moss, and fern-lined woodlands, the property creates a peaceful retreat among the trees. A skylit foyer with glass brick wall opens into a dramatic great room where vaulted ceilings, exposed wood beams, and a striking stone fireplace create a warm centerpiece. A wall of windows brings the forest indoors, filling the open living and dining area with natural light and ever-changing seasonal views. The home is defined by carefully considered details throughout. Designer lighting fixtures illuminate the dining and kitchen areas. A beautifully curated kitchen features custom maple cabinetry, rare Inax tile imported from Japan, handcrafted wood pulls by Green River Project and premium Smeg appliances. Two bedrooms sit on opposite ends of the home offering both comfort and privacy. The primary with its own sunroom overlooking the woods. Positioned between the two bedrooms is a thoughtfully appointed bath. Finished with Waterworks tiles and polished nickel fixtures, the spa-like bath features a clawfoot soaking tub and a large tiled walk-in shower with rainfall fixture. Smart Wi-Fi enabled controls for the heating/cooling units makes it easy to manage the home, even while you're away. Beyond the cottage, perennial gardens and a stone-lined path lead to a barrel sauna and a wood-fired Goodland hot tub overlooking the forest. The property also includes a detached garage, carport and a shed - offering a versatile space for storage or creative projects. Just two miles to town, Woodstock offers a vibrant mix of wonderful restaurants, live music, boutiques, swimming holes, hiking, and the creative energy that has made it an enduring cultural destination. A hidden retreat in the woods, this turnkey cottage offers a rare sense of beauty, privacy and quiet charm.
Full Property Details
Full Property Details for 276 Chestnut Hill Rd
General
- Price: $755,000
- Taxes: $9,734
- Status: Pending
- Type: Single Family
- Source: Long_Island
- MLS ID: 1000815
- Updated: 6/11/2026
- Added to Site: 56 day(s) ago
Interior
- Number of Rooms: 6
- Interior Features: Beamed Ceilings, Entrance Foyer, Tile Counters
- Fireplace: Yes
- Fireplace(s): Wood Burning
- Appliances: Dryer, Gas Range, Refrigerator, Tankless Water Heater, Washer
- Flooring: Hardwood, Other, Tile
Rooms
Bathrooms
- Total Bathrooms: 1
- Full Bathrooms: 1
Bedrooms
- Total Bedrooms: 2
Exterior
- Exterior Features: Fire Pit
- Porch/Patio/Deck: Patio
Parking
- Garage: Yes
- Garage Spaces: 1
- Parking Features: Carport, Driveway, Garage
Location
- County: Ulster County
- Driving Directions: The house is at the end of a shared long private drive. The private drive starts at the stop sign intersection across form Witchtree Rd. House is at the end beyond a wooden gate.
School Information
- High School District: Kingston
- Elementary School: E R Crosby Elementary School
- Middle School: M Clifford Miller Middle School
- High School: Kingston High School
Heating & Cooling
- Cooling Type: Electric
- Heating Type: Electric, Heat Pump
Utilities
- Sewer: Septic Tank
- Water: Well
- Utility Description: Electricity Connected
Structural Information
- Architectural Style: Cottage
- Detached/Attached: Detached
- Construction: Frame
- Basement: Yes
- Basement Desc.: Crawl Space
- Sq. Ft. Source: Public Records
- Year Built: 1975
Additional Structures
- Other Structures: Shed(s)
Lot Features
- Property View: Trees/Woods
- Lot Size (Acres): 6.01
- Lot Size (Sq. Ft.): 261,796
- Fence: Yes
- Lot Features: Wooded
- Fencing (Description): Fenced
Financial Considerations
- Tax Amount: $9,734.13
Disclosures and Reports
- Special Conditions: None
- Property ID: 5800-027.019-0002-025.000-0000
Listed by Upstate Down
Get Pre-Approved Today
Schools
Schools serving 276 Chestnut Hill Rd
School District:Kingston City School District
| Name | Grades | Distance |
|---|---|---|
E R Crosby Elementary School 767 Neighborhood Road, Lake Katrine, NY 12449 | K-4 | 5.5 mi |
M Clifford Miller Middle School 65 Fording Place Road, Lake Katrine, NY 12449 | 5-8 | 5.5 mi |
Kingston High School 403 Broadway, Kingston, NY 12401 | 9-12 | 8.4 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 276 Chestnut Hill Rd
Date
Details
Price
Change
Source
5/19/2026
Listed
$755,000
21.29%
MLS
8/11/2022
Sold
$622,500
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 276 Chestnut Hill Rd
Year
Property Taxes
Change
Tax Assessment
Change
2025
$9,535
-11%
$220,000
—
2024
$10,699
369%
$220,000
—
2021
$2,282
-65%
$220,000
—
2020
$6,609
-1%
$220,000
—
2018
$6,671
3%
$220,000
—
2017
$6,480
3%
$220,000
—
2016
$6,297
1%
$220,000
—
2015
$6,244
—
$220,000
—
2015
$6,217
13%
$220,000
8%
2013
$5,517
—
$203,800
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 276 Chestnut Hill Rd
276 Chestnut Hill Road, Woodstock, NY 12498 (MLS# 1000815) is a Single Family property with 2 bedrooms and 1 full bathroom. 276 Chestnut Hill Road is currently listed for $755,000 and was received on May 19, 2026. Want to learn more about 276 Chestnut Hill Road? Do you have questions about finding other Single Family real estate for sale in Woodstock? You can browse all Woodstock real estate or contact a Coldwell Banker agent to request more information.
