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.
Pending
$755,000
276 Chestnut Hill Road, Woodstock, NY 12498
2beds
1,250sqft
Single Family Residence
Built in 1975
6.01 Acres Lot
$758,900 Zestimate®
$604/sqft
$-- HOA
What's special
Premium smeg appliancesPerennial gardensSix secluded acresExposed wood beamsBarrel saunaDesigner lighting fixturesBeautifully curated kitchen
- 41 days |
- 504 |
- 17 |
Zillow last checked:
Listing updated:
Listed by:
Upstate Down 845-516-5123,
Hailey Kiesewetter 929-602-9171
Source: HVCRMLS,MLS#: 20262541
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 1
- Full bathrooms: 1
Primary bedroom
- Level: First
Bedroom
- Level: First
Bathroom
- Level: First
Dining room
- Level: First
Kitchen
- Level: First
Living room
- Level: First
Other
- Description: Sun room off Primary
- Level: First
Heating
- Electric, Heat Pump
Cooling
- Electric, Multi Units
Appliances
- Included: Washer/Dryer Stacked, Refrigerator, Free-Standing Gas Range
Features
- Beamed Ceilings, Soaking Tub, Tile Counters, Vaulted Ceiling(s)
- Flooring: Cork, Tile, Wood
- Has basement: No
- Number of fireplaces: 1
- Fireplace features: Stone, Wood Burning
Interior area
- Total structure area: 1,250
- Total interior livable area: 1,250 sqft
- Finished area above ground: 1,250
- Finished area below ground: 0
Property
Parking
- Total spaces: 1
- Parking features: Gravel, Carport
- Garage spaces: 1
- Has carport: Yes
Features
- Stories: 1
- Patio & porch: Patio
- Exterior features: Fire Pit
- Fencing: Fenced,Gate
- Has view: Yes
- View description: Trees/Woods
Lot
- Size: 6.01 Acres
- Features: Rock Outcropping, Secluded, Wooded
Details
- Additional structures: Shed(s)
- Parcel number: 27.19225
- Zoning: R3
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cottage
- Property subtype: Single Family Residence
Materials
- Wood Siding
Condition
- New construction: No
- Year built: 1975
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & HOA
Location
- Region: Woodstock
Financial & listing details
- Price per square foot: $604/sqft
- Tax assessed value: $220,000
- Annual tax amount: $8,281
- Date on market: 5/19/2026
Estimated market value
$758,900
$721,000 - $797,000
$3,560/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/11/2026 | Pending sale | $755,000$604/sqft |
Source: | ||
| 5/26/2026 | Contingent | $755,000$604/sqft |
Source: | ||
| 5/19/2026 | Listed for sale | $755,000-5%$604/sqft |
Source: | ||
| 10/22/2025 | Listing removed | $795,000$636/sqft |
Source: | ||
| 6/12/2025 | Listed for sale | $795,000+27.7%$636/sqft |
Source: | ||
| 8/11/2022 | Sold | $622,500+24.7%$498/sqft |
Source: | ||
| 7/8/2022 | Contingent | $499,000$399/sqft |
Source: | ||
| 6/22/2022 | Pending sale | $499,000$399/sqft |
Source: | ||
| 6/3/2022 | Listed for sale | $499,000$399/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $220,000 |
| 2024 | -- | $220,000 |
| 2023 | -- | $220,000 |
| 2022 | -- | $220,000 |
| 2021 | -- | $220,000 |
| 2020 | -- | $220,000 |
| 2019 | -- | $220,000 |
| 2018 | -- | $220,000 |
| 2017 | $6,298 | $220,000 |
| 2016 | -- | $220,000 |
| 2015 | -- | $220,000 |
| 2014 | -- | $220,000 +7.9% |
| 2013 | -- | $203,800 |
| 2011 | -- | $203,800 |
| 2010 | -- | $203,800 |
| 2009 | -- | $203,800 |
| 2008 | -- | $203,800 |
| 2007 | -- | $203,800 |
| 2006 | -- | $203,800 |
| 2005 | -- | $203,800 |
| 2004 | -- | $203,800 +88.7% |
| 2003 | -- | $108,000 |
| 2002 | -- | $108,000 |
| 2001 | -- | $108,000 |
| 2000 | -- | $108,000 |
Find assessor info on the county website
Monthly payment
Estimated monthly payment$1,822
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 12498
Nearby schools
GreatSchools rating
- 6/10E R Crosby Elementary SchoolGrades: K-4Distance: 5.5 mi
- 4/10M Clifford Miller Middle SchoolGrades: 5-8Distance: 5.5 mi
- 4/10Kingston High SchoolGrades: 9-12Distance: 8.4 mi
A local agent can set up tours, give advice and negotiate with sellers.
- New York
- Ulster County
- Woodstock
- 12498
- 276 Chestnut Hill Road






