Recently Listed Open House 5/24 11am - 2pm
276 Chestnut Hill Road
Woodstock, NY, 12498 $ 755,000
Bedrooms2 Baths1.0 Sq 1,250 Monthly Estimate*
$ 4,649
for $755,000 with 2 bedrooms and 1 full bath. This 1,250 square foot home was built in 1975 on a lot size of 6.01.
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.
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Open House
5/24/2026 11:00 AM - 2:00 PM
276 Chestnut Hill Road Woodstock, NY
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesGeneralSewer Septic Tank
Heating Electric Heat Pump
Cooling Electric Multi Units
Appliances Washer/Dryer Stacked Refrigerator Free-Standing Gas Range
Zoning R3
Garage Spaces 1
Patio/Porch Features Patio
Architectural Style Cottage
Construction Materials Wood Siding
Year Built 1975
View Trees/Woods
Stories Count 1
Township Woodstock
Property Subtype Single Family Residence
County Ulster
New Construction false false
Property Type Residential
Attached Garage false
Garage Y/N true
Other Structures Shed(s)
Total Rooms 7
Full Baths 1
Status Active
City Woodstock
High School District Kingston Consolidated
MLS Area Woodstock
Lot Size Units Acres
Lot Size Square Feet 261795.6
Tax Annual Amount 8281
MLS Area Minor Woodstock
Standard Status Active
Tax Assessed Value 220000
Tax Lot 25
Legal Description 27.19-2-25
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InteriorInterior Amenities Beamed Ceilings Soaking Tub Tile Counters Vaulted Ceiling(s)
Flooring Cork Tile Wood
Total Fireplaces 1
Fireplace Features Stone Wood Burning
Basement (Y/N) false
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Above Grade Finished Area 1250
Half Baths 0
Total Bedrooms 2
Below Grade Finished Area 0
Total Baths 1
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ExteriorExterior Amenities Fire Pit
Fencing Fenced Gate
Parking Features Gravel Carport
Lot Features Rock Outcropping Secluded Wooded
Water Source Well
Lot Size Area 6.01
Building Area Total 1250
Lot Size Acres 6.01
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* Excluded FeaturesList ByHailey KiesewetterListing Agent
hazel@upstatedown.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $4,649
- Monthly Property Taxes
- $690
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Woodstock, NY
Average List Price $1,138,739
Percent of Sale Price 51%
About Woodstock, NY 5,754 Population
-8% Since 2002
$ 71,855 Median Income
57.66 Median Age
14% Households with Children
Trends Information provided by ATTOM Data Solutions.
4827338 Elementary School
0 Middle School
Unknown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 5/19/2026 | $755,000 | | Listed Price |