276 Chestnut Hill Road Woodstock, NY $ 755,000
276 Chestnut Hill Road
$ 755,000
Recently Listed
Open House 5/24 11am - 2pm
Share Save

276 Chestnut Hill Road

Woodstock, NY, 12498
$ 755,000
Bedrooms2 Baths1.0 Sq 1,250

Monthly Estimate*

$ 4,649

276 Chestnut Hill Road, Woodstock, NY 12498 - Image 1
276 Chestnut Hill Road, Woodstock, NY 12498 - Image 2
276 Chestnut Hill Road, Woodstock, NY 12498 - Image 3
276 Chestnut Hill Road, Woodstock, NY 12498 - Image 4
276 Chestnut Hill Road, Woodstock, NY 12498 - Image 5
276 Chestnut Hill Road, Woodstock, NY 12498 - Image 6
276 Chestnut Hill Road, Woodstock, NY 12498 - Image 7
276 Chestnut Hill Road, Woodstock, NY 12498 - Image 8
276 Chestnut Hill Road, Woodstock, NY 12498 - Image 9
276 Chestnut Hill Road, Woodstock, NY 12498 - Image 10
276 Chestnut Hill Road, Woodstock, NY 12498 - Image 11
276 Chestnut Hill Road, Woodstock, NY 12498 - Image 12
276 Chestnut Hill Road, Woodstock, NY 12498 - Image 13
276 Chestnut Hill Road, Woodstock, NY 12498 - Image 14
276 Chestnut Hill Road, Woodstock, NY 12498 - Image 15
276 Chestnut Hill Road, Woodstock, NY 12498 - Image 16
276 Chestnut Hill Road, Woodstock, NY 12498 - Image 17
276 Chestnut Hill Road, Woodstock, NY 12498 - Image 18
276 Chestnut Hill Road, Woodstock, NY 12498 - Image 19
276 Chestnut Hill Road, Woodstock, NY 12498 - Image 20
276 Chestnut Hill Road, Woodstock, NY 12498 - Image 21
276 Chestnut Hill Road, Woodstock, NY 12498 - Image 22
276 Chestnut Hill Road, Woodstock, NY 12498 - Image 23
276 Chestnut Hill Road, Woodstock, NY 12498 - Image 24
276 Chestnut Hill Road, Woodstock, NY 12498 - Image 25
276 Chestnut Hill Road, Woodstock, NY 12498 - Image 26
276 Chestnut Hill Road, Woodstock, NY 12498 - Image 27
276 Chestnut Hill Road, Woodstock, NY 12498 - Image 28
276 Chestnut Hill Road, Woodstock, NY 12498 - Image 29
276 Chestnut Hill Road, Woodstock, NY 12498 - Image 30
276 Chestnut Hill Road, Woodstock, NY 12498 - Image 31
276 Chestnut Hill Road, Woodstock, NY 12498 - Image 32
276 Chestnut Hill Road, Woodstock, NY 12498 - Image 33
276 Chestnut Hill Road, Woodstock, NY 12498 - Image 34
276 Chestnut Hill Road, Woodstock, NY 12498 - Image 35

Single Family Home for sale in Woodstock, NY

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.

See more

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

Single Family Active

Price

$ 755,000

Bedrooms

2

Full Bath

1

Property Type

Single Family

Taxes

$ 8,281

Style

Cottage

Lot Size

6.01

Year Built

1975

Town/City

Woodstock

County/Region

Ulster

MLS | Web ID

20262541

Features
General
Sewer 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
See more
Interior
Interior 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
See more
Exterior
Exterior 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
See more
* Excluded Features
List By
Hailey Kiesewetter

Listing Agent

Upstate Down

Broker

hazel@upstatedown.com

Email

Affordability Calculator

$5,339
Per Month
87%
13%
0%
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

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
4827338 Elementary School
0 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
5/19/2026$755,000 Listed Price

Map


See all

276 Chestnut Hill Road, Woodstock, NY, 12498 is a Single Family Home for sale at $755,000 with 1,250 sqft and a lot size of 6.01. 276 Chestnut Hill Road has 2 bedrooms, 1.0 baths, and was built in 1975. The property's zip code is 12498 which is in Woodstock, NY