Recently Listed Open House 11/15 11am - 1pm
38 Hill 99
Woodstock, NY, 12498 $ 949,000
Bedrooms2 Baths1.0 Sq 993 Monthly Estimate*
$ 6,555
for $949,000 with 2 bedrooms and 1 full bath. This 993 square foot home was built in 1970 on a lot size of 1.95.
Tucked away in a beautiful garden setting just minutes from Woodstock Village, this one-of-a-kind cottage is full of character, creativity, and unexpected details. A dramatic floor-to-ceiling river rock fireplace anchors the living room, while an oversized picture window frames views of the deck, mature gardens, and seasonal mountain scenery, bringing the outdoors into the heart of the home. The eclectic kitchen is a standout, featuring retro cabinetry, including an original Hoosier kitchen cabinet, a distinctive mango wood island with a marble inset, and a bold red Smeg refrigerator. Handmade terracotta floor tiles, complete with charming paw prints, are among the many thoughtful details that give this home its unmistakable personality. French doors connect the interior to the surrounding outdoor spaces, creating an easy flow between house and garden. Set on 1.95 acres, the grounds are a destination in themselves. Mature flowering gardens, specimen trees, stonework, firepit and two ponds with fountains, create a beautiful landscape that evolves with the seasons. Multiple decks and secluded outdoor spaces invite you to relax, entertain, or simply enjoy the peaceful setting. The heated 30' x 16' saltwater pool, surrounded by bluestone, is a special summer retreat. A separate poolside studio, clad in live-edge pine and featuring a wood stove and upper storage loft, offers a flexible space for creative pursuits, a home office, or poolside relaxation. Inside the cottage, the primary bedroom opens through a wall of windows onto a private deck, while an additional loft bedroom provides space for guests. With its distinctive architectural details, artistic touches, mature gardens, pool, and separate studio, this is a truly individual Woodstock property, a private retreat with a character all its own, just moments from the village.
See more
Open House
11/15/2026 11:00 AM - 1:00 PM
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesInteriorInterior Amenities Beamed Ceilings Built-in Features Eat-in Kitchen Entrance Foyer High Speed Internet Kitchen Island Natural Woodwork Master Downstairs Smart Thermostat
Flooring Ceramic Tile Tile Wood
Total Fireplaces 1
Fireplace Features Family Room
Basement (Y/N) N
Fireplace Y/N Y
Half Baths 0
Total Bedrooms 2
Total Baths 1
See more
GeneralSewer Septic Tank
Heating Heat Pump Propane Wood
Cooling Ductless
Utilities Electricity Connected Water Connected
Appliances Dishwasher Dryer Electric Cooktop Electric Range Freezer Microwave Refrigerator Washer
Patio/Porch Features Deck Patio Porch
Architectural Style Cottage
Pool Features In Ground Pool Cover Vinyl
Construction Materials Frame Wood Siding
Year Built 1970
Property Subtype Single Family Residence
Tax Year 2026
Parcel Number 5800-027.013-0003-023.000-0000
County Ulster County
Property Type Residential
HOA N
Garage Y/N N
Other Structures Pool House
Total Rooms 5
Full Baths 1
Directions From Woodstock: Turn Right onto Broadview Rd. Turn left onto Hill 99. #38 is on the left side. There are wooden gates that need to be opened. Unhook the rope slide the wooden latch to the right
High School Onteora High School
City Woodstock
Senior Community Y/N N
High School District Onteora
Carport Y/N N
Elementary School Woodstock Elementary School
Property Attached Y/N N
Tax Annual Amount 7231.65
Middle/Junior High School Onteora Middle School
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Onteora
Elementary School District Onteora
Tax Assessed Value 269000
Tax Lot 23
See more
ExteriorExterior Amenities Fire Pit Garden
Parking Features Driveway Off Street Driveway Off Street
Water Source Well
Waterfront Y/N N
See more
* Excluded FeaturesList BySusanna Scott-MitchellListing Agent
Compass Greater Ny, LlcBroker
Affordability Calculator
- Monthly Principal & Interest
- $6,555
- Monthly Property Taxes
- $603
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 7.375% 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 $1,216,892
Percent of Sale Price 28%
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.
4099427 Elementary School
4101373 Middle School
Onteora High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 11/13/2026 | $949,000 | | Listed Price |