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Stephen Kaminsky
(607) 353-2047 Cell

38 Hill 99 , Woodstock, NY 12498

New

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Property Description

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.

38 Hill 99 | MLS# 1066932

This single family home located at 38 Hill 99 , Woodstock, NY 12498 is currently listed for sale with an asking price of $949,000. This property was built in 1970 and has 2 bedrooms and 1 full baths with 993 sq. ft. Hill 99 is located within the Onteora school district. Search Woodstock real estate on stephen-kaminsky.timberlandproperties.com today.

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Property Features

Property Type: Residential - Single Family
Cooling: Ductless
Fireplaces: 1
Heating: Heat Pump, Propane, Wood
Home Style: Cottage
Lot Size: 1.95 Acres
Taxes: $7,231
Year Built: 1970

Amenities

Beamed Ceilings
Built-in Features
Eat-in Kitchen
Entrance Foyer
High Speed Internet
Kitchen Island
Natural Woodwork
Master Downstairs
Smart Thermostat
Fire Pit
Garden

Feature Descriptions

Appliances: Dishwasher, Dryer, Electric Cooktop, Electric Range, Freezer, Microwave, Refrigerator, Washer
Days on Site: 2
Exterior: Frame, Wood Siding
Fireplace Features: Family Room
Fireplace Y/N: Yes
Flooring: Ceramic Tile, Tile, Wood
Laundry: In Bathroom
On Market Date: 2026-11-12
Other Structures: Pool House
Parcel Number: 5800-027.013-0003-023.000-0000
Parking Features: Driveway, Off Street
Patio And Porch: Deck, Patio, Porch
Pool Features: In Ground, Pool Cover, Vinyl
Rental Term: Monthly
Rooms Total: 5
Sewer: Septic Tank
Swimming Pool: Yes
Utilities: Electricity Connected, Water Connected
Water: Well

Local Schools

High School: Onteora High School
Middle School: Onteora Middle School
Elementary School: Woodstock Elementary School
School District: Onteora

Estimate Your Payment

Estimated Payment

$ 2,991.44 per month $2,112.06 Principal & Interest $602.58 Property Tax $276.79 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Demographics

Listed By / Shown By

Listing By

Agency Name: Compass Greater NY, LLC
Agency Contact: 845-334-0227

Shown By

Agent Name: Stephen Kaminsky
Agent Phone: (607) 353-2047 Cell
Agency Title: Timberland Properties

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