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Susan Jean Lennon
Licensed Real Estate Salesperson
REALTOR®
Mount Tremper, NY
Office: (845) 657-4177 (845) 901-5264
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38 Hill 99 , Woodstock, NY 12498

New - 10 Hours Ago

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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# 20266139

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 Central School District school district. Search Woodstock real estate on susan-lennon.timberlandproperties.com today.

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Property Features

Property Type: Residential - Single Family
Cooling: Ceiling Fan(s), Heat Pump
Fireplaces: 1
Fuel Type: Propane
Heating: Baseboard, Fireplace(s), Heat Pump, Propane, Wood
Home Style: Cottage
Lot Size: 1.95 Acres
Roof Type: Asphalt, Shingle
Taxes: $7,201
Year Built: 1970

Amenities

Beamed Ceilings
Built-in Features
Eat-in Kitchen
Entrance Foyer
High Speed Internet
Kitchen Island
Natural Woodwork
Primary Downstairs
Smart Thermostat
Vaulted Ceiling(s)
Fire Pit
Garden
Gas Grill
Paved Walkway
Private Yard

Feature Descriptions

Appliances: Water Heater, Washer/Dryer Stacked, Tankless Water Heater, Refrigerator, Microwave, Instant Hot Water, Freezer, Electric Range, Electric Cooktop, Dryer, Dishwasher
Exterior: Frame, Wood Siding
Fireplace: Family Room, Fire Pit, Wood Burning Stove
Flooring: Ceramic Tile, Tile, Wood
Laundry: In Bathroom
Lot: Pond on Lot, Front Yard, Garden, Landscaped, Many Trees, Private, Secluded, Views
Parcel #: 27.13-3-23
Parking: Private, Gravel, Gated, Driveway
Patio/Porch: Deck, Patio, Rear Porch, Side Porch
Pool: Gas Heat, Heated, In Ground, Pool Cover, Private, Vinyl
Road Frontage: Town
Road Surface: Paved
Sewer: Septic Tank
SQFT Total: 993
Swimming Pool: Yes
Utilities: Cable Connected, Electricity Connected, Water Connected, Propane
Water: Well

Local Schools

Elementary School: Woodstock K-3
School District: Onteora Central School District

Estimate Your Payment

Estimated Payment

$ 2,988.94 per month $2,112.06 Principal & Interest $600.08 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

Shown By

Agent Name: Susan Jean Lennon
Agent Phone: (845) 901-5264
Agency Title: Timberland Properties

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All information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither broker(s), nor agent(s) shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless. Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 10/16/2026. The listing information on this page last changed on 10/16/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Fri 10/16/2026 1:00:34 AM EST) or Global MLS (last updated Fri 10/16/2026 12:52:33 AM EST) or New York State Alliance MLS (last updated Fri 10/16/2026 12:59:06 AM EST) or Hudson Valley Catskill Region MLS (last updated Fri 10/16/2026 12:11:18 AM EST) or OneKey MLS (last updated Fri 10/16/2026 12:56:24 AM EST). Real estate listings held by brokerage firms other than Timberland Properties may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

All information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither broker(s), nor agent(s) shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless.

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