Justine M. Hudson
Licensed Real Estate Salesperson
REALTOR®
West Sand Lake, NY
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27 Old Wagon Road, Woodstock, NY 12498

New - 1 Hour Ago
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Property Description

Just a half mile from the center of Woodstock, this bucolic 3.7-acre compound offers a rare blend of architectural charm, natural beauty, and versatile living. The property includes the main house and two outbuildings, a one-bedroom cottage and a studio with an attached three-bay garage. Bedroom and bath layout described as the primary residence having three bedrooms and three full baths measuring 2200 sq. ft. The detached cottage has one bedroom with one full bath measuring 480 sq.ft and the detached studio has another full bath measuring 400 sq ft. The main house is a light-filled classic Woodstock modern home built around the original Woodstocks artists cabin. Thoughtfully designed to frame the surrounding forest through expansive glass sightlines, allowing for views of deer, birds, and other wildlife throughout the seasons. Inside, the home showcases unique historical details such as chestnut beams in the dining room, a bluestone fireplace, a built-in library, and a mix of slate, Spanish tile, pine, and oak flooring. The multi-level living area features a lofted tongue-and-groove wood ceiling and five architectural skylights that bring the outdoors in. Upon entry, youre greeted by a bright and inviting sunroom that opens into a formal foyer. Just off the foyer is a room that can serve as a home office, reading nook, or playroom, conveniently located next to a full guest bathroom. This level also features a cozy bedroom and a hallway office nook--perfect for remote work or quiet study. The eat-in kitchen includes a charming breakfast nook that offers serene views of the surrounding landscape and seamlessly flows into the dining room, creating a warm and inviting connection between the spaces. The dining area doubles as a music room, enhanced by vintage wide-plank pine flooring and a wood-burning fireplace that adds warmth and character. Step down into the sunken living room, where high ceilings and built-in bookshelves create a bright, welcoming space ideal for relaxing or entertaining. The primary suite features an en-suite bathroom with Parisian influences, including a bidet and a deep, one-person soaking tub with jacuzzi jets. Sliders walk out to the private multi-level deck and your own private atrium. Just off the main area, a newly designed mason-laid bluestone patio features a seamless transition into an expansive deck, offering the perfect setting for quiet evenings or vibrant dinner parties.The second floor features a loft area, ideal as a TV or family room, providing a comfortable space to relax or entertain. Tucked away for privacy, the second primary suite includes a full bath, creating a serene retreat separate from the main living areas. The one-bedroom cottage evokes the feel of an English guesthouse, with wood floors, a full kitchen and bathroom, and its own dedicated utilities, making it a wonderful space for guests or potential rental income. The detached studio, adjoining the three-car garage, feels like a New York City loft, complete with wide-plank floors, an open-concept layout, a bathroom, and a kitchenette. With its own electric and utilities, the space lends itself well to use as an office, yoga or art studio, or another income-producing rental. The garage offers three bays--two for vehicles and one ideal for workshop or storage use. For decades, this special property has been a gathering place for artists, musicians and writers. The home is designed to inspire and connect, all within minutes of Woodstocks vibrant center. Its an exceptional retreat

27 Old Wagon Road | MLS# 20262131

This single family home located at 27 Old Wagon Road, Woodstock, NY 12498 is currently listed for sale with an asking price of $1,275,000. This property was built in 1978 and has 4 bedrooms and 5 full baths with 3080 sq. ft. Old Wagon Road is located within the Onteora Central School District school district. Search Woodstock real estate on justine-hudson.coldwellbankerprime.com today.

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Property Features

Property Type: Residential - Single Family
Cooling: Ceiling Fan(s), Wall/Window Unit(s)
Fireplaces: 1
Fuel Type: Electric, Oil
Heating: Baseboard, Electric, Oil
Home Style: Contemporary
Lot Size: 3.65 Acres
Roof Type: Asphalt, Built-Up, Membrane, Rubber
Taxes: $10,957
Year Built: 1978

Amenities

Beamed Ceilings
Bidet
Bookcases
Built-in Features
Ceiling Fan(s)
Eat-in Kitchen
Entrance Foyer
High Ceilings
High Speed Internet
Primary Downstairs
Storage
Track Lighting
Vaulted Ceiling(s)
Walk-In Closet(s)
Garden
Lighting
Private Yard
Storage

Feature Descriptions

Appliances: Washer, Refrigerator, Range, Microwave, Dryer, Dishwasher
Exterior: Board & Batten Siding, Frame, Vertical Siding, Wood S
Fireplace: Dining Room, Stone
Flooring: Carpet, Ceramic Tile, Tile, Wood
Laundry: In Hall, Main Level
Lot: Back Yard, Front Yard, Gentle Sloping, Landscaped, Private, Wooded
Lot Dimensions: Irregular
Parcel #: 27.14
Parking: Garage Faces Side, Off Street, Gravel, Driveway
Patio/Porch: Deck, Enclosed, Glass Enclosed, Patio, Other
Road Frontage: County Road
Road Surface: Paved
Security Features: Carbon Monoxide Detector(s), Smoke Detector(s)
Sewer: Septic Tank
SQFT Total: 3080
Utilities: Cable Connected, Natural Gas Not Available, Phone Available, Sewer Not Available
Water: Well
Wooded: Yes

Local Schools

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

Estimate Your Payment

Estimated Payment

$ 4,122.56 per month $2,837.60 Principal & Interest $913.08 Property Tax $371.88 Homeowner's Insurance

Change Payment Information

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

Demographics

Listed By / Shown By

Listing By

Agency Name: Berardi Realty

Shown By

Agent Name: Justine M. Hudson
Agent Phone: (518) 528-4966 Cell
Agency Title: Coldwell Banker Prime Properties

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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 05/06/2026. The listing information on this page last changed on 05/06/2026. 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 Wed 05/06/2026 4:38:30 AM EST) or Global MLS (last updated Wed 05/06/2026 1:22:02 AM EST) or New York State Alliance MLS (last updated Wed 05/06/2026 2:34:38 AM EST) or Hudson Valley Catskill Region MLS (last updated Wed 05/06/2026 12:11:12 AM EST) or OneKey MLS (last updated Wed 05/06/2026 1:45:20 AM EST). Real estate listings held by brokerage firms other than Coldwell Banker Prime 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.

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