Pending

27 Old Wagon Road

Woodstock, NY 12498
Mark as Favorite
Bed 4

Bed

Bath 5

Bath

SqFt3,080

Sqft

Acres3.65

Acres(Lot)

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 Woodstock's artist's cabin. Thoughtfully designed to frame the surrounding forest through expansive glass sightlines, allowing for views of deer, birds, a nd 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, you're 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 Woodstock's vibrant center. It's an exceptional retreat with comfort, character, and potential in every direction. Please see addendum for recent updates and improvements on the home.

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Detail Ic Property Details

Property Type : Residential

Price : $1,275,000

AD Id : 78063514

MLS Id : 995691

Beds : 4

Lot Size : 3.65 Acres

Living Area Size : 3,080

Year Built : 1978

Garage : 3

County : Ulster

  • Map Map

Map

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Feature Features

  • Bedroom Information

    Total beds: 4

    Bathroom Information

    Total Baths: 5 Full Baths: 5

    Room Information

    Rooms Total: 10 Basement: Crawl Space, Partial, Unfinished
  • Flooring Information

    Carpet, Ceramic Tile, Tile, Wood
  • Interior Features

    Beamed Ceilings, Bidet, Built-in Features, Ceiling Fan(s), Eat-in Kitchen, Entrance Foyer, High Ceilings, High Speed Internet, Master Downstairs, Storage, Walk-In Closet(s) Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer Laundry Features: In Hall Window Features: Double Pane Windows, Insulated Windows, Skylight(s), Storm Window(s)
  • Heating & Cooling

    Has Heating: Yes Heating: Baseboard, Electric, Oil Has Cooling: Yes Cooling: Wall/Window Unit(s)

  • Building Information

    Year Built: 1978 Construction Materials: Frame, Wood Siding Patio And Porch Features: Deck, Patio Private Pool: No
  • Exterior Features

    Exterior Features: Garden, Lighting

  • Lot Information

    Lot Size Acres: 3.65 Lot Size Square Feet: 152460 Lot Description: Back Yard, Front Yard, Landscaped, Private, Wooded

  • Listing Price Information

    Listing Price: $1275000

  • Tax Information

    Parcel Number: 5800-027.014-0002-017.000-0000 Tax Lot: 17 Tax Block: 2 Annual Tax: $10957

  • Parking Information

    Parking Total: 6 Driveway, Garage, Off Street

    Garage Information

    Has Garage: Yes Garage Space: 3

  • School Information

    Elementary School: Woodstock Elementary School
    Junior High School: Onteora Middle School
    Senior High School: Onteora High School
  • Utility Information

    Cable Connected, Phone Available
  • Location Information

    Direction: Tannery Brook to LEFT onto Millstream to RIGHT onto Old Wagon Road. Home will be on the left, see sign. WaterSource: Private, Well Security Features: Smoke Detector(s)
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639 W Saugerties Road, Woodstock, NY, 12498 $2,200,000 3 2 3,530 3,530 SqFt
29 Maurizi Lane, Woodstock, NY, 12498 $825,000 4 3 2,372 2,372 SqFt
5 Lazy Brook Lane, Woodstock, NY, 12498 $799,000 4 3 2,480 2,480 SqFt
5 Lazy Brook Lane, Woodstock, NY, 12498 $799,000 4 3 2,480 2,480 SqFt

The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively 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 deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved

ByOwner last updated this listing 07/20/2026 @ 20:53

MLS: 995691 LISTED BY: Megan Rios, Berardi Realty 845-201-1111 SOURCE: OneKey MLS

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