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27 Old Wagon Road

Woodstock, NY 12498
  • $1,295,000
  • STATUS: Active
  • MLS #: 20252879
UPDATED: 8 min ago
$1,295,000
  • 4
    BEDS
  • 3.65
    ACRES
  • 5
    BATHS
  • 0
    1/2 BATHS
  • 3,080
    SQFT
  • $420
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1978
County:
Area:

School Ratings & Info

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 Woodstock's artist's 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, 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 nookperfect 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 baystwo 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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© 2025 by Hudson Valley Catskill Region MLS. All Rights Reserved. The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS. Real estate listings held by brokerage firms other than This Old Hudson Team at Houlihan Lawrence are marked with IDX logo and the detailed information about them includes the name of the listing broker. All information provided is deemed reliable but is not guaranteed and should be independently verified. 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. Data Last Updated:2025-12-05T19:53:15.543
www.thisoldhudsonrealestate.com/homes/165735913
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27 Old Wagon Road Woodstock, NY 12498

  • Price: $1,295,000
  • Status: Active
  • On Site: Days
  • Updated: 8 min ago
  • MLS #: 20252879
4
Beds
5
Baths
0
½ Baths
3.65
Acres
3,080
SQFT
$420
$/SQFT
1978
Built
Neighborhood:
Woodstock
County:
Ulster
Area:
Woodstock
School District:
Onteora Central School District
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 Woodstock's artist's 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, 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 nookperfect 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 baystwo 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.
Exterior Features

Architectural Style Contemporary Attached Garage YN No Entry Level 1 Exterior Features GardenLightingPrivate YardStorage Fencing Wood Foundation Details BlockStone Garage YN No Lot Features Back YardFront YardGentle SlopingLandscapedPrivateWooded Parking Features Garage Faces SideOff StreetGravelDriveway Patio And Porch Features DeckEnclosedGlass EnclosedPatioOther Pool Features [] Road Frontage Type County Road Road Surface Type Paved Roof AsphaltBuilt-UpMembraneRubber Spa YN No View Rural Waterfront Features [] Waterfront YN No Window Features Double Pane WindowsInsulated WindowsSkylight(s)Storm Window(s)

Interior Features

Appliances WasherRefrigeratorRangeMicrowaveDryerDishwasher Basement Crawl SpacePartialUnfinished Construction Materials Board & Batten SidingFrameVertical SidingWood Siding Cooling Ceiling Fan(s)Wall/Window Unit(s) Cooling YN Yes Door Features Mirrored Closet Door(s)Sliding Doors Electric 200+ Amp Service Fireplace Features Dining RoomStone Fireplace YN Yes Fireplaces Total 1 Flooring CarpetCeramic TileTileWood Heating BaseboardElectricOil Heating YN Yes Interior Features Beamed CeilingsBidetBookcasesBuilt-in FeaturesCeiling Fan(s)Eat-in KitchenEntrance FoyerHigh CeilingsHigh Speed InternetPrimary DownstairsStorageTrack LightingVaulted Ceiling(s)Walk-In Closet(s) Laundry Features In HallMain Level Levels [] Rooms Total 11 Wood Stove Yn No

Property Features

Accessory Dwelling Unit Yn Yes Association Amenities [] Association Fee Includes [] Association YN No Community Features [] Flood Plain No General Tax 4802 Listing Terms CashConventional Lot Size Dimensions Irregular New Construction YN No Other Equipment Dehumidifier Other Structures Garage(s)GreenhouseGuest HouseOutbuildingSecond ResidenceShed(s)Other Property Condition [] Property Sub Type Single Family Residence School Tax 6538 Security Features Carbon Monoxide Detector(s)Smoke Detector(s) Sewer Septic Tank Special Listing Conditions [] Structure Type House Tax Annual Amount 11340 Tax Assessed Value 399100 Tax Block 2 Tax Legal Description 27.14-2-17 Tax Lot 17 Township Woodstock Utilities Cable ConnectedNatural Gas Not AvailablePhone AvailableSewer Not Available Water Source Well

[Hudson Valley Catskill Region MLS] logo© 2025 by Hudson Valley Catskill Region MLS.
Listing # 20252879 provided courtesy of Megan Rios of Berardi Realty: 845-201-1111.
© 2025 by Hudson Valley Catskill Region MLS. All Rights Reserved. The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS. Real estate listings held by brokerage firms other than This Old Hudson Team at Houlihan Lawrence are marked with IDX logo and the detailed information about them includes the name of the listing broker. All information provided is deemed reliable but is not guaranteed and should be independently verified. 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. Data Last Updated:2025-12-05T19:53:15.543
 
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