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27 Old Wagon Road

Woodstock, NY 12498
  • $1,295,000
  • STATUS: Active
  • MLS #: 887908
UPDATED: 55 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 Information

Elementary School:
Middle School:
High School:
School District:

Description

A half mile from the center of Woodstock, a bucolic 3.7-acre compound offers a rare blend of architectural charm, natural beauty, and versatile living. 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. 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. 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. 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. Also features a cozy bedroom and a hallway office nookperfect for remote work or quiet study. 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. 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. 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, 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. 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. The home is designed to inspire and connect. It's an exceptional retreat with comfort, character, and potential in every direction. Improvements throughout the property include; new roofs on the main house, all new skylights, a new boiler and hot water heater (2024), upgraded 200-amp service, newly stained deck, new handrails, replaced garage door springs, & new storm doors on both the cottage & studio. Additional upgrades: redone entrance with new windows, a riser added to the septic system, and reworked bluestone patio by the cottage. A beautiful new bluestone patio was also added for the main house, providing more outdoor space.

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© 2025 OneKey MLS. All rights reserved. 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 is deemed reliable but is not guaranteed accurate by the MLS or This Old Hudson Team at Houlihan Lawrence. Data last updated: 2025-12-05T15:18:36.607.
www.thisoldhudsonrealestate.com/homes/165775853
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27 Old Wagon Road Woodstock, NY 12498

  • Price: $1,295,000
  • Status: Active
  • On Site: Days
  • Updated: 55 min ago
  • MLS #: 887908
4
Beds
5
Baths
0
½ Baths
3.65
Acres
3,080
SQFT
$420
$/SQFT
1978
Built
Neighborhood:
Woodstock
County:
Ulster
Area:
Woodstock
Elementary School:
Woodstock Elementary School
Middle School:
Onteora Middle School
High School:
Onteora High School
School District:
Onteora
Property Description
A half mile from the center of Woodstock, a bucolic 3.7-acre compound offers a rare blend of architectural charm, natural beauty, and versatile living. 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. 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. 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. 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. Also features a cozy bedroom and a hallway office nookperfect for remote work or quiet study. 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. 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. 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, 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. 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. The home is designed to inspire and connect. It's an exceptional retreat with comfort, character, and potential in every direction. Improvements throughout the property include; new roofs on the main house, all new skylights, a new boiler and hot water heater (2024), upgraded 200-amp service, newly stained deck, new handrails, replaced garage door springs, & new storm doors on both the cottage & studio. Additional upgrades: redone entrance with new windows, a riser added to the septic system, and reworked bluestone patio by the cottage. A beautiful new bluestone patio was also added for the main house, providing more outdoor space.
Exterior Features

Architectural Style Contemporary Carport YN No Construction Materials FrameWood Siding Exterior Features GardenLighting Fencing Wood Garage YN Yes Lot Features Back YardFront YardLandscapedPrivateWooded Parking Features DrivewayGarageOff Street Patio And Porch Features DeckPatio Pool Private YN No Property Attached YN Yes Waterfront YN No Window Features Double Pane WindowsInsulated WindowsSkylight(s)Storm Window(s)

Interior Features

Appliances DishwasherDryerMicrowaveRangeRefrigeratorWasher Attic Storage Basement Details Crawl SpacePartialUnfinished Basement YN Yes Cooling Wall/Window Unit(s) Fireplace YN Yes Fireplaces Total 1 Flooring CarpetCeramic TileTileWood Interior Features Beamed CeilingsBidetBuilt-in FeaturesCeiling Fan(s)Eat-in KitchenEntrance FoyerHigh CeilingsHigh Speed InternetMaster DownstairsStorageWalk-In Closet(s) Laundry Features In Hall Rooms Total 10 Security Features Smoke Detector(s)

Property Features

Association YN No Down Payment Resource YN No Heating BaseboardElectricOil Lease Considered YN No Listing Terms CashConventional Other Equipment Dehumidifier Other Structures Garage(s)GreenhouseGuest HouseOutbuildingShed(s) Property Sub Type Single Family Residence Road Frontage Type County Road Senior Community YN No Sewer Septic Tank Special Listing Conditions None Tax Annual Amount 11340.17 Tax Section 27.14 Tax Source Municipality Utilities Cable ConnectedPhone Available Water Source Well

Listing courtesy of Megan Rios of Berardi Realty:
© 2025 OneKey MLS. All rights reserved.


© 2025 OneKey MLS. All rights reserved. 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 is deemed reliable but is not guaranteed accurate by the MLS or This Old Hudson Team at Houlihan Lawrence. Data last updated: 2025-12-05T15:18:36.607.
 
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This Old Hudson Team at Houlihan Lawrence
Hudson NY, 12534