27 Old Wagon Rd Woodstock, NY 12498
Estimated payment $8,846/month
Total Views
4,222
4
Beds
5
Baths
3,080
Sq Ft
$471
Price per Sq Ft
Highlights
- Additional Residence on Property
- Greenhouse
- 3.65 Acre Lot
- Woodstock Elementary School Rated A-
- Home Theater
- Deck
About This Home
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 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.
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $11,340
Year Built
- Built in 1978
Lot Details
- 3.65 Acre Lot
- Property fronts a county road
- Wood Fence
- Landscaped
- Gentle Sloping Lot
- Wooded Lot
- Private Yard
- Garden
- Back and Front Yard
- Property is zoned R3
Home Design
- Contemporary Architecture
- Block Foundation
- Stone Foundation
- Frame Construction
- Membrane Roofing
- Built-Up Roof
- Asphalt Roof
- Rubber Roof
- Board and Batten Siding
- Wood Siding
Interior Spaces
- 3,080 Sq Ft Home
- 2-Story Property
- Built-In Features
- Bookcases
- Beamed Ceilings
- Vaulted Ceiling
- Ceiling Fan
- Skylights
- Track Lighting
- Stone Fireplace
- Double Pane Windows
- Insulated Windows
- Sliding Doors
- Entrance Foyer
- Family Room
- Dining Room with Fireplace
- Home Theater
- Storage
- Rural Views
- Storage In Attic
Kitchen
- Eat-In Kitchen
- Range
- Microwave
- Dishwasher
Flooring
- Wood
- Carpet
- Ceramic Tile
Bedrooms and Bathrooms
- 4 Bedrooms
- Primary Bedroom on Main
- Walk-In Closet
- Mirrored Closets Doors
- 5 Full Bathrooms
- Bidet
Laundry
- Laundry in Hall
- Laundry on main level
- Dryer
- Washer
Unfinished Basement
- Partial Basement
- Crawl Space
Home Security
- Storm Windows
- Carbon Monoxide Detectors
- Fire and Smoke Detector
Parking
- Garage
- Side Facing Garage
- Gravel Driveway
- Off-Street Parking
Outdoor Features
- Deck
- Enclosed Patio or Porch
- Exterior Lighting
- Greenhouse
- Shed
- Outbuilding
Additional Homes
- Additional Residence on Property
Schools
- Woodstock K-3 Elementary School
Utilities
- Dehumidifier
- Cooling System Mounted To A Wall/Window
- Heating System Uses Oil
- Baseboard Heating
- Natural Gas Not Available
- Well
- Septic Tank
- Sewer Not Available
- High Speed Internet
- Phone Available
- Cable TV Available
Community Details
- No Home Owners Association
- Office
Listing and Financial Details
- Legal Lot and Block 17 / 2
- Assessor Parcel Number 27.14
Map
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Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2024 | $11,338 | $399,100 | $94,000 | $305,100 |
| 2023 | $11,456 | $399,100 | $94,000 | $305,100 |
| 2022 | $9,779 | $399,100 | $94,000 | $305,100 |
| 2021 | $9,779 | $399,100 | $94,000 | $305,100 |
| 2020 | $9,530 | $399,100 | $94,000 | $305,100 |
| 2019 | $8,598 | $399,100 | $94,000 | $305,100 |
| 2018 | $9,100 | $399,100 | $94,000 | $305,100 |
| 2017 | $8,782 | $399,100 | $94,000 | $305,100 |
| 2016 | $8,598 | $399,100 | $94,000 | $305,100 |
| 2015 | -- | $399,100 | $94,000 | $305,100 |
| 2014 | -- | $399,100 | $94,000 | $305,100 |
Source: Public Records
Property History
| Date | Event | Price | Change | Sq Ft Price |
|---|---|---|---|---|
| 07/10/2025 07/10/25 | For Sale | $1,450,000 | -- | $471 / Sq Ft |
Source: Hudson Valley Catskills Region Multiple List Service
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | -- | None Available |
Source: Public Records
Similar Homes in the area
Source: Hudson Valley Catskills Region Multiple List Service
MLS Number: 20252879
APN: 5800-027.014-0002-017.000-0000
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