About 104 N Garden Drive
Offered for the first time, Woodland Waters is a rare legacy estate spanning nearly 1,338 acres in the heart of the Hudson Valley. Meticulously stewarded for decades, this extraordinary retreat blends luxury, privacy, and natural beauty on an unparalleled scale. At its center stands a magnificent residence, a guest house, Tea House, office complex, and a dedicated security infrastructure complement the estate. More than 20 miles of private roads and trails traverse forests, streams, ponds, and curated landscapes, creating a one-of-a-kind sanctuary where exceptional living and nature exist in perfect harmony.
Features of 104 N Garden Drive
| MLS® # | 936279 |
|---|---|
| Price | $39,000,000 |
| Sold Price | $33,320,000 |
| Date Sold | July 30th, 2026 |
| Bedrooms | 9 |
| Bathrooms | 15.00 |
| Full Baths | 9 |
| Half Baths | 6 |
| Acres | 1,337.00 |
| Taxes | $935,274 |
| Year Built | 1987 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Style | Colonial, Contemporary, Estate |
| Status | Closed |
Community Information
| Address | 104 N Garden Drive |
|---|---|
| City | Pawling |
| County | Dutchess County |
| State | NY |
| Zip Code | 12564 |
| Adult 55+ Community | No |
Amenities
| Utilities | Underground Utilities |
|---|---|
| Parking | Driveway, Garage |
| # of Garages | 3 |
| View | Mountain(s), Panoramic, Skyline, Trees/Woods |
| Is Waterfront | Yes |
| Waterfront | Pond, Waterfront |
| Has Pool | Yes |
| Pool | Diving Board, Electric Heat, Indoor |
Interior
| Interior | Hardwood, Tile, Wood |
|---|---|
| Interior Features | Cathedral Ceiling(s) |
| Appliances | Dishwasher, Dryer, Gas Oven, Gas Range, Microwave, Refrigerator, Washer |
| Heating | Hot Air, Oil, Propane |
| Cooling | Central Air |
| Has Basement | Yes |
| Basement | Finished |
| Fireplace | Yes |
Exterior
| Exterior Features | Courtyard, Dock, Fire Pit, Juliet Balcony, Lighting, Tennis Court(s) |
|---|---|
| Lot Description | Near Golf Course, Near School, Near Shops, Part Wooded, Private, Secluded, Wooded |
| Exterior | Block, Blown-In Insulation, Brick, Cedar, Clapboard, Frame, Other, Stone, Wood Siding |
School Information
| District | Pawling |
|---|---|
| Elementary | Pawling Elementary School |
| Middle | Pawling Middle School |
| High | Pawling High School |
Additional Information
| Date Listed | December 24th, 2025 |
|---|---|
| Days on Market | 252 |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Office | Julia B Fee Sothebys Int. Rlty |
|---|