
Land with Home for Sale in Round Top, New York
41 County Road 39, Round Top, NY 12473
Exceptional opportunity to own a historic lodge property in the Catskills, formerly operated as the well-known Woodlands Lodge. Situated on approximately 2.4 acres in desirable Round Top, New York, this expansive property offers incredible potential for a bed & breakfast, boutique inn, wedding venue, retreat center, or private estate. The main residence features multiple levels of bedrooms and baths, showcasing original character throughout, including beautiful woodwork, pocket doors, and a grand staircase in the impressive entry foyer. The first floor offers a spacious prep kitchen with pantry and office area, bar room, double parlor, large sun-filled dining room, and an additional sitting room created from enclosed porch space. A rear staircase and separate exterior entrance provide convenient access to guest accommodations. The second floor includes five bedrooms and six bathrooms, while the third floor offers seven additional bedrooms with sinks and two full baths. A rear addition provides four more bedrooms with baths, creating substantial capacity for guests or extended living arrangements. Additional features include a laundry area and staff quarters off the kitchen. The Property is being sold As-Is and Cash offer preferred because of low asking price. The back cottage is gutted and is approximately 1024 square feet. The property is ideally located near popular ski resorts, golf courses, hiking trails, and outdoor recreation, with convenient access to the New York State Thruway, making travel from the New York City metro area easy. With vision and renovation, this property presents tremendous potential to restore it to an active hospitality destination or create a one-of-a-kind private compound. The property has been successfully subdivided, and taxes will be based on the 2.4-acre parcel. Most furnishings and contents associated with former lodge operations are included in the sale, with limited personal exclusions.
Location
- Street address
- 41 County Road 39
- County
- Greene County
- Community
- Round Top
- School district
- Cairo-Durham Central School District
- Elevation
- 605 feet
Directions
Route 32 North from Saugerties. Left on Hearts Content Road. Route on Route 39 towards Cairo. Across from Post Office in Round Top
Property details
- Acreage
- 2.4 acres
- MLS #
- UCMLS 20260693
- Posted
Property taxes
- Recent
- $6,157
Parcels
- 117.00-2-85
Details and features
Listing
- Type
- Residential Multi Family
- Unit Count
- 2
- Franchise
- Weichert
Lot
- Features
- Level
Exterior
- Structures
- Guest House
Structure
- Style
- Victorian
- Water
- Well
- Sewer
- Septic Tank
- Heating
- Oil, Radiant
- Roof
- Asphalt, Rolled Hot Mop, Shingle
Interior
- Rooms
- Bathroom x 8, Bedroom x 16
- Flooring
- Linoleum, Wood
- Features
- Cathedral Ceiling(s), Dry Bar, High Ceilings, Pantry
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| Feb 21, 2026 | New listing | $289,000 | — | UCMLS |







































