
Improved Mixed-Use Land for Sale in Round Top, New York
404 Winter Clove Rd, Round Top, NY 12473
Turnkey Entertainment-Zoned Event Estate with Two Homes in the Heart of the Catskills. Discover the iconic Round Top Arts & Retreat House-a 6.3-acre estate with extraordinary business, hospitality, wellness, and entertainment potential in one of the Catskills' most storied resort enclaves. Less than 2 hours from NYC and 30 minutes to Hunter & Windham, this property sits at the crossroads of heritage, natural beauty, and modern retreat culture. Where History, Landscape & Creativity Meet: Round Top has long been a hidden haven for city dwellers seeking cool mountain air, forested ravines, and easy access to the region's famed water features. Set in a valley carved by Kiskatom Brook (known near the resorts as Winter Clove Brook), the area blossomed into a beloved weekend-getaway landscape-home to waterfalls, natural swimming holes, and breezy summer retreats. Today, this region is thriving again in a new Catskills renaissance, drawing wellness travelers, artists, and boutique-minded guests who seek nature immersion with creative flair. At this property's edge, just steps from the grounds, begins the Round Top Trail Network-locals call it ''Roundtopia''-a public system of scenic singletrack and doubletrack paths connecting legacy resorts such as Winter Clove Inn, Glen Falls House, and Riedlbauer's. The trails wind through forest ridges, bridge-crossings, and creek-carved ravines leading to beloved landmarks like Artist Falls, the historic Alfred Clark Bridge, Winter Clove's cascades, and Venus' Bath, a natural stone ''tub'' in the brook. For nature lovers, yogis, cyclists, and wellness-retreat leaders, this setting is a profound invitation to slow down, unplug, and recenter your chi. The Estate- A true multi-venue compound with exceptional mountain views, ideal for: - Destination weddings & outdoor events - Retreat centers & wellness programs - Boutique country inn or AIRBNB investment - Music, dance & recording artists - Cultural center, or creative studio - Hospitality entrepreneurs & off-premise caterers Main Chalet (6,748 sq ft | 6 BR | 7 BA)- A striking post-modern chalet anchors the property, offering expansive entertaining areas, multiple bedroom suites, and serene gathering spaces. The home includes: - A 2,500 sq ft commercially zoned ballroom-crafted with sound-optimizing materials and historically used by renowned opera singers who rehearsed here before appearing on Broadway. - Sauna, hot tub, deck, patio, and 2-car garage - Large flat lawns with panoramic Kiscatom Mountain vistas-ideal for tents, ceremonies, concerts, and open-air wellness programming. Second Residence - Cape House (3 BR | 2 BA): A versatile guest, staff, or rental home with a kitchen/living combo, offering additional lodging or operational flexibility. Already zoned Recreation/Entertainment, significant acreage, and strong event-driven demand in the region, this property offers exceptional scalability for investors. Expansion is possible pending permits-ideal for cabin suites, studio buildings, or wellness-oriented structures. An Unmatched Opportunity: For hospitality professionals, investors, musicians, yoga instructors, nature enthusiasts, and creators seeking an extraordinary location in the Great Northern Catskills, this is a chance to own a legacy property in a rediscovered mountain community where waterfalls, forests, art, and renewal meet. The Round Top Arts & Retreat House-a place where the past echoes in song, the mountains inspire new visions, and every pathway leads back to nature. A 3D Walkthrough Tour is available in the digital Lookbook or by request.
Location
- Street address
- 404 Winter Clove Rd
- County
- Greene County
- Community
- Cairo
- Elevation
- 824 feet
Directions
NY Thruway to Cairo. Head south on Main St, right on Mountainview. Go 2 mi, stay left onto Rt 39. After 1.3 mi left on Hearts Content Rd, then right on Winter Clove Rd; house is 1/4 mi on right.
Property details
- Acreage
- 6.3 acres
- MLS #
- UCMLS 20255866
- Posted
Property taxes
- Recent
- $33,895 - 135.00-2-12
Parcels
- 192400-135-00-2-12
Details and features
Listing
- Type
- Commercial Sale
- Franchise
- Coldwell Banker Real Estate
Interior
- Rooms
- Bathroom x 7
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| Nov 29, 2025 | New listing | $1,350,000 | — | UCMLS |






























































































































