Address
404 Winter Clove Road, Round Top, NY
Price
$ 1,199,000
Property Attributes
- MLS#20255898
- TypeSingle Family
- Listing Status Active
- CountyGreene
- CityRound Top
- AreaCairo
- Zip12473
- StyleContemporary
- Year Built2000
- Taxes$ 33895
- Price$ 1,199,000
- Bedrooms6
- Full Bathrooms7
- Half Bathrooms0
- Sqr Footage8284
- Lot Size6.3 Acres
Data Source:
Ulster County MLS
Property Description
Discover a rare Catskills retreat in Round Top, NY, offering 6.3 peaceful acres with open land, wooded edges, and sweeping mountain views. Ideal as a weekend escape or full-time residence, this property includes two beautiful homes, modern amenities, and nearby access to trails, waterfalls, and local dining. It blends total privacy with a prime location close to Hudson, Woodstock, ski resorts, and year-round recreation. The main home is a striking 6,748 sq ft postmodern chalet (including the finished basement) filled with natural light and designed for comfort, creativity, and entertaining. Its dramatic centerpiece is a 2,500 sq ft great room with soaring ceilings and exceptional acoustics—a space once used by opera performers and perfect for gatherings, celebrations, music, or quiet relaxation. With six bedrooms, seven bathrooms, central A/C, and an attached two-car garage, the home delivers spacious living with modern convenience. Zoning for residential and entertainment use offers added flexibility for hosting events or retreats. The residence is equipped with a whole-house generator, security system, and direct-to-station fire alarm, providing peace of mind. The finished basement adds more than 2,000 sq ft of flexible living space, including a sauna, bathrooms, a laundry room, a large flex room suitable for a gym, studio, or recreation area, plus generous storage and a separate entrance that expands layout options even further. Outdoor living is a defining feature. An deck and patio with hot tub beside them, showcases beautiful mountain views, creating a resort-like experience year-round. Below, a stone patio and fire pit offer additional space for relaxing and entertaining. Thoughtful landscaping enhances curb appeal while maintaining a low-maintenance, natural look. A second home, a charming Cape-style guest house, adds significant versatility. With three bedrooms, two bathrooms, and an open kitchen-living layout, it's ideal for multi-generational living, rental potential, private guest accommodations, or a dedicated creative retreat. The dual-home setup makes the property especially attractive for buyers seeking space, privacy, and flexibility. The location elevates the entire lifestyle. A bike trail directly behind the property leads to waterfalls, swimming holes, and wooded stretches perfect for hiking and biking. Round Top restaurants are close enough to walk to, offering convenience with small-town charm. Golfers will appreciate being only minutes from Blackhead Mountain's scenic course, while skiers can reach Hunter and Windham Resorts in about thirty minutes. Nearby towns like Hudson, Ashland, and Woodstock add arts, dining, and culture to your orbit, making this a true four-season destination. Whether you're seeking a private mountain retreat, a luxurious weekend getaway, or a spacious home with room for guests and gatherings, this property stands out as a rare Catskills offering. With two homes, stunning mountain views, extensive indoor-outdoor living spaces, and a prime location near top attractions, this estate delivers a lifestyle of relaxation, beauty, and possibility. A 3D Walkthrough Tour is available in the digital Lookbook or by request.
| Price History | |
|---|---|
| 1/13/2026 | Listed $1,350,000 |
| 8/11/2026 | 11$1,199,000 |
General Features
| Sewer | Septic Tank |
|---|---|
| Heating | Baseboard,Hot Water,Oil |
| Cooling | Central Air |
| Roof | Asphalt,Shingle |
| Appliances | Washer/Dryer,Refrigerator,Range,Dishwasher |
| Zoning | 01 |
| Garage Spaces | 2 |
| Patio/Porch Features | Deck,Patio |
| Architectural Style | Contemporary |
| Security Features | Fire Alarm,Security System |
| Construction Materials | Frame |
| Year Built | 2000 |
| Electric | 200+ Amp Service,Generator |
| View | Mountain(s) |
| Township | Cairo |
| Levels | Two |
| Property Subtype | Single Family Residence |
| County | Greene |
| New Construction | false |
| Property Type | Residential |
| Attached Garage | true |
| Garage Y/N | true |
| Other Structures | Guest House |
| Full Baths | 7 |
| Status | Active |
| City | Round Top |
| High School District | Cairo-Durham Central School District |
| Zoning Description | 500 - Rec & Entertn |
| MLS Area | Cairo |
| Lot Size Units | Acres |
| Lot Size Square Feet | 274428 |
| Tax Annual Amount | 33895 |
| MLS Area Minor | Cairo |
| Virtual Tour | https://storybookviewer.com/105923-128699 |
| Structure Type | House |
| Standard Status | Active |
| Tax Assessed Value | 483600 |
| Tax Lot | 12 |
| Legal Description | 135.00-2-12 |
| New Construction | false |
Interior Features
| Interior Amenities | Entrance Foyer,High Ceilings,Hot Tub,Open Floorplan,Sauna |
|---|---|
| Basement | Finished,Full,Sump Pump,Walk-Out Access,Walk-Up Access |
| Flooring | Ceramic Tile,Wood |
| Fireplace Features | Other |
| Basement (Y/N) | true |
| Air Conditioning Y/N | true |
| Heating Y/N | true |
| Fireplace Y/N | true |
| Above Grade Finished Area | 5884 |
| Laundry Features | Lower Level |
| Total Bedrooms | 6 |
| Below Grade Finished Area | 2400 |
| Total Baths | 7 |
Exterior Features
| Parking Features | Garage Faces Front,On Site,Outside,Off Street,Driveway |
|---|---|
| Lot Features | Back Yard,Cleared,Landscaped,Level,Meadow,Open Lot,Views |
| Water Source | Well |
| Lot Size Area | 6.3 |
| Foundation Details | Concrete Perimeter |
| Building Area Total | 8284 |
| Lot Size Acres | 6.3 |
| Road Surface Type | Paved |
Amenities
- Foreclosure
- Views
- Short Sale
- New Construction
- Adult 55+
- Lease To Own
- No HOA Fees
- Furnished
- Primary On Main
- Air Conditioning
- Seller Finance
- Green
- Fixer Upper
- Horse
- Golf
- Fireplace
- Deck
- Garage
- Basement
- Pool
Property vs Single Family Average in 12473
Price
Taxes
Year Built
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Information should be deemed reliable but not guaranteed, all representations are approximate, and individual verification is recommended. Copyright ©2018 All rights reserved. Last Update: September 26, 2026 2:30 PM UTC
All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data relating
