399 Gregory Road,Monticello, NY 12701
Monticello, NY 12701
Description
399 Gregory Rd, Monticello, NY - A Private Estate Like No Other Set on 20 breathtaking acres in Monticello, this extraordinary nearly 18,000sf gated estate delivers an unmatched combination of scale, luxury, and privacy. Surrounded by a perfect blend of open land and natural beautyincluding a picturesque stream and sweeping viewsthis property offers a rare sense of seclusion just minutes from the area’s top destinations.Ideally located near Monticello Motor Club, Resorts World Catskills, Kartrite Indoor Water Park, Monster Golf Course, Bethel Woods Center for the Arts, and the scenic Catskill Mountains, this estate combines tranquility with convenience and access to year-round attractions.Inside, the home is designed for both grand entertaining and everyday comfort. Amenities include a spectacular indoor pool, full bar, pizza oven, game room, private theater, gym, multiple fireplaces, sauna, and hot tubcreating a true resort-style experience. With 14+ bedrooms, this property has successfully hosted weddings, retreats, and large gatherings.Nearly every aspect of the home has been thoughtfully upgraded by the current owners. Improvements include a brand new dehumidifier and heater for the indoor pool, new heating and cooling systems, upgraded electric, low-voltage wiring, security cameras, and a brand-new high-capacity septic system. The estate also offers a fully equipped kitchen, a fully equipped game room, a detached garage, and a separate, private suite on the upper level. The entire property is fully winterized and move-in ready.Zoned RR2, this estate presents exceptional flexibility and investment potential. With planning board approval, it is well-suited for use as a retreat center, summer camp, or event venue. A discerning buyer can enjoy this home as a private luxury escape while also generating substantial income through rentals, weddings, and organizational use throughout the year.This is truly a property that must be experienced in person to fully appreciate the scale, craftsmanship, and atmosphere it offersphotos simply don’t capture the full picture of what this mansion entails.A rare opportunity for the buyer who values privacy, prestige, and potentialthis is more than a home, it’s a legacy estate. Reach out today to schedule your private tour.
Details
| MLS # | 976893 |
|---|---|
| Listing Type | For Sale |
| Style | House |
| Sub-Type | Resale |
| Status | Active |
| Year | 1989 |
| Days On Site | 124 |
| Listing Provided By | Catskills Home Services | Rivky Klagsbrun |
Features
| Bed(s) | 14 |
|---|---|
| Bath(s) | 17 Total |
| SQ Feet | 17,570 |
| Garage | 2 |
| Basement | Y |
| Pool | Yes |
| Story(s) | 2 |
| Acreage | 20.00 |
| Water Front | Yes |
| Property View | Trees, Woods |
Interior
| Cooling | Central Air |
|---|---|
| Heating | Forced Air |
| Interior Features | Chandelier, Entrance Foyer, Granite Counters, High Ceilings, High Speed Internet, Primary Bathroom, Open Kitchen, Sound System, Storage |
| Window Features | Skylight(s) |
| Appliances | Dishwasher, Dryer, Exhaust Fan, Freezer, Gas Oven, Oven, Refrigerator, Washer, Tankless Water Heater |
Exterior
| Exterior Features | Fire Pit, Gas Grill, Lighting, Mailbox, Playground |
|---|---|
| Security Features | Smoke Detector(s), Video Cameras |
| Construction Materials | Stone |
| Foundation Details | Concrete Perimeter |
| Lot Features | Back Yard, Front Yard, Landscaped, Part Wooded, Private, Views, Wooded |
| Fencing | Partial |
Parking
| Garage Yes / No | Yes |
|---|---|
| Parking Features | Covered, Driveway, Garage, Parking Lot |
Utilities
| Utilities | Electricity Connected |
|---|---|
| Sewer | Septic Tank |
Taxes
| Tax Year | 2026 |
|---|---|
| Tax Assessed Value | 749200 |
| Tax Annual Amount | 31248 |
| Tax Lot | 1 |
Area Information
| State | NY |
|---|---|
| County | Sullivan County |
| City | Monticello |
| Zip Code | 12701 |
| School District | Monticello High School |
| Elementary School | George L Cooke School |
| High School | Monticello High School |
| Listing VS Median (in 12701) | |
Price: $5,000,000 low | high Med: $377,500 sqft: 17,570 low | high Med: 1,790 $ / sqft: $285 low | high Med: $216 On site: 124 low | high Med: 134 | |
Market Activity 12701
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Learn More About This Property
| State | NY |
|---|---|
| County | Sullivan County |
| City | Monticello |
| Zip Code | 12701 |
| School District | Monticello High School |
| Elementary School | George L Cooke School |
| High School | Monticello High School |
| Listing VS Median (in 12701) | |
Price: $5,000,000 low | high Med: $377,500 sqft: 17,570 low | high Med: 1,790 $ / sqft: $285 low | high Med: $216 On site: 124 low | high Med: 134 | |