BEDS14
BATHS12 full 5 partial
SQUARE FEET17,570
MLS#976893
STATUSActive
PROPERTY TYPEResidential - Single Family
SCHOOLMonticello
Property Description
399 Gregory Rd, Monticello, NY - A Private Estate Like No OtherSet 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 beauty-including a picturesque stream and sweeping views-this 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 tub-creating 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 offers-photos simply don't capture the full picture of what this mansion entails.A rare opportunity for the buyer who values privacy, prestige, and potential-this is more than a home, it's a legacy estate.Reach out today to schedule your private tour.
Property Features
Property Type: Residential - Single Family
Basement: Partial, Storage Space, Unfinished
Basement: Yes
Cooling: Central Air
Fireplaces: 2
Garage: 2
Heating: Forced Air
Home Style: Estate
Lot Size: 20.00 Acres
Taxes: $31,248
Year Built: 1989
Amenities
Chandelier
Entrance Foyer
Granite Counters
High Ceilings
High Speed Internet
Primary Bathroom
Open Kitchen
Sound System
Storage
Fire Pit
Gas Grill
Lighting
Mailbox
Playground
Feature Descriptions
Appliances: Dishwasher, Dryer, Exhaust Fan, Freezer, Gas Oven, Oven, Refrigerator, Washer, Tankless Water Heater
Attic: Scuttle
Days on Site: 17
Exterior: Stone
Fencing: Partial
Fireplace Features: Wood Burning
Fireplace Y/N: Yes
Flooring: Carpet, Ceramic Tile, Hardwood, Vinyl
GarageY/N: Yes
HorseY/N: Yes
Laundry: Multiple Locations
Lot Features: Back Yard, Front Yard, Landscaped, Part Wooded, Private, Views, Wooded
Number Of Kitchens: 2
On Market Date: 2026-04-19
Other Structures: Shed(s)
Parcel Number: 4689-056-0-0001-056-002
Parking Features: Covered, Driveway, Garage, Parking Lot
Parking Total: 20
Patio And Porch: Deck, Patio
Pool Features: In Ground, Indoor
Rental Term: Monthly
Road Responsibility: Public Maintained Road
Rooms Total: 9
Security Features: Smoke Detector(s), Video Cameras
Seller Concession: Yes
Sewer: Septic Tank
Skylight: Y
Special View Info: Trees/Woods
Swimming Pool: Yes
Utilities: Electricity Connected
Water: Well
Waterfront Features: Stream
Window Features: Skylight(s)
Wooded: Yes
Local Schools
High School: Monticello High School
Middle School: Robert J Kaiser Middle School
Elementary School: George L Cooke School
School District: Monticello
Listed By / Shown By
Listing By
Agency Name: Catskills Home Services
Agency Contact: 845-397-7768
Shown By
Agent Name: Roz Khan
Agent Phone: (917) 977-1507
Agency Title: Howard Hanna | Coach Realtors
Estimate Your Payment
Estimated Payment
$ 25,535.20 per month $21,472.86 Principal & Interest $2,604.00 Property Tax $1,458.33 Homeowner's Insurance
399 Gregory Road | MLS# 976893
This single family home located at 399 Gregory Road, Monticello, NY 12701 is currently listed for sale with an asking price of $5,000,000. This property was built in 1989 and has 14 bedrooms and 12 full and 5 partial baths with 17570 sq. ft. Gregory Road is located within the Monticello school district. Search Monticello real estate on rkhan.coachrealtors.com today.