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Street View
$5,000,000
Monthly Est:$24,887
14 Beds
- 17 Baths
12 full baths + 5 half baths
17,570sqft
399 Gregory Rd, Monticello, NY 12701
$5,000,000
$24,887/moEst:
Get Pre-Approved
Single Family Residence
Built in 1989
$-- HOA
20 acres lot
$285/sq.ft
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 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 ...
- Houzeo last checked: 3 hours ago
- Listing updated: April 21, 2026 at 3:10 am
- Listing Provided by: Rivky Klagsbrun (845) 662-5046 , Alan R. Wieder | Catskills Home Services (845) 397-7768
- Source: OneKey MLS-NY | MLS#: 976893

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1989
HOA Fees
-
Finished Area
17,570 sqft
Lot Size
20 acres lot
Basement Area
- sqft
MLS Name
OneKey MLS
MLS Number
976893
MLS Status
Active
Days on Market
151
Cumulative Days on Market
1

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Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 14
Bathrooms: 17
Interior
Cooling
Central Air
Exterior Features
Fire Pit, Gas Grill, Lighting, Mailbox, Playground
Interior Features
Chandelier, Entrance Foyer, Granite Counters, High Ceilings, High Speed Internet, Primary Bathroom, Open Kitchen, Sound System, Storage
Flooring
Carpet, Ceramic Tile, Hardwood, Vinyl
Appliances
Dishwasher, Dryer, Exhaust Fan, Freezer, Gas Oven, Oven, Refrigerator, Washer, Tankless Water Heater
Heating
Forced Air
Sewer
Septic Tank
Window Features
Skylight(s)
Construction
Year Built
Year Built: 1989
Home type
Single Family Residence
Property Condition
Updated/remodeled
Foundation Details
Concrete Perimeter
Architectural Style
Estate
Construction Materials
Stone
Utilities & Energy
Parking Features
Covered, Driveway, Garage, Parking Lot
Water Source
Well
Security Features
Smoke Detector(s), Video Cameras
Utilities
Electricity Connected
Fireplace Features
Wood Burning
Pool Features
In Ground, Indoor
Basement
Partial, Storage Space, Unfinished
Laundry Features
Multiple Locations
Other Features
Lot Features
Back Yard, Front Yard, Landscaped, Part Wooded, Private, Views, Wooded
Disclosures
None
Patio And Porch Features
Deck, Patio
Price History
| Date | Event | Price |
|---|---|---|
04/20/2026 Source: | Listed for Sale | $5,000,000 $285/sqft |
Nearby Homes
Find Homes by Property Features in Monticello, NY

Based on information from OneKey MLS, through Sep 18, 2026, 05:48PM. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 OneKey® MLS. All rights reserved.
Advertising Broker: Mark Karten | Karten Real Estate Services
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