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399 Gregory Road, Monticello, NY 12701

Monticello
Local realty services provided by:CENTURY 21 AllPoints Realty
399 Gregory Road,Monticello, NY 12701
$5,000,000
  • 14 Beds
  • 17 Baths
  • 17,570 sq. ft.
  • Single family
  • Active
Listed by: rivky klagsbrun, alan r. wieder
Office: catskills home services
MLS#:976893
Source:OneKey MLS

Price summary

  • Price:$5,000,000
  • Price per sq. ft.:$284.58

About this home

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 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...

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Home facts

  • Year built:1989
  • Listing ID #:976893
  • Added:96 day(s) ago
  • Updated:July 25, 2026 at 11:22 AM

Rooms and interior

  • Bedrooms:14
  • Total bathrooms:17
  • Full bathrooms:12
  • Half bathrooms:5
  • Rooms Total:9
  • Flooring:Hardwood
  • Kitchen Description:Dishwasher, Freezer, Oven, Refrigerator
  • Basement:Yes
  • Basement Description:Partial, Unfinished
  • Living area:17,570 sq. ft.

Heating and cooling

  • Cooling:Central Air
  • Heating:Forced Air
  • Central air:Yes

Structure and exterior

  • Year built:1989
  • Building area:17,570 sq. ft.
  • Lot area:20 Acres
  • Lot Features:Part Wooded, Private, Views, Wooded
  • Architectural Style:Estate
  • Construction Materials:Stone
  • Levels:2 Story

Schools

  • High school:Monticello High School
  • Middle school:Robert J Kaiser Middle School
  • Elementary school:George L Cooke School

Utilities

  • Water:Well
  • Sewer:Septic Tank

Finances and disclosures

  • Price:$5,000,000
  • Price per sq. ft.:$284.58
  • Tax amount:$31,248 (2026)

Features and amenities

  • Appliances:Dishwasher, Dryer, Freezer, Oven, Refrigerator, Tankless Water Heater, Washer
  • Laundry features:Dryer, Washer
  • Amenities:Entrance Foyer, Granite Counters, High Ceilings, High Speed Internet, Storage
  • Pool features:In Ground, Indoor

Parking

  • Total parking spaces:20
  • Parking description:Covered, Driveway, Garage, Parking Lot
  • Garage:Yes
  • Garage spaces:2
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