Login

399 Gregory Road, Monticello, NY 12701

Monticello
Local realty services provided by:CENTURY 21 Alliance Realty Group
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...

Contact an agent

contact an agent

Yes, I would like more information. Please use and/or share my information with an independent agent affiliated with the CENTURY 21®  brand to contact me about my real estate needs. By clicking Send message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an independent agent affiliated with the CENTURY 21®  brand is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE® , Coldwell Banker® , Corcoran® , ERA® , Sotheby's International Realty® ). I acknowledge that I have read and agree to theTerms of useandPrivacy notice

Home facts

  • Year built:1989
  • Listing ID #:976893
  • Added:1 day(s) ago
  • Updated:April 21, 2026 at 04:52 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
Copyright 2026 OneKey MLS. All rights reserved. Listings courtesy of OneKey MLS as distributed by MLS GRID <lastMLSCheckTimestamp>. OneKey MLS provides content displayed here (“provided content”) on an “as is” basis and makes no representations or warranties regarding the provided content, including, but not limited to those of non-infringement, timeliness, accuracy, or completeness. Individuals and companies using information presented are responsible for verification and validation of information they utilize and present to their customers and clients. OneKey MLS will not be liable for any damage or loss resulting from use of the provided content or the products available through Portals, IDX, VOW, and/or Syndication. Recipients of this information shall not resell, redistribute, reproduce, modify, or otherwise copy any portion thereof without the expressed written consent of OneKey MLS.

New listings near 399 Gregory Road