1 of 49

Want to see this home?

399 Gregory Road

Monticello, NY 12701

14 beds
17 baths
17,570 sqft
~20 acre lot
$284 per sqft
1989 build
– on site

Discover unparalleled luxury in this meticulously renovated almost 18,000 square foot mansion nestled on 20 acres of mostly flat land in rapidly developing Monticello, just moments from the thriving recently approved Satmar year-round community. This extraordinary RR2-zoned property offers tremendous versatility, comfortably accommodating large amount of people and perfectly suited for a yeshiva, organization headquarters, retreat center, or summer camp (with planning board approval). Boasting a spectacular indoor swimming pool, separate suite with private entrance, picturesque stream alongside the property, expansive decks and patios with premium outdoor furniture, ample storage throughout, and a brand new high-capacity septic system, this estate provides both privacy and convenience in a fully winterized, completely renovated, move-in ready package that represents a rare opportunity for discerning buyers seeking both prestige and practicality. INVESTMENT POTENTIAL Development Opportunity: RR2 zoning allows for summer camp use with planning board approval Subdivision Potential: Possibility for additional buildable lot, enhancing investment value Growing Area: Located in Monticello's rapidly developing region, promising future appreciation This rare offering combines luxury living with exceptional versatility and investment potential. The property's pristine condition, strategic location, and extensive amenities create an unmatched opportunity. Contact us today for a private showing of this extraordinary estate.

Listing courtesy of ONEKEY / Master Realty Group Inc.

Last checked: Checking… • Last updated May 9, 2025 •

MLS# 858111 —

The Building

Year Built:

1989
Basement:

true
Architectural Style:

Estate
Construction Materials:

Stone
Patio And Porch Features:

Deck, Patio
Year Built Effective:

2022
Building Area Units:

Square Feet
Exterior Features:

Gas Grill, Playground
Window Features:

Skylight(s)
Security Features:

Smoke Detector(s), Video Cameras
Laundry Features:

Multiple Locations
Attic:

None

Interior

Living Area:

17570
Total Rooms:

9
Interior Features:

Chandelier, Entrance Foyer, Granite Counters, High Speed Internet, Primary Bathroom, Open Kitchen, Sound System, Storage, Washer/Dryer Hookup
Fireplaces Total:

2
Fireplace:

true
Flooring:

Carpet, Ceramic Tile, Hardwood
Living Area Source:

Plans

Financial & Terms

Lease Considered:

false

The Property

Fencing:

Partial
Lot Features:

Back Yard
Lot Size Acres:

20
Parcel Number:

4689-056-0-0001-056-002
Property Type:

Residential
Property Subtype:

Single Family Residence
Lot Size SqFt:

871,200 Sqft
Property Attached:

false
Property Condition:

Updated/Remodeled
Additional Parcels:

false
Waterfront:

false
Water Access:

No
Road Responsibility:

Public Maintained Road
Other Equipment:

Dehumidifier

Listing Agent

Contact info:

Taxes

Tax Year:

2024
Tax Source:

Municipality
Tax Annual Amount:

30436.71
Tax Lot:

1

Beds

Total Bedrooms:

14

Baths

Full Baths:

12
Half Baths:

5
Total Baths:

17

The Listing

Special Listing Conditions:

None

Heating & Cooling

Heating:

Forced Air
Cooling:

Central Air

Utilities

Sewer:

Septic Tank
Utilities:

Electricity Connected
Water Source:

Well
Electric Company:

Nyseg

Appliances

Appliances:

Dishwasher, Dryer, Freezer, Oven, Refrigerator, Washer

Schools

High School:

Monticello High School
Elementary School:

Contact Agent
High School District:

Monticello
Middle School:

Robert J Kaiser Middle School

The Community

Association:

false
Senior Community:

false
Pool Features:

In Ground, Indoor
Pool Private:

true

Parking

Parking Features:

Covered, Driveway
Parking Total:

18
Garage:

false
Carport:

false

Monthly cost estimate

Asking price

$5,000,000

Expense	Monthly cost
Mortgage	$26,773
Taxes	$2,536
Insurance	$1,375
Utilities	$1,373 See report
Total	$32,057/mo.^*
	^*This is an estimate

Explore the Area

My Commute

From

Walk Score®

Provided by WalkScore® Inc.

Bike Score®

Provided by WalkScore® Inc.

Air Pollution Index

Provided by ClearlyEnergy

Max Internet Speed

Spectrum

Provided by BroadbandNow®

Sale history

Date	Event	Source	Price	% Change
5/7/25 May 7, 2025	Listed / Active	ONEKEY	$5,000,000

Want a closer look?

Go see 399 Gregory Road

Or Call Toll Free 1-800-258-2512

We guarantee that we’ll never spam you.

* indicates a required field

More homes

Newest listings in Thompson, NY

Similar sold homes

This house located in Thompson, NY 12701 is currently for sale for $5,000,000. 399 Gregory Road is a 17,570 square foot house with 14 beds and 17 baths that has been on Estately for 2 days.

Listing Courtesy of: ONEKEY and Master Realty Group Inc..

IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by the MLS.

Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.