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$5,000,000
7 Days On Site

399 Gregory Road
Monticello, NY 12701

For Sale|Single Family Residence|Active
14
Beds
12
Full Baths
5
Partial Baths
17,570
SqFt
$285
/SqFt
1989
Built
County:
Sullivan
Listing courtesy of Master Realty Group Inc. [email protected]

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Call Now: 845-796-1200
Is this the home for you? We can help make it yours.
845-796-1200
399 Gregory Road399 Gregory Road399 Gregory Road399 Gregory Road
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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.

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Listing Snapshot
Price 
$5,000,000
Days On Site 
7 Days
Bedrooms 
14
Inside Area (SqFt) 
17,570 sqft
Total Baths 
17
Full Baths 
12
Partial Baths 
5
Lot Size 
20 Acres
Year Built 
1989
MLS® Number 
858111
Status 
Active
Property Tax 
$30,436.71
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
a week agoListing first seen on site
a week agoListing updated with changes from the MLS®
General Features
Acres 
20
Parking 
CoveredDriveway
Parking Spaces 
18
Property Condition 
Updated/Remodeled
Property Sub Type 
Single Family Residence
Security 
Smoke Detector(s)
Sewer 
Septic Tank
Style 
Estate
Utilities 
Electricity Connected
Water Source 
PrivateWell
Interior Features
Appliances 
DishwasherDryerFreezerOvenRefrigeratorWasher
Basement 
Partial
Cooling 
Central Air
Fireplace 
Yes
Fireplaces 
2
Flooring 
CarpetCeramic TileHardwood
Heating 
Forced Air
Interior 
ChandelierEntrance FoyerGranite CountersHigh Speed InternetSound SystemStorage
Laundry Features 
Multiple Locations
Window Features 
Skylight(s)
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Exterior Features
Construction Details 
Stone
Exterior 
Gas GrillPlayground
Fencing 
Partial
Lot Features 
Back Yard
Patio And Porch 
DeckPatio
Pool Features 
In GroundIndoorPrivate
Private Pool 
Yes
View 
Trees/Woods
Waterview 
Trees/Woods
Windows/Doors 
Skylight(s)
Community Features
School District 
Monticello
Schools
School District
Monticello
Elementary School
Contact Agent
Middle School
Robert J Kaiser Middle School
High School
Monticello High School
Listing courtesy of Master Realty Group Inc. [email protected]


Based on information submitted to the MLS GRID as of 2025-05-15 09:12 AM EDT. 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.

Neighborhood & Commute
Source: Walkscore
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