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For sale
  • $5,000,000

    399 Gregory Road, Monticello, NY 12701

    14beds
    17,570sqft
    Single Family Residence, Residential
    Built in 1989
    20 Acres Lot
    $-- Zestimate®
    $285/sqft
    $-- HOA

    What's special

    Indoor swimming poolExpansive decks and patiosPremium outdoor furniture
    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.
    45 days
    on Zillow
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    871
    |
    34
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    Zillow last checked: 7 hours ago

    Listing updated: May 14, 2025 at 02:07am

    Listing by:

    Master Realty Group Inc. 845-208-2115,

    Rivky Klagsbrun 845-662-5046

    Source: OneKey® MLS,MLS#: 858111MLS Logo
    Travel times

    Tour with a buyer’s agent

    We’ll find a local expert to take you on a private tour of 399 Gregory Road.

    Next available tour time:Today at 11am

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 14
    • Bathrooms: 17
    • Full bathrooms: 12
    • 1/2 bathrooms: 5
    Heating
    • Forced Air
    Cooling
    • Central Air
    Appliances
    • Included: Dishwasher, Dryer, Freezer, Oven, Refrigerator, Washer
    • Laundry: Washer/Dryer Hookup, Multiple Locations
    Features
    • Chandelier, Entrance Foyer, Granite Counters, High Speed Internet, Primary Bathroom, Open Kitchen, Sound System, Storage
    • Flooring: Carpet, Ceramic Tile, Hardwood
    • Windows: Skylight(s)
    • Basement: Partial
    • Attic: None
    • Number of fireplaces: 2
    Interior area
    • Total structure area: 17,570
    • Total interior livable area: 17,570 sqft

    Property

    Parking
    • Total spaces: 18
    • Parking features: Covered, Driveway
    • Has uncovered spaces: Yes
    Features
    • Patio & porch: Deck, Patio
    • Exterior features: Gas Grill, Playground
    • Has private pool: Yes
    • Pool features: In Ground, Indoor
    • Fencing: Partial
    • Has view: Yes
    • View description: Trees/Woods
    Lot
    • Size: 20 Acres
    • Features: Back Yard
    Details
    • Parcel number: 468905600001056002
    • Special conditions: None
    • Other equipment: Dehumidifier

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Estate
    • Property subtype: Single Family Residence, Residential
    Materials
    • Stone
    Condition
    • Updated/Remodeled
    • Year built: 1989
    • Major remodel year: 2022

    Utilities & green energy

    • Sewer: Septic Tank
    • Utilities for property: Electricity Connected

    Community & HOA

    Community
    • Security: Smoke Detector(s), Video Cameras
    HOA
    • Has HOA: No
    Location
    • Region: Monticello

    Financial & listing details

    • Price per square foot: $285/sqft
    • Tax assessed value: $749,200
    • Annual tax amount: $30,436
    • Date on market: 5/7/2025
    • Listing agreement: Exclusive Right To Sell
    • Electric utility on property: Yes
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