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95 Judson Road

Montgomery, NY 12549
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Bed 3

Bed

Bath 3

Bath

SqFt3,448

Sqft

Acres38.30

Acres(Lot)

Welcome to one of the Hudson Valley's most iconic private estates; an extraordinary 38+ acre retreat offering luxury, recreation, equestrian amenities, abundant space for custom vehicle enthusiasts and unmatched entertaining spaces. Known locally as the famed "Orange County Choppers House," this remarkable property blends rustic elegance with modern comfort in a setting designed for those who appreciate both refined living and outdoor adventure. Beyond the gated entrance, a winding driveway passes fenced paddocks, open meadows, and animal outbuildings before arriving at the impressive log home, complete with a wraparound covered porch, metal roof, and expansive courtyard driveway with ample space for oversized vehicles and equipment. Inside, the home showcases rich wood craftsmanship, soar ing ceilings, and breathtaking views of the surrounding mountains, koi ponds, and manicured gardens. The chef's kitchen features custom wood cabinetry, granite countertops, a center island, and spacious dining area, while a practical mudroom includes a convenient dog washing station. The dramatic great room serves as the heart of the home with floor-to-ceiling windows and a striking stone fireplace. The main level offers a private office, full bathroom, and a luxurious primary suite complete with a walk-in closet and spa-inspired ensuite featuring a floating jetted soaking tub, oversized tiled shower, and double vanity. Nearly every room opens directly to inviting outdoor living spaces that seamlessly connect the home to its natural surroundings. Upstairs, two generously sized bedrooms share a full bath, while a peaceful loft-style sitting area overlooks both the great room below and the picturesque grounds beyond. The partially finished lower level provides endless potential with a full bathroom and bar area already in place, awaiting your personal finishing touches. Step outside and discover a true resort-style oasis. The spectacular multi-level heated pool features a slide, wading area, and extensive lounging spaces. The pool house includes a tiki bar, full bathroom, and outdoor shower, while dual Thor grills, granite serving stations, and a shaded pergola create the ultimate setting for unforgettable gatherings. The estate continues to impress with a heated two-story showroom garage offering over 7,000 square feet of space. The upper level includes two guest apartments, each with kitchenettes, bedrooms, and bathrooms, creating exceptional opportunities for extended family, guests, or staff accommodations. Equestrian enthusiasts will appreciate the substantial two-story barn currently configured for five horses with room for expansion, along with a massive hay loft, multiple fenced paddocks, and supporting outbuildings. A separate mechanic's garage and workshop sits farther down the drive, providing privacy and flexibility for hobbyists, collectors, or business pursuits. Completing this extraordinary offering is a stunning 1+ acre pond featuring docks, a waterfall, and waterside grilling patio—an idyllic backdrop for fishing, entertaining, or simply enjoying the peace and beauty of the Hudson Valley countryside. Rarely does a property offer this level of privacy, recreation, functionality, and luxury. Whether envisioned as a compound, equestrian estate, entertainer's paradise, or Hudson Valley retreat, this iconic property delivers a lifestyle unlike any other.

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Detail Ic Property Details

Property Type : Residential

Price : $2,499,900

AD Id : 80523591

MLS Id : 1006189

Beds : 3

Lot Size : 38.30 Acres

Living Area Size : 3,448

Year Built : 2004

Garage : 20

County : Orange

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Feature Features

  • Bedroom Information

    Total beds: 3

    Bathroom Information

    Total Baths: 3 Full Baths: 3

    Room Information

    Rooms Total: 10 Basement: Storage Space, Unfinished, Walk-Out Access
  • Flooring Information

    Hardwood, Tile
  • Interior Features

    Beamed Ceilings, Breakfast Bar, Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Double Vanity, Eat-in Kitchen, Granite Counters, High Ceilings, In-Law Floorplan, Kitchen Island, Natural Woodwork, Open Floorplan, Master Downstairs, Soaking Tub, Storage, Walk-In Closet(s), Wet Bar, Wired for Sound Appliances: Dryer, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer Laundry Features: In Hall, Inside, Laundry Room
  • Heating & Cooling

    Has Heating: Yes Heating: Baseboard, Forced Air, Oil, Radiant, Radiant Floor Has Cooling: Yes Cooling: Central Air

  • Building Information

    Year Built: 2004 Construction Materials: Log Patio And Porch Features: Covered, Deck, Patio, Porch, Terrace, Wrap Around Pool Features: Fenced, In Ground, Private Private Pool: Yes Water front Features: Pond, Waterfront Access View: Panoramic, Trees/Woods, Water
  • Exterior Features

    Exterior Features: Garden, Dock, Fire Pit, Gas Grill, Lighting

  • Lot Information

    Lot Size Acres: 38.3 Lot Size Square Feet: 1668348 Lot Description: Sloped, Garden, Landscaped, Private, Rolling Slope

  • Listing Price Information

    Listing Price: $2499900

  • Tax Information

    Parcel Number: 332600-012-000-0001-015.220-0000 Annual Tax: $49500

  • Parking Information

    Driveway, Garage, Garage Door Opener, Heated Garage, Oversized, Storage

    Garage Information

    Has Garage: Yes Garage Space: 20

  • School Information

    Elementary School: E J Russell Elementary School
    Junior High School: Crispell Middle School
    Senior High School: Pine Bush Senior High School
  • Utility Information

    Cable Connected, Electricity Connected, Propane, Underground Utilities
  • Location Information

    WaterSource: Private, Well Security Features: Security Gate
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The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved

ByOwner last updated this listing 06/10/2026 @ 00:12

MLS: 1006189 LISTED BY: Danielle Bartula, Howard Hanna Rand Realty 845-744-2095 SOURCE: OneKey MLS

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