NY
Orange
Montgomery
12549
95 Judson Road
95 Judson Road, Montgomery, NY 12549
Share Listing
Listing Type
Single Family
Listing Status
Active
50
$2,499,900

Home Details for 95 Judson Road

Price
$2,499,900
Type
Residential
Bedrooms
3
Total Bathrooms
3
Full Bathrooms
3
Square feet
3448
Year built
2004
Lot size acres
38.3
County
Orange
Total rooms
10
Garage
20
Basement
Storage Space, Unfinished, Walk-Out Access
MLS Listing#
1006189
Property Description

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, soaring 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 family compound, equestrian estate, entertainer's paradise, or Hudson Valley retreat, this iconic property delivers a lifestyle unlike any other.

View Virtual Tour
Property Features
  • House Interior
    • 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
  • Parking
    • Driveway
    • Garage
    • Garage Door Opener
    • Heated Garage
    • Oversized
    • Storage
  • Heating Information
    • Baseboard
    • Forced Air
    • Oil
    • Radiant
    • Radiant Floor
  • Utilities
    • Cable Connected
    • Electricity Connected
    • Propane
    • Underground Utilities
  • Basement
    • Storage Space
    • Unfinished
    • Walk-Out Access
  • Waterfront and Water Access
    • Pond
    • Waterfront Access
  • Water Features
    • Private
    • Well
  • Fire Place
    • Living Room
    • Wood Burning
  • Cooling Information
    • Central Air
School Information
School Information for 95 Judson Road, Montgomery, NY 12549
Elementary School
E J Russell Elementary School
Middle School
Crispell Middle School
High School
Pine Bush Senior High School
Listing Courtesy: Howard Hanna Rand Realty - 845-744-2095
Presented by: Danielle Bartula
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
Fair Housing Notice
Transportation
Check the walk, transit, and bike score for
Neighborhood Market Statistics
See average values in the proximity of this property
Median Listing Price
Median Days on Site
Median Square Feet
Market statistics compiled from data from OneKey MLS.
EXIT REALTY DKC
3825 East Tremont Ave, Bronx, NY 10465
Justin Simmons
Associate Broker
Office
718 676 1371
Agent
917 254 2103
Request more details
Code: