Erin Darran
Licensed Real Estate Salesperson
REALTOR®
Stamford, NY
Office: (607) 652-2220 (607) 386-3671

95 Judson Road , Montgomery, NY 12549

New - 3 Hours Ago

50 Total Photos [Click to View All]

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 en

95 Judson Road | MLS# 1006189

This single family home located at 95 Judson Road , Montgomery, NY 12549 is currently listed for sale with an asking price of $2,499,900. This property was built in 2004 and has 3 bedrooms and 3 full baths with 3448 sq. ft. Judson Road is located within the Pine Bush school district. Search Montgomery real estate on erin-darran.timberlandproperties.com today.

Gallery

Property Features

Property Type: Residential - Single Family
Basement: See Remarks, Storage Space, Unfinished, Walk-Out Access
Basement: Yes
Cooling: Central Air
Fenced: Yes
Fireplaces: 1
Garage: 20
Heating: Baseboard, Forced Air, Oil, Radiant, Radiant Floor
Home Style: Estate, Log, Mini Estate
Lot Size: 38.30 Acres
Taxes: $49,500
Year Built: 2004

Amenities

First Floor Bedroom
First Floor Full Bath
Beamed Ceilings
Breakfast Bar
Built-in Features
Cathedral Ceiling(s)
Ceiling Fan(s)
Chefs Kitchen
Double Vanity
Eat-in Kitchen
Granite Counters
High Ceilings
In-Law Floorplan
Kitchen Island
Natural Woodwork
Open Floorplan
Open Kitchen
Primary Bathroom
Master Downstairs
Soaking Tub
Speakers
Storage
Walk-In Closet(s)
Wet Bar
Wired for Sound
Dock
Fire Pit
Garden
Gas Grill
Lighting
Speakers

Feature Descriptions

Appliances: Dryer, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer
Exterior: Log
Fencing: Full
Fireplace Features: Living Room, Wood Burning
Fireplace Y/N: Yes
Flooring: Hardwood, Tile
GarageY/N: Yes
HorseY/N: Yes
Laundry: In Hall, Inside, Laundry Room
Lot Features: Garden, Landscaped, Private, Rolling Slope, Stone/Brick Wall
On Market Date: 2026-06-06
Parcel Number: 332600-012-000-0001-015.220-0000
Parking Features: Driveway, Garage, Garage Door Opener, Heated Garage, Oversized, Storage
Patio And Porch: Covered, Deck, Patio, Porch, Terrace, Wrap Around
Pool Features: Fenced, In Ground
Rental Term: Monthly
Rooms Total: 10
Security Features: Security Gate, Video Cameras
Sewer: Septic Tank
Special View Info: Open, Panoramic, Trees/Woods, Water
Swimming Pool: Yes
Utilities: Cable Connected, Electricity Connected, Propane, Trash Collection Private, Underground Utilities
Water: Well
Waterfront Features: Pond

Local Schools

High School: Pine Bush Senior High School
Middle School: Crispell Middle School
Elementary School: E J Russell Elementary School
School District: Pine Bush

Estimate Your Payment

Estimated Payment

$ 10,417.83 per month $5,563.69 Principal & Interest $4,125.00 Property Tax $729.14 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Demographics

Listed By / Shown By

Listing By

Agency Name: Howard Hanna Rand Realty
Agency Contact: 845-744-2095

Shown By

Agent Name: Erin Darran
Agent Phone: (607) 386-3671
Agency Title: Timberland Properties

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All information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither broker(s), nor agent(s) shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless. Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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 on this site was last updated 06/06/2026. The listing information on this page last changed on 06/06/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 06/06/2026 12:00:13 AM EST) or Global MLS (last updated Fri 06/05/2026 11:52:20 PM EST) or New York State Alliance MLS (last updated Fri 06/05/2026 11:58:58 PM EST) or Hudson Valley Catskill Region MLS (last updated Fri 06/05/2026 11:51:14 PM EST) or OneKey MLS (last updated Fri 06/05/2026 11:53:25 PM EST). Real estate listings held by brokerage firms other than Timberland Properties may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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