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.
For sale
$2,499,900
95 Judson Road, Montgomery, NY 12549
3beds
3,448sqft
Single Family Residence, Residential
Built in 2004
38.3 Acres Lot
$-- Zestimate®
$725/sqft
$-- HOA
What's special
Massive hay loftGated entranceImpressive log homePrivate officeTwo generously sized bedroomsEquestrian amenitiesCenter island
- 1 day |
- 555 |
- 44 |
Zillow last checked:
Listing updated:
Listed by:
Howard Hanna Rand Realty 845-744-2095,
Danielle Bartula 646-639-0077
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1006189
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 3
Primary bedroom
- Description: 1st floor primary bedroom with walk-in closet, spa-like ensuite and glass doors out to the patio, koi pond and gazebo. Stunning views of the mountains and gardens.
- Level: First
Bedroom 2
- Description: Upstairs you will find one of two large bedrooms. Closet, large windows and great natural light.
- Level: Second
Bedroom 3
- Description: Spacious bedroom with room for 2 beds and a sitting area. Walk-in closet.
- Level: Second
Primary bathroom
- Description: Large ensuite with soaking jetted tub, oversized tiled shower, dbl vanity and radiant floors
- Level: First
Bathroom 1
- Description: Full bathroom on the main level, perfect for guests. Also home to the laundry closet
- Level: First
Bathroom 3
- Description: Shared bathroom with shower/bath tub combo
- Level: Second
Basement
- Description: Large walkout basement currently partially finished. Inquire for more information.
- Level: Lower
Bonus room
- Description: Mudroom with ample storage and a dog wash station
- Level: First
Kitchen
- Description: A true entertaining kitchen with stainless steel appliances, granite countertops, an abundance of cabinet storage, breakfast bar, island and open concept floor plan to dining area. Access to the wrap around covered porch, pool and front outdoor grilling station
- Level: First
Living room
- Description: The grand gathering room, with high ceilings, beautiful exposed wood, handsome stone fireplace and floor to ceiling windows to bring in the natural light and take in the sunsets.
- Level: First
Office
- Description: Spacious office or bonus room with hardwood floors, closet, glass doors to the wrap around covered porch and the koi pond. Gorgeous mountain views.
- Level: First
Heating
- Baseboard, Forced Air, Oil, Radiant, Radiant Floor
Cooling
- Central Air
Appliances
- Included: Dryer, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer
- Laundry: In Hall, Inside, Laundry Room
Features
- 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
- Flooring: Hardwood, Tile
- Basement: See Remarks,Storage Space,Unfinished,Walk-Out Access
- Attic: None
- Number of fireplaces: 1
- Fireplace features: Living Room, Wood Burning
Interior area
- Total structure area: 3,448
- Total interior livable area: 3,448 sqft
Video & virtual tour
Property
Parking
- Total spaces: 20
- Parking features: Driveway, Garage, Garage Door Opener, Heated Garage, Oversized, Storage
- Garage spaces: 20
- Has uncovered spaces: Yes
Features
- Levels: Two
- Patio & porch: Covered, Deck, Patio, Porch, Terrace, Wrap Around
- Exterior features: Dock, Fire Pit, Garden, Gas Grill, Lighting, Speakers
- Has private pool: Yes
- Pool features: Fenced, In Ground
- Fencing: Full
- Has view: Yes
- View description: Open, Panoramic, Trees/Woods, Water
- Has water view: Yes
- Water view: Water
- Waterfront features: Pond
Lot
- Size: 38.3 Acres
- Features: Garden, Landscaped, Private, Rolling Slope, Stone/Brick Wall
Details
- Parcel number: 3326000120000001015.2200000
- Special conditions: None
- Other equipment: Negotiable, Pool Equip/Cover
- Horses can be raised: Yes
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Estate,Log,Mini Estate
- Property subtype: Single Family Residence, Residential
Materials
- Log
Condition
- Year built: 2004
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Cable Connected, Electricity Connected, Propane, Trash Collection Private, Underground Utilities
Community & HOA
Community
- Security: Security Gate, Video Cameras
HOA
- Has HOA: No
Location
- Region: Montgomery
Financial & listing details
- Price per square foot: $725/sqft
- Tax assessed value: $550,600
- Annual tax amount: $49,500
- Date on market: 6/6/2026
- Cumulative days on market: 2 days
- Listing agreement: Exclusive Right To Sell
- Electric utility on property: Yes
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 6/6/2026 | Listed for sale | $2,499,900-10.7%$725/sqft |
Source:  OneKey® MLS as distributed by MLS GRID #1006189 Report a problem | ||
| 4/5/2021 | Listing removed | -- |
Source:  Keller Williams Report a problem | ||
| 10/27/2020 | Listed for sale | $2,800,000+86.7%$812/sqft |
Source: Keller Williams Hudson Valley #H6079689 Report a problem | ||
| 9/20/2019 | Sold | $1,500,000-9.1%$435/sqft |
Source: OneKey® MLS as distributed by MLS GRID #H4745439 Report a problem | ||
| 5/20/2019 | Pending sale | $1,650,000$479/sqft |
Source: Ellis Sotheby's International Realty #4745439 Report a problem | ||
| 10/8/2018 | Price change | $1,650,000-2.9%$479/sqft |
Source: Ellis Sotheby's International Realty #4745439 Report a problem | ||
| 8/8/2018 | Price change | $1,699,000-15%$493/sqft |
Source: Ellis Sotheby's International Realty #4745439 Report a problem | ||
| 5/4/2018 | Price change | $1,999,000-20%$580/sqft |
Source: Ellis Sotheby's International Realty #4745439 Report a problem | ||
| 1/10/2018 | Price change | $2,499,000-13.7%$725/sqft |
Source: Ellis Sotheby's International Realty #4745439 Report a problem | ||
| 10/15/2017 | Listed for sale | $2,895,000+1058%$840/sqft |
Source: Ellis Sotheby's Intl Realty #4745439 Report a problem | ||
| 8/28/2003 | Sold | $250,000$73/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $550,600 |
| 2024 | -- | $550,600 |
| 2023 | -- | $550,600 |
| 2022 | -- | $550,600 |
| 2021 | -- | $550,600 |
| 2020 | -- | $550,600 |
| 2019 | -- | $550,600 |
| 2018 | -- | $550,600 |
| 2017 | $47,992 | $550,600 |
| 2016 | -- | $550,600 |
| 2015 | -- | $550,600 |
| 2014 | -- | $550,600 |
| 2013 | -- | $550,600 |
| 2012 | -- | $550,600 |
| 2011 | -- | $550,600 |
| 2010 | -- | $550,600 -13.6% |
| 2009 | -- | $637,600 |
| 2007 | -- | $637,600 |
| 2006 | -- | $637,600 +208.8% |
| 2005 | -- | $206,500 |
Find assessor info on the county website
Monthly payment
Estimated monthly payment$1,822
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 12549
Nearby schools
GreatSchools rating
- 6/10E J Russell Elementary SchoolGrades: PK-5Distance: 3.8 mi
- 7/10Crispell Middle SchoolGrades: 6-8Distance: 4 mi
- 6/10Pine Bush Senior High SchoolGrades: 9-12Distance: 3.6 mi
Schools provided by the listing agent
- Elementary: E J Russell Elementary School
- Middle: Crispell Middle School
- High: Pine Bush Senior High School
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- New York
- Orange County
- Montgomery
- 12549
- 95 Judson Road
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