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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

    Row barnFloor-to-ceiling windowsMassive hay loftGated entrancePartially finished lower levelImpressive log homePeaceful loft-style sitting area
    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, a pond, farm animal run-in sheds and a row barn, 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. A full house generator offers peace of mind all year long. 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 commercial grade 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 classic red two-story barn currently configured for five horses with room for expansion, along with a massive hay loft, multiple fenced paddocks, and supporting run-ins. An impressive 6000 sq ft commercial grade 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.
    92 days
    1,184
    92

    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#: 1006189MLS Logo

      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. 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: 93 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

        DateEventPrice
        6/6/2026Listed for sale$2,499,900-10.7%$725/sqft
        Source: OneKey® MLS as distributed by MLS GRID #1006189 Report a problem
        4/5/2021Listing removed--
        Source: Keller Williams Report a problem
        10/27/2020Listed for sale$2,800,000+86.7%$812/sqft
        Source: Keller Williams Hudson Valley #H6079689 Report a problem
        9/20/2019Sold$1,500,000-9.1%$435/sqft
        Source: OneKey® MLS as distributed by MLS GRID #H4745439 Report a problem
        5/20/2019Pending sale$1,650,000$479/sqft
        Source: Ellis Sotheby's International Realty #4745439 Report a problem
        10/8/2018Price change$1,650,000-2.9%$479/sqft
        Source: Ellis Sotheby's International Realty #4745439 Report a problem
        8/8/2018Price change$1,699,000-15%$493/sqft
        Source: Ellis Sotheby's International Realty #4745439 Report a problem
        5/4/2018Price change$1,999,000-20%$580/sqft
        Source: Ellis Sotheby's International Realty #4745439 Report a problem
        1/10/2018Price change$2,499,000-13.7%$725/sqft
        Source: Ellis Sotheby's International Realty #4745439 Report a problem
        10/15/2017Listed for sale$2,895,000+1058%$840/sqft
        Source: Ellis Sotheby's Intl Realty #4745439 Report a problem
        8/28/2003Sold$250,000$73/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax 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.
        See how much you could borrow to make a competitive offer.
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        Climate risks

        Neighborhood: 12549

        Getting around

        0 / 100
        Car-Dependent
        10 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        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.

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