95 Judson Road Montgomery, NY $ 2,499,900
95 Judson Road
$ 2,499,900
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95 Judson Road

Montgomery, NY, 12549
$ 2,499,900
Bedrooms3 Baths3.0 Sq 3,448

Monthly Estimate*

$ 15,392

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Single Family Home for sale in Montgomery, NY

for $2,499,900 with 3 bedrooms and 3 full baths. This 3,448 square foot home was built in 2004 on a lot size of 38.3.

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

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Single Family Active

Price

$ 2,499,900

Bedrooms

3

Full Bath

3

Property Type

Single Family

Taxes

$ 49,500

Style

Estate,Log,Mini Estate

Lot Size

38.3

Year Built

2004

Town/City

Montgomery

County/Region

Orange

MLS | Web ID

1006189

Features
Interior
Interior 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
Basement See Remarks Storage Space Unfinished Walk-Out Access
Flooring Hardwood Tile
Total Fireplaces 1
Fireplace Features Living Room Wood Burning
Basement Features See Remarks Storage Space Unfinished Walk-Out Access
Basement (Y/N) Y
Fireplace Y/N Y
Half Baths 0
Total Bedrooms 3
Total Baths 3
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General
Sewer Septic Tank
Heating Baseboard Forced Air Oil Radiant Radiant Floor
Cooling Central Air
Utilities Cable Connected Electricity Connected Propane Trash Collection Private Underground Utilities
Appliances Dryer Oven Range Refrigerator Stainless Steel Appliance(s) Washer
Garage Spaces 20
Patio/Porch Features Covered Deck Patio Porch Terrace Wrap Around
Architectural Style Estate Log Mini Estate
Pool Features Fenced In Ground
Security Features Security Gate Video Cameras
Construction Materials Log
Year Built 2004
View Open Panoramic Trees/Woods Water
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 332600-012-000-0001-015.220-0000
Waterfront Features Pond
County Orange County
Property Type Residential
HOA N
Garage Y/N Y
Total Rooms 10
Full Baths 3
High School Pine Bush Senior High School
City Crawford
Senior Community Y/N N
High School District Pine Bush
Carport Y/N N
Elementary School E J Russell Elementary School
Property Attached Y/N N
Tax Annual Amount 49500
Middle/Junior High School Crispell Middle School
Virtual Tour https://tour.landrum-media.com/order/09bc9122-e526-4afb-1f3a-08deb75b6ea3?branding=false https://tour.landrum-media.com/order/09bc9122-e526-4afb-1f3a-08deb75b6ea3
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Pine Bush
Elementary School District Pine Bush
Tax Assessed Value 550600
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Exterior
Exterior Amenities Dock Fire Pit Garden Gas Grill Lighting Speakers
Fencing Full
Parking Features Driveway Garage Garage Door Opener Heated Garage Oversized Storage Driveway Garage Garage Door Opener Heated Garage Oversized Storage
Water Source Well
Waterfront Y/N Y
Road Frontage Type Municipal
Other Equipment Negotiable Pool Equip/Cover
Horse Y/N Y
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Internal Only
Street Number 1 95
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* Excluded Features
List By
Danielle Bartula

Listing Agent

Howard Hanna Rand Realty

Broker

845-744-2095

Contact

Affordability Calculator

$19,517
Per Month
79%
21%
0%
Monthly Principal & Interest
$15,392
Monthly Property Taxes
$4,125
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4101050 Elementary School
4100005 Middle School
Pine Bush Senior High School High School
Pricing History
DatePricePrice ChangeDescription
6/6/2026$2,499,900 Listed Price

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95 Judson Road, Montgomery, NY, 12549 is a Single Family Home for sale at $2,499,900 with 3,448 sqft and a lot size of 38.3. 95 Judson Road has 3 bedrooms, 3.0 baths, and was built in 2004. The property's zip code is 12549 which is in Montgomery, NY