95 Judson Rd

Montgomery, NY 12549

$2,499,900
Price
3
Beds
3,448 Sq. Ft.
$725 / Sq. Ft.
3,448
Sq. Ft.
$725
per Sq. Ft.
Get preapproved with Rocket Mortgage1
Welcome to one of the Hudson Valley's most iconic private estates—an extraordinary 38+ acre retreat offering luxury, recreation, equestrian amenities, and unmatched entertaining spaces.
Aerial view of the front of the house, paddocks and surrounding views. 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.
Concrete paver driveway with Belgian block curb, 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.
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.
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.
Mudroom with dog washing station tucked into the closet
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.
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 dramatic great room serves as the heart of the home with floor-to-ceiling windows and a striking stone fireplace.
The dramatic great room serves as the heart of the home with floor-to-ceiling windows and a striking stone fireplace.
Handsome stone fireplace, doors out to the front patio/deck with mountain views, koi pond and grilling station (1 of 3)
Main level shared bathroom with laundry and storage closet
Spacious office with large closet, and doors out to the wrap around deck. Mountain views.
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.
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.
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.
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.
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.
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.
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.
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.
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.
Beautiful front patio area with koi pond, gazebo, gardens and grilling station
Golden hour on the front patio
Beautiful gardens and paver pathways to the pool area
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.
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.
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.
Pool house complete with 2 showers, bathroom and counterspace for catering.
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.
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.
1 of 2 accessory apartments with kitchenette, bathroom and 3 bedrooms
Accessory apartment bedroom
Accessory apartment
Accessory apartment bedroom
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.
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.
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.
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.
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.
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.
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.
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.
Smaller koi pond that looks over the 1 acre pond. Patio with shed, firepit and grilling station
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.
Twilight view of the front of the house

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...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. 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.
  1. Listed by Danielle Bartula • Howard Hanna Rand Realty
    P: (845)-744-2095 C: (646)-639-0077 danielle.bartula@randrealty.com

Property Details for 95 Judson Road

City/Township
Crawford
View
Open, Panoramic, Trees/Woods, Water
Architectural Style
Estate, Log, Mini Estate
Garage Spaces
20.00
Waterfront
Yes
Section Area
Winding Hills
LISTING UPDATED: 06/17/2026 12:28 PM

Property Details for 95 Judson Road

StatusActive
MLS #1006189
Days on Market19
Taxes$49,500 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeSingle Family
Year Built2004
Lot Size38.30 AC / 1,668,348 SF
CountyOrange County
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Location

Listing Courtesy of Howard Hanna Rand Realty
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Building Information for 95 Judson Road

Stories-Year Built2004Building Size-Lot Size38.30 AC / 1,668,348 SF

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$16,582 per month

30 year fixed, 6.36% Interest

Principal and Interest

$12,457

Property Taxes

$4,125

HOA Dues

$0

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Property Information for 95 Judson Road

Summary
Location and General Information
  • Senior Community YN: No
  • Property Attached: No
  • Structure Type: Detached
  • Levels: Two
  • State Or Province: NY
  • Water Access YN: Yes
School Information
  • School District: Pine Bush
  • Elementary School District: Pine Bush
  • Elementary School: E J Russell Elementary School
  • Middle Or Junior School District: Pine Bush
  • Middle Or Junior School: Crispell Middle School
  • High School District: Pine Bush
  • High School: Pine Bush Senior High School
Rental
Rental
  • Lease Considered: No
Unit Information
Unit Information
  • Building Units Total: 1
Room Information
Room 1 Information
  • Room Level: First
  • Room Type: Kitchen
  • RoomDescription 1: 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
Room 2 Information
  • Room Level: First
  • Room Type: Living Room
  • 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.
Room 3 Information
  • Room Level: First
  • Room Type: Bathroom 1
  • Room Description: Full bathroom on the main level, perfect for guests. Also home to the laundry closet
Room 4 Information
  • Room Level: First
  • Room Type: Office
  • Room 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.
Room 5 Information
  • Room Level: First
  • Room Type: Primary Bedroom
  • Room 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.
Room 6 Information
  • Room Level: First
  • Room Type: Primary Bathroom
  • Room Description: Large ensuite with soaking jetted tub, oversized tiled shower, dbl vanity and radiant floors
Room 7 Information
  • Room Level: Second
  • Room Type: Bedroom 2
  • Room Description: Upstairs you will find one of two large bedrooms. Closet, large windows and great natural light.
Room 8 Information
  • Room Level: Second
  • Room Type: Bedroom 3
  • Room Description: Spacious bedroom with room for 2 beds and a sitting area. Walk-in closet.
Room 9 Information
  • Room Level: Second
  • Room Type: Bathroom 3
  • Room Description: Shared bathroom with shower/bath tub combo
Room 10 Information
  • Room Level: Lower
  • Room Type: Basement
  • Room Description: Large walkout basement currently partially finished. Inquire for more information.
Room 11 Information
  • Room Level: First
  • Room Type: Bonus Room
  • Room Description: Mudroom with ample storage and a dog wash station
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 332600-012-000-0001-015.220-0000
  • Tax Assessed Value: $550,600.00
  • Tax Source: Other
  • Tax Year: 2025.0
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: 1st Floor Bedrm, Beamed Ceilings, Breakfast Bar, Built-in Features, Cathedral/Vaulted/High Ceiling, Ceiling Fan(s), Chefs Kitchen, Covered, Deck, Dock, Double Vanity, Eat in Kitchen, Estate, Fenced, Fire Pit, First Floor Full Bath, Full, Garden, Gas Grill, Granite Counters, Hardwood Floors As Seen, High Ceilings, In Ground, In Hall, In-Law Floorplan, Inside, Kitchen Island, Laundry Room, Lighting, Living Room, Log, Mini Estate, Natural Woodwork, Open, Open Floorplan, Open Kitchen, Panoramic, Patio, Pond, Porch, Primary Bathroom, Security Gate, Soaking Tub, Speakers, Storage, Terrace, Tile, Trees/Woods, Video Cameras, Walk In Closet, Water View, Well, Wet Bar, Wired for Sound, Wood Burning, Wrap Around
  • Interior 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, 1st Fl Master Bedroom, Soaking Tub, Speakers, Storage, Walk-In Closet(s), Wet Bar, Wired for Sound
  • Appliances: Dryer, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer
  • Total Rooms: 10
  • Primary on Main: Yes
  • Basement: See Remarks, Storage Space, Unfinished, Walk-Out Access
  • Attic Description: None
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Fireplace Features: Living Room, Wood Burning
  • Location Amenities: Stainless Steel Appliances, Walk Out Basement, Dock/Mooring, Hardwood Floors As Seen, 1st Fl Master Bedroom, Cathedral/Vaulted/High Ceiling, Chef's Kitchen, Dual Sinks, Eat in Kitchen, Granit Countertops, High Ceilings, Island Kitchen, Open Kitchen, Soacking Tub, Storage, Walk In Closet, Wetbar, Garden, Privacy, Brownstone, Heated Parking, Deck, Patio, Porch, Terrace, In Ground Pool, Open View, Water View
  • Laundry Features: In Hall, Inside, Laundry Room
  • Security Features: Security Gate, Video Cameras
  • Flooring: Hardwood, Tile
  • Living Area: 3,448.00
  • Basement: Yes
Exterior Features
  • Exterior Features: Dock, Fire Pit, Garden, Gas Grill, Lighting, Speakers
  • Exterior Property Features: Dock, Fire Pit, Garden, Gas Grill, Lighting, Speakers, Fenced, In Ground, Covered, Deck, Patio, Porch, Terrace, Wrap Around, Driveway, Garage, Garage Door Opener, Heated Garage, Oversized, Storage, Full, Landscaped, Private, Rolling Slope, Stone/Brick Wall
  • Elevation Certificate: No
  • Fencing: Full
  • Patio And Porch Features: Covered, Deck, Patio, Porch, Terrace, Wrap Around
  • Construction Materials: Log
  • Road Frontage Type: Municipal
  • Waterfront Features: Pond
  • Horse: Yes
  • Pool Private: Yes
  • Pool Features: Fenced, In Ground
  • Pool Details: Fenced,In Ground
Lot Information
  • Lot Features: Garden, Landscaped, Private, Rolling Slope, Stone/Brick Wall
  • Site Features: Garden, Landscaped, Private, Rolling Slope, Stone/Brick Wall
  • Building Area Units: Square Feet
Parking
  • Parking Features: Driveway, Garage, Garage Door Opener, Heated Garage, Oversized, Storage
  • Garage: Yes
  • Carport: No
Utilities
  • Cooling: Central Air
  • Heating: Baseboard, Forced Air, Oil, Radiant, Radiant Floor
  • Heat Fuel Type: Baseboard, Forced Air, Oil, Radiant, Radiant Floor
  • Sewer: Septic Tank
  • Water Source: Well
  • Utilities: Cable Connected, Electricity Connected, Propane, Trash Collection Private, Underground Utilities
Green Features
  • Green Features: Dryer, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer, Baseboard, Forced Air, Oil, Radiant, Radiant Floor, Dock, Fire Pit, Garden, Gas Grill, Lighting, Speakers, Fenced, In Ground
Agent
Payment and Rate
  • Down Payment Resource: No

Property History for 95 Judson Road

DateEvent & SourcePriceAppreciation
Jun 6, 2026

Listed (Active)

ONEKEY #1006189

$2,499,900—
Mar 19, 2021

Expired

ONEKEY #H6079689

$2,800,000—
Oct 27, 2020

Listed (Active)

ONEKEY #H6079689

$2,800,000—
DateEvent & SourcePrice
06/06/2026

Listed (Active)

ONEKEY #1006189

$2,499,900
03/19/2021

Expired

ONEKEY #H6079689

$2,800,000
10/27/2020

Listed (Active)

ONEKEY #H6079689

$2,800,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 95 Judson Road

Taxable ValueLand$48,600Additions$502,000Total$550,600
Home Facts
Beds3Baths3Total Finished SqFt3,448 SqFtAbove Grade Finished SqFt3,448 SqFtStories2Lot Size1,668,348 SqFtStyleSingle Family ResidenceYear Built2004CountyORANGEAPN332600 12-1-15.22Fireplace TypeHas Fireplace

Schools near 95 Judson Road

This home is within Pine Bush Central School District.
Rating
School
Type
Grades
Distance
E J Russell Elementary School
Public - PK to 5
Crispell Middle School
Public - 6 to 8
Pine Bush Senior High School
Public - 9 to 12
Rating
School
Distance
E J Russell Elementary School
PublicPK to 5

Crispell Middle School
Public6 to 8

Pine Bush Senior High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 95 Judson Road, Montgomery, NY 12549

95 Judson Road is a single family home for sale in Montgomery, NY 12549. This property was listed for sale on June 6, 2026 by Howard Hanna Rand Realty, it's currently listed at $2,499,900. It has been on the market for a total of 19 days and was last sold on September 20, 2019. This listing's school district is Pine Bush Central School District. Nearby schools include E J Russell Elementary School, Crispell Middle School and Pine Bush Senior High School. 95 Judson Road is a 3-bed, 3-bath, 3,448 sqft single family home built in 2004.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Howard Hanna Rand Realty

Based on information submitted to the MLS GRID as of 06/17/2026 12:28 PM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the 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. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.