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Ad #6449950
MLS #888909
Listing photo

AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime

401 Woodmont Rd, Hopewell Junction, New York, 12533
$3,699,000
5Beds
7Baths
3,500Sqft
118.030Acres

About this property

AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime opportunity to own the entire summit of a private mountain in East Fishkill, NY. Encompassing nearly 120 acres across three parcels, this extraordinary estate offers panoramic views stretching close to 150 miles - a setting that simply cannot be replicated. Perfectly positioned just 90 minutes from NYC, this legacy property features five distinct structures, miles of paved driveways, and extensive ATV trails - making it ideal as a family compound, luxury retreat, or creative enclave. Whether you're seeking a private oasis, an income-producing property, or a future generational estate, Cloud Walk is a canvas ready for your vision. Main House - The Historic Stone House Originally built in 1929 and once owned by Dr. Rushmore, personal physician to President Franklin D. Roosevelt, the Stone House blends timeless craftsmanship with notable provenance. Featuring 4 bedrooms, 3 full baths, 2 half baths, and over 2,600 sq ft of living space, the home is wrapped in stunning stonework and filled with historic character. Inside, you'll find 3 gas fireplaces and 2 wood-burning hearths, two staircases, and a sun-drenched stone patio with some of the most breathtaking views in the Hudson Valley. A large unfinished basement and attic invite further customization and expansion. The Guest House - Modern Luxury Meets Nature A newly constructed (2022) 816 sq ft one-bedroom residence complete with a sleek full kitchen, office/den, radiant floor heat, modern lighting, laundry, and a one-car garage with an EV charger. Ideal for hosting guests or offering complete privacy for creative endeavors or extended stays. The Country House - A Charming Renovated Escape Located at 7 Looking Rock Lane, this fully renovated 3-bedroom, 2.5-bath home is filled with rustic charm. Soaring wood beams, a beverage center, full kitchen, laundry, and your very own private pond with a fountain make it the ultimate getaway. A separate driveway and unique *Hobbit Hole* feature add to its storybook appeal. The Historic Barn - Endless Possibilities Formerly a horse barn, this structure is ready for restoration or reinvention. With strong bones, original stalls, and electricity already in place, it could become a dream event space, studio, or guest quarters. A generator is also hooked up for added peace of mind. Oversized 3-Car Garage with Loft A car lover's dream, this 3-bay garage includes an electric car charger, two carports, and a vaulted loft - perfect for a gym, guest suite, or creative studio. A separate electric meter provides independence and flexibility. The Grounds The estate boasts nearly 1.5 miles of private, paved roads, ideal for ATVs, bikes, or scenic strolls. A massive heated 18x38 in-ground pool with a diving board awaits you, framed by serene forest and never-ending sky. With multiple build sites and subdivision potential, the property offers both luxury and legacy. Additional Features: - Backup 22kW Generator (Stone House, Guest House, Barn) - Low Taxes for Acreage of This Scale (~$37,000 annually) - Two Driveways for Optimal Access - Zoned for Maximum Flexibility This is not just a property - it's a mountain-top kingdom with a presidential legacy. Whether you're looking to build a multi-generational compound, develop a creative or spiritual retreat, or simply own one of the Hudson Valley's most breathtaking private holdings, The Cloud Walk Compound is ready to welcome you. *Bedroom, Bathrooms, and Sqft Only reflect the Main & Guest House*

Property Features

5 Beds
7 Baths
3,500 Sqft
Built in 1929
118.030 Acres
(private lake, pond, coastal)
View Type: Bridge
Carport, Garage, Open, Driveway
Siding: Stone
Has Swimming Pool
Has Pond
Has Fireplace
Propane (Heating), Radiant, Radiant Floor
$36,623 / yr property tax
Dutchess County

Additional Photos

Additional listing photo 1
Additional listing photo 2
Additional listing photo 3
Additional listing photo 4

Contact Information

Jordan Vaccaro

Serhant LLC

845-489-2030

Location

Map
Listing Agent: Jordan Vaccaro 845-489-2030
Broker: Serhant LLC 646-480-7665 Listing Site
Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
LakeHouse.com
Printed Jul 18, 2026

Photo Gallery

AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 1
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 2
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 3
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 4
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 5
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 6
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 7
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 8
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 9
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 10
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 11
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 12
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 13
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 14
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 15
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 16
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 17
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 18
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 19
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 20
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 21
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 22
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 23
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 24
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 25
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 26
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 27
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 28
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 29
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 30
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 31
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 32
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 33
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 34
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 35
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 36
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 37
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 38
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 39
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 40
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 41
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 42
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 43
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 44
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 45
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 46
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 47
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 48
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 49
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 50

$3,699,000

5
Beds
7
Baths
3,500
Sqft

401 Woodmont Rd, Hopewell Junction, New York, 12533

By contacting this agent you agree to these Terms and Conditions.
Home New York (private lake, pond, coastal)
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 1
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 2
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 3
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 4
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime - photo 5
MLS# 888909
Home For Sale

AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime

$3,699,000

401 Woodmont Rd, Hopewell Junction, New York, 12533

5
Beds
7
Baths
3,500
Sqft
118.030
Acres
$3,699,000
401 Woodmont Rd, Hopewell Junction, New York, 12533
5 Beds
7 Baths
3,500 Sqft
118.030 Acres
AO CTS Welcome to Cloud Walk Estate, a once-in-a-lifetime opportunity to own the entire summit of a private mountain in East Fishkill, NY. Encompassing nearly 120 acres across three parcels, this extraordinary estate offers panoramic views stretching close to 150 miles - a setting that simply cannot be replicated. Perfectly positioned just 90 minutes from NYC, this legacy property features five distinct structures, miles of paved driveways, and extensive ATV trails - making it ideal as a family compound, luxury retreat, or creative enclave. Whether you're seeking a private oasis, an income-producing property, or a future generational estate, Cloud Walk is a canvas ready for your vision. Main House - The Historic Stone House Originally built in 1929 and once owned by Dr. Rushmore, personal physician to President Franklin D. Roosevelt, the Stone House blends timeless craftsmanship with notable provenance. Featuring 4 bedrooms, 3 full baths, 2 half baths, and over 2,600 sq ft of living space, the home is wrapped in stunning stonework and filled with historic character. Inside, you'll find 3 gas fireplaces and 2 wood-burning hearths, two staircases, and a sun-drenched stone patio with some of the most breathtaking views in the Hudson Valley. A large unfinished basement and attic invite further customization and expansion. The Guest House - Modern Luxury Meets Nature A newly constructed (2022) 816 sq ft one-bedroom residence complete with a sleek full kitchen, office/den, radiant floor heat, modern lighting, laundry, and a one-car garage with an EV charger. Ideal for hosting guests or offering complete privacy for creative endeavors or extended stays. The Country House - A Charming Renovated Escape Located at 7 Looking Rock Lane, this fully renovated 3-bedroom, 2.5-bath home is filled with rustic charm. Soaring wood beams, a beverage center, full kitchen, laundry, and your very own private pond with a fountain make it the ultimate getaway. A separate driveway and unique *Hobbit Hole* feature add to its storybook appeal. The Historic Barn - Endless Possibilities Formerly a horse barn, this structure is ready for restoration or reinvention. With strong bones, original stalls, and electricity already in place, it could become a dream event space, studio, or guest quarters. A generator is also hooked up for added peace of mind. Oversized 3-Car Garage with Loft A car lover's dream, this 3-bay garage includes an electric car charger, two carports, and a vaulted loft - perfect for a gym, guest suite, or creative studio. A separate electric meter provides independence and flexibility. The Grounds The estate boasts nearly 1.5 miles of private, paved roads, ideal for ATVs, bikes, or scenic strolls. A massive heated 18x38 in-ground pool with a diving board awaits you, framed by serene forest and never-ending sky. With multiple build sites and subdivision potential, the property offers both luxury and legacy. Additional Features: - Backup 22kW Generator (Stone House, Guest House, Barn) - Low Taxes for Acreage of This Scale (~$37,000 annually) - Two Driveways for Optimal Access - Zoned for Maximum Flexibility This is not just a property - it's a mountain-top kingdom with a presidential legacy. Whether you're looking to build a multi-generational compound, develop a creative or spiritual retreat, or simply own one of the Hudson Valley's most breathtaking private holdings, The Cloud Walk Compound is ready to welcome you. *Bedroom, Bathrooms, and Sqft Only reflect the Main & Guest House*
256 days
on LakeHouse.com
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Property Details

HOME DETAILS

5 Beds
7 Baths
3,500 Sqft
Built in 1929
118.030 Acres

WATER & VIEW

(private lake, pond, coastal)
View Type: Bridge

EXTERIOR

Carport, Garage, Open, Driveway
Siding: Stone
Has Swimming Pool
Has Pond

INTERIOR

Has Fireplace
Propane (Heating), Radiant, Radiant Floor

FINANCIAL & COMMUNITY

$36,623 / yr property tax
Dutchess County
See More Details

Location

Map
Open in Google Maps

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Ad Statistics

Ad Number
6449950
Viewed
802 times
Listing Status
Active
Added
Nov 04, 2025
Last Refresh
Jul 18, 2026 10:28:09 PM

Listing Information

Data Source
OneKey MLS
Source Property ID
888909
Listing Agent: Jordan Vaccaro 845-489-2030
Broker: Serhant LLC 646-480-7665 Listing Site
Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

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(private lake, pond, coastal)

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(private lake, pond, coastal) Real Estate Agent Info

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