855.375.4001
Listing Courtesy of: Jordan Vaccaro - Serhant LLC 646-480-7665
$3,995,000 affordable loan icon Calculate Payment

401 Woodmont Rd East Fishkill, NY 12533

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Single Family Residence
5 Beds
7 Baths
... Bed/Bath
3,500 Sq. Ft.

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Last updated on 2/12/2026 7:59 PM
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 rep...licated. 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* Continue reading
MLS#
888909
Property Type
Single Family
Bedrooms
5
Bathrooms
4 Full/3 Half
Year Built
1929
Square Feet
3,500 sq. ft
Lot Size
118.03
Sewer
Holding Tank

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Walk Score measures the walkability of any address, Transit Score measures access to public transit on a scale of 1-100.

Source: Walk Score®
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Listing Courtesy of: Jordan Vaccaro - Serhant LLC 646-480-7665
Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. 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. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026, OneKey MLS, Inc. All Rights Reserved.
This content last refreshed on 2/12/2026 7:59 PM. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
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