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Street View
$3,299,000
Monthly Est:$16,420
5 Beds
- 7 Baths
4 full baths + 3 half baths
3,500sqft
401 Woodmont Rd, East Fishkill, NY 12533
$3,299,000
$16,420/moEst:
Get Pre-Approved
Single Family Residence
Built in 1929
$-- HOA
118.03 acres lot
$943/sq.ft
Description
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*
- Houzeo last checked: 9 minutes ago
- Listing updated: September 29, 2026 at 3:27 pm
- Listing Provided by: Jordan Vaccaro (845) 489-2030 | Serhant LLC (646) 480-7665
- Source: OneKey MLS-NY | MLS#: 888909

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1929
HOA Fees
-
Finished Area
3,500 sqft
Lot Size
118.03 acres lot
Basement Area
- sqft
MLS Name
OneKey MLS
MLS Number
888909
MLS Status
Active
Days on Market
443
Cumulative Days on Market
697

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 5
Bathrooms: 7
Interior
Cooling
Central Air
Exterior Features
Balcony, Juliet Balcony, Other
Flooring
Hardwood, Tile
Interior Features
First Floor Full Bath, Beamed Ceilings, Eat In Kitchen, Formal Dining, High Ceilings, High Speed Internet, His And Hers Closets, In Law Floorplan, Open Floorplan, Original Details, Other, Primary Bathroom, Storage, Walk In Closet(s), Washer/dryer Hookup
Heating
Propane, Radiant, See Remarks, Radiant Floor, Other
Appliances
Dishwasher, Dryer, Microwave, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer
Sewer
Septic Tank
Construction
Year Built
Year Built: 1929
Home type
Single Family Residence
Property Condition
New Construction, Updated/remodeled
Construction Materials
Stone
Architectural Style
Chalet, Colonial, Contemporary, Estate
Utilities & Energy
Pool Features
Diving Board, In Ground, Salt Water
Utilities
Trash Collection Private
Basement
Full, See Remarks, Storage Space, Walk Out Access
Fireplace Features
Bedroom, Gas, Living Room
Parking Features
Carport, Driveway, Electric Vehicle Charging Station(s), Garage, Garage Door Opener, Private, Storage
Water Source
Well
Other Features
Lot Features
Back Yard, Cleared, Front Yard, Landscaped, Level, Part Wooded, Private, Secluded, See Remarks, Views
Patio And Porch Features
Patio, Porch
Price History
| Date | Event | Price |
|---|---|---|
08/18/2026 Source: | Price Decreased | $3,299,000 -5.72% $943/sqft |
07/30/2026 Source: | Price Increased | $3,499,000 +6.06% $1,000/sqft |
07/16/2026 Source: | Listed for Sale | $3,299,000 -10.81% $943/sqft |
06/27/2026 Source: | Pending | $3,699,000 -7.41% $1,057/sqft |
07/25/2025 Source: | Listed for Sale | $3,995,000 $1,141/sqft |
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Based on information from OneKey MLS, through Oct 10, 2026, 07:31PM. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 OneKey® MLS. All rights reserved.
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