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Property 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 18×38 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*

Features
Heating System:
Other, Radiant, See Remarks, Propane, Radiant Floor
Cooling System:
Central Air
Basement:
Full, Walk-out Access, See Remarks, Storage Space
View:
Mountain(s), Panoramic, Bridge(s), Trees/woods
Patio:
Patio, Porch
Swimming Pool:
In Ground, Diving Board, Salt Water
Appliances:
Dishwasher, Oven, Refrigerator, Microwave, Stainless Steel Appliance(s), Dryer, Washer, Range
Exterior Features:
Balcony, Juliet Balcony, Other
Fireplace Features:
Living Room, Gas, Bedroom
Fireplaces Total:
5
Flooring:
Hardwood, Tile
Garage Spaces:
4
Interior Features:
Eat-in Kitchen, Open Floorplan, High Ceilings, Storage, Walk-in Closet(s), Original Details, Washer/dryer Hookup, High Speed Internet, Formal Dining, In-law Floorplan, First Floor Full Bath, Primary Bathroom, Beamed Ceilings, Other, His And Hers Closets
Lot Features:
Private, Level, Cleared, Views, Secluded, Part Wooded, Landscaped, See Remarks, Back Yard, Front Yard
Parking Features:
Driveway, Garage, Private, Storage, Carport, Garage Door Opener, Electric Vehicle Charging Station(s)
Sewer:
Septic Tank
Utilities:
Trash Collection Private
Address Map
City:
East Fishkill
State:
NY
County:
Dutchess County
Direction Faces:
West
Property and Construction
Architectural Style:
Colonial, Contemporary, Estate, Chalet
Carport Spaces:
5
Development Status:
Stone
Elementary School:
Kent Elementary
High School:
Carmel High School
Agent MlsId:
69692
Office MlsId:
SERHNT01
MiddleOrJunior School:
George Fischer Middle School
Special Listing Conditions:
No
Tax Annual Amount:
$36,623
Water Source:
Well
PhotosCount:
50

Residential For Sale

401 Woodmont Road, East Fishkill, NY

5 Bedrooms
4 Bathrooms
3,500 Sqft
$3,995,000
Listing ID #888909
Basic Details
Property Type :
Residential
Property SubType :
Single Family Residence
Listing ID :
888909
Price :
$3,995,000
Rooms :
10
Bedrooms :
5
Bathrooms :
4
Half Bathrooms :
3
Bathrooms Total :
7
Square Footage :
3,500 Sqft
Year Built :
1929
Status :
Active
Status :
Active
Listing Office :
Serhant LLC
Listing Agent :
Jordan Vaccaro
Agent info
Kasner Properties
284 W Park Ave Long Beach, NY 11561
Contact Agent
Walkscore
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