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 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*
- 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, Salt Water, Diving Board
- Appliances:
- Dishwasher, Oven, Refrigerator, Microwave, Stainless Steel Appliance(s), Dryer, Washer, Range
- Exterior Features:
- Balcony, Juliet Balcony, Other
- Fireplace Features:
- Gas, Bedroom, Living Room
- 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, Primary Bathroom, First Floor Full Bath, His And Hers Closets, Beamed Ceilings, Other
- Lot Features:
- Private, Level, Cleared, Views, Secluded, Part Wooded, Back Yard, Landscaped, Front Yard, See Remarks
- Parking Features:
- Driveway, Garage, Private, Storage, Carport, Garage Door Opener, Electric Vehicle Charging Station(s)
- Sewer:
- Septic Tank
- Utilities:
- Trash Collection Private
- City:
- East Fishkill
- State:
- NY
- Street:
- Woodmont
- Street Number:
- 401
- Street Suffix:
- Road
- Postal Code:
- 12533
- Floor Number:
- 0
- Longitude:
- W74° 13' 59.5''
- Latitude:
- N41° 31' 49.4''
- Direction Faces:
- West
- PostalCity:
- Hopewell Junction
- Architectural Style:
- Colonial, Contemporary, Estate, Chalet
- Construction Materials:
- Stone
- Elementary School:
- Kent Elementary
- High School:
- Carmel High School
- Agent MlsId:
- 69692
- MiddleOrJunior School:
- George Fischer Middle School
- PhotosCount:
- 50
- Special Listing Conditions:
- No
- Tax Annual Amount:
- $36,623
- Water Source:
- Well
- Office MlsId:
- SERHNT01
- Carport Spaces:
- 5
Residential - MLS# 888909
401 Woodmont Road, East Fishkill, NY
- Property Type :
- Residential
- Property SubType :
- Single Family Residence
- Listing Type :
- For Rent
- Listing ID :
- 888909
- Price :
- $3,699,000
- Rooms :
- 10
- Bedrooms :
- 5
- Bathrooms :
- 4
- Half Bathrooms :
- 3
- Bathrooms Total :
- 7
- Square Footage :
- 3,500 Sqft
- Lot Area :
- 118.03 Acre
- Year Built :
- 1929
- Status :
- Active
- Listing Agent :
- Jordan Vaccaro
- Listing Office :
- Serhant LLC
