For Sale
Single family home for sale at 401 Woodmont Rd, East Fishkill, NY 12533 | MLS# 888909 | Listing updated on 2026-09-29
Photo 1 of Single family home for sale at 401 Woodmont Rd, East Fishkill, NY 12533 | MLS# 888909 | Listing updated on 2026-09-29
Photo 2 of Single family home for sale at 401 Woodmont Rd, East Fishkill, NY 12533 | MLS# 888909 | Listing updated on 2026-09-29
Photo 3 of Single family home for sale at 401 Woodmont Rd, East Fishkill, NY 12533 | MLS# 888909 | Listing updated on 2026-09-29
Photo 4 of Single family home for sale at 401 Woodmont Rd, East Fishkill, NY 12533 | MLS# 888909 | Listing updated on 2026-09-29
46+
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$3,299,000

Monthly Est:$16,420

  • Beds Icon5 Beds
  • Beds Icon
    7 Baths
  • Beds Icon3,500sqft

401 Woodmont Rd, East Fishkill, NY 12533

$16,420/moEst:

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  • 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 OneKey MLS-NY

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Dutchess County

  • City

    East Fishkill

  • 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

DateEventPrice

08/18/2026

Source: mls_logoOneKey MLS-NY #KEY888909

Price Decreased

$3,299,000 -5.72%

$943/sqft

07/30/2026

Source: mls_logoOneKey MLS-NY #KEY888909

Price Increased

$3,499,000 +6.06%

$1,000/sqft

07/16/2026

Source: mls_logoOneKey MLS-NY #KEY888909

Listed for Sale

$3,299,000 -10.81%

$943/sqft

06/27/2026

Source: mls_logoOneKey MLS-NY #KEY888909

Pending

$3,699,000 -7.41%

$1,057/sqft

07/25/2025

Source: mls_logoOneKey MLS-NY #KEY888909

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.

Advertising Broker: Derek Greene | The Greene Realty Group