5 Red Fox Run, Chester, NY 10918

• 4 beds |
• 4 baths |
• 2,960 sqft

Property Description

Custom-built by renowned builder Lou Tedaldi, this one-owner Center Hall Colonial offers nearly 3,000 sq. ft. of exceptionally crafted living space nestled on 6.2 pristine, park-like acres. Set on an exclusive private road shared by only 9 homes, this sanctuary delivers total privacy and tranquility while remaining in the highly sought after Monroe-Woodbury School District and close to all local amenities, major routes, and shopping. Inside, beautiful hardwood floors, custom crown and chair rail moldings, and oversized windows with screens bring continuous natural light throughout. The main level features a welcoming foyer with two coat closets, a formal living room with a cozy brick fireplace, and a family room also featuring its own brick fireplace. The gourmet eat-in kitchen boasts granite countertops, a double electric oven, abundant cabinet space, surplus counters, and Tiffany-style lighting, opening via sliders directly onto the back deck. Enjoy formal meals in the dining room, which features sliders out to a spacious, light-filled screened back porch with ceiling fan, perfect for effortless outdoor entertaining. A major highlight of the main level is a versatile 16x24 bonus addition featuring custom woodworking, a beamed ceiling, a bay window, and an ADA-accessible level including a full bathroom, ideal for a luxurious main floor primary suite, guest wing, or private office. Main floor laundry and a half bath add extra convenience. Upstairs, discover four generously sized bedrooms, including an expansive primary suite with hardwood flooring, a spacious walk-in closet, and an en-suite full bath with double vanity. The second bedroom is exceptionally large, easily serving as an alternate primary, while the remaining bedrooms offer ample closet space and bright, oversized windows.The property continues to impress with incredible functional spaces: Two Basements: Main walk-out basement with shelving, a dedicated workshop area, and a sound-proof room (perfect for a media room or studio). Plus a second insulated basement under the addition with separate exterior access. Property Grounds: Stone-faced concrete foundation, iconic Hudson Valley stone walls, manicured lawn, mature landscaping, storage shed, and surrounding private woods. Modern Comforts & Accessibility: ADA-accessible 2-car garage with ramp entry, full-house propane automatic generator, whole-house alarm system, 4-zone oil heating, attic fan, and 30-year shingle roof. An extraordinary property combining top-tier craftsmanship, flexible living spaces, and unmatched outdoor beauty!

Listing Status:

Active

Data Last Updated:

September 23, 2026 at 6:22PM

Listing Office:

Howard Hanna Rand Realty : 845-928-9691

MLS ID:

1046418

Interior

• General: First Floor BedroomBeamed CeilingsCeiling Fan(s)Crown MoldingEat-in KitchenEntrance FoyerFormal DiningGranite CountersHigh CeilingsNatural WoodworkOpen KitchenOriginal DetailsPrimary BathroomStorageWalk-In Closet(s)Washer/Dryer Hookup
• Appliances: DishwasherDryerOvenRefrigeratorWasher
• Laundry: Electric Dryer HookupIn HallInsideWasher Hookup
• Basement: Bilco Door(s)FullSee RemarksStorage SpaceWalk-Out Access
• Flooring: CarpetCombinationHardwoodTile
• A/C: None
• Heating: Oil
• Fireplace: Family RoomMasonryWood BurningFireplaceFireplaces: 2

Exterior

• General: MailboxRain Gutters
• Style: Colonial
• Other Structures: OutbuildingPorchDeckScreenedCovered
• Parking: DrivewayGarageGarage Door OpenerOff StreetOversizedParking spaces: 5

Construction

• Windows: Bay Window(s)Oversized WindowsScreensWood Frames
• General: Three Or More

Location

• Road/Access: Private Road
• HOA Amenities: Common Area MaintenanceOtherSnow Removal0.0Semi-Annually
• Originating MLS: onekey2
• School District: Monroe-Woodbury
• County: Orange County

Lot

• Zoning: 332289-005-000-0001-085.000-0000
• View: Trees/Woods
• Fencing: None

Utilities

• Utilities: Electricity ConnectedTrash Collection Private
• Water: Well
• Sewer: Septic Tank

Financial

• Source: onekey2