David E. Cornwell
Licensed Real Estate Salesperson
REALTOR®
Walton, NY
Office: (607) 865-7000 (607) 437-8941

5 Red Fox Run, Chester, NY 10918

New - 10 Hours Ago

47 Photos

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

5 Red Fox Run | MLS# 1046418

This single family home located at 5 Red Fox Run, Chester, NY 10918 is currently listed for sale with an asking price of $679,000. This property was built in 1986 and has 4 bedrooms and 3 full and 1 partial baths with 2960 sq. ft. Red Fox Run is located within the Monroe-Woodbury school district. Search Chester real estate on david-cornwell.timberlandproperties.com today.

Gallery

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Bilco Door(s), Full, See Remarks, Storage Space, Walk-Out Access
Cooling: None
Fireplaces: 2
Garage: 2
Heating: Oil
Home Style: Colonial
Lot Size: 6.20 Acres
Taxes: $16,980
Year Built: 1986

Amenities

First Floor Bedroom
Beamed Ceilings
Ceiling Fan(s)
Crown Molding
Eat-in Kitchen
Entrance Foyer
Formal Dining
Granite Counters
High Ceilings
Natural Woodwork
Open Kitchen
Original Details
Primary Bathroom
Storage
Walk-In Closet(s)
Washer/Dryer Hookup
Mailbox
Rain Gutters

Feature Descriptions

Accessibility: Accessible Approach with Ramp, Accessible Bedroom, Accessible Central Living Area, Accessible Common Area, Accessible Entrance, Accessible Hallway(s), Accessible Kitchen, Grip-Accessible Features
Appliances: Dishwasher, Dryer, Oven, Refrigerator, Washer
Association Fee: $0/Semi-Annually
Association Fee Includes: Common Area Maintenance, Other, Snow Removal
Attic: Full, Pull Stairs, Scuttle, Storage
Exterior: Advanced Framing Technique, Frame, Stone, Vinyl Sidin
Fencing: None
Fireplace Features: Family Room, Masonry, Wood Burning
Fireplace Y/N: Yes
Flooring: Carpet, Combination, Hardwood, Tile
Formal Dining: Yes
GarageY/N: Yes
Heating Zones: 3
Included In Taxes: Trash
Inclusions: As Per MLS
Laundry: Electric Dryer Hookup, In Hall, Inside, Washer Hookup
Number Of Kitchens: 1
On Market Date: 2026-09-07
Other Structures: Outbuilding
Parcel Number: 332289-005-000-0001-085.000-0000
Parking Features: Driveway, Garage, Garage Door Opener, Off Street, Oversized
Parking Total: 5
Patio And Porch: Covered, Deck, Porch, Screened
Rental Term: Monthly
Road Responsibility: Private Maintained Road, Road Maintenance Agreement
Rooms Total: 13
Security: yes
Security Features: Fire Alarm, Security System, Smoke Detector(s)
Sewer: Septic Tank
Special View Info: Trees/Woods
Utilities: Electricity Connected, Trash Collection Private
Water: Well
Window Features: Bay Window(s), Oversized Windows, Screens, Wood Frames

Local Schools

High School: Monroe-Woodbury High School
Middle School: Monroe-Woodbury Middle School
Elementary School: North Main Street
School District: Monroe-Woodbury

Estimate Your Payment

Estimated Payment

$ 3,124.20 per month $1,511.16 Principal & Interest $1,415.00 Property Tax $198.04 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Demographics

Listed By / Shown By

Listing By

Agency Name: Howard Hanna Rand Realty
Agency Contact: 845-928-9691

Shown By

Agent Name: David E. Cornwell
Agent Phone: (607) 437-8941
Agency Title: Timberland Properties

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All information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither broker(s), nor agent(s) shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless. Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers 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 on this site was last updated 09/07/2026. The listing information on this page last changed on 09/07/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Mon 09/07/2026 1:03:34 AM EST) or Global MLS (last updated Mon 09/07/2026 12:52:18 AM EST) or New York State Alliance MLS (last updated Mon 09/07/2026 12:58:57 AM EST) or Hudson Valley Catskill Region MLS (last updated Mon 09/07/2026 12:11:13 AM EST) or OneKey MLS (last updated Mon 09/07/2026 12:56:21 AM EST). Real estate listings held by brokerage firms other than Timberland Properties may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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