5 Red Fox Run Chester, NY 10918
Chester AreaEstimated payment $5,162/month
Highlights
- Very Popular Property
- View of Trees or Woods
- Colonial Architecture
- Monroe-Woodbury High School Rated A-
- 6.2 Acre Lot
- Deck
About This Home
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 Agent
Howard Hanna Rand Realty Brokerage Phone: 845-928-9691 License #10401303800 Listed on: 09/07/2026
Open House Schedule
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Sunday, September 13, 202612:00 to 2:00 pm9/13/2026 12:00:00 PM +00:009/13/2026 2:00:00 PM +00:00Add to Calendar
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $16,981
Year Built
- Built in 1986
Lot Details
- 6.2 Acre Lot
Parking
- 2 Car Garage
- Oversized Parking
- Garage Door Opener
- Driveway
- Off-Street Parking
Home Design
- Colonial Architecture
- Advanced Framing
- Frame Construction
- Stone Siding
- Vinyl Siding
Interior Spaces
- 2,960 Sq Ft Home
- 3-Story Property
- Woodwork
- Crown Molding
- Beamed Ceilings
- High Ceiling
- Ceiling Fan
- 2 Fireplaces
- Wood Burning Fireplace
- Fireplace Features Masonry
- Bay Window
- Wood Frame Window
- Window Screens
- Entrance Foyer
- Family Room
- Formal Dining Room
- Storage
- Views of Woods
Kitchen
- Eat-In Kitchen
- Double Oven
- Dishwasher
- Granite Countertops
Flooring
- Wood
- Carpet
- Tile
Bedrooms and Bathrooms
- 4 Bedrooms
- Main Floor Bedroom
- En-Suite Primary Bedroom
- Walk-In Closet
Laundry
- Laundry in Hall
- Dryer
- Washer
Basement
- Walk-Out Basement
- Basement Fills Entire Space Under The House
- Basement Storage
Home Security
- Home Security System
- Storm Doors
- Fire and Smoke Detector
Accessible Home Design
- Grip-Accessible Features
- Accessible Bedroom
- Accessible Common Area
- Accessible Kitchen
- Central Living Area
- Accessible Hallway
- Accessible Approach with Ramp
- Accessible Entrance
Outdoor Features
- Deck
- Covered Patio or Porch
- Outbuilding
- Rain Gutters
- Private Mailbox
Schools
- North Main Street Elementary School
- Monroe-Woodbury Middle School
- Monroe-Woodbury High School
Utilities
- No Cooling
- Heating System Uses Oil
- Well
- Septic Tank
Listing and Financial Details
- Assessor Parcel Number 332289-005-000-0001-085.000-0000
Community Details
Overview
- Association fees include common area maintenance, snow removal
- Tedaldi Home Builders
Security
- Building Fire Alarm
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $17,450 | $271,800 | $96,000 | $175,800 |
| 2024 | $17,494 | $271,800 | $96,000 | $175,800 |
| 2023 | $17,494 | $271,800 | $96,000 | $175,800 |
| 2022 | $17,287 | $271,800 | $96,000 | $175,800 |
| 2021 | $17,351 | $271,800 | $96,000 | $175,800 |
| 2020 | $7,087 | $271,800 | $96,000 | $175,800 |
| 2019 | $6,553 | $271,800 | $96,000 | $175,800 |
| 2018 | $6,553 | $271,800 | $96,000 | $175,800 |
| 2017 | $15,087 | $271,800 | $96,000 | $175,800 |
| 2016 | $14,769 | $271,800 | $96,000 | $175,800 |
| 2015 | -- | $271,800 | $96,000 | $175,800 |
| 2014 | -- | $271,800 | $96,000 | $175,800 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 09/07/2026 09/07/26 | For Sale | $679,000 | -- | $229 / Sq Ft |
Source: OneKey® MLS
MLS Number: 1046418
APN: 332289-005-000-0001-085.000-0000
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Ask me questions while you tour the home.