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5 Red Fox Run

Chester, NY 10918
  • $679,000
  • STATUS: Active
  • MLS #: 1046418
UPDATED: 26 min ago
$679,000
  • 4
    BEDS
  • 6.2
    ACRES
  • 3
    BATHS
  • 1
    1/2 BATHS
  • 2,960
    SQFT
  • $229
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1986
County:
Area:

School Information

Elementary School:
School District:

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!

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© 2026 OneKey MLS. All rights reserved. IDX information is provided exclusively 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 is deemed reliable but is not guaranteed accurate by the MLS or This Old Hudson Team at Houlihan Lawrence. Data last updated: 2026-10-12T20:19:59.61.
www.thisoldhudsonrealestate.com/homes/180945823
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5 Red Fox Run Chester, NY 10918

  • Price: $679,000
  • Status: Active
  • On Site: Days
  • Updated: 26 min ago
  • MLS #: 1046418
4
Beds
3
Baths
1
½ Baths
6.2
Acres
2,960
SQFT
$229
$/SQFT
1986
Built
Neighborhood:
Chester Town
County:
Orange
Area:
Chester Town
Elementary School:
North Main Street
Middle School:
Monroe-Woodbury Middle School
High School:
Monroe-Woodbury High School
School District:
Monroe-Woodbury
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!
Exterior Features

Architectural Style Colonial Carport YN No Construction Materials Advanced Framing TechniqueFrameStoneVinyl Siding Exterior Features MailboxRain Gutters Fencing None Foundation Details Concrete PerimeterStone Garage YN Yes Levels Three Or More Parking Features DrivewayGarageGarage Door OpenerOff StreetOversized Parking Total 5 Patio And Porch Features CoveredDeckPorchScreened Pool Private YN No Property Attached YN No Road Responsibility Private Maintained RoadRoad Maintenance Agreement View Trees/Woods Waterfront YN No Window Features Bay Window(s)Oversized WindowsScreensWood Frames

Interior Features

Appliances DishwasherDryerOvenRefrigeratorWasher Attic FullPull StairsScuttleStorage Basement Details Bilco Door(s)FullSee RemarksStorage SpaceWalk-Out Access Basement YN Yes Cooling None Fireplace Features Family RoomMasonryWood Burning Fireplace YN Yes Fireplaces Total 2 Flooring CarpetCombinationHardwoodTile Interior Features First Floor BedroomBeamed CeilingsCeiling Fan(s)Crown MoldingEat-in KitchenEntrance FoyerFormal DiningGranite CountersHigh CeilingsNatural WoodworkOpen KitchenOriginal DetailsPrimary BathroomStorageWalk-In Closet(s)Washer/Dryer Hookup Laundry Features Electric Dryer HookupIn HallInsideWasher Hookup Number Of Heating Zones 3 Number Of Kitchens 1 Rooms Total 13 Security Features Fire AlarmSecurity SystemSmoke Detector(s)

Property Features

Accessibility Features Accessible Approach with RampAccessible BedroomAccessible Central Living AreaAccessible Common AreaAccessible EntranceAccessible Hallway(s)Accessible KitchenGrip-Accessible Features Additional Fee Description Road Maintenance Agreement Additional Fee Frequency See Remarks Association Fee 0 Association Fee Frequency Semi-Annually Association Fee Includes Common Area MaintenanceOtherSnow Removal Association YN Yes Builder Model Tedaldi Home Builders Down Payment Resource YN Yes Electric Company Orange & Rockland Heating Oil Horse YN No Inclusions As Per MLS Lease Considered YN No Other Equipment Generator Other Structures Outbuilding Property Condition Actual Property Sub Type Single Family Residence Road Frontage Type Private Road Senior Community YN No Sewer Septic Tank Spa YN No Special Listing Conditions None Tax Annual Amount 16980.73 Tax Source Other Utilities Electricity ConnectedTrash Collection Private Water Access YN No Water Source Well

Listing courtesy of Gina Dudgeon of Howard Hanna Rand Realty: 845-928-9691
© 2026 OneKey MLS. All rights reserved.


© 2026 OneKey MLS. All rights reserved. IDX information is provided exclusively 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 is deemed reliable but is not guaranteed accurate by the MLS or This Old Hudson Team at Houlihan Lawrence. Data last updated: 2026-10-12T20:19:59.61.
 
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