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Single family home for sale at 5 Red Fox Run, Chester Town, NY 10918 | MLS# 1046418 | Listing updated on 2026-11-03
Photo 1 of Single family home for sale at 5 Red Fox Run, Chester Town, NY 10918 | MLS# 1046418 | Listing updated on 2026-11-03
Photo 2 of Single family home for sale at 5 Red Fox Run, Chester Town, NY 10918 | MLS# 1046418 | Listing updated on 2026-11-03
Photo 3 of Single family home for sale at 5 Red Fox Run, Chester Town, NY 10918 | MLS# 1046418 | Listing updated on 2026-11-03
Photo 4 of Single family home for sale at 5 Red Fox Run, Chester Town, NY 10918 | MLS# 1046418 | Listing updated on 2026-11-03
43+
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Street View

$679,000

Monthly Est:$3,380

  • Beds Icon4 Beds
  • Beds Icon
    4 Baths
  • Beds Icon2,960sqft

5 Red Fox Run, Chester Town, NY 10918

$3,380/moEst:

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  • Single Family Residence

  • Built in 1986

  • $-- HOA

  • 6.2 acres lot

  • $229/sq.ft

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!

  • Houzeo last checked: 12 hours ago
  • Listing updated: November 3, 2026 at 1:28 am
  • Listing Provided by: Gina Dudgeon (201) 978-5509 | Howard Hanna Rand Realty (845) 928-9691
  • Source: OneKey MLS-NY as distributed by MLS GRID | MLS#: 1046418 OneKey MLS-NY as distributed by MLS GRID

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Orange County

  • City

    Chester Town

  • Neighborhood

    --

  • Year Built

    1986

  • HOA Fees

    -

  • Finished Area

    2,960 sqft

  • Lot Size

    6.2 acres lot

  • Basement Area

    - sqft

  • MLS Name

    OneKey MLS

  • MLS Number

    1046418

  • MLS Status

    Active

  • Days on Market

    57

  • Cumulative Days on Market

    56

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 4

  • Living Room

    Level: First

  • Dining Room

    Level: First

  • Family Room

    Level: First

  • Kitchen

    Level: First

  • Lavatory

    Level: First

  • Bonus Room

    Level: First

  • Bathroom 1

    Level: First

  • Primary Bedroom

    Level: Second

  • Primary Bathroom

    Level: Second

  • Bedroom 2

    Level: Second

  • Bedroom 3

    Level: Second

  • Bedroom 4

    Level: Second

  • Bathroom 4

    Level: Second

  • Basement

    Level: Lower

  • Basement

    Level: Lower

  • Media Room

    Level: Lower

Interior

  • Appliances

    Dishwasher, Dryer, Oven, Refrigerator, Washer

  • Exterior Features

    Mailbox, Rain Gutters

  • Interior Features

    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

  • Flooring

    Carpet, Combination, Hardwood, Tile

  • Heating

    Oil

  • Window Features

    Bay Window(s), Oversized Windows, Screens, Wood Frames

  • Sewer

    Septic Tank

  • Cooling

    None

Construction

  • Year Built

    Year Built: 1986

  • Home type

    Single Family Residence

  • Construction Materials

    Advanced Framing Technique, Frame, Stone, Vinyl Siding

  • Architectural Style

    Colonial

  • Property Condition

    Actual

  • Foundation Details

    Concrete Perimeter, Stone

Utilities & Energy

  • Basement

    Bilco Door(s), Full, See Remarks, Storage Space, Walk Out Access

  • Laundry Features

    Electric Dryer Hookup, In Hall, Inside, Washer Hookup

  • Parking Features

    Driveway, Garage, Garage Door Opener, Off Street, Oversized

  • Fireplace Features

    Family Room, Masonry, Wood Burning

  • Water Source

    Well

  • Utilities

    Electricity Connected, Trash Collection Private

  • Security Features

    Fire Alarm, Security System, Smoke Detector(s)

Other Features

  • Patio And Porch Features

    Covered, Deck, Porch, Screened

Price History

DateEventPrice

09/07/2026

Source: mls_logoOneKey MLS-NY #KEY1046418

Listed for Sale

$679,000

$229/sqft

Nearby Homes

Based on information from OneKey MLS® through Nov 02, 2026, 02:16PM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 OneKey MLS. All rights reserved.

Advertising Broker: Derek Greene | The Greene Realty Group

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