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Alex Sharpe
Licensed Associate Real Estate Broker
REALTOR®, GRI,ABR,SFR,SRES,RSPS,e-Pro

101 Whitetail Run , Chester, NY 10918

New - 21 Hours Ago

28 Total Photos [Click to View All]

Property Description

Looking for privacy, yet close to highways, shopping and transit. Look no further. Welcome to your new home on 3 private parklike acres. Spotless, lovingly maintained home featuring spacious open floor plan. Main level offering hardwood floors, large living room with cathedral ceilings, gas fireplace, built ins, eat in kitchen with quartz counters, stainless steel appliances and a formal dining room. Step out onto your 200 square foot 3 seasonal porch and enjoy the peaceful backyard without the bugs. Spacious main bedroom with en-suite bath, plus 2 additional bedrooms and full bath to complete the main level. The lower level features a large den, laundry room an office/multi purpose room, and bathroom. 2 car attached garage. Your secluded back yard offers a patio, fire pit for a your outdoor entertaining plus a large shed for extra storage. Quiet no through traffic road. Just a short walk from your driveway will lead to a Orange County's newest park which is in development of turning 258 acres to future recreation including with tennis, pickleball, dog parks, playground, walking trails, ballfields, splash pad, picnic and in addition this will connect to the 18 mile Heritage Trail. All this, plus quick access to Route 17. Under 10 minutes from the Woodbury Commons, LegoLand and within a few minutes from grocery stores, retails stores and schools.

101 Whitetail Run | MLS# 983196

This single family home located at 101 Whitetail Run , Chester, NY 10918 is currently listed for sale with an asking price of $589,000. This property was built in 1988 and has 3 bedrooms and 2 full and 1 partial baths with 1854 sq. ft. Whitetail Run is located within the Monroe-Woodbury school district. Search Chester real estate on alexander-sharpe.timberlandproperties.com today.

Gallery

Property Features

Property Type: Residential - Single Family
Basement: Finished
Basement: Yes
Cooling: Central Air
Fireplaces: 1
Garage: 2
Heating: Baseboard
Home Style: Raised Ranch
Lot Size: 3.00 Acres
Taxes: $12,360
Year Built: 1988

Amenities

First Floor Bedroom
First Floor Full Bath
Eat-in Kitchen
Entertainment Cabinets
Entrance Foyer
Formal Dining
Primary Bathroom
Quartz/Quartzite Counters
Storage
Walk Through Kitchen
Washer/Dryer Hookup
Fire Pit
Rain Gutters

Feature Descriptions

Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Stainless Steel Appliance(s), Washer
Attic: Scuttle
Exterior: Frame
Fireplace Features: Living Room
Fireplace Y/N: Yes
Flooring: Hardwood
Formal Dining: Yes
GarageY/N: Yes
Laundry: In Basement
Lot Features: Back Yard, Level, Part Wooded, Private
Number Of Kitchens: 1
On Market Date: 2026-04-10
Parcel Number: 332089-052-000-0001-107.100
Parking Features: Attached, Driveway, Garage
Patio And Porch: Covered, Porch
Rental Term: Monthly
Rooms Total: 9
Sewer: Septic Tank
Utilities: Cable Available, Electricity Connected
Water: Well
Wooded: Yes

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

$ 2,512.65 per month $1,310.86 Principal & Interest $1,030.00 Property Tax $171.79 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: Cronin & Company Real Estate
Agency Contact: 845-744-6275

Shown By

Agent Name: Alex Sharpe
Agent Phone: Cell: (845) 430-8511
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 04/11/2026. The listing information on this page last changed on 04/11/2026. 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 Sat 04/11/2026 1:38:14 AM EST) or Global MLS (last updated Sat 04/11/2026 1:21:59 AM EST) or New York State Alliance MLS (last updated Sat 04/11/2026 1:34:38 AM EST) or Hudson Valley Catskill Region MLS (last updated Sat 04/11/2026 12:11:15 AM EST) or OneKey MLS (last updated Sat 04/11/2026 1:31:16 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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