101 Whitetail Run Chester, NY 10918
Estimated payment $4,217/month
Highlights
- 3 Acre Lot
- Private Lot
- Partially Wooded Lot
- Monroe-Woodbury High School Rated A-
- Raised Ranch Architecture
- Cathedral Ceiling
About This Home
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.
Listing Agent
Cronin & Company Real Estate Brokerage Phone: 845-744-6275 License #10301200609 Listed on: 04/10/2026
Co-Listing Agent
Cronin & Company Real Estate Brokerage Phone: 845-744-6275 License #10401382102
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $12,360
Year Built
- Built in 1988
Lot Details
- 3 Acre Lot
- Private Lot
- Level Lot
- Partially Wooded Lot
- Back Yard
Parking
- 2 Car Attached Garage
- Driveway
Home Design
- Raised Ranch Architecture
- Frame Construction
Interior Spaces
- 1,854 Sq Ft Home
- Built-In Features
- Cathedral Ceiling
- Entrance Foyer
- Living Room with Fireplace
- Formal Dining Room
- Storage
- Wood Flooring
- Finished Basement
- Laundry in Basement
- Storm Doors
Kitchen
- Eat-In Galley Kitchen
- Range
- Microwave
- Dishwasher
- Stainless Steel Appliances
Bedrooms and Bathrooms
- 3 Bedrooms
- Main Floor Bedroom
- En-Suite Primary Bedroom
- Bathroom on Main Level
Laundry
- Laundry Room
- Dryer
- Washer
Outdoor Features
- Covered Patio or Porch
- Fire Pit
- Rain Gutters
Schools
- North Main Street Elementary School
- Monroe-Woodbury Middle School
- Monroe-Woodbury High School
Utilities
- Central Air
- Baseboard Heating
- Well
- Septic Tank
- Cable TV Available
Listing and Financial Details
- Legal Lot and Block 107.1 / 0001
- Assessor Parcel Number 332089-052-000-0001-107.100
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| 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 | $11,798 | $46,100 | $11,500 | $34,600 |
| 2024 | $11,496 | $46,100 | $11,500 | $34,600 |
| 2023 | $11,496 | $46,100 | $11,500 | $34,600 |
| 2022 | $11,171 | $46,100 | $11,500 | $34,600 |
| 2021 | $11,016 | $46,100 | $11,500 | $34,600 |
| 2020 | $9,724 | $46,100 | $11,500 | $34,600 |
| 2019 | $8,770 | $46,100 | $11,500 | $34,600 |
| 2018 | $8,770 | $46,100 | $11,500 | $34,600 |
| 2017 | $8,269 | $46,100 | $11,500 | $34,600 |
| 2016 | $8,253 | $46,100 | $11,500 | $34,600 |
| 2015 | -- | $46,100 | $11,500 | $34,600 |
| 2014 | -- | $46,100 | $11,500 | $34,600 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 05/01/2026 05/01/26 | Pending | -- | -- | -- |
| 04/30/2026 04/30/26 | Off Market | $589,000 | -- | -- |
| 04/10/2026 04/10/26 | For Sale | $589,000 | -- | $318 / Sq Ft |
Purchase 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 | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | $332,000 | John T O'friel |
Source: OneKey® MLS
MLS Number: 983196
APN: 332089-052-000-0001-107.100-0000
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