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.
Pending
Price cut: $20K (4/10)
$589,000
101 Whitetail Run, Chester, NY 10918
3beds
1,854sqft
Single Family Residence, Residential
Built in 1988
3 Acres Lot
$-- Zestimate®
$318/sqft
$-- HOA
What's special
- 84 days |
- 77 |
- 2 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Cronin & Company Real Estate 845-744-6275,
Aylin Ippolito 845-978-0647,
Timothy Ippolito 845-978-0648,
Cronin & Company Real Estate
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 983196
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Heating
- Baseboard
Cooling
- Central Air
Appliances
- Included: Dishwasher, Dryer, Microwave, Range, Refrigerator, Stainless Steel Appliance(s), Washer
- Laundry: Washer/Dryer Hookup, In Basement
Features
- 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
- Flooring: Hardwood
- Basement: Finished
- Attic: Scuttle
- Number of fireplaces: 1
- Fireplace features: Living Room
Interior area
- Total structure area: 1,854
- Total interior livable area: 1,854 sqft
Property
Parking
- Total spaces: 2
- Parking features: Attached, Driveway, Garage
- Garage spaces: 2
- Has uncovered spaces: Yes
Features
- Patio & porch: Covered, Porch
- Exterior features: Fire Pit, Rain Gutters
Lot
- Size: 3 Acres
- Features: Back Yard, Level, Private
- Residential vegetation: Partially Wooded
Details
- Parcel number: 3320890520000001107.100
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Raised Ranch
- Property subtype: Single Family Residence, Residential
Materials
- Frame
Condition
- Actual
- Year built: 1988
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Cable Available, Electricity Connected
Community & HOA
HOA
- Has HOA: No
Location
- Region: Chester
Financial & listing details
- Price per square foot: $318/sqft
- Tax assessed value: $46,100
- Annual tax amount: $12,360
- Date on market: 4/10/2026
- Cumulative days on market: 56 days
- Listing agreement: Exclusive Right To Sell
- Electric utility on property: Yes
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 5/1/2026 | Pending sale | $589,000$318/sqft |
Source:  OneKey® MLS as distributed by MLS GRID #983196 Report a problem | ||
| 4/10/2026 | Price change | $589,000-3.3%$318/sqft |
Source: OneKey® MLS as distributed by MLS GRID #983196 Report a problem | ||
| 11/8/2024 | Price change | $609,000-1.6%$328/sqft |
Source: OneKey® MLS as distributed by MLS GRID #H6332247 Report a problem | ||
| 10/15/2024 | Listed for sale | $619,000+87.6%$334/sqft |
Source: OneKey® MLS as distributed by MLS GRID #H6332247 Report a problem | ||
| 5/4/2010 | Listing removed | $329,900$178/sqft |
Source: Visual Tour #459576 Report a problem | ||
| 6/20/2009 | Listed for sale | $329,900-0.6%$178/sqft |
Source: Visual Tour #459576 Report a problem | ||
| 4/28/2009 | Sold | $332,000$179/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $46,100 |
| 2024 | -- | $46,100 |
| 2023 | -- | $46,100 |
| 2022 | -- | $46,100 |
| 2021 | -- | $46,100 |
| 2020 | -- | $46,100 |
| 2019 | -- | $46,100 |
| 2018 | -- | $46,100 |
| 2017 | $8,232 | $46,100 |
| 2016 | -- | $46,100 |
| 2015 | -- | $46,100 |
| 2014 | -- | $46,100 |
| 2013 | -- | $46,100 |
| 2012 | -- | $46,100 |
| 2011 | -- | $46,100 |
| 2010 | -- | $46,100 |
| 2009 | -- | $46,100 |
| 2007 | -- | $46,100 +4.5% |
| 2006 | -- | $44,100 |
| 2005 | -- | $44,100 |
| 2004 | -- | $44,100 |
| 2002 | -- | $44,100 |
| 2001 | -- | $44,100 |
| 2000 | -- | $44,100 |
Find assessor info on the county website
Monthly payment
Estimated monthly payment$1,822
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 10918
Nearby schools
GreatSchools rating
- 5/10North Main Street SchoolGrades: 2-5Distance: 3.4 mi
- 4/10Monroe Woodbury Middle SchoolGrades: 6-8Distance: 6 mi
- 7/10Monroe Woodbury High SchoolGrades: 9-12Distance: 6.1 mi
Schools provided by the listing agent
- Elementary: North Main Street
- Middle: Monroe-Woodbury Middle School
- High: Monroe-Woodbury High School
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- New York
- Orange County
- Chester
- 10918
- 101 Whitetail Run
Nearby cities
Nearby zip codes
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