101 Whitetail Run Chester, NY $ 589,000
101 Whitetail Run
$ 589,000
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101 Whitetail Run

Chester, NY, 10918
$ 589,000
Bedrooms3 Baths2.1 Sq 1,854

Monthly Estimate*

$ 3,627

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Single Family Home for sale in Chester, NY

for $589,000 with 3 bedrooms and 2 full baths, 1 half bath. This 1,854 square foot home was built in 1988 on a lot size of 3.

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.

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Single Family Active

Price

$ 589,000

Bedrooms

3

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 12,360

Style

Raised Ranch

Lot Size

3

Year Built

1988

Town/City

Chester

County/Region

Orange

MLS | Web ID

983196

Features
Interior
Interior 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 Hooku
Basement Finished
Flooring Hardwood
Total Fireplaces 1
Fireplace Features Living Room
Basement Features Finished
Basement (Y/N) Y
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 3
Total Baths 3
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General
Sewer Septic Tank
Heating Baseboard
Cooling Central Air
Utilities Cable Available Electricity Connected
Appliances Dishwasher Dryer Microwave Range Refrigerator Stainless Steel Appliance(s) Washer
Garage Spaces 2
Patio/Porch Features Covered Porch
Architectural Style Raised Ranch
Construction Materials Frame
Year Built 1988
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 332089-052-000-0001-107.100
County Orange County
Property Type Residential
HOA N
Garage Y/N Y
Total Rooms 9
Full Baths 2
High School Monroe-Woodbury High School
City Blooming Grove
Senior Community Y/N N
High School District Monroe-Woodbury
Carport Y/N N
Elementary School North Main Street
Property Attached Y/N N
Tax Annual Amount 12360
Middle/Junior High School Monroe-Woodbury Middle School
Property Condition Actual
Additional Parcels Y/N N
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Monroe-Woodbury
Elementary School District Monroe-Woodbury
Tax Assessed Value 46100
Tax Lot 107.1
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Exterior
Exterior Amenities Fire Pit Rain Gutters
Parking Features Attached Driveway Garage Attached Driveway Garage
Water Source Well
Spa N
Waterfront Y/N N
Door Features Storm Door(s)
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Internal Only
Street Number 1 101
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* Excluded Features
List By
Aylin Ippolito

Listing Agent

Cronin & Company Real Estate

Broker

845-744-6275

Contact

Affordability Calculator

$4,657
Per Month
78%
22%
0%
Monthly Principal & Interest
$3,627
Monthly Property Taxes
$1,030
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4892010 Elementary School
4099010 Middle School
Monroe-Woodbury High School High School
Pricing History
DatePricePrice ChangeDescription
4/10/2026$589,000 Listed Price

Map


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101 Whitetail Run, Chester, NY, 10918 is a Single Family Home for sale at $589,000 with 1,854 sqft and a lot size of 3. 101 Whitetail Run has 3 bedrooms, 2.1 baths, and was built in 1988. The property's zip code is 10918 which is in Chester, NY