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66 Whitetail Run Chester, NY $ 449,000
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66 Whitetail Run
$ 449,000
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66 Whitetail Run

Chester, NY, 10918
$ 449,000
Bedrooms3 Baths1.1 Sq 1,500

Monthly Estimate*

$ 2,835

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Single Family Home for sale in Chester, NY

for $449,000 with 3 bedrooms and 1 full bath, 1 half bath. This 1,500 square foot home was built in 1983 on a lot size of 0.9183.

Welcome to 66 Whitetail Run – Chester, NY. Tucked back from the road on an ample, tree-lined lot, this charming contemporary colonial offers the perfect blend of privacy and convenience in the Monroe-Woodbury school district. Surrounded by nature and filled with birdsong, this peaceful setting feels like a retreat while still being close to all local amenities. Step inside to a bright, open living room featuring soaring ceilings, a wood-burning fireplace, and oversized windows that flood the space with natural light. Rich hardwood floors flow throughout the main level, leading to a spacious eat-in kitchen with granite countertops, plus a formal dining room perfect for hosting gatherings and special occasions. This 3-bedroom, 1.5-bath home also offers both bathrooms newly renovated, along with the convenience of a main-floor laundry room with a new washer and dryer. An attached two-car garage adds everyday practicality, while the back patio invites you to unwind and enjoy the tranquil, wooded surroundings. Don't miss your opportunity to make this move-in ready home yours!

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Single Family Active

Price

$ 449,000

Bedrooms

3

Full Bath

1

Half Bath

1

Property Type

Single Family

Taxes

$ 11,768

Style

Colonial,Contemporary

Lot Size

0.9183

Year Built

1983

Town/City

Chester

County/Region

Orange

MLS | Web ID

1033721
Features
Interior
Interior Amenities Chefs Kitchen Eat-in Kitchen Entrance Foyer Formal Dining Granite Counters High Ceilings Natural Woodwork Original Details Primary Bathroom Stone Counters Storage Walk Through Kitchen Washer/Dryer Ho
Total Fireplaces 1
Fireplace Features Living Room Masonry Wood Burning
Basement (Y/N) N
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 3
Total Baths 2
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General
Sewer Septic Tank
Heating Baseboard Oil
Cooling Wall/Window Unit(s)
Utilities Cable Connected Electricity Connected
Appliances Dishwasher Dryer Electric Oven Electric Range Microwave Refrigerator Stainless Steel Appliance(s) Washer Oil Water Heater
Garage Spaces 1
Architectural Style Colonial Contemporary
Construction Materials Frame
Year Built 1983
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 332089-052-000-0001-105.000-0000
County Orange County
Property Type Residential
HOA N
Garage Y/N Y
Total Rooms 10
Full Baths 1
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 11768.52
Middle/Junior High School Monroe-Woodbury Middle School
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Monroe-Woodbury
Elementary School District Monroe-Woodbury
Tax Assessed Value 42700
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Exterior
Parking Features Attached Driveway Garage Off Street Private Attached Driveway Garage Off Street Private
Water Source Well
Waterfront Y/N N
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Internal Only
Street Number 1 66
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* Excluded Features
List By
Soleil Jackman

Listing Agent

Howard Hanna Rand Realty

Broker

845-928-9691

Contact

Affordability Calculator

$3,816
Per Month
74%
26%
0%
Monthly Principal & Interest
$2,835
Monthly Property Taxes
$981
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% 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
See complete school information
Pricing History
DatePricePrice ChangeDescription
8/2/2026$449,000 Listed Price

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66 Whitetail Run, Chester, NY, 10918 is a Single Family Home for sale at $449,000 with 1,500 sqft and a lot size of 0.9183. 66 Whitetail Run has 3 bedrooms, 1.1 baths, and was built in 1983. The property's zip code is 10918 which is in Chester, NY

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