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$589,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2 Car Garage
  • Updated 2 days ago
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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.

Full Property Details for 101 Whitetail Run

General

  • Price: $589,000
  • Taxes: $12,360
  • Status: Active
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 983196
  • Updated: 4/10/2026
  • Added to Site: 4 day(s) ago

Interior

  • Number of Rooms: 9
  • Interior 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, Washer/Dryer Hookup
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Living Room
  • Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Stainless Steel Appliance(s), Washer
  • Laundry Facilities: Yes
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: In Basement

Exterior

  • Exterior Features: Fire Pit, Rain Gutters
  • Porch/Patio/Deck: Covered, Porch

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking Features: Attached, Driveway, Garage

Location

  • County: Orange County
  • Cross Streets: Craigville

School Information

  • High School District: Monroe-Woodbury
  • Elementary School: North Main Street
  • Middle School: Monroe-Woodbury Middle School
  • High School: Monroe-Woodbury High School

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central Air
  • Heating Type: Baseboard

Utilities

  • Sewer: Septic Tank
  • Water: Well
  • Utility Description: Cable Available, Electricity Connected

Structural Information

  • Architectural Style: Raised Ranch
  • Detached/Attached: Detached
  • Construction: Frame
  • Basement: Yes
  • Basement Desc.: Finished
  • Sq. Ft. Source: Other
  • Year Built: 1988

Lot Features

  • Lot Size (Acres): 3
  • Lot Size (Sq. Ft.): 130,680
  • Lot Features: Back Yard, Level, Part Wooded, Private

Financial Considerations

  • Tax Amount: $12,360

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 332089-052-000-0001-107.100
  • Block: 1
  • Lot Number: 107.1

Listed by Cronin & Company Real Estate

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Listing agents

— 101 Whitetail Run —

  • Cronin & Company Real Estate

  • Cronin & Company Real Estate

845-744-6275

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 101 Whitetail Run

School District:Monroe-Woodbury Central School District
NameGradesDistance
North Main Street School
212 North Main Street, Monroe, NY 10950
2-53.4 mi
Smith Clove Elementary School
21 Smith Clove Rd, Woodbury, NY 10917
K-16.4 mi
Monroe Woodbury Middle School
199 Dunderberg Rd, Woodbury, NY 10917
6-86 mi
Monroe Woodbury High School
155 Dunderberg Rd, Woodbury, NY 10917
9-126.1 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 101 Whitetail Run Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/10/2026
Listed
$589,000
77.41%
MLS
4/23/2009
Sold
$332,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 101 Whitetail Run

Year
Property Taxes
Change
Tax Assessment
Change
2021
-100%
$46,100
—
2021
$10,080
4%
$46,100
—
2020
$9,724
11%
$46,100
—
2018
$8,770
6%
$46,100
—
2017
$8,269
—
$46,100
—
2016
$8,253
—
$46,100
—
2015
$8,256
-1%
$46,100
—
2015
$8,327
3%
$46,100
—
2013
$8,100
—
$46,100
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 101 Whitetail Run

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Listed by Cronin & Company Real Estate

101 Whitetail Run, Chester, NY 10918 (MLS# 983196) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 101 Whitetail Run is currently listed for $589,000 and was received on April 10, 2026. Want to learn more about 101 Whitetail Run? Do you have questions about finding other Single Family real estate for sale in Chester? You can browse all Chester real estate or contact a Coldwell Banker agent to request more information.

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