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$290,000

  • For Sale
  • Active
  • Condo
  • 2 Beds
  • 1 Full Bath
  • 1 Partial Bath
  • 1 Car Garage
  • Updated 12 days ago
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Move in ready townhome with a NYC bus stop within the community!! Whispering Hills in Chester is perfectly positioned for commuters being 2 miles to Route 17. Enjoy a prefect blend of comfort and convenience with a maintenance free lifestyle in this two bedroom townhome. The main floor has brand new flooring, a living room with a wood burning fireplace,and a separate dining area ideal for entertaining.The kitchen has a tile backsplash, and a natural gas range. A convenient half bath and laundry area complete the first floor. Upstairs,the primary bedroom offers vaulted ceilings,a generous walk in closet and a full bath with private access to the hallway. The second bedroom is of ample size with a double door closet. A skylight in the hallways brightens the home. Additional features and highlights include central air, natural gas heating, an attached one car garage with extra storage, building roof replaced in 2022, HVAC 2013, skylight 2013, municipal water and sewer,reasonable hoa fees, snow removal and beautifully maintained grounds. Community amenities feature a dog park, playground, two pools, a gym and more. Just 5 minutes from the heart of Chester where you'll find local shopping,dining and entertainment all while remaining 70 miles from NYC, 10 minutes to LegoLand and close to Woodbury Common, Resorts Casino and Bethel Woods Concert Venue. Visit our nearby breweries, cafes,farmer market and historic Sugarloaf Village. Come see why everyone wants to live here!

Full Property Details for 4008 Whispering Hills Dr

General

  • Price: $290,000
  • HOA FEE: $465/month
  • Taxes: $4,272
  • Status: Active
  • Type: Condo
  • Source: Long_Island
  • MLS ID: 1027838
  • Updated: 8/15/2026
  • Added to Site: 32 day(s) ago

Interior

  • Number of Rooms: 5
  • Interior Features: Cathedral Ceiling(s), Ceiling Fan(s), Formal Dining, High Ceilings, Open Floorplan, Recessed Lighting, Walk-In Closet(s)
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Wood Burning
  • Appliances: Dishwasher, Dryer, Gas Oven, Gas Range, Refrigerator, Washer
  • Flooring: Carpet, Laminate

Rooms

Bathrooms

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

Bedrooms

  • Total Bedrooms: 2

Additional Information

  • Amenities: Clubhouse, Fitness Center, Playground, Pool, Sidewalks
  • Shared Amenities: Basketball Court, Children's Playroom, Clubhouse, Dog Park, Fitness Center, Pool, Snow Removal
  • Pool: Yes
  • Pool Description: Community

Exterior

  • Porch/Patio/Deck: Patio

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Parking Features: Attached, Garage

Location

  • County: Orange County
  • Subdivision: Whispering Hills

School Information

  • High School District: Chester
  • Elementary School: Chester Elementary School
  • Middle School: Chester Academy-Middle/High School
  • High School: Chester Academy-Middle/High School

Community

  • Association: Yes
  • Assoc. Fees Include: Common Area Maintenance, Exterior Maintenance, Grounds Care, Pool Service, Snow Removal, Trash
  • Pets Allowed: Yes
  • Pet Restrictions: Yes

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central Air
  • Heating Type: Forced Air
  • Heating Zones: 1

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Natural Gas Connected, Phone Connected, Sewer Connected, Water Connected

Structural Information

  • Detached/Attached: Attached
  • Construction: Frame
  • Basement Desc.: None
  • Common Walls: Center
  • Entry Floor Number: 1
  • Sq. Ft. Source: Public Records
  • Year Built: 1987

Lot Features

  • Lot Size (Acres): 0.01

Financial Considerations

  • Association Fee: Yes
  • Association Fee: $465
  • Assoc Fee Freq.: Monthly
  • Tax Amount: $4,272.02

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 332201-125-000-0001-001.000-0471

Listed by Howard Hanna Rand Realty

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Listing agent

— 4008 Whispering Hills Dr —

  • Howard Hanna Rand Realty

845-928-9691

Get Pre-Approved Today

Be ready to buy your new home!

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NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 4008 Whispering Hills Dr

School District:Chester Union Free School District
NameGradesDistance
Chester Elementary School, Chester, NY
2 Herbert Drive, Chester, NY 10918
K-51.1 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 4008 Whispering Hills Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/15/2026
Price Reduced
$290,000
-7.94%
MLS
7/27/2026
Listed
$315,000
—
MLS
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.

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Listed by Howard Hanna Rand Realty

4008 Whispering Hills Drive, Chester, NY 10918 (MLS# 1027838) is a Condo property with 2 bedrooms, 1 full bathroom and 1 partial bathroom. 4008 Whispering Hills Drive is currently listed for $290,000 and was received on July 27, 2026. Want to learn more about 4008 Whispering Hills Drive? Do you have questions about finding other Condo 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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