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Whispering Hills Townhomes Real Estate Search

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Whispering Hills Townhomes for Sale in Chester, NY

Click on the button below if you want to find all the homes for sale at Whispering Hills, a townhome community in the Town of Chester, Orange County New York.

Homes for Sale in Lexington Hills

Whispering Hills Townhomes Overview

Whispering Hills is a townhome community located in the Town of Chester, New York. The 2-3 bedroom townhomes were built around 1984-1987. Enjoy country club and low maintenance living in Whispering Hills, and the homes can be purchased for under $200,000 as of 2015.

The community of Whispering Hills offers many amenities to residents, including 2 clubhouses, 2 outdoor supervised swimming pools, racquetball courts, tennis courts, basketball courts, dog runs and an exercise gym. Enjoy a maintenance free lifestyle with no lawn mowing, leaf raking, shoveling.

In 2015, the monthly homeowner association fee is around $275/month. There is no pet restrictions in this development. 

Whispering Hills Townhomes Lifestyle

The Whispering Hills community is located at the town of Chester, offering country living but still close to all conveniences. The location is great for commuters, especially for ones who need to take the bus to New York City, since the commuter bus stops just outside the complex.  

There are stores and restaurants along Route 17 that are walking distance to the Whispering Hills Townhomes. You will find a Shop Rite grocery store, Lowes home improvement store, restaurants, movie theater, bowling alley, and the Castle Fun Center just minutes from the development.  

A short 15-minute drive away is Harriman Commons, the Woodbury Center, with grocery stores and big box stores like Super Walmart, Target and Home Depot, and the Woodbury Commons, a large shopping outlet. Stores at the Middletown Galleria are also a 15-minute drive away.

Residents at Whispering Hills can take walks or bike rides at the nearby Heritage Trails, a 12-mile trail that travels through Chester to Monroe and Goshen. There are lots of parks in the area, and hiking and other outdoor activities at the nearby Harriman State Park and Schunnemunk Mountain State Park. 

Whispering Hills Townhomes Commute

New York City is around 55 miles away, and the drive takes a little over an hour, depending on traffic. For commuters, there are great public transportation options available for commuting to New York City. The commuter bus that reaches Port Authority and midtown has a stop just outside the complex. There are other park and ride for the Short Line Bus just around the corner. For those who would prefer to take the train, the Metro-North Harriman train station is a 15-minute drive away. 

The Whispering Hills Townhome community is just 2 minutes from Route 17, which connects to the New York Thruway and I-84. 

Whispering Hills Townhouses for Sale and Real Estate

The homes for sale at Whispering Hills were built around 1984-1987. The homes are 2-3 bedroom townhomes, ranging from 1080 - 1350 square feet. The homes feature an attached 1 or 2 car garage, and a nice fenced in back patio. 

In 2015, some of the homes that have sold at Whispering Hills in Chester include:

  • a 2 bedroom 1 1/2 bath home at 1084 square feet sold for $138,500. The property taxes for that home was $3900
  • a 2 bedroom 1 1/2 bath home at 1132 square feet sold for $159,000. The property taxes for that home was $4636/year
  • a 3 bedroom 2 1/2 home at 1316 square feet sold for $150,000. The property taxes for that home was $4597
  • a 3 bedroom 2 1/2 end unit home at 1331 square feet sold for $195,500. The property taxes for that home was $4636

Whispering Hills Townhouses Real Estate Stats 

Wondering how much the latest homes at Whispering Hills at Chester sold for? Click on the button below to view the most up to date Whispering Hills in Chester NY real estate report. You will see the 25 most recent "Active Properties", "Properties Under Contract", and "Sold Properties" in the community. 

Orange County NY Real Estate Market Report

Whispering Hills Schools

Students living at Whispering Hills go to schools at the Chester Union Free School District, which includes Monroe-Woodbury High School, Monroe-Woodbury Middle School, and Pine Tree Elementary School. 

Whispering Hills Townhomes Map

Looking for more communities like this?

  • See all Chester Homes for Sale
  • See all Chester School District Homes for Sale
  • See all Orange County Condos and Townhouses for Sale
  • See all Orange County 55+ Active Adult Communities
  • See all New Construction Homes for Sale in Orange County
  • See all Foreclosure Homes for Sale in Orange County

 Orange County Towns | Orange County School Districts

4704 Whispering Hills, Chester image
4704 Whispering Hills, Chester $380,000

Welcome home to your beautiful, quiet and peaceful oasis. This 3 bed/3bath unit with a spacious 2-car garage has many new recent updates including new flooring, updated k...

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  • 3 Beds
  • 3 Baths
  • 1038636 MLS
  • ACTIVE Status
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2921 Whispering Hills, Chester image
2921 Whispering Hills, Chester $374,900

WHISPERING HILLS! PRIME LOCATION! Largest Unit! Two Story Living! End Unit! 3 Bedrooms! 2 1/2 Bathrooms! 2 Car Garage! Eat In Kitchen! Dining/ Living Room with Fireplace!...

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  • 3 Beds
  • 3 Baths
  • 1043986 MLS
  • ACTIVE Status
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3211 Whispering Hills, Chester image
3211 Whispering Hills, Chester $370,000

Move right in! This beautifully maintained and thoughtfully updated 3-bedroom, 2-full-bath END-UNIT condo offers almost 1,400 square feet of comfortable, easy one-level l...

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  • 3 Beds
  • 2 Baths
  • 1046996 MLS
  • ACTIVE Status
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3409 Whispering Hills, Chester image
3409 Whispering Hills, Chester $360,000

Welcome to this inviting 3 bedroom, 2.5 bath condo nestled in the sought-after Whispering Hills community! Perfectly situated for commuters, this home combines comfort an...

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  • 3 Beds
  • 3 Baths
  • 1032618 MLS
  • ACTIVE Status
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2522 Whispering Hills, Chester image
2522 Whispering Hills, Chester $359,000 ▼

Welcome to Whispering Hills! Discover easy living, comfort and privacy while living within a neighborhood community. Perfect for first time home buyers or if you're dow...

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  • 3 Beds
  • 3 Baths
  • 1027103 MLS
  • ACTIVE Status
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2124 Whispering Hills, Chester image
2124 Whispering Hills, Chester $299,000

Welcome to Whispering Hills! This inviting end-unit home offers a comfortable blend of everyday living, privacy, and convenience. Enjoy easy access to major commuter rout...

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  • 2 Beds
  • 1 Baths
  • 1042658 MLS
  • ACTIVE Status
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1005 Whispering Hills, Chester image
1005 Whispering Hills, Chester $290,000

Welcome to Whispering Hills! This spacious two-level, 2-bedroom, 1.5-bath condo with a 1-car garage features a great combination of updates and an ideal commuter location...

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  • 2 Beds
  • 2 Baths
  • 1043197 MLS
  • ACTIVE Status
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4008 Whispering Hills Drive, Chester image
4008 Whispering Hills Drive, Chester $290,000 ▼

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 ...

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  • 2 Beds
  • 2 Baths
  • 1027838 MLS
  • ACTIVE Status
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2113 Whispering Hills, Chester image
2113 Whispering Hills, Chester $275,000 ▼

Welcome Home! 2 Bedrooms 1 Bathroom move in ready end unit. Recently renovated including a new kitchen with granite counter tops and stainless steel appliances, new bathr...

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  • 2 Beds
  • 1 Baths
  • 950534 MLS
  • ACTIVE Status
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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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Orange County Towns

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Orange County School Districts

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