Coming SoonNew
$380,000
3 Bed • 2 Bath • 1,728 Sq. Ft.3 bd · 2 ba · 1,728 sqft
67 Cottage Street
Middletown, NY 10940
Listed with Keller Williams Realty Group
View all 34 photosHide photos
2107 Whispering Hills
$299,000
Est. $2,753/moChester, NY 10918 · Orange County
- Beds
- 2
- Baths
- 1.5
- Sqft
- 1,086
- Status
- Active
- On site
- 23 days
Know your budget before you tour. Get pre-qualified
About this home
Welcome to 2107 Whispering Hills, a comfortable 2-bedroom, 1-bath condo offering 1,086 square feet of living space in a convenient Chester location. This home offers an easy, low-maintenance lifestyle with a practical layout and plenty of opportunity to make the space your own. Residents can enjoy community amenities including a swimming pool, providing a great place to relax and enjoy the warmer months without the maintenance of owning a private pool. The condo setting also offers the convenience of having exterior and community maintenance handled for you, allowing more time to simply enjoy your home and surroundings. Whether you're a first-time buyer, downsizing, looking for a weekend getaway, or seeking a low-maintenance home in the Hudson Valley, 2107 Whispering Hills is worth a look. Conveniently located near shopping, dining, parks, and transportation, this home offers a great combination of comfort, convenience, and community living.
- Type
- Condominium
- Year built
- 1984
- Garage
- 2 spaces
- Price / sqft
- $275
- Annual taxes
- $4,272
- HOA
- $724/mo
- County
- Orange County
- School district
- Chester
- Listed
- September 25, 2026
- MLS #
- 1050213
- Interior
- Cathedral Ceiling(s) · Formal Dining · High Ceilings · High Speed Internet
- Appliances
- Oven · Range · Refrigerator · Gas Water Heater
- Heating
- Forced Air
- Cooling
- Central Air
- Parking
- Parking Lot
- Sewer
- Public Sewer
- Water
- Public
As reported by the listing office; verify enrollment with the district.
- Elementary
- Chester Elementary School
- Middle
- Chester Academy-Middle/High School
- High school
- Chester Academy-Middle/High School
Listed with Wansor Realty · Zachary Leentjes · Source: OneKey MLS
Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Oct 18, 2026, 1:07 AM ET. ©2026 One Key MLS.
Estimate your monthly payment
Estimate your mortgage payment, including the principal and interest, taxes, insurance, HOA, and private mortgage insurance.
$2,752.80Total / mo
Estimated monthly payment
- Principal & interest
- $1,472.80(53.5%)
- Taxes
- $356.00(12.9%)
- HOA
- $724.00(26.3%)
- Insurance
- $200.00(7.3%)
Representative rates
Representative rates only, indicative for comparison. Edit the interest rate for your own quote; your lender’s numbers vary with credit, points, and insurance.
Never miss a property
Be the first to know when an Orange County home hits the market.
Market insights
The market around Chester, NY
Current listings
New in the last 30 days
13
Oct 2026
Average price
Active listings
$914,917
Oct 2026
Average days on market
Active listings
125 days
Oct 2026
Computed from 109 active OneKey MLS listings in Chester, NY.
Similar homes in Orange County
See all 525
Coming SoonNew
$359,999
3 Bed • 1 Bath • 1,160 Sq. Ft.3 bd · 1 ba · 1,160 sqft
22 Highland Avenue
Cornwall, NY 12518
Listed with RE/MAX Benchmark Realty Group
New
$375,000
3 Bed • 1 Bath • 1,730 Sq. Ft.3 bd · 1 ba · 1,730 sqft
66 Patton Road
Newburgh, NY 12550
Listed with RE/MAX Benchmark Realty Group