2 Bedroom Homes in Chester, NY

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3 beds New construction With a pool

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5 Listings

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2 Bedroom Homes in Chester, NY

5 Listings

48Active
$269,000

5 listings

2 Bedroom Homes in Chester, NY

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5 Listings

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2 Bedroom Homes in Chester, NY

5 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

48Active
$269,000

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

2 bd · 1 ba · 1,084 sqft

1212 Whispering Hills, Chester, NY

Beth Palma · Keller Williams Realty

18Active

$299,000

2 bd · 1 ba · 1,084 sqft

2124 Whispering Hills, Chester, NY

Beverly Huaman · Howard Hanna Rand Realty

28Active

$290,000

2 bd · 2 ba · 1,053 sqft

1005 Whispering Hills, Chester, NY

Kristie A. Jacques · Century 21 Full Service Realty

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

Price Reduced33Active

$290,000

2 bd · 2 ba · 1,072 sqft

4008 Whispering Hills Drive, Chester, NY

Karen R Taphorn · Howard Hanna Rand Realty

Price Reduced24Active

$275,000

2 bd · 1 ba · 1,084 sqft

2113 Whispering Hills, Chester, NY

Valerie Quinn · Keller Williams Realty

Listing data & MLS disclosures

OneKey MLS: The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved

Chester housing market

August 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 13 sales · as of Aug 28, 2026

Homes on the market · MLS, as of Aug 24, 2026–Aug 28, 2026

Median list price: $699,998
Homes for sale: 74
Median days on market: 41 days

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 19, 2026

Median home size: 2,097 sq. ft.

Chester, NY community profile

Population: 4,099
Median income: $110,682
Housing units: 1,761
People per sq. mi.: 120.2
Area: 34.1 sq. mi.

Source: HJN community data

Explore Chester homes

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

Listing data & MLS disclosures

OneKey MLS: The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved

Chester, NY community profile

Population: 4,099
Median income: $110,682
Housing units: 1,761
People per sq. mi.: 120.2
Area: 34.1 sq. mi.

Source: HJN community data

Chester housing market

August 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 13 sales · as of Aug 28, 2026

Homes on the market · MLS, as of Aug 24, 2026–Aug 28, 2026

Median list price: $699,998
Homes for sale: 74
Median days on market: 41 days

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 19, 2026

Median home size: 2,097 sq. ft.

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Registered offenders on the map

Your local brokerage

Your local brokerage

Your local brokerage

Listing data & MLS disclosures

Chester housing market

Homes on the market · MLS, as of Aug 24, 2026–Aug 28, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 19, 2026

Chester, NY community profile

Explore Chester homes

Your local brokerage

Listing data & MLS disclosures

Chester, NY community profile

Chester housing market

Homes on the market · MLS, as of Aug 24, 2026–Aug 28, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 19, 2026