3 Bedroom Homes in Chester, NY

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3 beds New construction With a pool

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24 of 33 Listings

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3 Bedroom Homes in Chester, NY

24 of 33 Listings

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33 listings

3 Bedroom Homes in Chester, NY

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24 of 33 Listings

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3 Bedroom Homes in Chester, NY

24 of 33 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

30

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

Active

$495,000

3 bd · 2 ba · 1,910 sqft

19 Meadow, Chester, NY

Jennifer-Lynn Colon · Stephen Kaufman Real Estate

19Active

$380,000

3 bd · 3 ba · 1,331 sqft

4704 Whispering Hills, Chester, NY

Evelyn Martino · Sahagian Realty LLC

24Active

$360,000

3 bd · 3 ba · 1,331 sqft

3409 Whispering Hills, Chester, NY

Bernadette Giordano · Howard Hanna Rand Realty

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

50Active

$649,999

3 bd · 3 ba · 2,902 sqft

3561 Rte 94, Chester, NY

Gina Dudgeon · Howard Hanna Rand Realty

22Active

$374,900

3 bd · 2 ba · 1,644 sqft

260 Gibson Hill Road, Chester, NY

Camilia Anka · Keller Williams Realty

42Active

$374,900

3 bd · 3 ba · 1,331 sqft

2921 Whispering Hills, Chester, NY

Amanda M Dnistrian · ARC Realty 1 in Sales

45Active

$550,000

3 bd · 2 ba · 1,583 sqft

50 Hambletonian Avenue, Chester, NY

Jennifer Loprieno · Howard Hanna Rand Realty

48Active

$699,000

3 bd · 3 ba · 2,533 sqft

173 Creamery Pond Road, Chester, NY

Michele Tobin · Keller Williams Realty

Price Reduced52Active

$365,500

3 bd · 2 ba · 1,296 sqft

36 Ferris Road, Chester, NY

Jenna Frasier · Selling ADK

16Active

$440,000

3 bd · 2 ba · 1,728 sqft

1367 Kings Highway, Chester, NY

Derek J. Greene · Greene Realty Group

46Active

$615,000

3 bd · 2 ba · 1,848 sqft

412 Laroe Road, Chester, NY

Nathalie M Sessoms · Howard Hanna Rand Realty

35Active

$639,000

3 bd · 2 ba · 1,806 sqft

84 Marina Road, Chester, NY

Sandra S Engle Pratt · Gore Mountain Real Estate Company

50Active

$475,000

3 bd · 2 ba · 1,624 sqft

21 Trotting Drive, Chester, NY

Michele Kayser · Keller Williams Realty

27Active

$469,000

3 bd · 3 ba · 1,357 sqft

70 Main Street, Chester, NY

Pedro Garcia · Curasi Realty, Inc.

50Active

$449,000

3 bd · 2 ba · 1,500 sqft

66 Whitetail Run, Chester, NY

Soleil Jackman · Howard Hanna Rand Realty

35Active

$369,000

3 bd · 3 ba · 1,331 sqft

2522 Whispering Hills, Chester, NY

Ann Marie Silvani · Howard Hanna Rand Realty

21Active

$370,000

3 bd · 1 ba · 1,561 sqft

33 Meadow Avenue, Chester, NY

Ernest Acampora · River Realty Services, Inc.

Price Reduced62Active

$795,000

3 bd · 3 ba · 1,476 sqft

26 Emily Lane, Chester, NY

Walter S Swartz · Gallo Realty ADK Inc

Price Reduced29Active

$219,000

3 bd · 2 ba · 1,624 sqft

6380 US. 9, Chester, NY

Corina J Nolin-Strassburg · Howard Hanna

Price Reduced37Active

$650,000

3 bd · 1 ba · 1,220 sqft

7278 US-9, Chester, NY

Angela Mead · Gallo Realty ADK Inc

23Active

$420,000

3 bd · 2 ba · 1,488 sqft

14 Vanderwalker Road, Chester, NY

Barbara Kearney · Hunt ERA

Price Reduced32Active

$545,000

3 bd · 3 ba · 1,908 sqft

11 Chandler Drive, Chester, NY

Daniella Restrepo · Coldwell Banker Realty

20Active

$619,000

3 bd · 3 ba · 2,000 sqft

197 Lane Road, Chester, NY

Walter S Swartz · Gallo Realty ADK Inc

33Active

$185,000

3 bd · 2 ba · 1,540 sqft

28 Olmstedville Road, Chester, NY

Heidemarie R Lane · Big Hat Realty

Listing data & MLS disclosures

Global MLS: IDX information is provided exclusively for 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 is deemed reliable but not guaranteed.
Listing information ©2026 Local REALTOR® - Douglas Perlson, Corp. Broker - (646) 315-9116. All Rights Reserved. Last Updated: 2026-08-31 14:18:49 UTC
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

July 2026 · This period is still settling

Homes that sold · County records, as of Jul 30, 2026

Median sale price: $452,999$342,000–$676,250 typical range
Price per sq. ft.: $277
Sales: 14
Paid in cash: 21.4%

Homes on the market · MLS, as of Jul 21, 2026

Median list price: $750,000
Homes for sale: 64

Price trend · Assessor repeat sales, as of Jul 31, 2026

Year-over-year: 20.8%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 15, 2026

Median home size: 2,098 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

Global MLS: IDX information is provided exclusively for 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 is deemed reliable but not guaranteed.
Listing information ©2026 Local REALTOR® - Douglas Perlson, Corp. Broker - (646) 315-9116. All Rights Reserved. Last Updated: 2026-08-31 14:18:49 UTC
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

July 2026 · This period is still settling

Homes that sold · County records, as of Jul 30, 2026

Median sale price: $452,999$342,000–$676,250 typical range
Price per sq. ft.: $277
Sales: 14
Paid in cash: 21.4%

Homes on the market · MLS, as of Jul 21, 2026

Median list price: $750,000
Homes for sale: 64

Price trend · Assessor repeat sales, as of Jul 31, 2026

Year-over-year: 20.8%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 15, 2026

Median home size: 2,098 sq. ft.

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Your local brokerage

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Listing data & MLS disclosures

Chester housing market

Homes that sold · County records, as of Jul 30, 2026

Homes on the market · MLS, as of Jul 21, 2026

Price trend · Assessor repeat sales, as of Jul 31, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 15, 2026

Chester, NY community profile

Explore Chester homes

Your local brokerage

Listing data & MLS disclosures

Chester, NY community profile

Chester housing market

Homes that sold · County records, as of Jul 30, 2026

Homes on the market · MLS, as of Jul 21, 2026

Price trend · Assessor repeat sales, as of Jul 31, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 15, 2026