Homes Under $500K in Chester, NY

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3 beds New construction With a pool

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13 Listings

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Homes Under $500K in Chester, NY

13 Listings

40Active

13 listings

Homes Under $500K in Chester, NY

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13 Listings

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Homes Under $500K in Chester, NY

13 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

40Active

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

$499,900

5 bd · 3 ba · 1,646 sqft

700 Atateka Drive, Chester, NY

Michael J Lynch · Coldwell Banker Prime Properties

Price Reduced32Active

$355,000

2 bd · 2 ba · 1,086 sqft

81 Clarkson Road, Chester, NY

Barbara Kearney · Hunt Real Estate ERA

41Active

$380,000

2 bd · 2 ba · 1,350 sqft

4827 New York 8, Chester, NY

Vickie Reed · Hunt ERA

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

Price Reduced36Active

$260,000

2 bd · 2 ba · 1,021 sqft

22 Spring Street, Chester, NY

Jenna Frasier · Selling ADK

Price Reduced35Active

$439,900

4 bd · 3 ba · 1,990 sqft

3001 Schroon River Road, Chester, NY

Jonathan Minerick · Homecoin.com

Price Reduced28Active

$320,000

5 bd · 2 ba · 1,286 sqft

20 Vetter Avenue, Chester, NY

Julia Pucciarelli · Gallo Realty ADK Inc

23Active

$420,000

3 bd · 2 ba · 1,488 sqft

14 Vanderwalker Road, Chester, NY

Barbara Kearney · Hunt ERA

Price Reduced13Active

$200,000

1 bd · 1 ba · 704 sqft

12 Theriot Avenue, Chester, NY

Jill Brady · Hunt Real Estate ERA

Price Reduced17Active

$124,900

1 bd · 1 ba · 492 sqft

856 Olmstedville Road, Chester, NY

Saraha Millington · 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

Price Reduced25Active

$329,900

3 bd · 2 ba · 1,960 sqft

527 Potter Brook Road, Chester, NY

Jennifer J Sherry · Sherwood Group, LLC

Price Reduced38Active

$399,900

6 bd · 3 ba · 2,916 sqft

6324 State Route 9, Chester, NY

Robert Saumell Jr. · KW Platform

Price Reduced50Active

$286,000

4 bd · 2 ba · 1,415 sqft

156 Hardscrabble Road, Chester, NY

Erin Steinbach · Julie & Co Realty LLC

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: 2026-09-29 17:22:02 UTC

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

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: 2026-09-29 17:22:02 UTC

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

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Registered offenders on the map

Registered offenders on the map

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 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