Homes with a Pool in Chester, NY

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3 beds New construction With a pool

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15 Listings

Map

Homes with a Pool in Chester, NY

15 Listings

4Active

15 listings

Homes with a Pool in Chester, NY

Show Map

15 Listings

Map

Homes with a Pool in Chester, NY

15 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

4Active

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

$525,000

2 bd · 2 ba · 1,910 sqft

19 Meadow Avenue, Chester, NY

Delease A. Jenkins · RE/MAX Town & Country

31Active

$879,000

4 bd · 4 ba · 3,764 sqft

101 Beverly Road, Chester, NY

Derek J. Greene · Greene Realty Group

50Active

$749,000

4 bd · 3 ba · 2,599 sqft

121 Conklingtown Road, Chester, NY

Chaim Weiss · MS Realty Group USA, Inc

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

36Active

$749,900

4 bd · 4 ba · 3,080 sqft

20 Mountainside Drive, Chester, NY

Randolph Rogers · eXp Realty

50Active

$799,000

4 bd · 3 ba · 2,516 sqft

3 Garnett Hill Road, Chester, NY

Jacob Fried · Keller Williams Realty

Price Reduced46Active

$605,000

3 bd · 2 ba · 1,848 sqft

412 Laroe Road, Chester, NY

Nathalie M Sessoms · Howard Hanna Rand Realty

Price Reduced32Active

$545,000

3 bd · 3 ba · 1,908 sqft

11 Chandler Drive, Chester, NY

Daniella Restrepo · Coldwell Banker Realty

Price Reduced36Active

$750,000

4 bd · 4 ba · 3,100 sqft

985 Craigville Road, Chester, NY

David Deberardinis · Serhant LLC

35Active

$875,000

4 bd · 3 ba · 3,656 sqft

49 Stone Mountain Trail, Chester, NY

Arya Rabinovits · eRealty Advisors, Inc

Price Reduced49Active

$744,999

4 bd · 3 ba · 2,718 sqft

58 Nancy Lane, Chester, NY

Gina Dudgeon · Howard Hanna Rand Realty

Price Reduced50Active

$1,145,000

9 bd · 7 ba · 4,965 sqft

19 High Street, Chester, NY

Beth Palma · Keller Williams Realty

50Active

$3,400,000

4 bd · 4 ba · 7,750 sqft

19 Greentree Lane, Chester, NY

Jake Garay · Serhant LLC

42Active

$849,900

4 bd · 3 ba · 2,370 sqft

2 Primrose Lane, Chester, NY

Janet A Rendle · Weichert Realtors

Price Reduced38Active

$399,900

6 bd · 3 ba · 2,916 sqft

6324 State Route 9, Chester, NY

Robert Saumell Jr. · KW Platform

Price Reduced34Active

$949,000

5 bd · 4 ba · 3,136 sqft

12 Damian Court, Chester, NY

Elimelech Kremer · MS Realty Group USA, Inc

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: 2026-09-04 15:27:17 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

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: 2026-09-04 15:27:17 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

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.

Registered offenders on the map

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, 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