Homes with a Pool in Chester, VA

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3 beds New construction With a pool

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24 of 32 Listings

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Homes with a Pool in Chester, VA

24 of 32 Listings

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32 listings

Homes with a Pool in Chester, VA

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24 of 32 Listings

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Homes with a Pool in Chester, VA

24 of 32 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #0225245042

Call Thomas

New35

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #0225245042

Call Thomas

Active

$440,000

3 bd · 2 ba · 2,208 sqft

612 Green Garden Cir, Chester, VA

Anthony Burch · United Real Estate Richmond

New38Active

$339,500

3 bd · 3 ba · 1,864 sqft

5112 Weatherby Dr, Chester, VA

Mike Hogan · The Hogan Group Real Estate

9Active

$1,899,000

5 bd · 5 ba · 4,444 sqft

13446 Bradley Bridge Rd, Chester, VA

Kristin Krupp · Shaheen Ruth Martin & Fonville

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #0225245042

Call Thomas

60Active

$615,000

5 bd · 5 ba · 4,217 sqft

4512 Forrestal Rd, Chester, VA

Daniel Harnsberger · EXP Realty, LLC

17Active

$415,000

4 bd · 3 ba · 2,008 sqft

13406 Greenham Ct, Chester, VA

Teresa Price · Samson Properties

Price Reduced24Active

$468,000

4 bd · 4 ba · 2,749 sqft

13306 Castlewellan Dr, Chester, VA

Verria Hairston · Opendoor Brokerage LLC

26Active

$445,000

3 bd · 3 ba · 1,695 sqft

1713 Mainsail Ln, Chester, VA

James Strum · Long & Foster REALTORS

53Active

$669,000

5 bd · 4 ba · 3,903 sqft

1618 Almer Ct, Chester, VA

Dennis Ross · Real Broker LLC

Price Reduced65Active

$499,999

5 bd · 4 ba · 3,021 sqft

5612 Arbor Point Ter, Chester, VA

Ryan Clore · Douglas Elliman Real Estate

21Active

$325,000

3 bd · 3 ba · 1,725 sqft

3343 Stone Manor Circle Unit#7B, Chester, VA

Kim Dalton · River's Edge Property Mgmnt

58Active

$489,000

4 bd · 2 ba · 2,958 sqft

14500 Alberta Ct, Chester, VA

Will Washington · Rashkind Saunders & Co.

Price Reduced54Active

$619,990

5 bd · 4 ba · 3,667 sqft

2018 James Overlook Dr, Chester, VA

Janickal Hanson · KW Metro Center

Price Reduced40Active

$379,999

4 bd · 3 ba · 2,215 sqft

2912 Appleford Dr, Chester, VA

Mitzi Ford · Property Consultants, Inc

Price Reduced40Active

$539,950

5 bd · 3 ba · 3,064 sqft

6407 Oak Arbor Dr, Chester, VA

Susan Thompson · BHG Base Camp

Price Reduced54Active

$507,000

5 bd · 4 ba · 3,100 sqft

13601 Green Spire Cir, Chester, VA

Katrina Davis-Young · 757 Realty

Price Reduced65Active

$598,900

5 bd · 4 ba · 3,777 sqft

1819 White Mountain Dr, Chester, VA

Denise Jones · Legacy Living Realty and Associates

50Active

$670,000

5 bd · 3 ba · 3,341 sqft

2526 Channelmark Pl, Chester, VA

Libby Gatewood · Parr & Abernathy Realty, Inc.

28Active

$505,000

4 bd · 3 ba · 2,248 sqft

1769 Outrigger Dr, Chester, VA

Sharon Stewart Murphy · reFine Properties

Price Reduced38Active

$324,950

3 bd · 3 ba · 1,848 sqft

11641 Claimont Mill Dr, Chester, VA

John Thiel · Long & Foster REALTORS

31Active

$309,900

3 bd · 2 ba · 1,144 sqft

11330 Great Branch Dr, Chester, VA

Shawn Shurm · Realty Richmond

5Active

$735,000

5 bd · 4 ba · 4,258 sqft

12019 Winbolt Dr, Chester, VA

LaTanya Wagstaff · Call It Closed International I

Price Reduced36Active

$474,000

4 bd · 3 ba · 2,560 sqft

12218 Winbolt Dr, Chester, VA

Richard Sena · Redfin Corporation

Price Reduced39Active

$844,999

6 bd · 5 ba · 4,310 sqft

11813 Middlecoff Dr, Chester, VA

Dianne Mann · Hardy Realty & Auction

50Active

$1,100,000

7 bd · 6 ba · 6,513 sqft

1501 Bluewater Ter, Chester, VA

Deborah Reynolds · Keller Williams Realty

Listing data & MLS disclosures

Central Virginia Regional MLS: IDX information is provided by the Central Virginia Regional Multiple Listing Service, LLC, from a copyrighted compilation of Listings. All CVR MLS information provided is deemed reliable but is not guaranteed accurate.The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.
The compilation of Listings and each individual Listing are ©2026 Central Virginia Regional Multiple Listing Service, LLC®. All Rights Reserved. Last Updated: 2026-09-03 01:14:26 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 · 43 sales · as of Aug 28, 2026

Homes that sold · County records, as of Aug 18, 2026

Median sale price: $401,600$350,675–$502,500 typical range
Price per sq. ft.: $195
Sales: 39
Paid in cash: 15.4%

Homes on the market · MLS, as of Aug 31, 2026

Median list price: $447,475

Chester, VA community profile

Area: 50 sq. mi.

Source: HJN community data

Explore Chester homes

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #0225245042

Call Thomas

Listing data & MLS disclosures

Central Virginia Regional MLS: IDX information is provided by the Central Virginia Regional Multiple Listing Service, LLC, from a copyrighted compilation of Listings. All CVR MLS information provided is deemed reliable but is not guaranteed accurate.The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.
The compilation of Listings and each individual Listing are ©2026 Central Virginia Regional Multiple Listing Service, LLC®. All Rights Reserved. Last Updated: 2026-09-03 01:14:26 UTC

Chester, VA community profile

Area: 50 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 · 43 sales · as of Aug 28, 2026

Homes that sold · County records, as of Aug 18, 2026

Median sale price: $401,600$350,675–$502,500 typical range
Price per sq. ft.: $195
Sales: 39
Paid in cash: 15.4%

Homes on the market · MLS, as of Aug 31, 2026

Median list price: $447,475

Homes for sale

110

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

Year-over-year: -1.3%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

Median home size: 2,096 sq. ft.

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 that sold · County records, as of Aug 18, 2026

Homes on the market · MLS, as of Aug 31, 2026

Chester, VA community profile

Explore Chester homes

Your local brokerage

Listing data & MLS disclosures

Chester, VA community profile

Chester housing market

Homes that sold · County records, as of Aug 18, 2026

Homes on the market · MLS, as of Aug 31, 2026

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

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026