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Chester, VA Homes for Sale — Page 3 | Realty.com

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Homes for Sale in Chester, VA

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24 of 124 Listings

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24 of 124 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #0225245042

Call Thomas

1Active
$699,950
5 bd · 4 ba · 3,036 sqft
1506 White Mountain Dr, Chester, VA
Mike Boone · Boone Residential LLC
78Active
$650,000
4 bd · 3 ba · 3,290 sqft
11913 Helmway Ct, Chester, VA
Tracy McGuire · The Steele Group
Price ReducedOpen house Sat, Nov 7 · 2:00 PM36Active
$484,000
4 bd · 3 ba · 2,248 sqft
1769 Outrigger Dr, Chester, VA
Jeremy Cecchettini · Real Broker LLC

27Active
$499,990
4 bd · 3 ba · 2,572 sqft
13331 Prince James Dr, Chester, VA
Cabell Childress · Long & Foster REALTORS
45Active
$465,000
5 bd · 3 ba · 2,516 sqft
12621 Green Garden Ter, Chester, VA
Matthew Henry · KW Metro Center
Price Reduced37Active
$554,900
5 bd · 4 ba · 3,131 sqft
610 Rivers Bend Cir, Chester, VA
Giovanni SantaAna · Move4Free Realty, LLC
Price Reduced25Active
$353,000
3 bd · 2 ba · 1,516 sqft
10624 Hamlin Dr, Chester, VA
Rhonda Rost Reese · Rost Realty Inc
Price Reduced47Active
$515,000
4 bd · 3 ba · 3,559 sqft
5640 Teterling Ct, Chester, VA
Ronda Bradley-Gallagher · Bradley Real Estate, LLC
Price Reduced40Active
$340,000
3 bd · 2 ba · 1,536 sqft
10900 Old Cheshire Ln, Chester, VA
Kristin Murphy · Real Broker LLC
Price Reduced36Active
$384,950
4 bd · 3 ba · 2,632 sqft
4411 Overridge Dr, Chester, VA
Chuck Carlisle · Carlisle Real Estate
Price Reduced51Active
$360,000
4 bd · 3 ba · 1,956 sqft
4924 McAllister Dr, Chester, VA
Jennett Pulley · The Wilson Group
48Active
$430,000
4 bd · 3 ba · 3,360 sqft
12716 Middlebrook Rd, Chester, VA
Becky Parker · Real Broker LLC
54Active
$449,950
3 bd · 3 ba · 2,970 sqft
5221 Ecoff Ave, Chester, VA
Ethan Margulies · Lee Conner Realty & Assoc. LLC
32Active
$399,950
4 bd · 3 ba · 2,250 sqft
14119 Kentwood Forest Dr, Chester, VA
Kelly Rivers · United Real Estate Richmond
32Active
$549,950
4 bd · 3 ba · 2,948 sqft
554 Greymont Ln, Chester, VA
Tiffany Wake · Long & Foster REALTORS
Price Reduced39Active
$974,950
4 bd · 4 ba · 3,445 sqft
12506 Ashton Dell Rd, Chester, VA
Hal Dalton · Dalton Realty
Price Reduced43Active
$199,000
2 bd · 2 ba · 988 sqft
15253 Broadwater Cir, Chester, VA
Amy Lindsay · EXP Realty LLC
Price Reduced30Active
$399,999
4 bd · 3 ba · 2,520 sqft
4601` Black Oak Rd, Chester, VA
Roberta Johnson · First Choice Realty
Price Reduced15Active
$279,900
3 bd · 2 ba · 2,204 sqft
4512 Greenbriar Dr, Chester, VA
Mike McCarthy · Metro DMV Realty
40Active
$349,950
3 bd · 2 ba · 1,789 sqft
3640 Kiefer Rd, Chester, VA
Michael Conway · Real Broker LLC
Price ReducedOpen house Sat, Nov 7 · 11:00 AM70Active
$654,950
5 bd · 3 ba · 3,527 sqft
12044 Almer Ln, Chester, VA
Virginia Leabough · Real Broker LLC
39Active
$545,000
3 bd · 3 ba · 2,164 sqft
1799 Outrigger Dr, Chester, VA
Tracy Girard · Real Broker LLC
Price Reduced41Active
$525,000
3 bd · 3 ba · 3,285 sqft
12600 Brook Ln, Chester, VA
Richard Eason · EXP Realty, LLC
Price Reduced55Active
$439,993
4 bd · 3 ba · 2,368 sqft
3618 Dupuy Rd, Chester, VA
Sam Smith · Towne & Country Real Estate

1 2 3 4…6

Listing data & MLS disclosures

Bright MLS: The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Realty.com participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.
Listing information ©2026 BRIGHT MLS®. All Rights Reserved, Information deemed reliable but not guaranteed. Data Last Updated: 2026-10-27 20:48:41 UTC
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: 2026-11-04 15:12:40 UTC

Chester housing market

October 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 38 sales · as of Oct 30, 2026

Homes that sold · County records, as of Oct 15, 2026

Median sale price: $370,152$332,500–$397,500 typical range
Price per sq. ft.: $176
Sales: 23
Paid in cash: 17.4%

Homes on the market · MLS, as of Oct 25, 2026

Median list price: $439,000
Homes for sale: 121

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

Year-over-year: -1.7%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

Median home size: 2,089 sq. ft.

Chester, VA community profile

Area: 50 sq. mi.

Source: HJN community data

Explore Chester homes

By price

Homes Under $400K
Homes Under $500K
Homes Under $600K

By bedrooms

3 Bedroom Homes
4 Bedroom Homes

By feature

Homes with a Pool

Nearby areas

ZIP codes

23112 (167)
23832 (130)
23803 (121)
23223 (116)
23120 (102)
23234 (101)
23111 (99)
23860 (99)

Cities

Richmond (556)
Henrico (387)
Chesterfield (332)
Midlothian (269)
Mechanicsville (139)
Glen Allen (127)
Petersburg (120)
Moseley (96)

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

Listing data & MLS disclosures

Bright MLS: The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Realty.com participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.
Listing information ©2026 BRIGHT MLS®. All Rights Reserved, Information deemed reliable but not guaranteed. Data Last Updated: 2026-10-27 20:48:41 UTC
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: 2026-11-04 15:12:40 UTC

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #0225245042

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #0225245042

Call Thomas

Nearby areas

ZIP codes

23112 (167)
23832 (130)
23803 (121)
23223 (116)
23120 (102)
23234 (101)
23111 (99)
23860 (99)

Cities

Richmond (556)
Henrico (387)
Chesterfield (332)
Midlothian (269)
Mechanicsville (139)
Glen Allen (127)
Petersburg (120)
Moseley (96)

Chester, VA community profile

Area: 50 sq. mi.

Source: HJN community data

Chester housing market

October 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 38 sales · as of Oct 30, 2026

Homes that sold · County records, as of Oct 15, 2026

Median sale price: $370,152$332,500–$397,500 typical range
Price per sq. ft.: $176
Sales: 23
Paid in cash: 17.4%

Homes on the market · MLS, as of Oct 25, 2026

Median list price: $439,000
Homes for sale: 121

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

Year-over-year: -1.7%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

Median home size: 2,089 sq. ft.