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Chester, VA Homes for Sale — Page 4 | 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

51Active
$535,000
4 bd · 3 ba · 2,719 sqft
1961 Enon Station Dr, Chester, VA
Alex Oswald · River Fox Realty
Price Reduced46Active
$369,950
3 bd · 3 ba · 1,632 sqft
10501 Surry Rd, Chester, VA
Ryan Medlin · RE/MAX Commonwealth
34Active
$382,950
4 bd · 3 ba · 1,680 sqft
3313 New Found Ln, Chester, VA
Doris Gunn-Conner · Keller Williams Realty

36Active
$460,000
3 bd · 3 ba · 2,345 sqft
12521 Mount Blanco Ct, Chester, VA
Mark Boykin · Boykin Realty LLC
Price Reduced48Active
$385,000
4 bd · 3 ba · 1,925 sqft
4820 Cedar Cliff Rd, Chester, VA
Rebby Castro-Imobisa · Real Broker LLC
Price Reduced50Active
$419,900
4 bd · 3 ba · 2,760 sqft
12541 Winfree St, Chester, VA
Kasey Shumaker · Douglas Elliman Real Estate
Price ReducedOpen house Sat, Nov 7 · 11:00 AM35Active
$409,999
3 bd · 2 ba · 2,208 sqft
612 Green Garden Cir, Chester, VA
Anthony Burch · United Real Estate Richmond
Price Reduced40Active
$455,000
4 bd · 2 ba · 2,522 sqft
14424 Dampier Dr, Chester, VA
Dianne Stanley · Shaheen Ruth Martin & Fonville
Price Reduced38Active
$324,500
3 bd · 3 ba · 1,864 sqft
5112 Weatherby Dr, Chester, VA
Mike Hogan · The Hogan Group Real Estate
Price Reduced86Active
$389,000
3 bd · 3 ba · 1,872 sqft
501 Green Orchard Dr, Chester, VA
Monier Monier · United Real Estate Richmond
Price Reduced48Active
$325,000
3 bd · 2 ba · 1,156 sqft
3112 Castlebury Dr, Chester, VA
Luis Amaya-Fogg · Realty of America LLC
Price Reduced29Active
$344,000
3 bd · 2 ba · 1,804 sqft
14519 Sonnenburg Dr, Chester, VA
Giovanni SantaAna · Move4Free Realty, LLC
Price Reduced75Active
$1,780,000
5 bd · 5 ba · 4,444 sqft
13446 Bradley Bridge Rd, Chester, VA
Kristin Krupp · Shaheen Ruth Martin & Fonville
Price Reduced42Active
$475,000
4 bd · 2 ba · 1,770 sqft
2211 Osborne Rd, Chester, VA
Nicole Reed · Real Broker LLC
60Active
$615,000
5 bd · 5 ba · 4,217 sqft
4512 Forrestal Rd, Chester, VA
Daniel Harnsberger · EXP Realty, LLC
Price Reduced17Active
$399,999
4 bd · 3 ba · 2,008 sqft
13406 Greenham Ct, Chester, VA
Teresa Price · Samson Properties
Price ReducedOpen house Wed, Nov 4 · 9:00 AM24Active
$450,000
4 bd · 4 ba · 2,749 sqft
13306 Castlewellan Dr, Chester, VA
Verria Hairston · Opendoor Brokerage LLC
Price Reduced34Active
$325,000
3 bd · 3 ba · 1,882 sqft
3231 Ludgate Rd, Chester, VA
Justine Rice · Liz Moore & Associates
34Active
$424,990
4 bd · 3 ba · 2,346 sqft
3804 N Middlebrook Ct, Chester, VA
Diane Wiley · Weichert Brockwell & Associate
36Active
$434,900
3 bd · 2 ba · 1,604 sqft
4818 Stavely Rd, Chester, VA
Maria Andrea Febres · Spring Hill Real Estate
Price Reduced20Active
$325,000
4 bd · 3 ba · 1,770 sqft
14306 Bermuda Ave, Chester, VA
Jasmine Douglas · Next Level Real Estate Group LLC
Price Reduced21Active
$385,000
4 bd · 3 ba · 2,247 sqft
15101 Woods Edge Rd, Chester, VA
Kirby Dickerson · Luxe Living Realty Group
Price Reduced38Active
$404,900
4 bd · 3 ba · 2,441 sqft
3455 Ivyridge Dr, Chester, VA
Giovanni SantaAna · Move4Free Realty, LLC
Price Reduced36Active
$365,000
3 bd · 2 ba · 1,881 sqft
4603 Edenton Pl, Chester, VA
Steve O Overgard · Weichert Brockwell & Associate

1…3 4 5 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 20:41:29 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 10:59:34 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 20:41:29 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 10:59:34 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 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