Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings

Save search

Map layers

Safety

Safety & registry resources

Review official public-safety information for any area from these government sources:

  • U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
  • FBI: state sex-offender registry directory
Homes Under $500K in Chesterfield, VA
Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings
  • Rentals
  • Commercial

208 listings
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save search
3 bedsNew constructionWith a pool

Homes Under $500K in Chesterfield, VA

Homes Under $500K in Chesterfield, VA

Hide Map
24 of 208 Listings
Map

Homes Under $500K in Chesterfield, VA

24 of 208 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #0225245042

Call Thomas
  1. 4011 Timber Ridge Rd — photoNewOpen house Sun, Oct 25 · 12:00 PM33Active

    $485,000

    4 bd · 3 ba · 2,450 sqft

    4011 Timber Ridge Rd, Chesterfield, VA

    Kong Nou · The Steele Group

  2. 11801 New Forest Ct — photo5Active

    $359,000

    3 bd · 2 ba · 1,068 sqft

    11801 New Forest Ct, Chesterfield, VA

    Lester Kenney · Paragon Real Estate Group

  3. 4101 Vauxhall — photo17Active

    $384,500

    4 bd · 3 ba · 2,374 sqft

    4101 Vauxhall, Chesterfield, VA

    Lorraine Lett-Brown · Clear Vision Realty LLC

  4. 4411 Hopkins Rd — photoNew37Active

    $399,950

    4 bd · 3 ba · 2,770 sqft

    4411 Hopkins Rd, Chesterfield, VA

    Angela Pugh · Paul Wesley Real Estate

  5. 6508 Lila Crest Lane — photo17Active

    $443,500

    3 bd · 3 ba · 1,662 sqft

    6508 Lila Crest Lane, Chesterfield, VA

    Jo Fisher · Long & Foster REALTORS

  6. 6177 Bowline Ln — photoOpen house Sat, Oct 24 · 11:00 AM44Active

    $325,000

    3 bd · 3 ba · 1,560 sqft

    6177 Bowline Ln, Chesterfield, VA

    Dionne Hawkins-Burley · Engel & Volkers Richmond

  7. 5066 Lorkimwood Rd — photo45Active

    $482,990

    3 bd · 2 ba · 1,541 sqft

    5066 Lorkimwood Rd, Chesterfield, VA

    Kim Sebrell · Keller Williams Realty

  8. 5060 Lorkimwood Rd — photo31Active

    $492,490

    3 bd · 2 ba · 1,829 sqft

    5060 Lorkimwood Rd, Chesterfield, VA

    Kim Sebrell · Keller Williams Realty

  9. 6413 Autumn Mist Way — photo20Active

    $400,000

    4 bd · 3 ba · 2,182 sqft

    6413 Autumn Mist Way, Chesterfield, VA

    Verria Hairston · Opendoor Brokerage LLC

  10. 9834 N Wagstaff Cir — photoPrice Reduced44Active

    $345,900

    4 bd · 2 ba · 1,365 sqft

    9834 N Wagstaff Cir, Chesterfield, VA

    Rocio Espericueta · Real Broker LLC

  11. 5906 Autumnleaf Dr — photo37Active

    $390,000

    3 bd · 3 ba · 1,832 sqft

    5906 Autumnleaf Dr, Chesterfield, VA

    Kim Harkess · Virginia Capital Realty

  12. 3017 Kingsdale Rd — photo25Active

    $315,000

    4 bd · 2 ba · 1,668 sqft

    3017 Kingsdale Rd, Chesterfield, VA

    Ronda Bradley-Gallagher · Bradley Real Estate, LLC

  13. 11829 Brentwood Arbor Ct — photo39Active

    $420,000

    4 bd · 3 ba · 2,268 sqft

    11829 Brentwood Arbor Ct, Chesterfield, VA

    Dawn Wade · Hometown Realty

  14. 7225 Hartsdale Ct — photo20Active

    $359,995

    4 bd · 3 ba · 1,728 sqft

    7225 Hartsdale Ct, Chesterfield, VA

    Jennifer Velasco · EXP Realty, LLC

  15. 1410 Water Willow Dr — photo29Active

    $264,000

    2 bd · 2 ba · 1,042 sqft

    1410 Water Willow Dr, Chesterfield, VA

    Annemarie Franz · RE/MAX Commonwealth

  16. 10600 Lunswood Rd — photo44Active

    $268,000

    3 bd · 1 ba · 1,025 sqft

    10600 Lunswood Rd, Chesterfield, VA

    Mahood Fonville · Shaheen Ruth Martin & Fonville

  17. 2605 Wicklow Loop — photo14Active

    $462,333

    4 bd · 3 ba · 2,280 sqft

    2605 Wicklow Loop, Chesterfield, VA

    Derek Greene · The Greene Realty Group

  18. 304 Water Pointe Ln — photo32Active

    $289,900

    2 bd · 2 ba · 1,420 sqft

    304 Water Pointe Ln, Chesterfield, VA

    Nicholas Thurman · CapCenter

  19. 11236 Forestwind Dr — photo11Active

    $289,900

    3 bd · 2 ba · 1,431 sqft

    11236 Forestwind Dr, Chesterfield, VA

    Derek Greene · The Greene Realty Group

  20. 16132 Rowlett Rd — photo15Active

    $495,000

    5 bd · 3 ba · 2,067 sqft

    16132 Rowlett Rd, Chesterfield, VA

    Yolanda Longworth · 1st Class Real Estate RVA

  21. 1617 Colehollow Dr — photo41Active

    $399,000

    3 bd · 3 ba · 1,723 sqft

    1617 Colehollow Dr, Chesterfield, VA

    Cary Ridenhour · EXP Realty LLC

  22. 6722 Gibe Ln — photo19Active

    $369,000

    2 bd · 3 ba · 1,444 sqft

    6722 Gibe Ln, Chesterfield, VA

    RaQueal Covington · KW Metro Center

  23. 13811 Buck Rub Dr — photo27Active

    $359,950

    3 bd · 2 ba · 1,557 sqft

    13811 Buck Rub Dr, Chesterfield, VA

    Kim Tu-Wean · North Point Realty

  24. 3804 Seasigh Ct — photo57Active

    $325,000

    4 bd · 2 ba · 2,068 sqft

    3804 Seasigh Ct, Chesterfield, VA

    Kacie Jenkins · Real Broker LLC

12…9

About Homes Under $500K in Chesterfield, VA

Homes Under $500K in Chesterfield, VA: 208 active listings as of October 19, 2026, 18:25 UTC.

Property types among these 208 listings, by the property type each listing’s MLS reports, spelled as the MLS spells it. Types with fewer than 5 listings, and listings whose MLS reports no type, are not shown, so the shares can total less than 100%.
Property typeListingsShare
Single Family Residence15273.1%
Townhouse3818.3%
Condominium167.7%

Homes Under $500K in nearby cities

  • Homes Under $500K in Richmond
  • Homes Under $500K in Henrico
  • Homes Under $500K in Glen Allen
  • Homes Under $500K in Mechanicsville
Realty.com

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

Equal Housing OpportunityEqual Housing Lender

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.

© 2026 Realty.com. All rights reserved.·Privacy·Terms·California Privacy Rights·Accessibility·Licensing

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: 2026-10-19 16:55:56 UTC
  • Homes Under $500K in Chester
  • Homes Under $500K in Moseley
  • Explore Chesterfield homes

    By price

    • Homes Under $400K
    • Homes Under $500K
    • Homes Under $600K
    • Homes Under $700K

    By bedrooms

    • 3 Bedroom Homes
    • 4 Bedroom Homes
    • 5 Bedroom Homes

    By type

    • Single-Family Homes
    • Townhomes

    By feature

    • New Construction Homes
    • Homes with a Pool
    • Coming Soon Homes
    • 55+ Community Homes

    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #0225245042

    Call Thomas

    Chesterfield, VA community profile

    Area
    144.3 sq. mi.

    Source: HJN community data

    Chesterfield housing market

    September 2026

    Chesterfield 12-month median sale price trend

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 69 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 30, 2026

    Median sale price
    $529,265$390,103–$785,000 typical range
    Price per sq. ft.
    $207
    Sales
    125
    Paid in cash
    35.2%

    Homes on the market · MLS, as of Sep 27, 2026

    Median list price
    $549,950
    Homes for sale
    231

    Price trend · Assessor repeat sales, as of Sep 30, 2026

    Year-over-year
    18.5%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 2, 2026

    Median home size
    2,224 sq. ft.