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5 Bedroom Homes in Chesterfield, VA
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3 bedsNew constructionWith a pool

5 Bedroom Homes in Chesterfield, VA

5 Bedroom Homes in Chesterfield, VA

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24 of 77 Listings
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5 Bedroom Homes in Chesterfield, VA

24 of 77 Listings

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TO

Thomas O'Leary

Realty.com

Lic. #0225245042

Call Thomas
  1. 8806 Midmay Ter — photoNew41Active

    $639,000

    5 bd · 3 ba · 2,511 sqft

    8806 Midmay Ter, Chesterfield, VA

    Victoria Clark · D R Horton Realty of Virginia,

  2. 16800 Copperland Pt — photoNew33Active

    $664,990

    5 bd · 4 ba · 3,224 sqft

    16800 Copperland Pt, Chesterfield, VA

    Victoria Clark · D R Horton Realty of Virginia,

  3. 8206 Killbevan Dr — photoNew50Active

    $799,900

    5 bd · 5 ba · 4,509 sqft

    8206 Killbevan Dr, Chesterfield, VA

    Bentley Affendikis · Joyner Fine Properties

  4. 16050 Greenhart Dr — photo1Active

    $599,990

    5 bd · 4 ba · 2,938 sqft

    16050 Greenhart Dr, Chesterfield, VA

    Gary Martin · Providence Hill Real Estate

  5. 5137 Gatebridge Rd — photoNew39Active

    $430,000

    5 bd · 4 ba · 2,198 sqft

    5137 Gatebridge Rd, Chesterfield, VA

    Itai Melendez · EXP Realty LLC

  6. 8800 Glen Royal Dr — photo51Active

    $689,000

    5 bd · 5 ba · 3,514 sqft

    8800 Glen Royal Dr, Chesterfield, VA

    Khaliyah Heaven Barakhyahu · EXP Realty, LLC

  7. 11700 Braystone Ln — photo58Active

    $774,500

    5 bd · 4 ba · 3,384 sqft

    11700 Braystone Ln, Chesterfield, VA

    Alyssa Devereaux · Compass

  8. 15625 Henningford Rd — photo38Active

    $624,900

    5 bd · 4 ba · 2,974 sqft

    15625 Henningford Rd, Chesterfield, VA

    Rick Cox · The Rick Cox Realty Group

  9. 11021 Merganser Ter — photo58Active

    $1,099,000

    5 bd · 5 ba · 5,793 sqft

    11021 Merganser Ter, Chesterfield, VA

    Lauren Renschler · Long & Foster REALTORS

  10. 7301 Hamner Ter — photo36Active

    $459,900

    5 bd · 3 ba · 3,060 sqft

    7301 Hamner Ter, Chesterfield, VA

    Annemarie Franz · RE/MAX Commonwealth

  11. 4141 Sussex Dr — photo16Active

    $530,000

    5 bd · 4 ba · 4,391 sqft

    4141 Sussex Dr, Chesterfield, VA

    Patrica Diaz · First Choice Realty

  12. 11500 Amara Dr — photo60Active

    $720,000

    5 bd · 4 ba · 3,808 sqft

    11500 Amara Dr, Chesterfield, VA

    Richard Sena · Redfin Corporation

  13. 8649 Copperland Dr — photoPrice Reduced34Active

    $599,890

    5 bd · 3 ba · 2,511 sqft

    8649 Copperland Dr, Chesterfield, VA

    Victoria Clark · D R Horton Realty of Virginia,

  14. 5048 Lorkimwood Rd — photo45Active

    $564,990

    5 bd · 3 ba · 3,047 sqft

    5048 Lorkimwood Rd, Chesterfield, VA

    Kim Sebrell · Keller Williams Realty

  15. 5042 Lorkimwood Rd — photo47Active

    $589,990

    5 bd · 3 ba · 3,059 sqft

    5042 Lorkimwood Rd, Chesterfield, VA

    Kim Sebrell · Keller Williams Realty

  16. 8819 Midmay Ter — photoPrice Reduced45Active

    $599,890

    5 bd · 3 ba · 2,511 sqft

    8819 Midmay Ter, Chesterfield, VA

    Victoria Clark · D R Horton Realty of Virginia,

  17. 16730 Midmay Rd — photoPrice Reduced33Active

    $741,640

    5 bd · 4 ba · 3,107 sqft

    16730 Midmay Rd, Chesterfield, VA

    Victoria Clark · D R Horton Realty of Virginia,

  18. 8801 Midmay Ter — photoPrice Reduced33Active

    $735,890

    5 bd · 4 ba · 3,107 sqft

    8801 Midmay Ter, Chesterfield, VA

    Victoria Clark · D R Horton Realty of Virginia,

  19. 16757 Midmay Rd — photoPrice Reduced45Active

    $599,890

    5 bd · 3 ba · 2,511 sqft

    16757 Midmay Rd, Chesterfield, VA

    Victoria Clark · D R Horton Realty of Virginia,

  20. 16931 Barmer Rd — photoPrice Reduced33Active

    $664,990

    5 bd · 4 ba · 3,224 sqft

    16931 Barmer Rd, Chesterfield, VA

    Victoria Clark · D R Horton Realty of Virginia,

  21. 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

  22. 10731 Spring Run Rd — photo34Active

    $539,900

    5 bd · 3 ba · 4,306 sqft

    10731 Spring Run Rd, Chesterfield, VA

    Sam Miliotis · The SSAM Agency

  23. 9731 Stagpenn Rd — photo42Active

    $405,000

    5 bd · 3 ba · 2,034 sqft

    9731 Stagpenn Rd, Chesterfield, VA

    Xiomara Encarnacion · Coldwell Banker Premier

  24. 8813 Midmay Ter — photoPrice Reduced16Active

    $676,790

    5 bd · 4 ba · 3,150 sqft

    8813 Midmay Ter, Chesterfield, VA

    Victoria Clark · D R Horton Realty of Virginia,

12…4

About 5 Bedroom Homes in Chesterfield, VA

5 Bedroom Homes in Chesterfield, VA: 77 active listings as of November 3, 2026, 20:29 UTC.

5 Bedroom Homes in nearby cities

  • 5 Bedroom Homes in Richmond
  • 5 Bedroom Homes in Henrico
  • 5 Bedroom Homes in Glen Allen
  • 5 Bedroom Homes in Moseley

Explore Chesterfield homes

By price

  • Homes Under $300K
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By bedrooms

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Listing information ©2026 BRIGHT MLS®. All Rights Reserved, Information deemed reliable but not guaranteed. Data Last Updated: 2026-10-31 19:56:28 UTC
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The compilation of Listings and each individual Listing are ©2026 Central Virginia Regional Multiple Listing Service, LLC®. All Rights Reserved. Last Updated: 2026-11-03 16:25:51 UTC

Chesterfield, VA community profile

Area
144.3 sq. mi.

Source: HJN community data

Chesterfield housing market

October 2026 · This period is still settling

Chesterfield 12-month median sale price trend

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 59 sales · as of Oct 30, 2026

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

Median sale price
$464,000$335,275–$544,950 typical range
Price per sq. ft.
$211
Sales
39
Paid in cash
28.2%

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

Median list price
$560,000
Homes for sale
209

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

Year-over-year
24.7%

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

Median home size
2,224 sq. ft.
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    Thomas O'Leary

    Realty.com

    Lic. #0225245042

    Call Thomas