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Homes Under $500K in Chesterfield, MO
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Start here

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3 beds

Homes Under $500K in Chesterfield, MO

Homes Under $500K in Chesterfield, MO

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24 of 42 Listings
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Homes Under $500K in Chesterfield, MO

24 of 42 Listings

Your local team in Chesterfield

TO

Thomas O'Leary

Realty.com

Lic. #2020001504

Call Thomas
LM

Lisa McLaughlin

Delmar Mortgage

NMLS #283815

Lisa McLaughlinCall Lisa
  1. 14471 Bantry Lane Unit 15 — photo33Active

    $239,900

    3 bd · 2 ba · 1,659 sqft

    14471 Bantry Lane Unit 15, Chesterfield, MO

    Mark & Neil Gellman · EXP Realty, LLC

  2. 1192 Cantina Drive — photo40Active

    $189,000

    3 bd · 3 ba · 2,036 sqft

    1192 Cantina Drive, Chesterfield, MO

    Michael Simon · RedKey Realty Leaders

  3. 1049 Cambridge Way Drive — photo37Active

    $500,000

    3 bd · 3 ba · 2,887 sqft

    1049 Cambridge Way Drive, Chesterfield, MO

    Mark & Neil Gellman · EXP Realty, LLC

  4. 208 Ambridge Court Unit 303 — photo44Active

    $425,000

    2 bd · 2 ba · 2,013 sqft

    208 Ambridge Court Unit 303, Chesterfield, MO

    Sue Kelly · Compass Realty Group

  5. 2311 Blue Hill Road — photo27Active

    $399,900

    4 bd · 2 ba · 1,814 sqft

    2311 Blue Hill Road, Chesterfield, MO

    Beth Muckerman · Worth Clark Realty

  6. 18449 Wild Horse Creek Road — photo20Active

    $339,900

    3 bd · 1 ba · 1,084 sqft

    18449 Wild Horse Creek Road, Chesterfield, MO

    Lucy McCormac · Prime Properties

  7. 2323 Manor Grove Drive Unit 18 — photo27Active

    $300,000

    3 bd · 2 ba · 1,735 sqft

    2323 Manor Grove Drive Unit 18, Chesterfield, MO

    Jason Grote · RE/MAX Results

  8. 2428 Claymoor Drive — photoPrice Reduced46Active

    $415,000

    3 bd · 4 ba · 2,334 sqft

    2428 Claymoor Drive, Chesterfield, MO

    Kim Frazer · Gladys Manion, Inc.

  9. 1230 Luray Drive — photoOpen house Sat, Oct 24 · 12:05 PM39Active

    $460,000

    3 bd · 2 ba · 1,656 sqft

    1230 Luray Drive, Chesterfield, MO

    Dale Weir · Coldwell Banker Realty - Gundaker

  10. 13305 Woodlake Village Court — photo23Active

    $339,900

    3 bd · 3 ba · 1,600 sqft

    13305 Woodlake Village Court, Chesterfield, MO

    Amanda Alejandro · Realty Shop

  11. 15631 Hedgeford Court Unit 9 — photo21Active

    $192,800

    2 bd · 2 ba · 1,292 sqft

    15631 Hedgeford Court Unit 9, Chesterfield, MO

    Gene Coleman · C4 Realty Group

  12. 1521 Hedgeford Drive 16 — photo35Active

    $205,000

    2 bd · 2 ba · 1,292 sqft

    1521 Hedgeford Drive 16, Chesterfield, MO

    Rhonda Overberg · RE/MAX Best Choice St. Louis

  13. 808 Coalport Drive — photo40Active

    $300,000

    4 bd · 4 ba · 2,369 sqft

    808 Coalport Drive, Chesterfield, MO

    Tyler Crowley · DRG - Delhougne Realty Group

  14. 2335 Manor Grove Drive 10 — photoPrice Reduced35Active

    $262,500

    2 bd · 2 ba · 1,735 sqft

    2335 Manor Grove Drive 10, Chesterfield, MO

    Liz Fendler · Paradigm Realty

  15. 1511 Hampton Hall Drive Unit 18 — photo33Active

    $173,000

    2 bd · 2 ba · 976 sqft

    1511 Hampton Hall Drive Unit 18, Chesterfield, MO

    Connor Kapp · Coldwell Banker Realty - Gundaker West Regional

  16. 14471 Bantry Lane Unit 2 — photo38Active

    $255,000

    3 bd · 2 ba · 1,659 sqft

    14471 Bantry Lane Unit 2, Chesterfield, MO

    Peter Lu · EXP Realty, LLC

  17. 6 Monarch Trace Court Unit 304 — photoPrice Reduced27Active

    $269,000

    2 bd · 2 ba · 1,186 sqft

    6 Monarch Trace Court Unit 304, Chesterfield, MO

    Tonja Busiek · Compass Realty Group

  18. 7 Greymore Drive — photo24Active

    $415,000

    3 bd · 2 ba · 1,434 sqft

    7 Greymore Drive, Chesterfield, MO

    VICKY Crist · R Towne Real Estate, LLC

  19. 208 Ambridge Court 206 — photoPrice Reduced39Active

    $350,000

    3 bd · 2 ba · 1,952 sqft

    208 Ambridge Court 206, Chesterfield, MO

    Ann Banker · Coldwell Banker Realty - Gundaker

  20. 16252 Lea Oak Court — photoPrice Reduced37Active

    $340,000

    2 bd · 4 ba · 1,890 sqft

    16252 Lea Oak Court, Chesterfield, MO

    Cindy Behnen · Coldwell Banker Realty - Gundaker

  21. 13511 Coliseum Drive — photoPrice Reduced55Active

    $249,900

    3 bd · 3 ba · 3,006 sqft

    13511 Coliseum Drive, Chesterfield, MO

    Lisa Jagow · RE/MAX Best Choice St. Louis

  22. 22 La Gorce Drive — photoPrice Reduced36Active

    $395,000

    4 bd · 3 ba · 2,438 sqft

    22 La Gorce Drive, Chesterfield, MO

    Nash Abdulla · Keller Williams Chesterfield

  23. 13507 Coliseum Drive Unit C — photoPrice Reduced24Active

    $125,000

    2 bd · 2 ba · 1,020 sqft

    13507 Coliseum Drive Unit C, Chesterfield, MO

    Nazire Koc · Coldwell Banker Realty - Gundaker

  24. 13536 Coliseum Drive — photoPrice Reduced25Active

    $200,000

    3 bd · 3 ba · 2,055 sqft

    13536 Coliseum Drive, Chesterfield, MO

    Cindy Schindler · Coldwell Banker Realty - Gundaker West Regional

12

About Homes Under $500K in Chesterfield, MO

Homes Under $500K in Chesterfield, MO: 42 active listings as of October 19, 2026, 00:35 UTC.

Property types among these 42 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
Condominium2559.5%
Single Family Residence1126.2%
Townhouse511.9%

Explore Chesterfield homes

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  • Homes Under $400K
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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.

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Listing data & MLS disclosures

MARIS MLS
Based on information submitted to the MLS GRID as of 2026-10-18 20:01:47 UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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    Your local team in Chesterfield

    TO

    Thomas O'Leary

    Realty.com

    Lic. #2020001504

    Call Thomas
    LM

    Lisa McLaughlin

    Delmar Mortgage

    NMLS #283815

    Lisa McLaughlinCall Lisa

    Chesterfield, MO community profile

    Population
    49,598
    Median income
    $132,733
    Housing units
    21,191
    People per sq. mi.
    763
    Area
    65 sq. mi.

    Source: HJN community data

    Chesterfield housing market

    August 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 · 69 sales · as of Aug 31, 2026

    Homes that sold · County records, as of Aug 10, 2026

    Median sale price
    $439,855$374,963–$580,055 typical range
    Price per sq. ft.
    $203
    Sales
    16
    Paid in cash
    0.0%

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

    Median list price
    $557,500
    Homes for sale
    108
    Median days on market
    4 days

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

    Year-over-year
    -17.1%

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

    Median home size
    2,736 sq. ft.