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Homes Under $500K in Oldsmar, FL
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3 bedsWith a pool

Homes Under $500K in Oldsmar, FL

Homes Under $500K in Oldsmar, FL

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24 of 127 Listings
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Homes Under $500K in Oldsmar, FL

24 of 127 Listings

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Thomas O'Leary

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Lic. #BK3453168

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  1. 4795 Pebble Brook Dr — photoOpen house Sun, Oct 18 · 10:00 AM32Active

    $485,000

    2 bd · 2 ba · 1,601 sqft

    4795 Pebble Brook Dr, Oldsmar, FL

    John Rurkowski · EXP REALTY LLC

  2. 546 Trout Ln — photo34Active

    $449,000

    2 bd · 2 ba · 1,688 sqft

    546 Trout Ln, Oldsmar, FL

    David Hutcheson · HUTCHESON REAL ESTATE

  3. 1290 Clays Trl #1403 — photoNewOpen house Sun, Oct 18 · 12:00 PM61Active

    $469,000

    3 bd · 3 ba · 2,700 sqft

    1290 Clays Trl #1403, Oldsmar, FL

    Claudia Tweed · COLDWELL BANKER REALTY

  4. 1801 Mapleleaf Blvd — photo28Active

    $451,000

    3 bd · 3 ba · 1,920 sqft

    1801 Mapleleaf Blvd, Oldsmar, FL

    Stephanie See · RESULTS REAL ESTATE INC

  5. 335 Country Club Dr — photo52Active

    $399,500

    4 bd · 2 ba · 1,224 sqft

    335 Country Club Dr, Oldsmar, FL

    Andrea Simpson · PREMIER SOTHEBYS INTL REALTY

  6. 112 Cypress Ct #112 — photo13Active

    $149,900

    2 bd · 2 ba · 1,054 sqft

    112 Cypress Ct #112, Oldsmar, FL

    Wil Sanders · EXP REALTY LLC

  7. 392 Cobia Way — photo32Active

    $178,000

    2 bd · 2 ba · 1,344 sqft

    392 Cobia Way, Oldsmar, FL

    Anne Hode · AH REALTY SERVICES, LLC

  8. 145 Poole Pl — photo34Active

    $235,000

    2 bd · 2 ba · 1,380 sqft

    145 Poole Pl, Oldsmar, FL

    Giselle Rachels · SOUTH CEDAR REAL ESTATE, INC

  9. 1704 Hibiscus Cir S — photo49Active

    $425,000

    3 bd · 2 ba · 1,533 sqft

    1704 Hibiscus Cir S, Oldsmar, FL

    Sid Vehabovic · AMERICAN HERITAGE REALTY, INC.

  10. 127 Nancy Dr #127 — photo53Active

    $205,000

    2 bd · 2 ba · 1,094 sqft

    127 Nancy Dr #127, Oldsmar, FL

    Charlie Bodine · REAL ESTATE FIRM OF FLORIDA, LLC

  11. 151 Lakeview Way #151 — photo45Active

    $189,000

    2 bd · 2 ba · 1,094 sqft

    151 Lakeview Way #151, Oldsmar, FL

    Kim Adams · RE/MAX ELITE REALTY

  12. 110 Lakeside Ct #110 — photo34Active

    $149,900

    2 bd · 2 ba · 1,094 sqft

    110 Lakeside Ct #110, Oldsmar, FL

    Mark Fazzini · RE/MAX REALTEC GROUP INC

  13. 131 Woodlake Wynde — photo42Active

    $159,500

    2 bd · 2 ba · 924 sqft

    131 Woodlake Wynde, Oldsmar, FL

    Rebecca Norton · COLDWELL BANKER REALTY

  14. 210 Woodlake Wynde — photo28Active

    $177,000

    2 bd · 2 ba · 888 sqft

    210 Woodlake Wynde, Oldsmar, FL

    Paul DeSantis, PA · PREMIER SOTHEBYS INTL REALTY

  15. 2031 Dover Ct — photoPrice ReducedOpen house Sun, Oct 18 · 1:00 PM19Active

    $220,000

    2 bd · 2 ba · 1,215 sqft

    2031 Dover Ct, Oldsmar, FL

    Vivian Clifton · LOKATION

  16. 1813 Driftwood Cir N — photo39Active

    $404,000

    3 bd · 2 ba · 1,499 sqft

    1813 Driftwood Cir N, Oldsmar, FL

    Julie Barnhardt · BHHS FLORIDA PROPERTIES GROUP

  17. 389 Tranquil Ct — photo50Active

    $179,000

    2 bd · 2 ba · 1,032 sqft

    389 Tranquil Ct, Oldsmar, FL

    Jayne Phoenix · BHHS FLORIDA PROPERTIES GROUP

  18. 1707 E Ironwood Ct Court E — photoPrice Reduced24Active

    $335,000

    2 bd · 2 ba · 1,264 sqft

    1707 E Ironwood Ct Court E, Oldsmar, FL

    Joshua Kelley · Open to Close Realty

  19. 572 Salmon Ct — photo39Active

    $332,000

    2 bd · 2 ba · 1,212 sqft

    572 Salmon Ct, Oldsmar, FL

    Michael Lauer · FUTURE HOME REALTY INC

  20. 82 Pelican Dr N — photo45Active

    $179,000

    2 bd · 2 ba · 958 sqft

    82 Pelican Dr N, Oldsmar, FL

    Jayne Phoenix · BHHS FLORIDA PROPERTIES GROUP

  21. 225 Tarpon Lane — photoOpen house Sun, Oct 18 · 11:30 AM36Active

    $169,900

    2 bd · 2 ba · 1,120 sqft

    225 Tarpon Lane, Oldsmar, FL

    Anne Hode · AH REALTY SERVICES, LLC

  22. 129 Camphor Cir #C — photo60Active

    $155,000

    2 bd · 2 ba · 915 sqft

    129 Camphor Cir #C, Oldsmar, FL

    Garrett Grimes · KELLER WILLIAMS REALTY PORTFOLIO COLLECTION

  23. 3010 Palm Key Ave — photo57Active

    $399,000

    2 bd · 3 ba · 1,888 sqft

    3010 Palm Key Ave, Oldsmar, FL

    Jarod Brewer · RE/MAX ACTION FIRST OF FLORIDA

  24. 1925 Castle Bay Ct — photo28Active

    $335,000

    3 bd · 2 ba · 1,368 sqft

    1925 Castle Bay Ct, Oldsmar, FL

    Julie McGee · TAMPA HOME SALES, INC.

12…6

About Homes Under $500K in Oldsmar, FL

Homes Under $500K in Oldsmar, FL: 127 active listings as of October 18, 2026, 00:33 UTC.

Property types among these 127 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
Condominium4333.9%
Single Family Residence3527.6%
Manufactured Home1915.0%
Townhouse1612.6%

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Listing data & MLS disclosures

BeachesMLS
All listings featuring the BMLS logo are provided by Beaches MLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Information is provided exclusively for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Listing information ©2026 Beaches Multiple Listing Service®. All Rights Reserved. Data Last Updated: 2026-09-25 10:59:24 UTC
Stellar MLS
Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. 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. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.
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    Oldsmar, FL community profile

    Population
    15,092
    Median income
    $72,414
    Housing units
    6,425
    People per sq. mi.
    1,048.1
    Area
    14.4 sq. mi.

    Source: HJN community data

    Oldsmar housing market

    September 2026 · This period is still settling

    Oldsmar 12-month median sale price trend

    Selling at 98.6% of asking price

    Buyers here are paying below asking. MLS · 29 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 21, 2026

    Median sale price
    $350,000$244,237–$560,950 typical range
    Price per sq. ft.
    $229
    Sales
    27
    Paid in cash
    55.6%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

    Median list price
    $355,300
    Homes for sale
    152
    Median days on market
    44 days

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

    Year-over-year
    11.1%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

    Median home size
    1,550 sq. ft.