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Oldsmar, FL Homes for Sale — Page 12 | Realty.com
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Buy

Start here

  • Homes for sale by state
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  • The buying timeline

Afford it

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

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  • Closing costs, itemized
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312 listings
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3 bedsWith a pool

Homes for Sale in Oldsmar, FL

Homes for Sale in Oldsmar, FL

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24 of 312 Listings
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Homes for Sale in Oldsmar, FL

24 of 312 Listings

Your local brokerage

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Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 600 S Woodlands Drive — photoPrice Reduced44Active

    $399,000

    3 bd · 2 ba · 1,952 sqft

    600 S Woodlands Drive, Oldsmar, FL

    Jarod Brewer · RE/MAX ACTION FIRST OF FLORIDA

  2. 402 Shore Drive W — photoPrice Reduced62Active

    $725,000

    4 bd · 3 ba · 1,711 sqft

    402 Shore Drive W, Oldsmar, FL

    Mike Sanders · HOMES BY SANDERS REALTY

  3. 124 Loblolly Ct #D — photoPrice Reduced15Active

    $155,000

    2 bd · 2 ba · 915 sqft

    124 Loblolly Ct #D, Oldsmar, FL

    Meir Barack · LYN PROPERTIES

  4. 402 Shore Dr W — photoPrice Reduced62Active

    $725,000

    4 bd · 3 ba · 1,711 sqft

    402 Shore Dr W, Oldsmar, FL

    Mike Sanders · HOMES BY SANDERS REALTY

  5. 124 Loblolly Court D — photoPrice Reduced15Active

    $155,000

    2 bd · 2 ba · 915 sqft

    124 Loblolly Court D, Oldsmar, FL

    Meir Barack · LYN PROPERTIES

  6. 470 Hickorynut Avenue — photoPrice Reduced37Active

    $739,000

    4 bd · 3 ba · 2,922 sqft

    470 Hickorynut Avenue, Oldsmar, FL

    Lou Tutko · PARADISE LIFE REALTY

  7. 470 Hickorynut Ave — photoPrice Reduced37Active

    $739,000

    4 bd · 3 ba · 2,922 sqft

    470 Hickorynut Ave, Oldsmar, FL

    Lou Tutko · PARADISE LIFE REALTY

  8. 438 Lafayette Boulevard — photoPrice Reduced65Active

    $550,000

    4 bd · 2 ba · 2,138 sqft

    438 Lafayette Boulevard, Oldsmar, FL

    Luigi Kalaj · RE/MAX REALTEC GROUP INC

  9. 438 Lafayette Blvd — photoPrice Reduced65Active

    $525,000

    4 bd · 2 ba · 2,138 sqft

    438 Lafayette Blvd, Oldsmar, FL

    Luigi Kalaj · RE/MAX REALTEC GROUP INC

  10. 1505 Sunset Wind Loop — photoPrice Reduced38Active

    $380,000

    3 bd · 3 ba · 1,667 sqft

    1505 Sunset Wind Loop, Oldsmar, FL

    Eric Jenkins, PA · KELLER WILLIAMS REALTY- PALM H

  11. 1505 Sunset Wind Loop — photoPrice Reduced38Active

    $380,000

    3 bd · 3 ba · 1,667 sqft

    1505 Sunset Wind Loop, Oldsmar, FL

    Eric Jenkins, PA · KELLER WILLIAMS REALTY- PALM H

  12. 104 E Cypress Ct #104 — photo25Active

    $239,000

    2 bd · 2 ba · 1,054 sqft

    104 E Cypress Ct #104, Oldsmar, FL

    Stephen Hachey · FLAT FEE MLS REALTY

  13. 104 E Cypress Court 104 — photo25Active

    $239,000

    2 bd · 2 ba · 1,054 sqft

    104 E Cypress Court 104, Oldsmar, FL

    Stephen Hachey · FLAT FEE MLS REALTY

  14. 103 Cutlass Way — photo20Active

    $345,000

    3 bd · 3 ba · 1,392 sqft

    103 Cutlass Way, Oldsmar, FL

    Leyla Mohebbi · FLORIDA COMMERCIAL GROUP

  15. 416 Country Club Drive — photo29Active

    $385,000

    3 bd · 2 ba · 1,293 sqft

    416 Country Club Drive, Oldsmar, FL

    Jenny Meers · MURRAY BELL REAL ESTATE LLC

  16. 50 Willowood Lane — photo84Active

    $1,499,900

    6 bd · 5 ba · 4,475 sqft

    50 Willowood Lane, Oldsmar, FL

    Melissa Pranzo · REAL BROKER, LLC

  17. 50 Willowood Ln — photo84Active

    $1,499,900

    6 bd · 5 ba · 4,475 sqft

    50 Willowood Ln, Oldsmar, FL

    Melissa Pranzo · REAL BROKER, LLC

  18. 347 Country Club Drive — photoPrice Reduced80Active

    $419,000

    3 bd · 2 ba · 1,280 sqft

    347 Country Club Drive, Oldsmar, FL

    Frank Fundora · PEOPLE'S CHOICE REALTY SVC LLC

  19. 134 Sycamore Ln #H — photo44Active

    $160,000

    2 bd · 2 ba · 915 sqft

    134 Sycamore Ln #H, Oldsmar, FL

    Tatiana Russu · FUTURE HOME REALTY INC

  20. 134 Sycamore Lane H — photo44Active

    $160,000

    2 bd · 2 ba · 915 sqft

    134 Sycamore Lane H, Oldsmar, FL

    Tatiana Russu · FUTURE HOME REALTY INC

  21. 317 Shore Drive E — photoPrice Reduced42Active

    $474,700

    3 bd · 2 ba · 1,660 sqft

    317 Shore Drive E, Oldsmar, FL

    Charles Kelly · ADAMS, CAMERON & CO., REALTORS

  22. 317 Shore Dr E — photoPrice Reduced42Active

    $474,700

    3 bd · 2 ba · 1,660 sqft

    317 Shore Dr E, Oldsmar, FL

    Charles Kelly · ADAMS, CAMERON & CO., REALTORS

  23. 62 Emerald Bay Dr — photoPrice Reduced14Active

    $189,000

    2 bd · 3 ba · 1,264 sqft

    62 Emerald Bay Dr, Oldsmar, FL

    Lin Huang · CHARLES RUTENBERG REALTY INC

  24. 62 Emerald Bay Drive — photoPrice Reduced14Active

    $189,000

    2 bd · 3 ba · 1,264 sqft

    62 Emerald Bay Drive, Oldsmar, FL

    Lin Huang · CHARLES RUTENBERG REALTY INC

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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.
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    Nearby areas

    ZIP codes

    • 34652 (768)
    • 34668 (725)
    • 33572 (714)
    • 33706 (685)
    • 33767 (680)
    • 34667 (677)
    • 33708 (638)
    • 33578 (576)

    Cities

    • TAMPA (3,254)
    • Tampa (3,227)
    • St Petersburg (2,177)
    • ST PETERSBURG (2,123)
    • Clearwater (1,098)
    • CLEARWATER (1,093)
    • NEW PORT RICHEY (925)
    • New Port Richey (921)

    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 16, 2026

    Median sale price
    $325,000$246,473–$545,000 typical range
    Price per sq. ft.
    $229
    Sales
    21
    Paid in cash
    57.1%

    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
    8.3%

    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.