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Condos in Oldsmar, FL — Page 2
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3 bedsWith a pool

Condos in Oldsmar, FL

Condos in Oldsmar, FL

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19 of 43 Listings
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Condos in Oldsmar, FL

19 of 43 Listings

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Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 106 Windward Pl — photo13Active

    $179,950

    2 bd · 2 ba · 879 sqft

    106 Windward Pl, Oldsmar, FL

    Christi Watson · TAMPA BAY SIGNATURE PROPERTIES, LLC

  2. 110 Cypress Ct #3-82 — photo37Active

    $190,000

    2 bd · 2 ba · 1,054 sqft

    110 Cypress Ct #3-82, Oldsmar, FL

    Timothy Queen · FUTURE HOME REALTY INC

  3. 123 Loblolly Ct #B — photoPrice Reduced43Active

    $110,000

    2 bd · 2 ba · 915 sqft

    123 Loblolly Ct #B, Oldsmar, FL

    Christina Paolillo · CHARLES RUTENBERG REALTY INC

  4. 108 Woodlands Ct #108 — photoPrice Reduced31Active

    $160,000

    2 bd · 2 ba · 1,151 sqft

    108 Woodlands Ct #108, Oldsmar, FL

    Jo Walker · COASTAL PROPERTIES GROUP INTERNATIONAL

  5. 112 Lakeview Pl #12 — photoPrice Reduced30Active

    $169,000

    2 bd · 2 ba · 1,094 sqft

    112 Lakeview Pl #12, Oldsmar, FL

    Michael Ryan · SAMUELSEN BUILDERS REALTY LLC

  6. 130 Nancy Dr #37 — photoPrice Reduced57Active

    $185,000

    2 bd · 2 ba · 1,096 sqft

    130 Nancy Dr #37, Oldsmar, FL

    STEVE DeMatos · RE/MAX ALLIANCE GROUP

  7. 107 Lakeview Pl #7 — photo30Active

    $224,900

    2 bd · 2 ba · 1,094 sqft

    107 Lakeview Pl #7, Oldsmar, FL

    Michael Ryan · SAMUELSEN BUILDERS REALTY LLC

  8. 131 Sabal Ct #E — photoPrice Reduced21Active

    $125,000

    2 bd · 2 ba · 915 sqft

    131 Sabal Ct #E, Oldsmar, FL

    Paul Ly · KELLER WILLIAMS TAMPA PROP.

  9. 142 Woodlake Wynde #48 — photoPrice Reduced20Active

    $175,000

    2 bd · 2 ba · 924 sqft

    142 Woodlake Wynde #48, Oldsmar, FL

    Marsha Rantala, PA · FUTURE HOME REALTY INC

  10. 202 Meadow Ln #50 — photoPrice Reduced52Active

    $179,900

    2 bd · 2 ba · 875 sqft

    202 Meadow Ln #50, Oldsmar, FL

    Alexandra Muneton · AXEN REALTY, LLC

  11. 130 Cypress Ln #130 — photoPrice Reduced30Active

    $149,000

    2 bd · 2 ba · 1,054 sqft

    130 Cypress Ln #130, Oldsmar, FL

    Maria Azuaje · PREMIER SOTHEBYS INTL REALTY

  12. 172 Lakeview Way #172 — photoPrice Reduced31Active

    $150,000

    2 bd · 2 ba · 1,094 sqft

    172 Lakeview Way #172, Oldsmar, FL

    Becki Server · CENTURY 21 INTEGRA

  13. 204 Windward Pl #36 — photoPrice Reduced38Active

    $188,000

    2 bd · 2 ba · 879 sqft

    204 Windward Pl #36, Oldsmar, FL

    Robert Dinan · BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

  14. 115 Windward Pl #15 — photoPrice Reduced26Active

    $175,000

    2 bd · 2 ba · 879 sqft

    115 Windward Pl #15, Oldsmar, FL

    Millie Jackson · FLORIDA PREMIERE REALTY

  15. 124 Loblolly Ct #D — photoPrice Reduced15Active

    $155,000

    2 bd · 2 ba · 915 sqft

    124 Loblolly Ct #D, Oldsmar, FL

    Meir Barack · LYN PROPERTIES

  16. 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

  17. 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

  18. 117 E Cypress Ct #117 — photoPrice Reduced31Active

    $185,000

    2 bd · 2 ba · 1,054 sqft

    117 E Cypress Ct #117, Oldsmar, FL

    Colleen Tuttle · RE/MAX REALTEC GROUP INC

  19. 106 Lakeside Ct — photoPrice Reduced13Active

    $145,000

    2 bd · 2 ba · 1,094 sqft

    106 Lakeside Ct, Oldsmar, FL

    Christi Watson · TAMPA BAY SIGNATURE PROPERTIES, LLC

12

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  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    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.