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Oldsmar, FL Homes for Sale | Realty.com
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Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

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

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  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
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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 158 Listings
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Homes for Sale in Oldsmar, FL

24 of 158 Listings

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Thomas O'Leary

Realty.com

Lic. #BK3453168

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  1. 131 Cypress Ln #131 — photo77Active

    $104,000

    2 bd · 2 ba · 1,054 sqft

    131 Cypress Ln #131, Oldsmar, FL

    Anthony Malafronte · REAL BROKER, LLC

  2. 1334 Fallsmeade Ct — photoNewOpen house Sun, Nov 1 · 12:00 PM48Active

    $899,000

    3 bd · 3 ba · 2,705 sqft

    1334 Fallsmeade Ct, Oldsmar, FL

    Claudia Tweed · COLDWELL BANKER REALTY

  3. 411 Vaudeville Row — photoNew5Active

    $586,246

    3 bd · 3 ba · 2,297 sqft

    411 Vaudeville Row, Oldsmar, FL

    Lisa Clay · DRB GROUP REALTY, LLC

  4. 559 Dove Ter S — photoNew25Active

    $349,990

    2 bd · 2 ba · 1,310 sqft

    559 Dove Ter S, Oldsmar, FL

    Hector Contreras · WEICHERT REALTORS EXCLUSIVE PROPERTIES

  5. 105 Palmetto Ct — photoNew32Active

    $165,000

    2 bd · 2 ba · 1,054 sqft

    105 Palmetto Ct, Oldsmar, FL

    Karen Sewell · CHARLES RUTENBERG REALTY INC

  6. 238 Pelican Dr N — photoNew40Active

    $196,000

    2 bd · 2 ba · 1,286 sqft

    238 Pelican Dr N, Oldsmar, FL

    Anne Hode · AH REALTY SERVICES, LLC

  7. 608 Timber Bay Cir E — photoNew36Active

    $299,000

    3 bd · 2 ba · 924 sqft

    608 Timber Bay Cir E, Oldsmar, FL

    Mark Fazzini · RE/MAX REALTEC GROUP INC

  8. 261 Woodlake Wynde #261 — photoNew26Active

    $199,000

    2 bd · 2 ba · 924 sqft

    261 Woodlake Wynde #261, Oldsmar, FL

    Carolann Cruz · KELLER WILLIAMS SOUTH SHORE

  9. 5124 Pinnacle Dr — photoNew58Active

    $725,000

    3 bd · 2 ba · 2,184 sqft

    5124 Pinnacle Dr, Oldsmar, FL

    Tina Shank · WIKLE INCORPORATED

  10. 131 Brent Cir — photo73Active

    $849,900

    3 bd · 3 ba · 1,834 sqft

    131 Brent Cir, Oldsmar, FL

    Barbara Gibson · MIHARA & ASSOCIATES INC.

  11. listing photo24Active

    $369,900

    3 bd · 3 ba · 1,552 sqft

    Address withheld · Oldsmar, FL

    Manuel Ruiz · RUIZ REALTY SERVICES INC.

  12. 1633 Shady Oaks Dr — photoOpen house Sat, Oct 31 · 11:00 AM53Active

    $560,000

    3 bd · 3 ba · 2,178 sqft

    1633 Shady Oaks Dr, Oldsmar, FL

    Bryan Coward PA · KELLER WILLIAMS REALTY- PALM HARBOR

  13. 1829 Foxboro Ct — photoOpen house Sun, Nov 1 · 12:00 PM58Active

    $825,000

    3 bd · 2 ba · 2,288 sqft

    1829 Foxboro Ct, Oldsmar, FL

    Claudia Tweed · COLDWELL BANKER REALTY

  14. 127 Camphor Dr #E — photo45Active

    $114,900

    2 bd · 2 ba · 915 sqft

    127 Camphor Dr #E, Oldsmar, FL

    Mark Fazzini · RE/MAX REALTEC GROUP INC

  15. 116 Brent Cir — photo36Active

    $405,000

    3 bd · 3 ba · 1,834 sqft

    116 Brent Cir, Oldsmar, FL

    Sarah Hart · REAL BROKER, LLC

  16. 129 Caryl Way #129 — photo10Active

    $129,900

    2 bd · 2 ba · 1,094 sqft

    129 Caryl Way #129, Oldsmar, FL

    Kody Calitri · KELLER WILLIAMS SOUTH SHORE

  17. 404 Lakeview Dr — photo49Active

    $485,000

    3 bd · 2 ba · 1,550 sqft

    404 Lakeview Dr, Oldsmar, FL

    Michelle Schnyders · HECKLER REALTY GROUP LLC

  18. 4795 Pebble Brook Dr — photoOpen house Sat, Oct 31 · 12:00 PM32Active

    $485,000

    2 bd · 2 ba · 1,601 sqft

    4795 Pebble Brook Dr, Oldsmar, FL

    John Rurkowski · EXP REALTY LLC

  19. 1558 E Lake Woodlands Pkwy — photoOpen house Sun, Nov 1 · 12:00 PM53Active

    $739,000

    3 bd · 2 ba · 2,366 sqft

    1558 E Lake Woodlands Pkwy, Oldsmar, FL

    Claudia Tweed · COLDWELL BANKER REALTY

  20. 546 Trout Ln — photo34Active

    $449,000

    2 bd · 2 ba · 1,688 sqft

    546 Trout Ln, Oldsmar, FL

    David Hutcheson · HUTCHESON REAL ESTATE

  21. 1801 Mapleleaf Blvd — photoPrice Reduced39Active

    $441,000

    3 bd · 3 ba · 1,920 sqft

    1801 Mapleleaf Blvd, Oldsmar, FL

    Stephanie See · RESULTS REAL ESTATE INC

  22. 10 Windrush Ct — photoOpen house Sun, Nov 1 · 12:00 PM56Active

    $765,000

    3 bd · 3 ba · 2,316 sqft

    10 Windrush Ct, Oldsmar, FL

    Donna Nettestad · RE/MAX ACTION FIRST OF FLORIDA

  23. 3090 Phoenix Ave — photo30Active

    $689,000

    3 bd · 3 ba · 1,990 sqft

    3090 Phoenix Ave, Oldsmar, FL

    Albert Leon Jr · CIGAR CITY REALTY LLC

  24. 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

12…7

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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

    • 34668 (391)
    • 34652 (382)
    • 33706 (359)
    • 34667 (354)
    • 33573 (353)
    • 33572 (348)
    • 33767 (345)
    • 33708 (314)

    Cities

    • Tampa (3,316)
    • St. Petersburg (2,260)
    • Clearwater (1,124)
    • New Port Richey (969)
    • Riverview (576)
    • Palm Harbor (493)
    • Hudson (488)
    • Wesley Chapel (484)

    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 29, 2026

    Median sale price
    $350,000$243,118–$570,250 typical range
    Price per sq. ft.
    $230
    Sales
    34
    Paid in cash
    55.9%

    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
    16.7%

    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.