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Homes with a Pool in Oldsmar, FL
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3 bedsWith a pool

Homes with a Pool in Oldsmar, FL

Homes with a Pool in Oldsmar, FL

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24 of 30 Listings
Map

Homes with a Pool in Oldsmar, FL

24 of 30 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 1633 Shady Oaks Dr — photoNew53Active

    $560,000

    3 bd · 3 ba · 2,178 sqft

    1633 Shady Oaks Dr, Oldsmar, FL

    Bryan Coward PA · KELLER WILLIAMS REALTY- PALM HARBOR

  2. 1829 Foxboro Ct — photo58Active

    $825,000

    3 bd · 2 ba · 2,288 sqft

    1829 Foxboro Ct, Oldsmar, FL

    Claudia Tweed · COLDWELL BANKER REALTY

  3. 1726 Split Fork Dr — photo68Active

    $599,000

    4 bd · 3 ba · 2,230 sqft

    1726 Split Fork Dr, Oldsmar, FL

    Tiffany Michael · CENTURY 21 CIRCLE

  4. 1801 Mapleleaf Blvd — photo39Active

    $451,000

    3 bd · 3 ba · 1,920 sqft

    1801 Mapleleaf Blvd, Oldsmar, FL

    Stephanie See · RESULTS REAL ESTATE INC

  5. 4878 Sherbrook Dr — photo65Active

    $929,900

    5 bd · 3 ba · 2,730 sqft

    4878 Sherbrook Dr, Oldsmar, FL

    David Ares · CHARLES RUTENBERG REALTY INC

  6. 10 Windrush Ct — photo56Active

    $765,000

    3 bd · 3 ba · 2,316 sqft

    10 Windrush Ct, Oldsmar, FL

    Donna Nettestad · RE/MAX ACTION FIRST OF FLORIDA

  7. 600 Shore Dr E — photo56Active

    $899,000

    3 bd · 4 ba · 2,454 sqft

    600 Shore Dr E, Oldsmar, FL

    Mathew Sumlin · EXP REALTY LLC

  8. 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.

  9. 583 Longwood Ct — photo64Active

    $509,999

    3 bd · 2 ba · 1,347 sqft

    583 Longwood Ct, Oldsmar, FL

    Bill Yingling, PA · LPT REALTY, LLC

  10. 950 Waverly St — photo34Active

    $699,000

    3 bd · 2 ba · 2,037 sqft

    950 Waverly St, Oldsmar, FL

    Chrisy Tellis · MAGNATE REALTY, LLC

  11. 1750 Split Fork Dr — photoPrice Reduced56Active

    $615,000

    4 bd · 3 ba · 2,460 sqft

    1750 Split Fork Dr, Oldsmar, FL

    Jonathan Hernandez · COLDWELL BANKER REALTY

  12. 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

  13. 1332 Preservation Way — photo10Active

    $1,700,000

    4 bd · 4 ba · 3,400 sqft

    1332 Preservation Way, Oldsmar, FL

    Malia Smiley · KELLY RIGHT REAL ESTATE

  14. 4951 Augusta Ave — photoPrice Reduced57Active

    $574,900

    3 bd · 3 ba · 2,316 sqft

    4951 Augusta Ave, Oldsmar, FL

    Ramy Nassief · INFINITY REALTY & INVESTMENT

  15. 1330 Preservation Way — photo41Active

    $2,300,000

    7 bd · 5 ba · 6,460 sqft

    1330 Preservation Way, Oldsmar, FL

    Malia Smiley · KELLY RIGHT REAL ESTATE

  16. 1806 Driftwood Cir S — photoPrice Reduced50Active

    $320,000

    2 bd · 2 ba · 960 sqft

    1806 Driftwood Cir S, Oldsmar, FL

    Derrick McKenzie · KELLER WILLIAMS REALTY- PALM HARBOR

  17. 212 Arbor Woods Cir — photoPrice Reduced52Active

    $569,900

    3 bd · 3 ba · 2,030 sqft

    212 Arbor Woods Cir, Oldsmar, FL

    Mark Fazzini · RE/MAX REALTEC GROUP INC

  18. 35 Greenhaven Trl — photoPrice Reduced74Active

    $1,089,000

    4 bd · 3 ba · 3,098 sqft

    35 Greenhaven Trl, Oldsmar, FL

    Daniel Orbin · LOMBARDO TEAM REAL ESTATE LLC

  19. 1745 Oak Pond Ct — photoPrice Reduced15Active

    $575,000

    4 bd · 3 ba · 2,324 sqft

    1745 Oak Pond Ct, Oldsmar, FL

    Stephen Hachey · FLAT FEE MLS REALTY

  20. 85 Kelleys Trl — photo84Active

    $1,100,000

    5 bd · 3 ba · 3,390 sqft

    85 Kelleys Trl, Oldsmar, FL

    Andy Burwell, Jr · BURWELL REAL ESTATE

  21. 854 Christina Cir — photoPrice Reduced46Active

    $480,000

    3 bd · 2 ba · 2,065 sqft

    854 Christina Cir, Oldsmar, FL

    Joe Koebel · RE/MAX REALTEC GROUP INC

  22. 4931 Turtle Creek Trl — photo67Active

    $1,055,000

    4 bd · 3 ba · 3,189 sqft

    4931 Turtle Creek Trl, Oldsmar, FL

    Cyndi Olmstead · CONCI, REALTORS

  23. 10 Arbor Ln — photo57Active

    $669,000

    4 bd · 2 ba · 2,318 sqft

    10 Arbor Ln, Oldsmar, FL

    Julio Morales · KELLER WILLIAMS REALTY- PALM H

  24. 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

12

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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.

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.
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas