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

Homes with a Pool in Oldsmar, FL

Homes with a Pool in Oldsmar, FL

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24 of 27 Listings
Map

Homes with a Pool in Oldsmar, FL

24 of 27 Listings

  1. 1801 Mapleleaf Blvd — photo28Active

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

$451,000

3 bd · 3 ba · 1,920 sqft

1801 Mapleleaf Blvd, Oldsmar, FL

Stephanie See · RESULTS REAL ESTATE INC

  • 4878 Sherbrook Dr — photo65Active

    $929,900

    5 bd · 3 ba · 2,730 sqft

    4878 Sherbrook Dr, Oldsmar, FL

    David Ares · CHARLES RUTENBERG REALTY INC

  • 10 Windrush Ct — photo55Active

    $765,000

    3 bd · 3 ba · 2,316 sqft

    10 Windrush Ct, Oldsmar, FL

    Donna Nettestad · RE/MAX ACTION FIRST OF FLORIDA

  • 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

  • 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.

  • 583 Longwood Ct — photoOpen house Sun, Oct 18 · 1:00 PM64Active

    $509,999

    3 bd · 2 ba · 1,347 sqft

    583 Longwood Ct, Oldsmar, FL

    Bill Yingling, PA · LPT REALTY, LLC

  • 950 Waverly St — photo34Active

    $699,000

    3 bd · 2 ba · 2,037 sqft

    950 Waverly St, Oldsmar, FL

    Chrisy Tellis · MAGNATE REALTY, LLC

  • 1750 Split Fork Dr — photo56Active

    $625,000

    4 bd · 3 ba · 2,460 sqft

    1750 Split Fork Dr, Oldsmar, FL

    Jonathan Hernandez · COLDWELL BANKER REALTY

  • 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

  • 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

  • 4951 Augusta Ave — photo57Active

    $584,900

    3 bd · 3 ba · 2,316 sqft

    4951 Augusta Ave, Oldsmar, FL

    Ramy Nassief · INFINITY REALTY & INVESTMENT

  • 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

  • 1806 Driftwood Cir S — photo50Active

    $329,000

    2 bd · 2 ba · 960 sqft

    1806 Driftwood Cir S, Oldsmar, FL

    Derrick McKenzie · KELLER WILLIAMS REALTY- PALM HARBOR

  • 212 Arbor Woods Cir — photoPrice Reduced52Active

    $584,900

    3 bd · 3 ba · 2,030 sqft

    212 Arbor Woods Cir, Oldsmar, FL

    Mark Fazzini · RE/MAX REALTEC GROUP INC

  • 550 Palmdale Dr — photoPrice Reduced46Active

    $587,000

    4 bd · 2 ba · 2,211 sqft

    550 Palmdale Dr, Oldsmar, FL

    Claudia Tweed · COLDWELL BANKER REALTY

  • 1745 Oak Pond Ct — photoPrice Reduced15Active

    $589,000

    4 bd · 3 ba · 2,324 sqft

    1745 Oak Pond Ct, Oldsmar, FL

    Stephen Hachey · FLAT FEE MLS REALTY

  • 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

  • 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

  • 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

  • 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

  • 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

  • 1404 East Lake Woodlands Pkwy — photoPrice Reduced85Active

    $1,100,000

    4 bd · 3 ba · 4,312 sqft

    1404 East Lake Woodlands Pkwy, Oldsmar, FL

    Cyndi Olmstead · CONCI, REALTORS

  • 402 Shore Dr W — photoPrice Reduced62Active

    $695,000

    4 bd · 3 ba · 1,711 sqft

    402 Shore Dr W, Oldsmar, FL

    Mike Sanders · HOMES BY SANDERS REALTY

  • 470 Hickorynut Ave — photoPrice Reduced37Active

    $739,000

    4 bd · 3 ba · 2,922 sqft

    470 Hickorynut Ave, Oldsmar, FL

    Lou Tutko · PARADISE LIFE REALTY

  • 12

    Explore Oldsmar homes

    By price

    • Homes Under $200K
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    • Homes with a Pool
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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    Listing data & MLS disclosures

    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.

    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.