Homes, values and local insight for Oldsmar, Pinellas County, Florida. Typical home value $365,000.
Reviewed and updated October 3, 2026 by Ryan and Megan Winslow, Winslow Homes
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Oldsmar is a Pinellas County community offering diverse real estate options and strong community values. Located in central Florida, the area combines small-town charm with accessibility to major employment centers. The community features established neighborhoods, quality schools, and outdoor recreation opportunities.
The real estate market in Oldsmar offers moderate pricing and solid appreciation potential. Median prices around $485,000 make the area accessible for families and investors. Properties range from modest single-family homes to larger estates, with good rental demand from families and professionals seeking value and community.
Winslow Homes serves buyers and sellers across FL, MA, CT, and RI. Ryan and Megan Winslow provide both brokerage and mortgage services (Ryan Winslow NMLS #2426605 | Megan Winslow NMLS #2692933). Get pre-approved at www.winslowloan.com or call 386-690-5858.
Safe neighborhoods, good schools, parks, and family activities.
Parks, trails, and natural areas for outdoor enthusiasts.
Strong community feel with local events and gatherings.
Local shops, services, community center, and gathering spaces.
Public parks with playgrounds, trails, and open green space.
Family homes rented to working families. 5-6% cap rates. Steady tenant demand.
Purchase and hold for long-term appreciation. 3-4% annual expected. Low entry cost.
Homes in amenity communities. Family appeal. 4-5% cap rates. Lower vacancy.
The typical home in Oldsmar is worth $365,000, 1% below the Pinellas County typical value of $371,000 and 3% below the Florida typical value of $375,000.
Zillow Home Value Index for Oldsmar, August 2026. The middle of the market for single family homes and condos.
Home values in Oldsmar moved +9.0% over five years and +70.5% over ten.
Median gross rent in Oldsmar. Useful for investors running rental numbers.
Share of occupied homes in Oldsmar lived in by the owner.
A newer housing stock means fewer surprises at inspection.
Median household income in Oldsmar.
Ryan and Megan are mortgage bankers with The Federal Savings Bank, lending in all 50 states. You get the home and the loan from one team. On a typical Oldsmar home of $365,000:
Ryan and Megan price Oldsmar homes from recent sales, not guesses. Send your address and you get a free market analysis, with no obligation.
Typical value $502,000 · 16,972 residents
Area guide →Typical value $413,000 · 35,932 residents
Area guide →Typical value $343,000 · 116,811 residents
Area guide →Typical value $390,000 · 26,168 residents
Area guide →Typical value $337,000 · 82,337 residents
Area guide →Typical value $741,000 · 4,614 residents
Area guide →See the full Pinellas County real estate guide or the Florida real estate guide.
The Zillow Home Value Index for Oldsmar was $365,000 in August 2026, -3.1% over the past year.
Oldsmar is in Pinellas County, Florida.
About 14,831 people as of the 2024 Census Bureau estimate, compared with 14,933 in 2020.
Ryan and Megan Winslow of Winslow Homes have sold over 3,000 homes since 2009 and are licensed in Florida, Massachusetts, Connecticut and Rhode Island. Call or text 386-690-5858.
Apply at www.winslowloan.com. Ryan and Megan are mortgage bankers with The Federal Savings Bank and lend in all 50 states, including FHA, VA and conventional loans.
74% of occupied homes in Oldsmar are owner occupied, based on the 2019 to 2023 American Community Survey.
17 years, over 3,000 homes sold, and one team for the home and the loan. Call or text 386-690-5858.
Sources: U.S. Census Bureau 2024 population estimates and 2019 to 2023 American Community Survey; Zillow Home Value Index, August 2026. Numbers update as new data is released. Talk to Ryan and Megan for current sold prices on your street.
No in-person meeting or phone call needed for most addresses. See your estimated value, price range and value trend in seconds.
Get coming-soon homes, pocket listings and price drops in Oldsmar, FL before they hit the big home search sites.
The typical home in Oldsmar is worth $365,576 as of August 2026 in ZIP code 34677. Values moved -3.0% over the last 12 months at the middle ZIP code.
| ZIP | Typical value | 12 months | 5 years | Median sale, Mar to May 2026 | Days on market |
|---|---|---|---|---|---|
| 34677 | $365,576 | -3.0% | +9.2% | $419,900 | 48 |
Sources: Zillow Home Value Index through August 2026 and the Redfin Data Center ZIP code tracker, March to May 2026. Ask Ryan and Megan for a value for your own home.
