Moving to Oldsmar, Florida: The 2026 Data Guide
As of 2026-09-27, the median home sold in Oldsmar, Florida over the last 12 months went for $399,000 (328 closings across 75 communities in Momentum’s MLS record), about $239 per square foot for a median 1,648-sq-ft home built around 1986. Homes currently listed have been on the market a median of 55 days, and with 138 active listings against that sales pace the city is carrying roughly 5.0 months of supply. Sellers have been getting about 93% of their original asking price. That is right in line with the median across Momentum’s Florida and Georgia coverage.
Oldsmar right now — September 2026
Live pages for your move: 172 homes for sale in Oldsmar · Condos (45) · Townhomes (22) · Homes by ZIP (1 ZIPs) · New listings this week · Price reductions · What your budget buys in Pinellas County · Cost of living · Best neighborhoods · Property tax · Pinellas County homes for sale.
MLS closed sales and live inventory, Momentum Research; refreshed nightly. Updated September 27, 2026.
What your budget buys in Oldsmar
Three price points from 268 recent Oldsmar closings in our record, each showing what actually closed within 10% of that price:
- Around $255,000: the typical sale in this band was a 2-bed, 2-bath home of about 1,200 sq ft, built around 1985 (41 sales).
- Around $399,000: the typical sale in this band was a 3-bed, 2-bath home of about 1,528 sq ft, built around 1983 (37 sales).
- Around $545,000: the typical sale in this band was a 3-bed, 2.5-bath home of about 2,000 sq ft, built around 1998 (37 sales).
The real monthly cost of owning in Oldsmar
Take the median $399,000 home with 20% down at today’s 7.03% 30-year rate: principal and interest run about $2,130/month. Pinellas County’s typical total millage is 19.39 mills, so after the $50,000 homestead exemption the property tax is roughly $6,766/year ($564/month) for a new owner — the seller’s capped bill on the listing will be lower and is not your number. Citizens Property Insurance’s average premium in Pinellas County is about $1,911/year; private-market quotes vary with roof age and wind mitigation. 58% of current Oldsmar listings carry an HOA, with a median of $289/month where one applies. All in, budget on the order of $3,142/month to own the median Oldsmar home including a typical HOA.
For the full worksheet — taxes by scenario, the homestead exemption, and how the Save Our Homes cap works after year one — see the Pinellas County property tax guide and our home insurance by county map.
Where people are buying: Oldsmar’s most active communities
The communities with the most closings in the last 12 months, with each one’s median sale and how long its current listings have been on the market. Every name links to that community’s own guide with live listings.
| Community | Sales (12 mo) | Median | Days listed |
|---|---|---|---|
| Oldsmar | 24 | $436,450 | 81 |
| East Lake Woodlands Cypress Estates | 20 | $155,250 | 74 |
| East Lake Woodlands | 17 | $599,000 | 23 |
| Eastlake Oaks | 17 | $560,000 | 38 |
| East Lake Woodlands | 13 | $650,000 | 34 |
| Gull-Aire Village | 12 | $229,950 | 25 |
| Bay Arbor | 11 | $585,000 | 55 |
| East Lake Woodlands Cluster Homes | 11 | $282,500 | 57 |
Oldsmar by ZIP code
Sales and medians by ZIP over the same 12 months: 34677 (262 sales, median $359,500).
What’s for sale: property types, new construction, and age of homes
Of the last 12 months of sales, 56% were single-family homes, 29% townhomes or villas, and 10% condos. New construction accounted for 1% of closings. The housing stock skews mixed: 7% of homes sold were built in 2015 or later and 18% before 1980.
Getting around from Oldsmar
Measured from the center of Oldsmar’s recent sales: Tampa International Airport (TPA) is about 11 miles; Downtown Tampa is about 16 miles; Lakeland is about 45 miles; Sarasota is about 50 miles. Distances are straight-line; drive times depend on the corridor and time of day.
Schools, taxes, and insurance: where to verify
School assignments change; check the Pinellas County school grades page for the district’s current grades, and confirm zoning for a specific address directly with the district. Property tax figures on this page use Pinellas County’s typical millage of 19.39; municipal and special-district millage varies inside the county. Insurance uses Citizens’ Pinellas County average of $1,911/year; a wind-mitigation inspection and roof age can move a private quote a long way in either direction.
Oldsmar: the case for and against
What works in Oldsmar’s favor
- insurance is comparatively manageable here (Citizens average $1,911/year)
- no state income tax, and Florida’s Save Our Homes cap limits assessment growth once you homestead
What to plan for
- property taxes reset to your purchase price, so never budget off the seller’s bill
Your Oldsmar relocation toolkit
- Homes for sale in Oldsmar right now
- Cost of living in Oldsmar
- Best neighborhoods in Oldsmar
- Find an agent in Oldsmar
- Search every Oldsmar community
Common questions about moving to Oldsmar
How much does a house cost in Oldsmar, FL?
What does it cost per month to own a home in Oldsmar?
What are property taxes like in Oldsmar?
Is Oldsmar a buyer's or seller's market right now?
Is there a lot of new construction in Oldsmar?
Does Florida have a state income tax?
Sales figures are Momentum Realty’s MLS record of closings in Oldsmar communities over the trailing 12 months (community snapshots as of their last refresh; price-band examples from the most recent closings on file); tax and insurance figures are Pinellas County data. Estimates, not guarantees; verify before relying on them. General relocation guidance, not financial advice. Equal Housing Opportunity.