Homes for Sale in Oldsmar, FL
169 homes are for sale in Oldsmar, FL as of 2026-09-06, with 10 more under contract. The median list price is $340,000 ($230/sq ft), most homes list between $170K to $695K, and the median listing has been on the market 51 days. 38 homes came on the market this week and 128 sold in the last 12 months at a median of $360,000.
Newest homes for sale in Oldsmar
The most recently listed homes in Oldsmar, newest first, with photos. Each card opens the full listing with every photo, the community’s sales history and a tour request. Homes marked New listed in the last seven days.
Oldsmar homes for sale by price
Every active listing in Oldsmar grouped by price, with the newest listings in each band. The median is $340,000; the busiest band is Under $200K.
Under $200K: 43 homes
- $125,000 · 2 bd / 2 ba / 915 sq ft · 133 SABAL COURT #F
- $129,900 · 2 bd / 2 ba / 915 sq ft · 123 LOBLOLLY COURT #A
- $165,000 · 2 bd / 2 ba / 1,144 sq ft · 322 BASS COURT (Gull-Aire Village)
- $169,900 · 2 bd / 2 ba / 1,094 sq ft · 160 LAKEVIEW WAY #160
$200K – $300K: 31 homes
- $214,799 · 2 bd / 2 ba / 1,094 sq ft · 105 LAKEVIEW WAY #105
- $229,500 · 2 bd / 2.5 ba / 1,110 sq ft · 366 COUNTRYSIDE KEY BOULEVARD
- $230,000 · 2 bd / 2 ba / 1,150 sq ft · 105 LAKESIDE COURT #6
- $299,000 · 2 bd / 1 ba / 1,143 sq ft · 200 FAIRFIELD STREET (West Oldsmar)
$300K – $400K: 35 homes
- $300,000 · 3 bd / 2.5 ba / 1,450 sq ft · 215 WOODS LANDING TRAIL
- $324,900 · 3 bd / 2 ba / 1,323 sq ft · 413 COUNTRY CLUB DRIVE
- $329,000 · 2 bd / 2 ba / 1,064 sq ft · 1707 HIBISCUS CIRCLE N
- $379,900 · 3 bd / 3 ba / 1,834 sq ft · 106 BRENT CIRCLE (Seaside Estates)
$400K – $500K: 22 homes
- $425,000 · 3 bd / 2 ba / 1,560 sq ft · 80 SUMMERWINDS LANE
- $425,000 · 4 bd / 2 ba / 1,854 sq ft · 348 FOUNTAINVIEW CIRCLE
- $460,000 · 3 bd / 3 ba / 1,834 sq ft · 129 BRENT CIRCLE (Seaside Estates)
- $425,000 · 3 bd / 2 ba / 1,320 sq ft · 819 JACARANDA DRIVE
$500K – $750K: 25 homes
- $525,000 · 3 bd / 2 ba / 1,856 sq ft · 601 SHORE DRIVE
- $567,500 · 3 bd / 2.5 ba / 2,423 sq ft · 406 WINGATE CIRCLE (Bay Arbor)
- $599,000 · 4 bd / 2 ba / 2,211 sq ft · 550 PALMDALE DRIVE
- $550,000 · 4 bd / 2 ba / 2,069 sq ft · 416 CYPRESS VIEW DRIVE
$750K – $1M: 6 homes
- $849,900 · 4 bd / 3 ba / 2,631 sq ft · 4987 CROSS POINTE DRIVE
- $799,000 · 4 bd / 3 ba / 2,523 sq ft · 1730 CAPTIVA DRIVE (Cross Pointe)
- $830,700 · 4 bd / 3 ba / 2,736 sq ft · 1723 CAPTIVA DRIVE (Cross Pointe)
- $849,500 · 4 bd / 4 ba / 3,441 sq ft · 475 HOLLY HILL ROAD
$1M and up: 7 homes
- $1.10M · 4 bd / 3 ba / 3,098 sq ft · 35 GREENHAVEN TRAIL
- $1.10M · 3 bd / 2 ba / 1,594 sq ft · 3858 SHORE BOULEVARD (West Oldsmar)
- $2.70M · 5 bd / 4 ba / 4,454 sq ft · 412 SHORE DRIVE
- $1.28M · 4 bd / 3 ba / 2,624 sq ft · 375 WELLINGTON AVENUE
Homes for sale in Oldsmar by ZIP code
Where the inventory is: active listings and the median asking price by ZIP. ZIPs link to their housing scorecard.
| ZIP | Homes for sale | Median list price |
|---|---|---|
| 34677 | 55 | $300,000 |
Oldsmar communities with the most homes for sale
The Oldsmar neighborhoods and subdivisions with active listings, the median asking price in each, and what homes there actually sold for over the last 12 months. Community names open the community guide with live inventory, sales history, HOA and schools.
| Community | For sale | Median list | Median sold (12 mo) | Days on market |
|---|---|---|---|---|
| Gull-Aire Village | 17 | $224,900 | — | — |
| Seaside Estates | 9 | $475,000 | — | — |
| East Lake Woodlands | 8 | $177,450 | — | — |
| West Oldsmar | 6 | $427,000 | — | — |
| Shoreview | 4 | $315,000 | — | — |
| Oldsmar | 2 | $299,900 | — | — |
| Bay Arbor | 2 | $583,250 | — | — |
| Cross Pointe | 2 | $814,850 | — | — |
| Hayes Park Village | 2 | $342,500 | — | — |
| Quail Forest | 1 | $288,000 | — | — |
| Sun Ketch Townhomes at Cypress Lakes | 1 | $395,000 | — | — |
| Deerpath | 1 | $1.50M | — | — |
What is for sale in Oldsmar: property types
- Single-family homes: 73
- Condos: 44
- Townhouses: 20
- Manufactured homes: 17
- Villas: 15
Browse by type: Condos for sale in Oldsmar (44) · Townhomes for sale in Oldsmar (20) · Manufactured and Mobile Homes for sale in Oldsmar (17).
The Oldsmar housing market right now
Over the last 12 months 128 homes sold in Oldsmar at a median of $360,000 (-4.1% year over year), $226 per square foot. Sellers received 93% of list price and homes took a median 70 days to go under contract. With 169 homes for sale against that sales pace, months of supply is 15.8, a buyer’s market by the six-month rule. Cash buyers accounted for 33% of sales. New construction was 1% of sales.
Oldsmar supply by price band
| Price band | Active | Sold, 12 mo | Months of supply | DOM |
|---|---|---|---|---|
| Under $300K | 14 | 31 | 5.4 | 81 |
| $300K–$500K | 13 | 57 | 2.7 | 58 |
| $500K–$750K | 17 | 36 | 5.7 | 57 |
Oldsmar home prices by year
Median sold price, closed sales, days on market and sale-to-list ratio by year, from Momentum’s MLS record.
| Year | Median sold price | Homes sold | Days on market | Sale-to-list |
|---|---|---|---|---|
| 2019 | $205,726 | 53 | 59 | 93% |
| 2021 | $297,722 | 18 | 6 | 102% |
| 2022 | $334,846 | 530 | 8 | 100% |
| 2023 | $342,402 | 143 | 21 | 97% |
| 2024 | $386,019 | 423 | 23 | 96% |
| 2025 | $364,865 | 360 | 41 | 93% |
| 2026 | $377,583 | 410 | 70 | 93% |
What a home in Oldsmar costs to own
Take the median $340,000 listing with 20% down at today’s 6.71% 30-year rate: principal and interest run about $1,757/month. Pinellas County’s typical millage of 19.39 puts property tax near $5,622/year after the $50,000 homestead exemption — and that is the reset bill a buyer pays, not the seller’s capped one. Citizens’ average premium in Pinellas County is about $1,911/year; newer roofs and inland addresses usually quote below it. All in, plan on roughly $2,385/month plus any HOA or CDD assessment.
Explore Oldsmar
- All homes for sale in Pinellas County, FL
- Oldsmar market intelligence: prices, supply and trends
- Moving to Oldsmar: the data guide
- Cost of living in Oldsmar
- Best neighborhoods in Oldsmar
- Pinellas County property tax guide
- Search every Oldsmar community
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Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Oldsmar as of 2026-09-06 and refresh as homes list and sell. Listings courtesy of Stellar MLS as distributed by MLS GRID. The data relating to real estate for sale on this page comes in part from the Internet Data Exchange (IDX) program of the MLS(s) named above; listings held by brokerages other than Momentum Realty are marked with the listing brokerage’s name. Information is deemed reliable but not guaranteed. Estimates are not guarantees. Equal Housing Opportunity.