City
Jonathan Loescher, Realtor and Mortgage Loan Originator
Oldsmar Homes for Sale
Thinking of moving to Oldsmar? Get the inside scoop on homes, prices, and lifestyle from Jonathan Loescher, a Tampa Bay Realtor and Loan Originator.
The neighborhood
Is Oldsmar a good place to live in Tampa Bay?
Yes, Oldsmar offers a quieter, family-friendly feel with easy access to Tampa and the Gulf beaches. You get more space for your money compared to nearby cities, and the small-town vibe with parks and waterfront views is a big draw.
What is the housing market like in Oldsmar right now?
Right now there are 149 homes for sale. The median list price is $309,900, and the average is $394,565. Homes typically sit for about 64 days, so it is a balanced market where you have time to make a thoughtful decision.
What are the best neighborhoods in Oldsmar?
Popular spots include East Lake Woodlands for golf and water access, and the historic Oldsmar downtown area for charm. Newer communities offer a mix of single-family homes and townhomes. Your Realtor can match neighborhoods to your lifestyle.
How is the commute from Oldsmar?
Oldsmar sits right off SR 580 and near the Veterans Expressway, so downtown Tampa is about 30 minutes without traffic. Clearwater and St. Pete are even closer. Many residents work in Tampa or at nearby corporate parks.
What is there to do in Oldsmar?
You have the Tampa Bay Downs racetrack, the scenic Upper Tampa Bay Trail, and several parks with kayak launches. The downtown area has local shops and events, and you are minutes from the beaches and major airports.
Should I buy or sell in Oldsmar?
If you are buying, you will find good value and a stable market. If you are selling, your home is likely to attract interest from buyers looking for space and convenience. Either way, work with a local advisor who knows the area.
Jonathan Loescher is a Realtor and Loan Originator in Tampa Bay, Florida. He can help you navigate the Oldsmar market, whether you are buying or selling. Book a consultation or browse current listings.
Why choose Oldsmar
Oldsmar is a city in Tampa Bay where buyers want one advisor for the home and the loan. Jonathan Loescher is a Realtor and Mortgage Loan Originator who can walk Oldsmar inventory without sending you to a second office.
Use the live listings below for current prices and days on market. Ask about flood, insurance, schools, and resale on the specific street before you write an offer.
Book a consult to compare Buyer Credit, List + Buy, Buy Before You Sell, or Homes for Heroes when you qualify. Eligibility is confirmed at consult.
Programs you can compare
- Buyer Credit
- 20% of the buyer-side commission that is actually available. That is an educational estimate, not a loan quote.
- List + Buy
- When you list and buy with Jonathan, the buy-side used in the math is 2%.
- Buy Before You Sell
- A third-party buy-before-you-sell program for buying before you sell. Not a brokerage commission.
- Homes for Heroes
- Homes for Heroes affiliate cash-back estimate. Eligibility is confirmed at consult. Cannot be combined with the other credits here.
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Market snapshot
Live Stellar MLS figures for Oldsmar. These numbers come from matching listings, not an appraisal. These numbers also fill any market figures in the neighborhood guide.
- Homes for sale
- 149
- Median list price
- $309,900
- Median price / sqft
- $219
- Median days on market
- 64
Questions people ask
- What is the average home price in Oldsmar?
- Current inventory pricing lives in the listings section on this page. Prices vary by neighborhood.
- How long do homes stay on the market in Oldsmar?
- Days on market live in the listings section on this page.
- Is Oldsmar a good investment?
- Oldsmar has shown stable demand due to its location and amenities. Past performance does not guarantee future results. I can pull solds for the pocket you care about.
- What are the best schools in Oldsmar?
- Oldsmar is served by Pinellas County Schools. Confirm the zoned campuses with the district for the address you write on.
- How far is Oldsmar from Tampa?
- Oldsmar is about 20 miles northwest of downtown Tampa, roughly a 30-minute drive without traffic. Use current traffic, not a brochure commute.
- Does Jonathan Loescher help buy and finance homes in Oldsmar?
- Yes. Jonathan is a Tampa Bay Realtor and Mortgage Loan Originator. He can review Oldsmar inventory and the loan file together. Any loan approval is conditional until all underwriting conditions are met.
- How do I search homes for sale in Oldsmar?
- Open the Oldsmar guide on jonathanloescher.com/communities/oldsmar for live listings, or start a map search at jonathanloescher.com/browse.
- Who should work with a Realtor who also originates the loan in Oldsmar?
- Buyers, sellers, and refinancers who want one person accountable for the Oldsmar timeline and the mortgage file.
- Can I get a loan quote while I look at Oldsmar homes?
- Yes. Jonathan originates loans through PMF, Inc. Any loan approval is conditional until all underwriting conditions are met. Apply at jonathanloescher.com/apply or book jonathanloescher.com/book.
More Tampa Bay home and loan answers on the answers hub.
Homes in Oldsmar
The outline is the official city line. Homes that use this city name stay listed even if they sit outside it.
Home value
What's my home worth?
See a comparable-sales range. Not an appraisal.
- Estimated Home Value
- Tampa Bay
1801 Mapleleaf Blvd
Oldsmar, FL 34677
$431,000
3 bd • 2 ba • 1,920 sqft
MLS TB8558659 · Active
Listings courtesy of Stellar MLS
117 Brent Cir
Oldsmar, FL 34677
$445,000
3 bd • 3 ba • 1,834 sqft
MLS TB8513394 · Active
Listings courtesy of Stellar MLS
583 Longwood CT
Oldsmar, FL 34677
$509,999
3 bd • 2 ba • 1,347 sqft
MLS W7890073 · Active
Listings courtesy of Stellar MLS
258 Pelican Dr N
Oldsmar, FL 34677
$240,000
3 bd • 2 ba • 1,471 sqft
MLS TB8508713 · Active
Listings courtesy of Stellar MLS
392 Cobia Way
Oldsmar, FL 34677
$178,000
2 bd • 2 ba • 1,344 sqft
MLS TB8557814 · Active
Listings courtesy of Stellar MLS
508 Washington Ave
Oldsmar, FL 34677
$465,000
4 bd • 2 ba • 1,507 sqft
MLS TB8537441 · Active
Listings courtesy of Stellar MLS
650 Timber Bay Cir W
Oldsmar, FL 34677
$299,000
3 bd • 1 ba • 924 sqft
MLS TB8536069 · Active
Listings courtesy of Stellar MLS
562 Lake Cypress Cir
Oldsmar, FL 34677
$579,900
4 bd • 2 ba • 1,972 sqft
MLS TB8567373 · Active
Listings courtesy of Stellar MLS
854 Christina Cir
Oldsmar, FL 34677
$470,000
3 bd • 2 ba • 2,065 sqft
MLS TB8567578 · Active
Listings courtesy of Stellar MLS
1815 Driftwood Cir S
Oldsmar, FL 34677
$410,000
3 bd • 2 ba • 1,855 sqft
MLS TB8567572 · Active
Listings courtesy of Stellar MLS
16 Pelican Dr N
Oldsmar, FL 34677
$250,000
3 bd • 2 ba • 1,440 sqft
MLS TB8567261 · Coming Soon
Listings courtesy of Stellar MLS
639 Jetstar Ln
Oldsmar, FL 34677
$315,000
3 bd • 2.5 ba • 1,264 sqft
MLS TB8564612 · Active
Listings courtesy of Stellar MLS
140 Hunter Lake Dr Unit D
Oldsmar, FL 34677
$145,000
2 bd • 2 ba • 915 sqft
MLS O6454350 · Active
Listings courtesy of Stellar MLS
1909 Chesapeake CT
Oldsmar, FL 34677
$299,900
3 bd • 2 ba • 1,588 sqft
MLS TB8565513 · Active
Listings courtesy of Stellar MLS
310 Country Club Dr
Oldsmar, FL 34677
$320,990
3 bd • 1 ba • 1,272 sqft
MLS TB8540486 · Active
Listings courtesy of Stellar MLS
131 Brent Cir
Oldsmar, FL 34677
$849,900
3 bd • 3 ba • 1,834 sqft
MLS TB8561514 · Active
Listings courtesy of Stellar MLS
3090 Landmark Blvd Unit 1904
Palm Harbor, FL 34684
$369,000
3 bd • 2.5 ba • 1,715 sqft
MLS W7888280 · Active
Listings courtesy of Stellar MLS
950 Waverly St
Oldsmar, FL 34677
$685,000
3 bd • 2 ba • 2,037 sqft
MLS TB8554604 · Active
Listings courtesy of Stellar MLS
407 Dolphin Dr S
Oldsmar, FL 34677
$247,000
2 bd • 2 ba • 1,320 sqft
MLS TB8530978 · Active
Listings courtesy of Stellar MLS
608 Timber Bay Cir E
Oldsmar, FL 34677
$299,000
3 bd • 2 ba • 924 sqft
MLS TB8562343 · Active
Listings courtesy of Stellar MLS
1505 Sunset Wind Loop
Oldsmar, FL 34677
$380,000
3 bd • 2.5 ba • 1,667 sqft
MLS W7883526 · Active
Listings courtesy of Stellar MLS
1750 Split Fork Dr
Oldsmar, FL 34677
$605,000
4 bd • 2.5 ba • 2,460 sqft
MLS TB8553412 · Active
Listings courtesy of Stellar MLS
62 Emerald Bay Dr
Oldsmar, FL 34677
$188,000
2 bd • 2.5 ba • 1,264 sqft
MLS TB8465225 · Active
Listings courtesy of Stellar MLS
131 Sabal CT Unit H
Oldsmar, FL 34677
$125,000
2 bd • 2 ba • 915 sqft
MLS TB8563674 · Active
Listings courtesy of Stellar MLS
127 Camphor Cir Unit D
Oldsmar, FL 34677
$125,000
2 bd • 2 ba • 915 sqft
MLS TB8564933 · Active
Listings courtesy of Stellar MLS
193 Blue Marlin Dr
Oldsmar, FL 34677
$255,000
3 bd • 3 ba • 1,601 sqft
MLS TB8564352 · Active
Listings courtesy of Stellar MLS
166 Manta Cir
Oldsmar, FL 34677
$234,900
2 bd • 2 ba • 1,444 sqft
MLS TB8561873 · Active
Listings courtesy of Stellar MLS
1726 Split Fork Dr
Oldsmar, FL 34677
$599,000
4 bd • 2.5 ba • 2,230 sqft
MLS TB8559073 · Active
Listings courtesy of Stellar MLS
411 Vaudeville Row
Oldsmar, FL 34677
$586,746
3 bd • 3 ba • 2,297 sqft
MLS TB8562156 · Active
Listings courtesy of Stellar MLS
303 Vaudeville Row
Oldsmar, FL 34677
$666,625
3 bd • 4 ba • 2,786 sqft
MLS TB8563103 · Active
Listings courtesy of Stellar MLS
1912 Castle Bay CT
Oldsmar, FL 34677
$309,900
3 bd • 2 ba • 1,265 sqft
MLS TB8563822 · Active
Listings courtesy of Stellar MLS
546 Trout Ln
Oldsmar, FL 34677
$429,000
2 bd • 2 ba • 1,688 sqft
MLS TB8558799 · Active
Listings courtesy of Stellar MLS
1909 Castle Bay CT
Oldsmar, FL 34677
$359,900
3 bd • 2 ba • 1,410 sqft
MLS TB8535099 · Active
Listings courtesy of Stellar MLS
508 Canal Way
Oldsmar, FL 34677
$334,000
2 bd • 2 ba • 1,205 sqft
MLS TB8565200 · Coming Soon
Listings courtesy of Stellar MLS
1925 Castle Bay CT
Oldsmar, FL 34677
$300,000
3 bd • 2 ba • 1,368 sqft
MLS R4912040 · Active
Listings courtesy of Stellar MLS
209 Dolphin Dr
Oldsmar, FL 34677
$194,900
2 bd • 2 ba • 1,296 sqft
MLS A4712218 · Active
Listings courtesy of Stellar MLS
1609 Vineyard Ln
Oldsmar, FL 34677
$349,900
3 bd • 2 ba • 1,525 sqft
MLS O6453313 · Active
Listings courtesy of Stellar MLS
335 Country Club Dr
Oldsmar, FL 34677
$399,500
4 bd • 2 ba • 1,224 sqft
MLS TB8557133 · Active
Listings courtesy of Stellar MLS
300 State St E Unit 326
Oldsmar, FL 34677
$328,000
2 bd • 2.5 ba • 1,553 sqft
MLS TB8562688 · Active
Listings courtesy of Stellar MLS
311 Country Club Dr
Oldsmar, FL 34677
$445,000
4 bd • 2 ba • 1,732 sqft
MLS TB8548017 · Active
Listings courtesy of Stellar MLS
225 Tarpon Ln
Oldsmar, FL 34677
$165,900
2 bd • 2 ba • 1,120 sqft
MLS TB8551252 · Active
Listings courtesy of Stellar MLS
442 Evergreen Dr
Oldsmar, FL 34677
$342,000
3 bd • 2 ba • 1,190 sqft
MLS TB8517079 · Active
Listings courtesy of Stellar MLS
1633 Shady Oaks Dr
Oldsmar, FL 34677
$545,000
3 bd • 2.5 ba • 2,178 sqft
MLS TB8560142 · Active
Listings courtesy of Stellar MLS
238 Pelican Dr N
Oldsmar, FL 34677
$196,000
2 bd • 2 ba • 1,286 sqft
MLS TB8562644 · Active
Listings courtesy of Stellar MLS
1707 Hibiscus Cir N
Oldsmar, FL 34677
$317,500
2 bd • 2 ba • 1,064 sqft
MLS TB8545637 · Active
Listings courtesy of Stellar MLS
2404 Arch Ave
Oldsmar, FL 34677
$378,000
2 bd • 2.5 ba • 1,888 sqft
MLS TB8545397 · Active
Listings courtesy of Stellar MLS
123 Loblolly CT Unit B
Oldsmar, FL 34677
$110,000
2 bd • 2 ba • 915 sqft
MLS TB8521004 · Active
Listings courtesy of Stellar MLS
603 Canal Way
Oldsmar, FL 34677
$469,900
2 bd • 2 ba • 1,754 sqft
MLS TB8543317 · Active
Listings courtesy of Stellar MLS
372 Cobia Way
Oldsmar, FL 34677
$150,000
2 bd • 2 ba • 1,048 sqft
MLS TB8499655 · Active
Listings courtesy of Stellar MLS
1404 East Lake Woodlands Pkwy
Oldsmar, FL 34677
$975,000
4 bd • 3 ba • 4,312 sqft
MLS TB8496474 · Active
Listings courtesy of Stellar MLS
261 Woodlake Wynde Unit 261
Oldsmar, FL 34677
$199,000
2 bd • 2 ba • 924 sqft
MLS TB8554654 · Active
Listings courtesy of Stellar MLS
10 Windrush CT
Oldsmar, FL 34677
$765,000
3 bd • 2.5 ba • 2,316 sqft
MLS TB8558083 · Active
Listings courtesy of Stellar MLS
121 Cypress Ln Unit 121
Oldsmar, FL 34677
$160,000
2 bd • 2 ba • 1,054 sqft
MLS TB8565905 · Active
Listings courtesy of Stellar MLS
4795 Pebble Brook Dr
Oldsmar, FL 34677
$460,000
2 bd • 2 ba • 1,601 sqft
MLS TB8557679 · Active
Listings courtesy of Stellar MLS
90 Evelyn CT
Oldsmar, FL 34677
$269,000
2 bd • 2 ba • 1,380 sqft
MLS TB8549687 · Active
Listings courtesy of Stellar MLS
470 Hickorynut Ave
Oldsmar, FL 34677
$675,000
4 bd • 2.5 ba • 2,922 sqft
MLS TB8485715 · Active
Listings courtesy of Stellar MLS