City

Jonathan Loescher, The House Dealer™

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 161 homes for sale. The median list price is $324,900, and the average is $395,487. Homes typically sit for about 74 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.

Frequently asked questions

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.

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 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 2.25% lender program fee for buying before you sell. Not a brokerage commission.
Homes for Heroes
Official Homes for Heroes cash-back. Eligibility is confirmed at consult and cannot stack with the other credits here.
Compare buyer and seller programs

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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
161
Median list price
$324,900
Median price / sqft
$219
Median days on market
74

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 Loan Originator. He can review Oldsmar inventory and the loan file together. Loan approvals stay conditional on lender review.
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. Approvals stay conditional on lender review. Apply at jonathanloescher.com/apply or book jonathanloescher.com/book.

More Tampa Bay home and loan answers on the answers hub.

Homes in Oldsmar

161 homes in Oldsmar

Browse Tampa Bay map

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
Get a range
View 546 Trout Ln, Oldsmar, FL 34677
Active

546 Trout Ln

Oldsmar, FL 34677

$449,000

2 bd • 2 ba • 1,688 sqft

MLS TB8558799 · Active

Listings courtesy of Stellar MLS

View 117 Brent Cir, Oldsmar, FL 34677
Active

117 Brent Cir

Oldsmar, FL 34677

$445,000

3 bd • 3 ba • 1,834 sqft

MLS TB8513394 · Active

Listings courtesy of Stellar MLS

View 56 Pelican Dr S, Oldsmar, FL 34677
Active

56 Pelican Dr S

Oldsmar, FL 34677

$182,900

2 bd • 2 ba • 1,196 sqft

MLS W7889152 · Active

Listings courtesy of Stellar MLS

View 438 Lafayette Blvd, Oldsmar, FL 34677
Active

438 Lafayette Blvd

Oldsmar, FL 34677

$525,000

4 bd • 2 ba • 2,138 sqft

MLS TB8480797 · Active

Listings courtesy of Stellar MLS

View 140 Brent Cir, Oldsmar, FL 34677
Active

140 Brent Cir

Oldsmar, FL 34677

$545,000

3 bd • 3 ba • 1,791 sqft

MLS O6357016 · Active

Listings courtesy of Stellar MLS

View 404 Lakeview Dr, Oldsmar, FL 34677
Coming Soon

404 Lakeview Dr

Oldsmar, FL 34677

$485,000

3 bd • 2 ba • 1,550 sqft

MLS TB8558412 · Coming Soon

Listings courtesy of Stellar MLS

View 392 Cobia Way, Oldsmar, FL 34677
Active

392 Cobia Way

Oldsmar, FL 34677

$178,000

2 bd • 2 ba • 1,344 sqft

MLS TB8557814 · Active

Listings courtesy of Stellar MLS

View 508 Washington Ave, Oldsmar, FL 34677
Active

508 Washington Ave

Oldsmar, FL 34677

$473,900

4 bd • 2 ba • 1,507 sqft

MLS TB8537441 · Active

Listings courtesy of Stellar MLS

View 1801 Mapleleaf Blvd, Oldsmar, FL 34677
Active

1801 Mapleleaf Blvd

Oldsmar, FL 34677

$451,000

3 bd • 2.5 ba • 1,920 sqft

MLS TB8558659 · Active

Listings courtesy of Stellar MLS

View 310 Country Club Dr, Oldsmar, FL 34677
Active

310 Country Club Dr

Oldsmar, FL 34677

$320,995

3 bd • 1 ba • 1,272 sqft

MLS TB8540486 · Active

Listings courtesy of Stellar MLS

View 604 Chestnut St, Oldsmar, FL 34677
Active

604 Chestnut St

Oldsmar, FL 34677

$559,000

5 bd • 3 ba • 2,245 sqft

MLS O6440578 · Active

Listings courtesy of Stellar MLS

View 583 Longwood Ct, Oldsmar, FL 34677
Active

583 Longwood CT

Oldsmar, FL 34677

$509,999

3 bd • 2 ba • 1,347 sqft

MLS W7890073 · Active

Listings courtesy of Stellar MLS

View 82 Pelican Dr N, Oldsmar, FL 34677
Active

82 Pelican Dr N

Oldsmar, FL 34677

$179,000

2 bd • 2 ba • 958 sqft

MLS TB8551783 · Active

Listings courtesy of Stellar MLS

View 335 Country Club Dr, Oldsmar, FL 34677
Active

335 Country Club Dr

Oldsmar, FL 34677

$399,500

4 bd • 2 ba • 1,224 sqft

MLS TB8557133 · Active

Listings courtesy of Stellar MLS

View 1815 Driftwood Cir S, Oldsmar, FL 34677
Active

1815 Driftwood Cir S

Oldsmar, FL 34677

$414,900

3 bd • 2 ba • 1,855 sqft

MLS W7885693 · Active

Listings courtesy of Stellar MLS

View 402 Shore Dr W, Oldsmar, FL 34677
Active

402 Shore Dr W

Oldsmar, FL 34677

$695,000

4 bd • 2.5 ba • 1,711 sqft

MLS TB8485835 · Active

Listings courtesy of Stellar MLS

View 2031 Dover Ct, Oldsmar, FL 34677
Active

2031 Dover CT

Oldsmar, FL 34677

$220,000

2 bd • 2 ba • 1,215 sqft

MLS TB8553080 · Active

Listings courtesy of Stellar MLS

View 212 Arbor Woods Cir, Oldsmar, FL 34677
Active

212 Arbor Woods Cir

Oldsmar, FL 34677

$584,900

3 bd • 2.5 ba • 2,030 sqft

MLS TB8546900 · Active

Listings courtesy of Stellar MLS

View 1750 Split Fork Dr, Oldsmar, FL 34677
Active

1750 Split Fork Dr

Oldsmar, FL 34677

$625,000

4 bd • 2.5 ba • 2,460 sqft

MLS TB8553412 · Active

Listings courtesy of Stellar MLS

View 600 Shore Dr E, Oldsmar, FL 34677
Active

600 Shore Dr E

Oldsmar, FL 34677

$899,000

3 bd • 4 ba • 2,454 sqft

MLS TB8557359 · Active

Listings courtesy of Stellar MLS

View 2404 Arch Ave, Oldsmar, FL 34677
Active

2404 Arch Ave

Oldsmar, FL 34677

$389,900

2 bd • 2.5 ba • 1,888 sqft

MLS TB8545397 · Active

Listings courtesy of Stellar MLS

View 603 Canal Way, Oldsmar, FL 34677
Active

603 Canal Way

Oldsmar, FL 34677

$469,900

2 bd • 2 ba • 1,754 sqft

MLS TB8543317 · Active

Listings courtesy of Stellar MLS

View 225 Tarpon Ln, Oldsmar, FL 34677
Active

225 Tarpon Ln

Oldsmar, FL 34677

$169,900

2 bd • 2 ba • 1,120 sqft

MLS TB8551252 · Active

Listings courtesy of Stellar MLS

View 442 Evergreen Dr, Oldsmar, FL 34677
Active

442 Evergreen Dr

Oldsmar, FL 34677

$345,000

3 bd • 2 ba • 1,190 sqft

MLS TB8517079 · Active

Listings courtesy of Stellar MLS

View 854 Christina Cir, Oldsmar, FL 34677
Active

854 Christina Cir

Oldsmar, FL 34677

$480,000

3 bd • 2 ba • 2,065 sqft

MLS TB8521571 · Active

Listings courtesy of Stellar MLS

View 1925 Castle Bay Ct, Oldsmar, FL 34677
Active

1925 Castle Bay CT

Oldsmar, FL 34677

$335,000

3 bd • 2 ba • 1,368 sqft

MLS R4912040 · Active

Listings courtesy of Stellar MLS

View 1813 Driftwood Cir N, Oldsmar, FL 34677
Active

1813 Driftwood Cir N

Oldsmar, FL 34677

$404,000

3 bd • 2 ba • 1,499 sqft

MLS TB8553447 · Active

Listings courtesy of Stellar MLS

View 572 Salmon Ct, Oldsmar, FL 34677
Active

572 Salmon CT

Oldsmar, FL 34677

$332,000

2 bd • 2 ba • 1,212 sqft

MLS TB8551499 · Active

Listings courtesy of Stellar MLS

View 158 Brent Cir, Oldsmar, FL 34677
Active

158 Brent Cir

Oldsmar, FL 34677

$490,000

3 bd • 3 ba • 1,834 sqft

MLS OM728969 · Active

Listings courtesy of Stellar MLS

View 322 Bass Ct, Oldsmar, FL 34677
Active

322 Bass CT

Oldsmar, FL 34677

$149,000

2 bd • 2 ba • 1,144 sqft

MLS TB8543191 · Active

Listings courtesy of Stellar MLS

View 3010 Palm Key Ave, Oldsmar, FL 34677
Active

3010 Palm Key Ave

Oldsmar, FL 34677

$399,000

2 bd • 2.5 ba • 1,888 sqft

MLS TB8551175 · Active

Listings courtesy of Stellar MLS

View 2034 Montego Ct, Oldsmar, FL 34677
Active

2034 Montego CT

Oldsmar, FL 34677

$204,900

1 bd • 1 ba • 1,024 sqft

MLS TB8506783 · Active

Listings courtesy of Stellar MLS

View 428 Pelican Dr S, Oldsmar, FL 34677
Active

428 Pelican Dr S

Oldsmar, FL 34677

$249,000

2 bd • 2 ba • 1,671 sqft

MLS TB8544886 · Active

Listings courtesy of Stellar MLS

View 347 Canal Way, Oldsmar, FL 34677
Active

347 Canal Way

Oldsmar, FL 34677

$198,000

2 bd • 2 ba • 1,080 sqft

MLS TB8436926 · Active

Listings courtesy of Stellar MLS

View 950 Waverly St, Oldsmar, FL 34677
Active

950 Waverly St

Oldsmar, FL 34677

$699,000

3 bd • 2 ba • 2,037 sqft

MLS TB8554604 · Active

Listings courtesy of Stellar MLS

View 389 Tranquil Ct, Oldsmar, FL 34677
Active

389 Tranquil CT

Oldsmar, FL 34677

$179,000

2 bd • 2 ba • 1,032 sqft

MLS TB8551873 · Active

Listings courtesy of Stellar MLS

View 129 Camphor Cir Unit C, Oldsmar, FL 34677
Active

129 Camphor Cir Unit C

Oldsmar, FL 34677

$155,000

2 bd • 2 ba • 915 sqft

MLS TB8550841 · Active

Listings courtesy of Stellar MLS

View 34 Pelican Dr E, Oldsmar, FL 34677
Active

34 Pelican Dr E

Oldsmar, FL 34677

$209,900

2 bd • 2 ba • 1,136 sqft

MLS TB8548980 · Active

Listings courtesy of Stellar MLS

View 300 State St E Unit 326, Oldsmar, FL 34677
Active

300 State St E Unit 326

Oldsmar, FL 34677

$345,000

2 bd • 2.5 ba • 1,553 sqft

MLS TB8547413 · Active

Listings courtesy of Stellar MLS

View 1806 Ironwood Ct W, Oldsmar, FL 34677
Active

1806 Ironwood CT W

Oldsmar, FL 34677

$354,900

3 bd • 2 ba • 1,294 sqft

MLS TB8547249 · Active

Listings courtesy of Stellar MLS

View 711 Lemonwood Dr, Oldsmar, FL 34677
Active

711 Lemonwood Dr

Oldsmar, FL 34677

$349,900

4 bd • 2 ba • 1,604 sqft

MLS TB8547246 · Active

Listings courtesy of Stellar MLS

View 340 Canal Way, Oldsmar, FL 34677
Active

340 Canal Way

Oldsmar, FL 34677

$149,500

2 bd • 2 ba • 1,056 sqft

MLS TB8546989 · Active

Listings courtesy of Stellar MLS

View 1806 Driftwood Cir S, Oldsmar, FL 34677
Active

1806 Driftwood Cir S

Oldsmar, FL 34677

$329,000

2 bd • 2 ba • 960 sqft

MLS TB8546290 · Active

Listings courtesy of Stellar MLS

View 106 Brent Cir, Oldsmar, FL 34677
Active

106 Brent Cir

Oldsmar, FL 34677

$379,900

3 bd • 3 ba • 1,834 sqft

MLS TB8545646 · Active

Listings courtesy of Stellar MLS

View 1707 Hibiscus Cir N, Oldsmar, FL 34677
Active

1707 Hibiscus Cir N

Oldsmar, FL 34677

$319,000

2 bd • 2 ba • 1,064 sqft

MLS TB8545637 · Active

Listings courtesy of Stellar MLS

View 3090 Phoenix Ave, Oldsmar, FL 34677
Active

3090 Phoenix Ave

Oldsmar, FL 34677

$689,000

3 bd • 3 ba • 1,990 sqft

MLS TB8558274 · Active

Listings courtesy of Stellar MLS

View 110 Lakeside Ct Unit 110, Oldsmar, FL 34677
Active

110 Lakeside CT Unit 110

Oldsmar, FL 34677

$149,900

2 bd • 2 ba • 1,094 sqft

MLS TB8554398 · Active

Listings courtesy of Stellar MLS

View 4878 Sherbrook Dr, Oldsmar, FL 34677
Active

4878 Sherbrook Dr

Oldsmar, FL 34677

$929,900

5 bd • 3 ba • 2,730 sqft

MLS TB8558220 · Active

Listings courtesy of Stellar MLS

View 4795 Pebble Brook Dr, Oldsmar, FL 34677
Coming Soon

4795 Pebble Brook Dr

Oldsmar, FL 34677

$485,000

2 bd • 2 ba • 1,601 sqft

MLS TB8557679 · Coming Soon

Listings courtesy of Stellar MLS

View 1558 E Lake Woodlands Pkwy, Oldsmar, FL 34677
Active

1558 E Lake Woodlands Pkwy

Oldsmar, FL 34677

$739,000

3 bd • 2 ba • 2,366 sqft

MLS TB8557574 · Active

Listings courtesy of Stellar MLS

View 1290 Clays Trail Unit 1403, Oldsmar, FL 34677
Active

1290 Clays Trail Unit 1403

Oldsmar, FL 34677

$469,000

3 bd • 2.5 ba • 2,700 sqft

MLS TB8552126 · Active

Listings courtesy of Stellar MLS

View 135 Pinewinds Blvd, Oldsmar, FL 34677
Active

135 Pinewinds Blvd

Oldsmar, FL 34677

$239,900

2 bd • 2 ba • 1,053 sqft

MLS S5156711 · Active

Listings courtesy of Stellar MLS

View 3825 Shore Blvd, Oldsmar, FL 34677
Active

3825 Shore Blvd

Oldsmar, FL 34677

$1,915,000

4 bd • 3.5 ba • 3,700 sqft

MLS TB8557651 · Active

Listings courtesy of Stellar MLS

View 205 Martha Ln Unit 205, Oldsmar, FL 34677
Active

205 Martha Ln Unit 205

Oldsmar, FL 34677

$179,000

2 bd • 2 ba • 1,094 sqft

MLS TB8536581 · Active

Listings courtesy of Stellar MLS

View 10 Windrush Ct, Oldsmar, FL 34677
Active

10 Windrush CT

Oldsmar, FL 34677

$765,000

3 bd • 2.5 ba • 2,316 sqft

MLS TB8558083 · Active

Listings courtesy of Stellar MLS

Showing 55 of 161 homes

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