211 total properties
Did you mean the neighborhood Oldsmar?
View 3010 PALM KEY AVENUE Oldsmar, FL MLS# TB8551175
$399,000
2

Beds

2.1

Baths

1,888

Sq.Ft.

3010 PALM KEY AVENUE

Oldsmar, FL

Courtesy of RE/MAX ACTION FIRST OF FLORIDA
View 208 CLAYS TRAIL 208 Oldsmar, FL MLS# TB8530374
  • Virtual Tour
1 of 39
$397,000
3

Beds

2.0

Baths

1,835

Sq.Ft.

208 CLAYS TRAIL 208

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 324 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8379269
$395,000
4

Beds

2.0

Baths

1,288

Sq.Ft.

324 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of FRIENDS REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 216 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8539671
  • Virtual Tour
1 of 52
$395,000
3

Beds

2.1

Baths

1,452

Sq.Ft.

216 HEMINGWAY DRIVE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 345 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8549823
$395,000
4

Beds

2.0

Baths

1,508

Sq.Ft.

345 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of VITA LUXURY REALTY LLC
View 360 S WOODLANDS DRIVE Oldsmar, FL MLS# TB8515718
$390,000
2

Beds

2.0

Baths

1,590

Sq.Ft.

360 S WOODLANDS DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 2404 ARCH AVE Oldsmar, FL MLS# TB8545397
  • Virtual Tour
1 of 67
OPEN HOUSE: Sunday 10/25 12:00 PM - 2:00 PM
$389,900
2

Beds

2.1

Baths

1,888

Sq.Ft.

2404 ARCH AVE

Oldsmar, FL

Courtesy of ORANGE GROVE PROPERTY SOLUTIONS
View 150 POOLE PLACE Oldsmar, FL MLS# TB8543002
  • Virtual Tour
1 of 37
$385,000
4

Beds

2.0

Baths

1,550

Sq.Ft.

150 POOLE PLACE

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 1505 SUNSET WIND LOOP Oldsmar, FL MLS# W7883526
$380,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

1505 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 370 S WOODLANDS DRIVE Oldsmar, FL MLS# TB8361268
$379,999
2

Beds

2.0

Baths

1,500

Sq.Ft.

370 S WOODLANDS DRIVE

Oldsmar, FL

Courtesy of 27NORTH REALTY
View 600 S WOODLANDS DRIVE Oldsmar, FL MLS# TB8488468
$379,900
3

Beds

2.0

Baths

1,952

Sq.Ft.

600 S WOODLANDS DRIVE

Oldsmar, FL

Courtesy of RE/MAX ACTION FIRST OF FLORIDA
View 106 BRENT CIRCLE Oldsmar, FL MLS# TB8545646
  • Virtual Tour
1 of 42
$379,900
3

Beds

3.0

Baths

1,834

Sq.Ft.

106 BRENT CIRCLE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 2013 SUNSET WIND LOOP Oldsmar, FL MLS# TB8507673
$375,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

2013 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA CENTRAL
View 651 TIMBER BAY CIRCLE E Oldsmar, FL MLS# TB8545283
$375,000
3

Beds

2.0

Baths

1,275

Sq.Ft.

651 TIMBER BAY CIRCLE E

Oldsmar, FL

Courtesy of REAL BROKER, LLC
View 108 BRENT CIRCLE Oldsmar, FL MLS# TB8483935
  • Virtual Tour
1 of 30
$374,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

108 BRENT CIRCLE

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 1909 CASTLE BAY COURT Oldsmar, FL MLS# TB8535099
$360,000
3

Beds

2.0

Baths

1,410

Sq.Ft.

1909 CASTLE BAY COURT

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View ST PETERSBURG DRIVE Oldsmar, FL MLS# TB8543573
  • Virtual Tour
1 of 15
$360,000
0.0

Baths

ST PETERSBURG DRIVE

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 206 BEDFORD STREET Oldsmar, FL MLS# TB8455925
  • Virtual Tour
1 of 54
$355,700
3

Beds

2.0

Baths

1,274

Sq.Ft.

206 BEDFORD STREET

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 1806 IRONWOOD COURT W Oldsmar, FL MLS# TB8547249
$354,900
3

Beds

2.0

Baths

1,294

Sq.Ft.

1806 IRONWOOD COURT W

Oldsmar, FL

Courtesy of CORCORAN DWELLINGS
View 711 LEMONWOOD DRIVE Oldsmar, FL MLS# TB8547246
  • Virtual Tour
1 of 30
$349,900
4

Beds

2.0

Baths

1,604

Sq.Ft.

711 LEMONWOOD DRIVE

Oldsmar, FL

Courtesy of CORCORAN DWELLINGS

About Oldsmar

The Oldsmar area enjoys the distinction of offering the county’s only contiguous land connection to the City of Tampa and Hillsborough County.  Perhaps this “no bridges” location has helped to foster the area’s rapid growth in lovely residential communities. Local attractions include the thoroughbred horse racing at Tampa Bay Downs Race Track, the bargains at Oldsmar Flea Market, and the skating rink at the Tampa Bay Skating Academy.  Housing ranges from spacious single-family homes to executive homes and estates or stately older residences in the heart of town.  The regional Upper Tampa Bay Chamber of Commerce headquartered in Oldsmar also covers the unincorporated communities of Town and Country and Northwest Hillsborough.

Listings in Oldsmar, FL

211

Estimated median home price

$335,000
Oldsmar FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Oldsmar, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Oldsmar, FL.

Homes for Sale by Price in Oldsmar, FL

PriceCount
$0 - 100K1
$100K - 200K55
$200K - 300K36
$300K - 400K40
$400K - 500K32
$500K - 600K18
$600K - 700K8
$700K - 800K5
$800K - 900K2
$900K - 1M3
$1M - Max11

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family108
Townhouse20
Condo49
Commercial2
Rental45
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home20
Farms0

(Data as of 10/18/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 10/19/2026.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 10/19/2026.