46 total properties
Did you mean the neighborhood Oldsmar?
View 600 S WOODLANDS DRIVE Oldsmar, FL MLS# TB8488468
$399,000
3

Beds

2.0

Baths

1,952

Sq.Ft.

600 S WOODLANDS DRIVE

Oldsmar, FL

Courtesy of RE/MAX ACTION FIRST OF FLORIDA
View 108 BRENT CIRCLE Oldsmar, FL MLS# TB8483935
  • Virtual Tour
1 of 30
$389,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

108 BRENT CIRCLE

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 545 LAKE CYPRESS CIRCLE Oldsmar, FL MLS# TB8482985
  • Virtual Tour
1 of 44
$485,900
3

Beds

2.0

Baths

1,694

Sq.Ft.

545 LAKE CYPRESS CIRCLE

Oldsmar, FL

Courtesy of CITY BREEZE ACTION REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 432 COUNTRY CLUB DRIVE Oldsmar, FL MLS# A4684573
  • Virtual Tour
1 of 40
$475,000
3

Beds

3.0

Baths

1,936

Sq.Ft.

432 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of FINE PROPERTIES
View 1505 SUNSET WIND LOOP Oldsmar, FL MLS# W7883526
  • Virtual Tour
1 of 36
$380,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

1505 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 387 TAVERNIER CIRCLE Oldsmar, FL MLS# TB8480272
  • Virtual Tour
1 of 55
$459,900
3

Beds

2.0

Baths

1,808

Sq.Ft.

387 TAVERNIER CIRCLE

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 408 LAKEVIEW DRIVE Oldsmar, FL MLS# TB8478309
  • Virtual Tour
1 of 45
$480,000
3

Beds

2.0

Baths

1,598

Sq.Ft.

408 LAKEVIEW DRIVE

Oldsmar, FL

Courtesy of FLAT FEE MLS REALTY
View 106 BRENT CIRCLE Oldsmar, FL MLS# TB8476573
  • Virtual Tour
1 of 77
$400,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

106 BRENT CIRCLE

Oldsmar, FL

Courtesy of HOMEFRONT REALTY
View 347 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8475491
  • Virtual Tour
1 of 80
$429,000
3

Beds

2.0

Baths

1,280

Sq.Ft.

347 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of PEOPLE'S CHOICE REALTY SVC LLC
View 416 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8475710
  • Virtual Tour
1 of 29
$385,000
3

Beds

2.0

Baths

1,293

Sq.Ft.

416 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of MURRAY BELL REAL ESTATE LLC
View 317 SHORE DRIVE E Oldsmar, FL MLS# FC315737
  • Virtual Tour
1 of 42
$484,700
3

Beds

2.0

Baths

1,660

Sq.Ft.

317 SHORE DRIVE E

Oldsmar, FL

Courtesy of ADAMS, CAMERON & CO., REALTORS
View 948 LUCAS LANE Oldsmar, FL MLS# TB8448286
  • Virtual Tour
1 of 50
$475,000
3

Beds

2.0

Baths

1,685

Sq.Ft.

948 LUCAS LANE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 311 WASHINGTON AVENUE Oldsmar, FL MLS# TB8465278
  • Virtual Tour
1 of 20
$500,000
Studio

Beds

0.0

Baths

311 WASHINGTON AVENUE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 116 BRENT CIRCLE Oldsmar, FL MLS# TB8462407
  • Virtual Tour
1 of 11
$450,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

116 BRENT CIRCLE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 2313 SUNSET WIND LOOP Oldsmar, FL MLS# TB8461950
  • Virtual Tour
1 of 45
$425,000
3

Beds

2.1

Baths

2,230

Sq.Ft.

2313 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 112 BRENT CIRCLE Oldsmar, FL MLS# TB8461018
  • Virtual Tour
1 of 48
$499,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

112 BRENT CIRCLE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 440 LAKEVIEW DRIVE Oldsmar, FL MLS# TB8454195
  • Virtual Tour
1 of 29
$415,000
3

Beds

2.0

Baths

1,554

Sq.Ft.

440 LAKEVIEW DRIVE

Oldsmar, FL

Courtesy of RMS ELITE PROPERTIES
View 1820 DRIFTWOOD CIRCLE N Oldsmar, FL MLS# TB8447176
  • Virtual Tour
1 of 31
$379,900
3

Beds

2.0

Baths

1,528

Sq.Ft.

1820 DRIFTWOOD CIRCLE N

Oldsmar, FL

Courtesy of SELECT PROPERTIES INC
View 1806 FOREST DRIVE Oldsmar, FL MLS# TB8442794
  • Virtual Tour
1 of 24
$418,000
3

Beds

2.0

Baths

1,539

Sq.Ft.

1806 FOREST DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 1802 CHINABERRY DRIVE Oldsmar, FL MLS# TB8439498
  • Virtual Tour
1 of 34
$375,000
2

Beds

2.0

Baths

1,358

Sq.Ft.

1802 CHINABERRY DRIVE

Oldsmar, FL

Courtesy of FOXX AND ASSOCIATES

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

246

Estimated median home price

$349,975
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

Price Count
$0 - 100K 1
$100K - 200K 53
$200K - 300K 42
$300K - 400K 56
$400K - 500K 28
$500K - 600K 14
$600K - 700K 14
$700K - 800K 7
$800K - 900K 8
$900K - 1M 2
$1M - Max 21

Homes for Sale by Type in Oldsmar, FL

Property Type Count
Single Family 126
Townhouse 33
Condo 49
Commercial 4
Rental 46
Lots and Land 11
Condo/Town/CoOp 0
CoOp 0
Multi Family 3
Mobile Home 20
Farms 0

(Data as of 6/2/2026)

Information deemed reliable but not guaranteed.

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 6/2/2026.