28 total properties
Did you mean the neighborhood Oldsmar?
View 100 WATER OAK WAY Oldsmar, FL MLS# TB8520671
  • Virtual Tour
1 of 68
$619,000
5

Beds

3.0

Baths

2,169

Sq.Ft.

100 WATER OAK WAY

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 355 VENTURA DRIVE Oldsmar, FL MLS# TB8510293
$615,000
4

Beds

2.0

Baths

1,938

Sq.Ft.

355 VENTURA DRIVE

Oldsmar, FL

View 380 ROSALIND LANE Oldsmar, FL MLS# TB8510265
  • Virtual Tour
1 of 55
$609,900
3

Beds

2.1

Baths

2,423

Sq.Ft.

380 ROSALIND LANE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1469 RIVERDALE DRIVE Oldsmar, FL MLS# TB8521939
$599,999
3

Beds

2.0

Baths

1,890

Sq.Ft.

1469 RIVERDALE DRIVE

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 1704 SPLIT FORK DRIVE Oldsmar, FL MLS# TB8527058
$599,000
4

Beds

2.1

Baths

2,166

Sq.Ft.

1704 SPLIT FORK DRIVE

Oldsmar, FL

View 1745 OAK POND COURT Oldsmar, FL MLS# TB8527516
  • Virtual Tour
1 of 15
$599,000
4

Beds

2.1

Baths

2,324

Sq.Ft.

1745 OAK POND COURT

Oldsmar, FL

View 586 KINGSMILL COURT Oldsmar, FL MLS# TB8512390
  • Virtual Tour
1 of 57
OPEN HOUSE: Saturday 8/8 4:00 PM - 6:00 PM
$585,000
3

Beds

2.1

Baths

2,452

Sq.Ft.

586 KINGSMILL COURT

Oldsmar, FL

View 384 WINGATE CIRCLE Oldsmar, FL MLS# TB8515031
  • Virtual Tour
1 of 59
$579,000
3

Beds

2.1

Baths

2,428

Sq.Ft.

384 WINGATE CIRCLE

Oldsmar, FL

Courtesy of RE/MAX MARKETING SPECIALISTS
View 1758 OAK POND COURT Oldsmar, FL MLS# TB8507682
  • Virtual Tour
1 of 57
$575,000
6

Beds

2.1

Baths

2,867

Sq.Ft.

1758 OAK POND COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 4856 WESTCHESTER COURT Oldsmar, FL MLS# TB8515993
  • Virtual Tour
1 of 39
OPEN HOUSE: Saturday 8/8 12:00 PM - 2:00 PM
$569,900
3

Beds

2.0

Baths

2,184

Sq.Ft.

4856 WESTCHESTER COURT

Oldsmar, FL

View 140 BRENT CIRCLE Oldsmar, FL MLS# O6357016
  • Virtual Tour
1 of 46
$565,000
3

Beds

3.0

Baths

1,791

Sq.Ft.

140 BRENT CIRCLE

Oldsmar, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 848 CHRISTINA CIRCLE Oldsmar, FL MLS# TB8509369
$560,000
3

Beds

2.1

Baths

1,756

Sq.Ft.

848 CHRISTINA CIRCLE

Oldsmar, FL

View 392 TAVERNIER CIRCLE Oldsmar, FL MLS# TB8521472
$558,900
3

Beds

2.0

Baths

1,656

Sq.Ft.

392 TAVERNIER CIRCLE

Oldsmar, FL

View 438 LAFAYETTE BOULEVARD Oldsmar, FL MLS# TB8480797
$550,000
4

Beds

2.0

Baths

2,138

Sq.Ft.

438 LAFAYETTE BOULEVARD

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 854 CHRISTINA CIRCLE Oldsmar, FL MLS# TB8521571
$548,000
3

Beds

2.0

Baths

2,065

Sq.Ft.

854 CHRISTINA CIRCLE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 219 BAY ARBOR BOULEVARD Oldsmar, FL MLS# TB8498550
$540,000
4

Beds

3.0

Baths

1,873

Sq.Ft.

219 BAY ARBOR BOULEVARD

Oldsmar, FL

View 158 BRENT CIRCLE Oldsmar, FL MLS# OM728969
  • Recently Listed with Virtual Tour
1 of 67
$530,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

158 BRENT CIRCLE

Oldsmar, FL

View 650 SWEETBRIAR DRIVE Oldsmar, FL MLS# A4697507
  • Virtual Tour
1 of 56
$529,500
3

Beds

2.0

Baths

1,804

Sq.Ft.

650 SWEETBRIAR DRIVE

Oldsmar, FL

Courtesy of FINE PROPERTIES
View 119 BRENT CIRCLE Oldsmar, FL MLS# TB8504789
$525,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

119 BRENT CIRCLE

Oldsmar, FL

Courtesy of COMPASS FLORIDA LLC
View 601 SHORE DRIVE E Oldsmar, FL MLS# TB8529217
  • Recently Listed
1 of 34
$525,000
3

Beds

2.0

Baths

1,856

Sq.Ft.

601 SHORE DRIVE E

Oldsmar, FL

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

202

Estimated median home price

$347,450
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 - 200K48
$200K - 300K38
$300K - 400K38
$400K - 500K22
$500K - 600K18
$600K - 700K11
$700K - 800K5
$800K - 900K2
$900K - 1M3
$1M - Max16

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family107
Townhouse22
Condo44
Commercial3
Rental56
Lots and Land7
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home19
Farms0

(Data as of 8/6/2026)

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 8/6/2026.