44 total properties
Did you mean the neighborhood Oldsmar?
View 272 WOODLAKE WYNDE 272 Oldsmar, FL MLS# TB8521279
  • Recently Listed with Virtual Tour
1 of 27
$1,500
2

Beds

2.0

Baths

924

Sq.Ft.

272 WOODLAKE WYNDE 272

Oldsmar, FL

View 250 WOODLAKE WYNDE 250 Oldsmar, FL MLS# TB8521311
  • Recently Listed with Virtual Tour
1 of 17
$1,950
2

Beds

2.0

Baths

924

Sq.Ft.

250 WOODLAKE WYNDE 250

Oldsmar, FL

View 165 MOBBLY BAY DRIVE Oldsmar, FL MLS# TB8520444
  • Recently Listed
1 of 100
$6,000
5

Beds

4.0

Baths

3,945

Sq.Ft.

165 MOBBLY BAY DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 406 S BAYVIEW BOULEVARD 1 Oldsmar, FL MLS# TB8520796
  • Recently Listed with Virtual Tour
1 of 40
$2,100
2

Beds

2.0

Baths

1,250

Sq.Ft.

406 S BAYVIEW BOULEVARD 1

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 50 WOODLAKE PLACE 50 Oldsmar, FL MLS# TB8518739
  • Recently Listed with Virtual Tour
1 of 37
$1,950
2

Beds

2.0

Baths

924

Sq.Ft.

50 WOODLAKE PLACE 50

Oldsmar, FL

Courtesy of PREFERRED REALTY GROUP, LLC
View 309 FAIRFIELD STREET Oldsmar, FL MLS# TB8517863
  • Recently Listed with Virtual Tour
1 of 30
$3,000
4

Beds

2.0

Baths

1,566

Sq.Ft.

309 FAIRFIELD STREET

Oldsmar, FL

Courtesy of WRIGHT DAVIS REAL ESTATE
View 46 EMERALD BAY DRIVE Oldsmar, FL MLS# TB8515138
  • Recently Listed with Virtual Tour
1 of 22
$2,000
2

Beds

2.1

Baths

1,235

Sq.Ft.

46 EMERALD BAY DRIVE

Oldsmar, FL

View 4801 AUGUSTA AVENUE Oldsmar, FL MLS# TB8514043
  • Recently Listed with Virtual Tour
1 of 33
$4,500
4

Beds

3.0

Baths

2,133

Sq.Ft.

4801 AUGUSTA AVENUE

Oldsmar, FL

View 132 E CYPRESS COURT Oldsmar, FL MLS# TB8514035
  • Virtual Tour
1 of 27
$1,800
2

Beds

2.0

Baths

1,054

Sq.Ft.

132 E CYPRESS COURT

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 300 CYPRESS CREEK CIRCLE Oldsmar, FL MLS# TB8513245
  • Recently Listed with Virtual Tour
1 of 26
$4,200
4

Beds

3.1

Baths

2,730

Sq.Ft.

300 CYPRESS CREEK CIRCLE

Oldsmar, FL

Courtesy of FLORIDA EXECUTIVE REALTY
View 131 SABAL COURT H Oldsmar, FL MLS# TB8512691
  • Virtual Tour
1 of 9
$1,400
2

Beds

2.0

Baths

915

Sq.Ft.

131 SABAL COURT H

Oldsmar, FL

Courtesy of LYN PROPERTIES
View 112 CYPRESS COURT 112 Oldsmar, FL MLS# TB8506877
$1,750
2

Beds

2.0

Baths

1,054

Sq.Ft.

112 CYPRESS COURT 112

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 103 PALMETTO COURT 103 Oldsmar, FL MLS# W7886064
$1,800
2

Beds

2.0

Baths

1,054

Sq.Ft.

103 PALMETTO COURT 103

Oldsmar, FL

Courtesy of SANDPEAK REALTY
View 336 WOODLAKE WYNDE Oldsmar, FL MLS# TB8511765
  • Virtual Tour
1 of 45
$2,000
2

Beds

2.0

Baths

924

Sq.Ft.

336 WOODLAKE WYNDE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 380 ROSALIND LANE Oldsmar, FL MLS# TB8511076
  • Virtual Tour
1 of 55
$3,800
3

Beds

2.1

Baths

2,423

Sq.Ft.

380 ROSALIND LANE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 161 LAKESIDE DRIVE Oldsmar, FL MLS# TB8511614
  • Virtual Tour
1 of 45
$2,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

161 LAKESIDE DRIVE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 4906 AUGUSTA AVENUE Oldsmar, FL MLS# TB8510120
  • Virtual Tour
1 of 25
$3,395
3

Beds

2.1

Baths

2,099

Sq.Ft.

4906 AUGUSTA AVENUE

Oldsmar, FL

Courtesy of TREASURED HOME COLLECTION
View 107 WINDWARD PLACE 107 Oldsmar, FL MLS# TB8508465
$2,000
2

Beds

2.0

Baths

879

Sq.Ft.

107 WINDWARD PLACE 107

Oldsmar, FL

Courtesy of PREFERRED REALTY GROUP, LLC
View 133 SABAL COURT B Oldsmar, FL MLS# TB8508522
  • Virtual Tour
1 of 24
$1,650
3

Beds

2.0

Baths

1,000

Sq.Ft.

133 SABAL COURT B

Oldsmar, FL

Courtesy of RICARDO MANUEL SANCHEZ
View 9009 PALM KEY AVENUE Oldsmar, FL MLS# TB8507643
$4,250
4

Beds

3.0

Baths

2,587

Sq.Ft.

9009 PALM KEY AVENUE

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

249

Estimated median home price

$350,000
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 - 200K58
$200K - 300K42
$300K - 400K52
$400K - 500K25
$500K - 600K17
$600K - 700K16
$700K - 800K5
$800K - 900K8
$900K - 1M1
$1M - Max24

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family130
Townhouse30
Condo51
Commercial5
Rental46
Lots and Land9
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home21
Farms0

(Data as of 6/20/2026)

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 6/21/2026.