158 total properties
Did you mean the neighborhood Oldsmar?
View 1206 SAWGRASS COURT Oldsmar, FL MLS# TB8449708
  • Virtual Tour
1 of 10
$323,000
3

Beds

2.0

Baths

1,204

Sq.Ft.

1206 SAWGRASS COURT

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 1802 FOREST DRIVE Oldsmar, FL MLS# O6361686
  • Virtual Tour
1 of 25
$369,900
3

Beds

2.0

Baths

1,607

Sq.Ft.

1802 FOREST DRIVE

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE
View 72 PELICAN DRIVE E Oldsmar, FL MLS# TB8449023
  • Adult Community with Virtual Tour
1 of 49
$224,900
2

Beds

2.0

Baths

1,402

Sq.Ft.

72 PELICAN DRIVE E

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 235 WOODRIDGE CIRCLE Oldsmar, FL MLS# TB8448664
$389,900
3

Beds

2.0

Baths

1,666

Sq.Ft.

235 WOODRIDGE CIRCLE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 1820 DRIFTWOOD CIRCLE N Oldsmar, FL MLS# TB8447176
$379,900
3

Beds

2.0

Baths

1,528

Sq.Ft.

1820 DRIFTWOOD CIRCLE N

Oldsmar, FL

Courtesy of SELECT PROPERTIES INC
View 129 CYPRESS COURT 129 Oldsmar, FL MLS# TB8447168
$165,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

129 CYPRESS COURT 129

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 123 DOLPHIN DRIVE S Oldsmar, FL MLS# TB8447450
  • Adult Community with Virtual Tour
1 of 21
$270,000
2

Beds

2.0

Baths

1,248

Sq.Ft.

123 DOLPHIN DRIVE S

Oldsmar, FL

Courtesy of PAM RYAN REALTY INC
View 120 CYPRESS LANE 120 Oldsmar, FL MLS# TB8447454
$185,000
2

Beds

2.0

Baths

1,053

Sq.Ft.

120 CYPRESS LANE 120

Oldsmar, FL

Courtesy of ENGEL & VOLKERS BELLEAIR
View 1803 ELMWOOD DRIVE Oldsmar, FL MLS# TB8461337
$350,000
2

Beds

2.0

Baths

1,290

Sq.Ft.

1803 ELMWOOD DRIVE

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 321 SHORE DRIVE E Oldsmar, FL MLS# TB8446321
$449,990
4

Beds

2.0

Baths

1,523

Sq.Ft.

321 SHORE DRIVE E

Oldsmar, FL

Courtesy of UNLIMITED GROUP REALTY
View 101 DOLPHIN DRIVE N Oldsmar, FL MLS# TB8444809
  • Adult Community with Virtual Tour
1 of 34
$254,900
2

Beds

2.0

Baths

1,573

Sq.Ft.

101 DOLPHIN DRIVE N

Oldsmar, FL

Courtesy of AH REALTY SERVICES, LLC
View 645 TIMBER BAY CIRCLE E Oldsmar, FL MLS# TB8443970
$295,000
3

Beds

2.0

Baths

1,274

Sq.Ft.

645 TIMBER BAY CIRCLE E

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE
View 3133 HURON AVENUE Oldsmar, FL MLS# TB8443938
  • Virtual Tour
1 of 44
$399,000
Studio

Beds

0.0

Baths

1,978

Sq.Ft.

3133 HURON AVENUE

Oldsmar, FL

Courtesy of REAL PROPERTY MANAGEMENT TAMPA ST. PETE
View 117 E CYPRESS COURT 117 Oldsmar, FL MLS# TB8443086
$239,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

117 E CYPRESS COURT 117

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 215 CORKWOOD LANE Oldsmar, FL MLS# TB8441702
  • Virtual Tour
1 of 88
$265,000
2

Beds

2.0

Baths

900

Sq.Ft.

215 CORKWOOD LANE

Oldsmar, FL

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

Beds

2.0

Baths

1,475

Sq.Ft.

1806 FOREST DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 2208 SUNSET WIND LOOP Oldsmar, FL MLS# TB8441891
$380,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

2208 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROP.
View 403 BLUE MARLIN DRIVE Oldsmar, FL MLS# TB8442487
  • Adult Community with Virtual Tour
1 of 38
$199,000
2

Beds

2.0

Baths

1,078

Sq.Ft.

403 BLUE MARLIN DRIVE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 20 SYLVIA PLACE Oldsmar, FL MLS# TB8439639
$299,000
4

Beds

2.0

Baths

1,550

Sq.Ft.

20 SYLVIA PLACE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 1802 CHINABERRY DRIVE Oldsmar, FL MLS# TB8439498
$369,000
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

210

Estimated median home price

$369,450
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 - 100K0
$100K - 200K33
$200K - 300K44
$300K - 400K47
$400K - 500K24
$500K - 600K18
$600K - 700K14
$700K - 800K6
$800K - 900K6
$900K - 1M1
$1M - Max17

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family107
Townhouse36
Condo33
Commercial4
Rental29
Lots and Land10
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home18
Farms0

(Data as of 3/3/2026)

Information deemed reliable but not guaranteed.

Copyright 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved.

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.

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 3/3/2026.