185 total properties
Did you mean the neighborhood Oldsmar?
View 303 WOODLAKE WYNDE Oldsmar, FL MLS# TB8485200
  • Virtual Tour
1 of 27
$169,900
1

Beds

1.0

Baths

674

Sq.Ft.

303 WOODLAKE WYNDE

Oldsmar, FL

Courtesy of SELECT PROPERTIES INC
View 115 WINDWARD PLACE 15 Oldsmar, FL MLS# TB8490824
$180,000
2

Beds

2.0

Baths

879

Sq.Ft.

115 WINDWARD PLACE 15

Oldsmar, FL

Courtesy of FLORIDA PREMIERE REALTY
View 204 WINDWARD PLACE 36 Oldsmar, FL MLS# A4686982
  • Recently Listed with Virtual Tour
1 of 38
$195,000
2

Beds

2.0

Baths

879

Sq.Ft.

204 WINDWARD PLACE 36

Oldsmar, FL

Courtesy of BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE
The time to sell is now! THE TIME TO SELL IS NOW!
View 910 WAVERLY ST AVENUE Oldsmar, FL MLS# A4687818
$239,999
Studio

Beds

0.0

Baths

910 WAVERLY ST AVENUE

Oldsmar, FL

Courtesy of NEW ALLIANCE GROUP REALTY
View 340 CANAL WAY Oldsmar, FL MLS# TB8491525
  • Adult Community with Virtual Tour
1 of 26
$198,000
2

Beds

2.0

Baths

1,056

Sq.Ft.

340 CANAL WAY

Oldsmar, FL

Courtesy of ACROPOLIS REALTY GROUP LLC
View 208 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8490712
  • Virtual Tour
1 of 36
$314,900
2

Beds

2.0

Baths

1,207

Sq.Ft.

208 HEMINGWAY DRIVE

Oldsmar, FL

Courtesy of RE/MAX MARKETING SPECIALISTS
View 1810 DRIFTWOOD CIRCLE S Oldsmar, FL MLS# TB8490101
$370,000
2

Beds

2.0

Baths

1,456

Sq.Ft.

1810 DRIFTWOOD CIRCLE S

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE
View 405 SHORE DRIVE E Oldsmar, FL MLS# O6393560
  • Virtual Tour
1 of 52
$484,900
3

Beds

2.0

Baths

1,864

Sq.Ft.

405 SHORE DRIVE E

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 435 LAKEVIEW DRIVE Oldsmar, FL MLS# TB8489554
  • Virtual Tour
1 of 44
$489,000
3

Beds

2.0

Baths

1,570

Sq.Ft.

435 LAKEVIEW DRIVE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 1811 FOREST DRIVE Oldsmar, FL MLS# TB8491038
  • Virtual Tour
1 of 37
$475,000
3

Beds

2.0

Baths

2,142

Sq.Ft.

1811 FOREST DRIVE

Oldsmar, FL

Courtesy of IMPACT REALTY TAMPA BAY
View 634 TIMBER BAY CIRCLE W Oldsmar, FL MLS# TB8489706
$324,900
3

Beds

2.0

Baths

1,056

Sq.Ft.

634 TIMBER BAY CIRCLE W

Oldsmar, FL

Courtesy of AMERICAN HERITAGE REALTY, INC.
View 120 BRENT CIRCLE Oldsmar, FL MLS# TB8484780
$520,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

120 BRENT CIRCLE

Oldsmar, FL

Courtesy of COMPASS FLORIDA LLC
View 4777 EDGE PARK DRIVE Oldsmar, FL MLS# TB8486545
$545,000
2

Beds

2.0

Baths

1,706

Sq.Ft.

4777 EDGE PARK DRIVE

Oldsmar, FL

Courtesy of PREFERRED REALTY GROUP, LLC
View 800 SAINT PETERSBURG DRIVE W Oldsmar, FL MLS# TB8489139
$399,000
4

Beds

3.0

Baths

1,712

Sq.Ft.

800 SAINT PETERSBURG DRIVE W

Oldsmar, FL

Courtesy of TAM BAY REALTY LLC
View 1811 DRIFTWOOD CIRCLE S Oldsmar, FL MLS# TB8488580
$380,000
3

Beds

2.0

Baths

1,248

Sq.Ft.

1811 DRIFTWOOD CIRCLE S

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 509 LAKEVIEW DRIVE Oldsmar, FL MLS# TB8487858
  • Virtual Tour
1 of 79
$499,900
3

Beds

2.0

Baths

1,710

Sq.Ft.

509 LAKEVIEW DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 240 TADS TRAIL Oldsmar, FL MLS# TB8487439
  • Virtual Tour
1 of 25
$249,000
2

Beds

2.0

Baths

1,380

Sq.Ft.

240 TADS TRAIL

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 600 S WOODLANDS DRIVE Oldsmar, FL MLS# TB8488468
$409,999
3

Beds

2.0

Baths

1,952

Sq.Ft.

600 S WOODLANDS DRIVE

Oldsmar, FL

Courtesy of RE/MAX ACTION FIRST OF FLORIDA
View 124 LOBLOLLY COURT D Oldsmar, FL MLS# TB8487484
$165,000
2

Beds

2.0

Baths

915

Sq.Ft.

124 LOBLOLLY COURT D

Oldsmar, FL

Courtesy of LYN PROPERTIES
View 507 SHORE DRIVE E Oldsmar, FL MLS# TB8488465
  • Virtual Tour
1 of 8
$239,000
3

Beds

3.0

Baths

1,237

Sq.Ft.

507 SHORE DRIVE E

Oldsmar, FL

Courtesy of ENGEL & VOLKERS BELLEAIR

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

239

Estimated median home price

$379,900
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 - 200K43
$200K - 300K45
$300K - 400K45
$400K - 500K29
$500K - 600K21
$600K - 700K13
$700K - 800K7
$800K - 900K9
$900K - 1M2
$1M - Max24

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family129
Townhouse32
Condo41
Commercial4
Rental42
Lots and Land11
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home21
Farms0

(Data as of 4/20/2026)

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 4/21/2026.