211 total properties
Did you mean the neighborhood Oldsmar?
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
$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
View 4766 STONEVIEW CIRCLE Oldsmar, FL MLS# TB8487161
$645,000
4

Beds

2.0

Baths

2,114

Sq.Ft.

4766 STONEVIEW CIRCLE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
The time to sell is now! THE TIME TO SELL IS NOW!
View 4858 AUGUSTA AVENUE Oldsmar, FL MLS# TB8489820
$679,900
4

Beds

3.0

Baths

2,500

Sq.Ft.

4858 AUGUSTA AVENUE

Oldsmar, FL

Courtesy of MIHARA & ASSOCIATES INC.
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
$369,000
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
$464,000
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
$321,500
3

Beds

2.0

Baths

1,056

Sq.Ft.

634 TIMBER BAY CIRCLE W

Oldsmar, FL

Courtesy of AMERICAN HERITAGE REALTY, INC.
View 1384 FORESTEDGE BOULEVARD Oldsmar, FL MLS# TB8490510
$750,000
4

Beds

2.1

Baths

2,814

Sq.Ft.

1384 FORESTEDGE BOULEVARD

Oldsmar, FL

Courtesy of COMPASS FLORIDA LLC
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 137 BRENT CIRCLE Oldsmar, FL MLS# O6394251
  • Recently Listed with Virtual Tour
1 of 36
OPEN HOUSE: Friday 5/1 4:00 PM - 7:00 PM
$799,000
3

Beds

2.0

Baths

2,309

Sq.Ft.

137 BRENT CIRCLE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 1811 DRIFTWOOD CIRCLE S Oldsmar, FL MLS# TB8488580
$370,000
3

Beds

2.0

Baths

1,248

Sq.Ft.

1811 DRIFTWOOD CIRCLE S

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY 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

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

243

Estimated median home price

$370,000
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 - 200K46
$200K - 300K43
$300K - 400K50
$400K - 500K29
$500K - 600K20
$600K - 700K13
$700K - 800K7
$800K - 900K10
$900K - 1M2
$1M - Max22

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family132
Townhouse33
Condo44
Commercial4
Rental46
Lots and Land10
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home18
Farms0

(Data as of 4/28/2026)

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 4/29/2026.