159 total properties
Did you mean the neighborhood Oldsmar?
View 1806 FOREST DRIVE Oldsmar, FL MLS# TB8442794
  • Virtual Tour
1 of 24
$428,000
3

Beds

2.0

Baths

1,475

Sq.Ft.

1806 FOREST DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 1292 CLAYS TRAIL Oldsmar, FL MLS# TB8410221
  • Virtual Tour
1 of 62
$425,000
3

Beds

2.1

Baths

2,700

Sq.Ft.

1292 CLAYS TRAIL

Oldsmar, FL

Courtesy of HOMEFRONT REALTY
View 311 SHORE DRIVE E Oldsmar, FL MLS# TB8418072
  • Virtual Tour
1 of 70
$424,500
3

Beds

2.0

Baths

1,632

Sq.Ft.

311 SHORE DRIVE E

Oldsmar, FL

Courtesy of EXP REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 406 JEFFERSON AVENUE S Oldsmar, FL MLS# TB8416915
$420,000
3

Beds

2.0

Baths

1,620

Sq.Ft.

406 JEFFERSON AVENUE S

Oldsmar, FL

Courtesy of SOUTHERN LIFE REALTY
View 1404 WOODSTREAM DRIVE Oldsmar, FL MLS# TB8320169
$419,000
2

Beds

2.0

Baths

1,666

Sq.Ft.

1404 WOODSTREAM DRIVE

Oldsmar, FL

Courtesy of TAMPA BAY SIGNATURE PROPERTIES, LLC
View 1814 DRIFTWOOD CIRCLE S Oldsmar, FL MLS# TB8399175
$419,000
4

Beds

2.0

Baths

1,618

Sq.Ft.

1814 DRIFTWOOD CIRCLE S

Oldsmar, FL

Courtesy of RMS ELITE PROPERTIES
View 271 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8426952
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1 of 31
$410,000
3

Beds

2.1

Baths

1,452

Sq.Ft.

271 HEMINGWAY DRIVE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 646 TIMBER BAY CIRCLE W Oldsmar, FL MLS# W7879421
$409,000
3

Beds

2.0

Baths

1,554

Sq.Ft.

646 TIMBER BAY CIRCLE W

Oldsmar, FL

Courtesy of RE/MAX CHAMPIONS
View 370 S WOODLANDS DRIVE Oldsmar, FL MLS# TB8361268
$399,999
2

Beds

2.0

Baths

1,500

Sq.Ft.

370 S WOODLANDS DRIVE

Oldsmar, FL

Courtesy of 27NORTH REALTY
View 604 TIMBER BAY CIRCLE E Oldsmar, FL MLS# TB8442911
$399,900
3

Beds

2.0

Baths

1,274

Sq.Ft.

604 TIMBER BAY CIRCLE E

Oldsmar, FL

Courtesy of MURRAY BELL REAL ESTATE LLC
View 102 SHOREVIEW LANE Oldsmar, FL MLS# TB8337585
  • Virtual Tour
1 of 36
$399,000
3

Beds

2.0

Baths

1,250

Sq.Ft.

102 SHOREVIEW LANE

Oldsmar, FL

Courtesy of ENGEL & VOLKERS BELLEAIR
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 1802 FOREST DRIVE Oldsmar, FL MLS# O6361686
  • Virtual Tour
1 of 25
$395,000
3

Beds

2.0

Baths

1,607

Sq.Ft.

1802 FOREST DRIVE

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE
View 1801 FOREST DRIVE Oldsmar, FL MLS# A4653552
  • Virtual Tour
1 of 53
$394,900
3

Beds

2.0

Baths

1,673

Sq.Ft.

1801 FOREST DRIVE

Oldsmar, FL

Courtesy of FINE PROPERTIES
View 1909 CASTLE BAY COURT Oldsmar, FL MLS# TB8436254
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1 of 52
OPEN HOUSE: Saturday 12/13 3:00 PM - 6:00 PM
$390,000
3

Beds

2.0

Baths

1,410

Sq.Ft.

1909 CASTLE BAY COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 2208 SUNSET WIND LOOP Oldsmar, FL MLS# TB8441891
$390,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

2208 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROP.
View 1802 CHINABERRY DRIVE Oldsmar, FL MLS# TB8439498
$389,500
2

Beds

2.0

Baths

1,358

Sq.Ft.

1802 CHINABERRY DRIVE

Oldsmar, FL

Courtesy of FOXX AND ASSOCIATES
View 324 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8379269
$389,000
4

Beds

2.0

Baths

1,288

Sq.Ft.

324 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of FRIENDS REALTY LLC
View 210 ERIC COURT Oldsmar, FL MLS# TB8410217
  • Virtual Tour
1 of 58
$389,000
3

Beds

2.0

Baths

1,650

Sq.Ft.

210 ERIC COURT

Oldsmar, FL

Courtesy of MAVREALTY
View 1820 DRIFTWOOD CIRCLE N Oldsmar, FL MLS# TB8447176
$389,000
3

Beds

2.0

Baths

1,528

Sq.Ft.

1820 DRIFTWOOD CIRCLE N

Oldsmar, FL

Courtesy of SELECT PROPERTIES INC

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

231

Estimated median home price

$369,900
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 - 100K0
$100K - 200K34
$200K - 300K52
$300K - 400K47
$400K - 500K28
$500K - 600K16
$600K - 700K14
$700K - 800K11
$800K - 900K6
$900K - 1M2
$1M - Max21

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family120
Townhouse32
Condo40
Commercial6
Rental60
Lots and Land11
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home21
Farms0

(Data as of 12/9/2025)

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 12/10/2025.