153 total properties
Did you mean the neighborhood Oldsmar?
View 313 JEFFERSON AVENUE S Oldsmar, FL MLS# TB8502786
  • Virtual Tour
1 of 63
$430,000
3

Beds

2.0

Baths

1,841

Sq.Ft.

313 JEFFERSON AVENUE S

Oldsmar, FL

Courtesy of GRAYSTONE REAL ESTATE
View 347 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8475491
  • Virtual Tour
1 of 80
$429,000
3

Beds

2.0

Baths

1,280

Sq.Ft.

347 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of PEOPLE'S CHOICE REALTY SVC LLC
View 2313 SUNSET WIND LOOP Oldsmar, FL MLS# TB8461950
  • Virtual Tour
1 of 45
$425,000
3

Beds

2.1

Baths

2,230

Sq.Ft.

2313 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1806 FOREST DRIVE Oldsmar, FL MLS# TB8442794
  • Virtual Tour
1 of 24
$418,000
3

Beds

2.0

Baths

1,539

Sq.Ft.

1806 FOREST DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 440 LAKEVIEW DRIVE Oldsmar, FL MLS# TB8454195
  • Virtual Tour
1 of 29
$415,000
3

Beds

2.0

Baths

1,554

Sq.Ft.

440 LAKEVIEW DRIVE

Oldsmar, FL

Courtesy of RMS ELITE PROPERTIES
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 106 BRENT CIRCLE Oldsmar, FL MLS# TB8476573
  • Virtual Tour
1 of 77
$400,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

106 BRENT CIRCLE

Oldsmar, FL

Courtesy of HOMEFRONT REALTY
View 3664 MERIDEN AVENUE Oldsmar, FL MLS# W7885202
  • Virtual Tour
1 of 15
$399,900
4

Beds

4.0

Baths

1,940

Sq.Ft.

3664 MERIDEN AVENUE

Oldsmar, FL

Courtesy of DALTON WADE INC
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 343 SHORE DRIVE E Oldsmar, FL MLS# TB8498400
  • Virtual Tour
1 of 19
$399,000
3

Beds

2.0

Baths

1,169

Sq.Ft.

343 SHORE DRIVE E

Oldsmar, FL

Courtesy of MURRAY BELL REAL ESTATE LLC
View 304 PATTY DRIVE Oldsmar, FL MLS# TB8500425
  • Virtual Tour
1 of 24
$397,000
3

Beds

2.0

Baths

1,344

Sq.Ft.

304 PATTY DRIVE

Oldsmar, FL

Courtesy of SELLING USA, LLC
View 1505 SUNSET WIND LOOP Oldsmar, FL MLS# W7883526
  • Virtual Tour
1 of 36
$390,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

1505 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 201 DUNKIRK ROAD Oldsmar, FL MLS# TB8486754
  • Adult Community with Virtual Tour
1 of 23
$390,000
3

Beds

2.0

Baths

1,760

Sq.Ft.

201 DUNKIRK ROAD

Oldsmar, FL

Courtesy of PEOPLE'S CHOICE REALTY SVC LLC
View 2009 PEPPERTREE COURT Oldsmar, FL MLS# O6403164
$390,000
3

Beds

2.0

Baths

1,233

Sq.Ft.

2009 PEPPERTREE COURT

Oldsmar, FL

Courtesy of CFRP REALTY LLC
View 108 BRENT CIRCLE Oldsmar, FL MLS# TB8483935
  • Virtual Tour
1 of 30
$389,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

108 BRENT CIRCLE

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 324 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8379269
  • Virtual Tour
1 of 46
$385,000
4

Beds

2.0

Baths

1,288

Sq.Ft.

324 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of FRIENDS REALTY LLC
View 416 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8475710
  • Virtual Tour
1 of 29
$385,000
3

Beds

2.0

Baths

1,293

Sq.Ft.

416 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of MURRAY BELL REAL ESTATE LLC
View 271 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8426952
  • Virtual Tour
1 of 31
$380,000
3

Beds

2.1

Baths

1,452

Sq.Ft.

271 HEMINGWAY DRIVE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 1820 DRIFTWOOD CIRCLE N Oldsmar, FL MLS# TB8447176
  • Virtual Tour
1 of 31
$379,900
3

Beds

2.0

Baths

1,528

Sq.Ft.

1820 DRIFTWOOD CIRCLE N

Oldsmar, FL

Courtesy of SELECT PROPERTIES INC
View 307 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8502335
  • Virtual Tour
1 of 31
$377,900
3

Beds

2.0

Baths

1,670

Sq.Ft.

307 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP 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

244

Estimated median home price

$354,500
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

Price Count
$0 - 100K 1
$100K - 200K 50
$200K - 300K 46
$300K - 400K 51
$400K - 500K 27
$500K - 600K 16
$600K - 700K 14
$700K - 800K 6
$800K - 900K 9
$900K - 1M 2
$1M - Max 22

Homes for Sale by Type in Oldsmar, FL

Property Type Count
Single Family 127
Townhouse 29
Condo 48
Commercial 5
Rental 48
Lots and Land 12
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 21
Farms 0

(Data as of 5/24/2026)

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 5/25/2026.