152 total properties
Did you mean the neighborhood Oldsmar?
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 440 LAKEVIEW DRIVE Oldsmar, FL MLS# TB8454195
  • Virtual Tour
1 of 29
$425,000
3

Beds

2.0

Baths

1,554

Sq.Ft.

440 LAKEVIEW DRIVE

Oldsmar, FL

Courtesy of RMS ELITE PROPERTIES
View 502 TIMBER BAY CIRCLE E Oldsmar, FL MLS# TB8467897
  • Virtual Tour
1 of 33
$419,900
4

Beds

2.0

Baths

1,658

Sq.Ft.

502 TIMBER BAY CIRCLE E

Oldsmar, FL

Courtesy of SELLSTATE LEGACY REALTY
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 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 307 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8502335
  • Recently Listed with Virtual Tour
1 of 31
$399,900
3

Beds

2.0

Baths

1,670

Sq.Ft.

307 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP 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 108 BRENT CIRCLE Oldsmar, FL MLS# TB8483935
  • Virtual Tour
1 of 30
$399,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

108 BRENT CIRCLE

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 343 SHORE DRIVE E Oldsmar, FL MLS# TB8498400
  • Recently Listed with 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
  • Recently Listed with 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
  • Recently Listed
1 of 70
$390,000
3

Beds

2.0

Baths

1,233

Sq.Ft.

2009 PEPPERTREE COURT

Oldsmar, FL

Courtesy of CFRP REALTY LLC
View 324 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8379269
  • Virtual Tour
1 of 46
$389,000
4

Beds

2.0

Baths

1,288

Sq.Ft.

324 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of FRIENDS REALTY LLC
View 1704 HIBISCUS CIRCLE N Oldsmar, FL MLS# TB8476647
  • Virtual Tour
1 of 28
$389,000
3

Beds

2.0

Baths

1,430

Sq.Ft.

1704 HIBISCUS CIRCLE N

Oldsmar, FL

Courtesy of REALTY ONE GROUP BEYOND
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 413 COUNTRY CLUB DRIVE Oldsmar, FL MLS# O6396122
  • Virtual Tour
1 of 41
$384,900
3

Beds

2.0

Baths

1,323

Sq.Ft.

413 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of LOKATION
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

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

240

Estimated median home price

$361,800
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 47
$200K - 300K 41
$300K - 400K 58
$400K - 500K 27
$500K - 600K 15
$600K - 700K 12
$700K - 800K 8
$800K - 900K 10
$900K - 1M 2
$1M - Max 19

Homes for Sale by Type in Oldsmar, FL

Property Type Count
Single Family 129
Townhouse 32
Condo 44
Commercial 4
Rental 47
Lots and Land 10
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 19
Farms 0

(Data as of 5/3/2026)

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 5/4/2026.