239 total properties
Did you mean the neighborhood Oldsmar?
View 432 COUNTRY CLUB DRIVE Oldsmar, FL MLS# A4684573
  • Virtual Tour
1 of 40
$475,000
3

Beds

3.0

Baths

1,936

Sq.Ft.

432 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of FINE PROPERTIES
View 435 LAKEVIEW DRIVE Oldsmar, FL MLS# TB8489554
  • Virtual Tour
1 of 44
$475,000
3

Beds

2.0

Baths

1,570

Sq.Ft.

435 LAKEVIEW DRIVE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 387 TAVERNIER CIRCLE Oldsmar, FL MLS# TB8480272
  • Virtual Tour
1 of 55
$459,900
3

Beds

2.0

Baths

1,808

Sq.Ft.

387 TAVERNIER CIRCLE

Oldsmar, FL

Courtesy of LPT REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 3073 DUANE AVENUE Oldsmar, FL MLS# TB8417476
  • Virtual Tour
1 of 43
$455,000
4

Beds

2.0

Baths

2,122

Sq.Ft.

3073 DUANE AVENUE

Oldsmar, FL

Courtesy of S P O R T REALTY GROUP INC.
View 1811 FOREST DRIVE Oldsmar, FL MLS# TB8491038
  • Virtual Tour
1 of 36
$453,900
3

Beds

2.0

Baths

2,142

Sq.Ft.

1811 FOREST DRIVE

Oldsmar, FL

Courtesy of IMPACT REALTY TAMPA BAY
View 100 KILSYTHE STREET Oldsmar, FL MLS# TB8496212
$450,000
3

Beds

3.0

Baths

1,100

Sq.Ft.

100 KILSYTHE STREET

Oldsmar, FL

Courtesy of SMITH & ASSOCIATES REAL ESTATE
View 313 JEFFERSON AVENUE S Oldsmar, FL MLS# TB8502786
  • Recently Listed with Virtual Tour
1 of 63
$449,000
3

Beds

2.0

Baths

1,841

Sq.Ft.

313 JEFFERSON AVENUE S

Oldsmar, FL

Courtesy of GRAYSTONE REAL ESTATE
View 301 TAVERNIER DRIVE Oldsmar, FL MLS# TB8491384
  • Virtual Tour
1 of 68
$440,000
3

Beds

2.1

Baths

2,122

Sq.Ft.

301 TAVERNIER DRIVE

Oldsmar, FL

Courtesy of CONCI, REALTORS
View 1815 DRIFTWOOD CIRCLE S Oldsmar, FL MLS# W7885693
  • Recently Listed with Virtual Tour
1 of 48
$439,000
3

Beds

2.0

Baths

1,855

Sq.Ft.

1815 DRIFTWOOD CIRCLE S

Oldsmar, FL

Courtesy of SNAP REALTY LLC
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 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
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 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

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

$359,700
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 45
$200K - 300K 46
$300K - 400K 53
$400K - 500K 26
$500K - 600K 17
$600K - 700K 9
$700K - 800K 7
$800K - 900K 9
$900K - 1M 2
$1M - Max 24

Homes for Sale by Type in Oldsmar, FL

Property Type Count
Single Family 125
Townhouse 32
Condo 44
Commercial 5
Rental 46
Lots and Land 12
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 19
Farms 0

(Data as of 5/18/2026)

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 5/18/2026.