215 total properties
Did you mean the neighborhood Oldsmar?
View 190 Water Oak Way Oldsmar, FL MLS# 1226771
$660,000
3

Beds

2.1

Baths

2,061

Sq.Ft.

190 Water Oak Way

Oldsmar, FL

View 4878 SHERBROOK DRIVE Oldsmar, FL MLS# TB8514427
$650,000
4

Beds

3.0

Baths

2,730

Sq.Ft.

4878 SHERBROOK DRIVE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 9009 PALM KEY AVENUE Oldsmar, FL MLS# TB8461356
$649,900
4

Beds

3.0

Baths

2,587

Sq.Ft.

9009 PALM KEY AVENUE

Oldsmar, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 859 INVERRY DRIVE Oldsmar, FL MLS# W7886948
  • Recently Listed with Virtual Tour
1 of 37
$649,000
3

Beds

2.0

Baths

1,984

Sq.Ft.

859 INVERRY DRIVE

Oldsmar, FL

View 5163 PINNACLE DRIVE Oldsmar, FL MLS# TB8510486
  • Virtual Tour
1 of 61
$635,000
3

Beds

2.0

Baths

1,886

Sq.Ft.

5163 PINNACLE DRIVE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 4007 PALM KEY AVENUE Oldsmar, FL MLS# TB8435073
$629,000
4

Beds

3.0

Baths

2,587

Sq.Ft.

4007 PALM KEY AVENUE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 380 ROSALIND LANE Oldsmar, FL MLS# TB8510265
  • Virtual Tour
1 of 55
$619,999
3

Beds

2.1

Baths

2,423

Sq.Ft.

380 ROSALIND LANE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 100 WATER OAK WAY Oldsmar, FL MLS# TB8520671
  • Recently Listed with Virtual Tour
1 of 68
$619,000
5

Beds

3.0

Baths

2,169

Sq.Ft.

100 WATER OAK WAY

Oldsmar, FL

View 355 VENTURA DRIVE Oldsmar, FL MLS# TB8510293
$615,000
4

Beds

2.0

Baths

1,938

Sq.Ft.

355 VENTURA DRIVE

Oldsmar, FL

View 3825 SHORE BOULEVARD Oldsmar, FL MLS# TB8482568
$600,000
Studio

Beds

0.0

Baths

3825 SHORE BOULEVARD

Oldsmar, FL

Courtesy of ARCHER REALTY
View 586 KINGSMILL COURT Oldsmar, FL MLS# TB8512390
  • Virtual Tour
1 of 57
$600,000
3

Beds

2.1

Baths

2,452

Sq.Ft.

586 KINGSMILL COURT

Oldsmar, FL

View 364 VENTURA DRIVE Oldsmar, FL MLS# TB8517197
  • Virtual Tour
1 of 63
$599,900
3

Beds

2.1

Baths

2,237

Sq.Ft.

364 VENTURA DRIVE

Oldsmar, FL

Courtesy of TREASURED HOME COLLECTION
View 384 WINGATE CIRCLE Oldsmar, FL MLS# TB8515031
  • Virtual Tour
1 of 59
$589,000
3

Beds

2.1

Baths

2,428

Sq.Ft.

384 WINGATE CIRCLE

Oldsmar, FL

Courtesy of RE/MAX MARKETING SPECIALISTS
View 4856 WESTCHESTER COURT Oldsmar, FL MLS# TB8515993
$589,000
3

Beds

2.0

Baths

2,184

Sq.Ft.

4856 WESTCHESTER COURT

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 368 TAVERNIER CIRCLE Oldsmar, FL MLS# A4694760
  • Virtual Tour
1 of 40
$585,000
4

Beds

2.0

Baths

1,880

Sq.Ft.

368 TAVERNIER CIRCLE

Oldsmar, FL

Courtesy of BRIGHT REALTY
View 395 WINGATE CIRCLE Oldsmar, FL MLS# TB8450027
  • Virtual Tour
1 of 59
$575,000
5

Beds

2.1

Baths

2,827

Sq.Ft.

395 WINGATE CIRCLE

Oldsmar, FL

View 438 LAFAYETTE BOULEVARD Oldsmar, FL MLS# TB8480797
$575,000
4

Beds

2.0

Baths

2,138

Sq.Ft.

438 LAFAYETTE BOULEVARD

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 1758 OAK POND COURT Oldsmar, FL MLS# TB8507682
  • Virtual Tour
1 of 57
$575,000
6

Beds

2.1

Baths

2,867

Sq.Ft.

1758 OAK POND COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
View 100 ARBOR LANE Oldsmar, FL MLS# TB8513463
  • Virtual Tour
1 of 40
$570,000
3

Beds

2.0

Baths

1,852

Sq.Ft.

100 ARBOR LANE

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
View 392 TAVERNIER CIRCLE Oldsmar, FL MLS# TB8521472
  • Recently Listed with Virtual Tour
1 of 62
$569,000
3

Beds

2.0

Baths

1,656

Sq.Ft.

392 TAVERNIER CIRCLE

Oldsmar, FL

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

234

Estimated median home price

$350,000
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 - 200K53
$200K - 300K40
$300K - 400K51
$400K - 500K19
$500K - 600K19
$600K - 700K13
$700K - 800K5
$800K - 900K9
$900K - 1M2
$1M - Max22

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family123
Townhouse27
Condo47
Commercial4
Rental53
Lots and Land9
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home22
Farms0

(Data as of 7/3/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 7/4/2026.

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 7/4/2026.