232 total properties
Did you mean the neighborhood Oldsmar?
View 410 DOLPHIN DRIVE S Oldsmar, FL MLS# TB8515822
  • Recently Listed
1 of 29
$175,000
2

Beds

2.0

Baths

1,266

Sq.Ft.

410 DOLPHIN DRIVE S

Oldsmar, FL

View 68 PELICAN DRIVE S Oldsmar, FL MLS# TB8516585
  • Recently Listed with Virtual Tour
1 of 22
$155,000
2

Beds

2.0

Baths

1,092

Sq.Ft.

68 PELICAN DRIVE S

Oldsmar, FL

Courtesy of SPENCERS PLUS REALTY LLC
View 2055 DIAMOND COURT Oldsmar, FL MLS# TB8520799
  • Virtual Tour
1 of 72
$1,150,000
3

Beds

3.0

Baths

3,237

Sq.Ft.

2055 DIAMOND COURT

Oldsmar, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 2013 DOVER COURT Oldsmar, FL MLS# TB8519255
  • Virtual Tour
1 of 25
$291,000
2

Beds

2.0

Baths

1,251

Sq.Ft.

2013 DOVER COURT

Oldsmar, FL

Courtesy of RE/MAX ELITE REALTY
View 1008 ROBINWOOD DRIVE Oldsmar, FL MLS# TB8516701
$695,000
4

Beds

2.0

Baths

2,442

Sq.Ft.

1008 ROBINWOOD DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 1319 FORESTEDGE BOULEVARD Oldsmar, FL MLS# TB8517867
$1,100,000
5

Beds

3.1

Baths

3,849

Sq.Ft.

1319 FORESTEDGE BOULEVARD

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
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 629 BAY LAKE TRAIL Oldsmar, FL MLS# TB8517300
  • Virtual Tour
1 of 40
$350,000
3

Beds

2.0

Baths

1,338

Sq.Ft.

629 BAY LAKE TRAIL

Oldsmar, FL

Courtesy of RE/MAX COLLECTIVE
View 415 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8517638
$379,000
4

Beds

2.0

Baths

1,748

Sq.Ft.

415 COUNTRY CLUB DRIVE

Oldsmar, FL

View 108 WOODLANDS COURT 108 Oldsmar, FL MLS# TB8514193
$199,000
2

Beds

2.0

Baths

1,151

Sq.Ft.

108 WOODLANDS COURT 108

Oldsmar, FL

Courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
View 1924 MONTEGO COURT Oldsmar, FL MLS# TB8517782
  • Virtual Tour
1 of 29
$359,900
3

Beds

2.0

Baths

1,269

Sq.Ft.

1924 MONTEGO COURT

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 442 EVERGREEN DRIVE Oldsmar, FL MLS# TB8517079
  • Recently Listed with Virtual Tour
1 of 44
$354,500
3

Beds

2.0

Baths

1,190

Sq.Ft.

442 EVERGREEN DRIVE

Oldsmar, FL

View 1260 CLAYS TRAIL Oldsmar, FL MLS# TB8514482
  • Virtual Tour
1 of 72
$265,000
2

Beds

2.0

Baths

1,450

Sq.Ft.

1260 CLAYS TRAIL

Oldsmar, FL

View 360 S WOODLANDS DRIVE Oldsmar, FL MLS# TB8515718
$399,900
2

Beds

2.0

Baths

1,590

Sq.Ft.

360 S WOODLANDS DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 423 AURORA WAY Oldsmar, FL MLS# TB8516678
  • Virtual Tour
1 of 36
$320,000
3

Beds

2.1

Baths

1,365

Sq.Ft.

423 AURORA WAY

Oldsmar, FL

View 4856 WESTCHESTER COURT Oldsmar, FL MLS# TB8515993
$579,000
3

Beds

2.0

Baths

2,184

Sq.Ft.

4856 WESTCHESTER COURT

Oldsmar, FL

View 1007 STATE STREET E Oldsmar, FL MLS# TB8513144
  • Virtual Tour
1 of 65
$695,000
4

Beds

3.0

Baths

2,379

Sq.Ft.

1007 STATE STREET E

Oldsmar, FL

View 124 W CYPRESS COURT Oldsmar, FL MLS# TB8516388
  • Virtual Tour
1 of 23
$185,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

124 W CYPRESS COURT

Oldsmar, FL

Courtesy of CENTURY 21 INTEGRA
View 133 SABAL COURT G Oldsmar, FL MLS# TB8514567
  • Virtual Tour
1 of 52
$125,000
2

Beds

2.0

Baths

915

Sq.Ft.

133 SABAL COURT G

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROPERTIES
View 640 Brooker Creek Blvd 430 Oldsmar, FL MLS# A12030989
$1,200,000
5,680

Sq.Ft.

640 Brooker Creek Blvd 430

Oldsmar, FL

Courtesy of SMITH ASSOCIATES, 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

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 - 300K41
$300K - 400K51
$400K - 500K19
$500K - 600K19
$600K - 700K14
$700K - 800K5
$800K - 900K8
$900K - 1M2
$1M - Max21

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family122
Townhouse28
Condo47
Commercial4
Rental53
Lots and Land9
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home22
Farms0

(Data as of 7/5/2026)

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 7/6/2026.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

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

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 7/6/2026.