44 total properties
Did you mean the neighborhood Oldsmar?
View 258 PELICAN DRIVE N Oldsmar, FL MLS# TB8508713
  • Recently Listed
1 of 51
$259,900
3

Beds

2.0

Baths

1,471

Sq.Ft.

258 PELICAN DRIVE N

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 10 SHAMROCK WAY 10 Oldsmar, FL MLS# TB8506563
  • Recently Listed with Virtual Tour
1 of 43
$279,000
2

Beds

2.0

Baths

1,465

Sq.Ft.

10 SHAMROCK WAY 10

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 20 EVELYN COURT Oldsmar, FL MLS# TB8508719
  • Recently Listed with Virtual Tour
1 of 66
$259,000
2

Beds

2.0

Baths

1,380

Sq.Ft.

20 EVELYN COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS ST PETE REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 25 TADS TRAIL Oldsmar, FL MLS# TB8509080
  • Recently Listed with Virtual Tour
1 of 41
$249,000
3

Beds

2.0

Baths

1,690

Sq.Ft.

25 TADS TRAIL

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 2034 MONTEGO COURT Oldsmar, FL MLS# TB8506783
  • Recently Listed with Virtual Tour
1 of 17
$225,000
1

Beds

1.0

Baths

1,024

Sq.Ft.

2034 MONTEGO COURT

Oldsmar, FL

Courtesy of RE/MAX ELITE REALTY
View 260 MICHAELS CIRCLE Oldsmar, FL MLS# TB8507054
  • Recently Listed with Virtual Tour
1 of 18
$280,000
3

Beds

2.0

Baths

1,385

Sq.Ft.

260 MICHAELS CIRCLE

Oldsmar, FL

Courtesy of DASHER RLTY & PROP. MANAGEMENT
View 382 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# TB8506337
  • Recently Listed with Virtual Tour
1 of 58
$240,000
2

Beds

1.1

Baths

1,105

Sq.Ft.

382 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 228 TARPON LANE Oldsmar, FL MLS# TB8506652
  • Recently Listed with Virtual Tour
1 of 54
$269,000
2

Beds

2.0

Baths

1,686

Sq.Ft.

228 TARPON LANE

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 110 INGRID PLACE Oldsmar, FL MLS# TB8502559
  • Virtual Tour
1 of 42
$294,900
3

Beds

2.1

Baths

1,755

Sq.Ft.

110 INGRID PLACE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 230 BALSAM DRIVE Oldsmar, FL MLS# TB8504047
  • Recently Listed with Virtual Tour
1 of 31
$275,000
2

Beds

2.0

Baths

1,250

Sq.Ft.

230 BALSAM DRIVE

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE
View 417 DOLPHIN DRIVE S Oldsmar, FL MLS# TB8504194
  • Recently Listed with Virtual Tour
1 of 54
$269,000
3

Beds

2.0

Baths

1,253

Sq.Ft.

417 DOLPHIN DRIVE S

Oldsmar, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP
View 505 FEDERAL STREET Oldsmar, FL MLS# TB8505483
  • Recently Listed with Virtual Tour
1 of 14
$299,000
Studio

Beds

0.0

Baths

505 FEDERAL STREET

Oldsmar, FL

Courtesy of DALTON WADE INC
View 105 KILSYTHE STREET Oldsmar, FL MLS# TB8502588
  • Virtual Tour
1 of 65
$305,000
3

Beds

2.0

Baths

1,036

Sq.Ft.

105 KILSYTHE STREET

Oldsmar, FL

Courtesy of FLORIDA EXECUTIVE REALTY
View 300 STATE STREET E 324 Oldsmar, FL MLS# TB8500928
$295,000
2

Beds

2.1

Baths

1,366

Sq.Ft.

300 STATE STREET E 324

Oldsmar, FL

Courtesy of REALTY ONE GROUP MVP
View 120 EVELYN COURT Oldsmar, FL MLS# TB8501596
  • Virtual Tour
1 of 46
$278,000
3

Beds

2.0

Baths

1,450

Sq.Ft.

120 EVELYN COURT

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 2031 DOVER COURT Oldsmar, FL MLS# TB8500444
$280,000
2

Beds

2.0

Baths

1,215

Sq.Ft.

2031 DOVER COURT

Oldsmar, FL

Courtesy of LOKATION
View 314 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8499975
$295,000
3

Beds

1.0

Baths

1,050

Sq.Ft.

314 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of FOUNDATION REALTY GROUP
View 208 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8490712
  • Virtual Tour
1 of 36
$305,000
2

Beds

2.0

Baths

1,207

Sq.Ft.

208 HEMINGWAY DRIVE

Oldsmar, FL

Courtesy of RE/MAX MARKETING SPECIALISTS
View 507 SHORE DRIVE E Oldsmar, FL MLS# TB8488465
  • Virtual Tour
1 of 8
$239,000
3

Beds

3.0

Baths

1,237

Sq.Ft.

507 SHORE DRIVE E

Oldsmar, FL

Courtesy of ENGEL & VOLKERS BELLEAIR
View 40 SYLVIA PLACE Oldsmar, FL MLS# TB8487410
  • Virtual Tour
1 of 40
$289,000
3

Beds

2.0

Baths

1,385

Sq.Ft.

40 SYLVIA PLACE

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

240

Estimated median home price

$359,850
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 - 200K46
$200K - 300K45
$300K - 400K53
$400K - 500K26
$500K - 600K17
$600K - 700K9
$700K - 800K7
$800K - 900K10
$900K - 1M2
$1M - Max24

Homes for Sale by Type in Oldsmar, FL

Property TypeCount
Single Family126
Townhouse32
Condo44
Commercial5
Rental46
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home19
Farms0

(Data as of 5/19/2026)

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 5/19/2026.