250 total properties
Did you mean the neighborhood Oldsmar?
View 10 SHAMROCK WAY 10 Oldsmar, FL MLS# TB8506563
  • 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 417 DOLPHIN DRIVE S Oldsmar, FL MLS# TB8504194
  • Adult Community 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 228 TARPON LANE Oldsmar, FL MLS# TB8506652
  • Adult Community with Virtual Tour
1 of 28
OPEN HOUSE: Saturday 6/20 1:00 PM - 3:00 PM
$269,000
2

Beds

2.0

Baths

1,686

Sq.Ft.

228 TARPON LANE

Oldsmar, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 202 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8514350
  • Recently Listed with Virtual Tour
1 of 16
$269,000
3

Beds

2.1

Baths

1,452

Sq.Ft.

202 HEMINGWAY DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 230 BALSAM DRIVE Oldsmar, FL MLS# TB8504047
  • Virtual Tour
1 of 31
$265,000
2

Beds

2.0

Baths

1,250

Sq.Ft.

230 BALSAM DRIVE

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE
View 2029 SAGINAW COURT Oldsmar, FL MLS# TB8515524
  • Virtual Tour
1 of 17
$264,900
2

Beds

2.0

Baths

1,143

Sq.Ft.

2029 SAGINAW COURT

Oldsmar, FL

Courtesy of FLORIDAS BEST HOMES REALTY LLC
View 123 DOLPHIN DRIVE S Oldsmar, FL MLS# TB8447450
  • Adult Community with Virtual Tour
1 of 21
$259,900
2

Beds

2.0

Baths

1,248

Sq.Ft.

123 DOLPHIN DRIVE S

Oldsmar, FL

Courtesy of PAM RYAN REALTY INC
View 258 PELICAN DRIVE N Oldsmar, FL MLS# TB8508713
  • Adult Community with Virtual Tour
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 120 EVELYN COURT Oldsmar, FL MLS# TB8501596
  • Virtual Tour
1 of 46
$259,000
3

Beds

2.0

Baths

1,450

Sq.Ft.

120 EVELYN COURT

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 433 SAILFISH BOULEVARD Oldsmar, FL MLS# TB8481608
  • Adult Community with Virtual Tour
1 of 48
$256,000
2

Beds

2.0

Baths

960

Sq.Ft.

433 SAILFISH BOULEVARD

Oldsmar, FL

Courtesy of AH REALTY SERVICES, LLC
View 2031 DOVER COURT Oldsmar, FL MLS# TB8500444
    1 of 33
    OPEN HOUSE: Sunday 6/21 1:00 PM - 3:00 PM
    $255,000
    2

    Beds

    2.0

    Baths

    1,215

    Sq.Ft.

    2031 DOVER COURT

    Oldsmar, FL

    Courtesy of LOKATION
    View 2024 SHEFFIELD COURT Oldsmar, FL MLS# TB8510499
    • Recently Listed with Virtual Tour
    1 of 34
    $249,990
    2

    Beds

    2.0

    Baths

    1,296

    Sq.Ft.

    2024 SHEFFIELD COURT

    Oldsmar, FL

    Courtesy of Tampa - Weichert, Realtors - Exclusive Properties
    View 260 BALSAM DRIVE Oldsmar, FL MLS# TB8433742
    • Virtual Tour
    1 of 25
    $249,900
    2

    Beds

    2.0

    Baths

    1,250

    Sq.Ft.

    260 BALSAM DRIVE

    Oldsmar, FL

    Courtesy of MARC JOSEPH REALTY, INC
    View 428 PELICAN DRIVE S Oldsmar, FL MLS# TB8474552
    • Adult Community with Virtual Tour
    1 of 52
    $249,000
    2

    Beds

    2.0

    Baths

    1,671

    Sq.Ft.

    428 PELICAN DRIVE S

    Oldsmar, FL

    Courtesy of BHHS FLORIDA PROPERTIES GROUP
    View 20 EVELYN COURT Oldsmar, FL MLS# TB8508719
    • Virtual Tour
    1 of 66
    $249,000
    2

    Beds

    2.0

    Baths

    1,380

    Sq.Ft.

    20 EVELYN COURT

    Oldsmar, FL

    Courtesy of KELLER WILLIAMS ST PETE REALTY
    View 25 TADS TRAIL Oldsmar, FL MLS# TB8509080
    • Virtual Tour
    1 of 39
    $249,000
    3

    Beds

    2.0

    Baths

    1,690

    Sq.Ft.

    25 TADS TRAIL

    Oldsmar, FL

    View 388 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# TB8478422
    $246,000
    2

    Beds

    1.1

    Baths

    1,105

    Sq.Ft.

    388 COUNTRYSIDE KEY BOULEVARD

    Oldsmar, FL

    View 405 WOODS LANDING TRAIL Oldsmar, FL MLS# A4676677
    $244,990
    2

    Beds

    2.1

    Baths

    1,200

    Sq.Ft.

    405 WOODS LANDING TRAIL

    Oldsmar, FL

    Courtesy of THE KEYES COMPANY - SARASOTA
    View 209 CORKWOOD LN Oldsmar, FL MLS# TB8396745
    • Virtual Tour
    1 of 30
    $240,900
    2

    Beds

    2.0

    Baths

    900

    Sq.Ft.

    209 CORKWOOD LN

    Oldsmar, FL

    View 382 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# TB8506337
    $240,000
    2

    Beds

    1.1

    Baths

    1,105

    Sq.Ft.

    382 COUNTRYSIDE KEY BOULEVARD

    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

    249

    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 - 200K58
    $200K - 300K42
    $300K - 400K52
    $400K - 500K25
    $500K - 600K17
    $600K - 700K16
    $700K - 800K5
    $800K - 900K8
    $900K - 1M1
    $1M - Max24

    Homes for Sale by Type in Oldsmar, FL

    Property TypeCount
    Single Family130
    Townhouse30
    Condo51
    Commercial5
    Rental46
    Lots and Land9
    Condo/Town/CoOp0
    CoOp0
    Multi Family3
    Mobile Home21
    Farms0

    (Data as of 6/20/2026)

    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 6/20/2026.

    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 6/20/2026.