225 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
OPEN HOUSE: Sunday 6/28 12:00 PM - 2:00 PM
$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
    1 of 32
    OPEN HOUSE: Sunday 6/28 12:00 PM - 2:00 PM
    $615,000
    4

    Beds

    2.0

    Baths

    1,938

    Sq.Ft.

    355 VENTURA DRIVE

    Oldsmar, FL

    View 586 KINGSMILL COURT Oldsmar, FL MLS# TB8512390
    • Virtual Tour
    1 of 57
    OPEN HOUSE: Sunday 6/28 2:00 PM - 5:00 PM
    $615,000
    3

    Beds

    2.1

    Baths

    2,452

    Sq.Ft.

    586 KINGSMILL COURT

    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 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
    OPEN HOUSE: Sunday 6/28 12:00 PM - 2:00 PM
    $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
    • Recently Listed with Virtual Tour
    1 of 39
    $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 438 LAFAYETTE BOULEVARD Oldsmar, FL MLS# TB8480797
    $584,900
    4

    Beds

    2.0

    Baths

    2,138

    Sq.Ft.

    438 LAFAYETTE BOULEVARD

    Oldsmar, FL

    Courtesy of RE/MAX REALTEC GROUP INC
    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 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 1654 BAYHILL DRIVE Oldsmar, FL MLS# TB8438417
    • Virtual Tour
    1 of 62
    $570,000
    4

    Beds

    2.1

    Baths

    2,320

    Sq.Ft.

    1654 BAYHILL DRIVE

    Oldsmar, FL

    Courtesy of ECKERT REALTY & PROPERTY MGMT
    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

    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

    251

    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 - 500K23
    $500K - 600K19
    $600K - 700K17
    $700K - 800K5
    $800K - 900K8
    $900K - 1M1
    $1M - Max25

    Homes for Sale by Type in Oldsmar, FL

    Property TypeCount
    Single Family132
    Townhouse30
    Condo51
    Commercial5
    Rental47
    Lots and Land9
    Condo/Town/CoOp0
    CoOp0
    Multi Family3
    Mobile Home21
    Farms0

    (Data as of 6/26/2026)

    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 6/26/2026.

    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 6/26/2026.