249 total properties
Did you mean the neighborhood Oldsmar?
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 1008 ROBINWOOD DRIVE Oldsmar, FL MLS# TB8516701
  • Recently Listed with Virtual Tour
1 of 49
$695,000
4

Beds

2.0

Baths

2,442

Sq.Ft.

1008 ROBINWOOD DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 10 ARBOR LANE Oldsmar, FL MLS# TB8516041
    1 of 57
    OPEN HOUSE: Saturday 6/27 11:00 AM - 1:00 PM
    $669,000
    4

    Beds

    2.0

    Baths

    2,318

    Sq.Ft.

    10 ARBOR LANE

    Oldsmar, FL

    Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 405 HOLLY HILL ROAD Oldsmar, FL MLS# TB8503763
    • Virtual Tour
    1 of 57
    $660,000
    3

    Beds

    2.0

    Baths

    2,311

    Sq.Ft.

    405 HOLLY HILL ROAD

    Oldsmar, FL

    Courtesy of KELLER WILLIAMS REALTY- PALM H
    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

    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

      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.

      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 6/26/2026.