182 total properties
Did you mean the neighborhood Oldsmar?
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 304 PATTY DRIVE Oldsmar, FL MLS# TB8500425
    • Virtual Tour
    1 of 24
    $397,000
    3

    Beds

    2.0

    Baths

    1,344

    Sq.Ft.

    304 PATTY DRIVE

    Oldsmar, FL

    Courtesy of SELLING USA, LLC
    View 2009 PEPPERTREE COURT Oldsmar, FL MLS# O6403164
    $390,000
    3

    Beds

    2.0

    Baths

    1,233

    Sq.Ft.

    2009 PEPPERTREE COURT

    Oldsmar, FL

    Courtesy of CFRP REALTY LLC
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 125 CYPRESS LANE 125 Oldsmar, FL MLS# TB8499229
    $149,900
    2

    Beds

    2.0

    Baths

    1,054

    Sq.Ft.

    125 CYPRESS LANE 125

    Oldsmar, FL

    Courtesy of RE/MAX REALTEC GROUP INC
    View 219 BAY ARBOR BOULEVARD Oldsmar, FL MLS# TB8498550
    $550,000
    4

    Beds

    3.0

    Baths

    1,873

    Sq.Ft.

    219 BAY ARBOR BOULEVARD

    Oldsmar, FL

    View 343 SHORE DRIVE E Oldsmar, FL MLS# TB8498400
    • Virtual Tour
    1 of 19
    $399,000
    3

    Beds

    2.0

    Baths

    1,169

    Sq.Ft.

    343 SHORE DRIVE E

    Oldsmar, FL

    Courtesy of MURRAY BELL REAL ESTATE LLC
    View 130 WOODLAKE WYNDE 130 Oldsmar, FL MLS# TB8494847
    $198,500
    2

    Beds

    2.0

    Baths

    924

    Sq.Ft.

    130 WOODLAKE WYNDE 130

    Oldsmar, FL

    Courtesy of COLDWELL BANKER REALTY
    View 172 LAKEVIEW WAY 172 Oldsmar, FL MLS# TB8496591
    $150,000
    2

    Beds

    2.0

    Baths

    1,094

    Sq.Ft.

    172 LAKEVIEW WAY 172

    Oldsmar, FL

    Courtesy of CENTURY 21 INTEGRA
    View 100 KILSYTHE STREET Oldsmar, FL MLS# TB8496212
    $425,000
    3

    Beds

    3.0

    Baths

    1,100

    Sq.Ft.

    100 KILSYTHE STREET

    Oldsmar, FL

    Courtesy of SMITH & ASSOCIATES REAL ESTATE
    View 1004 MANGO COURT Oldsmar, FL MLS# TB8495697
    • Virtual Tour
    1 of 51
    $499,000
    3

    Beds

    2.1

    Baths

    2,230

    Sq.Ft.

    1004 MANGO COURT

    Oldsmar, FL

    Courtesy of DALTON WADE INC
    View 207 CYPRESS LANE Oldsmar, FL MLS# TB8492844
    • Virtual Tour
    1 of 25
    $180,000
    2

    Beds

    2.0

    Baths

    1,054

    Sq.Ft.

    207 CYPRESS LANE

    Oldsmar, FL

    Courtesy of RE/MAX CHAMPIONS
    View 112 CYPRESS COURT 112 Oldsmar, FL MLS# TB8494664
    $189,900
    2

    Beds

    2.0

    Baths

    1,054

    Sq.Ft.

    112 CYPRESS COURT 112

    Oldsmar, FL

    Courtesy of EXP REALTY LLC
    View 413 COUNTRY CLUB DRIVE Oldsmar, FL MLS# O6396122
    $349,700
    3

    Beds

    2.0

    Baths

    1,323

    Sq.Ft.

    413 COUNTRY CLUB DRIVE

    Oldsmar, FL

    Courtesy of LOKATION
    View 10 LESLEY LANE Oldsmar, FL MLS# TB8501611
    • Virtual Tour
    1 of 44
    $299,000
    2

    Beds

    2.0

    Baths

    1,250

    Sq.Ft.

    10 LESLEY LANE

    Oldsmar, FL

    Courtesy of BHHS FLORIDA PROPERTIES GROUP
    View 0 ST PETERSBURG DRIVE E Oldsmar, FL MLS# TB8489292
    $350,000
    Studio

    Beds

    0.0

    Baths

    0 ST PETERSBURG DRIVE E

    Oldsmar, FL

    Courtesy of HOMECOIN.COM
    View 115 WINDWARD PLACE 15 Oldsmar, FL MLS# TB8490824
    $180,000
    2

    Beds

    2.0

    Baths

    879

    Sq.Ft.

    115 WINDWARD PLACE 15

    Oldsmar, FL

    Courtesy of FLORIDA PREMIERE REALTY
    View 204 WINDWARD PLACE 36 Oldsmar, FL MLS# A4686982
    $188,000
    2

    Beds

    2.0

    Baths

    879

    Sq.Ft.

    204 WINDWARD PLACE 36

    Oldsmar, FL

    Courtesy of BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE
    View 340 CANAL WAY Oldsmar, FL MLS# TB8491525
    • Adult Community with Virtual Tour
    1 of 26
    $168,000
    2

    Beds

    2.0

    Baths

    1,056

    Sq.Ft.

    340 CANAL WAY

    Oldsmar, FL

    Courtesy of ACROPOLIS REALTY GROUP LLC
    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 435 LAKEVIEW DRIVE Oldsmar, FL MLS# TB8489554
    • Virtual Tour
    1 of 44
    $475,000
    3

    Beds

    2.0

    Baths

    1,570

    Sq.Ft.

    435 LAKEVIEW DRIVE

    Oldsmar, FL

    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.

    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 6/21/2026.