160 total properties
Did you mean the neighborhood Oldsmar?
View 415 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8517638
$350,000
4

Beds

2.0

Baths

1,748

Sq.Ft.

415 COUNTRY CLUB DRIVE

Oldsmar, FL

View 108 WOODLANDS COURT 108 Oldsmar, FL MLS# TB8514193
$175,000
2

Beds

2.0

Baths

1,151

Sq.Ft.

108 WOODLANDS COURT 108

Oldsmar, FL

View 442 EVERGREEN DRIVE Oldsmar, FL MLS# TB8517079
  • Virtual Tour
1 of 44
$349,900
3

Beds

2.0

Baths

1,190

Sq.Ft.

442 EVERGREEN DRIVE

Oldsmar, FL

Courtesy of EXP REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 360 S WOODLANDS DRIVE Oldsmar, FL MLS# TB8515718
$399,900
2

Beds

2.0

Baths

1,590

Sq.Ft.

360 S WOODLANDS DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 124 W CYPRESS COURT Oldsmar, FL MLS# TB8516388
  • Virtual Tour
1 of 23
$185,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

124 W CYPRESS COURT

Oldsmar, FL

View 133 SABAL COURT G Oldsmar, FL MLS# TB8514567
  • Virtual Tour
1 of 52
$110,000
2

Beds

2.0

Baths

915

Sq.Ft.

133 SABAL COURT G

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROPERTIES
View 900 LUCAS LANE Oldsmar, FL MLS# TB8527577
  • Virtual Tour
1 of 38
OPEN HOUSE: Sunday 8/23 1:00 PM - 3:00 PM
$495,000
3

Beds

2.0

Baths

1,685

Sq.Ft.

900 LUCAS LANE

Oldsmar, FL

View 202 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8514350
  • Virtual Tour
1 of 16
$316,000
3

Beds

2.1

Baths

1,452

Sq.Ft.

202 HEMINGWAY DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 119 BRENT CIRCLE Oldsmar, FL MLS# TB8504789
    1 of 64
    OPEN HOUSE: Saturday 8/22 1:30 PM - 4:30 PM
    $525,000
    3

    Beds

    3.0

    Baths

    1,834

    Sq.Ft.

    119 BRENT CIRCLE

    Oldsmar, FL

    Courtesy of COMPASS FLORIDA LLC
    View 2005 HUDSON CT Oldsmar, FL MLS# W7886259
    • Virtual Tour
    1 of 52
    $299,900
    2

    Beds

    1.0

    Baths

    1,170

    Sq.Ft.

    2005 HUDSON CT

    Oldsmar, FL

    Courtesy of FUTURE HOME REALTY INC
    View 117 BRENT CIRCLE Oldsmar, FL MLS# TB8513394
    • Virtual Tour
    1 of 32
    OPEN HOUSE: Saturday 8/22 1:30 PM - 4:30 PM
    $475,000
    3

    Beds

    3.0

    Baths

    1,834

    Sq.Ft.

    117 BRENT CIRCLE

    Oldsmar, FL

    View 627 TIMBER BAY CIRCLE W Oldsmar, FL MLS# TB8513485
    $320,000
    3

    Beds

    2.0

    Baths

    1,274

    Sq.Ft.

    627 TIMBER BAY CIRCLE W

    Oldsmar, FL

    View 606 CABERNET WAY Oldsmar, FL MLS# TB8512784
    • Virtual Tour
    1 of 53
    $339,900
    3

    Beds

    2.1

    Baths

    1,525

    Sq.Ft.

    606 CABERNET WAY

    Oldsmar, FL

    Courtesy of THE SOMERDAY GROUP PL
    View 2013 SUNSET WIND LOOP Oldsmar, FL MLS# TB8507673
    $400,000
    3

    Beds

    2.1

    Baths

    1,667

    Sq.Ft.

    2013 SUNSET WIND LOOP

    Oldsmar, FL

    Courtesy of KELLER WILLIAMS TAMPA CENTRAL
    View 112 LAKEVIEW PLACE 12 Oldsmar, FL MLS# W7886045
    $175,000
    2

    Beds

    2.0

    Baths

    1,094

    Sq.Ft.

    112 LAKEVIEW PLACE 12

    Oldsmar, FL

    View 130 NANCY DRIVE 37 Oldsmar, FL MLS# W7886022
    • Virtual Tour
    1 of 57
    $189,999
    2

    Beds

    2.0

    Baths

    1,096

    Sq.Ft.

    130 NANCY DRIVE 37

    Oldsmar, FL

    View 611 TANGERINE DRIVE Oldsmar, FL MLS# TB8513141
    • Virtual Tour
    1 of 37
    $339,900
    3

    Beds

    2.0

    Baths

    1,382

    Sq.Ft.

    611 TANGERINE DRIVE

    Oldsmar, FL

    Courtesy of AMERICAN HERITAGE REALTY, INC.
    View 276 PELICAN DRIVE N Oldsmar, FL MLS# TB8510692
    • Adult Community with Virtual Tour
    1 of 46
    $224,900
    2

    Beds

    2.0

    Baths

    984

    Sq.Ft.

    276 PELICAN DRIVE N

    Oldsmar, FL

    Courtesy of THE SOMERDAY GROUP PL
    View 131 SABAL COURT E Oldsmar, FL MLS# TB8509741
    • Virtual Tour
    1 of 21
    $145,000
    2

    Beds

    2.0

    Baths

    915

    Sq.Ft.

    131 SABAL COURT E

    Oldsmar, FL

    Courtesy of KELLER WILLIAMS TAMPA PROPERTIES
    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

    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

    199

    Estimated median home price

    $335,000
    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 - 200K47
    $200K - 300K41
    $300K - 400K38
    $400K - 500K22
    $500K - 600K18
    $600K - 700K7
    $700K - 800K5
    $800K - 900K4
    $900K - 1M1
    $1M - Max15

    Homes for Sale by Type in Oldsmar, FL

    Property TypeCount
    Single Family103
    Townhouse22
    Condo45
    Commercial3
    Rental54
    Lots and Land7
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home19
    Farms0

    (Data as of 8/22/2026)

    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 8/23/2026.