164 total properties
Did you mean the neighborhood Oldsmar?
View 1801 FOREST DRIVE Oldsmar, FL MLS# A4653552
  • Virtual Tour
1 of 53
$394,900
3

Beds

2.0

Baths

1,673

Sq.Ft.

1801 FOREST DRIVE

Oldsmar, FL

Courtesy of FINE PROPERTIES
View 1909 CASTLE BAY COURT Oldsmar, FL MLS# TB8436254
  • Virtual Tour
1 of 52
OPEN HOUSE: Saturday 12/13 3:00 PM - 6:00 PM
$390,000
3

Beds

2.0

Baths

1,410

Sq.Ft.

1909 CASTLE BAY COURT

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 2208 SUNSET WIND LOOP Oldsmar, FL MLS# TB8441891
$390,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

2208 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA PROP.
The time to sell is now! THE TIME TO SELL IS NOW!
View 1802 CHINABERRY DRIVE Oldsmar, FL MLS# TB8439498
$389,500
2

Beds

2.0

Baths

1,358

Sq.Ft.

1802 CHINABERRY DRIVE

Oldsmar, FL

Courtesy of FOXX AND ASSOCIATES
View 324 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8379269
$389,000
4

Beds

2.0

Baths

1,288

Sq.Ft.

324 COUNTRY CLUB DRIVE

Oldsmar, FL

Courtesy of FRIENDS REALTY LLC
View 210 ERIC COURT Oldsmar, FL MLS# TB8410217
  • Virtual Tour
1 of 58
$389,000
3

Beds

2.0

Baths

1,650

Sq.Ft.

210 ERIC COURT

Oldsmar, FL

Courtesy of MAVREALTY
View 1820 DRIFTWOOD CIRCLE N Oldsmar, FL MLS# TB8447176
$389,000
3

Beds

2.0

Baths

1,528

Sq.Ft.

1820 DRIFTWOOD CIRCLE N

Oldsmar, FL

Courtesy of SELECT PROPERTIES INC
View 1918 MONTEGO COURT Oldsmar, FL MLS# TB8450569
  • Virtual Tour
1 of 40
$385,000
4

Beds

2.0

Baths

1,401

Sq.Ft.

1918 MONTEGO COURT

Oldsmar, FL

Courtesy of LPT REALTY, LLC
View 1915 DOVER COURT Oldsmar, FL MLS# TB8430739
  • Virtual Tour
1 of 24
$380,000
4

Beds

2.0

Baths

1,401

Sq.Ft.

1915 DOVER COURT

Oldsmar, FL

Courtesy of REDFIN CORPORATION
View 311 VISTA CRUISER LANE Oldsmar, FL MLS# TB8450597
  • Recently Listed with Virtual Tour
1 of 50
$375,000
3

Beds

2.1

Baths

1,547

Sq.Ft.

311 VISTA CRUISER LANE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM H
View 1712 AZALEA COURT #A Oldsmar, FL MLS# TB8401279
$369,900
2

Beds

2.1

Baths

1,360

Sq.Ft.

1712 AZALEA COURT #A

Oldsmar, FL

Courtesy of CALEBRO & ASSOCIATES
View 106 CUTLASS WAY Oldsmar, FL MLS# TB8395542
  • Virtual Tour
1 of 22
$365,000
3

Beds

2.1

Baths

1,365

Sq.Ft.

106 CUTLASS WAY

Oldsmar, FL

Courtesy of RE/MAX CHAMPIONS
View 303 SHORE DRIVE W Oldsmar, FL MLS# TB8406101
  • Virtual Tour
1 of 73
$365,000
2

Beds

2.0

Baths

1,106

Sq.Ft.

303 SHORE DRIVE W

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 10 WOODRIDGE CIRCLE Oldsmar, FL MLS# TB8440718
  • Virtual Tour
1 of 70
$360,000
2

Beds

2.0

Baths

1,785

Sq.Ft.

10 WOODRIDGE CIRCLE

Oldsmar, FL

Courtesy of ENGEL & VOLKERS ST. PETE
View STRATHMORE AVENUE Oldsmar, FL MLS# TB8396827
  • Virtual Tour
1 of 27
$359,000
Studio

Beds

0.0

Baths

STRATHMORE AVENUE

Oldsmar, FL

Courtesy of ALIGN RIGHT REALTY CARROLLWOOD
View 1223 CLAYS TRAIL Oldsmar, FL MLS# TB8436662
  • Virtual Tour
1 of 15
$359,000
4

Beds

2.1

Baths

2,600

Sq.Ft.

1223 CLAYS TRAIL

Oldsmar, FL

Courtesy of REALTY OF RIVERVIEW LLC
View 316 COUNTRY CLUB DRIVE Oldsmar, FL MLS# O6359510
    1 of 43
    OPEN HOUSE: Sunday 12/14 12:00 PM - 3:00 PM
    $359,000
    3

    Beds

    2.0

    Baths

    1,344

    Sq.Ft.

    316 COUNTRY CLUB DRIVE

    Oldsmar, FL

    Courtesy of BEYCOME OF FLORIDA LLC
    View 313 CONGRESS STREET Oldsmar, FL MLS# TB8410740
    $349,900
    3

    Beds

    2.0

    Baths

    1,133

    Sq.Ft.

    313 CONGRESS STREET

    Oldsmar, FL

    Courtesy of EXP REALTY LLC
    View 163 DOLPHIN DRIVE E Oldsmar, FL MLS# TB8357645
    • Adult Community with Virtual Tour
    1 of 28
    $339,999
    3

    Beds

    2.0

    Baths

    1,255

    Sq.Ft.

    163 DOLPHIN DRIVE E

    Oldsmar, FL

    Courtesy of BLAKE REAL ESTATE INC
    View 114 CLAYS TRAIL #114 Oldsmar, FL MLS# TB8379057
    $339,900
    3

    Beds

    2.0

    Baths

    1,668

    Sq.Ft.

    114 CLAYS TRAIL #114

    Oldsmar, FL

    Courtesy of ADVANCED REALTY 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

    228

    Estimated median home price

    $367,450
    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 - 100K0
    $100K - 200K36
    $200K - 300K51
    $300K - 400K44
    $400K - 500K28
    $500K - 600K16
    $600K - 700K14
    $700K - 800K11
    $800K - 900K6
    $900K - 1M2
    $1M - Max20

    Homes for Sale by Type in Oldsmar, FL

    Property TypeCount
    Single Family117
    Townhouse30
    Condo41
    Commercial6
    Rental62
    Lots and Land12
    Condo/Town/CoOp0
    CoOp0
    Multi Family1
    Mobile Home21
    Farms0

    (Data as of 12/10/2025)

    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 12/11/2025.