38 total properties
Did you mean the neighborhood Oldsmar?
View 142 WOODLAKE WYNDE 48 Oldsmar, FL MLS# TB8507526
  • Recently Listed with Virtual Tour
1 of 19
OPEN HOUSE: Sunday 5/17 3:00 PM - 5:00 PM
$199,500
2

Beds

2.0

Baths

924

Sq.Ft.

142 WOODLAKE WYNDE 48

Oldsmar, FL

Courtesy of FUTURE HOME REALTY INC
View 50 WOODLAKE PLACE Oldsmar, FL MLS# TB8507105
  • Recently Listed with Virtual Tour
1 of 42
$218,000
2

Beds

2.0

Baths

924

Sq.Ft.

50 WOODLAKE PLACE

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 2034 MONTEGO COURT Oldsmar, FL MLS# TB8506783
  • Recently Listed with Virtual Tour
1 of 17
$225,000
1

Beds

1.0

Baths

1,024

Sq.Ft.

2034 MONTEGO COURT

Oldsmar, FL

Courtesy of RE/MAX ELITE REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 202 MEADOW LANE 50 Oldsmar, FL MLS# TB8505503
  • Recently Listed with Virtual Tour
1 of 52
OPEN HOUSE: Saturday 5/16 11:00 AM - 1:00 PM
$185,000
2

Beds

2.0

Baths

875

Sq.Ft.

202 MEADOW LANE 50

Oldsmar, FL

Courtesy of AXEN REALTY, LLC
View 140 HUNTER LAKE DRIVE G Oldsmar, FL MLS# TB8501829
  • Recently Listed with Virtual Tour
1 of 22
$174,945
2

Beds

2.0

Baths

915

Sq.Ft.

140 HUNTER LAKE DRIVE G

Oldsmar, FL

Courtesy of 1 REALTY GROUP LLC
View 372 COBIA WAY Oldsmar, FL MLS# TB8499655
  • Adult Community with Virtual Tour
1 of 52
$199,995
2

Beds

2.0

Baths

1,048

Sq.Ft.

372 COBIA WAY

Oldsmar, FL

Courtesy of IMPACT REALTY TAMPA BAY
View 218 CARYL WAY Oldsmar, FL MLS# TB8499124
  • Virtual Tour
1 of 29
$198,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

218 CARYL WAY

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 303 MEADOW LANE Oldsmar, FL MLS# TB8497109
  • Virtual Tour
1 of 23
$190,000
2

Beds

2.0

Baths

879

Sq.Ft.

303 MEADOW LANE

Oldsmar, FL

Courtesy of CENTURY 21 BEGGINS
View 130 WOODLAKE WYNDE 130 Oldsmar, FL MLS# TB8494847
$204,500
2

Beds

2.0

Baths

924

Sq.Ft.

130 WOODLAKE WYNDE 130

Oldsmar, FL

Courtesy of COLDWELL BANKER REALTY
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 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
$195,000
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
$184,000
2

Beds

2.0

Baths

1,056

Sq.Ft.

340 CANAL WAY

Oldsmar, FL

Courtesy of ACROPOLIS REALTY GROUP LLC
View 303 MARTHA LANE 303 Oldsmar, FL MLS# TB8485863
$195,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

303 MARTHA LANE 303

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE
View 110 LAKESIDE COURT 110 Oldsmar, FL MLS# TB8484399
  • Virtual Tour
1 of 31
OPEN HOUSE: Saturday 5/16 1:00 PM - 3:00 PM
$199,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

110 LAKESIDE COURT 110

Oldsmar, FL

Courtesy of DALTON WADE INC
View 141 LAKEVIEW WAY 141 Oldsmar, FL MLS# TB8483907
    1 of 28
    OPEN HOUSE: Saturday 5/16 12:00 PM - 2:00 PM
    $173,900
    2

    Beds

    2.0

    Baths

    1,094

    Sq.Ft.

    141 LAKEVIEW WAY 141

    Oldsmar, FL

    Courtesy of EXP REALTY LLC
    View 122 CARYL WAY 122 Oldsmar, FL MLS# TB8481510
    • Virtual Tour
    1 of 33
    $214,000
    2

    Beds

    2.0

    Baths

    1,094

    Sq.Ft.

    122 CARYL WAY 122

    Oldsmar, FL

    Courtesy of DALTON WADE INC
    View 240 CYPRESS LANE 240 Oldsmar, FL MLS# TB8481270
    $224,900
    2

    Beds

    2.0

    Baths

    1,054

    Sq.Ft.

    240 CYPRESS LANE 240

    Oldsmar, FL

    Courtesy of LPT REALTY, LLC
    View 80 LANCE COURT Oldsmar, FL MLS# TB8477775
    • Virtual Tour
    1 of 21
    $234,800
    2

    Beds

    2.0

    Baths

    1,250

    Sq.Ft.

    80 LANCE COURT

    Oldsmar, FL

    Courtesy of LPT REALTY, LLC

    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

    239

    Estimated median home price

    $359,000
    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 - 200K45
    $200K - 300K47
    $300K - 400K53
    $400K - 500K26
    $500K - 600K16
    $600K - 700K9
    $700K - 800K8
    $800K - 900K9
    $900K - 1M2
    $1M - Max23

    Homes for Sale by Type in Oldsmar, FL

    Property TypeCount
    Single Family124
    Townhouse33
    Condo44
    Commercial5
    Rental46
    Lots and Land12
    Condo/Town/CoOp0
    CoOp0
    Multi Family2
    Mobile Home19
    Farms0

    (Data as of 5/15/2026)

    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 5/16/2026.