245 total properties
Did you mean the neighborhood Oldsmar?
View 2020 DOVER COURT Oldsmar, FL MLS# TB8486084
  • Virtual Tour
1 of 32
$255,000
2

Beds

2.0

Baths

1,143

Sq.Ft.

2020 DOVER COURT

Oldsmar, FL

Courtesy of EXP REALTY
View 124 NINA WAY 24 Oldsmar, FL MLS# TB8480745
  • Virtual Tour
1 of 37
$199,900
2

Beds

2.0

Baths

1,094

Sq.Ft.

124 NINA WAY 24

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 106 PINE COURT 346 Oldsmar, FL MLS# TB8484847
$175,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

106 PINE COURT 346

Oldsmar, FL

Courtesy of MARK SPAIN REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 2159 WARWICK DRIVE Oldsmar, FL MLS# TB8486224
  • Virtual Tour
1 of 56
$800,000
4

Beds

3.0

Baths

2,673

Sq.Ft.

2159 WARWICK DRIVE

Oldsmar, FL

Courtesy of PALERMO REAL ESTATE PROF. INC.
View 122 CYPRESS LANE Oldsmar, FL MLS# W7883694
  • Virtual Tour
1 of 21
$139,900
2

Beds

2.0

Baths

1,054

Sq.Ft.

122 CYPRESS LANE

Oldsmar, FL

Courtesy of FLORIDA LUXURY REALTY INC
View 35 GREENHAVEN TRAIL Oldsmar, FL MLS# TB8484093
  • Virtual Tour
1 of 60
$789,900
4

Beds

3.0

Baths

3,098

Sq.Ft.

35 GREENHAVEN TRAIL

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 110 LAKESIDE COURT 110 Oldsmar, FL MLS# TB8484399
$199,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

110 LAKESIDE COURT 110

Oldsmar, FL

Courtesy of DALTON WADE INC
View 438 LAFAYETTE BOULEVARD Oldsmar, FL MLS# TB8480797
$599,900
4

Beds

2.0

Baths

2,138

Sq.Ft.

438 LAFAYETTE BOULEVARD

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 209 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8483445
$294,900
2

Beds

2.0

Baths

1,086

Sq.Ft.

209 HEMINGWAY DRIVE

Oldsmar, FL

Courtesy of SMITH & ASSOCIATES REAL ESTATE
View 141 LAKEVIEW WAY 141 Oldsmar, FL MLS# TB8483907
    1 of 28
    OPEN HOUSE: Saturday 5/2 12:00 PM - 3:00 PM
    $174,900
    2

    Beds

    2.0

    Baths

    1,094

    Sq.Ft.

    141 LAKEVIEW WAY 141

    Oldsmar, FL

    Courtesy of EXP REALTY LLC
    View 204 BENGAL CIRCLE Oldsmar, FL MLS# O6388593
    • Virtual Tour
    1 of 34
    $735,000
    3

    Beds

    2.0

    Baths

    2,429

    Sq.Ft.

    204 BENGAL CIRCLE

    Oldsmar, FL

    Courtesy of GILLEN & ASSOCIATES
    View 1499 E LAKE WOODLANDS PARKWAY Oldsmar, FL MLS# TB8483829
    $825,000
    3

    Beds

    2.0

    Baths

    2,356

    Sq.Ft.

    1499 E LAKE WOODLANDS PARKWAY

    Oldsmar, FL

    Courtesy of KELLER WILLIAMS REALTY- PALM H
    View 108 BRENT CIRCLE Oldsmar, FL MLS# TB8483935
    • Virtual Tour
    1 of 30
    $399,000
    3

    Beds

    3.0

    Baths

    1,834

    Sq.Ft.

    108 BRENT CIRCLE

    Oldsmar, FL

    Courtesy of FUTURE HOME REALTY INC
    View 545 LAKE CYPRESS CIRCLE Oldsmar, FL MLS# TB8482985
    $485,900
    3

    Beds

    2.0

    Baths

    1,694

    Sq.Ft.

    545 LAKE CYPRESS CIRCLE

    Oldsmar, FL

    Courtesy of CITY BREEZE ACTION REALTY
    View 835 CHRISTINA CIRCLE Oldsmar, FL MLS# TB8483303
    $485,000
    4

    Beds

    2.0

    Baths

    1,692

    Sq.Ft.

    835 CHRISTINA CIRCLE

    Oldsmar, FL

    Courtesy of COLDWELL BANKER REALTY
    View 190 JAMES COURT Oldsmar, FL MLS# TB8483579
    • Virtual Tour
    1 of 42
    $345,000
    2

    Beds

    2.0

    Baths

    1,250

    Sq.Ft.

    190 JAMES COURT

    Oldsmar, FL

    Courtesy of MIHARA & ASSOCIATES INC.
    View 908 VINEYARD LANE Oldsmar, FL MLS# TB8481839
    • Virtual Tour
    1 of 36
    $369,000
    3

    Beds

    2.1

    Baths

    1,773

    Sq.Ft.

    908 VINEYARD LANE

    Oldsmar, FL

    Courtesy of LPT REALTY, LLC
    View 1732 SPLIT FORK DRIVE Oldsmar, FL MLS# TB8482923
    $585,000
    3

    Beds

    2.1

    Baths

    2,163

    Sq.Ft.

    1732 SPLIT FORK DRIVE

    Oldsmar, FL

    Courtesy of COLDWELL BANKER REALTY
    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 1744 MAPLELEAF BOULEVARD Oldsmar, FL MLS# W7883065
    $610,000
    6

    Beds

    3.0

    Baths

    3,124

    Sq.Ft.

    1744 MAPLELEAF BOULEVARD

    Oldsmar, FL

    Courtesy of RE/MAX CHAMPIONS

    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

    245

    Estimated median home price

    $370,000
    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 - 300K43
    $300K - 400K51
    $400K - 500K28
    $500K - 600K20
    $600K - 700K13
    $700K - 800K8
    $800K - 900K10
    $900K - 1M2
    $1M - Max22

    Homes for Sale by Type in Oldsmar, FL

    Property TypeCount
    Single Family133
    Townhouse33
    Condo45
    Commercial4
    Rental46
    Lots and Land10
    Condo/Town/CoOp0
    CoOp0
    Multi Family2
    Mobile Home18
    Farms0

    (Data as of 4/29/2026)

    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 4/29/2026.