202 total properties
Did you mean the neighborhood Oldsmar?
View 163 DOLPHIN DRIVE E Oldsmar, FL MLS# TB8535936
  • Recently Listed with Virtual Tour
1 of 60
OPEN HOUSE: Saturday 8/22 3:00 PM - 5:00 PM
$300,000
2

Beds

2.0

Baths

1,255

Sq.Ft.

163 DOLPHIN DRIVE E

Oldsmar, FL

View 205 MARTHA LANE 205 Oldsmar, FL MLS# TB8536581
  • Recently Listed
1 of 40
$199,000
2

Beds

2.0

Baths

1,094

Sq.Ft.

205 MARTHA LANE 205

Oldsmar, FL

View 333 TAVERNIER DRIVE Oldsmar, FL MLS# TB8536647
  • Virtual Tour
1 of 25
$495,000
3

Beds

2.0

Baths

1,682

Sq.Ft.

333 TAVERNIER DRIVE

Oldsmar, FL

Courtesy of SMITH & ASSOCIATES REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 2060 SHEFFIELD COURT Oldsmar, FL MLS# TB8535233
  • Recently Listed
1 of 47
$245,000
2

Beds

2.0

Baths

1,296

Sq.Ft.

2060 SHEFFIELD COURT

Oldsmar, FL

Courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
View 707 LEMONWOOD DRIVE Oldsmar, FL MLS# TB8536127
  • Virtual Tour
1 of 34
$325,000
2

Beds

2.0

Baths

1,064

Sq.Ft.

707 LEMONWOOD DRIVE

Oldsmar, FL

Courtesy of EXP REALTY LLC
View 121 LINDSAY LANE 31 Oldsmar, FL MLS# W7888205
  • Recently Listed with Virtual Tour
1 of 81
$250,000
2

Beds

2.0

Baths

1,334

Sq.Ft.

121 LINDSAY LANE 31

Oldsmar, FL

View 1909 CASTLE BAY COURT Oldsmar, FL MLS# TB8535099
  • Recently Listed with Virtual Tour
1 of 53
$365,000
3

Beds

2.0

Baths

1,410

Sq.Ft.

1909 CASTLE BAY COURT

Oldsmar, FL

View 129 NANCY DRIVE Oldsmar, FL MLS# TB8533834
  • Virtual Tour
1 of 68
$149,900
2

Beds

2.0

Baths

1,094

Sq.Ft.

129 NANCY DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 366 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# TB8534362
  • Recently Listed with Virtual Tour
1 of 23
$229,500
2

Beds

2.1

Baths

1,110

Sq.Ft.

366 COUNTRYSIDE KEY BOULEVARD

Oldsmar, FL

View 204 SHORE DRIVE W Oldsmar, FL MLS# TB8534439
  • Recently Listed with Virtual Tour
1 of 18
$299,900
3

Beds

2.0

Baths

1,374

Sq.Ft.

204 SHORE DRIVE W

Oldsmar, FL

Courtesy of DALTON WADE INC
View 613 CHESTNUT STREET Oldsmar, FL MLS# TB8534625
  • Recently Listed with Virtual Tour
1 of 9
$299,900
5

Beds

4.0

Baths

2,572

Sq.Ft.

613 CHESTNUT STREET

Oldsmar, FL

Courtesy of DALTON WADE INC
View 704 LEMONWOOD DRIVE Oldsmar, FL MLS# TB8534748
  • Recently Listed with Virtual Tour
1 of 24
$259,900
2

Beds

2.0

Baths

1,064

Sq.Ft.

704 LEMONWOOD DRIVE

Oldsmar, FL

Courtesy of DALTON WADE INC
View 1504 MERLOT COURT Oldsmar, FL MLS# TB8532311
  • Virtual Tour
1 of 55
$355,000
3

Beds

2.1

Baths

1,525

Sq.Ft.

1504 MERLOT COURT

Oldsmar, FL

View 158 BRENT CIRCLE Oldsmar, FL MLS# OM728969
  • Virtual Tour
1 of 67
$530,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

158 BRENT CIRCLE

Oldsmar, FL

Courtesy of FLORIDA REAL ESTATE LIFESTYLES
View 35 GREENHAVEN TRAIL Oldsmar, FL MLS# TB8531583
    1 of 65
    OPEN HOUSE: Saturday 8/22 12:00 PM - 2:00 PM
    $1,124,900
    4

    Beds

    3.0

    Baths

    3,098

    Sq.Ft.

    35 GREENHAVEN TRAIL

    Oldsmar, FL

    Courtesy of CHARLES RUTENBERG REALTY INC
    View 331 SHORE DRIVE E Oldsmar, FL MLS# TB8531357
    • Virtual Tour
    1 of 6
    $450,000
    3

    Beds

    2.0

    Baths

    2,064

    Sq.Ft.

    331 SHORE DRIVE E

    Oldsmar, FL

    View 407 DOLPHIN DRIVE S Oldsmar, FL MLS# TB8530978
    • Adult Community with Virtual Tour
    1 of 34
    $247,000
    2

    Beds

    2.0

    Baths

    1,320

    Sq.Ft.

    407 DOLPHIN DRIVE S

    Oldsmar, FL

    View 5250 PINEHURST COURT Oldsmar, FL MLS# TB8529582
    $665,000
    3

    Beds

    2.0

    Baths

    2,074

    Sq.Ft.

    5250 PINEHURST COURT

    Oldsmar, FL

    Courtesy of RE/MAX REALTEC GROUP INC
    View 222 CARYL WAY Oldsmar, FL MLS# TB8530417
    • Virtual Tour
    1 of 63
    $216,000
    2

    Beds

    2.0

    Baths

    1,094

    Sq.Ft.

    222 CARYL WAY

    Oldsmar, FL

    Courtesy of CHARLES RUTENBERG REALTY INC
    View 80 SUMMERWINDS LANE Oldsmar, FL MLS# TB8529421
    • Virtual Tour
    1 of 57
    $425,000
    3

    Beds

    2.0

    Baths

    1,560

    Sq.Ft.

    80 SUMMERWINDS LANE

    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

    203

    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 - 200K48
    $200K - 300K41
    $300K - 400K39
    $400K - 500K23
    $500K - 600K18
    $600K - 700K8
    $700K - 800K5
    $800K - 900K4
    $900K - 1M1
    $1M - Max15

    Homes for Sale by Type in Oldsmar, FL

    Property TypeCount
    Single Family106
    Townhouse22
    Condo46
    Commercial3
    Rental51
    Lots and Land7
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home19
    Farms0

    (Data as of 8/21/2026)

    Information deemed reliable but not guaranteed.

    The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

    The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

    Data is updated as of 8/21/2026.

    The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

    The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

    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 8/21/2026.