157 total properties
Did you mean the neighborhood Oldsmar?
View 313 JEFFERSON AVENUE S Oldsmar, FL MLS# TB8502786
$415,000
3

Beds

2.0

Baths

1,841

Sq.Ft.

313 JEFFERSON AVENUE S

Oldsmar, FL

Courtesy of GRAYSTONE REAL ESTATE
View 208 CUTLASS WAY Oldsmar, FL MLS# TB8501214
  • Virtual Tour
1 of 54
$350,000
3

Beds

2.1

Baths

1,392

Sq.Ft.

208 CUTLASS WAY

Oldsmar, FL

View 120 EVELYN COURT Oldsmar, FL MLS# TB8501596
  • Virtual Tour
1 of 46
$239,900
3

Beds

2.0

Baths

1,450

Sq.Ft.

120 EVELYN COURT

Oldsmar, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 604 LIMETREE DRIVE Oldsmar, FL MLS# O6401483
  • Virtual Tour
1 of 29
$369,000
3

Beds

3.0

Baths

1,430

Sq.Ft.

604 LIMETREE DRIVE

Oldsmar, FL

Courtesy of JUPITER PROPERTIES, INC
View 372 COBIA WAY Oldsmar, FL MLS# TB8499655
  • Adult Community with Virtual Tour
1 of 52
$170,000
2

Beds

2.0

Baths

1,048

Sq.Ft.

372 COBIA WAY

Oldsmar, FL

Courtesy of IMPACT REALTY TAMPA BAY
View 140 HUNTER LAKE DRIVE 8C Oldsmar, FL MLS# TB8500198
$129,000
2

Beds

2.0

Baths

915

Sq.Ft.

140 HUNTER LAKE DRIVE 8C

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 2031 DOVER COURT Oldsmar, FL MLS# TB8500444
$255,000
2

Beds

2.0

Baths

1,215

Sq.Ft.

2031 DOVER COURT

Oldsmar, FL

Courtesy of LOKATION
View 2009 PEPPERTREE COURT Oldsmar, FL MLS# O6403164
    1 of 68
    OPEN HOUSE: Sunday 7/26 11:30 AM - 1:00 PM
    $364,999
    3

    Beds

    2.0

    Baths

    1,233

    Sq.Ft.

    2009 PEPPERTREE COURT

    Oldsmar, FL

    View 125 CYPRESS LANE 125 Oldsmar, FL MLS# TB8499229
    $149,900
    2

    Beds

    2.0

    Baths

    1,054

    Sq.Ft.

    125 CYPRESS LANE 125

    Oldsmar, FL

    Courtesy of RE/MAX REALTEC GROUP INC
    View 343 SHORE DRIVE E Oldsmar, FL MLS# TB8498400
    • Virtual Tour
    1 of 19
    $399,000
    3

    Beds

    2.0

    Baths

    1,169

    Sq.Ft.

    343 SHORE DRIVE E

    Oldsmar, FL

    View 130 WOODLAKE WYNDE 130 Oldsmar, FL MLS# TB8494847
    $196,000
    2

    Beds

    2.0

    Baths

    924

    Sq.Ft.

    130 WOODLAKE WYNDE 130

    Oldsmar, FL

    View 172 LAKEVIEW WAY 172 Oldsmar, FL MLS# TB8496591
    $150,000
    2

    Beds

    2.0

    Baths

    1,094

    Sq.Ft.

    172 LAKEVIEW WAY 172

    Oldsmar, FL

    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

    View 112 CYPRESS COURT 112 Oldsmar, FL MLS# TB8494664
    $169,900
    2

    Beds

    2.0

    Baths

    1,054

    Sq.Ft.

    112 CYPRESS COURT 112

    Oldsmar, FL

    View 10 LESLEY LANE Oldsmar, FL MLS# TB8501611
    • Virtual Tour
    1 of 45
    $295,000
    2

    Beds

    2.0

    Baths

    1,250

    Sq.Ft.

    10 LESLEY LANE

    Oldsmar, FL

    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
    $188,000
    2

    Beds

    2.0

    Baths

    879

    Sq.Ft.

    204 WINDWARD PLACE 36

    Oldsmar, FL

    View 340 CANAL WAY Oldsmar, FL MLS# TB8491525
    • Adult Community with Virtual Tour
    1 of 26
    $168,000
    2

    Beds

    2.0

    Baths

    1,056

    Sq.Ft.

    340 CANAL WAY

    Oldsmar, FL

    View 435 LAKEVIEW DRIVE Oldsmar, FL MLS# TB8489554
    • Virtual Tour
    1 of 44
    $475,000
    3

    Beds

    2.0

    Baths

    1,570

    Sq.Ft.

    435 LAKEVIEW DRIVE

    Oldsmar, FL

    View 800 SAINT PETERSBURG DRIVE W Oldsmar, FL MLS# TB8489139
    $399,000
    4

    Beds

    3.0

    Baths

    1,712

    Sq.Ft.

    800 SAINT PETERSBURG DRIVE W

    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

    222

    Estimated median home price

    $351,250
    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 - 100K2
    $100K - 200K51
    $200K - 300K38
    $300K - 400K43
    $400K - 500K23
    $500K - 600K18
    $600K - 700K14
    $700K - 800K6
    $800K - 900K5
    $900K - 1M3
    $1M - Max19

    Homes for Sale by Type in Oldsmar, FL

    Property TypeCount
    Single Family118
    Townhouse24
    Condo49
    Commercial4
    Rental58
    Lots and Land7
    Condo/Town/CoOp0
    CoOp0
    Multi Family1
    Mobile Home19
    Farms0

    (Data as of 7/26/2026)

    Information deemed reliable but not guaranteed.

    The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

    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.

    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 7/26/2026.