182 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 3073 DUANE AVENUE Oldsmar, FL MLS# TB8417476
  • Virtual Tour
1 of 43
$410,000
4

Beds

2.0

Baths

2,122

Sq.Ft.

3073 DUANE AVENUE

Oldsmar, FL

Courtesy of S P O R T REALTY GROUP INC.
View 2013 SUNSET WIND LOOP Oldsmar, FL MLS# TB8507673
$400,000
3

Beds

2.1

Baths

1,667

Sq.Ft.

2013 SUNSET WIND LOOP

Oldsmar, FL

Courtesy of KELLER WILLIAMS TAMPA CENTRAL
The time to sell is now! THE TIME TO SELL IS NOW!
View 360 S WOODLANDS DRIVE Oldsmar, FL MLS# TB8515718
$399,900
2

Beds

2.0

Baths

1,590

Sq.Ft.

360 S WOODLANDS DRIVE

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 106 BRENT CIRCLE Oldsmar, FL MLS# TB8476573
  • Virtual Tour
1 of 77
$399,000
3

Beds

3.0

Baths

1,834

Sq.Ft.

106 BRENT CIRCLE

Oldsmar, FL

View 600 S WOODLANDS DRIVE Oldsmar, FL MLS# TB8488468
    1 of 44
    OPEN HOUSE: Saturday 7/11 12:00 PM - 2:00 PM
    $399,000
    3

    Beds

    2.0

    Baths

    1,952

    Sq.Ft.

    600 S WOODLANDS DRIVE

    Oldsmar, FL

    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

    Courtesy of MURRAY BELL REAL ESTATE LLC
    View 1206 SAWGRASS COURT Oldsmar, FL MLS# TB8521459
    • Recently Listed with Virtual Tour
    1 of 30
    OPEN HOUSE: Friday 7/10 4:00 PM - 6:00 PM
    $399,000
    3

    Beds

    2.0

    Baths

    1,204

    Sq.Ft.

    1206 SAWGRASS COURT

    Oldsmar, FL

    View 324 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8379269
    $395,000
    4

    Beds

    2.0

    Baths

    1,288

    Sq.Ft.

    324 COUNTRY CLUB DRIVE

    Oldsmar, FL

    View 416 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8475710
    $385,000
    3

    Beds

    2.0

    Baths

    1,293

    Sq.Ft.

    416 COUNTRY CLUB DRIVE

    Oldsmar, FL

    Courtesy of MURRAY BELL REAL ESTATE LLC
    View 108 BRENT CIRCLE Oldsmar, FL MLS# TB8483935
    • Virtual Tour
    1 of 30
    $384,000
    3

    Beds

    3.0

    Baths

    1,834

    Sq.Ft.

    108 BRENT CIRCLE

    Oldsmar, FL

    View 1505 SUNSET WIND LOOP Oldsmar, FL MLS# W7883526
    $380,000
    3

    Beds

    2.1

    Baths

    1,667

    Sq.Ft.

    1505 SUNSET WIND LOOP

    Oldsmar, FL

    Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
    View 2009 PEPPERTREE COURT Oldsmar, FL MLS# O6403164
    $380,000
    3

    Beds

    2.0

    Baths

    1,233

    Sq.Ft.

    2009 PEPPERTREE COURT

    Oldsmar, FL

    View 1820 DRIFTWOOD CIRCLE N Oldsmar, FL MLS# TB8447176
    $379,900
    3

    Beds

    2.0

    Baths

    1,528

    Sq.Ft.

    1820 DRIFTWOOD CIRCLE N

    Oldsmar, FL

    Courtesy of SELECT PROPERTIES INC
    View 415 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8517638
    $379,000
    4

    Beds

    2.0

    Baths

    1,748

    Sq.Ft.

    415 COUNTRY CLUB DRIVE

    Oldsmar, FL

    View 1713 MAPLELEAF BOULEVARD Oldsmar, FL MLS# TB8523949
    • Recently Listed with Virtual Tour
    1 of 17
    $379,000
    4

    Beds

    2.0

    Baths

    1,622

    Sq.Ft.

    1713 MAPLELEAF BOULEVARD

    Oldsmar, FL

    Courtesy of RE/MAX REALTEC GROUP INC
    View 101 BAYSIDE BOULEVARD Oldsmar, FL MLS# TB8527353
    • Recently Listed with Virtual Tour
    1 of 33
    OPEN HOUSE: Saturday 7/11 11:00 AM - 1:00 PM
    $375,000
    3

    Beds

    2.0

    Baths

    1,098

    Sq.Ft.

    101 BAYSIDE BOULEVARD

    Oldsmar, FL

    View 271 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8426952
    • Virtual Tour
    1 of 31
    $370,000
    3

    Beds

    2.1

    Baths

    1,452

    Sq.Ft.

    271 HEMINGWAY DRIVE

    Oldsmar, FL

    View 1909 CASTLE BAY COURT Oldsmar, FL MLS# TB8436254
    $370,000
    3

    Beds

    2.0

    Baths

    1,410

    Sq.Ft.

    1909 CASTLE BAY COURT

    Oldsmar, FL

    Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
    View 370 S WOODLANDS DRIVE Oldsmar, FL MLS# TB8361268
    $369,999
    2

    Beds

    2.0

    Baths

    1,500

    Sq.Ft.

    370 S WOODLANDS DRIVE

    Oldsmar, FL

    Courtesy of 27NORTH REALTY

    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

    181

    Estimated median home price

    $345,000
    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 - 300K34
    $300K - 400K36
    $400K - 500K13
    $500K - 600K11
    $600K - 700K8
    $700K - 800K5
    $800K - 900K6
    $900K - 1M1
    $1M - Max18

    Homes for Sale by Type in Oldsmar, FL

    Property TypeCount
    Single Family87
    Townhouse19
    Condo43
    Commercial4
    Rental58
    Lots and Land7
    Condo/Town/CoOp0
    CoOp0
    Multi Family1
    Mobile Home20
    Farms0

    (Data as of 7/10/2026)

    Information deemed reliable but not guaranteed.

    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 7/10/2026.