36 total properties
Did you mean the neighborhood Oldsmar?
View 380 ROSALIND LANE Oldsmar, FL MLS# TB8565269
  • Recently Listed with Virtual Tour
1 of 53
$569,999
3

Beds

2.1

Baths

2,423

Sq.Ft.

380 ROSALIND LANE

Oldsmar, FL

Courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
View 311 COUNTRY CLUB Drive Oldsmar, FL MLS# 2026046811
  • Recently Listed with Virtual Tour
1 of 24
$445,000
4

Beds

2.0

Baths

1,732

Sq.Ft.

311 COUNTRY CLUB Drive

Oldsmar, FL

Courtesy of ELIMAR REALTY INC
View 1633 SHADY OAKS DRIVE Oldsmar, FL MLS# TB8560142
  • Recently Listed with Virtual Tour
1 of 53
$545,000
3

Beds

2.1

Baths

2,178

Sq.Ft.

1633 SHADY OAKS DRIVE

Oldsmar, FL

Courtesy of KELLER WILLIAMS REALTY- PALM HARBOR
The time to sell is now! THE TIME TO SELL IS NOW!
View 404 LAKEVIEW DRIVE Oldsmar, FL MLS# TB8558412
  • Virtual Tour
1 of 49
$485,000
3

Beds

2.0

Baths

1,550

Sq.Ft.

404 LAKEVIEW DRIVE

Oldsmar, FL

Courtesy of HECKLER REALTY GROUP LLC
View 4795 PEBBLE BROOK DRIVE Oldsmar, FL MLS# TB8557679
    1 of 32
    OPEN HOUSE: Sunday 11/15 9:00 AM - 12:00 PM
    $485,000
    2

    Beds

    2.0

    Baths

    1,601

    Sq.Ft.

    4795 PEBBLE BROOK DRIVE

    Oldsmar, FL

    Courtesy of EXP REALTY LLC
    View 1290 CLAYS TRAIL 1403 Oldsmar, FL MLS# TB8552126
    $469,000
    3

    Beds

    2.1

    Baths

    2,700

    Sq.Ft.

    1290 CLAYS TRAIL 1403

    Oldsmar, FL

    Courtesy of COLDWELL BANKER REALTY
    View 1801 MAPLELEAF BOULEVARD Oldsmar, FL MLS# TB8558659
    $441,000
    3

    Beds

    2.1

    Baths

    1,920

    Sq.Ft.

    1801 MAPLELEAF BOULEVARD

    Oldsmar, FL

    Courtesy of RESULTS REAL ESTATE INC
    View 546 TROUT LANE Oldsmar, FL MLS# TB8558799
    • Adult Community with Virtual Tour
    1 of 34
    $429,000
    2

    Beds

    2.0

    Baths

    1,688

    Sq.Ft.

    546 TROUT LANE

    Oldsmar, FL

    Courtesy of HUTCHESON REAL ESTATE
    View 4798 AUGUSTA AVENUE Oldsmar, FL MLS# TB8555008
    $560,000
    4

    Beds

    3.0

    Baths

    2,137

    Sq.Ft.

    4798 AUGUSTA AVENUE

    Oldsmar, FL

    Courtesy of AGILE GROUP REALTY
    View 366 RAINFOREST COURT Oldsmar, FL MLS# TB8555675
    $524,900
    4

    Beds

    2.0

    Baths

    1,979

    Sq.Ft.

    366 RAINFOREST COURT

    Oldsmar, FL

    Courtesy of RE/MAX REALTEC GROUP INC
    View 583 LONGWOOD COURT Oldsmar, FL MLS# W7890073
    • Virtual Tour
    1 of 64
    $509,999
    3

    Beds

    2.0

    Baths

    1,347

    Sq.Ft.

    583 LONGWOOD COURT

    Oldsmar, FL

    Courtesy of LPT REALTY, LLC
    View 1704 HIBISCUS CIRCLE S Oldsmar, FL MLS# TB8555053
    $425,000
    3

    Beds

    2.0

    Baths

    1,533

    Sq.Ft.

    1704 HIBISCUS CIRCLE S

    Oldsmar, FL

    Courtesy of AMERICAN HERITAGE REALTY, INC.
    View 3159 DUANE AVENUE Oldsmar, FL MLS# O6445943
    • Virtual Tour
    1 of 5
    $495,000
    0.0

    Baths

    3159 DUANE AVENUE

    Oldsmar, FL

    Courtesy of BEYCOME OF FLORIDA LLC
    View 353 BAY ARBOR BOULEVARD Oldsmar, FL MLS# TB8543834
    $550,000
    3

    Beds

    2.0

    Baths

    2,032

    Sq.Ft.

    353 BAY ARBOR BOULEVARD

    Oldsmar, FL

    Courtesy of TAM BAY REALTY LLC
    View 624 KINGSMILL COURT Oldsmar, FL MLS# TB8545070
    • Virtual Tour
    1 of 47
    $545,000
    3

    Beds

    2.0

    Baths

    1,722

    Sq.Ft.

    624 KINGSMILL COURT

    Oldsmar, FL

    Courtesy of FIVE STAR REAL ESTATE OF FLORIDA LLC
    View 311 COUNTRY CLUB DR Oldsmar, FL MLS# A12088007
    • Virtual Tour
    1 of 24
    $445,000
    4

    Beds

    2.0

    Baths

    311 COUNTRY CLUB DR

    Oldsmar, FL

    Courtesy of ELIMAR REALTY INC
    View 311 COUNTRY CLUB DRIVE Oldsmar, FL MLS# TB8548017
    $445,000
    4

    Beds

    2.0

    Baths

    1,732

    Sq.Ft.

    311 COUNTRY CLUB DRIVE

    Oldsmar, FL

    Courtesy of ELIMAR REALTY INC
    View 212 ARBOR WOODS CIRCLE Oldsmar, FL MLS# TB8546900
    $569,900
    3

    Beds

    2.1

    Baths

    2,030

    Sq.Ft.

    212 ARBOR WOODS CIRCLE

    Oldsmar, FL

    Courtesy of RE/MAX REALTEC GROUP INC
    View 604 CHESTNUT STREET Oldsmar, FL MLS# O6440578
    $524,000
    5

    Beds

    3.0

    Baths

    2,245

    Sq.Ft.

    604 CHESTNUT STREET

    Oldsmar, FL

    Courtesy of CHEVON EATON
    View 406 WINGATE CIRCLE Oldsmar, FL MLS# O6439011
    $549,900
    3

    Beds

    2.1

    Baths

    2,423

    Sq.Ft.

    406 WINGATE CIRCLE

    Oldsmar, FL

    Courtesy of BEYCOME OF FLORIDA 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

    206

    Estimated median home price

    $331,000
    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 - 100K0
    $100K - 200K58
    $200K - 300K36
    $300K - 400K36
    $400K - 500K28
    $500K - 600K17
    $600K - 700K8
    $700K - 800K6
    $800K - 900K6
    $900K - 1M4
    $1M - Max7

    Homes for Sale by Type in Oldsmar, FL

    Property TypeCount
    Single Family101
    Townhouse21
    Condo49
    Commercial2
    Rental48
    Lots and Land12
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home21
    Farms0

    (Data as of 11/10/2026)

    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

    Data is updated as of 11/11/2026.

    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 11/11/2026.