150 total properties
Did you mean the neighborhood Oldsmar?
View 372 COBIA WAY Oldsmar, FL MLS# TB8499655
  • Adult Community with Virtual Tour
1 of 52
$150,000
2

Beds

2.0

Baths

1,048

Sq.Ft.

372 COBIA WAY

Oldsmar, FL

Courtesy of IMPACT REALTY TAMPA BAY
View 2009 PEPPERTREE COURT Oldsmar, FL MLS# O6403164
    1 of 74
    OPEN HOUSE: Saturday 10/17 11:30 AM - 1:00 PM
    $330,000
    3

    Beds

    2.0

    Baths

    1,233

    Sq.Ft.

    2009 PEPPERTREE COURT

    Oldsmar, FL

    Courtesy of CFRP REALTY LLC
    View 130 WOODLAKE WYNDE 130 Oldsmar, FL MLS# TB8494847
    $193,500
    2

    Beds

    2.0

    Baths

    924

    Sq.Ft.

    130 WOODLAKE WYNDE 130

    Oldsmar, FL

    Courtesy of COLDWELL BANKER REALTY
    The time to sell is now! THE TIME TO SELL IS NOW!
    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

    Courtesy of CENTURY 21 INTEGRA
    View 207 CYPRESS LANE Oldsmar, FL MLS# TB8492844
    • Virtual Tour
    1 of 25
    $165,000
    2

    Beds

    2.0

    Baths

    1,054

    Sq.Ft.

    207 CYPRESS LANE

    Oldsmar, FL

    Courtesy of RE/MAX CHAMPIONS
    View 115 WINDWARD PLACE 15 Oldsmar, FL MLS# TB8490824
    $175,000
    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

    Courtesy of BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE
    View 600 S WOODLANDS DRIVE Oldsmar, FL MLS# TB8488468
    $379,900
    3

    Beds

    2.0

    Baths

    1,952

    Sq.Ft.

    600 S WOODLANDS DRIVE

    Oldsmar, FL

    Courtesy of RE/MAX ACTION FIRST OF FLORIDA
    View 124 LOBLOLLY COURT D Oldsmar, FL MLS# TB8487484
    $155,000
    2

    Beds

    2.0

    Baths

    915

    Sq.Ft.

    124 LOBLOLLY COURT D

    Oldsmar, FL

    Courtesy of LYN PROPERTIES
    View 108 BRENT CIRCLE Oldsmar, FL MLS# TB8483935
    • Virtual Tour
    1 of 30
    $374,000
    3

    Beds

    3.0

    Baths

    1,834

    Sq.Ft.

    108 BRENT CIRCLE

    Oldsmar, FL

    Courtesy of FUTURE HOME REALTY INC
    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 104 E CYPRESS COURT 104 Oldsmar, FL MLS# TB8480878
    $239,000
    2

    Beds

    2.0

    Baths

    1,054

    Sq.Ft.

    104 E CYPRESS COURT 104

    Oldsmar, FL

    Courtesy of FLAT FEE MLS REALTY
    View 503 BUCKINGHAM AVENUE W Oldsmar, FL MLS# TB8469402
    $187,000
    0.0

    Baths

    503 BUCKINGHAM AVENUE W

    Oldsmar, FL

    Courtesy of GULF SHORES REALTY ERA POWERED LLC
    View 134 SYCAMORE LANE H Oldsmar, FL MLS# TB8470705
    • Virtual Tour
    1 of 44
    $160,000
    2

    Beds

    2.0

    Baths

    915

    Sq.Ft.

    134 SYCAMORE LANE H

    Oldsmar, FL

    Courtesy of FUTURE HOME REALTY INC
    View 62 EMERALD BAY DRIVE Oldsmar, FL MLS# TB8465225
    $189,000
    2

    Beds

    2.1

    Baths

    1,264

    Sq.Ft.

    62 EMERALD BAY DRIVE

    Oldsmar, FL

    Courtesy of CHARLES RUTENBERG REALTY INC
    View 83 PELICAN DRIVE N Oldsmar, FL MLS# TB8465003
    • Adult Community with Virtual Tour
    1 of 40
    $195,000
    2

    Beds

    2.0

    Baths

    1,056

    Sq.Ft.

    83 PELICAN DRIVE N

    Oldsmar, FL

    Courtesy of BHHS FLORIDA PROPERTIES GROUP
    View 705 SHORE DRIVE E Oldsmar, FL MLS# TB8458306
    $158,990
    4

    Beds

    2.1

    Baths

    2,155

    Sq.Ft.

    705 SHORE DRIVE E

    Oldsmar, FL

    Courtesy of GREAT AMERICAN REALTY
    View 206 BEDFORD STREET Oldsmar, FL MLS# TB8455925
    • Virtual Tour
    1 of 54
    $355,700
    3

    Beds

    2.0

    Baths

    1,274

    Sq.Ft.

    206 BEDFORD STREET

    Oldsmar, FL

    Courtesy of FUTURE HOME REALTY INC
    View 645 TIMBER BAY CIRCLE E Oldsmar, FL MLS# TB8443970
    $260,000
    3

    Beds

    2.0

    Baths

    1,274

    Sq.Ft.

    645 TIMBER BAY CIRCLE E

    Oldsmar, FL

    Courtesy of MARK SPAIN REAL ESTATE
    View 117 E CYPRESS COURT 117 Oldsmar, FL MLS# TB8443086
    $185,000
    2

    Beds

    2.0

    Baths

    1,054

    Sq.Ft.

    117 E CYPRESS COURT 117

    Oldsmar, FL

    Courtesy of RE/MAX REALTEC GROUP INC

    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

    $330,000
    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 - 200K55
    $200K - 300K38
    $300K - 400K40
    $400K - 500K27
    $500K - 600K17
    $600K - 700K8
    $700K - 800K6
    $800K - 900K2
    $900K - 1M2
    $1M - Max10

    Homes for Sale by Type in Oldsmar, FL

    Property TypeCount
    Single Family102
    Townhouse20
    Condo48
    Commercial2
    Rental48
    Lots and Land13
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home21
    Farms0

    (Data as of 10/14/2026)

    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 10/15/2026.