203 total properties
Did you mean the neighborhood Oldsmar?
View 130 CYPRESS LANE 130 Oldsmar, FL MLS# TB8502597
$149,000
2

Beds

2.0

Baths

1,054

Sq.Ft.

130 CYPRESS LANE 130

Oldsmar, FL

Courtesy of PREMIER SOTHEBYS INTL REALTY
View 208 CUTLASS WAY Oldsmar, FL MLS# TB8501214
  • Virtual Tour
1 of 54
$335,000
3

Beds

2.1

Baths

1,392

Sq.Ft.

208 CUTLASS WAY

Oldsmar, FL

Courtesy of DALTON WADE INC
View 120 EVELYN COURT Oldsmar, FL MLS# TB8501596
  • Virtual Tour
1 of 46
$220,000
3

Beds

2.0

Baths

1,450

Sq.Ft.

120 EVELYN COURT

Oldsmar, FL

Courtesy of CHARLES RUTENBERG REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
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: Sunday 10/11 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 1404 EAST LAKE WOODLANDS PARKWAY Oldsmar, FL MLS# TB8496474
    $1,100,000
    4

    Beds

    3.0

    Baths

    4,312

    Sq.Ft.

    1404 EAST LAKE WOODLANDS PARKWAY

    Oldsmar, FL

    Courtesy of CONCI, REALTORS
    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
    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 10 LESLEY LANE Oldsmar, FL MLS# TB8501611
    • Virtual Tour
    1 of 36
    $279,000
    2

    Beds

    2.0

    Baths

    1,250

    Sq.Ft.

    10 LESLEY LANE

    Oldsmar, FL

    Courtesy of BHHS FLORIDA PROPERTIES GROUP
    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 402 SHORE DRIVE W Oldsmar, FL MLS# TB8485835
    • Virtual Tour
    1 of 62
    $725,000
    4

    Beds

    2.1

    Baths

    1,711

    Sq.Ft.

    402 SHORE DRIVE W

    Oldsmar, FL

    Courtesy of HOMES BY SANDERS REALTY
    View 470 HICKORYNUT AVENUE Oldsmar, FL MLS# TB8485715
    $739,000
    4

    Beds

    2.1

    Baths

    2,922

    Sq.Ft.

    470 HICKORYNUT AVENUE

    Oldsmar, FL

    Courtesy of PARADISE LIFE REALTY
    View 438 LAFAYETTE BOULEVARD Oldsmar, FL MLS# TB8480797
    $525,000
    4

    Beds

    2.0

    Baths

    2,138

    Sq.Ft.

    438 LAFAYETTE BOULEVARD

    Oldsmar, FL

    Courtesy of RE/MAX REALTEC GROUP INC
    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

    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

    205

    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 - 100K2
    $100K - 200K54
    $200K - 300K37
    $300K - 400K39
    $400K - 500K26
    $500K - 600K17
    $600K - 700K8
    $700K - 800K6
    $800K - 900K2
    $900K - 1M3
    $1M - Max11

    Homes for Sale by Type in Oldsmar, FL

    Property TypeCount
    Single Family101
    Townhouse20
    Condo48
    Commercial2
    Rental44
    Lots and Land13
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home21
    Farms0

    (Data as of 10/9/2026)

    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 10/11/2026.

    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 10/11/2026.