243 total properties
Did you mean the neighborhood Oldsmar?
View 438 LAFAYETTE BOULEVARD Oldsmar, FL MLS# TB8480797
$584,900
4

Beds

2.0

Baths

2,138

Sq.Ft.

438 LAFAYETTE BOULEVARD

Oldsmar, FL

Courtesy of RE/MAX REALTEC GROUP INC
View 209 HEMINGWAY DRIVE Oldsmar, FL MLS# TB8483445
$294,900
2

Beds

2.0

Baths

1,086

Sq.Ft.

209 HEMINGWAY DRIVE

Oldsmar, FL

Courtesy of SMITH & ASSOCIATES REAL ESTATE
View 141 LAKEVIEW WAY Oldsmar, FL MLS# TB8483907
    1 of 28
    OPEN HOUSE: Saturday 6/13 12:00 PM - 2:00 PM
    $163,000
    2

    Beds

    2.0

    Baths

    1,094

    Sq.Ft.

    141 LAKEVIEW WAY

    Oldsmar, FL

    Courtesy of EXP REALTY LLC
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 204 BENGAL CIRCLE Oldsmar, FL MLS# O6388593
    • Virtual Tour
    1 of 34
    $715,000
    3

    Beds

    2.0

    Baths

    2,429

    Sq.Ft.

    204 BENGAL CIRCLE

    Oldsmar, FL

    Courtesy of GILLEN & ASSOCIATES
    View 108 BRENT CIRCLE Oldsmar, FL MLS# TB8483935
    • Virtual Tour
    1 of 30
    $389,000
    3

    Beds

    3.0

    Baths

    1,834

    Sq.Ft.

    108 BRENT CIRCLE

    Oldsmar, FL

    Courtesy of FUTURE HOME REALTY INC
    View 545 LAKE CYPRESS CIRCLE Oldsmar, FL MLS# TB8482985
    $485,900
    3

    Beds

    2.0

    Baths

    1,694

    Sq.Ft.

    545 LAKE CYPRESS CIRCLE

    Oldsmar, FL

    Courtesy of CITY BREEZE ACTION REALTY
    View 122 CARYL WAY 122 Oldsmar, FL MLS# TB8481510
    • Virtual Tour
    1 of 33
    $214,000
    2

    Beds

    2.0

    Baths

    1,094

    Sq.Ft.

    122 CARYL WAY 122

    Oldsmar, FL

    Courtesy of DALTON WADE INC
    View 1744 MAPLELEAF BOULEVARD Oldsmar, FL MLS# W7883065
    $610,000
    6

    Beds

    3.0

    Baths

    3,124

    Sq.Ft.

    1744 MAPLELEAF BOULEVARD

    Oldsmar, FL

    Courtesy of RE/MAX CHAMPIONS
    View 108 DOLPHIN DRIVE E Oldsmar, FL MLS# TB8482185
    • Adult Community with Virtual Tour
    1 of 32
    $319,000
    3

    Beds

    2.0

    Baths

    1,372

    Sq.Ft.

    108 DOLPHIN DRIVE E

    Oldsmar, FL

    Courtesy of KELLER WILLIAMS REALTY- PALM H
    View 432 COUNTRY CLUB DRIVE Oldsmar, FL MLS# A4684573
    $475,000
    3

    Beds

    3.0

    Baths

    1,936

    Sq.Ft.

    432 COUNTRY CLUB DRIVE

    Oldsmar, FL

    Courtesy of FINE PROPERTIES
    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 H
    View 433 SAILFISH BOULEVARD Oldsmar, FL MLS# TB8481608
    • Adult Community with Virtual Tour
    1 of 48
    $256,000
    2

    Beds

    2.0

    Baths

    960

    Sq.Ft.

    433 SAILFISH BOULEVARD

    Oldsmar, FL

    Courtesy of AH REALTY SERVICES, LLC
    View 387 TAVERNIER CIRCLE Oldsmar, FL MLS# TB8480272
    $459,900
    3

    Beds

    2.0

    Baths

    1,808

    Sq.Ft.

    387 TAVERNIER CIRCLE

    Oldsmar, FL

    Courtesy of LPT REALTY, LLC
    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 240 CYPRESS LANE 240 Oldsmar, FL MLS# TB8481270
    $224,900
    2

    Beds

    2.0

    Baths

    1,054

    Sq.Ft.

    240 CYPRESS LANE 240

    Oldsmar, FL

    Courtesy of LPT REALTY, LLC
    View 388 COUNTRYSIDE KEY BOULEVARD Oldsmar, FL MLS# TB8478422
    $246,000
    2

    Beds

    1.1

    Baths

    1,105

    Sq.Ft.

    388 COUNTRYSIDE KEY BOULEVARD

    Oldsmar, FL

    Courtesy of TROPIC SHORES REALTY LLC
    View 103 CUTLASS WAY Oldsmar, FL MLS# TB8479354
    • Virtual Tour
    1 of 20
    $345,000
    3

    Beds

    2.1

    Baths

    1,392

    Sq.Ft.

    103 CUTLASS WAY

    Oldsmar, FL

    Courtesy of FLORIDA COMMERCIAL GROUP
    View 408 LAKEVIEW DRIVE Oldsmar, FL MLS# TB8478309
    • Virtual Tour
    1 of 45
    $480,000
    3

    Beds

    2.0

    Baths

    1,598

    Sq.Ft.

    408 LAKEVIEW DRIVE

    Oldsmar, FL

    Courtesy of FLAT FEE MLS REALTY
    View 80 LANCE COURT Oldsmar, FL MLS# TB8477775
    • Virtual Tour
    1 of 21
    $219,000
    2

    Beds

    2.0

    Baths

    1,250

    Sq.Ft.

    80 LANCE COURT

    Oldsmar, FL

    Courtesy of LPT REALTY, LLC
    View 106 BRENT CIRCLE Oldsmar, FL MLS# TB8476573
    • Virtual Tour
    1 of 77
    $400,000
    3

    Beds

    3.0

    Baths

    1,834

    Sq.Ft.

    106 BRENT CIRCLE

    Oldsmar, FL

    Courtesy of HOMEFRONT 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

    247

    Estimated median home price

    $350,000
    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 - 200K53
    $200K - 300K45
    $300K - 400K54
    $400K - 500K26
    $500K - 600K17
    $600K - 700K16
    $700K - 800K5
    $800K - 900K7
    $900K - 1M1
    $1M - Max22

    Homes for Sale by Type in Oldsmar, FL

    Property TypeCount
    Single Family127
    Townhouse31
    Condo50
    Commercial6
    Rental43
    Lots and Land11
    Condo/Town/CoOp0
    CoOp0
    Multi Family3
    Mobile Home19
    Farms0

    (Data as of 6/11/2026)

    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 6/11/2026.

    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 6/11/2026.