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Oldsmar Homes For Sale & Real Estate - 209 homes

Oldsmar homes for sale are located in Pinellas County, Florida. Find homes in Oldsmar for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Oldsmar houses.

Location: Oldsmar

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  • 134 CYPRESS CT #134, OLDSMAR, FL 34677

    $139,90058 Days on yellowkey   MLS ID: TB8484548

    REDUCED by $10,100 (6.7%) on 05/05/2026

    For Sale TB8484548 - 134 CYPRESS CT #134, OLDSMAR, FL 34677 60 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1054
       Built: 1980   Tax: $3,044 (2025)
    Community: East Lake Woodlands Cypress Estates
    Condo


    Estimated Monthly Payment: $1,020 (change assumption)
    Mortgage ($767) + Taxes in 2025 ($254)


    Taxes:$3,044

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 4738 PEBBLE BROOK DR, OLDSMAR, FL 34677

    $535,000124 Days on yellowkey   MLS ID: TB8460875

    2 Days Off yellowkey (back on 5/7/2026)

    REDUCED by $14,000 (2.6%) on 04/22/2026

    For Sale TB8460875 - 4738 PEBBLE BROOK DR, OLDSMAR, FL 34677 42 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1938
       Built: 1996
    Monthly Fee: $470
       Tax: $4,041 (2025)
    Community: Cross Creek - Unit Two
    Single Family


    Estimated Monthly Payment: $3,738 (change assumption)
    Mortgage ($2,931) + Fees ($470) + Taxes in 2025 ($337)


    Taxes:$4,041

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 101 DOLPHIN DR N, OLDSMAR, FL 34677

    $225,000182 Days on yellowkey   MLS ID: TB8444809

    REDUCED by $19,900 (8.1%) on 05/07/2026

    For Sale TB8444809 - 101 DOLPHIN DR N, OLDSMAR, FL 34677 34 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1573
       Built: 1989
    Monthly Fee: $70
       Tax: $582 (2024)
    Community: Gull-Aire Village
    Spa: No

    Manufactured Home


    Estimated Monthly Payment: $1,351 (change assumption)
    Mortgage ($1,233) + Fees ($70) + Taxes in 2024 ($49)


    Taxes:$582

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 1204 FORESTWOOD DR, OLDSMAR, FL 34677

    $315,00015 Days on yellowkey   MLS ID: O6402042

    0 Days Off yellowkey (back on 5/7/2026)

    For Sale O6402042 - 1204 FORESTWOOD DR, OLDSMAR, FL 34677 15 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1186
       Built: 1984
    Monthly Fee: $35
       Tax: $2,622 (2025)
    Community: Hamlets Of Forest Lakes The
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,979 (change assumption)
    Mortgage ($1,726) + Fees ($35) + Taxes in 2025 ($219)


    Taxes:$2,622

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 413 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $379,90036 Days on yellowkey   MLS ID: O6396122

    REDUCED by $5,000 (1.3%) on 05/07/2026

    For Sale O6396122 - 413 COUNTRY CLUB DR, OLDSMAR, FL 34677 41 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1323
       Built: 1959   Tax: $3,829 (2024)
    Community: Oldsmar Country Club Estates Sec 2
    Single Family


    Estimated Monthly Payment: $2,401 (change assumption)
    Mortgage ($2,082) + Taxes in 2024 ($319)


    Taxes:$3,829

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 400 SHORE DR E, OLDSMAR, FL 34677

    $1,000,00077 Days on yellowkey   MLS ID: TB8478151

    3 Days Off yellowkey (back on 5/7/2026)

    For Sale TB8478151 - 400 SHORE DR E, OLDSMAR, FL 34677 22 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1890
       Built: 1957   Tax: $3,995 (2025)
    Community: Country Club Add To Oldsmar Rev
    Single Family


    Estimated Monthly Payment: $5,812 (change assumption)
    Mortgage ($5,479) + Taxes in 2025 ($333)


    Taxes:$3,995

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1802 CHINABERRY DR, OLDSMAR, FL 34677

    $375,000201 Days on yellowkey   MLS ID: TB8439498

    5 Days Off yellowkey (back on 5/7/2026)

    INCREASED by $6,000 (1.6%) on 04/30/2026

    For Sale TB8439498 - 1802 CHINABERRY DR, OLDSMAR, FL 34677 34 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1358
       Built: 1972   Tax: $865 (2024)
    Community: Harbor Palms-Unit One
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,127 (change assumption)
    Mortgage ($2,055) + Taxes in 2024 ($72)


    Taxes:$865

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 420 CYPRESS VIEW DR, OLDSMAR, FL 34677

    $485,0001 Day on yellowkey   MLS ID: TB8505264

    For Sale TB8505264 - 420 CYPRESS VIEW DR, OLDSMAR, FL 34677 37 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1870
       Built: 1998
    Monthly Fee: $140
       Tax: $4,405 (2025)
    Community: Preserve At Cypress Lakes Ph I The
    Single Family


    Estimated Monthly Payment: $3,165 (change assumption)
    Mortgage ($2,657) + Fees ($140) + Taxes in 2025 ($367)


    Taxes:$4,405

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 124 LOBLOLLY CT #D, OLDSMAR, FL 34677

    $155,00053 Days on yellowkey   MLS ID: TB8487484

    REDUCED by $5,000 (3.1%) on 05/07/2026

    For Sale TB8487484 - 124 LOBLOLLY CT #D, OLDSMAR, FL 34677 15 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 915
       Built: 1986
    Monthly Fee: $665
       Tax: $2,239 (2025)
    Community: Gardens Of Forest Lakes Condo The
    Condo


    Estimated Monthly Payment: $1,701 (change assumption)
    Mortgage ($849) + Fees ($665) + Taxes in 2025 ($187)


    Taxes:$2,239

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 138 BRENT CIR, OLDSMAR, FL 34677

    $725,00023 Days on yellowkey   MLS ID: TB8496402

    For Sale TB8496402 - 138 BRENT CIR, OLDSMAR, FL 34677 100 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2258
       Built: 2002
    Monthly Fee: $475
       Tax: $9,980 (2025)
    Community: Seaside Estates
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $5,279 (change assumption)
    Mortgage ($3,973) + Fees ($475) + Taxes in 2025 ($832)


    Taxes:$9,980

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 382 FOUNTAINVIEW CIR, OLDSMAR, FL 34677

    $520,0003 Days on yellowkey   MLS ID: TB8499334

    For Sale TB8499334 - 382 FOUNTAINVIEW CIR, OLDSMAR, FL 34677 28 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1875
       Built: 1995
    Monthly Fee: $95
       Tax: $5,232 (2025)
    Community: Fountains At Cypress Lakes The
    Single Family


    Estimated Monthly Payment: $3,380 (change assumption)
    Mortgage ($2,849) + Fees ($95) + Taxes in 2025 ($436)


    Taxes:$5,232

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 510 CABERNET WAY, OLDSMAR, FL 34677

    $349,9001 Day on yellowkey   MLS ID: TB8506118

    For Sale TB8506118 - 510 CABERNET WAY, OLDSMAR, FL 34677 40 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1525
       Built: 2015
    Monthly Fee: $418
       Tax: $2,501 (2025)
    Community: Tuscany Woods South
    Townhouse


    Estimated Monthly Payment: $2,544 (change assumption)
    Mortgage ($1,917) + Fees ($418) + Taxes in 2025 ($208)


    Taxes:$2,501

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 313 JEFFERSON AVE S, OLDSMAR, FL 34677

    $449,00010 Days on yellowkey   MLS ID: TB8502786

    REDUCED by $1,000 (0.2%) on 05/07/2026

    For Sale TB8502786 - 313 JEFFERSON AVE S, OLDSMAR, FL 34677 63 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1841
       Built: 1940   Tax: $4,298 (2025)
    Community: Oldsmar Rev Map
    Single Family


    Estimated Monthly Payment: $2,818 (change assumption)
    Mortgage ($2,460) + Taxes in 2025 ($358)


    Taxes:$4,298

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 403 BLUE MARLIN DR, OLDSMAR, FL 34677

    $184,000192 Days on yellowkey   MLS ID: TB8442487

    REDUCED by $5,000 (2.6%) on 05/07/2026

    For Sale TB8442487 - 403 BLUE MARLIN DR, OLDSMAR, FL 34677 38 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1078
       Built: 1993
    Monthly Fee: $70

    Community: Gull-Aire Village
    Manufactured Home


    Estimated Monthly Payment: $1,078 (change assumption)
    Mortgage ($1,008) + Fees ($70) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 50 KELLEYS TRL, OLDSMAR, FL 34677

    $1,200,0003 Days on yellowkey   MLS ID: TB8504781

    For Sale TB8504781 - 50 KELLEYS TRL, OLDSMAR, FL 34677 60 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3240
       Built: 1993
    Monthly Fee: $185
       Tax: $7,792 (2025)
    Community: Turtle Creek Unit-One
    Single Family


    Estimated Monthly Payment: $7,410 (change assumption)
    Mortgage ($6,575) + Fees ($185) + Taxes in 2025 ($649)


    Taxes:$7,792

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 549 LONGWOOD CIR, OLDSMAR, FL 34677

    $525,0003 Days on yellowkey   MLS ID: A4692285

    For Sale A4692285 - 549 LONGWOOD CIR, OLDSMAR, FL 34677 87 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1344
       Built: 1984
    Monthly Fee: $30
       Tax: $5,336 (2025)
    Community: Manors Of Forest Lakes The
    Single Family


    Estimated Monthly Payment: $3,351 (change assumption)
    Mortgage ($2,877) + Fees ($30) + Taxes in 2025 ($445)


    Taxes:$5,336

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 121 LOBLOLLY CT #C, OLDSMAR, FL 34677

    $161,9003 Days on yellowkey   MLS ID: A4692680

    For Sale A4692680 - 121 LOBLOLLY CT #C, OLDSMAR, FL 34677 7 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 915
       Built: 1987
    Monthly Fee: $635
       Tax: $2,263 (2025)
    Community: Gardens Of Forest Lakes Condo The
    Condo


    Estimated Monthly Payment: $1,711 (change assumption)
    Mortgage ($887) + Fees ($635) + Taxes in 2025 ($189)


    Taxes:$2,263

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 602 BAY LAKE TRL, OLDSMAR, FL 34677

    $375,0008 Days on yellowkey   MLS ID: TB8503595

    For Sale TB8503595 - 602 BAY LAKE TRL, OLDSMAR, FL 34677 6 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1554
       Built: 1983   Tax: $937 (2025)
    Community: Shoreview Ph I
    Single Family


    Estimated Monthly Payment: $2,133 (change assumption)
    Mortgage ($2,055) + Taxes in 2025 ($78)


    Taxes:$937

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 436 LAFAYETTE BLVD, OLDSMAR, FL 34677

    $700,000282 Days on yellowkey   MLS ID: TB8412856

    For Sale TB8412856 - 436 LAFAYETTE BLVD, OLDSMAR, FL 34677 56 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2695
       Built: 1994   Tax: $10,665 (2024)
    Community: Oldsmar Rev Map
    Single Family


    Estimated Monthly Payment: $4,724 (change assumption)
    Mortgage ($3,836) + Taxes in 2024 ($889)


    Taxes:$10,665

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 202 MEADOW LN #50, OLDSMAR, FL 34677

    $185,0004 Days on yellowkey   MLS ID: TB8505503

    For Sale TB8505503 - 202 MEADOW LN #50, OLDSMAR, FL 34677 52 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 875
       Built: 1985
    Monthly Fee: $427
       Tax: $2,030 (2025)
    Community: Meadows Condo Unit Two At East Lake Woodlands The
    Condo


    Estimated Monthly Payment: $1,610 (change assumption)
    Mortgage ($1,014) + Fees ($427) + Taxes in 2025 ($169)


    Taxes:$2,030

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




Why Bother Searching Elsewhere for Oldsmar Homes for Sale and Other Real Estate?

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Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.