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Oldsmar Single Family Homes For Sale - 100 homes

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

Location: Oldsmar

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  • 1404 EAST LAKE WOODLANDS PKWY, OLDSMAR, FL 34677

    $1,225,00017 Days on yellowkey   MLS ID: TB8496474

    For Sale TB8496474 - 1404 EAST LAKE WOODLANDS PKWY, OLDSMAR, FL 34677 85 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 4312
       Built: 1990
    Monthly Fee: $207
       Tax: $8,294 (2025)
    Community: Greenhaven Unit Three
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,610 (change assumption)
    Mortgage ($6,712) + Fees ($207) + Taxes in 2025 ($691)


    Taxes:$8,294

    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

    $535,000117 Days on yellowkey   MLS ID: TB8460875

    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


  • 1758 OAK POND CT, OLDSMAR, FL 34677

    $650,000206 Days on yellowkey   MLS ID: TB8435691

    For Sale TB8435691 - 1758 OAK POND CT, OLDSMAR, FL 34677 41 photos

    Bed: 6   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2867
       Built: 2001
    Monthly Fee: $12
       Tax: $4,032 (2024)
    Community: Eastlake Oaks Ph 4
    Single Family


    Estimated Monthly Payment: $3,910 (change assumption)
    Mortgage ($3,562) + Fees ($12) + Taxes in 2024 ($336)


    Taxes:$4,032

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 835 CHRISTINA CIR, OLDSMAR, FL 34677

    $485,00057 Days on yellowkey   MLS ID: TB8483303

    0 Days Off yellowkey (back on 4/26/2026)

    REDUCED by $14,999 (3.0%) on 04/11/2026

    For Sale TB8483303 - 835 CHRISTINA CIR, OLDSMAR, FL 34677 70 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1692
       Built: 1994
    Monthly Fee: $68
       Tax: $2,569 (2025)
    Community: Bays End
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,940 (change assumption)
    Mortgage ($2,657) + Fees ($68) + Taxes in 2025 ($214)


    Taxes:$2,569

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 110 DEERPATH DR, OLDSMAR, FL 34677

    $1,199,900109 Days on yellowkey   MLS ID: TB8462357

    For Sale TB8462357 - 110 DEERPATH DR, OLDSMAR, FL 34677 99 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4246
       Built: 1991
    Monthly Fee: $263
       Tax: $10,446 (2024)
    Community: Deerpath Unit One
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,708 (change assumption)
    Mortgage ($6,575) + Fees ($263) + Taxes in 2024 ($871)


    Taxes:$10,446

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 304 PATTY DR, OLDSMAR, FL 34677

    $397,0007 Days on yellowkey   MLS ID: TB8500425

    For Sale TB8500425 - 304 PATTY DR, OLDSMAR, FL 34677 24 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1344
       Built: 1960   Tax: $3,150 (2025)
    Community: Oldsmar Country Club Estates Sec 3
    Single Family


    Estimated Monthly Payment: $2,438 (change assumption)
    Mortgage ($2,175) + Taxes in 2025 ($263)


    Taxes:$3,150

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1795 BAYHILL DR, OLDSMAR, FL 34677

    $539,90019 Days on yellowkey   MLS ID: TB8476650

    FORECLOSURE TB8476650 - 1795 BAYHILL DR, OLDSMAR, FL 34677 58 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1844
       Built: 1994
    Monthly Fee: $199
       Tax: $8,406 (2025)
    Community: Creekside
    Single Family


    Estimated Monthly Payment: $3,858 (change assumption)
    Mortgage ($2,958) + Fees ($199) + Taxes in 2025 ($701)


    Taxes:$8,406

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 317 SHORE DR E, OLDSMAR, FL 34677

    $484,70093 Days on yellowkey   MLS ID: FC315737

    REDUCED by $4,970 (1.0%) on 04/21/2026

    For Sale FC315737 - 317 SHORE DR E, OLDSMAR, FL 34677 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1660
       Built: 2000   Tax: $6,929 (2024)
    Community: Country Club Add To Oldsmar Rev
    Single Family


    Estimated Monthly Payment: $3,233 (change assumption)
    Mortgage ($2,656) + Taxes in 2024 ($577)


    Taxes:$6,929

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 402 SHORE DR W, OLDSMAR, FL 34677

    $849,00046 Days on yellowkey   MLS ID: TB8485835

    For Sale TB8485835 - 402 SHORE DR W, OLDSMAR, FL 34677 62 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 1711
       Built: 1999   Tax: $3,890 (2025)
    Community: Oldsmar Rev Map
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,976 (change assumption)
    Mortgage ($4,652) + Taxes in 2025 ($324)


    Taxes:$3,890

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 401 PARK BLVD, OLDSMAR, FL 34677

    $1,150,000253 Days on yellowkey   MLS ID: TB8420002

    For Sale TB8420002 - 401 PARK BLVD, OLDSMAR, FL 34677 35 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3000
       Built: 2025   Tax: $2,064 (2024)
    Community: Oldsmar Rev Map
    Single Family


    Estimated Monthly Payment: $6,473 (change assumption)
    Mortgage ($6,301) + Taxes in 2024 ($172)


    Taxes:$2,064

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 380 ROSALIND LN, OLDSMAR, FL 34677

    $644,99980 Days on yellowkey   MLS ID: TB8474772

    For Sale TB8474772 - 380 ROSALIND LN, OLDSMAR, FL 34677 100 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2423
       Built: 2001
    Monthly Fee: $100
       Tax: $4,479 (2024)
    Community: Bay Arbor
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,007 (change assumption)
    Mortgage ($3,534) + Fees ($100) + Taxes in 2024 ($373)


    Taxes:$4,479

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 501 LAKEVIEW DR, OLDSMAR, FL 34677

    $499,90092 Days on yellowkey   MLS ID: TB8470254

    3 Days Off yellowkey (back on 4/25/2026)

    For Sale TB8470254 - 501 LAKEVIEW DR, OLDSMAR, FL 34677 74 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1667
       Built: 1983
    Monthly Fee: $35
       Tax: $4,306 (2024)
    Community: Manors Of Forest Lakes The
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,133 (change assumption)
    Mortgage ($2,739) + Fees ($35) + Taxes in 2024 ($359)


    Taxes:$4,306

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 436 LAFAYETTE BLVD, OLDSMAR, FL 34677

    $700,000275 Days on yellowkey   MLS ID: TB8412856

    1 Days Off yellowkey (back on 4/25/2026)

    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


  • 800 SAINT PETERSBURG DR W, OLDSMAR, FL 34677

    $399,00042 Days on yellowkey   MLS ID: TB8489139

    0 Days Off yellowkey (back on 4/25/2026)

    REDUCED by $10,000 (2.4%) on 04/20/2026

    For Sale TB8489139 - 800 SAINT PETERSBURG DR W, OLDSMAR, FL 34677 20 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1712
       Built: 1949   Tax: $3,631 (2025)
    Community: Oldsmar Rev Map
    Single Family


    Estimated Monthly Payment: $2,489 (change assumption)
    Mortgage ($2,186) + Taxes in 2025 ($303)


    Taxes:$3,631

    Elementary School: Oakhurst Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1204 FORESTWOOD DR, OLDSMAR, FL 34677

    $315,0008 Days on yellowkey   MLS ID: O6402042

    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


  • 314 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $295,00012 Days on yellowkey   MLS ID: TB8499975

    0 Days Off yellowkey (back on 4/24/2026)

    For Sale TB8499975 - 314 COUNTRY CLUB DR, OLDSMAR, FL 34677 36 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1050
       Built: 1960   Tax: $556 (2025)
    Community: Oldsmar Country Club Estates Sec 3
    Single Family


    Estimated Monthly Payment: $1,663 (change assumption)
    Mortgage ($1,616) + Taxes in 2025 ($46)


    Taxes:$556

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1810 DRIFTWOOD CIR S, OLDSMAR, FL 34677

    $369,00037 Days on yellowkey   MLS ID: TB8490101

    REDUCED by $1,000 (0.3%) on 04/23/2026

    For Sale TB8490101 - 1810 DRIFTWOOD CIR S, OLDSMAR, FL 34677 30 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1456
       Built: 1973   Tax: $1,957 (2025)
    Community: Harbor Palms
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,185 (change assumption)
    Mortgage ($2,022) + Taxes in 2025 ($163)


    Taxes:$1,957

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 408 LAKEVIEW DR, OLDSMAR, FL 34677

    $480,00071 Days on yellowkey   MLS ID: TB8478309

    REDUCED by $19,900 (4.0%) on 04/23/2026

    For Sale TB8478309 - 408 LAKEVIEW DR, OLDSMAR, FL 34677 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1598
       Built: 1983
    Monthly Fee: $35
       Tax: $3,714 (2025)
    Community: Manors Of Forest Lakes The
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,975 (change assumption)
    Mortgage ($2,630) + Fees ($35) + Taxes in 2025 ($310)


    Taxes:$3,714

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1734 MAPLELEAF BLVD, OLDSMAR, FL 34677

    $515,00031 Days on yellowkey   MLS ID: TB8492116

    REDUCED by $10,000 (1.9%) on 04/23/2026

    For Sale TB8492116 - 1734 MAPLELEAF BLVD, OLDSMAR, FL 34677 82 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2428
       Built: 2000
    Monthly Fee: $13
       Tax: $4,787 (2025)
    Community: Eastlake Oaks Ph 4
    Single Family


    Estimated Monthly Payment: $3,234 (change assumption)
    Mortgage ($2,822) + Fees ($13) + Taxes in 2025 ($399)


    Taxes:$4,787

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1811 DRIFTWOOD CIR S, OLDSMAR, FL 34677

    $370,00043 Days on yellowkey   MLS ID: TB8488580

    REDUCED by $10,000 (2.6%) on 04/23/2026

    For Sale TB8488580 - 1811 DRIFTWOOD CIR S, OLDSMAR, FL 34677 33 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1248
       Built: 1973   Tax: $1,036 (2025)
    Community: Harbor Palms-Unit Two
    Single Family


    Estimated Monthly Payment: $2,114 (change assumption)
    Mortgage ($2,027) + Taxes in 2025 ($86)


    Taxes:$1,036

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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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.