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Oldsmar Single Family Homes For Sale - 93 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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  • 415 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $350,00044 Days on yellowkey   MLS ID: TB8517638

    REDUCED by $19,000 (5.1%) on 07/17/2026

    For Sale TB8517638 - 415 COUNTRY CLUB DR, OLDSMAR, FL 34677 22 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1748
       Built: 1959   Tax: $3,505 (2024)
    Community: Oldsmar Country Club Estates Sec 2
    Single Family


    Estimated Monthly Payment: $2,210 (change assumption)
    Mortgage ($1,918) + Taxes in 2024 ($292)


    Taxes:$3,505

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: John Hopkins Middle-PN


  • 1806 FOREST DR, OLDSMAR, FL 34677

    $418,000267 Days on yellowkey   MLS ID: TB8442794

    1 Days Off yellowkey (back on 4/30/2026)

    For Sale TB8442794 - 1806 FOREST DR, OLDSMAR, FL 34677 24 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1539
       Built: 1973   Tax: $4,086 (2024)
    Community: Harbor Palms
    Single Family


    Estimated Monthly Payment: $2,631 (change assumption)
    Mortgage ($2,290) + Taxes in 2024 ($340)


    Taxes:$4,086

    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

    $399,000125 Days on yellowkey   MLS ID: TB8489139

    4 Days Off yellowkey (back on 7/6/2026)

    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


  • 3858 SHORE BLVD, OLDSMAR, FL 34677

    $1,100,00073 Days on yellowkey   MLS ID: TB8506221

    REDUCED by $50,000 (4.3%) on 07/15/2026

    For Sale TB8506221 - 3858 SHORE BLVD, OLDSMAR, FL 34677 78 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1594
       Built: 1986   Tax: $8,857 (2025)
    Community: West Oldsmar Sec 1
    Single Family


    Estimated Monthly Payment: $6,765 (change assumption)
    Mortgage ($6,027) + Taxes in 2025 ($738)


    Taxes:$8,857

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 392 TAVERNIER CIR, OLDSMAR, FL 34677

    $558,90032 Days on yellowkey   MLS ID: TB8521472

    REDUCED by $10,100 (1.8%) on 07/15/2026

    For Sale TB8521472 - 392 TAVERNIER CIR, OLDSMAR, FL 34677 62 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 1656
       Built: 1996
    Monthly Fee: $75
       Tax: $2,635 (2025)
    Community: Fountains At Cypress Lakes Ii-B
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,357 (change assumption)
    Mortgage ($3,062) + Fees ($75) + Taxes in 2025 ($220)


    Taxes:$2,635

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1704 SPLIT FORK DR, OLDSMAR, FL 34677

    $599,00012 Days on yellowkey   MLS ID: TB8527058

    1 Days Off yellowkey (back on 7/15/2026)

    For Sale TB8527058 - 1704 SPLIT FORK DR, OLDSMAR, FL 34677 87 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2166
       Built: 1997
    Monthly Fee: $12
       Tax: $9,642 (2025)
    Community: Eastlake Oaks Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,098 (change assumption)
    Mortgage ($3,282) + Fees ($12) + Taxes in 2025 ($804)


    Taxes:$9,642

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 435 LAKEVIEW DR, OLDSMAR, FL 34677

    $475,000120 Days on yellowkey   MLS ID: TB8489554

    0 Days Off yellowkey (back on 7/14/2026)

    REDUCED by $14,000 (2.9%) on 05/12/2026

    For Sale TB8489554 - 435 LAKEVIEW DR, OLDSMAR, FL 34677 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1570
       Built: 1984
    Monthly Fee: $35
       Tax: $6,675 (2025)
    Community: Manors Of Forest Lakes The
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,194 (change assumption)
    Mortgage ($2,603) + Fees ($35) + Taxes in 2025 ($556)


    Taxes:$6,675

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1811 FOREST DR, OLDSMAR, FL 34677

    $429,00035 Days on yellowkey   MLS ID: TB8520312

    REDUCED by $10,000 (2.3%) on 07/14/2026

    For Sale TB8520312 - 1811 FOREST DR, OLDSMAR, FL 34677 37 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 2142
       Built: 1973   Tax: $1,463 (2024)
    Community: Harbor Palms-Unit Three
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,473 (change assumption)
    Mortgage ($2,351) + Taxes in 2024 ($122)


    Taxes:$1,463

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 2055 DIAMOND CT, OLDSMAR, FL 34677

    $1,150,00035 Days on yellowkey   MLS ID: TB8520799

    0 Days Off yellowkey (back on 6/23/2026)

    For Sale TB8520799 - 2055 DIAMOND CT, OLDSMAR, FL 34677 72 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3237
       Built: 1996
    Monthly Fee: $142
       Tax: $8,014 (2025)
    Community: Diamond Crest
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,111 (change assumption)
    Mortgage ($6,301) + Fees ($142) + Taxes in 2025 ($668)


    Taxes:$8,014

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1815 DRIFTWOOD CIR S, OLDSMAR, FL 34677

    $427,50070 Days on yellowkey   MLS ID: W7885693

    REDUCED by $500 (0.1%) on 07/13/2026

    For Sale W7885693 - 1815 DRIFTWOOD CIR S, OLDSMAR, FL 34677 48 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1855
       Built: 1972   Tax: $2,731 (2025)
    Community: Harbor Palms-Unit Two
    Single Family


    Estimated Monthly Payment: $2,570 (change assumption)
    Mortgage ($2,342) + Taxes in 2025 ($228)


    Taxes:$2,731

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 3087 DUANE AVE, OLDSMAR, FL 34677

    $250,00014 Days on yellowkey   MLS ID: TB8527948

    For Sale TB8527948 - 3087 DUANE AVE, OLDSMAR, FL 34677 30 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1296
       Built: 1969   Tax: $4,131 (2024)
    Community: West Oldsmar Sec 1
    Single Family


    Estimated Monthly Payment: $1,714 (change assumption)
    Mortgage ($1,370) + Taxes in 2024 ($344)


    Taxes:$4,131

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 3073 DUANE AVE, OLDSMAR, FL 34677

    $410,000340 Days on yellowkey   MLS ID: TB8417476

    5 Days Off yellowkey (back on 7/13/2026)

    REDUCED by $30,000 (6.8%) on 06/05/2026

    For Sale TB8417476 - 3073 DUANE AVE, OLDSMAR, FL 34677 43 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2122
       Built: 1973   Tax: $1,936 (2024)
    Community: West Oldsmar Sec 1
    Single Family


    Estimated Monthly Payment: $2,408 (change assumption)
    Mortgage ($2,247) + Taxes in 2024 ($161)


    Taxes:$1,936

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 101 BAYSIDE BLVD, OLDSMAR, FL 34677

    $375,00015 Days on yellowkey   MLS ID: TB8527353

    0 Days Off yellowkey (back on 7/12/2026)

    For Sale TB8527353 - 101 BAYSIDE BLVD, OLDSMAR, FL 34677 33 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1098
       Built: 1984   Tax: $4,617 (2025)
    Community: Bayside Meadows-Phase I
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,439 (change assumption)
    Mortgage ($2,055) + Taxes in 2025 ($385)


    Taxes:$4,617

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 416 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $385,000160 Days on yellowkey   MLS ID: TB8475710

    For Sale TB8475710 - 416 COUNTRY CLUB DR, OLDSMAR, FL 34677 29 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1293
       Built: 1959   Tax: $644 (2025)
    Community: Oldsmar Country Club Estates Sec 2
    Single Family


    Estimated Monthly Payment: $2,163 (change assumption)
    Mortgage ($2,110) + Taxes in 2025 ($54)


    Taxes:$644

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 4856 WESTCHESTER CT, OLDSMAR, FL 34677

    $579,00049 Days on yellowkey   MLS ID: TB8515993

    REDUCED by $10,000 (1.7%) on 06/30/2026

    For Sale TB8515993 - 4856 WESTCHESTER CT, OLDSMAR, FL 34677 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2184
       Built: 1996
    Monthly Fee: $295
       Tax: $4,281 (2025)
    Community: Kingsmill
    Single Family


    Estimated Monthly Payment: $3,824 (change assumption)
    Mortgage ($3,173) + Fees ($295) + Taxes in 2025 ($357)


    Taxes:$4,281

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 208 CUTLASS WAY, OLDSMAR, FL 34677

    $350,00091 Days on yellowkey   MLS ID: TB8501214

    REDUCED by $20,000 (5.4%) on 04/29/2026

    For Sale TB8501214 - 208 CUTLASS WAY, OLDSMAR, FL 34677 54 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1392
       Built: 2015
    Monthly Fee: $285
       Tax: $3,417 (2025)
    Community: Hayes Park Village
    Single Family


    Estimated Monthly Payment: $2,488 (change assumption)
    Mortgage ($1,918) + Fees ($285) + Taxes in 2025 ($285)


    Taxes:$3,417

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1713 MAPLELEAF BLVD, OLDSMAR, FL 34677

    $379,00026 Days on yellowkey   MLS ID: TB8523949

    1 Days Off yellowkey (back on 7/11/2026)

    For Sale TB8523949 - 1713 MAPLELEAF BLVD, OLDSMAR, FL 34677 17 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1622
       Built: 1981   Tax: $1,382 (2025)
    Community: Harbor Palms- Unit Eight A
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,192 (change assumption)
    Mortgage ($2,077) + Taxes in 2025 ($115)


    Taxes:$1,382

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 604 LIMETREE DR, OLDSMAR, FL 34677

    $369,00093 Days on yellowkey   MLS ID: O6401483

    REDUCED by $6,000 (1.6%) on 06/27/2026

    For Sale O6401483 - 604 LIMETREE DR, OLDSMAR, FL 34677 29 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1430
       Built: 1980   Tax: $3,108 (2025)
    Community: Harbor Palms Unit Eleven
    Single Family


    Estimated Monthly Payment: $2,281 (change assumption)
    Mortgage ($2,022) + Taxes in 2025 ($259)


    Taxes:$3,108

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 611 TANGERINE DR, OLDSMAR, FL 34677

    $345,00056 Days on yellowkey   MLS ID: TB8513141

    REDUCED by $10,000 (2.8%) on 06/20/2026

    For Sale TB8513141 - 611 TANGERINE DR, OLDSMAR, FL 34677 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1382
       Built: 1980   Tax: $1,040 (2025)
    Community: Harbor Palms Unit Eleven
    Single Family


    Estimated Monthly Payment: $1,977 (change assumption)
    Mortgage ($1,890) + Taxes in 2025 ($87)


    Taxes:$1,040

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 85 KELLEYS TRL, OLDSMAR, FL 34677

    $1,100,00016 Days on yellowkey   MLS ID: TB8527215

    For Sale TB8527215 - 85 KELLEYS TRL, OLDSMAR, FL 34677 84 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3390
       Built: 1991
    Monthly Fee: $203
       Tax: $7,650 (2025)
    Community: Turtle Creek Unit-One
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,868 (change assumption)
    Mortgage ($6,027) + Fees ($203) + Taxes in 2025 ($638)


    Taxes:$7,650

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




Why Bother Searching Elsewhere for Oldsmar Single Family Homes for Sale?

Oldsmar home, townhome, and condo, villa, and other listing sale data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on single family homes for sale in Oldsmar . You can use our website to view Multiple Listing Service (MLS) data on Oldsmar single family homes. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Oldsmar single family home listings.



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.