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Oldsmar Single Family Homes For Sale - 88 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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  • 545 LAKE CYPRESS CIR, OLDSMAR, FL 34677

    $500,00031 Days on yellowkey   MLS ID: TB8482985

    For Sale TB8482985 - 545 LAKE CYPRESS CIR, OLDSMAR, FL 34677 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1694
       Built: 2000
    Monthly Fee: $140
       Tax: $6,865 (2025)
    Community: Preserve At Cypress Lakes Ph Ii The
    Single Family


    Estimated Monthly Payment: $3,452 (change assumption)
    Mortgage ($2,740) + Fees ($140) + Taxes in 2025 ($572)


    Taxes:$6,865

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4931 TURTLE CREEK TRL, OLDSMAR, FL 34677

    $1,055,00019 Days on yellowkey   MLS ID: TB8487275

    REDUCED by $20,000 (1.9%) on 04/05/2026

    For Sale TB8487275 - 4931 TURTLE CREEK TRL, OLDSMAR, FL 34677 89 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3189
       Built: 1995
    Monthly Fee: $181
       Tax: $10,115 (2025)
    Community: Turtle Creek Unit-Three
    Single Family


    Estimated Monthly Payment: $6,805 (change assumption)
    Mortgage ($5,781) + Fees ($181) + Taxes in 2025 ($843)


    Taxes:$10,115

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1502 WOODSTREAM DR, OLDSMAR, FL 34677

    $689,000188 Days on yellowkey   MLS ID: TB8428089

    For Sale TB8428089 - 1502 WOODSTREAM DR, OLDSMAR, FL 34677 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2234
       Built: 1996
    Monthly Fee: $470
       Tax: $5,116 (2024)
    Community: Cross Creek - Unit Two
    Single Family


    Estimated Monthly Payment: $4,672 (change assumption)
    Mortgage ($3,775) + Fees ($470) + Taxes in 2024 ($426)


    Taxes:$5,116

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 501 LAKEVIEW DR, OLDSMAR, FL 34677

    $499,90065 Days on yellowkey   MLS ID: TB8470254

    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
    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


  • 317 SHORE DR E, OLDSMAR, FL 34677

    $489,67066 Days on yellowkey   MLS ID: FC315737

    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: $3,260 (change assumption)
    Mortgage ($2,683) + Taxes in 2024 ($577)


    Taxes:$6,929

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1802 CHINABERRY DR, OLDSMAR, FL 34677

    $369,000167 Days on yellowkey   MLS ID: TB8439498

    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
    Single Family


    Estimated Monthly Payment: $2,094 (change assumption)
    Mortgage ($2,022) + Taxes in 2024 ($72)


    Taxes:$865

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 634 TIMBER BAY CIRCLE W, OLDSMAR, FL 34677

    $324,90012 Days on yellowkey   MLS ID: TB8489706

    REDUCED by $4,100 (1.2%) on 04/04/2026

    For Sale TB8489706 - 634 TIMBER BAY CIRCLE W, OLDSMAR, FL 34677 27 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1056
       Built: 1985   Tax: $4,283 (2025)
    Community: Shoreview Phase 2 Blk 6, Lot 3
    Single Family


    Estimated Monthly Payment: $2,137 (change assumption)
    Mortgage ($1,780) + Taxes in 2025 ($357)


    Taxes:$4,283

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 4858 AUGUSTA AVE, OLDSMAR, FL 34677

    $699,9009 Days on yellowkey   MLS ID: TB8489820

    For Sale TB8489820 - 4858 AUGUSTA AVE, OLDSMAR, FL 34677 20 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2500
       Built: 1996
    Monthly Fee: $151
       Tax: $4,097 (2024)
    Community: East Lake Woodlands Worthington
    Single Family


    Estimated Monthly Payment: $4,327 (change assumption)
    Mortgage ($3,835) + Fees ($151) + Taxes in 2024 ($341)


    Taxes:$4,097

    Elementary School: None

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 1734 MAPLELEAF BLVD, OLDSMAR, FL 34677

    $525,0004 Days on yellowkey   MLS ID: TB8492116

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

    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: $3,289 (change assumption)
    Mortgage ($2,877) + 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


  • 413 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $399,9002 Days on yellowkey   MLS ID: O6396122

    For Sale O6396122 - 413 COUNTRY CLUB DR, OLDSMAR, FL 34677 42 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: $2,510 (change assumption)
    Mortgage ($2,191) + Taxes in 2024 ($319)


    Taxes:$3,829

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 375 WELLINGTON AVE, OLDSMAR, FL 34677

    $1,299,0002 Days on yellowkey   MLS ID: TB8492687

    For Sale TB8492687 - 375 WELLINGTON AVE, OLDSMAR, FL 34677 73 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2624
       Built: 1993   Tax: $14,951 (2025)
    Community: Country Club Add To Oldsmar Rev
    Single Family


    Estimated Monthly Payment: $8,364 (change assumption)
    Mortgage ($7,118) + Taxes in 2025 ($1,246)


    Taxes:$14,951

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1384 FORESTEDGE BLVD, OLDSMAR, FL 34677

    $750,00010 Days on yellowkey   MLS ID: TB8490510

    For Sale TB8490510 - 1384 FORESTEDGE BLVD, OLDSMAR, FL 34677 59 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2814
       Built: 1991
    Monthly Fee: $243
       Tax: $13,366 (2025)
    Community: Aberdeen Unit Two
    Single Family


    Estimated Monthly Payment: $5,466 (change assumption)
    Mortgage ($4,109) + Fees ($243) + Taxes in 2025 ($1,114)


    Taxes:$13,366

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1811 FOREST DR, OLDSMAR, FL 34677

    $510,00010 Days on yellowkey   MLS ID: TB8491038

    REDUCED by $5,000 (1.0%) on 04/03/2026

    For Sale TB8491038 - 1811 FOREST DR, OLDSMAR, FL 34677 37 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 2142
       Built: 1973   Tax: $6,771 (2025)
    Community: Harbor Palms-Unit Three
    Single Family


    Estimated Monthly Payment: $3,359 (change assumption)
    Mortgage ($2,794) + Taxes in 2025 ($564)


    Taxes:$6,771

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 465 HOLLY HILL RD, OLDSMAR, FL 34677

    $650,00020 Days on yellowkey   MLS ID: TB8486777

    0 Days Off yellowkey (back on 3/20/2026)

    For Sale TB8486777 - 465 HOLLY HILL RD, OLDSMAR, FL 34677 62 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2324
       Built: 1985
    Monthly Fee: $148
       Tax: $3,265 (2025)
    Community: East Lake Woodlands
    Single Family


    Estimated Monthly Payment: $3,982 (change assumption)
    Mortgage ($3,562) + Fees ($148) + Taxes in 2025 ($272)


    Taxes:$3,265

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1810 DRIFTWOOD CIR S, OLDSMAR, FL 34677

    $390,00010 Days on yellowkey   MLS ID: TB8490101

    REDUCED by $10,000 (2.5%) on 04/03/2026

    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
    Single Family


    Estimated Monthly Payment: $2,300 (change assumption)
    Mortgage ($2,137) + 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


  • 1732 SPLIT FORK DR, OLDSMAR, FL 34677

    $585,00032 Days on yellowkey   MLS ID: TB8482923

    For Sale TB8482923 - 1732 SPLIT FORK DR, OLDSMAR, FL 34677 69 photos

    Bed: 3   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2163
       Built: 1997
    Monthly Fee: $13
       Tax: $9,151 (2025)
    Community: Eastlake Oaks Ph 1
    Single Family


    Estimated Monthly Payment: $3,981 (change assumption)
    Mortgage ($3,205) + Fees ($13) + Taxes in 2025 ($763)


    Taxes:$9,151

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 416 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $385,00050 Days on yellowkey   MLS ID: TB8475710

    For Sale TB8475710 - 416 COUNTRY CLUB DR, OLDSMAR, FL 34677 34 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


  • 110 DEERPATH DR, OLDSMAR, FL 34677

    $1,199,90082 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
    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


  • 165 MOBBLY BAY DR, OLDSMAR, FL 34677

    $1,239,900193 Days on yellowkey   MLS ID: TB8430614

    For Sale TB8430614 - 165 MOBBLY BAY DR, OLDSMAR, FL 34677 100 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3945
       Built: 2012
    Monthly Fee: $183
       Tax: $8,887 (2024)
    Community: Estuary Of Mobbly Bay
    Single Family


    Estimated Monthly Payment: $7,717 (change assumption)
    Mortgage ($6,794) + Fees ($183) + Taxes in 2024 ($741)


    Taxes:$8,887

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 507 SHORE DR E, OLDSMAR, FL 34677

    $239,00017 Days on yellowkey   MLS ID: TB8488465

    2 Days Off yellowkey (back on 4/2/2026)

    For Sale TB8488465 - 507 SHORE DR E, OLDSMAR, FL 34677 8 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1237
       Built: 1972   Tax: $1,158 (2025)
    Community: Tampashores Bay Sec
    Single Family


    Estimated Monthly Payment: $1,406 (change assumption)
    Mortgage ($1,310) + Taxes in 2025 ($96)


    Taxes:$1,158

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN




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.