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Oldsmar Single Family Homes For Sale - 106 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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  • 375 WELLINGTON AVE, OLDSMAR, FL 34677

    $1,299,00056 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


  • 465 HOLLY HILL RD, OLDSMAR, FL 34677

    $650,00074 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


  • 416 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $385,000104 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


  • 380 WELLINGTON AVE, OLDSMAR, FL 34677

    $1,155,000413 Days on yellowkey   MLS ID: TB8373443

    For Sale TB8373443 - 380 WELLINGTON AVE, OLDSMAR, FL 34677 42 photos

    Bed: 4   Bath: 3.5   Gar: 4
    Liv Area Sq Ft: 3420
       Built: 1992   Tax: $6,112 (2024)
    Community: Country Club Add To Oldsmar Rev
    Single Family


    Estimated Monthly Payment: $6,838 (change assumption)
    Mortgage ($6,329) + Taxes in 2024 ($509)


    Taxes:$6,112

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 1712 AZALEA CT #A, OLDSMAR, FL 34677

    $369,900336 Days on yellowkey   MLS ID: TB8401279

    For Sale TB8401279 - 1712 AZALEA CT #A, OLDSMAR, FL 34677 48 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1360
       Built: 1977   Tax: $2,831 (2024)
    Community: Harbor Palms-Unit Four A
    Single Family


    Estimated Monthly Payment: $2,263 (change assumption)
    Mortgage ($2,027) + Taxes in 2024 ($236)


    Taxes:$2,831

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 1712 AZALEA CT #B, OLDSMAR, FL 34677

    $339,900336 Days on yellowkey   MLS ID: TB8401434

    For Sale TB8401434 - 1712 AZALEA CT #B, OLDSMAR, FL 34677 38 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1187
       Built: 1977   Tax: $3,481 (2024)
    Community: Harbor Palms-Unit Four A
    Single Family


    Estimated Monthly Payment: $2,152 (change assumption)
    Mortgage ($1,862) + Taxes in 2024 ($290)


    Taxes:$3,481

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    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.