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Oldsmar Single Family Homes For Sale - 99 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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  • 804 CHARLES BLVD, OLDSMAR, FL 34677

    $1,190,000232 Days on yellowkey   MLS ID: TB8422935

    0 Days Off yellowkey (back on 3/19/2026)

    For Sale TB8422935 - 804 CHARLES BLVD, OLDSMAR, FL 34677 61 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2500
       Built: 1997
    Monthly Fee: $65
       Tax: $5,699 (2024)
    Community: Bays End
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,060 (change assumption)
    Mortgage ($6,520) + Fees ($65) + Taxes in 2024 ($475)


    Taxes:$5,699

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 502 TIMBER BAY CIR E, OLDSMAR, FL 34677

    $419,90078 Days on yellowkey   MLS ID: TB8467897

    3 Days Off yellowkey (back on 4/8/2026)

    For Sale TB8467897 - 502 TIMBER BAY CIR E, OLDSMAR, FL 34677 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1658
       Built: 1983   Tax: $5,498 (2024)
    Community: Shoreview Ph I
    Single Family


    Estimated Monthly Payment: $2,759 (change assumption)
    Mortgage ($2,301) + Taxes in 2024 ($458)


    Taxes:$5,498

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1803 ELMWOOD DR, OLDSMAR, FL 34677

    $325,000104 Days on yellowkey   MLS ID: TB8461337

    1 Days Off yellowkey (back on 4/8/2026)

    For Sale TB8461337 - 1803 ELMWOOD DR, OLDSMAR, FL 34677 25 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1290
       Built: 1973   Tax: $1,859 (2024)
    Community: Harbor Palms-Unit Three
    Single Family


    Estimated Monthly Payment: $1,936 (change assumption)
    Mortgage ($1,781) + Taxes in 2024 ($155)


    Taxes:$1,859

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 4766 STONEVIEW CIR, OLDSMAR, FL 34677

    $645,00026 Days on yellowkey   MLS ID: TB8487161

    For Sale TB8487161 - 4766 STONEVIEW CIR, OLDSMAR, FL 34677 48 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2114
       Built: 1993
    Monthly Fee: $108
       Tax: $3,755 (2025)
    Community: Stonebriar
    Single Family


    Estimated Monthly Payment: $3,955 (change assumption)
    Mortgage ($3,534) + Fees ($108) + Taxes in 2025 ($313)


    Taxes:$3,755

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1654 BAYHILL DR, OLDSMAR, FL 34677

    $570,000189 Days on yellowkey   MLS ID: TB8438417

    For Sale TB8438417 - 1654 BAYHILL DR, OLDSMAR, FL 34677 62 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2320
       Built: 1995
    Monthly Fee: $177
       Tax: $5,855 (2024)
    Community: Creekside
    Single Family


    Estimated Monthly Payment: $3,788 (change assumption)
    Mortgage ($3,123) + Fees ($177) + Taxes in 2024 ($488)


    Taxes:$5,855

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 1734 MAPLELEAF BLVD, OLDSMAR, FL 34677

    $525,00021 Days on yellowkey   MLS ID: TB8492116

    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


  • 501 LAKEVIEW DR, OLDSMAR, FL 34677

    $499,90082 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


  • 1802 CHINABERRY DR, OLDSMAR, FL 34677

    $369,000184 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


  • 375 WELLINGTON AVE, OLDSMAR, FL 34677

    $1,299,00019 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

    $650,00037 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

    $385,00067 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


  • 507 SHORE DR E, OLDSMAR, FL 34677

    $239,00034 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


  • 470 HICKORYNUT AVE, OLDSMAR, FL 34677

    $795,00042 Days on yellowkey   MLS ID: TB8485715

    REDUCED by $20,000 (2.5%) on 04/02/2026

    For Sale TB8485715 - 470 HICKORYNUT AVE, OLDSMAR, FL 34677 37 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2922
       Built: 1987
    Monthly Fee: $110
       Tax: $10,515 (2025)
    Community: East Lake Woodlands
    Single Family


    Estimated Monthly Payment: $5,342 (change assumption)
    Mortgage ($4,356) + Fees ($110) + Taxes in 2025 ($876)


    Taxes:$10,515

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1704 HIBISCUS CIR N, OLDSMAR, FL 34677

    $389,00064 Days on yellowkey   MLS ID: TB8476647

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

    For Sale TB8476647 - 1704 HIBISCUS CIR N, OLDSMAR, FL 34677 28 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1430
       Built: 1981   Tax: $6,573 (2025)
    Community: Harbor Palms Unit 6 A
    Single Family


    Estimated Monthly Payment: $2,679 (change assumption)
    Mortgage ($2,131) + Taxes in 2025 ($548)


    Taxes:$6,573

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 509 LAKEVIEW DR, OLDSMAR, FL 34677

    $499,90034 Days on yellowkey   MLS ID: TB8487858

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

    For Sale TB8487858 - 509 LAKEVIEW DR, OLDSMAR, FL 34677 79 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1710
       Built: 1984
    Monthly Fee: $35
       Tax: $1,737 (2025)
    Community: Manors Of Forest Lakes The
    Single Family


    Estimated Monthly Payment: $2,919 (change assumption)
    Mortgage ($2,739) + Fees ($35) + Taxes in 2025 ($145)


    Taxes:$1,737

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1637 GRAY BARK DR, OLDSMAR, FL 34677

    $559,900181 Days on yellowkey   MLS ID: TB8440841

    For Sale TB8440841 - 1637 GRAY BARK DR, OLDSMAR, FL 34677 58 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2146
       Built: 1998
    Monthly Fee: $9
       Tax: $5,256 (2024)
    Community: Eastlake Oaks Ph 2
    Single Family


    Estimated Monthly Payment: $3,515 (change assumption)
    Mortgage ($3,068) + Fees ($9) + Taxes in 2024 ($438)


    Taxes:$5,256

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 380 WELLINGTON AVE, OLDSMAR, FL 34677

    $1,155,000376 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


  • 1806 FOREST DR, OLDSMAR, FL 34677

    $418,000174 Days on yellowkey   MLS ID: TB8442794

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

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1475
       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


  • 3073 DUANE AVE, OLDSMAR, FL 34677

    $459,000247 Days on yellowkey   MLS ID: TB8417476

    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: $2,676 (change assumption)
    Mortgage ($2,515) + Taxes in 2024 ($161)


    Taxes:$1,936

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 382 ROSALIND LN, OLDSMAR, FL 34677

    $822,000277 Days on yellowkey   MLS ID: TB8408993

    For Sale TB8408993 - 382 ROSALIND LN, OLDSMAR, FL 34677 75 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 3273
       Built: 2001
    Monthly Fee: $100
       Tax: $8,003 (2024)
    Community: Bay Arbor
    Single Family


    Estimated Monthly Payment: $5,271 (change assumption)
    Mortgage ($4,504) + Fees ($100) + Taxes in 2024 ($667)


    Taxes:$8,003

    Elementary School: Forest Lakes 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.