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Oldsmar Single Family Homes For Sale - 96 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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  • 1704 HIBISCUS CIR N, OLDSMAR, FL 34677

    $389,00059 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

    $499,90029 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

    $559,900176 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

    $1,155,000371 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

    $418,000169 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

    $459,000242 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

    $822,000272 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


  • 1764 OAK POND CT, OLDSMAR, FL 34677

    $550,00031 Days on yellowkey   MLS ID: TB8487110

    0 Days Off yellowkey (back on 3/29/2026)

    For Sale TB8487110 - 1764 OAK POND CT, OLDSMAR, FL 34677 39 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2000
       Built: 2000
    Monthly Fee: $13
       Tax: $7,494 (2025)
    Community: Eastlake Oaks Ph 4
    Single Family


    Estimated Monthly Payment: $3,651 (change assumption)
    Mortgage ($3,014) + Fees ($13) + Taxes in 2025 ($625)


    Taxes:$7,494

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1821 DRIFTWOOD CIR N, OLDSMAR, FL 34677

    $395,00079 Days on yellowkey   MLS ID: TB8469044

    2 Days Off yellowkey (back on 2/23/2026)

    For Sale TB8469044 - 1821 DRIFTWOOD CIR N, OLDSMAR, FL 34677 68 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2034
       Built: 1972   Tax: $1,582 (2024)
    Community: Harbor Palms-Unit Two
    Single Family


    Estimated Monthly Payment: $2,296 (change assumption)
    Mortgage ($2,164) + Taxes in 2024 ($132)


    Taxes:$1,582

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 4738 PEBBLE BROOK DR, OLDSMAR, FL 34677

    $549,000102 Days on yellowkey   MLS ID: TB8460875

    For Sale TB8460875 - 4738 PEBBLE BROOK DR, OLDSMAR, FL 34677 40 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1938
       Built: 1996
    Monthly Fee: $470
       Tax: $4,041 (2025)
    Community: Cross Creek - Unit Two
    Single Family


    Estimated Monthly Payment: $3,815 (change assumption)
    Mortgage ($3,008) + Fees ($470) + Taxes in 2025 ($337)


    Taxes:$4,041

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2151 DIAMOND CT, OLDSMAR, FL 34677

    $1,389,000172 Days on yellowkey   MLS ID: TB8440175

    For Sale TB8440175 - 2151 DIAMOND CT, OLDSMAR, FL 34677 88 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 3850
       Built: 1998
    Monthly Fee: $142
       Tax: $9,378 (2024)
    Community: Diamond Crest
    Single Family


    Estimated Monthly Payment: $8,534 (change assumption)
    Mortgage ($7,611) + Fees ($142) + Taxes in 2024 ($782)


    Taxes:$9,378

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 1730 OAK POND CT, OLDSMAR, FL 34677

    $584,00063 Days on yellowkey   MLS ID: TB8476142

    1 Days Off yellowkey (back on 3/29/2026)

    For Sale TB8476142 - 1730 OAK POND CT, OLDSMAR, FL 34677 41 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1918
       Built: 1998
    Monthly Fee: $13
       Tax: $7,594 (2025)
    Community: Eastlake Oaks
    Single Family


    Estimated Monthly Payment: $3,846 (change assumption)
    Mortgage ($3,200) + Fees ($13) + Taxes in 2025 ($633)


    Taxes:$7,594

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 645 TIMBER BAY CIR E, OLDSMAR, FL 34677

    $295,000164 Days on yellowkey   MLS ID: TB8443970

    For Sale TB8443970 - 645 TIMBER BAY CIR E, OLDSMAR, FL 34677 29 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1274
       Built: 1984   Tax: $1 (2024)
    Community: Shoreview Phase 2
    Single Family


    Estimated Monthly Payment: $1,616 (change assumption)
    Mortgage ($1,616) + Taxes in 2024 ($0)


    Taxes:$1

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 1802 FOREST DR, OLDSMAR, FL 34677

    $365,000150 Days on yellowkey   MLS ID: O6361686

    0 Days Off yellowkey (back on 3/28/2026)

    For Sale O6361686 - 1802 FOREST DR, OLDSMAR, FL 34677 25 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1607
       Built: 1973   Tax: $2,998 (2024)
    Community: Harbor Palms-Unit Three
    Single Family


    Estimated Monthly Payment: $2,250 (change assumption)
    Mortgage ($2,000) + Taxes in 2024 ($250)


    Taxes:$2,998

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5044 KILKENNEY CT, OLDSMAR, FL 34677

    $1,695,00033 Days on yellowkey   MLS ID: TB8483853

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

    For Sale TB8483853 - 5044 KILKENNEY CT, OLDSMAR, FL 34677 52 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 4554
       Built: 1995
    Monthly Fee: $255
       Tax: $10,483 (2025)
    Community: Aberdeen Unit One
    Single Family


    Estimated Monthly Payment: $10,416 (change assumption)
    Mortgage ($9,287) + Fees ($255) + Taxes in 2025 ($874)


    Taxes:$10,483

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 432 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $475,00046 Days on yellowkey   MLS ID: A4684573

    For Sale A4684573 - 432 COUNTRY CLUB DR, OLDSMAR, FL 34677 40 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1936
       Built: 1960   Tax: $3,551 (2025)
    Community: Oldsmar Country Club Estates Sec 2 Blk 3, Lot 6
    Single Family


    Estimated Monthly Payment: $2,899 (change assumption)
    Mortgage ($2,603) + Taxes in 2025 ($296)


    Taxes:$3,551

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 440 LAKEVIEW DR, OLDSMAR, FL 34677

    $460,000133 Days on yellowkey   MLS ID: TB8454195

    For Sale TB8454195 - 440 LAKEVIEW DR, OLDSMAR, FL 34677 29 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1554
       Built: 1983
    Monthly Fee: $35
       Tax: $1,458 (2024)
    Community: Manors Of Forest Lakes The
    Single Family


    Estimated Monthly Payment: $2,677 (change assumption)
    Mortgage ($2,520) + Fees ($35) + Taxes in 2024 ($121)


    Taxes:$1,458

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 35 KELLEYS TRL, OLDSMAR, FL 34677

    $1,080,00037 Days on yellowkey   MLS ID: TB8484932

    3 Days Off yellowkey (back on 3/27/2026)

    For Sale TB8484932 - 35 KELLEYS TRL, OLDSMAR, FL 34677 100 photos

    Bed: 5   Bath: 3.0
    Liv Area Sq Ft: 3518
       Built: 1989
    Monthly Fee: $150
       Tax: $7,553 (2025)
    Community: Turtle Creek Unit-One
    Single Family


    Estimated Monthly Payment: $6,697 (change assumption)
    Mortgage ($5,918) + Fees ($150) + Taxes in 2025 ($629)


    Taxes:$7,553

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 435 LAKEVIEW DR, OLDSMAR, FL 34677

    $489,00022 Days on yellowkey   MLS ID: TB8489554

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

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


    Estimated Monthly Payment: $3,271 (change assumption)
    Mortgage ($2,679) + Fees ($35) + Taxes in 2025 ($556)


    Taxes:$6,675

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1758 OAK POND CT, OLDSMAR, FL 34677

    $650,000191 Days on yellowkey   MLS ID: TB8435691

    For Sale TB8435691 - 1758 OAK POND CT, OLDSMAR, FL 34677 36 photos

    Bed: 6   Bath: 3.0
    Liv Area Sq Ft: 2867
       Built: 2001
    Community: Eastlake Oaks Ph 4
    Single Family


    Estimated Monthly Payment: $3,562 (change assumption)
    Mortgage ($3,562)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    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.