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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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  • 2151 DIAMOND CT, OLDSMAR, FL 34677

    $1,389,000169 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


  • 201 DUNKIRK RD, OLDSMAR, FL 34677

    $399,00031 Days on yellowkey   MLS ID: TB8486754

    For Sale TB8486754 - 201 DUNKIRK RD, OLDSMAR, FL 34677 23 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1760
       Built: 1959   Tax: $3,373 (2025)
    Community: Oldsmar Country Club Estates Sec 1 Rep
    Single Family


    Estimated Monthly Payment: $2,467 (change assumption)
    Mortgage ($2,186) + Taxes in 2025 ($281)


    Taxes:$3,373

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1730 OAK POND CT, OLDSMAR, FL 34677

    $584,00060 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

    $295,000161 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

    $365,000147 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


  • 1527 WOODSTREAM DR, OLDSMAR, FL 34677

    $599,00053 Days on yellowkey   MLS ID: TB8476648

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

    For Sale TB8476648 - 1527 WOODSTREAM DR, OLDSMAR, FL 34677 87 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1919
       Built: 1996
    Monthly Fee: $470
       Tax: $3,762 (2025)
    Community: Cross Creek - Unit Two
    Single Family


    Estimated Monthly Payment: $4,066 (change assumption)
    Mortgage ($3,282) + Fees ($470) + Taxes in 2025 ($313)


    Taxes:$3,762

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 5044 KILKENNEY CT, OLDSMAR, FL 34677

    $1,695,00030 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

    $475,00043 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


  • 110 WOODGLEN CT, OLDSMAR, FL 34677

    $999,90043 Days on yellowkey   MLS ID: TB8480726

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

    For Sale TB8480726 - 110 WOODGLEN CT, OLDSMAR, FL 34677 90 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 3712
       Built: 1989
    Monthly Fee: $263
       Tax: $13,884 (2024)
    Community: East Lake Woodlands
    Single Family


    Estimated Monthly Payment: $6,899 (change assumption)
    Mortgage ($5,479) + Fees ($263) + Taxes in 2024 ($1,157)


    Taxes:$13,884

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 440 LAKEVIEW DR, OLDSMAR, FL 34677

    $460,000130 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


  • 1598 LOCKMEADE PL, OLDSMAR, FL 34677

    $999,90019 Days on yellowkey   MLS ID: TB8490836

    For Sale TB8490836 - 1598 LOCKMEADE PL, OLDSMAR, FL 34677 91 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3300
       Built: 1995
    Monthly Fee: $243
       Tax: $8,700 (2025)
    Community: Aberdeen Unit Two
    Single Family


    Estimated Monthly Payment: $6,447 (change assumption)
    Mortgage ($5,479) + Fees ($243) + Taxes in 2025 ($725)


    Taxes:$8,700

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 35 KELLEYS TRL, OLDSMAR, FL 34677

    $1,080,00034 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

    $489,00019 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

    $650,000188 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


  • 405 SHORE DR E, OLDSMAR, FL 34677

    $484,90020 Days on yellowkey   MLS ID: O6393560

    For Sale O6393560 - 405 SHORE DR E, OLDSMAR, FL 34677 52 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1864
       Built: 1959
    Community: Country Club Add To Oldsmar Rev
    Single Family


    Estimated Monthly Payment: $2,657 (change assumption)
    Mortgage ($2,657)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2159 WARWICK DR, OLDSMAR, FL 34677

    $800,00032 Days on yellowkey   MLS ID: TB8486224

    For Sale TB8486224 - 2159 WARWICK DR, OLDSMAR, FL 34677 56 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2673
       Built: 1996
    Community: Warwick Hills
    Single Family


    Estimated Monthly Payment: $4,383 (change assumption)
    Mortgage ($4,383)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 395 WINGATE CIR, OLDSMAR, FL 34677

    $590,000145 Days on yellowkey   MLS ID: TB8450027

    For Sale TB8450027 - 395 WINGATE CIR, OLDSMAR, FL 34677 77 photos

    Bed: 5   Bath: 2.5
    Liv Area Sq Ft: 2827
       Built: 2001
    Community: Bay Arbor
    Single Family


    Estimated Monthly Payment: $3,233 (change assumption)
    Mortgage ($3,233)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 4777 EDGE PARK DR, OLDSMAR, FL 34677

    $545,00024 Days on yellowkey   MLS ID: TB8486545

    0 Days Off yellowkey (back on 3/24/2026)

    For Sale TB8486545 - 4777 EDGE PARK DR, OLDSMAR, FL 34677 91 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1706
       Built: 1995
    Community: Cross Creek
    Single Family


    Estimated Monthly Payment: $2,986 (change assumption)
    Mortgage ($2,986)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 506 FEDERAL ST, OLDSMAR, FL 34677

    $1,280,000190 Days on yellowkey   MLS ID: TB8434625

    For Sale TB8434625 - 506 FEDERAL ST, OLDSMAR, FL 34677 53 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2961
       Built: 2025
    Community: Oldsmar Rev Map
    Single Family


    Estimated Monthly Payment: $7,014 (change assumption)
    Mortgage ($7,014)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 380 ROSALIND LN, OLDSMAR, FL 34677

    $644,99962 Days on yellowkey   MLS ID: TB8474772

    For Sale TB8474772 - 380 ROSALIND LN, OLDSMAR, FL 34677 100 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2423
       Built: 2001
    Community: Bay Arbor
    Single Family


    Estimated Monthly Payment: $3,534 (change assumption)
    Mortgage ($3,534)


    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.