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Displaying: For Sale

Location: Oldsmar

Property Type(s): Single Family

Price: $500,000 to $599,000

Oldsmar - 15 properties found

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  • 854 CHRISTINA CIR, OLDSMAR, FL 34677

    $565,000Listed 06/22/2026 4:53PM   MLS ID: TB8521571

    For Sale TB8521571 - 854 CHRISTINA CIR, OLDSMAR, FL 34677 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2065
       Built: 1994
    Monthly Fee: $68
       Tax: $8,686 (2025)
    Community: Bays End
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,888 (change assumption)
    Mortgage ($3,096) + Fees ($68) + Taxes in 2025 ($724)


    Taxes:$8,686

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 392 TAVERNIER CIR, OLDSMAR, FL 34677

    $569,0001 Day on yellowkey   MLS ID: TB8521472

    For Sale TB8521472 - 392 TAVERNIER CIR, OLDSMAR, FL 34677 61 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 1656
       Built: 1996
    Monthly Fee: $75
       Tax: $2,635 (2025)
    Community: Fountains At Cypress Lakes Ii-B
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,412 (change assumption)
    Mortgage ($3,118) + Fees ($75) + Taxes in 2025 ($220)


    Taxes:$2,635

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 848 CHRISTINA CIR, OLDSMAR, FL 34677

    $560,00038 Days on yellowkey   MLS ID: TB8509369

    For Sale TB8509369 - 848 CHRISTINA CIR, OLDSMAR, FL 34677 39 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1756
       Built: 1994
    Monthly Fee: $68
       Tax: $4,544 (2025)
    Community: Bay's End
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,515 (change assumption)
    Mortgage ($3,068) + Fees ($68) + Taxes in 2025 ($379)


    Taxes:$4,544

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 384 WINGATE CIR, OLDSMAR, FL 34677

    $589,00021 Days on yellowkey   MLS ID: TB8515031

    REDUCED by $10,000 (1.7%) on 06/12/2026

    For Sale TB8515031 - 384 WINGATE CIR, OLDSMAR, FL 34677 59 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2428
       Built: 2001
    Monthly Fee: $100
       Tax: $8,778 (2025)
    Community: Bay Arbor
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,059 (change assumption)
    Mortgage ($3,227) + Fees ($100) + Taxes in 2025 ($732)


    Taxes:$8,778

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1654 BAYHILL DR, OLDSMAR, FL 34677

    $570,000251 Days on yellowkey   MLS ID: TB8438417

    0 Days Off yellowkey (back on 5/18/2026)

    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: $199
       Tax: $5,855 (2024)
    Community: Creekside
    Single Family


    Estimated Monthly Payment: $3,810 (change assumption)
    Mortgage ($3,123) + Fees ($199) + 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


  • 438 LAFAYETTE BLVD, OLDSMAR, FL 34677

    $584,900109 Days on yellowkey   MLS ID: TB8480797

    REDUCED by $15,000 (2.5%) on 06/10/2026

    For Sale TB8480797 - 438 LAFAYETTE BLVD, OLDSMAR, FL 34677 65 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2138
       Built: 1988   Tax: $8,284 (2025)
    Community: Oldsmar Rev Map
    Single Family


    Estimated Monthly Payment: $3,895 (change assumption)
    Mortgage ($3,205) + Taxes in 2025 ($690)


    Taxes:$8,284

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: None


  • 1758 OAK POND CT, OLDSMAR, FL 34677

    $585,00040 Days on yellowkey   MLS ID: TB8507682

    For Sale TB8507682 - 1758 OAK POND CT, OLDSMAR, FL 34677 57 photos

    Bed: 6   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2867
       Built: 2001
    Monthly Fee: $13
       Tax: $4,224 (2025)
    Community: Eastlake Oaks Ph 4
    Single Family


    Estimated Monthly Payment: $3,570 (change assumption)
    Mortgage ($3,205) + Fees ($13) + Taxes in 2025 ($352)


    Taxes:$4,224

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 4856 WESTCHESTER CT, OLDSMAR, FL 34677

    $589,00018 Days on yellowkey   MLS ID: TB8515993

    For Sale TB8515993 - 4856 WESTCHESTER CT, OLDSMAR, FL 34677 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2184
       Built: 1996
    Monthly Fee: $295
       Tax: $4,281 (2025)
    Community: Kingsmill
    Single Family


    Estimated Monthly Payment: $3,879 (change assumption)
    Mortgage ($3,227) + Fees ($295) + Taxes in 2025 ($357)


    Taxes:$4,281

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 368 TAVERNIER CIR, OLDSMAR, FL 34677

    $585,00022 Days on yellowkey   MLS ID: A4694760

    1 Days Off yellowkey (back on 6/11/2026)

    For Sale A4694760 - 368 TAVERNIER CIR, OLDSMAR, FL 34677 40 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1880
       Built: 1997
    Monthly Fee: $75
       Tax: $7,344 (2025)
    Community: Fountains At Cypress Lakes Ii-B The
    Single Family


    Estimated Monthly Payment: $3,892 (change assumption)
    Mortgage ($3,205) + Fees ($75) + Taxes in 2025 ($612)


    Taxes:$7,344

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 549 LONGWOOD CIR, OLDSMAR, FL 34677

    $515,00048 Days on yellowkey   MLS ID: A4692285

    REDUCED by $10,000 (1.9%) on 06/11/2026

    For Sale A4692285 - 549 LONGWOOD CIR, OLDSMAR, FL 34677 87 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1344
       Built: 1984
    Monthly Fee: $30
       Tax: $5,336 (2025)
    Community: Manors Of Forest Lakes The
    Single Family


    Estimated Monthly Payment: $3,296 (change assumption)
    Mortgage ($2,822) + Fees ($30) + Taxes in 2025 ($445)


    Taxes:$5,336

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 219 BAY ARBOR BLVD, OLDSMAR, FL 34677

    $550,00067 Days on yellowkey   MLS ID: TB8498550

    REDUCED by $10,000 (1.8%) on 06/01/2026

    For Sale TB8498550 - 219 BAY ARBOR BLVD, OLDSMAR, FL 34677 45 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1873
       Built: 2000
    Monthly Fee: $100
       Tax: $7,973 (2025)
    Community: Bay Arbor Unit 1A
    Single Family


    Estimated Monthly Payment: $3,778 (change assumption)
    Mortgage ($3,014) + Fees ($100) + Taxes in 2025 ($664)


    Taxes:$7,973

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 100 ARBOR LN, OLDSMAR, FL 34677

    $570,00025 Days on yellowkey   MLS ID: TB8513463

    1 Days Off yellowkey (back on 6/7/2026)

    For Sale TB8513463 - 100 ARBOR LN, OLDSMAR, FL 34677 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1852
       Built: 1979
    Monthly Fee: $133
       Tax: $3,099 (2025)
    Community: East Lake Woodlands
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,514 (change assumption)
    Mortgage ($3,123) + Fees ($133) + Taxes in 2025 ($258)


    Taxes:$3,099

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 395 WINGATE CIR, OLDSMAR, FL 34677

    $575,000215 Days on yellowkey   MLS ID: TB8450027

    REDUCED by $15,000 (2.5%) on 04/29/2026

    For Sale TB8450027 - 395 WINGATE CIR, OLDSMAR, FL 34677 59 photos

    Bed: 5   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2827
       Built: 2001
    Monthly Fee: $100
       Tax: $9,963 (2025)
    Community: Bay Arbor
    Single Family


    Estimated Monthly Payment: $4,081 (change assumption)
    Mortgage ($3,151) + Fees ($100) + Taxes in 2025 ($830)


    Taxes:$9,963

    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

    $559,900243 Days on yellowkey   MLS ID: TB8440841

    1 Days Off yellowkey (back on 5/23/2026)

    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
    Spa: Yes

    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


  • 1795 BAYHILL DR, OLDSMAR, FL 34677

    $539,90071 Days on yellowkey   MLS ID: TB8476650

    FORECLOSURE TB8476650 - 1795 BAYHILL DR, OLDSMAR, FL 34677 58 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1844
       Built: 1994
    Monthly Fee: $199
       Tax: $8,406 (2025)
    Community: Creekside
    Single Family


    Estimated Monthly Payment: $3,858 (change assumption)
    Mortgage ($2,958) + Fees ($199) + Taxes in 2025 ($701)


    Taxes:$8,406

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN






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.