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Oldsmar Single Family Homes For Sale - 103 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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  • 208 CUTLASS WAY, OLDSMAR, FL 34677

    $350,00029 Days on yellowkey   MLS ID: TB8501214

    REDUCED by $20,000 (5.4%) on 04/29/2026

    For Sale TB8501214 - 208 CUTLASS WAY, OLDSMAR, FL 34677 54 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1392
       Built: 2015
    Monthly Fee: $285
       Tax: $3,417 (2025)
    Community: Hayes Park Village
    Single Family


    Estimated Monthly Payment: $2,488 (change assumption)
    Mortgage ($1,918) + Fees ($285) + Taxes in 2025 ($285)


    Taxes:$3,417

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 506 SHORE DR E, OLDSMAR, FL 34677

    $900,0005 Days on yellowkey   MLS ID: TB8509618

    For Sale TB8509618 - 506 SHORE DR E, OLDSMAR, FL 34677 31 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1313
       Built: 1955   Tax: $9,895 (2025)
    Community: Tampashores Bay Sec
    Single Family


    Estimated Monthly Payment: $5,756 (change assumption)
    Mortgage ($4,931) + Taxes in 2025 ($825)


    Taxes:$9,895

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1811 FOREST DR, OLDSMAR, FL 34677

    $453,80058 Days on yellowkey   MLS ID: TB8491038

    REDUCED by $100 (0.0%) on 05/20/2026

    For Sale TB8491038 - 1811 FOREST DR, OLDSMAR, FL 34677 36 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 2142
       Built: 1973   Tax: $6,771 (2025)
    Community: Harbor Palms-Unit Three
    Single Family


    Estimated Monthly Payment: $3,051 (change assumption)
    Mortgage ($2,487) + Taxes in 2025 ($564)


    Taxes:$6,771

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1534 E LAKE WOODLANDS PKWY, OLDSMAR, FL 34677

    $1,249,0006 Days on yellowkey   MLS ID: TB8509589

    1 Days Off yellowkey (back on 5/20/2026)

    For Sale TB8509589 - 1534 E LAKE WOODLANDS PKWY, OLDSMAR, FL 34677 64 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3402
       Built: 1994
    Monthly Fee: $200
       Tax: $7,125 (2024)
    Community: Greenhaven Unit-Four
    Single Family


    Estimated Monthly Payment: $7,637 (change assumption)
    Mortgage ($6,844) + Fees ($200) + Taxes in 2024 ($594)


    Taxes:$7,125

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 382 FOUNTAINVIEW CIR, OLDSMAR, FL 34677

    $509,00017 Days on yellowkey   MLS ID: TB8499334

    REDUCED by $11,000 (2.1%) on 05/20/2026

    For Sale TB8499334 - 382 FOUNTAINVIEW CIR, OLDSMAR, FL 34677 28 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1875
       Built: 1995
    Monthly Fee: $95
       Tax: $5,232 (2025)
    Community: Fountains At Cypress Lakes The
    Single Family


    Estimated Monthly Payment: $3,320 (change assumption)
    Mortgage ($2,789) + Fees ($95) + Taxes in 2025 ($436)


    Taxes:$5,232

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 440 LAKEVIEW DR, OLDSMAR, FL 34677

    $415,000169 Days on yellowkey   MLS ID: TB8454195

    REDUCED by $10,000 (2.4%) on 05/20/2026

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

    Bed: 3   Bath: 2.0   Gar: 2
    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: $2,430 (change assumption)
    Mortgage ($2,274) + 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


  • 50 KELLEYS TRL, OLDSMAR, FL 34677

    $1,100,00017 Days on yellowkey   MLS ID: TB8504781

    REDUCED by $100,000 (8.3%) on 05/20/2026

    For Sale TB8504781 - 50 KELLEYS TRL, OLDSMAR, FL 34677 60 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3240
       Built: 1993
    Monthly Fee: $185
       Tax: $7,792 (2025)
    Community: Turtle Creek Unit-One
    Single Family


    Estimated Monthly Payment: $6,862 (change assumption)
    Mortgage ($6,027) + Fees ($185) + Taxes in 2025 ($649)


    Taxes:$7,792

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 511 BUCKINGHAM AVE E, OLDSMAR, FL 34677

    $1,300,0009 Days on yellowkey   MLS ID: TB8507804

    2 Days Off yellowkey (back on 5/20/2026)

    For Sale TB8507804 - 511 BUCKINGHAM AVE E, OLDSMAR, FL 34677 77 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3436
       Built: 2026   Tax: $1,427 (2025)
    Community: Oldsmar Rev Map
    Single Family


    Estimated Monthly Payment: $7,242 (change assumption)
    Mortgage ($7,123) + Taxes in 2025 ($119)


    Taxes:$1,427

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 3071 HURON AVE, OLDSMAR, FL 34677

    $529,0006 Days on yellowkey   MLS ID: TB8507555

    For Sale TB8507555 - 3071 HURON AVE, OLDSMAR, FL 34677 63 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1680
       Built: 1987   Tax: $5,919 (2025)
    Community: West Oldsmar Sec 1
    Single Family


    Estimated Monthly Payment: $3,392 (change assumption)
    Mortgage ($2,899) + Taxes in 2025 ($493)


    Taxes:$5,919

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: None


  • 545 LAKE CYPRESS CIR, OLDSMAR, FL 34677

    $485,90079 Days on yellowkey   MLS ID: TB8482985

    0 Days Off yellowkey (back on 5/19/2026)

    REDUCED by $9,100 (1.8%) on 04/15/2026

    For Sale TB8482985 - 545 LAKE CYPRESS CIR, OLDSMAR, FL 34677 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1694
       Built: 2000
    Monthly Fee: $140
       Tax: $6,865 (2025)
    Community: Preserve At Cypress Lakes Ph Ii The
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,374 (change assumption)
    Mortgage ($2,662) + Fees ($140) + Taxes in 2025 ($572)


    Taxes:$6,865

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 848 CHRISTINA CIR, OLDSMAR, FL 34677

    $560,0007 Days on yellowkey   MLS ID: TB8509369

    0 Days Off yellowkey (back on 5/19/2026)

    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


  • 2009 PEPPERTREE CT, OLDSMAR, FL 34677

    $390,00024 Days on yellowkey   MLS ID: O6403164

    For Sale O6403164 - 2009 PEPPERTREE CT, OLDSMAR, FL 34677 70 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1233
       Built: 1981   Tax: $927 (2025)
    Community: Bayside Meadows Ph Ii
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,214 (change assumption)
    Mortgage ($2,137) + Taxes in 2025 ($77)


    Taxes:$927

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 551 SALMON CT, OLDSMAR, FL 34677

    $349,90022 Days on yellowkey   MLS ID: TB8502478

    For Sale TB8502478 - 551 SALMON CT, OLDSMAR, FL 34677 54 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1344
       Built: 2002
    Monthly Fee: $70
       Tax: $175 (2025)
    Community: Gull-Aire Village Ph 2C
    Single Family


    Estimated Monthly Payment: $2,002 (change assumption)
    Mortgage ($1,917) + Fees ($70) + Taxes in 2025 ($15)


    Taxes:$175

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 201 DUNKIRK RD, OLDSMAR, FL 34677

    $390,00070 Days on yellowkey   MLS ID: TB8486754

    1 Days Off yellowkey (back on 4/16/2026)

    REDUCED by $9,000 (2.3%) on 04/16/2026

    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: $2,418 (change assumption)
    Mortgage ($2,137) + 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


  • 1909 CASTLE BAY CT, OLDSMAR, FL 34677

    $370,000225 Days on yellowkey   MLS ID: TB8436254

    REDUCED by $4,000 (1.1%) on 05/19/2026

    For Sale TB8436254 - 1909 CASTLE BAY CT, OLDSMAR, FL 34677 52 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1410
       Built: 1984   Tax: $2,696 (2024)
    Community: Sheffield Village Ph Ii At Bayside Meadows
    Single Family


    Estimated Monthly Payment: $2,252 (change assumption)
    Mortgage ($2,027) + Taxes in 2024 ($225)


    Taxes:$2,696

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 1654 BAYHILL DR, OLDSMAR, FL 34677

    $570,000220 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


  • 311 VISTA CRUISER LN, OLDSMAR, FL 34677

    $350,000180 Days on yellowkey   MLS ID: TB8450597

    REDUCED by $5,000 (1.4%) on 04/28/2026

    For Sale TB8450597 - 311 VISTA CRUISER LN, OLDSMAR, FL 34677 50 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1547
       Built: 2015
    Monthly Fee: $248
       Tax: $3,551 (2024)
    Community: Hayes Park Village
    Single Family


    Estimated Monthly Payment: $2,462 (change assumption)
    Mortgage ($1,918) + Fees ($248) + Taxes in 2024 ($296)


    Taxes:$3,551

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 3858 SHORE BLVD, OLDSMAR, FL 34677

    $1,200,00011 Days on yellowkey   MLS ID: TB8506221

    For Sale TB8506221 - 3858 SHORE BLVD, OLDSMAR, FL 34677 78 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1594
       Built: 1986   Tax: $8,857 (2025)
    Community: West Oldsmar Sec 1
    Single Family


    Estimated Monthly Payment: $7,313 (change assumption)
    Mortgage ($6,575) + Taxes in 2025 ($738)


    Taxes:$8,857

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3073 DUANE AVE, OLDSMAR, FL 34677

    $455,000278 Days on yellowkey   MLS ID: TB8417476

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

    REDUCED by $4,000 (0.9%) on 05/08/2026

    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: $2,654 (change assumption)
    Mortgage ($2,493) + Taxes in 2024 ($161)


    Taxes:$1,936

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1795 BAYHILL DR, OLDSMAR, FL 34677

    $539,90040 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




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.