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Oldsmar Single Family Homes For Sale - 95 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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  • 3087 DUANE AVE, OLDSMAR, FL 34677

    $250,00011 Days on yellowkey   MLS ID: TB8527948

    For Sale TB8527948 - 3087 DUANE AVE, OLDSMAR, FL 34677 30 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1296
       Built: 1969   Tax: $4,131 (2024)
    Community: West Oldsmar Sec 1
    Single Family


    Estimated Monthly Payment: $1,714 (change assumption)
    Mortgage ($1,370) + Taxes in 2024 ($344)


    Taxes:$4,131

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 384 WINGATE CIR, OLDSMAR, FL 34677

    $579,00049 Days on yellowkey   MLS ID: TB8515031

    REDUCED by $5,999 (1.0%) on 07/13/2026

    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: $4,004 (change assumption)
    Mortgage ($3,173) + 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


  • 3073 DUANE AVE, OLDSMAR, FL 34677

    $410,000337 Days on yellowkey   MLS ID: TB8417476

    5 Days Off yellowkey (back on 7/13/2026)

    REDUCED by $30,000 (6.8%) on 06/05/2026

    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: $2,408 (change assumption)
    Mortgage ($2,247) + Taxes in 2024 ($161)


    Taxes:$1,936

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 101 BAYSIDE BLVD, OLDSMAR, FL 34677

    $375,00012 Days on yellowkey   MLS ID: TB8527353

    0 Days Off yellowkey (back on 7/12/2026)

    For Sale TB8527353 - 101 BAYSIDE BLVD, OLDSMAR, FL 34677 33 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1098
       Built: 1984   Tax: $4,617 (2025)
    Community: Bayside Meadows-Phase I
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,439 (change assumption)
    Mortgage ($2,055) + Taxes in 2025 ($385)


    Taxes:$4,617

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 110 DEERPATH DR, OLDSMAR, FL 34677

    $1,199,900189 Days on yellowkey   MLS ID: TB8462357

    For Sale TB8462357 - 110 DEERPATH DR, OLDSMAR, FL 34677 99 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4246
       Built: 1991
    Monthly Fee: $263
       Tax: $10,446 (2024)
    Community: Deerpath Unit One
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,708 (change assumption)
    Mortgage ($6,575) + Fees ($263) + Taxes in 2024 ($871)


    Taxes:$10,446

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 416 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $385,000157 Days on yellowkey   MLS ID: TB8475710

    For Sale TB8475710 - 416 COUNTRY CLUB DR, OLDSMAR, FL 34677 29 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


  • 4856 WESTCHESTER CT, OLDSMAR, FL 34677

    $579,00046 Days on yellowkey   MLS ID: TB8515993

    REDUCED by $10,000 (1.7%) on 06/30/2026

    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: $3,824 (change assumption)
    Mortgage ($3,173) + 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


  • 208 CUTLASS WAY, OLDSMAR, FL 34677

    $350,00088 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


  • 1758 OAK POND CT, OLDSMAR, FL 34677

    $575,00068 Days on yellowkey   MLS ID: TB8507682

    REDUCED by $10,000 (1.7%) on 06/25/2026

    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: $3,516 (change assumption)
    Mortgage ($3,151) + 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


  • 1713 MAPLELEAF BLVD, OLDSMAR, FL 34677

    $379,00023 Days on yellowkey   MLS ID: TB8523949

    1 Days Off yellowkey (back on 7/11/2026)

    For Sale TB8523949 - 1713 MAPLELEAF BLVD, OLDSMAR, FL 34677 17 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1622
       Built: 1981   Tax: $1,382 (2025)
    Community: Harbor Palms- Unit Eight A
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,192 (change assumption)
    Mortgage ($2,077) + Taxes in 2025 ($115)


    Taxes:$1,382

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 604 LIMETREE DR, OLDSMAR, FL 34677

    $369,00090 Days on yellowkey   MLS ID: O6401483

    REDUCED by $6,000 (1.6%) on 06/27/2026

    For Sale O6401483 - 604 LIMETREE DR, OLDSMAR, FL 34677 29 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1430
       Built: 1980   Tax: $3,108 (2025)
    Community: Harbor Palms Unit Eleven
    Single Family


    Estimated Monthly Payment: $2,281 (change assumption)
    Mortgage ($2,022) + Taxes in 2025 ($259)


    Taxes:$3,108

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 611 TANGERINE DR, OLDSMAR, FL 34677

    $345,00053 Days on yellowkey   MLS ID: TB8513141

    REDUCED by $10,000 (2.8%) on 06/20/2026

    For Sale TB8513141 - 611 TANGERINE DR, OLDSMAR, FL 34677 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1382
       Built: 1980   Tax: $1,040 (2025)
    Community: Harbor Palms Unit Eleven
    Single Family


    Estimated Monthly Payment: $1,977 (change assumption)
    Mortgage ($1,890) + Taxes in 2025 ($87)


    Taxes:$1,040

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 380 ROSALIND LN, OLDSMAR, FL 34677

    $619,99960 Days on yellowkey   MLS ID: TB8510265

    REDUCED by $9,901 (1.6%) on 06/23/2026

    For Sale TB8510265 - 380 ROSALIND LN, OLDSMAR, FL 34677 55 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2423
       Built: 2001
    Monthly Fee: $100
       Tax: $4,811 (2025)
    Community: Bay Arbor
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,898 (change assumption)
    Mortgage ($3,397) + Fees ($100) + Taxes in 2025 ($401)


    Taxes:$4,811

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 85 KELLEYS TRL, OLDSMAR, FL 34677

    $1,100,00013 Days on yellowkey   MLS ID: TB8527215

    For Sale TB8527215 - 85 KELLEYS TRL, OLDSMAR, FL 34677 84 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3390
       Built: 1991
    Monthly Fee: $203
       Tax: $7,650 (2025)
    Community: Turtle Creek Unit-One
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,868 (change assumption)
    Mortgage ($6,027) + Fees ($203) + Taxes in 2025 ($638)


    Taxes:$7,650

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 602 BAY LAKE TRL, OLDSMAR, FL 34677

    $335,00081 Days on yellowkey   MLS ID: TB8503595

    REDUCED by $15,000 (4.3%) on 06/23/2026

    For Sale TB8503595 - 602 BAY LAKE TRL, OLDSMAR, FL 34677 7 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1554
       Built: 1983   Tax: $937 (2025)
    Community: Shoreview Ph I
    Single Family


    Estimated Monthly Payment: $1,914 (change assumption)
    Mortgage ($1,836) + Taxes in 2025 ($78)


    Taxes:$937

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 100 WATER OAK WAY, OLDSMAR, FL 34677

    $619,00031 Days on yellowkey   MLS ID: TB8520671

    0 Days Off yellowkey (back on 7/7/2026)

    For Sale TB8520671 - 100 WATER OAK WAY, OLDSMAR, FL 34677 68 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2169
       Built: 1984
    Monthly Fee: $145
       Tax: $2,749 (2025)
    Community: Woodlands Estates
    Single Family


    Estimated Monthly Payment: $3,766 (change assumption)
    Mortgage ($3,392) + Fees ($145) + Taxes in 2025 ($229)


    Taxes:$2,749

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1795 BAYHILL DR, OLDSMAR, FL 34677

    $539,90099 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


  • 1909 CASTLE BAY CT, OLDSMAR, FL 34677

    $370,000284 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 53 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


  • 4761 STONEBRIAR DR, OLDSMAR, FL 34677

    $749,00054 Days on yellowkey   MLS ID: TB8509685

    REDUCED by $11,000 (1.4%) on 07/06/2026

    For Sale TB8509685 - 4761 STONEBRIAR DR, OLDSMAR, FL 34677 60 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2652
       Built: 1993
    Monthly Fee: $117
       Tax: $5,832 (2025)
    Community: Stonebriar
    Single Family


    Estimated Monthly Payment: $4,707 (change assumption)
    Mortgage ($4,104) + Fees ($117) + Taxes in 2025 ($486)


    Taxes:$5,832

    Elementary School: None

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 438 LAFAYETTE BLVD, OLDSMAR, FL 34677

    $575,000137 Days on yellowkey   MLS ID: TB8480797

    REDUCED by $9,900 (1.7%) on 07/02/2026

    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: $3,841 (change assumption)
    Mortgage ($3,151) + Taxes in 2025 ($690)


    Taxes:$8,284

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: None




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.