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Oldsmar Single Family Homes For Sale - 106 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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  • 100 ARBOR LN, OLDSMAR, FL 34677

    $570,000Listed 05/29/2026 5:06PM   MLS ID: TB8513463

    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: $148
       Tax: $3,099 (2025)
    Community: East Lake Woodlands
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,529 (change assumption)
    Mortgage ($3,123) + Fees ($148) + Taxes in 2025 ($258)


    Taxes:$3,099

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 627 TIMBER BAY CIR W, OLDSMAR, FL 34677

    $310,000Listed 05/29/2026 12:13PM   MLS ID: TB8513485

    For Sale TB8513485 - 627 TIMBER BAY CIR W, OLDSMAR, FL 34677 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1274
       Built: 1984   Tax: $645 (2025)
    Community: Shoreview Ph 2
    Single Family


    Estimated Monthly Payment: $1,752 (change assumption)
    Mortgage ($1,699) + Taxes in 2025 ($54)


    Taxes:$645

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1623 GRAY BARK DR, OLDSMAR, FL 34677

    $425,000Listed 05/29/2026 12:18PM   MLS ID: TB8512588

    For Sale TB8512588 - 1623 GRAY BARK DR, OLDSMAR, FL 34677 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1419
       Built: 1997
    Monthly Fee: $13
       Tax: $6,328 (2025)
    Community: Eastlake Oaks Ph 1
    Single Family


    Estimated Monthly Payment: $2,869 (change assumption)
    Mortgage ($2,329) + Fees ($13) + Taxes in 2025 ($527)


    Taxes:$6,328

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 4761 STONEBRIAR DR, OLDSMAR, FL 34677

    $785,0001 Day on yellowkey   MLS ID: TB8509685

    0 Days Off yellowkey (back on 5/29/2026)

    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: $4,904 (change assumption)
    Mortgage ($4,301) + 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


  • 709 LEMONWOOD DR, OLDSMAR, FL 34677

    $345,000106 Days on yellowkey   MLS ID: TB8475735

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

    For Sale TB8475735 - 709 LEMONWOOD DR, OLDSMAR, FL 34677 56 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1667
       Built: 1973   Tax: $4,799 (2024)
    Community: Harbor Palms-Unit Five
    Single Family


    Estimated Monthly Payment: $2,290 (change assumption)
    Mortgage ($1,890) + Taxes in 2024 ($400)


    Taxes:$4,799

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 706 SWEETBRIAR DR, OLDSMAR, FL 34677

    $440,000Listed 05/28/2026 6:54PM   MLS ID: TB8513297

    For Sale TB8513297 - 706 SWEETBRIAR DR, OLDSMAR, FL 34677 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1688
       Built: 1987
    Monthly Fee: $35
       Tax: $2,383 (2025)
    Community: Manors Of Forest Lakes The Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,644 (change assumption)
    Mortgage ($2,411) + Fees ($35) + Taxes in 2025 ($199)


    Taxes:$2,383

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 611 TANGERINE DR, OLDSMAR, FL 34677

    $365,000Listed 05/29/2026 9:44AM   MLS ID: TB8513141

    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: $2,087 (change assumption)
    Mortgage ($2,000) + Taxes in 2025 ($87)


    Taxes:$1,040

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5163 PINNACLE DR, OLDSMAR, FL 34677

    $635,0008 Days on yellowkey   MLS ID: TB8510486

    For Sale TB8510486 - 5163 PINNACLE DR, OLDSMAR, FL 34677 61 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1886
       Built: 1995
    Monthly Fee: $482
       Tax: $7,853 (2025)
    Community: Parcel B - The Pinnacle
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,616 (change assumption)
    Mortgage ($3,479) + Fees ($482) + Taxes in 2025 ($654)


    Taxes:$7,853

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 413 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $349,80056 Days on yellowkey   MLS ID: O6396122

    REDUCED by $100 (0.0%) on 05/29/2026

    For Sale O6396122 - 413 COUNTRY CLUB DR, OLDSMAR, FL 34677 41 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1323
       Built: 1959   Tax: $3,829 (2024)
    Community: Oldsmar Country Club Estates Sec 2
    Single Family


    Estimated Monthly Payment: $2,236 (change assumption)
    Mortgage ($1,917) + Taxes in 2024 ($319)


    Taxes:$3,829

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1815 DRIFTWOOD CIR S, OLDSMAR, FL 34677

    $433,90014 Days on yellowkey   MLS ID: W7885693

    REDUCED by $5,100 (1.2%) on 05/29/2026

    For Sale W7885693 - 1815 DRIFTWOOD CIR S, OLDSMAR, FL 34677 48 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1855
       Built: 1972   Tax: $2,731 (2025)
    Community: Harbor Palms-Unit Two
    Single Family


    Estimated Monthly Payment: $2,605 (change assumption)
    Mortgage ($2,377) + Taxes in 2025 ($228)


    Taxes:$2,731

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 20 FERNBROOK RD, OLDSMAR, FL 34677

    $649,99950 Days on yellowkey   MLS ID: TB8492357

    2 Days Off yellowkey (back on 4/13/2026)

    For Sale TB8492357 - 20 FERNBROOK RD, OLDSMAR, FL 34677 37 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2147
       Built: 1982
    Monthly Fee: $148
       Tax: $5,980 (2025)
    Community: East Lake Woodlands
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,208 (change assumption)
    Mortgage ($3,562) + Fees ($148) + Taxes in 2025 ($498)


    Taxes:$5,980

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 3071 HURON AVE, OLDSMAR, FL 34677

    $499,90012 Days on yellowkey   MLS ID: TB8507555

    REDUCED by $29,100 (5.5%) on 05/28/2026

    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: $3,232 (change assumption)
    Mortgage ($2,739) + Taxes in 2025 ($493)


    Taxes:$5,919

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: None


  • 1471 BRIARGROVE WAY, OLDSMAR, FL 34677

    $899,99970 Days on yellowkey   MLS ID: TB8488174

    REDUCED by $19,001 (2.1%) on 04/13/2026

    For Sale TB8488174 - 1471 BRIARGROVE WAY, OLDSMAR, FL 34677 100 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3140
       Built: 1991
    Monthly Fee: $243
       Tax: $9,749 (2025)
    Community: Aberdeen Unit Two
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,987 (change assumption)
    Mortgage ($4,931) + Fees ($243) + Taxes in 2025 ($812)


    Taxes:$9,749

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1912 CUTTY BAY CT, OLDSMAR, FL 34677

    $325,0009 Days on yellowkey   MLS ID: TB8509310

    1 Days Off yellowkey (back on 5/28/2026)

    For Sale TB8509310 - 1912 CUTTY BAY CT, OLDSMAR, FL 34677 33 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1080
       Built: 1984   Tax: $2,313 (2025)
    Community: Sheffield Village Ph Ii At Bayside Meadows
    Single Family


    Estimated Monthly Payment: $1,974 (change assumption)
    Mortgage ($1,781) + Taxes in 2025 ($193)


    Taxes:$2,313

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1820 DRIFTWOOD CIR N, OLDSMAR, FL 34677

    $379,900193 Days on yellowkey   MLS ID: TB8447176

    0 Days Off yellowkey (back on 4/24/2026)

    For Sale TB8447176 - 1820 DRIFTWOOD CIR N, OLDSMAR, FL 34677 31 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1528
       Built: 1973   Tax: $1,160 (2024)
    Community: Harbor Palms-Unit Two
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,178 (change assumption)
    Mortgage ($2,082) + Taxes in 2024 ($97)


    Taxes:$1,160

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 1758 OAK POND CT, OLDSMAR, FL 34677

    $585,00015 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


  • 316 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $329,00014 Days on yellowkey   MLS ID: TB8508856

    For Sale TB8508856 - 316 COUNTRY CLUB DR, OLDSMAR, FL 34677 32 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1344
       Built: 1960   Tax: $616 (2025)
    Community: Oldsmar Country Club Estates Sec 3
    Single Family


    Estimated Monthly Payment: $1,854 (change assumption)
    Mortgage ($1,803) + Taxes in 2025 ($51)


    Taxes:$616

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 402 SHORE DR W, OLDSMAR, FL 34677

    $849,00073 Days on yellowkey   MLS ID: TB8485835

    For Sale TB8485835 - 402 SHORE DR W, OLDSMAR, FL 34677 62 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 1711
       Built: 1999   Tax: $3,890 (2025)
    Community: Oldsmar Rev Map
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,976 (change assumption)
    Mortgage ($4,652) + Taxes in 2025 ($324)


    Taxes:$3,890

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3073 DUANE AVE, OLDSMAR, FL 34677

    $440,000284 Days on yellowkey   MLS ID: TB8417476

    REDUCED by $15,000 (3.3%) on 05/27/2026

    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: $2,572 (change assumption)
    Mortgage ($2,411) + Taxes in 2024 ($161)


    Taxes:$1,936

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2272 WARWICK DR, OLDSMAR, FL 34677

    $725,00031 Days on yellowkey   MLS ID: TB8502055

    For Sale TB8502055 - 2272 WARWICK DR, OLDSMAR, FL 34677 47 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2512
       Built: 1995
    Monthly Fee: $133
       Tax: $3,084 (2025)
    Community: Warwick Hills
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,362 (change assumption)
    Mortgage ($3,973) + Fees ($133) + Taxes in 2025 ($257)


    Taxes:$3,084

    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.