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Oldsmar Single Family Homes For Sale - 88 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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  • 1744 MAPLELEAF BLVD, OLDSMAR, FL 34677

    $625,00033 Days on yellowkey   MLS ID: W7883065

    For Sale W7883065 - 1744 MAPLELEAF BLVD, OLDSMAR, FL 34677 82 photos

    Bed: 6   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3124
       Built: 2000
    Monthly Fee: $12
       Tax: $4,563 (2025)
    Community: Eastlake Oaks Ph 4
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,817 (change assumption)
    Mortgage ($3,425) + Fees ($12) + Taxes in 2025 ($380)


    Taxes:$4,563

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1384 FORESTEDGE BLVD, OLDSMAR, FL 34677

    $750,00013 Days on yellowkey   MLS ID: TB8490510

    For Sale TB8490510 - 1384 FORESTEDGE BLVD, OLDSMAR, FL 34677 59 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2814
       Built: 1991
    Monthly Fee: $243
       Tax: $13,366 (2025)
    Community: Aberdeen Unit Two
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,466 (change assumption)
    Mortgage ($4,109) + Fees ($243) + Taxes in 2025 ($1,114)


    Taxes:$13,366

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 804 CHARLES BLVD, OLDSMAR, FL 34677

    $1,190,000218 Days on yellowkey   MLS ID: TB8422935

    0 Days Off yellowkey (back on 3/19/2026)

    For Sale TB8422935 - 804 CHARLES BLVD, OLDSMAR, FL 34677 61 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2500
       Built: 1997
    Monthly Fee: $65
       Tax: $5,699 (2024)
    Community: Bays End
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,060 (change assumption)
    Mortgage ($6,520) + Fees ($65) + Taxes in 2024 ($475)


    Taxes:$5,699

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 502 TIMBER BAY CIR E, OLDSMAR, FL 34677

    $419,90064 Days on yellowkey   MLS ID: TB8467897

    3 Days Off yellowkey (back on 4/8/2026)

    For Sale TB8467897 - 502 TIMBER BAY CIR E, OLDSMAR, FL 34677 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1658
       Built: 1983   Tax: $5,498 (2024)
    Community: Shoreview Ph I
    Single Family


    Estimated Monthly Payment: $2,759 (change assumption)
    Mortgage ($2,301) + Taxes in 2024 ($458)


    Taxes:$5,498

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4858 AUGUSTA AVE, OLDSMAR, FL 34677

    $689,90012 Days on yellowkey   MLS ID: TB8489820

    REDUCED by $10,000 (1.4%) on 04/08/2026

    For Sale TB8489820 - 4858 AUGUSTA AVE, OLDSMAR, FL 34677 20 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2500
       Built: 1996
    Monthly Fee: $151
       Tax: $4,097 (2024)
    Community: East Lake Woodlands Worthington
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,273 (change assumption)
    Mortgage ($3,780) + Fees ($151) + Taxes in 2024 ($341)


    Taxes:$4,097

    Elementary School: None

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 1803 ELMWOOD DR, OLDSMAR, FL 34677

    $325,00090 Days on yellowkey   MLS ID: TB8461337

    1 Days Off yellowkey (back on 4/8/2026)

    For Sale TB8461337 - 1803 ELMWOOD DR, OLDSMAR, FL 34677 25 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1290
       Built: 1973   Tax: $1,859 (2024)
    Community: Harbor Palms-Unit Three
    Single Family


    Estimated Monthly Payment: $1,936 (change assumption)
    Mortgage ($1,781) + Taxes in 2024 ($155)


    Taxes:$1,859

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 1810 DRIFTWOOD CIR S, OLDSMAR, FL 34677

    $380,00013 Days on yellowkey   MLS ID: TB8490101

    REDUCED by $10,000 (2.6%) on 04/07/2026

    For Sale TB8490101 - 1810 DRIFTWOOD CIR S, OLDSMAR, FL 34677 30 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1456
       Built: 1973   Tax: $1,957 (2025)
    Community: Harbor Palms
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,245 (change assumption)
    Mortgage ($2,082) + Taxes in 2025 ($163)


    Taxes:$1,957

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 4766 STONEVIEW CIR, OLDSMAR, FL 34677

    $645,00012 Days on yellowkey   MLS ID: TB8487161

    For Sale TB8487161 - 4766 STONEVIEW CIR, OLDSMAR, FL 34677 48 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2114
       Built: 1993
    Monthly Fee: $108
       Tax: $3,755 (2025)
    Community: Stonebriar
    Single Family


    Estimated Monthly Payment: $3,955 (change assumption)
    Mortgage ($3,534) + Fees ($108) + Taxes in 2025 ($313)


    Taxes:$3,755

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1362 E LAKE WOODLANDS PKWY, OLDSMAR, FL 34677

    $849,00075 Days on yellowkey   MLS ID: TB8467569

    REDUCED by $30,000 (3.4%) on 04/07/2026

    For Sale TB8467569 - 1362 E LAKE WOODLANDS PKWY, OLDSMAR, FL 34677 47 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2650
       Built: 1992
    Monthly Fee: $178
       Tax: $11,111 (2024)
    Community: Greenhaven Unit Three
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,756 (change assumption)
    Mortgage ($4,652) + Fees ($178) + Taxes in 2024 ($926)


    Taxes:$11,111

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 4922 EDGEWATER LN, OLDSMAR, FL 34677

    $599,0002 Days on yellowkey   MLS ID: W7883975

    For Sale W7883975 - 4922 EDGEWATER LN, OLDSMAR, FL 34677 40 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2390
       Built: 1997
    Monthly Fee: $158
       Tax: $9,841 (2025)
    Community: Worthington
    Single Family


    Estimated Monthly Payment: $4,260 (change assumption)
    Mortgage ($3,282) + Fees ($158) + Taxes in 2025 ($820)


    Taxes:$9,841

    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

    $570,000175 Days on yellowkey   MLS ID: TB8438417

    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: $177
       Tax: $5,855 (2024)
    Community: Creekside
    Single Family


    Estimated Monthly Payment: $3,788 (change assumption)
    Mortgage ($3,123) + Fees ($177) + 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


  • 413 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $399,9005 Days on yellowkey   MLS ID: O6396122

    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: $2,510 (change assumption)
    Mortgage ($2,191) + Taxes in 2024 ($319)


    Taxes:$3,829

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 545 LAKE CYPRESS CIR, OLDSMAR, FL 34677

    $495,00034 Days on yellowkey   MLS ID: TB8482985

    REDUCED by $5,000 (1.0%) on 04/06/2026

    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: $3,424 (change assumption)
    Mortgage ($2,712) + Fees ($140) + Taxes in 2025 ($572)


    Taxes:$6,865

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1734 MAPLELEAF BLVD, OLDSMAR, FL 34677

    $525,0007 Days on yellowkey   MLS ID: TB8492116

    For Sale TB8492116 - 1734 MAPLELEAF BLVD, OLDSMAR, FL 34677 82 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2428
       Built: 2000
    Monthly Fee: $13
       Tax: $4,787 (2025)
    Community: Eastlake Oaks Ph 4
    Single Family


    Estimated Monthly Payment: $3,289 (change assumption)
    Mortgage ($2,877) + Fees ($13) + Taxes in 2025 ($399)


    Taxes:$4,787

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 311 SHORE DR E, OLDSMAR, FL 34677

    $399,900236 Days on yellowkey   MLS ID: TB8418072

    For Sale TB8418072 - 311 SHORE DR E, OLDSMAR, FL 34677 70 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1632
       Built: 1960   Tax: $4,914 (2024)
    Community: Oldsmar Country Club Estates Sec 3
    Single Family


    Estimated Monthly Payment: $2,601 (change assumption)
    Mortgage ($2,191) + Taxes in 2024 ($410)


    Taxes:$4,914

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 800 SAINT PETERSBURG DR W, OLDSMAR, FL 34677

    $409,00018 Days on yellowkey   MLS ID: TB8489139

    REDUCED by $10,000 (2.4%) on 04/06/2026

    For Sale TB8489139 - 800 SAINT PETERSBURG DR W, OLDSMAR, FL 34677 20 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1712
       Built: 1949   Tax: $3,631 (2025)
    Community: Oldsmar Rev Map
    Single Family


    Estimated Monthly Payment: $2,544 (change assumption)
    Mortgage ($2,241) + Taxes in 2025 ($303)


    Taxes:$3,631

    Elementary School: Oakhurst Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 347 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $429,00056 Days on yellowkey   MLS ID: TB8475491

    REDUCED by $20,000 (4.5%) on 04/05/2026

    For Sale TB8475491 - 347 COUNTRY CLUB DR, OLDSMAR, FL 34677 80 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1280
       Built: 1967   Tax: $1,515 (2024)
    Community: Oldsmar Country Club Estates Sec 1 Rep
    Single Family


    Estimated Monthly Payment: $2,477 (change assumption)
    Mortgage ($2,351) + Taxes in 2024 ($126)


    Taxes:$1,515

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 4931 TURTLE CREEK TRL, OLDSMAR, FL 34677

    $1,055,00022 Days on yellowkey   MLS ID: TB8487275

    REDUCED by $20,000 (1.9%) on 04/05/2026

    For Sale TB8487275 - 4931 TURTLE CREEK TRL, OLDSMAR, FL 34677 89 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3189
       Built: 1995
    Monthly Fee: $181
       Tax: $10,115 (2025)
    Community: Turtle Creek Unit-Three
    Single Family


    Estimated Monthly Payment: $6,805 (change assumption)
    Mortgage ($5,781) + Fees ($181) + Taxes in 2025 ($843)


    Taxes:$10,115

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1502 WOODSTREAM DR, OLDSMAR, FL 34677

    $689,000191 Days on yellowkey   MLS ID: TB8428089

    For Sale TB8428089 - 1502 WOODSTREAM DR, OLDSMAR, FL 34677 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2234
       Built: 1996
    Monthly Fee: $470
       Tax: $5,116 (2024)
    Community: Cross Creek - Unit Two
    Single Family


    Estimated Monthly Payment: $4,672 (change assumption)
    Mortgage ($3,775) + Fees ($470) + Taxes in 2024 ($426)


    Taxes:$5,116

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 501 LAKEVIEW DR, OLDSMAR, FL 34677

    $499,90068 Days on yellowkey   MLS ID: TB8470254

    For Sale TB8470254 - 501 LAKEVIEW DR, OLDSMAR, FL 34677 74 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1667
       Built: 1983
    Monthly Fee: $35
       Tax: $4,306 (2024)
    Community: Manors Of Forest Lakes The
    Single Family


    Estimated Monthly Payment: $3,133 (change assumption)
    Mortgage ($2,739) + Fees ($35) + Taxes in 2024 ($359)


    Taxes:$4,306

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN




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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.