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Oldsmar Homes For Sale & Real Estate - 214 homes

Oldsmar homes for sale are located in Pinellas County, Florida. Find homes in Oldsmar for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Oldsmar houses.

Location: Oldsmar

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  • 4738 PEBBLE BROOK DR, OLDSMAR, FL 34677

    $535,000142 Days on yellowkey   MLS ID: TB8460875

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

    REDUCED by $14,000 (2.6%) on 04/22/2026

    For Sale TB8460875 - 4738 PEBBLE BROOK DR, OLDSMAR, FL 34677 42 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1938
       Built: 1996
    Monthly Fee: $470
       Tax: $4,041 (2025)
    Community: Cross Creek - Unit Two
    Single Family


    Estimated Monthly Payment: $3,738 (change assumption)
    Mortgage ($2,931) + Fees ($470) + Taxes in 2025 ($337)


    Taxes:$4,041

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 101 DOLPHIN DR N, OLDSMAR, FL 34677

    $225,000200 Days on yellowkey   MLS ID: TB8444809

    REDUCED by $19,900 (8.1%) on 05/07/2026

    For Sale TB8444809 - 101 DOLPHIN DR N, OLDSMAR, FL 34677 34 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1573
       Built: 1989
    Monthly Fee: $70
       Tax: $582 (2024)
    Community: Gull-Aire Village
    Spa: No

    Manufactured Home


    Estimated Monthly Payment: $1,351 (change assumption)
    Mortgage ($1,233) + Fees ($70) + Taxes in 2024 ($49)


    Taxes:$582

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 400 SHORE DR E, OLDSMAR, FL 34677

    $1,000,00095 Days on yellowkey   MLS ID: TB8478151

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

    For Sale TB8478151 - 400 SHORE DR E, OLDSMAR, FL 34677 22 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1890
       Built: 1957   Tax: $3,995 (2025)
    Community: Country Club Add To Oldsmar Rev
    Single Family


    Estimated Monthly Payment: $5,812 (change assumption)
    Mortgage ($5,479) + Taxes in 2025 ($333)


    Taxes:$3,995

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1802 CHINABERRY DR, OLDSMAR, FL 34677

    $375,000219 Days on yellowkey   MLS ID: TB8439498

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

    INCREASED by $6,000 (1.6%) on 04/30/2026

    For Sale TB8439498 - 1802 CHINABERRY DR, OLDSMAR, FL 34677 34 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1358
       Built: 1972   Tax: $865 (2024)
    Community: Harbor Palms-Unit One
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,127 (change assumption)
    Mortgage ($2,055) + Taxes in 2024 ($72)


    Taxes:$865

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 124 LOBLOLLY CT #D, OLDSMAR, FL 34677

    $155,00071 Days on yellowkey   MLS ID: TB8487484

    REDUCED by $5,000 (3.1%) on 05/07/2026

    For Sale TB8487484 - 124 LOBLOLLY CT #D, OLDSMAR, FL 34677 15 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 915
       Built: 1986
    Monthly Fee: $665
       Tax: $2,239 (2025)
    Community: Gardens Of Forest Lakes Condo The
    Condo


    Estimated Monthly Payment: $1,701 (change assumption)
    Mortgage ($849) + Fees ($665) + Taxes in 2025 ($187)


    Taxes:$2,239

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 403 BLUE MARLIN DR, OLDSMAR, FL 34677

    $184,000210 Days on yellowkey   MLS ID: TB8442487

    REDUCED by $5,000 (2.6%) on 05/07/2026

    For Sale TB8442487 - 403 BLUE MARLIN DR, OLDSMAR, FL 34677 38 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1078
       Built: 1993
    Monthly Fee: $70

    Community: Gull-Aire Village
    Manufactured Home


    Estimated Monthly Payment: $1,078 (change assumption)
    Mortgage ($1,008) + Fees ($70) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 549 LONGWOOD CIR, OLDSMAR, FL 34677

    $525,00021 Days on yellowkey   MLS ID: A4692285

    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: $3,351 (change assumption)
    Mortgage ($2,877) + Fees ($30) + Taxes in 2025 ($445)


    Taxes:$5,336

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 121 LOBLOLLY CT #C, OLDSMAR, FL 34677

    $161,90021 Days on yellowkey   MLS ID: A4692680

    For Sale A4692680 - 121 LOBLOLLY CT #C, OLDSMAR, FL 34677 7 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 915
       Built: 1987
    Monthly Fee: $635
       Tax: $2,263 (2025)
    Community: Gardens Of Forest Lakes Condo The
    Condo


    Estimated Monthly Payment: $1,711 (change assumption)
    Mortgage ($887) + Fees ($635) + Taxes in 2025 ($189)


    Taxes:$2,263

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 436 LAFAYETTE BLVD, OLDSMAR, FL 34677

    $700,000300 Days on yellowkey   MLS ID: TB8412856

    For Sale TB8412856 - 436 LAFAYETTE BLVD, OLDSMAR, FL 34677 56 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2695
       Built: 1994   Tax: $10,665 (2024)
    Community: Oldsmar Rev Map
    Single Family


    Estimated Monthly Payment: $4,724 (change assumption)
    Mortgage ($3,836) + Taxes in 2024 ($889)


    Taxes:$10,665

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 200 LEE ST, OLDSMAR, FL 34677

    $1,450,00022 Days on yellowkey   MLS ID: TB8505047

    For Sale TB8505047 - 200 LEE ST, OLDSMAR, FL 34677 1 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1250
       Built: 1957   Tax: $4,470 (2025)
    Community: Oldsmar Rev Map
    Single Family


    Estimated Monthly Payment: $8,318 (change assumption)
    Mortgage ($7,945) + Taxes in 2025 ($373)


    Taxes:$4,470

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1734 MAPLELEAF BLVD, OLDSMAR, FL 34677

    $515,00056 Days on yellowkey   MLS ID: TB8492116

    3 Days Off yellowkey (back on 5/5/2026)

    REDUCED by $10,000 (1.9%) on 04/23/2026

    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: $3,234 (change assumption)
    Mortgage ($2,822) + 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


  • 403 E TUSCAN LN E, OLDSMAR, FL 34677

    $330,000403 Days on yellowkey   MLS ID: TB8376561

    1 Days Off yellowkey (back on 1/14/2026)

    For Sale TB8376561 - 403 E TUSCAN LN E, OLDSMAR, FL 34677 27 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1525
       Built: 2015
    Monthly Fee: $333
       Tax: $5,075 (2024)
    Community: Tuscany Woods South
    Townhouse


    Estimated Monthly Payment: $2,564 (change assumption)
    Mortgage ($1,808) + Fees ($333) + Taxes in 2024 ($423)


    Taxes:$5,075

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 106 LAKESIDE CT, OLDSMAR, FL 34677

    $158,000419 Days on yellowkey   MLS ID: TB8350281

    REDUCED by $2,000 (1.3%) on 04/14/2026

    For Sale TB8350281 - 106 LAKESIDE CT, OLDSMAR, FL 34677 13 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1094
       Built: 1981   Tax: $2,932 (2024)
    Community: East Lake Woodlands Condo
    Condo


    Estimated Monthly Payment: $1,110 (change assumption)
    Mortgage ($866) + Taxes in 2024 ($244)


    Taxes:$2,932

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 388 COUNTRYSIDE KEY BLVD, OLDSMAR, FL 34677

    $246,00096 Days on yellowkey   MLS ID: TB8478422

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

    For Sale TB8478422 - 388 COUNTRYSIDE KEY BLVD, OLDSMAR, FL 34677 33 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1105
       Built: 1997
    Monthly Fee: $433
       Tax: $1,771 (2025)
    Community: Countryside Key
    Townhouse


    Estimated Monthly Payment: $1,929 (change assumption)
    Mortgage ($1,348) + Fees ($433) + Taxes in 2025 ($148)


    Taxes:$1,771

    Elementary School: Curlew Creek Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 130 CYPRESS LN #130, OLDSMAR, FL 34677

    $160,00029 Days on yellowkey   MLS ID: TB8502597

    For Sale TB8502597 - 130 CYPRESS LN #130, OLDSMAR, FL 34677 30 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1054
       Built: 1980
    Monthly Fee: $571
       Tax: $2,571 (2025)
    Community: East Lake Woodlands Cypress Estates
    Condo


    Estimated Monthly Payment: $1,662 (change assumption)
    Mortgage ($877) + Fees ($571) + Taxes in 2025 ($214)


    Taxes:$2,571

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 103 CUTLASS WAY, OLDSMAR, FL 34677

    $345,00093 Days on yellowkey   MLS ID: TB8479354

    For Sale TB8479354 - 103 CUTLASS WAY, OLDSMAR, FL 34677 20 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1392
       Built: 2016
    Monthly Fee: $255
       Tax: $6,017 (2025)
    Community: Hayes Park Village
    Single Family


    Estimated Monthly Payment: $2,647 (change assumption)
    Mortgage ($1,890) + Fees ($255) + Taxes in 2025 ($501)


    Taxes:$6,017

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2159 WARWICK DR, OLDSMAR, FL 34677

    $800,00075 Days on yellowkey   MLS ID: TB8486224

    1 Days Off yellowkey (back on 5/4/2026)

    For Sale TB8486224 - 2159 WARWICK DR, OLDSMAR, FL 34677 56 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2673
       Built: 1996
    Monthly Fee: $133
       Tax: $6,682 (2025)
    Community: Warwick Hills
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,073 (change assumption)
    Mortgage ($4,383) + Fees ($133) + Taxes in 2025 ($557)


    Taxes:$6,682

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 405 HOLLY HILL RD, OLDSMAR, FL 34677

    $660,00027 Days on yellowkey   MLS ID: TB8503763

    0 Days Off yellowkey (back on 5/3/2026)

    For Sale TB8503763 - 405 HOLLY HILL RD, OLDSMAR, FL 34677 57 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2311
       Built: 1979
    Monthly Fee: $149
       Tax: $3,606 (2026)
    Community: East Lake Woodlands
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,066 (change assumption)
    Mortgage ($3,616) + Fees ($149) + Taxes in 2026 ($301)


    Taxes:$3,606

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2026

    Middle School: Carwise Middle-PN


  • 124 LOBLOLLY CT #H, OLDSMAR, FL 34677

    $157,00075 Days on yellowkey   MLS ID: TB8481313

    REDUCED by $3,000 (1.9%) on 05/03/2026

    For Sale TB8481313 - 124 LOBLOLLY CT #H, OLDSMAR, FL 34677 41 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 915
       Built: 1986
    Monthly Fee: $666
       Tax: $2,517 (2025)
    Community: The Gardens Of Forest Lakes Condo
    Condo


    Estimated Monthly Payment: $1,736 (change assumption)
    Mortgage ($860) + Fees ($666) + Taxes in 2025 ($210)


    Taxes:$2,517

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 140 HUNTER LAKE DR #G, OLDSMAR, FL 34677

    $174,94532 Days on yellowkey   MLS ID: TB8501829

    For Sale TB8501829 - 140 HUNTER LAKE DR #G, OLDSMAR, FL 34677 22 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 915
       Built: 1987   Tax: $2,836 (2025)
    Community: Gardens Of Forest Lakes Condo The
    Spa: Yes

    Condo


    Estimated Monthly Payment: $1,195 (change assumption)
    Mortgage ($959) + Taxes in 2025 ($236)


    Taxes:$2,836

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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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.