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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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  • 360 S WOODLANDS DR, OLDSMAR, FL 34677

    $414,900Listed 06/07/2026 8:35AM   MLS ID: TB8515718

    For Sale TB8515718 - 360 S WOODLANDS DR, OLDSMAR, FL 34677 33 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1590
       Built: 1979
    Monthly Fee: $340
       Tax: $5,335 (2025)
    Community: East Lake Woodlands Patio Homes
    Villa


    Estimated Monthly Payment: $3,058 (change assumption)
    Mortgage ($2,273) + Fees ($340) + Taxes in 2025 ($445)


    Taxes:$5,335

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 119 BRENT CIR, OLDSMAR, FL 34677

    $525,0005 Days on yellowkey   MLS ID: TB8504789

    For Sale TB8504789 - 119 BRENT CIR, OLDSMAR, FL 34677 64 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 1834
       Built: 2004
    Monthly Fee: $473
       Tax: $8,403 (2025)
    Community: Seaside Estates
    Townhouse


    Estimated Monthly Payment: $4,050 (change assumption)
    Mortgage ($2,877) + Fees ($473) + Taxes in 2025 ($700)


    Taxes:$8,403

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 2005 HUDSON CT, OLDSMAR, FL 34677

    $310,0008 Days on yellowkey   MLS ID: W7886259

    REDUCED by $5,000 (1.6%) on 06/06/2026

    For Sale W7886259 - 2005 HUDSON CT, OLDSMAR, FL 34677 44 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1170
       Built: 1982   Tax: $923 (2025)
    Community: Bayside Meadows Ph Ii
    Single Family


    Estimated Monthly Payment: $1,776 (change assumption)
    Mortgage ($1,699) + Taxes in 2025 ($77)


    Taxes:$923

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1007 STATE ST E, OLDSMAR, FL 34677

    $695,0001 Day on yellowkey   MLS ID: TB8513144

    For Sale TB8513144 - 1007 STATE ST E, OLDSMAR, FL 34677 65 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2379
       Built: 1981   Tax: $5,901 (2025)
    Community: Country Club Add To Oldsmar Rev
    Single Family


    Estimated Monthly Payment: $4,300 (change assumption)
    Mortgage ($3,808) + Taxes in 2025 ($492)


    Taxes:$5,901

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 405 WOODS LANDING TRL, OLDSMAR, FL 34677

    $244,990153 Days on yellowkey   MLS ID: A4676677

    REDUCED by $4,910 (2.0%) on 05/26/2026

    SHORT SALE A4676677 - 405 WOODS LANDING TRL, OLDSMAR, FL 34677 37 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1200
       Built: 1984
    Monthly Fee: $591
       Tax: $2,370 (2024)
    Community: East Lake Woodlands Woods Landing Twnhms
    Townhouse


    Estimated Monthly Payment: $2,131 (change assumption)
    Mortgage ($1,342) + Fees ($591) + Taxes in 2024 ($197)


    Taxes:$2,370

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 1623 GRAY BARK DR, OLDSMAR, FL 34677

    $419,9009 Days on yellowkey   MLS ID: TB8512588

    REDUCED by $5,100 (1.2%) on 06/05/2026

    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: $2,841 (change assumption)
    Mortgage ($2,301) + 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


  • 347 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $429,000116 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


  • 117 BRENT CIR, OLDSMAR, FL 34677

    $475,0009 Days on yellowkey   MLS ID: TB8513394

    For Sale TB8513394 - 117 BRENT CIR, OLDSMAR, FL 34677 32 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 1834
       Built: 2004
    Monthly Fee: $473
       Tax: $4,404 (2025)
    Community: Seaside Estates
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $3,443 (change assumption)
    Mortgage ($2,603) + Fees ($473) + Taxes in 2025 ($367)


    Taxes:$4,404

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 380 ROSALIND LN, OLDSMAR, FL 34677

    $629,90016 Days on yellowkey   MLS ID: TB8510265

    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: $3,952 (change assumption)
    Mortgage ($3,451) + 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


  • 316 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $329,00023 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


  • 137 BRENT CIR, OLDSMAR, FL 34677

    $774,90072 Days on yellowkey   MLS ID: O6394251

    REDUCED by $24,100 (3.0%) on 05/13/2026

    For Sale O6394251 - 137 BRENT CIR, OLDSMAR, FL 34677 44 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 2309
       Built: 2002
    Monthly Fee: $473
       Tax: $5,236 (2025)
    Community: Seaside Estates
    Townhouse


    Estimated Monthly Payment: $5,155 (change assumption)
    Mortgage ($4,246) + Fees ($473) + Taxes in 2025 ($436)


    Taxes:$5,236

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: None


  • 219 BAY ARBOR BLVD, OLDSMAR, FL 34677

    $550,00051 Days on yellowkey   MLS ID: TB8498550

    REDUCED by $10,000 (1.8%) on 06/01/2026

    For Sale TB8498550 - 219 BAY ARBOR BLVD, OLDSMAR, FL 34677 45 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1873
       Built: 2000
    Monthly Fee: $100
       Tax: $7,973 (2025)
    Community: Bay Arbor Unit 1A
    Single Family


    Estimated Monthly Payment: $3,778 (change assumption)
    Mortgage ($3,014) + Fees ($100) + Taxes in 2025 ($664)


    Taxes:$7,973

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 138 BRENT CIR, OLDSMAR, FL 34677

    $725,00052 Days on yellowkey   MLS ID: TB8496402

    For Sale TB8496402 - 138 BRENT CIR, OLDSMAR, FL 34677 100 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2258
       Built: 2002
    Monthly Fee: $475
       Tax: $9,980 (2025)
    Community: Seaside Estates
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $5,279 (change assumption)
    Mortgage ($3,973) + Fees ($475) + Taxes in 2025 ($832)


    Taxes:$9,980

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 165 MOBBLY BAY DR, OLDSMAR, FL 34677

    $1,149,900256 Days on yellowkey   MLS ID: TB8430614

    REDUCED by $70,000 (5.7%) on 05/04/2026

    For Sale TB8430614 - 165 MOBBLY BAY DR, OLDSMAR, FL 34677 100 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3945
       Built: 2012
    Monthly Fee: $183
       Tax: $8,887 (2024)
    Community: Estuary Of Mobbly Bay
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,224 (change assumption)
    Mortgage ($6,301) + Fees ($183) + Taxes in 2024 ($741)


    Taxes:$8,887

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 100 ARBOR LN, OLDSMAR, FL 34677

    $570,0009 Days on yellowkey   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: $133
       Tax: $3,099 (2025)
    Community: East Lake Woodlands
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,514 (change assumption)
    Mortgage ($3,123) + Fees ($133) + Taxes in 2025 ($258)


    Taxes:$3,099

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 384 WINGATE CIR, OLDSMAR, FL 34677

    $599,0005 Days on yellowkey   MLS ID: TB8515031

    For Sale TB8515031 - 384 WINGATE CIR, OLDSMAR, FL 34677 56 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: $4,114 (change assumption)
    Mortgage ($3,282) + 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


  • 417 DOLPHIN DR S, OLDSMAR, FL 34677

    $269,00037 Days on yellowkey   MLS ID: TB8504194

    For Sale TB8504194 - 417 DOLPHIN DR S, OLDSMAR, FL 34677 54 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1253
       Built: 1985
    Monthly Fee: $70
       Tax: $3,616 (2025)
    Community: Gull-Aire Village
    Manufactured Home


    Estimated Monthly Payment: $1,845 (change assumption)
    Mortgage ($1,474) + Fees ($70) + Taxes in 2025 ($301)


    Taxes:$3,616

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2272 WARWICK DR, OLDSMAR, FL 34677

    $699,90040 Days on yellowkey   MLS ID: TB8502055

    REDUCED by $25,100 (3.5%) on 06/02/2026

    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: $4,225 (change assumption)
    Mortgage ($3,835) + 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


  • 304 WOODLAKE WYNDE #304, OLDSMAR, FL 34677

    $164,90038 Days on yellowkey   MLS ID: TB8498051

    REDUCED by $5,000 (2.9%) on 05/29/2026

    For Sale TB8498051 - 304 WOODLAKE WYNDE #304, OLDSMAR, FL 34677 23 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 674
       Built: 1985
    Monthly Fee: $418
       Tax: $2,403 (2025)
    Community: East Lake Woodlands Woodlake Run
    Condo


    Estimated Monthly Payment: $1,522 (change assumption)
    Mortgage ($904) + Fees ($418) + Taxes in 2025 ($200)


    Taxes:$2,403

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 10 ARBOR LN, OLDSMAR, FL 34677

    $669,0001 Day on yellowkey   MLS ID: TB8516041

    For Sale TB8516041 - 10 ARBOR LN, OLDSMAR, FL 34677 57 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2318
       Built: 1979
    Monthly Fee: $148
       Tax: $9,038 (2025)
    Community: East Lake Woodlands
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,567 (change assumption)
    Mortgage ($3,666) + Fees ($148) + Taxes in 2025 ($753)


    Taxes:$9,038

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    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.