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Oldsmar Homes For Sale & Real Estate - 212 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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  • 382 ROSALIND LN, OLDSMAR, FL 34677

    $822,000308 Days on yellowkey   MLS ID: TB8408993

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

    For Sale TB8408993 - 382 ROSALIND LN, OLDSMAR, FL 34677 75 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3273
       Built: 2001
    Monthly Fee: $100
       Tax: $8,003 (2024)
    Community: Bay Arbor
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,271 (change assumption)
    Mortgage ($4,504) + Fees ($100) + Taxes in 2024 ($667)


    Taxes:$8,003

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 370 S WOODLANDS DR, OLDSMAR, FL 34677

    $369,999428 Days on yellowkey   MLS ID: TB8361268

    REDUCED by $27,400 (6.9%) on 05/01/2026

    For Sale TB8361268 - 370 S WOODLANDS DR, OLDSMAR, FL 34677 52 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1500
       Built: 1979
    Monthly Fee: $340
       Tax: $5,324 (2025)
    Community: East Lake Woodlands Patio Homes
    Spa: No

    Villa


    Estimated Monthly Payment: $2,811 (change assumption)
    Mortgage ($2,027) + Fees ($340) + Taxes in 2025 ($444)


    Taxes:$5,324

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 472 TROUT LN, OLDSMAR, FL 34677

    $195,900416 Days on yellowkey   MLS ID: TB8369073

    REDUCED by $10,000 (4.9%) on 04/30/2026

    For Sale TB8369073 - 472 TROUT LN, OLDSMAR, FL 34677 45 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1296
       Built: 1998
    Monthly Fee: $70
       Tax: $3,420 (2025)
    Community: Gull-Aire Village
    Manufactured Home


    Estimated Monthly Payment: $1,428 (change assumption)
    Mortgage ($1,073) + Fees ($70) + Taxes in 2025 ($285)


    Taxes:$3,420

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1806 FOREST DR, OLDSMAR, FL 34677

    $418,000205 Days on yellowkey   MLS ID: TB8442794

    1 Days Off yellowkey (back on 4/30/2026)

    For Sale TB8442794 - 1806 FOREST DR, OLDSMAR, FL 34677 24 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1539
       Built: 1973   Tax: $4,086 (2024)
    Community: Harbor Palms
    Single Family


    Estimated Monthly Payment: $2,631 (change assumption)
    Mortgage ($2,290) + Taxes in 2024 ($340)


    Taxes:$4,086

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 507 SHORE DR E, OLDSMAR, FL 34677

    $239,00065 Days on yellowkey   MLS ID: TB8488465

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

    For Sale TB8488465 - 507 SHORE DR E, OLDSMAR, FL 34677 8 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1237
       Built: 1972   Tax: $1,158 (2025)
    Community: Tampashores Bay Sec
    Single Family


    Estimated Monthly Payment: $1,406 (change assumption)
    Mortgage ($1,310) + Taxes in 2025 ($96)


    Taxes:$1,158

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 172 LAKEVIEW WAY #172, OLDSMAR, FL 34677

    $165,00043 Days on yellowkey   MLS ID: TB8496591

    For Sale TB8496591 - 172 LAKEVIEW WAY #172, OLDSMAR, FL 34677 31 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1094
       Built: 1980   Tax: $3,644 (2024)
    Community: East Lake Woodlands Condo
    Condo


    Estimated Monthly Payment: $1,208 (change assumption)
    Mortgage ($904) + Taxes in 2024 ($304)


    Taxes:$3,644

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 1820 DRIFTWOOD CIR N, OLDSMAR, FL 34677

    $379,900187 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


  • 1505 SUNSET WIND LOOP, OLDSMAR, FL 34677

    $390,00082 Days on yellowkey   MLS ID: W7883526

    For Sale W7883526 - 1505 SUNSET WIND LOOP, OLDSMAR, FL 34677 36 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1667
       Built: 2018
    Monthly Fee: $580
       Tax: $5,187 (2025)
    Community: Bayside Terrace
    Townhouse


    Estimated Monthly Payment: $3,149 (change assumption)
    Mortgage ($2,137) + Fees ($580) + Taxes in 2025 ($432)


    Taxes:$5,187

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 238 PELICAN DR N, OLDSMAR, FL 34677

    $199,000432 Days on yellowkey   MLS ID: TB8360914

    For Sale TB8360914 - 238 PELICAN DR N, OLDSMAR, FL 34677 50 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1286
       Built: 1983
    Monthly Fee: $70
       Tax: $2,285 (2025)
    Community: Gull-Aire Village
    Manufactured Home


    Estimated Monthly Payment: $1,351 (change assumption)
    Mortgage ($1,090) + Fees ($70) + Taxes in 2025 ($190)


    Taxes:$2,285

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 140 BRENT CIR, OLDSMAR, FL 34677

    $565,000204 Days on yellowkey   MLS ID: O6357016

    REDUCED by $35,000 (5.8%) on 04/11/2026

    For Sale O6357016 - 140 BRENT CIR, OLDSMAR, FL 34677 46 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 1791
       Built: 2002
    Monthly Fee: $475
       Tax: $3,527 (2024)
    Community: Seaside Estates
    Townhouse


    Estimated Monthly Payment: $3,865 (change assumption)
    Mortgage ($3,096) + Fees ($475) + Taxes in 2024 ($294)


    Taxes:$3,527

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 271 HEMINGWAY DR, OLDSMAR, FL 34677

    $380,000250 Days on yellowkey   MLS ID: TB8426952

    REDUCED by $5,000 (1.3%) on 04/28/2026

    For Sale TB8426952 - 271 HEMINGWAY DR, OLDSMAR, FL 34677 31 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1452
       Built: 1998
    Monthly Fee: $265
       Tax: $1,157 (2024)
    Community: Sun Ketch Twnhms At Cypress Lakes
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,444 (change assumption)
    Mortgage ($2,082) + Fees ($265) + Taxes in 2024 ($96)


    Taxes:$1,157

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 4766 STONEVIEW CIR, OLDSMAR, FL 34677

    $645,00057 Days on yellowkey   MLS ID: TB8487161

    4 Days Off yellowkey (back on 4/27/2026)

    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


  • 835 CHRISTINA CIR, OLDSMAR, FL 34677

    $485,00078 Days on yellowkey   MLS ID: TB8483303

    0 Days Off yellowkey (back on 4/26/2026)

    REDUCED by $14,999 (3.0%) on 04/11/2026

    For Sale TB8483303 - 835 CHRISTINA CIR, OLDSMAR, FL 34677 70 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1692
       Built: 1994
    Monthly Fee: $68
       Tax: $2,569 (2025)
    Community: Bays End
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,940 (change assumption)
    Mortgage ($2,657) + Fees ($68) + Taxes in 2025 ($214)


    Taxes:$2,569

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 110 DEERPATH DR, OLDSMAR, FL 34677

    $1,199,900130 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


  • 207 CYPRESS LN, OLDSMAR, FL 34677

    $180,00046 Days on yellowkey   MLS ID: TB8492844

    For Sale TB8492844 - 207 CYPRESS LN, OLDSMAR, FL 34677 25 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1054
       Built: 1980   Tax: $2,309 (2025)
    Community: East Lake Woodlands Cypress Estates
    Condo


    Estimated Monthly Payment: $1,179 (change assumption)
    Mortgage ($986) + Taxes in 2025 ($192)


    Taxes:$2,309

    Elementary School: None

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 402 SHORE DR W, OLDSMAR, FL 34677

    $849,00067 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


  • 401 PARK BLVD, OLDSMAR, FL 34677

    $1,150,000274 Days on yellowkey   MLS ID: TB8420002

    For Sale TB8420002 - 401 PARK BLVD, OLDSMAR, FL 34677 35 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3000
       Built: 2025   Tax: $2,064 (2024)
    Community: Oldsmar Rev Map
    Single Family


    Estimated Monthly Payment: $6,473 (change assumption)
    Mortgage ($6,301) + Taxes in 2024 ($172)


    Taxes:$2,064

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 83 PELICAN DR N, OLDSMAR, FL 34677

    $205,000128 Days on yellowkey   MLS ID: TB8465003

    REDUCED by $5,000 (2.4%) on 04/20/2026

    For Sale TB8465003 - 83 PELICAN DR N, OLDSMAR, FL 34677 40 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1056
       Built: 1985
    Monthly Fee: $70
       Tax: $3,045 (2025)
    Community: Gull-Aire Village
    Manufactured Home


    Estimated Monthly Payment: $1,447 (change assumption)
    Mortgage ($1,123) + Fees ($70) + Taxes in 2025 ($254)


    Taxes:$3,045

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 113 NINA WAY #113, OLDSMAR, FL 34677

    $199,900423 Days on yellowkey   MLS ID: TB8366634

    REDUCED by $25,100 (11.2%) on 04/23/2026

    For Sale TB8366634 - 113 NINA WAY #113, OLDSMAR, FL 34677 20 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1094
       Built: 1979   Tax: $2,895 (2024)
    Community: East Lake Woodlands Condo
    Spa: No

    Condo


    Estimated Monthly Payment: $1,337 (change assumption)
    Mortgage ($1,095) + Taxes in 2024 ($241)


    Taxes:$2,895

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4007 PALM KEY AVE, OLDSMAR, FL 34677

    $629,000228 Days on yellowkey   MLS ID: TB8435073

    REDUCED by $10,000 (1.6%) on 04/22/2026

    For Sale TB8435073 - 4007 PALM KEY AVE, OLDSMAR, FL 34677 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2587
       Built: 2019
    Monthly Fee: $580
       Tax: $7,398 (2024)
    Community: Bayside Terrace
    Townhouse


    Estimated Monthly Payment: $4,643 (change assumption)
    Mortgage ($3,446) + Fees ($580) + Taxes in 2024 ($617)


    Taxes:$7,398

    Elementary School: None

    High School: None

    Tax Year: 2024

    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.