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Oldsmar Homes For Sale & Real Estate - 217 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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  • 417 DOLPHIN DR S, OLDSMAR, FL 34677

    $269,00043 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


  • 206 BEDFORD ST, OLDSMAR, FL 34677

    $359,700182 Days on yellowkey   MLS ID: TB8455925

    SHORT SALE TB8455925 - 206 BEDFORD ST, OLDSMAR, FL 34677 51 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1274
       Built: 1988   Tax: $3,766 (2025)
    Community: Oldsmar Rev Map
    Single Family


    Estimated Monthly Payment: $2,285 (change assumption)
    Mortgage ($1,971) + Taxes in 2025 ($314)


    Taxes:$3,766

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 307 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $349,95046 Days on yellowkey   MLS ID: TB8502335

    REDUCED by $27,950 (7.4%) on 05/25/2026

    For Sale TB8502335 - 307 COUNTRY CLUB DR, OLDSMAR, FL 34677 31 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1670
       Built: 1960   Tax: $3,567 (2025)
    Community: Oldsmar Country Club Estates Sec 3
    Single Family


    Estimated Monthly Payment: $2,215 (change assumption)
    Mortgage ($1,917) + Taxes in 2025 ($297)


    Taxes:$3,567

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 140 HUNTER LAKE DR #8C, OLDSMAR, FL 34677

    $134,90053 Days on yellowkey   MLS ID: TB8500198

    REDUCED by $15,000 (10.0%) on 06/10/2026

    For Sale TB8500198 - 140 HUNTER LAKE DR #8C, OLDSMAR, FL 34677 82 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 915
       Built: 2025
    Monthly Fee: $666
       Tax: $350 (2025)
    Community: Gardens Forest Lakes
    Condo


    Estimated Monthly Payment: $1,434 (change assumption)
    Mortgage ($739) + Fees ($666) + Taxes in 2025 ($29)


    Taxes:$350

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 204 WINDWARD PL #36, OLDSMAR, FL 34677

    $188,00073 Days on yellowkey   MLS ID: A4686982

    REDUCED by $7,000 (3.6%) on 06/11/2026

    For Sale A4686982 - 204 WINDWARD PL #36, OLDSMAR, FL 34677 38 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 879
       Built: 1984   Tax: $3,166 (2025)
    Community: Meadows Condo At East Lake Woodlands
    Condo


    Estimated Monthly Payment: $1,294 (change assumption)
    Mortgage ($1,030) + Taxes in 2025 ($264)


    Taxes:$3,166

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 634 TIMBER BAY CIRCLE W, OLDSMAR, FL 34677

    $321,50081 Days on yellowkey   MLS ID: TB8489706

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

    REDUCED by $3,400 (1.0%) on 04/24/2026

    For Sale TB8489706 - 634 TIMBER BAY CIRCLE W, OLDSMAR, FL 34677 27 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1056
       Built: 1985   Tax: $4,283 (2025)
    Community: Shoreview Phase 2 Blk 6, Lot 3
    Single Family


    Estimated Monthly Payment: $2,119 (change assumption)
    Mortgage ($1,762) + Taxes in 2025 ($357)


    Taxes:$4,283

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 108 WOODLANDS CT #108, OLDSMAR, FL 34677

    $199,0003 Days on yellowkey   MLS ID: TB8514193

    For Sale TB8514193 - 108 WOODLANDS CT #108, OLDSMAR, FL 34677 31 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1151
       Built: 1981   Tax: $2,378 (2025)
    Community: East Lake Woodlands Condo Unit 7
    Spa: Yes

    Condo


    Estimated Monthly Payment: $1,289 (change assumption)
    Mortgage ($1,090) + Taxes in 2025 ($198)


    Taxes:$2,378

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 415 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $399,0003 Days on yellowkey   MLS ID: TB8517638

    For Sale TB8517638 - 415 COUNTRY CLUB DR, OLDSMAR, FL 34677 22 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1748
       Built: 1959   Tax: $3,505 (2024)
    Community: Oldsmar Country Club Estates Sec 2
    Single Family


    Estimated Monthly Payment: $2,478 (change assumption)
    Mortgage ($2,186) + Taxes in 2024 ($292)


    Taxes:$3,505

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: John Hopkins Middle-PN


  • 1260 CLAYS TRL, OLDSMAR, FL 34677

    $265,0003 Days on yellowkey   MLS ID: TB8514482

    For Sale TB8514482 - 1260 CLAYS TRL, OLDSMAR, FL 34677 72 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1450
       Built: 1993   Tax: $1,675 (2025)
    Community: East Lake Woodlands
    Condo


    Estimated Monthly Payment: $1,592 (change assumption)
    Mortgage ($1,452) + Taxes in 2025 ($140)


    Taxes:$1,675

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Largo Middle-PN


  • 629 BAY LAKE TRL, OLDSMAR, FL 34677

    $350,0003 Days on yellowkey   MLS ID: TB8517300

    For Sale TB8517300 - 629 BAY LAKE TRL, OLDSMAR, FL 34677 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1338
       Built: 1984   Tax: $4,224 (2025)
    Community: Shoreview Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,270 (change assumption)
    Mortgage ($1,918) + Taxes in 2025 ($352)


    Taxes:$4,224

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 10 LESLEY LN, OLDSMAR, FL 34677

    $299,00050 Days on yellowkey   MLS ID: TB8501611

    REDUCED by $11,000 (3.5%) on 05/23/2026

    For Sale TB8501611 - 10 LESLEY LN, OLDSMAR, FL 34677 44 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1250
       Built: 1982
    Monthly Fee: $451
       Tax: $3,869 (2025)
    Community: Quail Forest Cluster Homes
    Spa: No

    Villa


    Estimated Monthly Payment: $2,412 (change assumption)
    Mortgage ($1,638) + Fees ($451) + Taxes in 2025 ($322)


    Taxes:$3,869

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 347 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $429,000122 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


  • 258 PELICAN DR N, OLDSMAR, FL 34677

    $259,90025 Days on yellowkey   MLS ID: TB8508713

    For Sale TB8508713 - 258 PELICAN DR N, OLDSMAR, FL 34677 51 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1471
       Built: 1995
    Monthly Fee: $70
       Tax: $757 (2025)
    Community: Gull-Aire Village
    Manufactured Home


    Estimated Monthly Payment: $1,557 (change assumption)
    Mortgage ($1,424) + Fees ($70) + Taxes in 2025 ($63)


    Taxes:$757

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 228 TARPON LN, OLDSMAR, FL 34677

    $269,00036 Days on yellowkey   MLS ID: TB8506652

    For Sale TB8506652 - 228 TARPON LN, OLDSMAR, FL 34677 28 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1686
       Built: 1991
    Monthly Fee: $70
       Tax: $2,143 (2025)
    Community: Gull-Aire Village
    Manufactured Home


    Estimated Monthly Payment: $1,723 (change assumption)
    Mortgage ($1,474) + Fees ($70) + Taxes in 2025 ($179)


    Taxes:$2,143

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1811 DRIFTWOOD CIR S, OLDSMAR, FL 34677

    $370,00085 Days on yellowkey   MLS ID: TB8488580

    REDUCED by $10,000 (2.6%) on 04/23/2026

    For Sale TB8488580 - 1811 DRIFTWOOD CIR S, OLDSMAR, FL 34677 34 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1248
       Built: 1973   Tax: $1,036 (2025)
    Community: Harbor Palms-Unit Two
    Single Family


    Estimated Monthly Payment: $2,114 (change assumption)
    Mortgage ($2,027) + Taxes in 2025 ($86)


    Taxes:$1,036

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4856 WESTCHESTER CT, OLDSMAR, FL 34677

    $589,0008 Days on yellowkey   MLS ID: TB8515993

    For Sale TB8515993 - 4856 WESTCHESTER CT, OLDSMAR, FL 34677 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2184
       Built: 1996
    Monthly Fee: $295
       Tax: $4,281 (2025)
    Community: Kingsmill
    Single Family


    Estimated Monthly Payment: $3,879 (change assumption)
    Mortgage ($3,227) + Fees ($295) + Taxes in 2025 ($357)


    Taxes:$4,281

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 141 LAKEVIEW WAY, OLDSMAR, FL 34677

    $163,00099 Days on yellowkey   MLS ID: TB8483907

    REDUCED by $6,000 (3.6%) on 06/10/2026

    For Sale TB8483907 - 141 LAKEVIEW WAY, OLDSMAR, FL 34677 28 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1094
       Built: 1980   Tax: $3,466 (2025)
    Community: East Lake Woodlands
    Spa: No

    Condo


    Estimated Monthly Payment: $1,182 (change assumption)
    Mortgage ($893) + Taxes in 2025 ($289)


    Taxes:$3,466

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 317 SHORE DR E, OLDSMAR, FL 34677

    $484,700135 Days on yellowkey   MLS ID: FC315737

    REDUCED by $4,970 (1.0%) on 04/21/2026

    For Sale FC315737 - 317 SHORE DR E, OLDSMAR, FL 34677 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1660
       Built: 2000   Tax: $6,929 (2024)
    Community: Country Club Add To Oldsmar Rev
    Single Family


    Estimated Monthly Payment: $3,233 (change assumption)
    Mortgage ($2,656) + Taxes in 2024 ($577)


    Taxes:$6,929

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2031 DOVER CT, OLDSMAR, FL 34677

    $255,00053 Days on yellowkey   MLS ID: TB8500444

    REDUCED by $10,000 (3.8%) on 06/09/2026

    SHORT SALE TB8500444 - 2031 DOVER CT, OLDSMAR, FL 34677 33 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1215
       Built: 1982
    Monthly Fee: $160
       Tax: $4,212 (2025)
    Community: Bayside Meadows Ph Ii
    Villa


    Estimated Monthly Payment: $1,908 (change assumption)
    Mortgage ($1,397) + Fees ($160) + Taxes in 2025 ($351)


    Taxes:$4,212

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 80 LANCE CT, OLDSMAR, FL 34677

    $219,000112 Days on yellowkey   MLS ID: TB8477775

    REDUCED by $6,000 (2.7%) on 06/08/2026

    For Sale TB8477775 - 80 LANCE CT, OLDSMAR, FL 34677 21 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1250
       Built: 1981
    Monthly Fee: $440
       Tax: $1,851 (2025)
    Community: East Lake Woodlands
    Villa


    Estimated Monthly Payment: $1,794 (change assumption)
    Mortgage ($1,200) + Fees ($440) + Taxes in 2025 ($154)


    Taxes:$1,851

    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.