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Oldsmar Homes For Sale & Real Estate - 177 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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  • 545 LAKE CYPRESS CIR, OLDSMAR, FL 34677

    $495,00040 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

    $525,00013 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


  • 800 SAINT PETERSBURG DR W, OLDSMAR, FL 34677

    $409,00024 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


  • 405 WOODS LANDING TRL, OLDSMAR, FL 34677

    $255,00099 Days on yellowkey   MLS ID: A4676677

    REDUCED by $5,000 (1.9%) on 04/06/2026

    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: $2,186 (change assumption)
    Mortgage ($1,397) + 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


  • 347 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $429,00062 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


  • 101 DOLPHIN DR N, OLDSMAR, FL 34677

    $244,900157 Days on yellowkey   MLS ID: TB8444809

    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
    Manufactured Home


    Estimated Monthly Payment: $1,460 (change assumption)
    Mortgage ($1,342) + 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


  • 1502 WOODSTREAM DR, OLDSMAR, FL 34677

    $689,000197 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

    $499,90074 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


  • 317 SHORE DR E, OLDSMAR, FL 34677

    $489,67075 Days on yellowkey   MLS ID: FC315737

    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: $3,260 (change assumption)
    Mortgage ($2,683) + Taxes in 2024 ($577)


    Taxes:$6,929

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1802 CHINABERRY DR, OLDSMAR, FL 34677

    $369,000176 Days on yellowkey   MLS ID: TB8439498

    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
    Single Family


    Estimated Monthly Payment: $2,094 (change assumption)
    Mortgage ($2,022) + Taxes in 2024 ($72)


    Taxes:$865

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 129 CAMPHOR CIR #C, OLDSMAR, FL 34677

    $180,00063 Days on yellowkey   MLS ID: TB8474438

    For Sale TB8474438 - 129 CAMPHOR CIR #C, OLDSMAR, FL 34677 55 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 915
       Built: 1986   Tax: $170 (2025)
    Community: Gardens Of Forest Lakes Condo The
    Condo


    Estimated Monthly Payment: $1,000 (change assumption)
    Mortgage ($986) + Taxes in 2025 ($14)


    Taxes:$170

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 219 PALMETTO CT, OLDSMAR, FL 34677

    $182,00092 Days on yellowkey   MLS ID: TB8463698

    For Sale TB8463698 - 219 PALMETTO CT, OLDSMAR, FL 34677 26 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1054
       Built: 1980   Tax: $3,045 (2024)
    Community: East Lake Woodlands Cypress Estates
    Condo


    Estimated Monthly Payment: $1,251 (change assumption)
    Mortgage ($997) + Taxes in 2024 ($254)


    Taxes:$3,045

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 375 WELLINGTON AVE, OLDSMAR, FL 34677

    $1,299,00011 Days on yellowkey   MLS ID: TB8492687

    For Sale TB8492687 - 375 WELLINGTON AVE, OLDSMAR, FL 34677 73 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2624
       Built: 1993   Tax: $14,951 (2025)
    Community: Country Club Add To Oldsmar Rev
    Single Family


    Estimated Monthly Payment: $8,364 (change assumption)
    Mortgage ($7,118) + Taxes in 2025 ($1,246)


    Taxes:$14,951

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1811 FOREST DR, OLDSMAR, FL 34677

    $510,00019 Days on yellowkey   MLS ID: TB8491038

    REDUCED by $5,000 (1.0%) on 04/03/2026

    For Sale TB8491038 - 1811 FOREST DR, OLDSMAR, FL 34677 37 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 2142
       Built: 1973   Tax: $6,771 (2025)
    Community: Harbor Palms-Unit Three
    Single Family


    Estimated Monthly Payment: $3,359 (change assumption)
    Mortgage ($2,794) + Taxes in 2025 ($564)


    Taxes:$6,771

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 2020 DOVER CT, OLDSMAR, FL 34677

    $255,00021 Days on yellowkey   MLS ID: TB8486084

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

    For Sale TB8486084 - 2020 DOVER CT, OLDSMAR, FL 34677 32 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1143
       Built: 1983
    Monthly Fee: $160
       Tax: $588 (2025)
    Community: Bayside Meadows Ph Ii
    Villa


    Estimated Monthly Payment: $1,606 (change assumption)
    Mortgage ($1,397) + Fees ($160) + Taxes in 2025 ($49)


    Taxes:$588

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 465 HOLLY HILL RD, OLDSMAR, FL 34677

    $650,00029 Days on yellowkey   MLS ID: TB8486777

    0 Days Off yellowkey (back on 3/20/2026)

    For Sale TB8486777 - 465 HOLLY HILL RD, OLDSMAR, FL 34677 62 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2324
       Built: 1985
    Monthly Fee: $148
       Tax: $3,265 (2025)
    Community: East Lake Woodlands
    Single Family


    Estimated Monthly Payment: $3,982 (change assumption)
    Mortgage ($3,562) + Fees ($148) + Taxes in 2025 ($272)


    Taxes:$3,265

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1001 STARBOARD CT, OLDSMAR, FL 34677

    $534,90013 Days on yellowkey   MLS ID: TB8492967

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

    For Sale TB8492967 - 1001 STARBOARD CT, OLDSMAR, FL 34677 98 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1928
       Built: 2019
    Monthly Fee: $580
       Tax: $5,109 (2025)
    Community: Bayside Terrace
    Townhouse


    Estimated Monthly Payment: $3,937 (change assumption)
    Mortgage ($2,931) + Fees ($580) + Taxes in 2025 ($426)


    Taxes:$5,109

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 240 CYPRESS LN #240, OLDSMAR, FL 34677

    $254,90046 Days on yellowkey   MLS ID: TB8481270

    For Sale TB8481270 - 240 CYPRESS LN #240, OLDSMAR, FL 34677 32 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1054
       Built: 1980   Tax: $3,193 (2025)
    Community: East Lake Woodlands Cypress Estates
    Condo


    Estimated Monthly Payment: $1,663 (change assumption)
    Mortgage ($1,397) + Taxes in 2025 ($266)


    Taxes:$3,193

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 416 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $385,00059 Days on yellowkey   MLS ID: TB8475710

    For Sale TB8475710 - 416 COUNTRY CLUB DR, OLDSMAR, FL 34677 34 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1293
       Built: 1959   Tax: $644 (2025)
    Community: Oldsmar Country Club Estates Sec 2
    Single Family


    Estimated Monthly Payment: $2,163 (change assumption)
    Mortgage ($2,110) + Taxes in 2025 ($54)


    Taxes:$644

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 110 DEERPATH DR, OLDSMAR, FL 34677

    $1,199,90091 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
    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




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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.