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Oldsmar Single Family Homes For Sale - 97 homes

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

Location: Oldsmar

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  • 416 MAPLEWOOD DR, OLDSMAR, FL 34677

    $460,0007 Days on yellowkey   MLS ID: TB8527873

    For Sale TB8527873 - 416 MAPLEWOOD DR, OLDSMAR, FL 34677 68 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1395
       Built: 1977   Tax: $1,408 (2026)
    Community: Harbor Palms-Unit One
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,638 (change assumption)
    Mortgage ($2,520) + Taxes in 2026 ($117)


    Taxes:$1,408

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2026

    Middle School: Carwise Middle-PN


  • 1811 FOREST DR, OLDSMAR, FL 34677

    $429,00028 Days on yellowkey   MLS ID: TB8520312

    REDUCED by $10,000 (2.3%) on 07/14/2026

    For Sale TB8520312 - 1811 FOREST DR, OLDSMAR, FL 34677 37 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 2142
       Built: 1973   Tax: $1,463 (2024)
    Community: Harbor Palms-Unit Three
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,473 (change assumption)
    Mortgage ($2,351) + Taxes in 2024 ($122)


    Taxes:$1,463

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 412 SHORE DR E, OLDSMAR, FL 34677

    $2,700,00045 Days on yellowkey   MLS ID: TB8512698

    For Sale TB8512698 - 412 SHORE DR E, OLDSMAR, FL 34677 75 photos

    Bed: 5   Bath: 4.0   Gar: 4
    Liv Area Sq Ft: 4454
       Built: 1968   Tax: $15,354 (2025)
    Community: Country Club Add To Oldsmar Rev
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $16,074 (change assumption)
    Mortgage ($14,794) + Taxes in 2025 ($1,280)


    Taxes:$15,354

    Elementary School: Oldsmar Elementary-PN

    High School: None

    Tax Year: 2025

    Middle School: Oak Grove Middle-PN


  • 347 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $419,000156 Days on yellowkey   MLS ID: TB8475491

    REDUCED by $10,000 (2.3%) on 06/29/2026

    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: $2,422 (change assumption)
    Mortgage ($2,296) + 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


  • 442 EVERGREEN DR, OLDSMAR, FL 34677

    $354,50031 Days on yellowkey   MLS ID: TB8517079

    REDUCED by $500 (0.1%) on 07/02/2026

    For Sale TB8517079 - 442 EVERGREEN DR, OLDSMAR, FL 34677 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1190
       Built: 1979   Tax: $5,386 (2025)
    Community: Harbor Palms Unit Eleven Lot 451
    Single Family


    Estimated Monthly Payment: $2,391 (change assumption)
    Mortgage ($1,942) + Taxes in 2025 ($449)


    Taxes:$5,386

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 2055 DIAMOND CT, OLDSMAR, FL 34677

    $1,150,00028 Days on yellowkey   MLS ID: TB8520799

    0 Days Off yellowkey (back on 6/23/2026)

    For Sale TB8520799 - 2055 DIAMOND CT, OLDSMAR, FL 34677 72 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3237
       Built: 1996
    Monthly Fee: $142
       Tax: $8,014 (2025)
    Community: Diamond Crest
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,111 (change assumption)
    Mortgage ($6,301) + Fees ($142) + Taxes in 2025 ($668)


    Taxes:$8,014

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1469 RIVERDALE DR, OLDSMAR, FL 34677

    $624,99913 Days on yellowkey   MLS ID: TB8521939

    For Sale TB8521939 - 1469 RIVERDALE DR, OLDSMAR, FL 34677 53 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1890
       Built: 1992
    Monthly Fee: $470
       Tax: $4,870 (2025)
    Community: Cross Creek
    Single Family


    Estimated Monthly Payment: $4,300 (change assumption)
    Mortgage ($3,425) + Fees ($470) + Taxes in 2025 ($406)


    Taxes:$4,870

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1815 DRIFTWOOD CIR S, OLDSMAR, FL 34677

    $427,50063 Days on yellowkey   MLS ID: W7885693

    REDUCED by $500 (0.1%) on 07/13/2026

    For Sale W7885693 - 1815 DRIFTWOOD CIR S, OLDSMAR, FL 34677 48 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1855
       Built: 1972   Tax: $2,731 (2025)
    Community: Harbor Palms-Unit Two
    Single Family


    Estimated Monthly Payment: $2,570 (change assumption)
    Mortgage ($2,342) + Taxes in 2025 ($228)


    Taxes:$2,731

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 3087 DUANE AVE, OLDSMAR, FL 34677

    $250,0007 Days on yellowkey   MLS ID: TB8527948

    For Sale TB8527948 - 3087 DUANE AVE, OLDSMAR, FL 34677 30 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1296
       Built: 1969   Tax: $4,131 (2024)
    Community: West Oldsmar Sec 1
    Single Family


    Estimated Monthly Payment: $1,714 (change assumption)
    Mortgage ($1,370) + Taxes in 2024 ($344)


    Taxes:$4,131

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 384 WINGATE CIR, OLDSMAR, FL 34677

    $579,00045 Days on yellowkey   MLS ID: TB8515031

    REDUCED by $5,999 (1.0%) on 07/13/2026

    For Sale TB8515031 - 384 WINGATE CIR, OLDSMAR, FL 34677 59 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: $4,004 (change assumption)
    Mortgage ($3,173) + 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


  • 3073 DUANE AVE, OLDSMAR, FL 34677

    $410,000333 Days on yellowkey   MLS ID: TB8417476

    5 Days Off yellowkey (back on 7/13/2026)

    REDUCED by $30,000 (6.8%) on 06/05/2026

    For Sale TB8417476 - 3073 DUANE AVE, OLDSMAR, FL 34677 43 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2122
       Built: 1973   Tax: $1,936 (2024)
    Community: West Oldsmar Sec 1
    Single Family


    Estimated Monthly Payment: $2,408 (change assumption)
    Mortgage ($2,247) + Taxes in 2024 ($161)


    Taxes:$1,936

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1745 OAK POND CT, OLDSMAR, FL 34677

    $629,0005 Days on yellowkey   MLS ID: TB8527516

    For Sale TB8527516 - 1745 OAK POND CT, OLDSMAR, FL 34677 15 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2324
       Built: 2000   Tax: $8,785 (2025)
    Community: Eastlake Oaks Ph 4
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,179 (change assumption)
    Mortgage ($3,446) + Taxes in 2025 ($732)


    Taxes:$8,785

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 101 BAYSIDE BLVD, OLDSMAR, FL 34677

    $375,0008 Days on yellowkey   MLS ID: TB8527353

    0 Days Off yellowkey (back on 7/12/2026)

    For Sale TB8527353 - 101 BAYSIDE BLVD, OLDSMAR, FL 34677 33 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1098
       Built: 1984   Tax: $4,617 (2025)
    Community: Bayside Meadows-Phase I
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,439 (change assumption)
    Mortgage ($2,055) + Taxes in 2025 ($385)


    Taxes:$4,617

    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

    $1,199,900185 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


  • 1206 SAWGRASS CT, OLDSMAR, FL 34677

    $397,00019 Days on yellowkey   MLS ID: TB8521459

    REDUCED by $2,000 (0.5%) on 07/12/2026

    For Sale TB8521459 - 1206 SAWGRASS CT, OLDSMAR, FL 34677 30 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1204
       Built: 1984
    Monthly Fee: $35
       Tax: $907 (2024)
    Community: Hamlets Of Forest Lakes The
    Single Family


    Estimated Monthly Payment: $2,286 (change assumption)
    Mortgage ($2,175) + Fees ($35) + Taxes in 2024 ($76)


    Taxes:$907

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 3138 PHOENIX AVE, OLDSMAR, FL 34677

    $1,525,0008 Days on yellowkey   MLS ID: TB8527279

    0 Days Off yellowkey (back on 7/11/2026)

    For Sale TB8527279 - 3138 PHOENIX AVE, OLDSMAR, FL 34677 54 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3218
       Built: 2021   Tax: $17,105 (2025)
    Community: West Oldsmar Sec 1
    Single Family


    Estimated Monthly Payment: $9,781 (change assumption)
    Mortgage ($8,356) + Taxes in 2025 ($1,425)


    Taxes:$17,105

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 416 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $385,000153 Days on yellowkey   MLS ID: TB8475710

    For Sale TB8475710 - 416 COUNTRY CLUB DR, OLDSMAR, FL 34677 29 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


  • 4995 CAMBERLEY LN, OLDSMAR, FL 34677

    $979,00021 Days on yellowkey   MLS ID: TB8523334

    For Sale TB8523334 - 4995 CAMBERLEY LN, OLDSMAR, FL 34677 57 photos

    Bed: 3   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 3410
       Built: 1989
    Monthly Fee: $255
       Tax: $8,168 (2025)
    Community: Aberdeen Unit One
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,300 (change assumption)
    Mortgage ($5,364) + Fees ($255) + Taxes in 2025 ($681)


    Taxes:$8,168

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4856 WESTCHESTER CT, OLDSMAR, FL 34677

    $579,00042 Days on yellowkey   MLS ID: TB8515993

    REDUCED by $10,000 (1.7%) on 06/30/2026

    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: $3,824 (change assumption)
    Mortgage ($3,173) + 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


  • 415 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $369,00037 Days on yellowkey   MLS ID: TB8517638

    REDUCED by $10,000 (2.6%) on 07/11/2026

    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: $2,314 (change assumption)
    Mortgage ($2,022) + 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




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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.