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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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  • 165 MOBBLY BAY DR, OLDSMAR, FL 34677

    $1,239,900202 Days on yellowkey   MLS ID: TB8430614

    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
    Single Family


    Estimated Monthly Payment: $7,717 (change assumption)
    Mortgage ($6,794) + 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


  • 9009 PALM KEY AVE, OLDSMAR, FL 34677

    $674,90097 Days on yellowkey   MLS ID: TB8461356

    For Sale TB8461356 - 9009 PALM KEY AVE, OLDSMAR, FL 34677 44 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2587
       Built: 2018
    Monthly Fee: $580
       Tax: $6,740 (2025)
    Community: Bayside Terrace
    Townhouse


    Estimated Monthly Payment: $4,840 (change assumption)
    Mortgage ($3,698) + Fees ($580) + Taxes in 2025 ($562)


    Taxes:$6,740

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 507 SHORE DR E, OLDSMAR, FL 34677

    $239,00026 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


  • 271 HEMINGWAY DR, OLDSMAR, FL 34677

    $385,000211 Days on yellowkey   MLS ID: TB8426952

    REDUCED by $4,000 (1.0%) on 04/02/2026

    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
    Townhouse


    Estimated Monthly Payment: $2,471 (change assumption)
    Mortgage ($2,110) + 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


  • 219 CYPRESS CT #219, OLDSMAR, FL 34677

    $185,000103 Days on yellowkey   MLS ID: TB8460111

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

    For Sale TB8460111 - 219 CYPRESS CT #219, OLDSMAR, FL 34677 38 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1054
       Built: 1980
    Monthly Fee: $586
       Tax: $2,893 (2025)
    Community: East Lake Woodlands Cypress Estates
    Condo


    Estimated Monthly Payment: $1,841 (change assumption)
    Mortgage ($1,014) + Fees ($586) + Taxes in 2025 ($241)


    Taxes:$2,893

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1705 IRONWOOD CT E, OLDSMAR, FL 34677

    $330,00032 Days on yellowkey   MLS ID: TB8486052

    REDUCED by $5,000 (1.5%) on 04/02/2026

    For Sale TB8486052 - 1705 IRONWOOD CT E, OLDSMAR, FL 34677 28 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1206
       Built: 1973   Tax: $1,600 (2025)
    Community: Harbor Palms-Unit Six
    Single Family


    Estimated Monthly Payment: $1,942 (change assumption)
    Mortgage ($1,808) + Taxes in 2025 ($133)


    Taxes:$1,600

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 504 FEDERAL ST, OLDSMAR, FL 34677

    $1,280,000190 Days on yellowkey   MLS ID: TB8427180

    For Sale TB8427180 - 504 FEDERAL ST, OLDSMAR, FL 34677 52 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2961
       Built: 2026   Tax: $1,498 (2024)
    Community: Oldsmar Rev Map
    Single Family


    Estimated Monthly Payment: $7,138 (change assumption)
    Mortgage ($7,014) + Taxes in 2024 ($125)


    Taxes:$1,498

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 470 HICKORYNUT AVE, OLDSMAR, FL 34677

    $795,00034 Days on yellowkey   MLS ID: TB8485715

    REDUCED by $20,000 (2.5%) on 04/02/2026

    For Sale TB8485715 - 470 HICKORYNUT AVE, OLDSMAR, FL 34677 37 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2922
       Built: 1987
    Monthly Fee: $110
       Tax: $10,515 (2025)
    Community: East Lake Woodlands
    Single Family


    Estimated Monthly Payment: $5,342 (change assumption)
    Mortgage ($4,356) + Fees ($110) + Taxes in 2025 ($876)


    Taxes:$10,515

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 2044 SHEFFIELD CT, OLDSMAR, FL 34677

    $190,000494 Days on yellowkey   MLS ID: TB8327277

    4 Days Off yellowkey (back on 11/10/2025)

    SHORT SALE TB8327277 - 2044 SHEFFIELD CT, OLDSMAR, FL 34677 37 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1296
       Built: 1986
    Monthly Fee: $110
       Tax: $1,603 (2023)
    Community: Sheffield Village At Bayside Meadows
    Villa


    Estimated Monthly Payment: $1,285 (change assumption)
    Mortgage ($1,041) + Fees ($110) + Taxes in 2023 ($134)


    Taxes:$1,603

    Elementary School: Oldsmar Elementary-PN

    High School: Countryside High-PN

    Tax Year: 2023

    Middle School: Carwise Middle-PN


  • 204 WINDWARD PL #36, OLDSMAR, FL 34677

    $195,00013 Days on yellowkey   MLS ID: A4686982

    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: $1,332 (change assumption)
    Mortgage ($1,068) + 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


  • 3087 DUANE AVE, OLDSMAR, FL 34677

    $350,000172 Days on yellowkey   MLS ID: TB8441582

    For Sale TB8441582 - 3087 DUANE AVE, OLDSMAR, FL 34677 50 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: $2,262 (change assumption)
    Mortgage ($1,918) + 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


  • 4007 PALM KEY AVE, OLDSMAR, FL 34677

    $639,000189 Days on yellowkey   MLS ID: TB8435073

    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: $4,698 (change assumption)
    Mortgage ($3,501) + Fees ($580) + Taxes in 2024 ($617)


    Taxes:$7,398

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1704 HIBISCUS CIR N, OLDSMAR, FL 34677

    $389,00056 Days on yellowkey   MLS ID: TB8476647

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

    For Sale TB8476647 - 1704 HIBISCUS CIR N, OLDSMAR, FL 34677 28 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1430
       Built: 1981   Tax: $6,573 (2025)
    Community: Harbor Palms Unit 6 A
    Single Family


    Estimated Monthly Payment: $2,679 (change assumption)
    Mortgage ($2,131) + Taxes in 2025 ($548)


    Taxes:$6,573

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1811 DRIFTWOOD CIR S, OLDSMAR, FL 34677

    $380,00025 Days on yellowkey   MLS ID: TB8488580

    For Sale TB8488580 - 1811 DRIFTWOOD CIR S, OLDSMAR, FL 34677 33 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: $2,168 (change assumption)
    Mortgage ($2,082) + Taxes in 2025 ($86)


    Taxes:$1,036

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 120 BRENT CIR, OLDSMAR, FL 34677

    $520,00023 Days on yellowkey   MLS ID: TB8484780

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

    For Sale TB8484780 - 120 BRENT CIR, OLDSMAR, FL 34677 58 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 1834
       Built: 2004
    Monthly Fee: $473
       Tax: $8,930 (2025)
    Community: Seaside Estates
    Townhouse


    Estimated Monthly Payment: $4,066 (change assumption)
    Mortgage ($2,849) + Fees ($473) + Taxes in 2025 ($744)


    Taxes:$8,930

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 509 LAKEVIEW DR, OLDSMAR, FL 34677

    $499,90026 Days on yellowkey   MLS ID: TB8487858

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

    For Sale TB8487858 - 509 LAKEVIEW DR, OLDSMAR, FL 34677 79 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1710
       Built: 1984
    Monthly Fee: $35
       Tax: $1,737 (2025)
    Community: Manors Of Forest Lakes The
    Single Family


    Estimated Monthly Payment: $2,919 (change assumption)
    Mortgage ($2,739) + Fees ($35) + Taxes in 2025 ($145)


    Taxes:$1,737

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 215 CLAYS TRL #215, OLDSMAR, FL 34677

    $305,000132 Days on yellowkey   MLS ID: TB8452814

    REDUCED by $10,000 (3.2%) on 04/01/2026

    For Sale TB8452814 - 215 CLAYS TRL #215, OLDSMAR, FL 34677 29 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1237
       Built: 1988
    Monthly Fee: $618
       Tax: $3,830 (2024)
    Community: Heatherwood Unit One Condo
    Condo


    Estimated Monthly Payment: $2,608 (change assumption)
    Mortgage ($1,671) + Fees ($618) + Taxes in 2024 ($319)


    Taxes:$3,830

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1637 GRAY BARK DR, OLDSMAR, FL 34677

    $559,900173 Days on yellowkey   MLS ID: TB8440841

    For Sale TB8440841 - 1637 GRAY BARK DR, OLDSMAR, FL 34677 58 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2146
       Built: 1998
    Monthly Fee: $9
       Tax: $5,256 (2024)
    Community: Eastlake Oaks Ph 2
    Single Family


    Estimated Monthly Payment: $3,515 (change assumption)
    Mortgage ($3,068) + Fees ($9) + Taxes in 2024 ($438)


    Taxes:$5,256

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 475 WOODS LANDING TRL, OLDSMAR, FL 34677

    $255,00099 Days on yellowkey   MLS ID: A4676723

    For Sale A4676723 - 475 WOODS LANDING TRL, OLDSMAR, FL 34677 37 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1200
       Built: 1984
    Monthly Fee: $591
       Tax: $4,082 (2024)
    Community: East Lake Woodlands Woods Landing Twnhms
    Townhouse


    Estimated Monthly Payment: $2,328 (change assumption)
    Mortgage ($1,397) + Fees ($591) + Taxes in 2024 ($340)


    Taxes:$4,082

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 134 CYPRESS CT #134, OLDSMAR, FL 34677

    $155,00033 Days on yellowkey   MLS ID: TB8484548

    For Sale TB8484548 - 134 CYPRESS CT #134, OLDSMAR, FL 34677 60 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1054
       Built: 1980   Tax: $3,044 (2025)
    Community: East Lake Woodlands Cypress Estates
    Condo


    Estimated Monthly Payment: $1,103 (change assumption)
    Mortgage ($849) + Taxes in 2025 ($254)


    Taxes:$3,044

    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.