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Oldsmar Homes For Sale & Real Estate - 213 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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  • 5163 PINNACLE DR, OLDSMAR, FL 34677

    $635,0002 Days on yellowkey   MLS ID: TB8510486

    For Sale TB8510486 - 5163 PINNACLE DR, OLDSMAR, FL 34677 61 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1886
       Built: 1995
    Monthly Fee: $482
       Tax: $7,853 (2025)
    Community: Parcel B - The Pinnacle
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,616 (change assumption)
    Mortgage ($3,479) + Fees ($482) + Taxes in 2025 ($654)


    Taxes:$7,853

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 382 FOUNTAINVIEW CIR, OLDSMAR, FL 34677

    $509,00017 Days on yellowkey   MLS ID: TB8499334

    REDUCED by $11,000 (2.1%) on 05/20/2026

    For Sale TB8499334 - 382 FOUNTAINVIEW CIR, OLDSMAR, FL 34677 28 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1875
       Built: 1995
    Monthly Fee: $95
       Tax: $5,232 (2025)
    Community: Fountains At Cypress Lakes The
    Single Family


    Estimated Monthly Payment: $3,320 (change assumption)
    Mortgage ($2,789) + Fees ($95) + Taxes in 2025 ($436)


    Taxes:$5,232

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 130 NANCY DR #66, OLDSMAR, FL 34677

    $199,000Listed 05/23/2026 3:00PM   MLS ID: W7886022

    For Sale W7886022 - 130 NANCY DR #66, OLDSMAR, FL 34677 57 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1096
       Built: 1979
    Monthly Fee: $560
       Tax: $621 (2025)
    Community: East Lake Woodlands
    Condo


    Estimated Monthly Payment: $1,702 (change assumption)
    Mortgage ($1,090) + Fees ($560) + Taxes in 2025 ($52)


    Taxes:$621

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 25 TADS TRL, OLDSMAR, FL 34677

    $249,0008 Days on yellowkey   MLS ID: TB8509080

    For Sale TB8509080 - 25 TADS TRL, OLDSMAR, FL 34677 41 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1690
       Built: 1979
    Monthly Fee: $490
       Tax: $1,555 (2025)
    Community: East Lake Woodlands Cluster Homes
    Villa


    Estimated Monthly Payment: $1,984 (change assumption)
    Mortgage ($1,364) + Fees ($490) + Taxes in 2025 ($130)


    Taxes:$1,555

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 417 DOLPHIN DR S, OLDSMAR, FL 34677

    $269,00022 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


  • 110 LAKESIDE CT #110, OLDSMAR, FL 34677

    $199,00072 Days on yellowkey   MLS ID: TB8484399

    REDUCED by $10,900 (5.2%) on 04/02/2026

    For Sale TB8484399 - 110 LAKESIDE CT #110, OLDSMAR, FL 34677 31 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1094
       Built: 1981   Tax: $621 (2025)
    Community: East Lake Woodlands Condo
    Condo


    Estimated Monthly Payment: $1,142 (change assumption)
    Mortgage ($1,090) + Taxes in 2025 ($52)


    Taxes:$621

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 165 MOBBLY BAY DR, OLDSMAR, FL 34677

    $1,149,900241 Days on yellowkey   MLS ID: TB8430614

    REDUCED by $70,000 (5.7%) on 05/04/2026

    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
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,224 (change assumption)
    Mortgage ($6,301) + 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


  • 209 CORKWOOD LN, OLDSMAR, FL 34677

    $245,408343 Days on yellowkey   MLS ID: TB8396745

    INCREASED by $508 (0.2%) on 04/17/2026

    For Sale TB8396745 - 209 CORKWOOD LN, OLDSMAR, FL 34677 30 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 900
       Built: 1984
    Monthly Fee: $268
       Tax: $2,960 (2024)
    Community: Villas Of Forest Lakes
    Villa


    Estimated Monthly Payment: $1,859 (change assumption)
    Mortgage ($1,345) + Fees ($268) + Taxes in 2024 ($247)


    Taxes:$2,960

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 438 LAFAYETTE BLVD, OLDSMAR, FL 34677

    $599,90078 Days on yellowkey   MLS ID: TB8480797

    REDUCED by $25,000 (4.0%) on 04/13/2026

    For Sale TB8480797 - 438 LAFAYETTE BLVD, OLDSMAR, FL 34677 64 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2138
       Built: 1988   Tax: $8,284 (2025)
    Community: Oldsmar Rev Map
    Single Family


    Estimated Monthly Payment: $3,977 (change assumption)
    Mortgage ($3,287) + Taxes in 2025 ($690)


    Taxes:$8,284

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: None


  • 1758 OAK POND CT, OLDSMAR, FL 34677

    $585,0009 Days on yellowkey   MLS ID: TB8507682

    For Sale TB8507682 - 1758 OAK POND CT, OLDSMAR, FL 34677 57 photos

    Bed: 6   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2867
       Built: 2001
    Monthly Fee: $13
       Tax: $4,224 (2025)
    Community: Eastlake Oaks Ph 4
    Single Family


    Estimated Monthly Payment: $3,570 (change assumption)
    Mortgage ($3,205) + Fees ($13) + Taxes in 2025 ($352)


    Taxes:$4,224

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 340 CANAL WAY, OLDSMAR, FL 34677

    $168,00057 Days on yellowkey   MLS ID: TB8491525

    REDUCED by $8,000 (4.5%) on 05/23/2026

    For Sale TB8491525 - 340 CANAL WAY, OLDSMAR, FL 34677 26 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1056
       Built: 1993
    Monthly Fee: $50
       Tax: $2,288 (2025)
    Community: Gull-Aire Village
    Manufactured Home


    Estimated Monthly Payment: $1,161 (change assumption)
    Mortgage ($921) + Fees ($50) + Taxes in 2025 ($191)


    Taxes:$2,288

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1912 CUTTY BAY CT, OLDSMAR, FL 34677

    $325,0003 Days on yellowkey   MLS ID: TB8509310

    For Sale TB8509310 - 1912 CUTTY BAY CT, OLDSMAR, FL 34677 33 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1080
       Built: 1984   Tax: $2,313 (2025)
    Community: Sheffield Village Ph Ii At Bayside Meadows
    Single Family


    Estimated Monthly Payment: $1,974 (change assumption)
    Mortgage ($1,781) + Taxes in 2025 ($193)


    Taxes:$2,313

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1815 DRIFTWOOD CIR S, OLDSMAR, FL 34677

    $439,0008 Days on yellowkey   MLS ID: W7885693

    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: $2,633 (change assumption)
    Mortgage ($2,405) + 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


  • 510 CABERNET WAY, OLDSMAR, FL 34677

    $349,90016 Days on yellowkey   MLS ID: TB8506118

    For Sale TB8506118 - 510 CABERNET WAY, OLDSMAR, FL 34677 40 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1525
       Built: 2015
    Monthly Fee: $418
       Tax: $2,501 (2025)
    Community: Tuscany Woods South
    Townhouse


    Estimated Monthly Payment: $2,544 (change assumption)
    Mortgage ($1,917) + Fees ($418) + Taxes in 2025 ($208)


    Taxes:$2,501

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 4953 POINTE CIR, OLDSMAR, FL 34677

    $875,00026 Days on yellowkey   MLS ID: TB8502016

    REDUCED by $10,000 (1.1%) on 05/12/2026

    For Sale TB8502016 - 4953 POINTE CIR, OLDSMAR, FL 34677 39 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2513
       Built: 1997
    Monthly Fee: $142
       Tax: $11,677 (2025)
    Community: Cross Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,909 (change assumption)
    Mortgage ($4,794) + Fees ($142) + Taxes in 2025 ($973)


    Taxes:$11,677

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 291 COUNTRYSIDE KEY BLVD, OLDSMAR, FL 34677

    $225,000129 Days on yellowkey   MLS ID: TB8463435

    REDUCED by $15,000 (6.3%) on 05/15/2026

    For Sale TB8463435 - 291 COUNTRYSIDE KEY BLVD, OLDSMAR, FL 34677 34 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1110
       Built: 1996
    Monthly Fee: $454
       Tax: $2,205 (2025)
    Community: Countryside Key
    Townhouse


    Estimated Monthly Payment: $1,871 (change assumption)
    Mortgage ($1,233) + Fees ($454) + Taxes in 2025 ($184)


    Taxes:$2,205

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 142 WOODLAKE WYNDE #48, OLDSMAR, FL 34677

    $199,5009 Days on yellowkey   MLS ID: TB8507526

    For Sale TB8507526 - 142 WOODLAKE WYNDE #48, OLDSMAR, FL 34677 20 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 924
       Built: 1983
    Monthly Fee: $606
       Tax: $3,165 (2025)
    Community: East Lake Woodlands Woodlake Run
    Condo


    Estimated Monthly Payment: $1,963 (change assumption)
    Mortgage ($1,093) + Fees ($606) + Taxes in 2025 ($264)


    Taxes:$3,165

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 355 VENTURA DR, OLDSMAR, FL 34677

    $625,0002 Days on yellowkey   MLS ID: TB8510293

    For Sale TB8510293 - 355 VENTURA DR, OLDSMAR, FL 34677 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1938
       Built: 2001
    Monthly Fee: $100
       Tax: $5,919 (2025)
    Community: Bay Arbor
    Single Family


    Estimated Monthly Payment: $4,018 (change assumption)
    Mortgage ($3,425) + Fees ($100) + Taxes in 2025 ($493)


    Taxes:$5,919

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1637 GRAY BARK DR, OLDSMAR, FL 34677

    $559,900212 Days on yellowkey   MLS ID: TB8440841

    1 Days Off yellowkey (back on 5/23/2026)

    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
    Spa: Yes

    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


  • 10 LESLEY LN, OLDSMAR, FL 34677

    $299,00029 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




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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.