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Oldsmar Single Family Homes For Sale - 100 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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  • 1811 FOREST DR, OLDSMAR, FL 34677

    $453,90048 Days on yellowkey   MLS ID: TB8491038

    REDUCED by $6,000 (1.3%) on 05/12/2026

    For Sale TB8491038 - 1811 FOREST DR, OLDSMAR, FL 34677 36 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: $3,051 (change assumption)
    Mortgage ($2,487) + 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


  • 3858 SHORE BLVD, OLDSMAR, FL 34677

    $1,200,0001 Day on yellowkey   MLS ID: TB8506221

    For Sale TB8506221 - 3858 SHORE BLVD, OLDSMAR, FL 34677 78 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1594
       Built: 1986   Tax: $8,857 (2025)
    Community: West Oldsmar Sec 1
    Single Family


    Estimated Monthly Payment: $7,313 (change assumption)
    Mortgage ($6,575) + Taxes in 2025 ($738)


    Taxes:$8,857

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 382 FOUNTAINVIEW CIR, OLDSMAR, FL 34677

    $520,0007 Days on yellowkey   MLS ID: TB8499334

    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: $3,380 (change assumption)
    Mortgage ($2,849) + 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


  • 2272 WARWICK DR, OLDSMAR, FL 34677

    $725,00015 Days on yellowkey   MLS ID: TB8502055

    For Sale TB8502055 - 2272 WARWICK DR, OLDSMAR, FL 34677 46 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2512
       Built: 1995
    Monthly Fee: $133
       Tax: $3,084 (2025)
    Community: Warwick Hills
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,362 (change assumption)
    Mortgage ($3,973) + Fees ($133) + Taxes in 2025 ($257)


    Taxes:$3,084

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 4922 EDGEWATER LN, OLDSMAR, FL 34677

    $575,00037 Days on yellowkey   MLS ID: W7883975

    REDUCED by $19,000 (3.2%) on 05/12/2026

    For Sale W7883975 - 4922 EDGEWATER LN, OLDSMAR, FL 34677 41 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2390
       Built: 1997
    Monthly Fee: $158
       Tax: $9,841 (2025)
    Community: Worthington
    Single Family


    Estimated Monthly Payment: $4,129 (change assumption)
    Mortgage ($3,151) + Fees ($158) + Taxes in 2025 ($820)


    Taxes:$9,841

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 509 CYPRESS VIEW DR, OLDSMAR, FL 34677

    $624,90025 Days on yellowkey   MLS ID: TB8496854

    3 Days Off yellowkey (back on 5/12/2026)

    REDUCED by $9,100 (1.4%) on 05/06/2026

    For Sale TB8496854 - 509 CYPRESS VIEW DR, OLDSMAR, FL 34677 52 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2084
       Built: 1998
    Monthly Fee: $140
       Tax: $4,902 (2025)
    Community: Preserve At Cypress Lakes Ph I The
    Single Family


    Estimated Monthly Payment: $3,973 (change assumption)
    Mortgage ($3,424) + Fees ($140) + Taxes in 2025 ($409)


    Taxes:$4,902

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2151 DIAMOND CT, OLDSMAR, FL 34677

    $1,350,000198 Days on yellowkey   MLS ID: TB8440175

    REDUCED by $39,000 (2.8%) on 04/21/2026

    For Sale TB8440175 - 2151 DIAMOND CT, OLDSMAR, FL 34677 88 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3850
       Built: 1998
    Monthly Fee: $142
       Tax: $9,378 (2024)
    Community: Diamond Crest
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,321 (change assumption)
    Mortgage ($7,397) + Fees ($142) + Taxes in 2024 ($782)


    Taxes:$9,378

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 1744 MAPLELEAF BLVD, OLDSMAR, FL 34677

    $610,00068 Days on yellowkey   MLS ID: W7883065

    0 Days Off yellowkey (back on 5/12/2026)

    REDUCED by $15,000 (2.4%) on 04/20/2026

    For Sale W7883065 - 1744 MAPLELEAF BLVD, OLDSMAR, FL 34677 82 photos

    Bed: 6   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3124
       Built: 2000
    Monthly Fee: $12
       Tax: $4,563 (2025)
    Community: Eastlake Oaks Ph 4
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,735 (change assumption)
    Mortgage ($3,342) + Fees ($12) + Taxes in 2025 ($380)


    Taxes:$4,563

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 324 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $385,000381 Days on yellowkey   MLS ID: TB8379269

    For Sale TB8379269 - 324 COUNTRY CLUB DR, OLDSMAR, FL 34677 46 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1288
       Built: 1960   Tax: $3,828 (2024)
    Community: Oldsmar Country Club Estates Sec 3
    Single Family


    Estimated Monthly Payment: $2,429 (change assumption)
    Mortgage ($2,110) + Taxes in 2024 ($319)


    Taxes:$3,828

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 440 LAKEVIEW DR, OLDSMAR, FL 34677

    $425,000159 Days on yellowkey   MLS ID: TB8454195

    REDUCED by $35,000 (7.6%) on 04/21/2026

    For Sale TB8454195 - 440 LAKEVIEW DR, OLDSMAR, FL 34677 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1554
       Built: 1983
    Monthly Fee: $35
       Tax: $1,458 (2024)
    Community: Manors Of Forest Lakes The
    Single Family


    Estimated Monthly Payment: $2,485 (change assumption)
    Mortgage ($2,329) + Fees ($35) + Taxes in 2024 ($121)


    Taxes:$1,458

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 435 LAKEVIEW DR, OLDSMAR, FL 34677

    $475,00048 Days on yellowkey   MLS ID: TB8489554

    REDUCED by $14,000 (2.9%) on 05/12/2026

    For Sale TB8489554 - 435 LAKEVIEW DR, OLDSMAR, FL 34677 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1570
       Built: 1984
    Monthly Fee: $35
       Tax: $6,675 (2025)
    Community: Manors Of Forest Lakes The
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,194 (change assumption)
    Mortgage ($2,603) + Fees ($35) + Taxes in 2025 ($556)


    Taxes:$6,675

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1909 CASTLE BAY CT, OLDSMAR, FL 34677

    $374,000215 Days on yellowkey   MLS ID: TB8436254

    REDUCED by $4,000 (1.1%) on 05/06/2026

    For Sale TB8436254 - 1909 CASTLE BAY CT, OLDSMAR, FL 34677 52 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1410
       Built: 1984   Tax: $2,696 (2024)
    Community: Sheffield Village Ph Ii At Bayside Meadows
    Single Family


    Estimated Monthly Payment: $2,274 (change assumption)
    Mortgage ($2,049) + Taxes in 2024 ($225)


    Taxes:$2,696

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 4953 POINTE CIR, OLDSMAR, FL 34677

    $875,00016 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


  • 50 WILLOWOOD LN, OLDSMAR, FL 34677

    $1,499,90089 Days on yellowkey   MLS ID: TB8475420

    For Sale TB8475420 - 50 WILLOWOOD LN, OLDSMAR, FL 34677 84 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4172
       Built: 1987
    Monthly Fee: $240
       Tax: $8,709 (2024)
    Community: Deerpath Unit One
    Single Family


    Estimated Monthly Payment: $9,184 (change assumption)
    Mortgage ($8,218) + Fees ($240) + Taxes in 2024 ($726)


    Taxes:$8,709

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 2328 WARWICK DR, OLDSMAR, FL 34677

    $854,000264 Days on yellowkey   MLS ID: TB8419306

    REDUCED by $20,000 (2.3%) on 04/13/2026

    For Sale TB8419306 - 2328 WARWICK DR, OLDSMAR, FL 34677 68 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3294
       Built: 1995
    Monthly Fee: $127
       Tax: $5,742 (2024)
    Community: Warwick Hills
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,285 (change assumption)
    Mortgage ($4,679) + Fees ($127) + Taxes in 2024 ($478)


    Taxes:$5,742

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 438 LAFAYETTE BLVD, OLDSMAR, FL 34677

    $599,90068 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


  • 504 FEDERAL ST, OLDSMAR, FL 34677

    $1,180,000219 Days on yellowkey   MLS ID: TB8427180

    REDUCED by $90,000 (7.1%) on 04/25/2026

    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: $6,590 (change assumption)
    Mortgage ($6,466) + 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


  • 2009 PEPPERTREE CT, OLDSMAR, FL 34677

    $390,00014 Days on yellowkey   MLS ID: O6403164

    For Sale O6403164 - 2009 PEPPERTREE CT, OLDSMAR, FL 34677 70 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1233
       Built: 1981   Tax: $927 (2025)
    Community: Bayside Meadows Ph Ii
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,214 (change assumption)
    Mortgage ($2,137) + Taxes in 2025 ($77)


    Taxes:$927

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 420 CYPRESS VIEW DR, OLDSMAR, FL 34677

    $485,0006 Days on yellowkey   MLS ID: TB8505264

    0 Days Off yellowkey (back on 5/9/2026)

    For Sale TB8505264 - 420 CYPRESS VIEW DR, OLDSMAR, FL 34677 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1870
       Built: 1998
    Monthly Fee: $140
       Tax: $4,405 (2025)
    Community: Preserve At Cypress Lakes Ph I The
    Single Family


    Estimated Monthly Payment: $3,165 (change assumption)
    Mortgage ($2,657) + Fees ($140) + Taxes in 2025 ($367)


    Taxes:$4,405

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 313 JEFFERSON AVE S, OLDSMAR, FL 34677

    $449,00014 Days on yellowkey   MLS ID: TB8502786

    REDUCED by $1,000 (0.2%) on 05/07/2026

    For Sale TB8502786 - 313 JEFFERSON AVE S, OLDSMAR, FL 34677 63 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1841
       Built: 1940   Tax: $4,298 (2025)
    Community: Oldsmar Rev Map
    Single Family


    Estimated Monthly Payment: $2,818 (change assumption)
    Mortgage ($2,460) + Taxes in 2025 ($358)


    Taxes:$4,298

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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Oldsmar home, townhome, and condo, villa, and other listing sale data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on single family homes for sale in Oldsmar . You can use our website to view Multiple Listing Service (MLS) data on Oldsmar single family homes. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Oldsmar single family home listings.



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.