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Oldsmar Single Family Homes For Sale - 99 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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  • 347 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $429,00084 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


  • 2272 WARWICK DR, OLDSMAR, FL 34677

    $725,0008 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


  • 395 WINGATE CIR, OLDSMAR, FL 34677

    $575,000167 Days on yellowkey   MLS ID: TB8450027

    REDUCED by $15,000 (2.5%) on 04/29/2026

    For Sale TB8450027 - 395 WINGATE CIR, OLDSMAR, FL 34677 77 photos

    Bed: 5   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2827
       Built: 2001
    Monthly Fee: $100
       Tax: $9,963 (2025)
    Community: Bay Arbor
    Single Family


    Estimated Monthly Payment: $4,081 (change assumption)
    Mortgage ($3,151) + Fees ($100) + Taxes in 2025 ($830)


    Taxes:$9,963

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1811 FOREST DR, OLDSMAR, FL 34677

    $464,00041 Days on yellowkey   MLS ID: TB8491038

    REDUCED by $11,000 (2.3%) on 04/22/2026

    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: $3,107 (change assumption)
    Mortgage ($2,542) + 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


  • 301 TAVERNIER DR, OLDSMAR, FL 34677

    $440,00026 Days on yellowkey   MLS ID: TB8491384

    5 Days Off yellowkey (back on 4/15/2026)

    For Sale TB8491384 - 301 TAVERNIER DR, OLDSMAR, FL 34677 68 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2122
       Built: 1995
    Monthly Fee: $75
       Tax: $3,240 (2025)
    Community: Fountains At Cypress Lakes Ii-A
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,756 (change assumption)
    Mortgage ($2,411) + Fees ($75) + Taxes in 2025 ($270)


    Taxes:$3,240

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 602 BAY LAKE TRL, OLDSMAR, FL 34677

    $375,0005 Days on yellowkey   MLS ID: TB8503595

    For Sale TB8503595 - 602 BAY LAKE TRL, OLDSMAR, FL 34677 6 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1554
       Built: 1983   Tax: $937 (2025)
    Community: Shoreview Ph I
    Single Family


    Estimated Monthly Payment: $2,133 (change assumption)
    Mortgage ($2,055) + Taxes in 2025 ($78)


    Taxes:$937

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 105 KILSYTHE ST, OLDSMAR, FL 34677

    $305,0006 Days on yellowkey   MLS ID: TB8502588

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

    For Sale TB8502588 - 105 KILSYTHE ST, OLDSMAR, FL 34677 65 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1036
       Built: 1981   Tax: $4,256 (2025)
    Community: Shoreview Ph I
    Single Family


    Estimated Monthly Payment: $2,026 (change assumption)
    Mortgage ($1,671) + Taxes in 2025 ($355)


    Taxes:$4,256

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 506 FEDERAL ST, OLDSMAR, FL 34677

    $1,180,000212 Days on yellowkey   MLS ID: TB8434625

    REDUCED by $90,000 (7.1%) on 04/24/2026

    For Sale TB8434625 - 506 FEDERAL ST, OLDSMAR, FL 34677 53 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2961
       Built: 2025   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


  • 413 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $384,90033 Days on yellowkey   MLS ID: O6396122

    REDUCED by $5,000 (1.3%) on 05/01/2026

    For Sale O6396122 - 413 COUNTRY CLUB DR, OLDSMAR, FL 34677 41 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1323
       Built: 1959   Tax: $3,829 (2024)
    Community: Oldsmar Country Club Estates Sec 2
    Single Family


    Estimated Monthly Payment: $2,428 (change assumption)
    Mortgage ($2,109) + Taxes in 2024 ($319)


    Taxes:$3,829

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 316 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $329,00084 Days on yellowkey   MLS ID: TB8475078

    REDUCED by $10,000 (2.9%) on 04/15/2026

    For Sale TB8475078 - 316 COUNTRY CLUB DR, OLDSMAR, FL 34677 30 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1344
       Built: 1960   Tax: $562 (2025)
    Community: Oldsmar Country Club Estates Sec 3
    Single Family


    Estimated Monthly Payment: $1,850 (change assumption)
    Mortgage ($1,803) + Taxes in 2025 ($47)


    Taxes:$562

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 604 LIMETREE DR, OLDSMAR, FL 34677

    $375,00014 Days on yellowkey   MLS ID: O6401483

    For Sale O6401483 - 604 LIMETREE DR, OLDSMAR, FL 34677 29 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1430
       Built: 1980   Tax: $3,108 (2025)
    Community: Harbor Palms Unit Eleven
    Single Family


    Estimated Monthly Payment: $2,314 (change assumption)
    Mortgage ($2,055) + Taxes in 2025 ($259)


    Taxes:$3,108

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 382 ROSALIND LN, OLDSMAR, FL 34677

    $822,000291 Days on yellowkey   MLS ID: TB8408993

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

    For Sale TB8408993 - 382 ROSALIND LN, OLDSMAR, FL 34677 75 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3273
       Built: 2001
    Monthly Fee: $100
       Tax: $8,003 (2024)
    Community: Bay Arbor
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,271 (change assumption)
    Mortgage ($4,504) + Fees ($100) + Taxes in 2024 ($667)


    Taxes:$8,003

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 634 TIMBER BAY CIRCLE W, OLDSMAR, FL 34677

    $321,50043 Days on yellowkey   MLS ID: TB8489706

    0 Days Off yellowkey (back on 4/30/2026)

    REDUCED by $3,400 (1.0%) on 04/24/2026

    For Sale TB8489706 - 634 TIMBER BAY CIRCLE W, OLDSMAR, FL 34677 27 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1056
       Built: 1985   Tax: $4,283 (2025)
    Community: Shoreview Phase 2 Blk 6, Lot 3
    Single Family


    Estimated Monthly Payment: $2,119 (change assumption)
    Mortgage ($1,762) + Taxes in 2025 ($357)


    Taxes:$4,283

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1418 WOODSTREAM DR, OLDSMAR, FL 34677

    $664,90055 Days on yellowkey   MLS ID: TB8485836

    REDUCED by $5,000 (0.7%) on 04/30/2026

    For Sale TB8485836 - 1418 WOODSTREAM DR, OLDSMAR, FL 34677 93 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2292
       Built: 1990
    Monthly Fee: $470
       Tax: $4,098 (2025)
    Community: Cross Creek Unit 1
    Single Family


    Estimated Monthly Payment: $4,455 (change assumption)
    Mortgage ($3,643) + Fees ($470) + Taxes in 2025 ($341)


    Taxes:$4,098

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 307 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $399,9008 Days on yellowkey   MLS ID: TB8502335

    For Sale TB8502335 - 307 COUNTRY CLUB DR, OLDSMAR, FL 34677 31 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1670
       Built: 1960   Tax: $3,567 (2025)
    Community: Oldsmar Country Club Estates Sec 3
    Single Family


    Estimated Monthly Payment: $2,488 (change assumption)
    Mortgage ($2,191) + Taxes in 2025 ($297)


    Taxes:$3,567

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1806 FOREST DR, OLDSMAR, FL 34677

    $418,000188 Days on yellowkey   MLS ID: TB8442794

    1 Days Off yellowkey (back on 4/30/2026)

    For Sale TB8442794 - 1806 FOREST DR, OLDSMAR, FL 34677 24 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1539
       Built: 1973   Tax: $4,086 (2024)
    Community: Harbor Palms
    Single Family


    Estimated Monthly Payment: $2,631 (change assumption)
    Mortgage ($2,290) + Taxes in 2024 ($340)


    Taxes:$4,086

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 507 SHORE DR E, OLDSMAR, FL 34677

    $239,00048 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


  • 1802 CHINABERRY DR, OLDSMAR, FL 34677

    $375,000198 Days on yellowkey   MLS ID: TB8439498

    INCREASED by $6,000 (1.6%) on 04/30/2026

    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
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,127 (change assumption)
    Mortgage ($2,055) + Taxes in 2024 ($72)


    Taxes:$865

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 470 HICKORYNUT AVE, OLDSMAR, FL 34677

    $795,00056 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
    Spa: Yes

    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


  • 313 JEFFERSON AVE S, OLDSMAR, FL 34677

    $450,0007 Days on yellowkey   MLS ID: TB8502786

    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: $2,824 (change assumption)
    Mortgage ($2,466) + 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.