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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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  • 645 TIMBER BAY CIR E, OLDSMAR, FL 34677

    $295,000255 Days on yellowkey   MLS ID: TB8443970

    For Sale TB8443970 - 645 TIMBER BAY CIR E, OLDSMAR, FL 34677 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1274
       Built: 1984   Tax: $1 (2024)
    Community: Shoreview Phase 2
    Single Family


    Estimated Monthly Payment: $1,616 (change assumption)
    Mortgage ($1,616) + Taxes in 2024 ($0)


    Taxes:$1

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 2151 DIAMOND CT, OLDSMAR, FL 34677

    $1,350,000263 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


  • 3071 HURON AVE, OLDSMAR, FL 34677

    $469,90061 Days on yellowkey   MLS ID: TB8507555

    1 Days Off yellowkey (back on 6/29/2026)

    REDUCED by $30,000 (6.0%) on 06/18/2026

    For Sale TB8507555 - 3071 HURON AVE, OLDSMAR, FL 34677 55 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1680
       Built: 1987   Tax: $5,919 (2025)
    Community: West Oldsmar Sec 1
    Single Family


    Estimated Monthly Payment: $3,068 (change assumption)
    Mortgage ($2,575) + Taxes in 2025 ($493)


    Taxes:$5,919

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: None


  • 200 LEE ST, OLDSMAR, FL 34677

    $1,350,00073 Days on yellowkey   MLS ID: TB8505047

    REDUCED by $100,000 (6.9%) on 06/29/2026

    For Sale TB8505047 - 200 LEE ST, OLDSMAR, FL 34677 1 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1250
       Built: 1957   Tax: $4,470 (2025)
    Community: Oldsmar Rev Map
    Single Family


    Estimated Monthly Payment: $7,770 (change assumption)
    Mortgage ($7,397) + Taxes in 2025 ($373)


    Taxes:$4,470

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 140 ASHLEY LN, OLDSMAR, FL 34677

    $309,90076 Days on yellowkey   MLS ID: TB8504188

    1 Days Off yellowkey (back on 5/22/2026)

    For Sale TB8504188 - 140 ASHLEY LN, OLDSMAR, FL 34677 41 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1460
       Built: 1981
    Monthly Fee: $440
       Tax: $1,408 (2025)
    Community: East Lake Woodlands Cluster Homes
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,255 (change assumption)
    Mortgage ($1,698) + Fees ($440) + Taxes in 2025 ($117)


    Taxes:$1,408

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5163 PINNACLE DR, OLDSMAR, FL 34677

    $635,00057 Days on yellowkey   MLS ID: TB8510486

    3 Days Off yellowkey (back on 6/28/2026)

    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


  • 355 VENTURA DR, OLDSMAR, FL 34677

    $615,00057 Days on yellowkey   MLS ID: TB8510293

    REDUCED by $10,000 (1.6%) on 06/25/2026

    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: $3,963 (change assumption)
    Mortgage ($3,370) + 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


  • 316 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $325,00063 Days on yellowkey   MLS ID: TB8508856

    2 Days Off yellowkey (back on 6/28/2026)

    REDUCED by $3,900 (1.2%) on 06/16/2026

    For Sale TB8508856 - 316 COUNTRY CLUB DR, OLDSMAR, FL 34677 30 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1344
       Built: 1960   Tax: $616 (2025)
    Community: Oldsmar Country Club Estates Sec 3
    Single Family


    Estimated Monthly Payment: $1,832 (change assumption)
    Mortgage ($1,781) + Taxes in 2025 ($51)


    Taxes:$616

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 50 KELLEYS TRL, OLDSMAR, FL 34677

    $925,00072 Days on yellowkey   MLS ID: TB8504781

    REDUCED by $24,000 (2.5%) on 06/28/2026

    For Sale TB8504781 - 50 KELLEYS TRL, OLDSMAR, FL 34677 60 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3240
       Built: 1993
    Monthly Fee: $185
       Tax: $7,792 (2025)
    Community: Turtle Creek Unit-One
    Single Family


    Estimated Monthly Payment: $5,903 (change assumption)
    Mortgage ($5,068) + Fees ($185) + Taxes in 2025 ($649)


    Taxes:$7,792

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 10 ARBOR LN, OLDSMAR, FL 34677

    $669,00042 Days on yellowkey   MLS ID: TB8516041

    For Sale TB8516041 - 10 ARBOR LN, OLDSMAR, FL 34677 57 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2318
       Built: 1979
    Monthly Fee: $148
       Tax: $9,038 (2025)
    Community: East Lake Woodlands
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,567 (change assumption)
    Mortgage ($3,666) + Fees ($148) + Taxes in 2025 ($753)


    Taxes:$9,038

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 4878 SHERBROOK DR, OLDSMAR, FL 34677

    $650,00043 Days on yellowkey   MLS ID: TB8514427

    3 Days Off yellowkey (back on 6/25/2026)

    For Sale TB8514427 - 4878 SHERBROOK DR, OLDSMAR, FL 34677 21 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2730
       Built: 1993
    Monthly Fee: $142
       Tax: $4,924 (2025)
    Community: Cross Pointe
    Single Family


    Estimated Monthly Payment: $4,114 (change assumption)
    Mortgage ($3,562) + Fees ($142) + Taxes in 2025 ($410)


    Taxes:$4,924

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1007 STATE ST E, OLDSMAR, FL 34677

    $695,00042 Days on yellowkey   MLS ID: TB8513144

    2 Days Off yellowkey (back on 6/24/2026)

    For Sale TB8513144 - 1007 STATE ST E, OLDSMAR, FL 34677 65 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2379
       Built: 1981   Tax: $5,901 (2025)
    Community: Country Club Add To Oldsmar Rev
    Single Family


    Estimated Monthly Payment: $4,300 (change assumption)
    Mortgage ($3,808) + Taxes in 2025 ($492)


    Taxes:$5,901

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 732 SHORE DR E, OLDSMAR, FL 34677

    $3,800,00026 Days on yellowkey   MLS ID: TB8516635

    1 Days Off yellowkey (back on 6/24/2026)

    For Sale TB8516635 - 732 SHORE DR E, OLDSMAR, FL 34677 99 photos

    Bed: 4   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 5675
       Built: 2019   Tax: $19,893 (2024)
    Community: Tampashores Bay Sec
    Spa: No

    Single Family


    Estimated Monthly Payment: $22,479 (change assumption)
    Mortgage ($20,821) + Taxes in 2024 ($1,658)


    Taxes:$19,893

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2328 WARWICK DR, OLDSMAR, FL 34677

    $829,000329 Days on yellowkey   MLS ID: TB8419306

    REDUCED by $25,000 (2.9%) on 06/23/2026

    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: $5,148 (change assumption)
    Mortgage ($4,542) + 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


  • 395 WINGATE CIR, OLDSMAR, FL 34677

    $575,000239 Days on yellowkey   MLS ID: TB8450027

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

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

    For Sale TB8450027 - 395 WINGATE CIR, OLDSMAR, FL 34677 59 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


  • 432 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $475,000137 Days on yellowkey   MLS ID: A4684573

    For Sale A4684573 - 432 COUNTRY CLUB DR, OLDSMAR, FL 34677 40 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1936
       Built: 1960   Tax: $3,551 (2025)
    Community: Oldsmar Country Club Estates Sec 2 Blk 3, Lot 6
    Single Family


    Estimated Monthly Payment: $2,899 (change assumption)
    Mortgage ($2,603) + Taxes in 2025 ($296)


    Taxes:$3,551

    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

    $395,000446 Days on yellowkey   MLS ID: TB8379269

    INCREASED by $10,000 (2.6%) on 06/23/2026

    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: $2,483 (change assumption)
    Mortgage ($2,164) + Taxes in 2024 ($319)


    Taxes:$3,828

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 859 INVERRY DR, OLDSMAR, FL 34677

    $649,00025 Days on yellowkey   MLS ID: W7886948

    For Sale W7886948 - 859 INVERRY DR, OLDSMAR, FL 34677 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1984
       Built: 1994
    Monthly Fee: $151
       Tax: $9,016 (2025)
    Community: Worthington
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,458 (change assumption)
    Mortgage ($3,556) + Fees ($151) + Taxes in 2025 ($751)


    Taxes:$9,016

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 627 TIMBER BAY CIR W, OLDSMAR, FL 34677

    $329,00049 Days on yellowkey   MLS ID: TB8513485

    2 Days Off yellowkey (back on 6/21/2026)

    INCREASED by $19,000 (6.1%) on 06/12/2026

    For Sale TB8513485 - 627 TIMBER BAY CIR W, OLDSMAR, FL 34677 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1274
       Built: 1984   Tax: $645 (2025)
    Community: Shoreview Ph 2
    Single Family


    Estimated Monthly Payment: $1,856 (change assumption)
    Mortgage ($1,803) + Taxes in 2025 ($54)


    Taxes:$645

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 619 TIMBER BAY CIR E, OLDSMAR, FL 34677

    $400,00028 Days on yellowkey   MLS ID: TB8521146

    0 Days Off yellowkey (back on 6/20/2026)

    For Sale TB8521146 - 619 TIMBER BAY CIR E, OLDSMAR, FL 34677 70 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1232
       Built: 1983   Tax: $4,130 (2025)
    Community: Shoreview Ph I
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,536 (change assumption)
    Mortgage ($2,192) + Taxes in 2025 ($344)


    Taxes:$4,130

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN




Why Bother Searching Elsewhere for Oldsmar Single Family Homes for Sale?

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.