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Oldsmar Single Family Homes For Sale - 94 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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  • 331 SHORE DR E, OLDSMAR, FL 34677

    $450,000Listed 07/21/2026 5:00PM   MLS ID: TB8531357

    For Sale TB8531357 - 331 SHORE DR E, OLDSMAR, FL 34677 6 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 2064
       Built: 1959   Tax: $828 (2025)
    Community: Oldsmar Country Club Estates Sec 3
    Single Family


    Estimated Monthly Payment: $2,535 (change assumption)
    Mortgage ($2,466) + Taxes in 2025 ($69)


    Taxes:$828

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 2005 HUDSON CT, OLDSMAR, FL 34677

    $299,90052 Days on yellowkey   MLS ID: W7886259

    REDUCED by $10,100 (3.3%) on 07/02/2026

    For Sale W7886259 - 2005 HUDSON CT, OLDSMAR, FL 34677 44 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1170
       Built: 1982   Tax: $923 (2025)
    Community: Bayside Meadows Ph Ii
    Single Family


    Estimated Monthly Payment: $1,720 (change assumption)
    Mortgage ($1,643) + Taxes in 2025 ($77)


    Taxes:$923

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 380 ROSALIND LN, OLDSMAR, FL 34677

    $609,90060 Days on yellowkey   MLS ID: TB8510265

    REDUCED by $10,099 (1.6%) on 07/21/2026

    For Sale TB8510265 - 380 ROSALIND LN, OLDSMAR, FL 34677 55 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2423
       Built: 2001
    Monthly Fee: $100
       Tax: $4,811 (2025)
    Community: Bay Arbor
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,843 (change assumption)
    Mortgage ($3,342) + Fees ($100) + Taxes in 2025 ($401)


    Taxes:$4,811

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1745 OAK POND CT, OLDSMAR, FL 34677

    $629,0009 Days on yellowkey   MLS ID: TB8527516

    For Sale TB8527516 - 1745 OAK POND CT, OLDSMAR, FL 34677 15 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2324
       Built: 2000   Tax: $8,785 (2025)
    Community: Eastlake Oaks Ph 4
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,179 (change assumption)
    Mortgage ($3,446) + Taxes in 2025 ($732)


    Taxes:$8,785

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 645 TIMBER BAY CIR E, OLDSMAR, FL 34677

    $295,000259 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


  • 355 VENTURA DR, OLDSMAR, FL 34677

    $615,00061 Days on yellowkey   MLS ID: TB8510293

    2 Days Off yellowkey (back on 7/20/2026)

    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


  • 317 SHORE DR E, OLDSMAR, FL 34677

    $484,700173 Days on yellowkey   MLS ID: FC315737

    REDUCED by $4,970 (1.0%) on 04/21/2026

    For Sale FC315737 - 317 SHORE DR E, OLDSMAR, FL 34677 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1660
       Built: 2000   Tax: $6,929 (2024)
    Community: Country Club Add To Oldsmar Rev
    Single Family


    Estimated Monthly Payment: $3,233 (change assumption)
    Mortgage ($2,656) + Taxes in 2024 ($577)


    Taxes:$6,929

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 100 LISA LN, OLDSMAR, FL 34677

    $299,0008 Days on yellowkey   MLS ID: TB8526300

    1 Days Off yellowkey (back on 7/20/2026)

    For Sale TB8526300 - 100 LISA LN, OLDSMAR, FL 34677 67 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1320
       Built: 1977
    Monthly Fee: $340
       Tax: $2,859 (2025)
    Community: East Lake Woodlands Patio Homes
    Single Family


    Estimated Monthly Payment: $2,217 (change assumption)
    Mortgage ($1,638) + Fees ($340) + Taxes in 2025 ($238)


    Taxes:$2,859

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2328 WARWICK DR, OLDSMAR, FL 34677

    $829,000333 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


  • 1404 EAST LAKE WOODLANDS PKWY, OLDSMAR, FL 34677

    $1,225,00097 Days on yellowkey   MLS ID: TB8496474

    For Sale TB8496474 - 1404 EAST LAKE WOODLANDS PKWY, OLDSMAR, FL 34677 85 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 4312
       Built: 1990
    Monthly Fee: $207
       Tax: $8,294 (2025)
    Community: Greenhaven Unit Three
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,610 (change assumption)
    Mortgage ($6,712) + Fees ($207) + Taxes in 2025 ($691)


    Taxes:$8,294

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 450 CYPRESS CREEK CIR, OLDSMAR, FL 34677

    $625,0005 Days on yellowkey   MLS ID: TB8529291

    For Sale TB8529291 - 450 CYPRESS CREEK CIR, OLDSMAR, FL 34677 74 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2139
       Built: 1976
    Monthly Fee: $147
       Tax: $4,574 (2025)
    Community: East Lake Woodlands
    Single Family


    Estimated Monthly Payment: $3,953 (change assumption)
    Mortgage ($3,425) + Fees ($147) + Taxes in 2025 ($381)


    Taxes:$4,574

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 4931 TURTLE CREEK TRL, OLDSMAR, FL 34677

    $1,055,00035 Days on yellowkey   MLS ID: TB8518188

    For Sale TB8518188 - 4931 TURTLE CREEK TRL, OLDSMAR, FL 34677 67 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3189
       Built: 1995
    Monthly Fee: $181
       Tax: $10,115 (2025)
    Community: East Lake Woodlands
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,805 (change assumption)
    Mortgage ($5,781) + Fees ($181) + Taxes in 2025 ($843)


    Taxes:$10,115

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1008 ROBINWOOD DR, OLDSMAR, FL 34677

    $675,00039 Days on yellowkey   MLS ID: TB8516701

    REDUCED by $20,000 (2.9%) on 07/17/2026

    For Sale TB8516701 - 1008 ROBINWOOD DR, OLDSMAR, FL 34677 53 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2442
       Built: 1997
    Monthly Fee: $70
       Tax: $9,594 (2025)
    Community: Woods Of Forest Lakes The Ph One
    Single Family


    Estimated Monthly Payment: $4,568 (change assumption)
    Mortgage ($3,699) + Fees ($70) + Taxes in 2025 ($799)


    Taxes:$9,594

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 586 KINGSMILL CT, OLDSMAR, FL 34677

    $600,00047 Days on yellowkey   MLS ID: TB8512390

    REDUCED by $15,000 (2.4%) on 06/28/2026

    For Sale TB8512390 - 586 KINGSMILL CT, OLDSMAR, FL 34677 57 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2452
       Built: 1998
    Monthly Fee: $298
       Tax: $10,436 (2025)
    Community: Kingsmill
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,455 (change assumption)
    Mortgage ($3,288) + Fees ($298) + Taxes in 2025 ($870)


    Taxes:$10,436

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5250 PINEHURST CT, OLDSMAR, FL 34677

    $665,0003 Days on yellowkey   MLS ID: TB8529582

    For Sale TB8529582 - 5250 PINEHURST CT, OLDSMAR, FL 34677 66 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2074
       Built: 1995
    Monthly Fee: $518
       Tax: $6,099 (2025)
    Community: Parcel B - The Pinnacle
    Single Family


    Estimated Monthly Payment: $4,670 (change assumption)
    Mortgage ($3,644) + Fees ($518) + Taxes in 2025 ($508)


    Taxes:$6,099

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 402 SHORE DR W, OLDSMAR, FL 34677

    $795,000126 Days on yellowkey   MLS ID: TB8485835

    REDUCED by $54,000 (6.4%) on 07/18/2026

    For Sale TB8485835 - 402 SHORE DR W, OLDSMAR, FL 34677 62 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 1711
       Built: 1999   Tax: $3,890 (2025)
    Community: Oldsmar Rev Map
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,680 (change assumption)
    Mortgage ($4,356) + Taxes in 2025 ($324)


    Taxes:$3,890

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 743 WELLINGTON CT, OLDSMAR, FL 34677

    $799,00032 Days on yellowkey   MLS ID: TB8515327

    REDUCED by $16,000 (2.0%) on 07/09/2026

    For Sale TB8515327 - 743 WELLINGTON CT, OLDSMAR, FL 34677 52 photos

    Bed: 3   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3058
       Built: 2015
    Monthly Fee: $160
       Tax: $6,370 (2025)
    Community: Wellington Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,069 (change assumption)
    Mortgage ($4,378) + Fees ($160) + Taxes in 2025 ($531)


    Taxes:$6,370

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 347 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $419,000160 Days on yellowkey   MLS ID: TB8475491

    REDUCED by $10,000 (2.3%) on 06/29/2026

    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: $2,422 (change assumption)
    Mortgage ($2,296) + 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


  • 2151 DIAMOND CT, OLDSMAR, FL 34677

    $1,350,000267 Days on yellowkey   MLS ID: TB8440175

    0 Days Off yellowkey (back on 7/18/2026)

    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


  • 2009 PEPPERTREE CT, OLDSMAR, FL 34677

    $380,00083 Days on yellowkey   MLS ID: O6403164

    REDUCED by $10,000 (2.6%) on 07/06/2026

    For Sale O6403164 - 2009 PEPPERTREE CT, OLDSMAR, FL 34677 68 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: $2,159 (change assumption)
    Mortgage ($2,082) + 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




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.