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Oldsmar Single Family Homes For Sale - 95 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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  • 35 GREENHAVEN TRL, OLDSMAR, FL 34677

    $1,149,900Listed 07/23/2026 11:48AM   MLS ID: TB8531583

    For Sale TB8531583 - 35 GREENHAVEN TRL, OLDSMAR, FL 34677 65 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3098
       Built: 1988
    Monthly Fee: $182
       Tax: $6,658 (2025)
    Community: Greenhaven Unit Two
    Single Family


    Estimated Monthly Payment: $7,038 (change assumption)
    Mortgage ($6,301) + Fees ($182) + Taxes in 2025 ($555)


    Taxes:$6,658

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 4995 CAMBERLEY LN, OLDSMAR, FL 34677

    $979,00028 Days on yellowkey   MLS ID: TB8523334

    For Sale TB8523334 - 4995 CAMBERLEY LN, OLDSMAR, FL 34677 57 photos

    Bed: 3   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 3410
       Built: 1989
    Monthly Fee: $255
       Tax: $8,168 (2025)
    Community: Aberdeen Unit One
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,300 (change assumption)
    Mortgage ($5,364) + Fees ($255) + Taxes in 2025 ($681)


    Taxes:$8,168

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2328 WARWICK DR, OLDSMAR, FL 34677

    $829,000336 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


  • 854 CHRISTINA CIR, OLDSMAR, FL 34677

    $548,00032 Days on yellowkey   MLS ID: TB8521571

    REDUCED by $7,500 (1.4%) on 07/23/2026

    For Sale TB8521571 - 854 CHRISTINA CIR, OLDSMAR, FL 34677 46 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2065
       Built: 1994
    Monthly Fee: $68
       Tax: $8,686 (2025)
    Community: Bays End
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,794 (change assumption)
    Mortgage ($3,003) + Fees ($68) + Taxes in 2025 ($724)


    Taxes:$8,686

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 219 BAY ARBOR BLVD, OLDSMAR, FL 34677

    $540,00098 Days on yellowkey   MLS ID: TB8498550

    REDUCED by $10,000 (1.8%) on 07/16/2026

    For Sale TB8498550 - 219 BAY ARBOR BLVD, OLDSMAR, FL 34677 66 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1873
       Built: 2000
    Monthly Fee: $100
       Tax: $7,973 (2025)
    Community: Bay Arbor Unit 1A
    Single Family


    Estimated Monthly Payment: $3,723 (change assumption)
    Mortgage ($2,959) + Fees ($100) + Taxes in 2025 ($664)


    Taxes:$7,973

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 5250 PINEHURST CT, OLDSMAR, FL 34677

    $665,0006 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


  • 743 WELLINGTON CT, OLDSMAR, FL 34677

    $799,00035 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


  • 1319 FORESTEDGE BLVD, OLDSMAR, FL 34677

    $1,100,00042 Days on yellowkey   MLS ID: TB8517867

    1 Days Off yellowkey (back on 7/23/2026)

    REDUCED by $50,000 (4.3%) on 07/02/2026

    For Sale TB8517867 - 1319 FORESTEDGE BLVD, OLDSMAR, FL 34677 77 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3849
       Built: 1991
    Monthly Fee: $243
       Tax: $8,986 (2025)
    Community: Aberdeen Unit Two
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,019 (change assumption)
    Mortgage ($6,027) + Fees ($243) + Taxes in 2025 ($749)


    Taxes:$8,986

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1758 OAK POND CT, OLDSMAR, FL 34677

    $575,00071 Days on yellowkey   MLS ID: TB8507682

    REDUCED by $10,000 (1.7%) on 06/25/2026

    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: $3,516 (change assumption)
    Mortgage ($3,151) + 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


  • 331 SHORE DR E, OLDSMAR, FL 34677

    $450,0003 Days on yellowkey   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


  • 384 WINGATE CIR, OLDSMAR, FL 34677

    $579,00052 Days on yellowkey   MLS ID: TB8515031

    REDUCED by $5,999 (1.0%) on 07/13/2026

    For Sale TB8515031 - 384 WINGATE CIR, OLDSMAR, FL 34677 59 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2428
       Built: 2001
    Monthly Fee: $100
       Tax: $8,778 (2025)
    Community: Bay Arbor
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,004 (change assumption)
    Mortgage ($3,173) + Fees ($100) + Taxes in 2025 ($732)


    Taxes:$8,778

    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

    $865,00088 Days on yellowkey   MLS ID: TB8502016

    1 Days Off yellowkey (back on 7/22/2026)

    REDUCED by $20,000 (2.3%) 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: $5,855 (change assumption)
    Mortgage ($4,740) + 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


  • 1705 IRONWOOD CT E, OLDSMAR, FL 34677

    $320,000133 Days on yellowkey   MLS ID: TB8486052

    REDUCED by $10,000 (3.0%) on 05/26/2026

    For Sale TB8486052 - 1705 IRONWOOD CT E, OLDSMAR, FL 34677 28 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1206
       Built: 1973   Tax: $1,600 (2025)
    Community: Harbor Palms-Unit Six
    Single Family


    Estimated Monthly Payment: $1,887 (change assumption)
    Mortgage ($1,753) + Taxes in 2025 ($133)


    Taxes:$1,600

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 416 MAPLEWOOD DR, OLDSMAR, FL 34677

    $460,00014 Days on yellowkey   MLS ID: TB8527873

    For Sale TB8527873 - 416 MAPLEWOOD DR, OLDSMAR, FL 34677 68 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1395
       Built: 1977   Tax: $1,408 (2026)
    Community: Harbor Palms-Unit One
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,638 (change assumption)
    Mortgage ($2,520) + Taxes in 2026 ($117)


    Taxes:$1,408

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2026

    Middle School: Carwise Middle-PN


  • 140 ASHLEY LN, OLDSMAR, FL 34677

    $309,90083 Days on yellowkey   MLS ID: TB8504188

    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


  • 2005 HUDSON CT, OLDSMAR, FL 34677

    $299,90055 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

    $609,90063 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

    $629,00012 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

    $295,000262 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

    $615,00064 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




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.