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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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  • 1008 ROBINWOOD DR, OLDSMAR, FL 34677

    $675,00035 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 49 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


  • 1806 FOREST DR, OLDSMAR, FL 34677

    $418,000260 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


  • 450 CYPRESS CREEK CIR, OLDSMAR, FL 34677

    $625,0001 Day 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


  • 601 SHORE DR E, OLDSMAR, FL 34677

    $525,0001 Day on yellowkey   MLS ID: TB8529217

    For Sale TB8529217 - 601 SHORE DR E, OLDSMAR, FL 34677 34 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1856
       Built: 1968   Tax: $4,686 (2025)
    Community: Tampashores Bay Sec
    Single Family


    Estimated Monthly Payment: $3,267 (change assumption)
    Mortgage ($2,877) + Taxes in 2025 ($391)


    Taxes:$4,686

    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

    $1,100,00035 Days on yellowkey   MLS ID: TB8517867

    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


  • 4953 POINTE CIR, OLDSMAR, FL 34677

    $865,00081 Days on yellowkey   MLS ID: TB8502016

    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


  • 800 SAINT PETERSBURG DR W, OLDSMAR, FL 34677

    $399,000118 Days on yellowkey   MLS ID: TB8489139

    4 Days Off yellowkey (back on 7/6/2026)

    REDUCED by $10,000 (2.4%) on 04/20/2026

    For Sale TB8489139 - 800 SAINT PETERSBURG DR W, OLDSMAR, FL 34677 20 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1712
       Built: 1949   Tax: $3,631 (2025)
    Community: Oldsmar Rev Map
    Single Family


    Estimated Monthly Payment: $2,489 (change assumption)
    Mortgage ($2,186) + Taxes in 2025 ($303)


    Taxes:$3,631

    Elementary School: Oakhurst Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 219 BAY ARBOR BLVD, OLDSMAR, FL 34677

    $540,00091 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


  • 3858 SHORE BLVD, OLDSMAR, FL 34677

    $1,100,00066 Days on yellowkey   MLS ID: TB8506221

    REDUCED by $50,000 (4.3%) on 07/15/2026

    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: $6,765 (change assumption)
    Mortgage ($6,027) + Taxes in 2025 ($738)


    Taxes:$8,857

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 50 WILLOWOOD LN, OLDSMAR, FL 34677

    $1,499,900154 Days on yellowkey   MLS ID: TB8475420

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

    Bed: 6   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4475
       Built: 1987
    Monthly Fee: $240
       Tax: $8,709 (2024)
    Community: Deerpath Unit One
    Spa: Yes

    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


  • 1404 EAST LAKE WOODLANDS PKWY, OLDSMAR, FL 34677

    $1,225,00093 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


  • 854 CHRISTINA CIR, OLDSMAR, FL 34677

    $555,50025 Days on yellowkey   MLS ID: TB8521571

    REDUCED by $9,500 (1.7%) on 07/08/2026

    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: $3,836 (change assumption)
    Mortgage ($3,044) + 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


  • 2009 PEPPERTREE CT, OLDSMAR, FL 34677

    $380,00079 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


  • 392 TAVERNIER CIR, OLDSMAR, FL 34677

    $558,90025 Days on yellowkey   MLS ID: TB8521472

    REDUCED by $10,100 (1.8%) on 07/15/2026

    For Sale TB8521472 - 392 TAVERNIER CIR, OLDSMAR, FL 34677 62 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 1656
       Built: 1996
    Monthly Fee: $75
       Tax: $2,635 (2025)
    Community: Fountains At Cypress Lakes Ii-B
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,357 (change assumption)
    Mortgage ($3,062) + Fees ($75) + Taxes in 2025 ($220)


    Taxes:$2,635

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4931 TURTLE CREEK TRL, OLDSMAR, FL 34677

    $1,055,00031 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


  • 743 WELLINGTON CT, OLDSMAR, FL 34677

    $799,00028 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


  • 100 LISA LN, OLDSMAR, FL 34677

    $299,0004 Days on yellowkey   MLS ID: TB8526300

    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


  • 586 KINGSMILL CT, OLDSMAR, FL 34677

    $600,00043 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


  • 1704 SPLIT FORK DR, OLDSMAR, FL 34677

    $599,0005 Days on yellowkey   MLS ID: TB8527058

    1 Days Off yellowkey (back on 7/15/2026)

    For Sale TB8527058 - 1704 SPLIT FORK DR, OLDSMAR, FL 34677 87 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2166
       Built: 1997
    Monthly Fee: $12
       Tax: $9,642 (2025)
    Community: Eastlake Oaks Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,098 (change assumption)
    Mortgage ($3,282) + Fees ($12) + Taxes in 2025 ($804)


    Taxes:$9,642

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 435 LAKEVIEW DR, OLDSMAR, FL 34677

    $475,000113 Days on yellowkey   MLS ID: TB8489554

    0 Days Off yellowkey (back on 7/14/2026)

    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




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.