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Oldsmar Single Family Homes For Sale - 100 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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  • 709 LEMONWOOD DR, OLDSMAR, FL 34677

    $345,000121 Days on yellowkey   MLS ID: TB8475735

    0 Days Off yellowkey (back on 5/23/2026)

    For Sale TB8475735 - 709 LEMONWOOD DR, OLDSMAR, FL 34677 56 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1667
       Built: 1973   Tax: $4,799 (2024)
    Community: Harbor Palms-Unit Five
    Single Family


    Estimated Monthly Payment: $2,290 (change assumption)
    Mortgage ($1,890) + Taxes in 2024 ($400)


    Taxes:$4,799

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1912 CUTTY BAY CT, OLDSMAR, FL 34677

    $325,00024 Days on yellowkey   MLS ID: TB8509310

    1 Days Off yellowkey (back on 5/28/2026)

    For Sale TB8509310 - 1912 CUTTY BAY CT, OLDSMAR, FL 34677 33 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1080
       Built: 1984   Tax: $2,313 (2025)
    Community: Sheffield Village Ph Ii At Bayside Meadows
    Single Family


    Estimated Monthly Payment: $1,974 (change assumption)
    Mortgage ($1,781) + Taxes in 2025 ($193)


    Taxes:$2,313

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 402 SHORE DR W, OLDSMAR, FL 34677

    $849,00088 Days on yellowkey   MLS ID: TB8485835

    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: $4,976 (change assumption)
    Mortgage ($4,652) + Taxes in 2025 ($324)


    Taxes:$3,890

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 213 ARLINGTON AVE E, OLDSMAR, FL 34677

    $499,00025 Days on yellowkey   MLS ID: TB8509657

    2 Days Off yellowkey (back on 5/27/2026)

    INCREASED by $14,000 (2.9%) on 05/25/2026

    For Sale TB8509657 - 213 ARLINGTON AVE E, OLDSMAR, FL 34677 18 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2080
       Built: 1978   Tax: $2,134 (2025)
    Community: Oldsmar Rev Map
    Single Family


    Estimated Monthly Payment: $2,912 (change assumption)
    Mortgage ($2,734) + Taxes in 2025 ($178)


    Taxes:$2,134

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 105 MOBBLY BAY DR, OLDSMAR, FL 34677

    $1,224,90023 Days on yellowkey   MLS ID: TB8507261

    0 Days Off yellowkey (back on 5/26/2026)

    For Sale TB8507261 - 105 MOBBLY BAY DR, OLDSMAR, FL 34677 100 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3941
       Built: 2013
    Monthly Fee: $183
       Tax: $9,020 (2025)
    Community: Estuary Of Mobbly Bay
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,646 (change assumption)
    Mortgage ($6,712) + Fees ($183) + Taxes in 2025 ($752)


    Taxes:$9,020

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 382 FOUNTAINVIEW CIR, OLDSMAR, FL 34677

    $509,00038 Days on yellowkey   MLS ID: TB8499334

    0 Days Off yellowkey (back on 5/25/2026)

    REDUCED by $11,000 (2.1%) on 05/20/2026

    For Sale TB8499334 - 382 FOUNTAINVIEW CIR, OLDSMAR, FL 34677 28 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1875
       Built: 1995
    Monthly Fee: $95
       Tax: $5,232 (2025)
    Community: Fountains At Cypress Lakes The
    Single Family


    Estimated Monthly Payment: $3,320 (change assumption)
    Mortgage ($2,789) + Fees ($95) + Taxes in 2025 ($436)


    Taxes:$5,232

    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

    $430,00045 Days on yellowkey   MLS ID: TB8502786

    REDUCED by $19,000 (4.2%) on 05/25/2026

    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: $2,714 (change assumption)
    Mortgage ($2,356) + Taxes in 2025 ($358)


    Taxes:$4,298

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1637 GRAY BARK DR, OLDSMAR, FL 34677

    $559,900233 Days on yellowkey   MLS ID: TB8440841

    1 Days Off yellowkey (back on 5/23/2026)

    For Sale TB8440841 - 1637 GRAY BARK DR, OLDSMAR, FL 34677 58 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2146
       Built: 1998
    Monthly Fee: $9
       Tax: $5,256 (2024)
    Community: Eastlake Oaks Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,515 (change assumption)
    Mortgage ($3,068) + Fees ($9) + Taxes in 2024 ($438)


    Taxes:$5,256

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 1384 FORESTEDGE BLVD, OLDSMAR, FL 34677

    $699,00079 Days on yellowkey   MLS ID: TB8490510

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

    REDUCED by $21,000 (2.9%) on 05/21/2026

    For Sale TB8490510 - 1384 FORESTEDGE BLVD, OLDSMAR, FL 34677 59 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2814
       Built: 1991
    Monthly Fee: $243
       Tax: $13,366 (2025)
    Community: Aberdeen Unit Two
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,187 (change assumption)
    Mortgage ($3,830) + Fees ($243) + Taxes in 2025 ($1,114)


    Taxes:$13,366

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 705 SHORE DR E, OLDSMAR, FL 34677

    $158,990173 Days on yellowkey   MLS ID: TB8458306

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

    SHORT SALE TB8458306 - 705 SHORE DR E, OLDSMAR, FL 34677 5 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2155
       Built: 1974   Tax: $5,427 (2025)
    Community: Tampashores Bay Sec
    Single Family


    Estimated Monthly Payment: $1,323 (change assumption)
    Mortgage ($871) + Taxes in 2025 ($452)


    Taxes:$5,427

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 140 ASHLEY LN, OLDSMAR, FL 34677

    $309,90042 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


  • 208 CUTLASS WAY, OLDSMAR, FL 34677

    $350,00050 Days on yellowkey   MLS ID: TB8501214

    REDUCED by $20,000 (5.4%) on 04/29/2026

    For Sale TB8501214 - 208 CUTLASS WAY, OLDSMAR, FL 34677 54 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1392
       Built: 2015
    Monthly Fee: $285
       Tax: $3,417 (2025)
    Community: Hayes Park Village
    Single Family


    Estimated Monthly Payment: $2,488 (change assumption)
    Mortgage ($1,918) + Fees ($285) + Taxes in 2025 ($285)


    Taxes:$3,417

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 506 SHORE DR E, OLDSMAR, FL 34677

    $900,00026 Days on yellowkey   MLS ID: TB8509618

    For Sale TB8509618 - 506 SHORE DR E, OLDSMAR, FL 34677 31 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1313
       Built: 1955   Tax: $9,895 (2025)
    Community: Tampashores Bay Sec
    Single Family


    Estimated Monthly Payment: $5,756 (change assumption)
    Mortgage ($4,931) + Taxes in 2025 ($825)


    Taxes:$9,895

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1534 E LAKE WOODLANDS PKWY, OLDSMAR, FL 34677

    $1,249,00027 Days on yellowkey   MLS ID: TB8509589

    1 Days Off yellowkey (back on 5/20/2026)

    For Sale TB8509589 - 1534 E LAKE WOODLANDS PKWY, OLDSMAR, FL 34677 64 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3402
       Built: 1994
    Monthly Fee: $200
       Tax: $7,125 (2024)
    Community: Greenhaven Unit-Four
    Single Family


    Estimated Monthly Payment: $7,637 (change assumption)
    Mortgage ($6,844) + Fees ($200) + Taxes in 2024 ($594)


    Taxes:$7,125

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 511 BUCKINGHAM AVE E, OLDSMAR, FL 34677

    $1,300,00030 Days on yellowkey   MLS ID: TB8507804

    2 Days Off yellowkey (back on 5/20/2026)

    For Sale TB8507804 - 511 BUCKINGHAM AVE E, OLDSMAR, FL 34677 77 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3436
       Built: 2026   Tax: $1,427 (2025)
    Community: Oldsmar Rev Map
    Single Family


    Estimated Monthly Payment: $7,242 (change assumption)
    Mortgage ($7,123) + Taxes in 2025 ($119)


    Taxes:$1,427

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 545 LAKE CYPRESS CIR, OLDSMAR, FL 34677

    $485,900100 Days on yellowkey   MLS ID: TB8482985

    0 Days Off yellowkey (back on 5/19/2026)

    REDUCED by $9,100 (1.8%) on 04/15/2026

    For Sale TB8482985 - 545 LAKE CYPRESS CIR, OLDSMAR, FL 34677 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1694
       Built: 2000
    Monthly Fee: $140
       Tax: $6,865 (2025)
    Community: Preserve At Cypress Lakes Ph Ii The
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,374 (change assumption)
    Mortgage ($2,662) + Fees ($140) + Taxes in 2025 ($572)


    Taxes:$6,865

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 848 CHRISTINA CIR, OLDSMAR, FL 34677

    $560,00028 Days on yellowkey   MLS ID: TB8509369

    0 Days Off yellowkey (back on 5/19/2026)

    For Sale TB8509369 - 848 CHRISTINA CIR, OLDSMAR, FL 34677 39 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1756
       Built: 1994
    Monthly Fee: $68
       Tax: $4,544 (2025)
    Community: Bay's End
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,515 (change assumption)
    Mortgage ($3,068) + Fees ($68) + Taxes in 2025 ($379)


    Taxes:$4,544

    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

    $390,00045 Days on yellowkey   MLS ID: O6403164

    For Sale O6403164 - 2009 PEPPERTREE CT, OLDSMAR, FL 34677 70 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: $2,214 (change assumption)
    Mortgage ($2,137) + 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


  • 551 SALMON CT, OLDSMAR, FL 34677

    $349,90043 Days on yellowkey   MLS ID: TB8502478

    For Sale TB8502478 - 551 SALMON CT, OLDSMAR, FL 34677 54 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1344
       Built: 2002
    Monthly Fee: $70
       Tax: $175 (2025)
    Community: Gull-Aire Village Ph 2C
    Single Family


    Estimated Monthly Payment: $2,002 (change assumption)
    Mortgage ($1,917) + Fees ($70) + Taxes in 2025 ($15)


    Taxes:$175

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1909 CASTLE BAY CT, OLDSMAR, FL 34677

    $370,000246 Days on yellowkey   MLS ID: TB8436254

    REDUCED by $4,000 (1.1%) on 05/19/2026

    For Sale TB8436254 - 1909 CASTLE BAY CT, OLDSMAR, FL 34677 52 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1410
       Built: 1984   Tax: $2,696 (2024)
    Community: Sheffield Village Ph Ii At Bayside Meadows
    Single Family


    Estimated Monthly Payment: $2,252 (change assumption)
    Mortgage ($2,027) + Taxes in 2024 ($225)


    Taxes:$2,696

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    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.