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Oldsmar Single Family Homes For Sale - 103 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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  • 1637 GRAY BARK DR, OLDSMAR, FL 34677

    $559,900216 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


  • 316 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $329,00012 Days on yellowkey   MLS ID: TB8508856

    For Sale TB8508856 - 316 COUNTRY CLUB DR, OLDSMAR, FL 34677 32 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: $1,854 (change assumption)
    Mortgage ($1,803) + 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


  • 1471 BRIARGROVE WAY, OLDSMAR, FL 34677

    $899,99968 Days on yellowkey   MLS ID: TB8488174

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

    REDUCED by $19,001 (2.1%) on 04/13/2026

    For Sale TB8488174 - 1471 BRIARGROVE WAY, OLDSMAR, FL 34677 100 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3140
       Built: 1991
    Monthly Fee: $243
       Tax: $9,749 (2025)
    Community: Aberdeen Unit Two
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,987 (change assumption)
    Mortgage ($4,931) + Fees ($243) + Taxes in 2025 ($812)


    Taxes:$9,749

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 709 LEMONWOOD DR, OLDSMAR, FL 34677

    $345,000104 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


  • 413 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $349,90054 Days on yellowkey   MLS ID: O6396122

    REDUCED by $25,000 (6.7%) on 05/22/2026

    For Sale O6396122 - 413 COUNTRY CLUB DR, OLDSMAR, FL 34677 41 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1323
       Built: 1959   Tax: $3,829 (2024)
    Community: Oldsmar Country Club Estates Sec 2
    Single Family


    Estimated Monthly Payment: $2,236 (change assumption)
    Mortgage ($1,917) + Taxes in 2024 ($319)


    Taxes:$3,829

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1384 FORESTEDGE BLVD, OLDSMAR, FL 34677

    $699,00062 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


  • 634 TIMBER BAY CIRCLE W, OLDSMAR, FL 34677

    $321,50064 Days on yellowkey   MLS ID: TB8489706

    0 Days Off yellowkey (back on 4/30/2026)

    REDUCED by $3,400 (1.0%) on 04/24/2026

    For Sale TB8489706 - 634 TIMBER BAY CIRCLE W, OLDSMAR, FL 34677 27 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1056
       Built: 1985   Tax: $4,283 (2025)
    Community: Shoreview Phase 2 Blk 6, Lot 3
    Single Family


    Estimated Monthly Payment: $2,119 (change assumption)
    Mortgage ($1,762) + Taxes in 2025 ($357)


    Taxes:$4,283

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 705 SHORE DR E, OLDSMAR, FL 34677

    $158,990156 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

    $309,90025 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


  • 380 ROSALIND LN, OLDSMAR, FL 34677

    $629,9005 Days on yellowkey   MLS ID: TB8510265

    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: $3,952 (change assumption)
    Mortgage ($3,451) + 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


  • 602 BAY LAKE TRL, OLDSMAR, FL 34677

    $375,00026 Days on yellowkey   MLS ID: TB8503595

    For Sale TB8503595 - 602 BAY LAKE TRL, OLDSMAR, FL 34677 7 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1554
       Built: 1983   Tax: $937 (2025)
    Community: Shoreview Ph I
    Single Family


    Estimated Monthly Payment: $2,133 (change assumption)
    Mortgage ($2,055) + Taxes in 2025 ($78)


    Taxes:$937

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 208 CUTLASS WAY, OLDSMAR, FL 34677

    $350,00033 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

    $900,0009 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


  • 1811 FOREST DR, OLDSMAR, FL 34677

    $453,80062 Days on yellowkey   MLS ID: TB8491038

    REDUCED by $100 (0.0%) on 05/20/2026

    For Sale TB8491038 - 1811 FOREST DR, OLDSMAR, FL 34677 36 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 2142
       Built: 1973   Tax: $6,771 (2025)
    Community: Harbor Palms-Unit Three
    Single Family


    Estimated Monthly Payment: $3,051 (change assumption)
    Mortgage ($2,487) + Taxes in 2025 ($564)


    Taxes:$6,771

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1534 E LAKE WOODLANDS PKWY, OLDSMAR, FL 34677

    $1,249,00010 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


  • 440 LAKEVIEW DR, OLDSMAR, FL 34677

    $415,000173 Days on yellowkey   MLS ID: TB8454195

    REDUCED by $10,000 (2.4%) on 05/20/2026

    For Sale TB8454195 - 440 LAKEVIEW DR, OLDSMAR, FL 34677 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1554
       Built: 1983
    Monthly Fee: $35
       Tax: $1,458 (2024)
    Community: Manors Of Forest Lakes The
    Single Family


    Estimated Monthly Payment: $2,430 (change assumption)
    Mortgage ($2,274) + Fees ($35) + Taxes in 2024 ($121)


    Taxes:$1,458

    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

    $1,300,00013 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


  • 3071 HURON AVE, OLDSMAR, FL 34677

    $529,00010 Days on yellowkey   MLS ID: TB8507555

    For Sale TB8507555 - 3071 HURON AVE, OLDSMAR, FL 34677 63 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: $3,392 (change assumption)
    Mortgage ($2,899) + Taxes in 2025 ($493)


    Taxes:$5,919

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: None


  • 545 LAKE CYPRESS CIR, OLDSMAR, FL 34677

    $485,90083 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

    $560,00011 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




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.