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Oldsmar Homes For Sale & Real Estate - 204 homes

Oldsmar homes for sale are located in Pinellas County, Florida. Find homes in Oldsmar for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Oldsmar houses.

Location: Oldsmar

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  • 388 COUNTRYSIDE KEY BLVD, OLDSMAR, FL 34677

    $246,00074 Days on yellowkey   MLS ID: TB8478422

    0 Days Off yellowkey (back on 4/24/2026)

    For Sale TB8478422 - 388 COUNTRYSIDE KEY BLVD, OLDSMAR, FL 34677 33 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1105
       Built: 1997
    Monthly Fee: $433
       Tax: $1,771 (2025)
    Community: Countryside Key
    Townhouse


    Estimated Monthly Payment: $1,929 (change assumption)
    Mortgage ($1,348) + Fees ($433) + Taxes in 2025 ($148)


    Taxes:$1,771

    Elementary School: Curlew Creek Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 134 CYPRESS CT #134, OLDSMAR, FL 34677

    $139,90054 Days on yellowkey   MLS ID: TB8484548

    REDUCED by $10,100 (6.7%) on 05/05/2026

    For Sale TB8484548 - 134 CYPRESS CT #134, OLDSMAR, FL 34677 60 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1054
       Built: 1980   Tax: $3,044 (2025)
    Community: East Lake Woodlands Cypress Estates
    Condo


    Estimated Monthly Payment: $1,020 (change assumption)
    Mortgage ($767) + Taxes in 2025 ($254)


    Taxes:$3,044

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 304 WOODLAKE WYNDE #304, OLDSMAR, FL 34677

    $179,9005 Days on yellowkey   MLS ID: TB8498051

    For Sale TB8498051 - 304 WOODLAKE WYNDE #304, OLDSMAR, FL 34677 25 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 674
       Built: 1985
    Monthly Fee: $418
       Tax: $2,403 (2025)
    Community: East Lake Woodlands Woodlake Run
    Condo


    Estimated Monthly Payment: $1,604 (change assumption)
    Mortgage ($986) + Fees ($418) + Taxes in 2025 ($200)


    Taxes:$2,403

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 303 WOODLAKE WYNDE, OLDSMAR, FL 34677

    $169,90035 Days on yellowkey   MLS ID: TB8485200

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

    REDUCED by $10,000 (5.6%) on 04/03/2026

    For Sale TB8485200 - 303 WOODLAKE WYNDE, OLDSMAR, FL 34677 27 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 674
       Built: 1985
    Monthly Fee: $418
       Tax: $2,409 (2025)
    Community: East Lake Woodlands Woodlake Run
    Spa: No

    Condo


    Estimated Monthly Payment: $1,550 (change assumption)
    Mortgage ($931) + Fees ($418) + Taxes in 2025 ($201)


    Taxes:$2,409

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 948 LUCAS LN, OLDSMAR, FL 34677

    $475,00095 Days on yellowkey   MLS ID: TB8448286

    REDUCED by $25,000 (5.0%) on 05/05/2026

    For Sale TB8448286 - 948 LUCAS LN, OLDSMAR, FL 34677 50 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1685
       Built: 1990
    Monthly Fee: $575
       Tax: $4,086 (2025)
    Community: Hunters Trail Twnhms
    Villa


    Estimated Monthly Payment: $3,518 (change assumption)
    Mortgage ($2,603) + Fees ($575) + Taxes in 2025 ($340)


    Taxes:$4,086

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 141 LAKEVIEW WAY #141, OLDSMAR, FL 34677

    $173,90060 Days on yellowkey   MLS ID: TB8483907

    REDUCED by $1,000 (0.6%) on 04/30/2026

    For Sale TB8483907 - 141 LAKEVIEW WAY #141, OLDSMAR, FL 34677 28 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1094
       Built: 1980   Tax: $3,466 (2025)
    Community: East Lake Woodlands
    Spa: No

    Condo


    Estimated Monthly Payment: $1,242 (change assumption)
    Mortgage ($953) + Taxes in 2025 ($289)


    Taxes:$3,466

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 137 BRENT CIR, OLDSMAR, FL 34677

    $799,00039 Days on yellowkey   MLS ID: O6394251

    For Sale O6394251 - 137 BRENT CIR, OLDSMAR, FL 34677 44 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 2309
       Built: 2002
    Monthly Fee: $473
       Tax: $5,236 (2025)
    Community: Seaside Estates
    Townhouse


    Estimated Monthly Payment: $5,287 (change assumption)
    Mortgage ($4,378) + Fees ($473) + Taxes in 2025 ($436)


    Taxes:$5,236

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: None


  • 10 LESLEY LN, OLDSMAR, FL 34677

    $310,00011 Days on yellowkey   MLS ID: TB8501611

    For Sale TB8501611 - 10 LESLEY LN, OLDSMAR, FL 34677 44 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1250
       Built: 1982
    Monthly Fee: $451
       Tax: $3,869 (2025)
    Community: Quail Forest Cluster Homes
    Spa: No

    Villa


    Estimated Monthly Payment: $2,472 (change assumption)
    Mortgage ($1,699) + Fees ($451) + Taxes in 2025 ($322)


    Taxes:$3,869

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 502 TIMBER BAY CIR E, OLDSMAR, FL 34677

    $419,90091 Days on yellowkey   MLS ID: TB8467897

    3 Days Off yellowkey (back on 4/8/2026)

    For Sale TB8467897 - 502 TIMBER BAY CIR E, OLDSMAR, FL 34677 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1658
       Built: 1983   Tax: $5,498 (2024)
    Community: Shoreview Ph I
    Single Family


    Estimated Monthly Payment: $2,759 (change assumption)
    Mortgage ($2,301) + Taxes in 2024 ($458)


    Taxes:$5,498

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 160 JAMES CT, OLDSMAR, FL 34677

    $363,9004 Days on yellowkey   MLS ID: TB8503480

    For Sale TB8503480 - 160 JAMES CT, OLDSMAR, FL 34677 59 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1445
       Built: 1981
    Monthly Fee: $451
       Tax: $5,927 (2025)
    Community: Quail Forest Cluster Homes
    Villa


    Estimated Monthly Payment: $2,939 (change assumption)
    Mortgage ($1,994) + Fees ($451) + Taxes in 2025 ($494)


    Taxes:$5,927

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 130 CYPRESS LN #130, OLDSMAR, FL 34677

    $160,0007 Days on yellowkey   MLS ID: TB8502597

    For Sale TB8502597 - 130 CYPRESS LN #130, OLDSMAR, FL 34677 30 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1054
       Built: 1980
    Monthly Fee: $571
       Tax: $2,571 (2025)
    Community: East Lake Woodlands Cypress Estates
    Condo


    Estimated Monthly Payment: $1,662 (change assumption)
    Mortgage ($877) + Fees ($571) + Taxes in 2025 ($214)


    Taxes:$2,571

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 103 CUTLASS WAY, OLDSMAR, FL 34677

    $345,00071 Days on yellowkey   MLS ID: TB8479354

    For Sale TB8479354 - 103 CUTLASS WAY, OLDSMAR, FL 34677 20 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1392
       Built: 2016
    Monthly Fee: $255
       Tax: $6,017 (2025)
    Community: Hayes Park Village
    Single Family


    Estimated Monthly Payment: $2,647 (change assumption)
    Mortgage ($1,890) + Fees ($255) + Taxes in 2025 ($501)


    Taxes:$6,017

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4922 EDGEWATER LN, OLDSMAR, FL 34677

    $594,00029 Days on yellowkey   MLS ID: W7883975

    REDUCED by $5,000 (0.8%) on 05/04/2026

    For Sale W7883975 - 4922 EDGEWATER LN, OLDSMAR, FL 34677 41 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2390
       Built: 1997
    Monthly Fee: $158
       Tax: $9,841 (2025)
    Community: Worthington
    Single Family


    Estimated Monthly Payment: $4,233 (change assumption)
    Mortgage ($3,255) + Fees ($158) + Taxes in 2025 ($820)


    Taxes:$9,841

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 80 LANCE CT, OLDSMAR, FL 34677

    $235,00073 Days on yellowkey   MLS ID: TB8477775

    REDUCED by $5,000 (2.1%) on 04/09/2026

    For Sale TB8477775 - 80 LANCE CT, OLDSMAR, FL 34677 21 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1250
       Built: 1981
    Monthly Fee: $440
       Tax: $1,851 (2025)
    Community: East Lake Woodlands
    Villa


    Estimated Monthly Payment: $1,882 (change assumption)
    Mortgage ($1,288) + Fees ($440) + Taxes in 2025 ($154)


    Taxes:$1,851

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 2159 WARWICK DR, OLDSMAR, FL 34677

    $800,00053 Days on yellowkey   MLS ID: TB8486224

    1 Days Off yellowkey (back on 5/4/2026)

    For Sale TB8486224 - 2159 WARWICK DR, OLDSMAR, FL 34677 56 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2673
       Built: 1996
    Monthly Fee: $133
       Tax: $6,682 (2025)
    Community: Warwick Hills
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,073 (change assumption)
    Mortgage ($4,383) + Fees ($133) + Taxes in 2025 ($557)


    Taxes:$6,682

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 140 ASHLEY LN, OLDSMAR, FL 34677

    $309,9003 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


  • 2009 PEPPERTREE CT, OLDSMAR, FL 34677

    $390,0006 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


  • 417 DOLPHIN DR S, OLDSMAR, FL 34677

    $269,0004 Days on yellowkey   MLS ID: TB8504194

    For Sale TB8504194 - 417 DOLPHIN DR S, OLDSMAR, FL 34677 54 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1253
       Built: 1985
    Monthly Fee: $70
       Tax: $3,616 (2025)
    Community: Gull-Aire Village
    Manufactured Home


    Estimated Monthly Payment: $1,845 (change assumption)
    Mortgage ($1,474) + Fees ($70) + Taxes in 2025 ($301)


    Taxes:$3,616

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 504 FEDERAL ST, OLDSMAR, FL 34677

    $1,180,000211 Days on yellowkey   MLS ID: TB8427180

    REDUCED by $90,000 (7.1%) on 04/25/2026

    For Sale TB8427180 - 504 FEDERAL ST, OLDSMAR, FL 34677 52 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2961
       Built: 2026   Tax: $1,498 (2024)
    Community: Oldsmar Rev Map
    Single Family


    Estimated Monthly Payment: $6,590 (change assumption)
    Mortgage ($6,466) + Taxes in 2024 ($125)


    Taxes:$1,498

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 165 MOBBLY BAY DR, OLDSMAR, FL 34677

    $1,149,900223 Days on yellowkey   MLS ID: TB8430614

    REDUCED by $70,000 (5.7%) on 05/04/2026

    For Sale TB8430614 - 165 MOBBLY BAY DR, OLDSMAR, FL 34677 100 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3945
       Built: 2012
    Monthly Fee: $183
       Tax: $8,887 (2024)
    Community: Estuary Of Mobbly Bay
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,224 (change assumption)
    Mortgage ($6,301) + Fees ($183) + Taxes in 2024 ($741)


    Taxes:$8,887

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN




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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.