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Oldsmar Homes For Sale & Real Estate - 203 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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  • 4761 STONEBRIAR DR, OLDSMAR, FL 34677

    $749,00050 Days on yellowkey   MLS ID: TB8509685

    REDUCED by $11,000 (1.4%) on 07/06/2026

    For Sale TB8509685 - 4761 STONEBRIAR DR, OLDSMAR, FL 34677 60 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2652
       Built: 1993
    Monthly Fee: $117
       Tax: $5,832 (2025)
    Community: Stonebriar
    Single Family


    Estimated Monthly Payment: $4,707 (change assumption)
    Mortgage ($4,104) + Fees ($117) + Taxes in 2025 ($486)


    Taxes:$5,832

    Elementary School: None

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 506 SHORE DR E, OLDSMAR, FL 34677

    $900,00060 Days on yellowkey   MLS ID: TB8509618

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

    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


  • 438 LAFAYETTE BLVD, OLDSMAR, FL 34677

    $575,000133 Days on yellowkey   MLS ID: TB8480797

    REDUCED by $9,900 (1.7%) on 07/02/2026

    For Sale TB8480797 - 438 LAFAYETTE BLVD, OLDSMAR, FL 34677 65 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2138
       Built: 1988   Tax: $8,284 (2025)
    Community: Oldsmar Rev Map
    Single Family


    Estimated Monthly Payment: $3,841 (change assumption)
    Mortgage ($3,151) + Taxes in 2025 ($690)


    Taxes:$8,284

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: None


  • 124 WOODLAKE WYNDE #0, OLDSMAR, FL 34677

    $215,00016 Days on yellowkey   MLS ID: TB8523772

    For Sale TB8523772 - 124 WOODLAKE WYNDE #0, OLDSMAR, FL 34677 46 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 924
       Built: 1983   Tax: $3,053 (2025)
    Community: East Lake Woodlands Woodlake Run
    Spa: No

    Condo


    Estimated Monthly Payment: $1,432 (change assumption)
    Mortgage ($1,178) + Taxes in 2025 ($254)


    Taxes:$3,053

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 205 WOODS LANDING TRL, OLDSMAR, FL 34677

    $264,00014 Days on yellowkey   MLS ID: TB8524916

    For Sale TB8524916 - 205 WOODS LANDING TRL, OLDSMAR, FL 34677 71 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1200
       Built: 1984
    Monthly Fee: $591
       Tax: $2,130 (2025)
    Community: East Lake Woodlands Woods Landing Twnhms
    Townhouse


    Estimated Monthly Payment: $2,215 (change assumption)
    Mortgage ($1,447) + Fees ($591) + Taxes in 2025 ($177)


    Taxes:$2,130

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 160 JAMES CT, OLDSMAR, FL 34677

    $350,00077 Days on yellowkey   MLS ID: TB8503480

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

    REDUCED by $13,900 (3.8%) on 06/03/2026

    For Sale TB8503480 - 160 JAMES CT, OLDSMAR, FL 34677 58 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: $2,863 (change assumption)
    Mortgage ($1,918) + Fees ($451) + Taxes in 2025 ($494)


    Taxes:$5,927

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 413 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $324,90014 Days on yellowkey   MLS ID: O6422167

    For Sale O6422167 - 413 COUNTRY CLUB DR, OLDSMAR, FL 34677 28 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: $2,099 (change assumption)
    Mortgage ($1,780) + Taxes in 2024 ($319)


    Taxes:$3,829

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 848 CHRISTINA CIR, OLDSMAR, FL 34677

    $560,00062 Days on yellowkey   MLS ID: TB8509369

    1 Days Off yellowkey (back on 7/3/2026)

    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


  • 115 WINDWARD PL #15, OLDSMAR, FL 34677

    $180,000111 Days on yellowkey   MLS ID: TB8490824

    0 Days Off yellowkey (back on 7/2/2026)

    For Sale TB8490824 - 115 WINDWARD PL #15, OLDSMAR, FL 34677 26 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 879
       Built: 1984
    Monthly Fee: $431
       Tax: $2,768 (2025)
    Community: Meadows Condo At East Lake Woodlands
    Condo


    Estimated Monthly Payment: $1,648 (change assumption)
    Mortgage ($986) + Fees ($431) + Taxes in 2025 ($231)


    Taxes:$2,768

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1811 DRIFTWOOD CIR S, OLDSMAR, FL 34677

    $359,900119 Days on yellowkey   MLS ID: TB8488580

    REDUCED by $10,100 (2.7%) on 06/16/2026

    For Sale TB8488580 - 1811 DRIFTWOOD CIR S, OLDSMAR, FL 34677 34 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1248
       Built: 1973   Tax: $1,036 (2025)
    Community: Harbor Palms-Unit Two
    Single Family


    Estimated Monthly Payment: $2,058 (change assumption)
    Mortgage ($1,972) + Taxes in 2025 ($86)


    Taxes:$1,036

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 360 S WOODLANDS DR, OLDSMAR, FL 34677

    $399,90040 Days on yellowkey   MLS ID: TB8515718

    REDUCED by $15,000 (3.6%) on 07/02/2026

    For Sale TB8515718 - 360 S WOODLANDS DR, OLDSMAR, FL 34677 37 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1590
       Built: 1979
    Monthly Fee: $340
       Tax: $5,335 (2025)
    Community: East Lake Woodlands Patio Homes
    Villa


    Estimated Monthly Payment: $2,976 (change assumption)
    Mortgage ($2,191) + Fees ($340) + Taxes in 2025 ($445)


    Taxes:$5,335

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 2005 HUDSON CT, OLDSMAR, FL 34677

    $299,90048 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


  • 1924 MONTEGO CT, OLDSMAR, FL 34677

    $359,90037 Days on yellowkey   MLS ID: TB8517782

    0 Days Off yellowkey (back on 7/2/2026)

    For Sale TB8517782 - 1924 MONTEGO CT, OLDSMAR, FL 34677 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1269
       Built: 1980   Tax: $5,005 (2025)
    Community: Bayside Meadows-Phase I
    Single Family


    Estimated Monthly Payment: $2,389 (change assumption)
    Mortgage ($1,972) + Taxes in 2025 ($417)


    Taxes:$5,005

    Elementary School: Oldsmar Elementary-PN

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2024 SHEFFIELD CT, OLDSMAR, FL 34677

    $239,99044 Days on yellowkey   MLS ID: TB8510499

    REDUCED by $10,000 (4.0%) on 06/29/2026

    For Sale TB8510499 - 2024 SHEFFIELD CT, OLDSMAR, FL 34677 33 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1296
       Built: 1986
    Monthly Fee: $110
       Tax: $3,568 (2025)
    Community: Sheffield Village At Bayside Meadows
    Villa


    Estimated Monthly Payment: $1,722 (change assumption)
    Mortgage ($1,315) + Fees ($110) + Taxes in 2025 ($297)


    Taxes:$3,568

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 645 TIMBER BAY CIR E, OLDSMAR, FL 34677

    $295,000255 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


  • 304 WOODLAKE WYNDE #304, OLDSMAR, FL 34677

    $154,90078 Days on yellowkey   MLS ID: TB8498051

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

    REDUCED by $5,000 (3.1%) on 06/30/2026

    For Sale TB8498051 - 304 WOODLAKE WYNDE #304, OLDSMAR, FL 34677 23 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: $1,467 (change assumption)
    Mortgage ($849) + Fees ($418) + Taxes in 2025 ($200)


    Taxes:$2,403

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 137 BRENT CIR, OLDSMAR, FL 34677

    $749,900112 Days on yellowkey   MLS ID: O6394251

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

    REDUCED by $25,000 (3.2%) on 06/25/2026

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

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


    Estimated Monthly Payment: $5,018 (change assumption)
    Mortgage ($4,109) + 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


  • 138 BLUE MARLIN DR, OLDSMAR, FL 34677

    $349,900217 Days on yellowkey   MLS ID: TB8452561

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

    For Sale TB8452561 - 138 BLUE MARLIN DR, OLDSMAR, FL 34677 48 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1364
       Built: 2016
    Monthly Fee: $120
       Tax: $4,005 (2025)
    Community: Gull-Aire Village
    Modular Home


    Estimated Monthly Payment: $2,371 (change assumption)
    Mortgage ($1,917) + Fees ($120) + Taxes in 2025 ($334)


    Taxes:$4,005

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 131 SABAL CT #E, OLDSMAR, FL 34677

    $145,00059 Days on yellowkey   MLS ID: TB8509741

    REDUCED by $15,000 (9.4%) on 05/29/2026

    For Sale TB8509741 - 131 SABAL CT #E, OLDSMAR, FL 34677 21 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 915
       Built: 1987   Tax: $2,319 (2025)
    Community: Gardens Of Forest Lakes Condo The
    Condo


    Estimated Monthly Payment: $988 (change assumption)
    Mortgage ($795) + Taxes in 2025 ($193)


    Taxes:$2,319

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2151 DIAMOND CT, OLDSMAR, FL 34677

    $1,350,000263 Days on yellowkey   MLS ID: TB8440175

    REDUCED by $39,000 (2.8%) on 04/21/2026

    For Sale TB8440175 - 2151 DIAMOND CT, OLDSMAR, FL 34677 88 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3850
       Built: 1998
    Monthly Fee: $142
       Tax: $9,378 (2024)
    Community: Diamond Crest
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,321 (change assumption)
    Mortgage ($7,397) + Fees ($142) + Taxes in 2024 ($782)


    Taxes:$9,378

    Elementary School: Cypress Woods 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.