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Oldsmar Homes For Sale & Real Estate - 199 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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  • 854 CHRISTINA CIR, OLDSMAR, FL 34677

    $548,00031 Days on yellowkey   MLS ID: TB8521571

    REDUCED by $7,500 (1.4%) on 07/23/2026

    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: $3,794 (change assumption)
    Mortgage ($3,003) + 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


  • 219 BAY ARBOR BLVD, OLDSMAR, FL 34677

    $540,00097 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


  • 5250 PINEHURST CT, OLDSMAR, FL 34677

    $665,0005 Days on yellowkey   MLS ID: TB8529582

    For Sale TB8529582 - 5250 PINEHURST CT, OLDSMAR, FL 34677 66 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2074
       Built: 1995
    Monthly Fee: $518
       Tax: $6,099 (2025)
    Community: Parcel B - The Pinnacle
    Single Family


    Estimated Monthly Payment: $4,670 (change assumption)
    Mortgage ($3,644) + Fees ($518) + Taxes in 2025 ($508)


    Taxes:$6,099

    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

    $799,00034 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


  • 1319 FORESTEDGE BLVD, OLDSMAR, FL 34677

    $1,100,00041 Days on yellowkey   MLS ID: TB8517867

    1 Days Off yellowkey (back on 7/23/2026)

    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


  • 1758 OAK POND CT, OLDSMAR, FL 34677

    $575,00070 Days on yellowkey   MLS ID: TB8507682

    REDUCED by $10,000 (1.7%) on 06/25/2026

    For Sale TB8507682 - 1758 OAK POND CT, OLDSMAR, FL 34677 57 photos

    Bed: 6   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2867
       Built: 2001
    Monthly Fee: $13
       Tax: $4,224 (2025)
    Community: Eastlake Oaks Ph 4
    Single Family


    Estimated Monthly Payment: $3,516 (change assumption)
    Mortgage ($3,151) + Fees ($13) + Taxes in 2025 ($352)


    Taxes:$4,224

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 2013 DOVER CT, OLDSMAR, FL 34677

    $291,00039 Days on yellowkey   MLS ID: TB8519255

    For Sale TB8519255 - 2013 DOVER CT, OLDSMAR, FL 34677 25 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1251
       Built: 1983
    Monthly Fee: $160
       Tax: $1,119 (2025)
    Community: Bayside Meadows Sec
    Villa


    Estimated Monthly Payment: $1,848 (change assumption)
    Mortgage ($1,594) + Fees ($160) + Taxes in 2025 ($93)


    Taxes:$1,119

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 35 GREENHAVEN TRL, OLDSMAR, FL 34677

    $1,149,900Listed 07/23/2026 11:48AM   MLS ID: TB8531583

    For Sale TB8531583 - 35 GREENHAVEN TRL, OLDSMAR, FL 34677 70 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3098
       Built: 1988
    Monthly Fee: $182
       Tax: $6,658 (2025)
    Community: Greenhaven Unit Two
    Single Family


    Estimated Monthly Payment: $7,038 (change assumption)
    Mortgage ($6,301) + Fees ($182) + Taxes in 2025 ($555)


    Taxes:$6,658

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 331 SHORE DR E, OLDSMAR, FL 34677

    $450,0002 Days on yellowkey   MLS ID: TB8531357

    For Sale TB8531357 - 331 SHORE DR E, OLDSMAR, FL 34677 6 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 2064
       Built: 1959   Tax: $828 (2025)
    Community: Oldsmar Country Club Estates Sec 3
    Single Family


    Estimated Monthly Payment: $2,535 (change assumption)
    Mortgage ($2,466) + Taxes in 2025 ($69)


    Taxes:$828

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 123 LOBLOLLY CT #B, OLDSMAR, FL 34677

    $124,90035 Days on yellowkey   MLS ID: TB8521004

    REDUCED by $5,000 (3.8%) on 07/23/2026

    For Sale TB8521004 - 123 LOBLOLLY CT #B, OLDSMAR, FL 34677 43 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 915
       Built: 1987
    Monthly Fee: $666
       Tax: $2,483 (2026)
    Community: Gardens Of Forest Lakes Condo The
    Condo


    Estimated Monthly Payment: $1,557 (change assumption)
    Mortgage ($684) + Fees ($666) + Taxes in 2026 ($207)


    Taxes:$2,483

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2026

    Middle School: Carwise Middle-PN


  • 384 WINGATE CIR, OLDSMAR, FL 34677

    $579,00051 Days on yellowkey   MLS ID: TB8515031

    REDUCED by $5,999 (1.0%) on 07/13/2026

    For Sale TB8515031 - 384 WINGATE CIR, OLDSMAR, FL 34677 59 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2428
       Built: 2001
    Monthly Fee: $100
       Tax: $8,778 (2025)
    Community: Bay Arbor
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,004 (change assumption)
    Mortgage ($3,173) + Fees ($100) + Taxes in 2025 ($732)


    Taxes:$8,778

    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

    $865,00087 Days on yellowkey   MLS ID: TB8502016

    1 Days Off yellowkey (back on 7/22/2026)

    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


  • 1705 IRONWOOD CT E, OLDSMAR, FL 34677

    $320,000132 Days on yellowkey   MLS ID: TB8486052

    REDUCED by $10,000 (3.0%) on 05/26/2026

    For Sale TB8486052 - 1705 IRONWOOD CT E, OLDSMAR, FL 34677 28 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1206
       Built: 1973   Tax: $1,600 (2025)
    Community: Harbor Palms-Unit Six
    Single Family


    Estimated Monthly Payment: $1,887 (change assumption)
    Mortgage ($1,753) + Taxes in 2025 ($133)


    Taxes:$1,600

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 124 W CYPRESS CT, OLDSMAR, FL 34677

    $185,00045 Days on yellowkey   MLS ID: TB8516388

    0 Days Off yellowkey (back on 7/22/2026)

    For Sale TB8516388 - 124 W CYPRESS CT, OLDSMAR, FL 34677 23 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1054
       Built: 1980   Tax: $2,556 (2025)
    Community: East Lake Woodlands Cypress Estates
    Condo


    Estimated Monthly Payment: $1,227 (change assumption)
    Mortgage ($1,014) + Taxes in 2025 ($213)


    Taxes:$2,556

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 416 MAPLEWOOD DR, OLDSMAR, FL 34677

    $460,00013 Days on yellowkey   MLS ID: TB8527873

    For Sale TB8527873 - 416 MAPLEWOOD DR, OLDSMAR, FL 34677 68 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1395
       Built: 1977   Tax: $1,408 (2026)
    Community: Harbor Palms-Unit One
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,638 (change assumption)
    Mortgage ($2,520) + Taxes in 2026 ($117)


    Taxes:$1,408

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2026

    Middle School: Carwise Middle-PN


  • 260 MICHAELS CIR, OLDSMAR, FL 34677

    $260,00075 Days on yellowkey   MLS ID: TB8507054

    REDUCED by $20,000 (7.1%) on 07/10/2026

    For Sale TB8507054 - 260 MICHAELS CIR, OLDSMAR, FL 34677 18 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1385
       Built: 1980
    Monthly Fee: $383
       Tax: $5,013 (2025)
    Community: East Lake Woodlands Cluster Homes
    Villa


    Estimated Monthly Payment: $2,225 (change assumption)
    Mortgage ($1,425) + Fees ($383) + Taxes in 2025 ($418)


    Taxes:$5,013

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: John Hopkins Middle-PN


  • 140 ASHLEY LN, OLDSMAR, FL 34677

    $309,90082 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


  • 215 CLAYS TRL, OLDSMAR, FL 34677

    $289,90017 Days on yellowkey   MLS ID: TB8525574

    For Sale TB8525574 - 215 CLAYS TRL, OLDSMAR, FL 34677 37 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1237
       Built: 1988
    Monthly Fee: $618
       Tax: $4,181 (2025)
    Community: Heatherwood Unit One Condo
    Condo


    Estimated Monthly Payment: $2,555 (change assumption)
    Mortgage ($1,588) + Fees ($618) + Taxes in 2025 ($348)


    Taxes:$4,181

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 480 TROUT LN, OLDSMAR, FL 34677

    $229,90024 Days on yellowkey   MLS ID: TB8524174

    For Sale TB8524174 - 480 TROUT LN, OLDSMAR, FL 34677 62 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1521
       Built: 1993
    Monthly Fee: $70
       Tax: $2,585 (2025)
    Community: Gull-Aire Village
    Manufactured Home


    Estimated Monthly Payment: $1,545 (change assumption)
    Mortgage ($1,260) + Fees ($70) + Taxes in 2025 ($215)


    Taxes:$2,585

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 228 TARPON LN, OLDSMAR, FL 34677

    $250,00076 Days on yellowkey   MLS ID: TB8506652

    REDUCED by $19,000 (7.1%) on 07/13/2026

    For Sale TB8506652 - 228 TARPON LN, OLDSMAR, FL 34677 28 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1686
       Built: 1991
    Monthly Fee: $70
       Tax: $2,143 (2025)
    Community: Gull-Aire Village
    Manufactured Home


    Estimated Monthly Payment: $1,618 (change assumption)
    Mortgage ($1,370) + Fees ($70) + Taxes in 2025 ($179)


    Taxes:$2,143

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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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.