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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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  • 1008 ROBINWOOD DR, OLDSMAR, FL 34677

    $675,00035 Days on yellowkey   MLS ID: TB8516701

    REDUCED by $20,000 (2.9%) on 07/17/2026

    For Sale TB8516701 - 1008 ROBINWOOD DR, OLDSMAR, FL 34677 49 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2442
       Built: 1997
    Monthly Fee: $70
       Tax: $9,594 (2025)
    Community: Woods Of Forest Lakes The Ph One
    Single Family


    Estimated Monthly Payment: $4,568 (change assumption)
    Mortgage ($3,699) + Fees ($70) + Taxes in 2025 ($799)


    Taxes:$9,594

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1806 FOREST DR, OLDSMAR, FL 34677

    $418,000260 Days on yellowkey   MLS ID: TB8442794

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

    For Sale TB8442794 - 1806 FOREST DR, OLDSMAR, FL 34677 24 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1539
       Built: 1973   Tax: $4,086 (2024)
    Community: Harbor Palms
    Single Family


    Estimated Monthly Payment: $2,631 (change assumption)
    Mortgage ($2,290) + Taxes in 2024 ($340)


    Taxes:$4,086

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 2410 ARCH AVE, OLDSMAR, FL 34677

    $450,000Listed 07/17/2026 7:18AM   MLS ID: TB8529492

    For Sale TB8529492 - 2410 ARCH AVE, OLDSMAR, FL 34677 36 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1888
       Built: 2019
    Monthly Fee: $580
       Tax: $5,153 (2025)
    Community: Bayside Terrace
    Townhouse


    Estimated Monthly Payment: $3,475 (change assumption)
    Mortgage ($2,466) + Fees ($580) + Taxes in 2025 ($429)


    Taxes:$5,153

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 450 CYPRESS CREEK CIR, OLDSMAR, FL 34677

    $625,000Listed 07/16/2026 3:26PM   MLS ID: TB8529291

    For Sale TB8529291 - 450 CYPRESS CREEK CIR, OLDSMAR, FL 34677 74 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2139
       Built: 1976
    Monthly Fee: $147
       Tax: $4,574 (2025)
    Community: East Lake Woodlands
    Single Family


    Estimated Monthly Payment: $3,953 (change assumption)
    Mortgage ($3,425) + Fees ($147) + Taxes in 2025 ($381)


    Taxes:$4,574

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 601 SHORE DR E, OLDSMAR, FL 34677

    $525,000Listed 07/16/2026 2:10PM   MLS ID: TB8529217

    For Sale TB8529217 - 601 SHORE DR E, OLDSMAR, FL 34677 34 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1856
       Built: 1968   Tax: $4,686 (2025)
    Community: Tampashores Bay Sec
    Single Family


    Estimated Monthly Payment: $3,267 (change assumption)
    Mortgage ($2,877) + Taxes in 2025 ($391)


    Taxes:$4,686

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 600 S WOODLANDS DR, OLDSMAR, FL 34677

    $399,000119 Days on yellowkey   MLS ID: TB8488468

    REDUCED by $10,999 (2.7%) on 05/30/2026

    For Sale TB8488468 - 600 S WOODLANDS DR, OLDSMAR, FL 34677 44 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1952
       Built: 1979
    Monthly Fee: $490
       Tax: $4,813 (2025)
    Community: East Lake Woodlands Cluster Homes
    Villa


    Estimated Monthly Payment: $3,077 (change assumption)
    Mortgage ($2,186) + Fees ($490) + Taxes in 2025 ($401)


    Taxes:$4,813

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1319 FORESTEDGE BLVD, OLDSMAR, FL 34677

    $1,100,00035 Days on yellowkey   MLS ID: TB8517867

    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


  • 124 W CYPRESS CT, OLDSMAR, FL 34677

    $185,00039 Days on yellowkey   MLS ID: TB8516388

    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


  • 117 BRENT CIR, OLDSMAR, FL 34677

    $475,00049 Days on yellowkey   MLS ID: TB8513394

    For Sale TB8513394 - 117 BRENT CIR, OLDSMAR, FL 34677 32 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 1834
       Built: 2004
    Monthly Fee: $473
       Tax: $4,404 (2025)
    Community: Seaside Estates
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $3,443 (change assumption)
    Mortgage ($2,603) + Fees ($473) + Taxes in 2025 ($367)


    Taxes:$4,404

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 101 DOLPHIN DR N, OLDSMAR, FL 34677

    $225,000251 Days on yellowkey   MLS ID: TB8444809

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

    REDUCED by $19,900 (8.1%) on 05/07/2026

    For Sale TB8444809 - 101 DOLPHIN DR N, OLDSMAR, FL 34677 34 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1573
       Built: 1989
    Monthly Fee: $70
       Tax: $582 (2024)
    Community: Gull-Aire Village
    Spa: No

    Manufactured Home


    Estimated Monthly Payment: $1,351 (change assumption)
    Mortgage ($1,233) + Fees ($70) + Taxes in 2024 ($49)


    Taxes:$582

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 900 LUCAS LN, OLDSMAR, FL 34677

    $495,0008 Days on yellowkey   MLS ID: TB8527577

    For Sale TB8527577 - 900 LUCAS LN, OLDSMAR, FL 34677 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1685
       Built: 1992
    Monthly Fee: $575
       Tax: $1,625 (2025)
    Community: Hunters Trail Twnhms
    Villa


    Estimated Monthly Payment: $3,423 (change assumption)
    Mortgage ($2,712) + Fees ($575) + Taxes in 2025 ($135)


    Taxes:$1,625

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4953 POINTE CIR, OLDSMAR, FL 34677

    $865,00081 Days on yellowkey   MLS ID: TB8502016

    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


  • 138 BRENT CIR, OLDSMAR, FL 34677

    $650,00092 Days on yellowkey   MLS ID: TB8496402

    REDUCED by $75,000 (10.3%) on 07/16/2026

    For Sale TB8496402 - 138 BRENT CIR, OLDSMAR, FL 34677 100 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2258
       Built: 2002
    Monthly Fee: $475
       Tax: $9,980 (2025)
    Community: Seaside Estates
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $4,868 (change assumption)
    Mortgage ($3,562) + Fees ($475) + Taxes in 2025 ($832)


    Taxes:$9,980

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 800 SAINT PETERSBURG DR W, OLDSMAR, FL 34677

    $399,000118 Days on yellowkey   MLS ID: TB8489139

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

    REDUCED by $10,000 (2.4%) on 04/20/2026

    For Sale TB8489139 - 800 SAINT PETERSBURG DR W, OLDSMAR, FL 34677 20 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1712
       Built: 1949   Tax: $3,631 (2025)
    Community: Oldsmar Rev Map
    Single Family


    Estimated Monthly Payment: $2,489 (change assumption)
    Mortgage ($2,186) + Taxes in 2025 ($303)


    Taxes:$3,631

    Elementary School: Oakhurst Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 219 BAY ARBOR BLVD, OLDSMAR, FL 34677

    $540,00091 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


  • 75 POOLE PL, OLDSMAR, FL 34677

    $279,9002 Days on yellowkey   MLS ID: TB8527830

    For Sale TB8527830 - 75 POOLE PL, OLDSMAR, FL 34677 55 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1380
       Built: 1979
    Monthly Fee: $490
       Tax: $4,766 (2025)
    Community: East Lake Woodlands Cluster Homes
    Villa


    Estimated Monthly Payment: $2,421 (change assumption)
    Mortgage ($1,534) + Fees ($490) + Taxes in 2025 ($397)


    Taxes:$4,766

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 123 CYPRESS LN #23, OLDSMAR, FL 34677

    $149,90014 Days on yellowkey   MLS ID: TB8523064

    REDUCED by $10,000 (6.3%) on 07/09/2026

    For Sale TB8523064 - 123 CYPRESS LN #23, OLDSMAR, FL 34677 14 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1053
       Built: 1980
    Monthly Fee: $571
       Tax: $454 (2025)
    Community: East Lake Woodlands Cypress Estates
    Condo


    Estimated Monthly Payment: $1,430 (change assumption)
    Mortgage ($821) + Fees ($571) + Taxes in 2025 ($38)


    Taxes:$454

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3858 SHORE BLVD, OLDSMAR, FL 34677

    $1,100,00066 Days on yellowkey   MLS ID: TB8506221

    REDUCED by $50,000 (4.3%) on 07/15/2026

    For Sale TB8506221 - 3858 SHORE BLVD, OLDSMAR, FL 34677 78 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1594
       Built: 1986   Tax: $8,857 (2025)
    Community: West Oldsmar Sec 1
    Single Family


    Estimated Monthly Payment: $6,765 (change assumption)
    Mortgage ($6,027) + Taxes in 2025 ($738)


    Taxes:$8,857

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 50 WILLOWOOD LN, OLDSMAR, FL 34677

    $1,499,900154 Days on yellowkey   MLS ID: TB8475420

    For Sale TB8475420 - 50 WILLOWOOD LN, OLDSMAR, FL 34677 84 photos

    Bed: 6   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4475
       Built: 1987
    Monthly Fee: $240
       Tax: $8,709 (2024)
    Community: Deerpath Unit One
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,184 (change assumption)
    Mortgage ($8,218) + Fees ($240) + Taxes in 2024 ($726)


    Taxes:$8,709

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 1404 EAST LAKE WOODLANDS PKWY, OLDSMAR, FL 34677

    $1,225,00093 Days on yellowkey   MLS ID: TB8496474

    For Sale TB8496474 - 1404 EAST LAKE WOODLANDS PKWY, OLDSMAR, FL 34677 85 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 4312
       Built: 1990
    Monthly Fee: $207
       Tax: $8,294 (2025)
    Community: Greenhaven Unit Three
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,610 (change assumption)
    Mortgage ($6,712) + Fees ($207) + Taxes in 2025 ($691)


    Taxes:$8,294

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    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.