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Oldsmar Homes For Sale & Real Estate - 206 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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  • 413 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $389,90027 Days on yellowkey   MLS ID: O6396122

    REDUCED by $5,000 (1.3%) on 04/23/2026

    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: $2,455 (change assumption)
    Mortgage ($2,136) + Taxes in 2024 ($319)


    Taxes:$3,829

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1810 DRIFTWOOD CIR S, OLDSMAR, FL 34677

    $369,00035 Days on yellowkey   MLS ID: TB8490101

    REDUCED by $1,000 (0.3%) on 04/23/2026

    For Sale TB8490101 - 1810 DRIFTWOOD CIR S, OLDSMAR, FL 34677 30 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1456
       Built: 1973   Tax: $1,957 (2025)
    Community: Harbor Palms
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,185 (change assumption)
    Mortgage ($2,022) + Taxes in 2025 ($163)


    Taxes:$1,957

    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

    $464,00035 Days on yellowkey   MLS ID: TB8491038

    REDUCED by $11,000 (2.3%) on 04/22/2026

    For Sale TB8491038 - 1811 FOREST DR, OLDSMAR, FL 34677 37 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: $3,107 (change assumption)
    Mortgage ($2,542) + 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


  • 408 LAKEVIEW DR, OLDSMAR, FL 34677

    $480,00069 Days on yellowkey   MLS ID: TB8478309

    REDUCED by $19,900 (4.0%) on 04/23/2026

    For Sale TB8478309 - 408 LAKEVIEW DR, OLDSMAR, FL 34677 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1598
       Built: 1983
    Monthly Fee: $35
       Tax: $3,714 (2025)
    Community: Manors Of Forest Lakes The
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,975 (change assumption)
    Mortgage ($2,630) + Fees ($35) + Taxes in 2025 ($310)


    Taxes:$3,714

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 405 WOODS LANDING TRL, OLDSMAR, FL 34677

    $249,900115 Days on yellowkey   MLS ID: A4676677

    REDUCED by $5,100 (2.0%) on 04/23/2026

    SHORT SALE A4676677 - 405 WOODS LANDING TRL, OLDSMAR, FL 34677 37 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1200
       Built: 1984
    Monthly Fee: $591
       Tax: $2,370 (2024)
    Community: East Lake Woodlands Woods Landing Twnhms
    Townhouse


    Estimated Monthly Payment: $2,158 (change assumption)
    Mortgage ($1,369) + Fees ($591) + Taxes in 2024 ($197)


    Taxes:$2,370

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 1734 MAPLELEAF BLVD, OLDSMAR, FL 34677

    $515,00029 Days on yellowkey   MLS ID: TB8492116

    REDUCED by $10,000 (1.9%) on 04/23/2026

    For Sale TB8492116 - 1734 MAPLELEAF BLVD, OLDSMAR, FL 34677 82 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2428
       Built: 2000
    Monthly Fee: $13
       Tax: $4,787 (2025)
    Community: Eastlake Oaks Ph 4
    Single Family


    Estimated Monthly Payment: $3,234 (change assumption)
    Mortgage ($2,822) + Fees ($13) + Taxes in 2025 ($399)


    Taxes:$4,787

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1811 DRIFTWOOD CIR S, OLDSMAR, FL 34677

    $370,00041 Days on yellowkey   MLS ID: TB8488580

    REDUCED by $10,000 (2.6%) on 04/23/2026

    For Sale TB8488580 - 1811 DRIFTWOOD CIR S, OLDSMAR, FL 34677 33 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: $2,114 (change assumption)
    Mortgage ($2,027) + Taxes in 2025 ($86)


    Taxes:$1,036

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 604 LIMETREE DR, OLDSMAR, FL 34677

    $375,0008 Days on yellowkey   MLS ID: O6401483

    For Sale O6401483 - 604 LIMETREE DR, OLDSMAR, FL 34677 29 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1430
       Built: 1980   Tax: $3,108 (2025)
    Community: Harbor Palms Unit Eleven
    Single Family


    Estimated Monthly Payment: $2,314 (change assumption)
    Mortgage ($2,055) + Taxes in 2025 ($259)


    Taxes:$3,108

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4007 PALM KEY AVE, OLDSMAR, FL 34677

    $629,000205 Days on yellowkey   MLS ID: TB8435073

    REDUCED by $10,000 (1.6%) on 04/22/2026

    For Sale TB8435073 - 4007 PALM KEY AVE, OLDSMAR, FL 34677 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2587
       Built: 2019
    Monthly Fee: $580
       Tax: $7,398 (2024)
    Community: Bayside Terrace
    Townhouse


    Estimated Monthly Payment: $4,643 (change assumption)
    Mortgage ($3,446) + Fees ($580) + Taxes in 2024 ($617)


    Taxes:$7,398

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 403 BLUE MARLIN DR, OLDSMAR, FL 34677

    $189,000183 Days on yellowkey   MLS ID: TB8442487

    For Sale TB8442487 - 403 BLUE MARLIN DR, OLDSMAR, FL 34677 38 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1078
       Built: 1993
    Monthly Fee: $70

    Community: Gull-Aire Village
    Manufactured Home


    Estimated Monthly Payment: $1,106 (change assumption)
    Mortgage ($1,036) + Fees ($70) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 209 CORKWOOD LN, OLDSMAR, FL 34677

    $245,408320 Days on yellowkey   MLS ID: TB8396745

    INCREASED by $508 (0.2%) on 04/17/2026

    For Sale TB8396745 - 209 CORKWOOD LN, OLDSMAR, FL 34677 30 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 900
       Built: 1984
    Monthly Fee: $268
       Tax: $2,960 (2024)
    Community: Villas Of Forest Lakes
    Villa


    Estimated Monthly Payment: $1,859 (change assumption)
    Mortgage ($1,345) + Fees ($268) + Taxes in 2024 ($247)


    Taxes:$2,960

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 219 BAY ARBOR BLVD, OLDSMAR, FL 34677

    $560,00013 Days on yellowkey   MLS ID: TB8498550

    For Sale TB8498550 - 219 BAY ARBOR BLVD, OLDSMAR, FL 34677 45 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: $3,833 (change assumption)
    Mortgage ($3,068) + 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


  • 208 HEMINGWAY DR, OLDSMAR, FL 34677

    $314,90035 Days on yellowkey   MLS ID: TB8490712

    For Sale TB8490712 - 208 HEMINGWAY DR, OLDSMAR, FL 34677 36 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1207
       Built: 1997
    Monthly Fee: $265
       Tax: $4,507 (2025)
    Community: Sun Ketch Twnhms At Cypress Lakes
    Villa


    Estimated Monthly Payment: $2,366 (change assumption)
    Mortgage ($1,725) + Fees ($265) + Taxes in 2025 ($376)


    Taxes:$4,507

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 40 SHAMROCK WAY #40, OLDSMAR, FL 34677

    $255,00069 Days on yellowkey   MLS ID: TB8471405

    1 Days Off yellowkey (back on 4/22/2026)

    For Sale TB8471405 - 40 SHAMROCK WAY #40, OLDSMAR, FL 34677 44 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1502
       Built: 1986   Tax: $2,572 (2024)
    Community: St Andrews Condo
    Condo


    Estimated Monthly Payment: $1,612 (change assumption)
    Mortgage ($1,397) + Taxes in 2024 ($214)


    Taxes:$2,572

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 372 COBIA WAY, OLDSMAR, FL 34677

    $199,9959 Days on yellowkey   MLS ID: TB8499655

    For Sale TB8499655 - 372 COBIA WAY, OLDSMAR, FL 34677 52 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1048
       Built: 1984
    Monthly Fee: $60
       Tax: $3,232 (2025)
    Community: Gull-Aire Village
    Manufactured Home


    Estimated Monthly Payment: $1,425 (change assumption)
    Mortgage ($1,096) + Fees ($60) + Taxes in 2025 ($269)


    Taxes:$3,232

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 343 SHORE DR E, OLDSMAR, FL 34677

    $399,00014 Days on yellowkey   MLS ID: TB8498400

    For Sale TB8498400 - 343 SHORE DR E, OLDSMAR, FL 34677 19 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1169
       Built: 1958   Tax: $2,652 (2025)
    Community: Oldsmar Country Club Estates Sec 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,407 (change assumption)
    Mortgage ($2,186) + Taxes in 2025 ($221)


    Taxes:$2,652

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2151 DIAMOND CT, OLDSMAR, FL 34677

    $1,350,000185 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


  • 440 LAKEVIEW DR, OLDSMAR, FL 34677

    $425,000146 Days on yellowkey   MLS ID: TB8454195

    REDUCED by $35,000 (7.6%) on 04/21/2026

    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: $2,485 (change assumption)
    Mortgage ($2,329) + 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


  • 395 WINGATE CIR, OLDSMAR, FL 34677

    $590,000161 Days on yellowkey   MLS ID: TB8450027

    For Sale TB8450027 - 395 WINGATE CIR, OLDSMAR, FL 34677 77 photos

    Bed: 5   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2827
       Built: 2001
    Monthly Fee: $100
       Tax: $9,963 (2025)
    Community: Bay Arbor
    Single Family


    Estimated Monthly Payment: $4,163 (change assumption)
    Mortgage ($3,233) + Fees ($100) + Taxes in 2025 ($830)


    Taxes:$9,963

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 35 GREENHAVEN TRL, OLDSMAR, FL 34677

    $789,90054 Days on yellowkey   MLS ID: TB8484093

    0 Days Off yellowkey (back on 4/11/2026)

    For Sale TB8484093 - 35 GREENHAVEN TRL, OLDSMAR, FL 34677 60 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: $5,065 (change assumption)
    Mortgage ($4,328) + Fees ($182) + Taxes in 2025 ($555)


    Taxes:$6,658

    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.