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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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  • 1505 SUNSET WIND LOOP, OLDSMAR, FL 34677

    $390,00065 Days on yellowkey   MLS ID: W7883526

    For Sale W7883526 - 1505 SUNSET WIND LOOP, OLDSMAR, FL 34677 36 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1667
       Built: 2018
    Monthly Fee: $580
       Tax: $5,187 (2025)
    Community: Bayside Terrace
    Townhouse


    Estimated Monthly Payment: $3,149 (change assumption)
    Mortgage ($2,137) + Fees ($580) + Taxes in 2025 ($432)


    Taxes:$5,187

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1362 E LAKE WOODLANDS PKWY, OLDSMAR, FL 34677

    $849,000103 Days on yellowkey   MLS ID: TB8467569

    3 Days Off yellowkey (back on 4/29/2026)

    REDUCED by $30,000 (3.4%) on 04/07/2026

    For Sale TB8467569 - 1362 E LAKE WOODLANDS PKWY, OLDSMAR, FL 34677 47 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2650
       Built: 1992
    Monthly Fee: $207
       Tax: $11,111 (2024)
    Community: Greenhaven Unit Three
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,785 (change assumption)
    Mortgage ($4,652) + Fees ($207) + Taxes in 2024 ($926)


    Taxes:$11,111

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 238 PELICAN DR N, OLDSMAR, FL 34677

    $199,000415 Days on yellowkey   MLS ID: TB8360914

    For Sale TB8360914 - 238 PELICAN DR N, OLDSMAR, FL 34677 50 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1286
       Built: 1983
    Monthly Fee: $70
       Tax: $2,285 (2025)
    Community: Gull-Aire Village
    Manufactured Home


    Estimated Monthly Payment: $1,351 (change assumption)
    Mortgage ($1,090) + Fees ($70) + Taxes in 2025 ($190)


    Taxes:$2,285

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 600 S WOODLANDS DR, OLDSMAR, FL 34677

    $409,99947 Days on yellowkey   MLS ID: TB8488468

    REDUCED by $15,001 (3.5%) on 04/12/2026

    For Sale TB8488468 - 600 S WOODLANDS DR, OLDSMAR, FL 34677 48 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: $3,138 (change assumption)
    Mortgage ($2,247) + 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


  • 908 VINEYARD LN, OLDSMAR, FL 34677

    $369,00063 Days on yellowkey   MLS ID: TB8481839

    0 Days Off yellowkey (back on 4/20/2026)

    REDUCED by $16,000 (4.2%) on 04/15/2026

    For Sale TB8481839 - 908 VINEYARD LN, OLDSMAR, FL 34677 36 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1773
       Built: 2017
    Monthly Fee: $418
       Tax: $4,090 (2025)
    Community: Tuscany Woods Preserve
    Townhouse


    Estimated Monthly Payment: $2,781 (change assumption)
    Mortgage ($2,022) + Fees ($418) + Taxes in 2025 ($341)


    Taxes:$4,090

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 140 BRENT CIR, OLDSMAR, FL 34677

    $565,000187 Days on yellowkey   MLS ID: O6357016

    REDUCED by $35,000 (5.8%) on 04/11/2026

    For Sale O6357016 - 140 BRENT CIR, OLDSMAR, FL 34677 46 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 1791
       Built: 2002
    Monthly Fee: $475
       Tax: $3,527 (2024)
    Community: Seaside Estates
    Townhouse


    Estimated Monthly Payment: $3,865 (change assumption)
    Mortgage ($3,096) + Fees ($475) + Taxes in 2024 ($294)


    Taxes:$3,527

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 271 HEMINGWAY DR, OLDSMAR, FL 34677

    $380,000233 Days on yellowkey   MLS ID: TB8426952

    REDUCED by $5,000 (1.3%) on 04/28/2026

    For Sale TB8426952 - 271 HEMINGWAY DR, OLDSMAR, FL 34677 31 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1452
       Built: 1998
    Monthly Fee: $265
       Tax: $1,157 (2024)
    Community: Sun Ketch Twnhms At Cypress Lakes
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,444 (change assumption)
    Mortgage ($2,082) + Fees ($265) + Taxes in 2024 ($96)


    Taxes:$1,157

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 1654 BAYHILL DR, OLDSMAR, FL 34677

    $570,000203 Days on yellowkey   MLS ID: TB8438417

    For Sale TB8438417 - 1654 BAYHILL DR, OLDSMAR, FL 34677 62 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2320
       Built: 1995
    Monthly Fee: $177
       Tax: $5,855 (2024)
    Community: Creekside
    Single Family


    Estimated Monthly Payment: $3,788 (change assumption)
    Mortgage ($3,123) + Fees ($177) + Taxes in 2024 ($488)


    Taxes:$5,855

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 4766 STONEVIEW CIR, OLDSMAR, FL 34677

    $645,00040 Days on yellowkey   MLS ID: TB8487161

    4 Days Off yellowkey (back on 4/27/2026)

    For Sale TB8487161 - 4766 STONEVIEW CIR, OLDSMAR, FL 34677 48 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2114
       Built: 1993
    Monthly Fee: $108
       Tax: $3,755 (2025)
    Community: Stonebriar
    Single Family


    Estimated Monthly Payment: $3,955 (change assumption)
    Mortgage ($3,534) + Fees ($108) + Taxes in 2025 ($313)


    Taxes:$3,755

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1404 EAST LAKE WOODLANDS PKWY, OLDSMAR, FL 34677

    $1,225,00021 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


  • 4738 PEBBLE BROOK DR, OLDSMAR, FL 34677

    $535,000121 Days on yellowkey   MLS ID: TB8460875

    REDUCED by $14,000 (2.6%) on 04/22/2026

    For Sale TB8460875 - 4738 PEBBLE BROOK DR, OLDSMAR, FL 34677 42 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1938
       Built: 1996
    Monthly Fee: $470
       Tax: $4,041 (2025)
    Community: Cross Creek - Unit Two
    Single Family


    Estimated Monthly Payment: $3,738 (change assumption)
    Mortgage ($2,931) + Fees ($470) + Taxes in 2025 ($337)


    Taxes:$4,041

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 835 CHRISTINA CIR, OLDSMAR, FL 34677

    $485,00061 Days on yellowkey   MLS ID: TB8483303

    0 Days Off yellowkey (back on 4/26/2026)

    REDUCED by $14,999 (3.0%) on 04/11/2026

    For Sale TB8483303 - 835 CHRISTINA CIR, OLDSMAR, FL 34677 70 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1692
       Built: 1994
    Monthly Fee: $68
       Tax: $2,569 (2025)
    Community: Bays End
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,940 (change assumption)
    Mortgage ($2,657) + Fees ($68) + Taxes in 2025 ($214)


    Taxes:$2,569

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 110 DEERPATH DR, OLDSMAR, FL 34677

    $1,199,900113 Days on yellowkey   MLS ID: TB8462357

    For Sale TB8462357 - 110 DEERPATH DR, OLDSMAR, FL 34677 99 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4246
       Built: 1991
    Monthly Fee: $263
       Tax: $10,446 (2024)
    Community: Deerpath Unit One
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,708 (change assumption)
    Mortgage ($6,575) + Fees ($263) + Taxes in 2024 ($871)


    Taxes:$10,446

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 1203 CLAYS TRL #406, OLDSMAR, FL 34677

    $285,000439 Days on yellowkey   MLS ID: W7871895

    For Sale W7871895 - 1203 CLAYS TRL #406, OLDSMAR, FL 34677 49 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1910
       Built: 1991   Tax: $2,028 (2024)
    Community: Laurel Oaks At East Lake
    Condo


    Estimated Monthly Payment: $1,731 (change assumption)
    Mortgage ($1,562) + Taxes in 2024 ($169)


    Taxes:$2,028

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 304 PATTY DR, OLDSMAR, FL 34677

    $397,00011 Days on yellowkey   MLS ID: TB8500425

    For Sale TB8500425 - 304 PATTY DR, OLDSMAR, FL 34677 24 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1344
       Built: 1960   Tax: $3,150 (2025)
    Community: Oldsmar Country Club Estates Sec 3
    Single Family


    Estimated Monthly Payment: $2,438 (change assumption)
    Mortgage ($2,175) + Taxes in 2025 ($263)


    Taxes:$3,150

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 403 E TUSCAN LN E, OLDSMAR, FL 34677

    $330,000382 Days on yellowkey   MLS ID: TB8376561

    1 Days Off yellowkey (back on 1/14/2026)

    For Sale TB8376561 - 403 E TUSCAN LN E, OLDSMAR, FL 34677 27 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1525
       Built: 2015
    Monthly Fee: $333
       Tax: $5,075 (2024)
    Community: Tuscany Woods South
    Townhouse


    Estimated Monthly Payment: $2,564 (change assumption)
    Mortgage ($1,808) + Fees ($333) + Taxes in 2024 ($423)


    Taxes:$5,075

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 207 CYPRESS LN, OLDSMAR, FL 34677

    $180,00029 Days on yellowkey   MLS ID: TB8492844

    For Sale TB8492844 - 207 CYPRESS LN, OLDSMAR, FL 34677 25 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1054
       Built: 1980   Tax: $2,309 (2025)
    Community: East Lake Woodlands Cypress Estates
    Condo


    Estimated Monthly Payment: $1,179 (change assumption)
    Mortgage ($986) + Taxes in 2025 ($192)


    Taxes:$2,309

    Elementary School: None

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1795 BAYHILL DR, OLDSMAR, FL 34677

    $539,90023 Days on yellowkey   MLS ID: TB8476650

    FORECLOSURE TB8476650 - 1795 BAYHILL DR, OLDSMAR, FL 34677 58 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1844
       Built: 1994
    Monthly Fee: $199
       Tax: $8,406 (2025)
    Community: Creekside
    Single Family


    Estimated Monthly Payment: $3,858 (change assumption)
    Mortgage ($2,958) + Fees ($199) + Taxes in 2025 ($701)


    Taxes:$8,406

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 317 SHORE DR E, OLDSMAR, FL 34677

    $484,70097 Days on yellowkey   MLS ID: FC315737

    REDUCED by $4,970 (1.0%) on 04/21/2026

    For Sale FC315737 - 317 SHORE DR E, OLDSMAR, FL 34677 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1660
       Built: 2000   Tax: $6,929 (2024)
    Community: Country Club Add To Oldsmar Rev
    Single Family


    Estimated Monthly Payment: $3,233 (change assumption)
    Mortgage ($2,656) + Taxes in 2024 ($577)


    Taxes:$6,929

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 402 SHORE DR W, OLDSMAR, FL 34677

    $849,00050 Days on yellowkey   MLS ID: TB8485835

    For Sale TB8485835 - 402 SHORE DR W, OLDSMAR, FL 34677 62 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 1711
       Built: 1999   Tax: $3,890 (2025)
    Community: Oldsmar Rev Map
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,976 (change assumption)
    Mortgage ($4,652) + Taxes in 2025 ($324)


    Taxes:$3,890

    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.