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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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  • 4738 PEBBLE BROOK DR, OLDSMAR, FL 34677

    $535,000115 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


  • 1758 OAK POND CT, OLDSMAR, FL 34677

    $650,000204 Days on yellowkey   MLS ID: TB8435691

    For Sale TB8435691 - 1758 OAK POND CT, OLDSMAR, FL 34677 41 photos

    Bed: 6   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2867
       Built: 2001
    Monthly Fee: $12
       Tax: $4,032 (2024)
    Community: Eastlake Oaks Ph 4
    Single Family


    Estimated Monthly Payment: $3,910 (change assumption)
    Mortgage ($3,562) + Fees ($12) + Taxes in 2024 ($336)


    Taxes:$4,032

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 835 CHRISTINA CIR, OLDSMAR, FL 34677

    $485,00055 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

    $1,199,900107 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


  • 140 HUNTER LAKE DR #G, OLDSMAR, FL 34677

    $174,9455 Days on yellowkey   MLS ID: TB8501829

    For Sale TB8501829 - 140 HUNTER LAKE DR #G, OLDSMAR, FL 34677 22 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 915
       Built: 1987   Tax: $2,836 (2025)
    Community: Gardens Of Forest Lakes Condo The
    Spa: Yes

    Condo


    Estimated Monthly Payment: $1,195 (change assumption)
    Mortgage ($959) + Taxes in 2025 ($236)


    Taxes:$2,836

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1203 CLAYS TRL #406, OLDSMAR, FL 34677

    $285,000433 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


  • 475 WOODS LANDING TRL, OLDSMAR, FL 34677

    $255,000115 Days on yellowkey   MLS ID: A4676723

    For Sale A4676723 - 475 WOODS LANDING TRL, OLDSMAR, FL 34677 37 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1200
       Built: 1984
    Monthly Fee: $591
       Tax: $4,082 (2024)
    Community: East Lake Woodlands Woods Landing Twnhms
    Townhouse


    Estimated Monthly Payment: $2,328 (change assumption)
    Mortgage ($1,397) + Fees ($591) + Taxes in 2024 ($340)


    Taxes:$4,082

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 110 LAKESIDE CT #110, OLDSMAR, FL 34677

    $199,00049 Days on yellowkey   MLS ID: TB8484399

    REDUCED by $10,900 (5.2%) on 04/02/2026

    For Sale TB8484399 - 110 LAKESIDE CT #110, OLDSMAR, FL 34677 31 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1094
       Built: 1981   Tax: $621 (2025)
    Community: East Lake Woodlands Condo
    Condo


    Estimated Monthly Payment: $1,142 (change assumption)
    Mortgage ($1,090) + Taxes in 2025 ($52)


    Taxes:$621

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1362 E LAKE WOODLANDS PKWY, OLDSMAR, FL 34677

    $849,00097 Days on yellowkey   MLS ID: TB8467569

    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


  • 311 VISTA CRUISER LN, OLDSMAR, FL 34677

    $355,000157 Days on yellowkey   MLS ID: TB8450597

    For Sale TB8450597 - 311 VISTA CRUISER LN, OLDSMAR, FL 34677 50 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1547
       Built: 2015
    Monthly Fee: $248
       Tax: $3,551 (2024)
    Community: Hayes Park Village
    Single Family


    Estimated Monthly Payment: $2,489 (change assumption)
    Mortgage ($1,945) + Fees ($248) + Taxes in 2024 ($296)


    Taxes:$3,551

    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

    $397,0005 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

    $330,000376 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


  • 347 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $429,00078 Days on yellowkey   MLS ID: TB8475491

    REDUCED by $20,000 (4.5%) on 04/05/2026

    For Sale TB8475491 - 347 COUNTRY CLUB DR, OLDSMAR, FL 34677 80 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1280
       Built: 1967   Tax: $1,515 (2024)
    Community: Oldsmar Country Club Estates Sec 1 Rep
    Single Family


    Estimated Monthly Payment: $2,477 (change assumption)
    Mortgage ($2,351) + Taxes in 2024 ($126)


    Taxes:$1,515

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 207 CYPRESS LN, OLDSMAR, FL 34677

    $180,00023 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


  • 2313 SUNSET WIND LOOP, OLDSMAR, FL 34677

    $440,000109 Days on yellowkey   MLS ID: TB8461950

    For Sale TB8461950 - 2313 SUNSET WIND LOOP, OLDSMAR, FL 34677 45 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2230
       Built: 2019
    Monthly Fee: $580
       Tax: $7,434 (2025)
    Community: Bayside Terrace
    Townhouse


    Estimated Monthly Payment: $3,610 (change assumption)
    Mortgage ($2,411) + Fees ($580) + Taxes in 2025 ($619)


    Taxes:$7,434

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1795 BAYHILL DR, OLDSMAR, FL 34677

    $539,90017 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

    $484,70091 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

    $849,00044 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


  • 401 PARK BLVD, OLDSMAR, FL 34677

    $1,150,000251 Days on yellowkey   MLS ID: TB8420002

    For Sale TB8420002 - 401 PARK BLVD, OLDSMAR, FL 34677 35 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3000
       Built: 2025   Tax: $2,064 (2024)
    Community: Oldsmar Rev Map
    Single Family


    Estimated Monthly Payment: $6,473 (change assumption)
    Mortgage ($6,301) + Taxes in 2024 ($172)


    Taxes:$2,064

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 208 CUTLASS WAY, OLDSMAR, FL 34677

    $370,0006 Days on yellowkey   MLS ID: TB8501214

    For Sale TB8501214 - 208 CUTLASS WAY, OLDSMAR, FL 34677 54 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1392
       Built: 2015
    Monthly Fee: $285
       Tax: $3,417 (2025)
    Community: Hayes Park Village
    Single Family


    Estimated Monthly Payment: $2,597 (change assumption)
    Mortgage ($2,027) + Fees ($285) + Taxes in 2025 ($285)


    Taxes:$3,417

    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.