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Oldsmar Homes For Sale & Real Estate - 187 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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  • 172 LAKEVIEW WAY #172, OLDSMAR, FL 34677

    $165,0007 Days on yellowkey   MLS ID: TB8496591

    For Sale TB8496591 - 172 LAKEVIEW WAY #172, OLDSMAR, FL 34677 31 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1094
       Built: 1980   Tax: $3,644 (2024)
    Community: East Lake Woodlands Condo
    Condo


    Estimated Monthly Payment: $1,208 (change assumption)
    Mortgage ($904) + Taxes in 2024 ($304)


    Taxes:$3,644

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 291 COUNTRYSIDE KEY BLVD, OLDSMAR, FL 34677

    $258,00093 Days on yellowkey   MLS ID: TB8463435

    For Sale TB8463435 - 291 COUNTRYSIDE KEY BLVD, OLDSMAR, FL 34677 34 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1110
       Built: 1996
    Monthly Fee: $454
       Tax: $2,205 (2025)
    Community: Countryside Key
    Townhouse


    Estimated Monthly Payment: $2,051 (change assumption)
    Mortgage ($1,414) + Fees ($454) + Taxes in 2025 ($184)


    Taxes:$2,205

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1810 DRIFTWOOD CIR S, OLDSMAR, FL 34677

    $370,00022 Days on yellowkey   MLS ID: TB8490101

    REDUCED by $10,000 (2.6%) on 04/13/2026

    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: $2,190 (change assumption)
    Mortgage ($2,027) + 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


  • 2208 SUNSET WIND LOOP, OLDSMAR, FL 34677

    $365,000172 Days on yellowkey   MLS ID: TB8441891

    1 Days Off yellowkey (back on 4/13/2026)

    For Sale TB8441891 - 2208 SUNSET WIND LOOP, OLDSMAR, FL 34677 39 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1667
       Built: 2019
    Monthly Fee: $545
       Tax: $1,495 (2024)
    Community: Bayside Terrace
    Townhouse


    Estimated Monthly Payment: $2,670 (change assumption)
    Mortgage ($2,000) + Fees ($545) + Taxes in 2024 ($125)


    Taxes:$1,495

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 20 FERNBROOK RD, OLDSMAR, FL 34677

    $649,9998 Days on yellowkey   MLS ID: TB8492357

    2 Days Off yellowkey (back on 4/13/2026)

    For Sale TB8492357 - 20 FERNBROOK RD, OLDSMAR, FL 34677 37 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2147
       Built: 1982
    Monthly Fee: $148
       Tax: $5,980 (2025)
    Community: East Lake Woodlands
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,208 (change assumption)
    Mortgage ($3,562) + Fees ($148) + Taxes in 2025 ($498)


    Taxes:$5,980

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 634 TIMBER BAY CIRCLE W, OLDSMAR, FL 34677

    $324,90024 Days on yellowkey   MLS ID: TB8489706

    REDUCED by $4,100 (1.2%) on 04/04/2026

    For Sale TB8489706 - 634 TIMBER BAY CIRCLE W, OLDSMAR, FL 34677 27 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1056
       Built: 1985   Tax: $4,283 (2025)
    Community: Shoreview Phase 2 Blk 6, Lot 3
    Single Family


    Estimated Monthly Payment: $2,137 (change assumption)
    Mortgage ($1,780) + Taxes in 2025 ($357)


    Taxes:$4,283

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 948 LUCAS LN, OLDSMAR, FL 34677

    $500,00077 Days on yellowkey   MLS ID: TB8448286

    For Sale TB8448286 - 948 LUCAS LN, OLDSMAR, FL 34677 50 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1685
       Built: 1990
    Monthly Fee: $575
       Tax: $4,086 (2025)
    Community: Hunters Trail Twnhms
    Villa


    Estimated Monthly Payment: $3,655 (change assumption)
    Mortgage ($2,740) + Fees ($575) + Taxes in 2025 ($340)


    Taxes:$4,086

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 807 JACARANDA DR, OLDSMAR, FL 34677

    $325,00017 Days on yellowkey   MLS ID: TB8490680

    0 Days Off yellowkey (back on 4/12/2026)

    For Sale TB8490680 - 807 JACARANDA DR, OLDSMAR, FL 34677 17 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1341
       Built: 1986
    Monthly Fee: $35
       Tax: $3,029 (2025)
    Community: Manors Of Forest Lakes The Ph 2
    Single Family


    Estimated Monthly Payment: $2,068 (change assumption)
    Mortgage ($1,781) + Fees ($35) + Taxes in 2025 ($252)


    Taxes:$3,029

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 600 S WOODLANDS DR, OLDSMAR, FL 34677

    $409,99928 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
    Single Family


    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


  • 110 LAKESIDE CT #110, OLDSMAR, FL 34677

    $199,00036 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


  • 122 CYPRESS LN, OLDSMAR, FL 34677

    $139,90040 Days on yellowkey   MLS ID: W7883694

    0 Days Off yellowkey (back on 4/12/2026)

    For Sale W7883694 - 122 CYPRESS LN, OLDSMAR, FL 34677 21 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1054
       Built: 1980   Tax: $1,751 (2025)
    Community: East Lake Woodlands Cypress Estates
    Condo


    Estimated Monthly Payment: $912 (change assumption)
    Mortgage ($767) + Taxes in 2025 ($146)


    Taxes:$1,751

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 112 BRENT CIR, OLDSMAR, FL 34677

    $499,000102 Days on yellowkey   MLS ID: TB8461018

    For Sale TB8461018 - 112 BRENT CIR, OLDSMAR, FL 34677 48 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 1834
       Built: 2004
    Monthly Fee: $473
       Tax: $4,946 (2025)
    Community: Seaside Estates
    Townhouse


    Estimated Monthly Payment: $3,619 (change assumption)
    Mortgage ($2,734) + Fees ($473) + Taxes in 2025 ($412)


    Taxes:$4,946

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 140 BRENT CIR, OLDSMAR, FL 34677

    $565,000168 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


  • 207 CYPRESS LN, OLDSMAR, FL 34677

    $180,00010 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

    $440,00096 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


  • 1732 SPLIT FORK DR, OLDSMAR, FL 34677

    $585,00044 Days on yellowkey   MLS ID: TB8482923

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

    For Sale TB8482923 - 1732 SPLIT FORK DR, OLDSMAR, FL 34677 69 photos

    Bed: 3   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2163
       Built: 1997
    Monthly Fee: $13
       Tax: $9,151 (2025)
    Community: Eastlake Oaks Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,981 (change assumption)
    Mortgage ($3,205) + Fees ($13) + Taxes in 2025 ($763)


    Taxes:$9,151

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 835 CHRISTINA CIR, OLDSMAR, FL 34677

    $485,00042 Days on yellowkey   MLS ID: TB8483303

    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


  • 433 SAILFISH BLVD, OLDSMAR, FL 34677

    $256,00046 Days on yellowkey   MLS ID: TB8481608

    REDUCED by $3,000 (1.2%) on 04/06/2026

    For Sale TB8481608 - 433 SAILFISH BLVD, OLDSMAR, FL 34677 48 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 960
       Built: 1987
    Monthly Fee: $70
       Tax: $1,585 (2025)
    Community: Gull-Aire Village
    Spa: No

    Manufactured Home


    Estimated Monthly Payment: $1,605 (change assumption)
    Mortgage ($1,403) + Fees ($70) + Taxes in 2025 ($132)


    Taxes:$1,585

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 35 GREENHAVEN TRL, OLDSMAR, FL 34677

    $789,90041 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


  • 1206 SAWGRASS CT, OLDSMAR, FL 34677

    $323,000148 Days on yellowkey   MLS ID: TB8449708

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

    For Sale TB8449708 - 1206 SAWGRASS CT, OLDSMAR, FL 34677 10 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1204
       Built: 1984
    Monthly Fee: $35
       Tax: $907 (2024)
    Community: Hamlets Of Forest Lakes The
    Single Family


    Estimated Monthly Payment: $1,880 (change assumption)
    Mortgage ($1,770) + Fees ($35) + Taxes in 2024 ($76)


    Taxes:$907

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    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.