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Oldsmar Homes For Sale & Real Estate - 212 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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  • 355 VENTURA DR, OLDSMAR, FL 34677

    $625,0001 Day on yellowkey   MLS ID: TB8510293

    For Sale TB8510293 - 355 VENTURA DR, OLDSMAR, FL 34677 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1938
       Built: 2001
    Monthly Fee: $100
       Tax: $5,919 (2025)
    Community: Bay Arbor
    Single Family


    Estimated Monthly Payment: $4,018 (change assumption)
    Mortgage ($3,425) + Fees ($100) + Taxes in 2025 ($493)


    Taxes:$5,919

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1637 GRAY BARK DR, OLDSMAR, FL 34677

    $559,900212 Days on yellowkey   MLS ID: TB8440841

    1 Days Off yellowkey (back on 5/23/2026)

    For Sale TB8440841 - 1637 GRAY BARK DR, OLDSMAR, FL 34677 58 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2146
       Built: 1998
    Monthly Fee: $9
       Tax: $5,256 (2024)
    Community: Eastlake Oaks Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,515 (change assumption)
    Mortgage ($3,068) + Fees ($9) + Taxes in 2024 ($438)


    Taxes:$5,256

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 438 LAFAYETTE BLVD, OLDSMAR, FL 34677

    $599,90078 Days on yellowkey   MLS ID: TB8480797

    REDUCED by $25,000 (4.0%) on 04/13/2026

    For Sale TB8480797 - 438 LAFAYETTE BLVD, OLDSMAR, FL 34677 64 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2138
       Built: 1988   Tax: $8,284 (2025)
    Community: Oldsmar Rev Map
    Single Family


    Estimated Monthly Payment: $3,977 (change assumption)
    Mortgage ($3,287) + Taxes in 2025 ($690)


    Taxes:$8,284

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: None


  • 10 LESLEY LN, OLDSMAR, FL 34677

    $299,00029 Days on yellowkey   MLS ID: TB8501611

    REDUCED by $11,000 (3.5%) on 05/23/2026

    For Sale TB8501611 - 10 LESLEY LN, OLDSMAR, FL 34677 44 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1250
       Built: 1982
    Monthly Fee: $451
       Tax: $3,869 (2025)
    Community: Quail Forest Cluster Homes
    Spa: No

    Villa


    Estimated Monthly Payment: $2,412 (change assumption)
    Mortgage ($1,638) + Fees ($451) + Taxes in 2025 ($322)


    Taxes:$3,869

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 316 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $329,0008 Days on yellowkey   MLS ID: TB8508856

    For Sale TB8508856 - 316 COUNTRY CLUB DR, OLDSMAR, FL 34677 32 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1344
       Built: 1960   Tax: $616 (2025)
    Community: Oldsmar Country Club Estates Sec 3
    Single Family


    Estimated Monthly Payment: $1,854 (change assumption)
    Mortgage ($1,803) + Taxes in 2025 ($51)


    Taxes:$616

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1471 BRIARGROVE WAY, OLDSMAR, FL 34677

    $899,99964 Days on yellowkey   MLS ID: TB8488174

    1 Days Off yellowkey (back on 5/23/2026)

    REDUCED by $19,001 (2.1%) on 04/13/2026

    For Sale TB8488174 - 1471 BRIARGROVE WAY, OLDSMAR, FL 34677 100 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3140
       Built: 1991
    Monthly Fee: $243
       Tax: $9,749 (2025)
    Community: Aberdeen Unit Two
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,987 (change assumption)
    Mortgage ($4,931) + Fees ($243) + Taxes in 2025 ($812)


    Taxes:$9,749

    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

    $305,00058 Days on yellowkey   MLS ID: TB8490712

    1 Days Off yellowkey (back on 5/23/2026)

    REDUCED by $9,900 (3.1%) on 05/09/2026

    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: $2,312 (change assumption)
    Mortgage ($1,671) + Fees ($265) + Taxes in 2025 ($376)


    Taxes:$4,507

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 709 LEMONWOOD DR, OLDSMAR, FL 34677

    $345,000100 Days on yellowkey   MLS ID: TB8475735

    0 Days Off yellowkey (back on 5/23/2026)

    For Sale TB8475735 - 709 LEMONWOOD DR, OLDSMAR, FL 34677 56 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1667
       Built: 1973   Tax: $4,799 (2024)
    Community: Harbor Palms-Unit Five
    Single Family


    Estimated Monthly Payment: $2,290 (change assumption)
    Mortgage ($1,890) + Taxes in 2024 ($400)


    Taxes:$4,799

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 107 LAKEVIEW PL #7, OLDSMAR, FL 34677

    $224,900Listed 05/22/2026 9:12PM   MLS ID: W7885525

    For Sale W7885525 - 107 LAKEVIEW PL #7, OLDSMAR, FL 34677 30 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1094
       Built: 1980
    Monthly Fee: $663
       Tax: $2,780 (2025)
    Community: East Lake Woodlands Condo
    Condo


    Estimated Monthly Payment: $2,127 (change assumption)
    Mortgage ($1,232) + Fees ($663) + Taxes in 2025 ($232)


    Taxes:$2,780

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 5163 PINNACLE DR, OLDSMAR, FL 34677

    $635,0002 Days on yellowkey   MLS ID: TB8510486

    For Sale TB8510486 - 5163 PINNACLE DR, OLDSMAR, FL 34677 61 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1886
       Built: 1995
    Monthly Fee: $482
       Tax: $7,853 (2025)
    Community: Parcel B - The Pinnacle
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,616 (change assumption)
    Mortgage ($3,479) + Fees ($482) + Taxes in 2025 ($654)


    Taxes:$7,853

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 2313 SUNSET WIND LOOP, OLDSMAR, FL 34677

    $425,000132 Days on yellowkey   MLS ID: TB8461950

    0 Days Off yellowkey (back on 5/22/2026)

    REDUCED by $15,000 (3.4%) on 05/08/2026

    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: $3,528 (change assumption)
    Mortgage ($2,329) + 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


  • 142 WOODLAKE WYNDE #48, OLDSMAR, FL 34677

    $199,5009 Days on yellowkey   MLS ID: TB8507526

    For Sale TB8507526 - 142 WOODLAKE WYNDE #48, OLDSMAR, FL 34677 20 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 924
       Built: 1983
    Monthly Fee: $606
       Tax: $3,165 (2025)
    Community: East Lake Woodlands Woodlake Run
    Condo


    Estimated Monthly Payment: $1,963 (change assumption)
    Mortgage ($1,093) + Fees ($606) + Taxes in 2025 ($264)


    Taxes:$3,165

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1912 CUTTY BAY CT, OLDSMAR, FL 34677

    $325,0003 Days on yellowkey   MLS ID: TB8509310

    For Sale TB8509310 - 1912 CUTTY BAY CT, OLDSMAR, FL 34677 33 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1080
       Built: 1984   Tax: $2,313 (2025)
    Community: Sheffield Village Ph Ii At Bayside Meadows
    Single Family


    Estimated Monthly Payment: $1,974 (change assumption)
    Mortgage ($1,781) + Taxes in 2025 ($193)


    Taxes:$2,313

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1758 OAK POND CT, OLDSMAR, FL 34677

    $585,0009 Days on yellowkey   MLS ID: TB8507682

    For Sale TB8507682 - 1758 OAK POND CT, OLDSMAR, FL 34677 57 photos

    Bed: 6   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2867
       Built: 2001
    Monthly Fee: $13
       Tax: $4,224 (2025)
    Community: Eastlake Oaks Ph 4
    Single Family


    Estimated Monthly Payment: $3,570 (change assumption)
    Mortgage ($3,205) + Fees ($13) + Taxes in 2025 ($352)


    Taxes:$4,224

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 413 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $349,90050 Days on yellowkey   MLS ID: O6396122

    REDUCED by $25,000 (6.7%) on 05/22/2026

    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: $2,236 (change assumption)
    Mortgage ($1,917) + Taxes in 2024 ($319)


    Taxes:$3,829

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1384 FORESTEDGE BLVD, OLDSMAR, FL 34677

    $699,00058 Days on yellowkey   MLS ID: TB8490510

    0 Days Off yellowkey (back on 5/22/2026)

    REDUCED by $21,000 (2.9%) on 05/21/2026

    For Sale TB8490510 - 1384 FORESTEDGE BLVD, OLDSMAR, FL 34677 59 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2814
       Built: 1991
    Monthly Fee: $243
       Tax: $13,366 (2025)
    Community: Aberdeen Unit Two
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,187 (change assumption)
    Mortgage ($3,830) + Fees ($243) + Taxes in 2025 ($1,114)


    Taxes:$13,366

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 160 JAMES CT, OLDSMAR, FL 34677

    $363,90022 Days on yellowkey   MLS ID: TB8503480

    For Sale TB8503480 - 160 JAMES CT, OLDSMAR, FL 34677 58 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1445
       Built: 1981
    Monthly Fee: $451
       Tax: $5,927 (2025)
    Community: Quail Forest Cluster Homes
    Villa


    Estimated Monthly Payment: $2,939 (change assumption)
    Mortgage ($1,994) + Fees ($451) + Taxes in 2025 ($494)


    Taxes:$5,927

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 634 TIMBER BAY CIRCLE W, OLDSMAR, FL 34677

    $321,50060 Days on yellowkey   MLS ID: TB8489706

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

    REDUCED by $3,400 (1.0%) on 04/24/2026

    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: $2,119 (change assumption)
    Mortgage ($1,762) + 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


  • 291 COUNTRYSIDE KEY BLVD, OLDSMAR, FL 34677

    $225,000129 Days on yellowkey   MLS ID: TB8463435

    REDUCED by $15,000 (6.3%) on 05/15/2026

    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: $1,871 (change assumption)
    Mortgage ($1,233) + Fees ($454) + Taxes in 2025 ($184)


    Taxes:$2,205

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 213 ARLINGTON AVE E, OLDSMAR, FL 34677

    $485,0004 Days on yellowkey   MLS ID: TB8509657

    REDUCED by $14,900 (3.0%) on 05/22/2026

    For Sale TB8509657 - 213 ARLINGTON AVE E, OLDSMAR, FL 34677 18 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2080
       Built: 1978   Tax: $2,134 (2025)
    Community: Oldsmar Rev Map
    Single Family


    Estimated Monthly Payment: $2,835 (change assumption)
    Mortgage ($2,657) + Taxes in 2025 ($178)


    Taxes:$2,134

    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.