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Oldsmar Single Family Homes For Sale - 95 homes

Oldsmar Single Family Homes for Sale are located in Pinellas County, Florida. Find single family homes for sale in Oldsmar with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Oldsmar single family houses.

Location: Oldsmar

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  • 545 LAKE CYPRESS CIR, OLDSMAR, FL 34677

    $485,90044 Days on yellowkey   MLS ID: TB8482985

    REDUCED by $9,100 (1.8%) on 04/15/2026

    For Sale TB8482985 - 545 LAKE CYPRESS CIR, OLDSMAR, FL 34677 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1694
       Built: 2000
    Monthly Fee: $140
       Tax: $6,865 (2025)
    Community: Preserve At Cypress Lakes Ph Ii The
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,374 (change assumption)
    Mortgage ($2,662) + Fees ($140) + Taxes in 2025 ($572)


    Taxes:$6,865

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 316 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $329,00066 Days on yellowkey   MLS ID: TB8475078

    REDUCED by $10,000 (2.9%) on 04/15/2026

    For Sale TB8475078 - 316 COUNTRY CLUB DR, OLDSMAR, FL 34677 30 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1344
       Built: 1960   Tax: $562 (2025)
    Community: Oldsmar Country Club Estates Sec 3
    Single Family


    Estimated Monthly Payment: $1,850 (change assumption)
    Mortgage ($1,803) + Taxes in 2025 ($47)


    Taxes:$562

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 4922 EDGEWATER LN, OLDSMAR, FL 34677

    $599,00012 Days on yellowkey   MLS ID: W7883975

    For Sale W7883975 - 4922 EDGEWATER LN, OLDSMAR, FL 34677 41 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2390
       Built: 1997
    Monthly Fee: $158
       Tax: $9,841 (2025)
    Community: Worthington
    Single Family


    Estimated Monthly Payment: $4,260 (change assumption)
    Mortgage ($3,282) + Fees ($158) + Taxes in 2025 ($820)


    Taxes:$9,841

    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

    $499,90057 Days on yellowkey   MLS ID: TB8478309

    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: $3,084 (change assumption)
    Mortgage ($2,739) + Fees ($35) + Taxes in 2025 ($310)


    Taxes:$3,714

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1795 BAYHILL DR, OLDSMAR, FL 34677

    $539,9005 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


  • 513 OAKWOOD BLVD, OLDSMAR, FL 34677

    $535,000139 Days on yellowkey   MLS ID: TB8452178

    2 Days Off yellowkey (back on 4/14/2026)

    For Sale TB8452178 - 513 OAKWOOD BLVD, OLDSMAR, FL 34677 58 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1764
       Built: 1975   Tax: $2,042 (2024)
    Community: Oldsmar Rev Map
    Single Family


    Estimated Monthly Payment: $3,102 (change assumption)
    Mortgage ($2,931) + Taxes in 2024 ($170)


    Taxes:$2,042

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1598 LOCKMEADE PL, OLDSMAR, FL 34677

    $999,90023 Days on yellowkey   MLS ID: TB8490836

    2 Days Off yellowkey (back on 4/14/2026)

    For Sale TB8490836 - 1598 LOCKMEADE PL, OLDSMAR, FL 34677 91 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3300
       Built: 1995
    Monthly Fee: $243
       Tax: $8,700 (2025)
    Community: Aberdeen Unit Two
    Single Family


    Estimated Monthly Payment: $6,447 (change assumption)
    Mortgage ($5,479) + Fees ($243) + Taxes in 2025 ($725)


    Taxes:$8,700

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1811 DRIFTWOOD CIR S, OLDSMAR, FL 34677

    $380,00029 Days on yellowkey   MLS ID: TB8488580

    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: $2,168 (change assumption)
    Mortgage ($2,082) + Taxes in 2025 ($86)


    Taxes:$1,036

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 504 FEDERAL ST, OLDSMAR, FL 34677

    $1,270,000194 Days on yellowkey   MLS ID: TB8427180

    REDUCED by $10,000 (0.8%) on 04/14/2026

    For Sale TB8427180 - 504 FEDERAL ST, OLDSMAR, FL 34677 52 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2961
       Built: 2026   Tax: $1,498 (2024)
    Community: Oldsmar Rev Map
    Single Family


    Estimated Monthly Payment: $7,084 (change assumption)
    Mortgage ($6,959) + Taxes in 2024 ($125)


    Taxes:$1,498

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 1527 WOODSTREAM DR, OLDSMAR, FL 34677

    $599,00057 Days on yellowkey   MLS ID: TB8476648

    0 Days Off yellowkey (back on 3/28/2026)

    For Sale TB8476648 - 1527 WOODSTREAM DR, OLDSMAR, FL 34677 87 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1919
       Built: 1996
    Monthly Fee: $470
       Tax: $3,762 (2025)
    Community: Cross Creek - Unit Two
    Single Family


    Estimated Monthly Payment: $4,066 (change assumption)
    Mortgage ($3,282) + Fees ($470) + Taxes in 2025 ($313)


    Taxes:$3,762

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1811 FOREST DR, OLDSMAR, FL 34677

    $475,00023 Days on yellowkey   MLS ID: TB8491038

    REDUCED by $27,500 (5.5%) on 04/14/2026

    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: $3,167 (change assumption)
    Mortgage ($2,603) + 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


  • 2270 CHRISTY LN, OLDSMAR, FL 34677

    $1,250,00059 Days on yellowkey   MLS ID: TB8477474

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

    For Sale TB8477474 - 2270 CHRISTY LN, OLDSMAR, FL 34677 62 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3993
       Built: 1996
    Monthly Fee: $181
       Tax: $11,849 (2025)
    Community: Turtle Creek Unit-Three
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,018 (change assumption)
    Mortgage ($6,849) + Fees ($181) + Taxes in 2025 ($987)


    Taxes:$11,849

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2328 WARWICK DR, OLDSMAR, FL 34677

    $854,000239 Days on yellowkey   MLS ID: TB8419306

    REDUCED by $20,000 (2.3%) on 04/13/2026

    For Sale TB8419306 - 2328 WARWICK DR, OLDSMAR, FL 34677 68 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3294
       Built: 1995
    Monthly Fee: $127
       Tax: $5,742 (2024)
    Community: Warwick Hills
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,285 (change assumption)
    Mortgage ($4,679) + Fees ($127) + Taxes in 2024 ($478)


    Taxes:$5,742

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 1810 DRIFTWOOD CIR S, OLDSMAR, FL 34677

    $370,00023 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


  • 20 FERNBROOK RD, OLDSMAR, FL 34677

    $649,9999 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

    $324,90025 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


  • 807 JACARANDA DR, OLDSMAR, FL 34677

    $325,00018 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

    $409,99929 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


  • 1732 SPLIT FORK DR, OLDSMAR, FL 34677

    $585,00045 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

    $485,00043 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




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Oldsmar home, townhome, and condo, villa, and other listing sale data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on single family homes for sale in Oldsmar . You can use our website to view Multiple Listing Service (MLS) data on Oldsmar single family homes. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Oldsmar single family home listings.



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.