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Oldsmar Single Family Homes For Sale - 97 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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  • 413 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $349,70064 Days on yellowkey   MLS ID: O6396122

    REDUCED by $100 (0.0%) on 06/05/2026

    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: $2,235 (change assumption)
    Mortgage ($1,916) + Taxes in 2024 ($319)


    Taxes:$3,829

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 10 ARBOR LN, OLDSMAR, FL 34677

    $669,000Listed 06/05/2026 10:13AM   MLS ID: TB8516041

    For Sale TB8516041 - 10 ARBOR LN, OLDSMAR, FL 34677 57 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2318
       Built: 1979
    Monthly Fee: $148
       Tax: $9,038 (2025)
    Community: East Lake Woodlands
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,567 (change assumption)
    Mortgage ($3,666) + Fees ($148) + Taxes in 2025 ($753)


    Taxes:$9,038

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 387 TAVERNIER CIR, OLDSMAR, FL 34677

    $459,90099 Days on yellowkey   MLS ID: TB8480272

    0 Days Off yellowkey (back on 6/5/2026)

    For Sale TB8480272 - 387 TAVERNIER CIR, OLDSMAR, FL 34677 55 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1808
       Built: 1997
    Monthly Fee: $75
       Tax: $2,383 (2025)
    Community: Fountains At Cypress Lakes Ii-B The
    Single Family


    Estimated Monthly Payment: $2,794 (change assumption)
    Mortgage ($2,520) + Fees ($75) + Taxes in 2025 ($199)


    Taxes:$2,383

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 100 ARBOR LN, OLDSMAR, FL 34677

    $570,000   MLS ID: TB8513463

    For Sale TB8513463 - 100 ARBOR LN, OLDSMAR, FL 34677 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1852
       Built: 1979
    Monthly Fee: $133
       Tax: $3,099 (2025)
    Community: East Lake Woodlands
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,514 (change assumption)
    Mortgage ($3,123) + Fees ($133) + Taxes in 2025 ($258)


    Taxes:$3,099

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1623 GRAY BARK DR, OLDSMAR, FL 34677

    $419,9008 Days on yellowkey   MLS ID: TB8512588

    REDUCED by $5,100 (1.2%) on 06/05/2026

    For Sale TB8512588 - 1623 GRAY BARK DR, OLDSMAR, FL 34677 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1419
       Built: 1997
    Monthly Fee: $13
       Tax: $6,328 (2025)
    Community: Eastlake Oaks Ph 1
    Single Family


    Estimated Monthly Payment: $2,841 (change assumption)
    Mortgage ($2,301) + Fees ($13) + Taxes in 2025 ($527)


    Taxes:$6,328

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 586 KINGSMILL CT, OLDSMAR, FL 34677

    $615,0001 Day on yellowkey   MLS ID: TB8512390

    For Sale TB8512390 - 586 KINGSMILL CT, OLDSMAR, FL 34677 57 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2452
       Built: 1998
    Monthly Fee: $298
       Tax: $10,436 (2025)
    Community: Kingsmill
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,537 (change assumption)
    Mortgage ($3,370) + Fees ($298) + Taxes in 2025 ($870)


    Taxes:$10,436

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 706 SWEETBRIAR DR, OLDSMAR, FL 34677

    $440,0009 Days on yellowkey   MLS ID: TB8513297

    For Sale TB8513297 - 706 SWEETBRIAR DR, OLDSMAR, FL 34677 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1688
       Built: 1987
    Monthly Fee: $35
       Tax: $2,383 (2025)
    Community: Manors Of Forest Lakes The Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,644 (change assumption)
    Mortgage ($2,411) + Fees ($35) + Taxes in 2025 ($199)


    Taxes:$2,383

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1404 EAST LAKE WOODLANDS PKWY, OLDSMAR, FL 34677

    $1,225,00052 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


  • 2328 WARWICK DR, OLDSMAR, FL 34677

    $854,000288 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


  • 1204 FORESTWOOD DR, OLDSMAR, FL 34677

    $315,00043 Days on yellowkey   MLS ID: O6402042

    0 Days Off yellowkey (back on 5/7/2026)

    For Sale O6402042 - 1204 FORESTWOOD DR, OLDSMAR, FL 34677 15 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1186
       Built: 1984
    Monthly Fee: $35
       Tax: $2,622 (2025)
    Community: Hamlets Of Forest Lakes The
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,979 (change assumption)
    Mortgage ($1,726) + Fees ($35) + Taxes in 2025 ($219)


    Taxes:$2,622

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 384 WINGATE CIR, OLDSMAR, FL 34677

    $599,0004 Days on yellowkey   MLS ID: TB8515031

    For Sale TB8515031 - 384 WINGATE CIR, OLDSMAR, FL 34677 56 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2428
       Built: 2001
    Monthly Fee: $100
       Tax: $8,778 (2025)
    Community: Bay Arbor
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,114 (change assumption)
    Mortgage ($3,282) + Fees ($100) + Taxes in 2025 ($732)


    Taxes:$8,778

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 412 SHORE DR E, OLDSMAR, FL 34677

    $2,700,0004 Days on yellowkey   MLS ID: TB8512698

    For Sale TB8512698 - 412 SHORE DR E, OLDSMAR, FL 34677 75 photos

    Bed: 5   Bath: 4.0   Gar: 4
    Liv Area Sq Ft: 4454
       Built: 1968   Tax: $15,354 (2025)
    Community: Country Club Add To Oldsmar Rev
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $16,074 (change assumption)
    Mortgage ($14,794) + Taxes in 2025 ($1,280)


    Taxes:$15,354

    Elementary School: Oldsmar Elementary-PN

    High School: None

    Tax Year: 2025

    Middle School: Oak Grove Middle-PN


  • 440 LAKEVIEW DR, OLDSMAR, FL 34677

    $399,999183 Days on yellowkey   MLS ID: TB8454195

    REDUCED by $15,001 (3.6%) on 06/04/2026

    For Sale TB8454195 - 440 LAKEVIEW DR, OLDSMAR, FL 34677 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1554
       Built: 1983
    Monthly Fee: $35
       Tax: $1,458 (2024)
    Community: Manors Of Forest Lakes The
    Single Family


    Estimated Monthly Payment: $2,348 (change assumption)
    Mortgage ($2,192) + Fees ($35) + Taxes in 2024 ($121)


    Taxes:$1,458

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 5163 PINNACLE DR, OLDSMAR, FL 34677

    $635,00016 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


  • 316 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $329,00022 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


  • 380 ROSALIND LN, OLDSMAR, FL 34677

    $629,90015 Days on yellowkey   MLS ID: TB8510265

    For Sale TB8510265 - 380 ROSALIND LN, OLDSMAR, FL 34677 55 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2423
       Built: 2001
    Monthly Fee: $100
       Tax: $4,811 (2025)
    Community: Bay Arbor
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,952 (change assumption)
    Mortgage ($3,451) + Fees ($100) + Taxes in 2025 ($401)


    Taxes:$4,811

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 347 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $429,000115 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


  • 436 LAFAYETTE BLVD, OLDSMAR, FL 34677

    $700,000310 Days on yellowkey   MLS ID: TB8412856

    0 Days Off yellowkey (back on 6/3/2026)

    For Sale TB8412856 - 436 LAFAYETTE BLVD, OLDSMAR, FL 34677 56 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2695
       Built: 1994   Tax: $10,665 (2024)
    Community: Oldsmar Rev Map
    Single Family


    Estimated Monthly Payment: $4,724 (change assumption)
    Mortgage ($3,836) + Taxes in 2024 ($889)


    Taxes:$10,665

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 380 WELLINGTON AVE, OLDSMAR, FL 34677

    $1,155,000421 Days on yellowkey   MLS ID: TB8373443

    For Sale TB8373443 - 380 WELLINGTON AVE, OLDSMAR, FL 34677 42 photos

    Bed: 4   Bath: 3.5   Gar: 4
    Liv Area Sq Ft: 3420
       Built: 1992   Tax: $6,112 (2024)
    Community: Country Club Add To Oldsmar Rev
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,838 (change assumption)
    Mortgage ($6,329) + Taxes in 2024 ($509)


    Taxes:$6,112

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 2272 WARWICK DR, OLDSMAR, FL 34677

    $699,90039 Days on yellowkey   MLS ID: TB8502055

    REDUCED by $25,100 (3.5%) on 06/02/2026

    For Sale TB8502055 - 2272 WARWICK DR, OLDSMAR, FL 34677 47 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2512
       Built: 1995
    Monthly Fee: $133
       Tax: $3,084 (2025)
    Community: Warwick Hills
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,225 (change assumption)
    Mortgage ($3,835) + Fees ($133) + Taxes in 2025 ($257)


    Taxes:$3,084

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN




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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.