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Displaying: For Sale

Location: Oldsmar

Property Type(s): Single Family

Living Area Square Feet: 2000 to 2499

Oldsmar - 20 properties found

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  • 854 CHRISTINA CIR, OLDSMAR, FL 34677

    $565,0001 Day on yellowkey   MLS ID: TB8521571

    For Sale TB8521571 - 854 CHRISTINA CIR, OLDSMAR, FL 34677 46 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2065
       Built: 1994
    Monthly Fee: $68
       Tax: $8,686 (2025)
    Community: Bays End
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,888 (change assumption)
    Mortgage ($3,096) + Fees ($68) + Taxes in 2025 ($724)


    Taxes:$8,686

    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

    $619,99932 Days on yellowkey   MLS ID: TB8510265

    REDUCED by $9,901 (1.6%) on 06/23/2026

    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: $3,898 (change assumption)
    Mortgage ($3,397) + 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


  • 100 WATER OAK WAY, OLDSMAR, FL 34677

    $619,0003 Days on yellowkey   MLS ID: TB8520671

    For Sale TB8520671 - 100 WATER OAK WAY, OLDSMAR, FL 34677 68 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2169
       Built: 1984
    Monthly Fee: $145
       Tax: $2,749 (2025)
    Community: Woodlands Estates
    Single Family


    Estimated Monthly Payment: $3,766 (change assumption)
    Mortgage ($3,392) + Fees ($145) + Taxes in 2025 ($229)


    Taxes:$2,749

    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

    $439,0004 Days on yellowkey   MLS ID: TB8520312

    For Sale TB8520312 - 1811 FOREST DR, OLDSMAR, FL 34677 37 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 2142
       Built: 1973   Tax: $1,463 (2024)
    Community: Harbor Palms-Unit Three
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,527 (change assumption)
    Mortgage ($2,405) + Taxes in 2024 ($122)


    Taxes:$1,463

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 384 WINGATE CIR, OLDSMAR, FL 34677

    $589,00021 Days on yellowkey   MLS ID: TB8515031

    REDUCED by $10,000 (1.7%) on 06/12/2026

    For Sale TB8515031 - 384 WINGATE CIR, OLDSMAR, FL 34677 59 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: $4,059 (change assumption)
    Mortgage ($3,227) + 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


  • 364 VENTURA DR, OLDSMAR, FL 34677

    $599,90013 Days on yellowkey   MLS ID: TB8517197

    1 Days Off yellowkey (back on 6/16/2026)

    For Sale TB8517197 - 364 VENTURA DR, OLDSMAR, FL 34677 63 photos

    Bed: 3   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2237
       Built: 2001
    Monthly Fee: $100
       Tax: $9,325 (2025)
    Community: Bay Arbor
    Single Family


    Estimated Monthly Payment: $4,164 (change assumption)
    Mortgage ($3,287) + Fees ($100) + Taxes in 2025 ($777)


    Taxes:$9,325

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 10 ARBOR LN, OLDSMAR, FL 34677

    $669,00018 Days on yellowkey   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


  • 1654 BAYHILL DR, OLDSMAR, FL 34677

    $570,000251 Days on yellowkey   MLS ID: TB8438417

    0 Days Off yellowkey (back on 5/18/2026)

    For Sale TB8438417 - 1654 BAYHILL DR, OLDSMAR, FL 34677 62 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2320
       Built: 1995
    Monthly Fee: $199
       Tax: $5,855 (2024)
    Community: Creekside
    Single Family


    Estimated Monthly Payment: $3,810 (change assumption)
    Mortgage ($3,123) + Fees ($199) + Taxes in 2024 ($488)


    Taxes:$5,855

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 438 LAFAYETTE BLVD, OLDSMAR, FL 34677

    $584,900109 Days on yellowkey   MLS ID: TB8480797

    REDUCED by $15,000 (2.5%) on 06/10/2026

    For Sale TB8480797 - 438 LAFAYETTE BLVD, OLDSMAR, FL 34677 65 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: $3,895 (change assumption)
    Mortgage ($3,205) + Taxes in 2025 ($690)


    Taxes:$8,284

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: None


  • 1007 STATE ST E, OLDSMAR, FL 34677

    $695,00018 Days on yellowkey   MLS ID: TB8513144

    For Sale TB8513144 - 1007 STATE ST E, OLDSMAR, FL 34677 65 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2379
       Built: 1981   Tax: $5,901 (2025)
    Community: Country Club Add To Oldsmar Rev
    Single Family


    Estimated Monthly Payment: $4,300 (change assumption)
    Mortgage ($3,808) + Taxes in 2025 ($492)


    Taxes:$5,901

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4856 WESTCHESTER CT, OLDSMAR, FL 34677

    $589,00018 Days on yellowkey   MLS ID: TB8515993

    For Sale TB8515993 - 4856 WESTCHESTER CT, OLDSMAR, FL 34677 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2184
       Built: 1996
    Monthly Fee: $295
       Tax: $4,281 (2025)
    Community: Kingsmill
    Single Family


    Estimated Monthly Payment: $3,879 (change assumption)
    Mortgage ($3,227) + Fees ($295) + Taxes in 2025 ($357)


    Taxes:$4,281

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1008 ROBINWOOD DR, OLDSMAR, FL 34677

    $695,00011 Days on yellowkey   MLS ID: TB8516701

    For Sale TB8516701 - 1008 ROBINWOOD DR, OLDSMAR, FL 34677 49 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2442
       Built: 1997
    Monthly Fee: $70
       Tax: $9,594 (2025)
    Community: Woods Of Forest Lakes The Ph One
    Single Family


    Estimated Monthly Payment: $4,678 (change assumption)
    Mortgage ($3,808) + Fees ($70) + Taxes in 2025 ($799)


    Taxes:$9,594

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 586 KINGSMILL CT, OLDSMAR, FL 34677

    $615,00019 Days 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


  • 3073 DUANE AVE, OLDSMAR, FL 34677

    $410,000309 Days on yellowkey   MLS ID: TB8417476

    REDUCED by $30,000 (6.8%) on 06/05/2026

    For Sale TB8417476 - 3073 DUANE AVE, OLDSMAR, FL 34677 43 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2122
       Built: 1973   Tax: $1,936 (2024)
    Community: West Oldsmar Sec 1
    Single Family


    Estimated Monthly Payment: $2,408 (change assumption)
    Mortgage ($2,247) + Taxes in 2024 ($161)


    Taxes:$1,936

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 213 ARLINGTON AVE E, OLDSMAR, FL 34677

    $499,00035 Days on yellowkey   MLS ID: TB8509657

    2 Days Off yellowkey (back on 5/27/2026)

    INCREASED by $14,000 (2.9%) on 05/25/2026

    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: $2,912 (change assumption)
    Mortgage ($2,734) + Taxes in 2025 ($178)


    Taxes:$2,134

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1637 GRAY BARK DR, OLDSMAR, FL 34677

    $559,900243 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


  • 705 SHORE DR E, OLDSMAR, FL 34677

    $158,990183 Days on yellowkey   MLS ID: TB8458306

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

    SHORT SALE TB8458306 - 705 SHORE DR E, OLDSMAR, FL 34677 5 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2155
       Built: 1974   Tax: $5,427 (2025)
    Community: Tampashores Bay Sec
    Single Family


    Estimated Monthly Payment: $1,323 (change assumption)
    Mortgage ($871) + Taxes in 2025 ($452)


    Taxes:$5,427

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 204 BENGAL CIR, OLDSMAR, FL 34677

    $715,000109 Days on yellowkey   MLS ID: O6388593

    REDUCED by $20,000 (2.7%) on 05/08/2026

    For Sale O6388593 - 204 BENGAL CIR, OLDSMAR, FL 34677 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2429
       Built: 2013
    Monthly Fee: $65
       Tax: $5,728 (2025)
    Community: Bungalow Bay Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,460 (change assumption)
    Mortgage ($3,918) + Fees ($65) + Taxes in 2025 ($477)


    Taxes:$5,728

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 405 HOLLY HILL RD, OLDSMAR, FL 34677

    $660,00054 Days on yellowkey   MLS ID: TB8503763

    0 Days Off yellowkey (back on 5/3/2026)

    For Sale TB8503763 - 405 HOLLY HILL RD, OLDSMAR, FL 34677 57 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2311
       Built: 1979
    Monthly Fee: $149
       Tax: $3,606 (2026)
    Community: East Lake Woodlands
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,066 (change assumption)
    Mortgage ($3,616) + Fees ($149) + Taxes in 2026 ($301)


    Taxes:$3,606

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2026

    Middle School: Carwise Middle-PN


  • 465 HOLLY HILL RD, OLDSMAR, FL 34677

    $650,00099 Days on yellowkey   MLS ID: TB8486777

    0 Days Off yellowkey (back on 3/20/2026)

    For Sale TB8486777 - 465 HOLLY HILL RD, OLDSMAR, FL 34677 62 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2324
       Built: 1985
    Monthly Fee: $148
       Tax: $3,265 (2025)
    Community: East Lake Woodlands
    Single Family


    Estimated Monthly Payment: $3,982 (change assumption)
    Mortgage ($3,562) + Fees ($148) + Taxes in 2025 ($272)


    Taxes:$3,265

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None






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.