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Oldsmar Homes For Sale & Real Estate - 219 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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  • 120 BRENT CIR, OLDSMAR, FL 34677

    $520,00068 Days on yellowkey   MLS ID: TB8484780

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

    For Sale TB8484780 - 120 BRENT CIR, OLDSMAR, FL 34677 58 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 1834
       Built: 2004
    Monthly Fee: $473
       Tax: $8,930 (2025)
    Community: Seaside Estates
    Townhouse


    Estimated Monthly Payment: $4,066 (change assumption)
    Mortgage ($2,849) + Fees ($473) + Taxes in 2025 ($744)


    Taxes:$8,930

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 112 CYPRESS CT #112, OLDSMAR, FL 34677

    $189,90052 Days on yellowkey   MLS ID: TB8494664

    For Sale TB8494664 - 112 CYPRESS CT #112, OLDSMAR, FL 34677 9 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1054
       Built: 1980
    Monthly Fee: $587
       Tax: $2,592 (2025)
    Community: East Lake Woodlands Cypress Estates
    Condo


    Estimated Monthly Payment: $1,844 (change assumption)
    Mortgage ($1,041) + Fees ($587) + Taxes in 2025 ($216)


    Taxes:$2,592

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1598 LOCKMEADE PL, OLDSMAR, FL 34677

    $999,90064 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


  • 347 CANAL WAY, OLDSMAR, FL 34677

    $199,000224 Days on yellowkey   MLS ID: TB8436926

    For Sale TB8436926 - 347 CANAL WAY, OLDSMAR, FL 34677 48 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1080
       Built: 1980
    Monthly Fee: $60
       Tax: $2,609 (2024)
    Community: Gull-Aire Village
    Mobile Home


    Estimated Monthly Payment: $1,368 (change assumption)
    Mortgage ($1,090) + Fees ($60) + Taxes in 2024 ($217)


    Taxes:$2,609

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2270 CHRISTY LN, OLDSMAR, FL 34677

    $1,250,000100 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


  • 112 BRENT CIR, OLDSMAR, FL 34677

    $499,000144 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


  • 108 DOLPHIN DR E, OLDSMAR, FL 34677

    $319,00087 Days on yellowkey   MLS ID: TB8482185

    For Sale TB8482185 - 108 DOLPHIN DR E, OLDSMAR, FL 34677 32 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1372
       Built: 1982
    Monthly Fee: $70
       Tax: $2,959 (2025)
    Community: Gull-Aire Village
    Manufactured Home


    Estimated Monthly Payment: $2,064 (change assumption)
    Mortgage ($1,748) + Fees ($70) + Taxes in 2025 ($247)


    Taxes:$2,959

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 375 WELLINGTON AVE, OLDSMAR, FL 34677

    $1,299,00056 Days on yellowkey   MLS ID: TB8492687

    For Sale TB8492687 - 375 WELLINGTON AVE, OLDSMAR, FL 34677 73 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2624
       Built: 1993   Tax: $14,951 (2025)
    Community: Country Club Add To Oldsmar Rev
    Single Family


    Estimated Monthly Payment: $8,364 (change assumption)
    Mortgage ($7,118) + Taxes in 2025 ($1,246)


    Taxes:$14,951

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 465 HOLLY HILL RD, OLDSMAR, FL 34677

    $650,00074 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


  • 416 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $385,000104 Days on yellowkey   MLS ID: TB8475710

    For Sale TB8475710 - 416 COUNTRY CLUB DR, OLDSMAR, FL 34677 34 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1293
       Built: 1959   Tax: $644 (2025)
    Community: Oldsmar Country Club Estates Sec 2
    Single Family


    Estimated Monthly Payment: $2,163 (change assumption)
    Mortgage ($2,110) + Taxes in 2025 ($54)


    Taxes:$644

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 2044 SHEFFIELD CT, OLDSMAR, FL 34677

    $190,000539 Days on yellowkey   MLS ID: TB8327277

    4 Days Off yellowkey (back on 11/10/2025)

    SHORT SALE TB8327277 - 2044 SHEFFIELD CT, OLDSMAR, FL 34677 37 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1296
       Built: 1986
    Monthly Fee: $110
       Tax: $1,603 (2023)
    Community: Sheffield Village At Bayside Meadows
    Villa


    Estimated Monthly Payment: $1,285 (change assumption)
    Mortgage ($1,041) + Fees ($110) + Taxes in 2023 ($134)


    Taxes:$1,603

    Elementary School: Oldsmar Elementary-PN

    High School: Countryside High-PN

    Tax Year: 2023

    Middle School: Carwise Middle-PN


  • 380 WELLINGTON AVE, OLDSMAR, FL 34677

    $1,155,000413 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
    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


  • 115 WINDWARD PL #15, OLDSMAR, FL 34677

    $180,00062 Days on yellowkey   MLS ID: TB8490824

    For Sale TB8490824 - 115 WINDWARD PL #15, OLDSMAR, FL 34677 26 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 879
       Built: 1984
    Monthly Fee: $431
       Tax: $2,768 (2025)
    Community: Meadows Condo At East Lake Woodlands
    Condo


    Estimated Monthly Payment: $1,648 (change assumption)
    Mortgage ($986) + Fees ($431) + Taxes in 2025 ($231)


    Taxes:$2,768

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 209 HEMINGWAY DR, OLDSMAR, FL 34677

    $294,90084 Days on yellowkey   MLS ID: TB8483445

    For Sale TB8483445 - 209 HEMINGWAY DR, OLDSMAR, FL 34677 18 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1086
       Built: 1997
    Monthly Fee: $240
       Tax: $672 (2024)
    Community: Sun Ketch Twnhms At Cypress Lakes
    Townhouse


    Estimated Monthly Payment: $1,912 (change assumption)
    Mortgage ($1,616) + Fees ($240) + Taxes in 2024 ($56)


    Taxes:$672

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 358 LAKE WAY, OLDSMAR, FL 34677

    $259,90077 Days on yellowkey   MLS ID: TB8486181

    1 Days Off yellowkey (back on 3/26/2026)

    For Sale TB8486181 - 358 LAKE WAY, OLDSMAR, FL 34677 48 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1296
       Built: 1998
    Community: Gull-Aire Village
    Manufactured Home


    Estimated Monthly Payment: $1,424 (change assumption)
    Mortgage ($1,424)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 108 LAKEVIEW PL #108, OLDSMAR, FL 34677

    $179,900172 Days on yellowkey   MLS ID: TB8454159

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

    For Sale TB8454159 - 108 LAKEVIEW PL #108, OLDSMAR, FL 34677 36 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1094
       Built: 1980
    Community: East Lake Woodlands Condo
    Condo


    Estimated Monthly Payment: $986 (change assumption)
    Mortgage ($986)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1712 AZALEA CT #A, OLDSMAR, FL 34677

    $369,900336 Days on yellowkey   MLS ID: TB8401279

    For Sale TB8401279 - 1712 AZALEA CT #A, OLDSMAR, FL 34677 48 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1360
       Built: 1977   Tax: $2,831 (2024)
    Community: Harbor Palms-Unit Four A
    Single Family


    Estimated Monthly Payment: $2,263 (change assumption)
    Mortgage ($2,027) + Taxes in 2024 ($236)


    Taxes:$2,831

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 1712 AZALEA CT #B, OLDSMAR, FL 34677

    $339,900336 Days on yellowkey   MLS ID: TB8401434

    For Sale TB8401434 - 1712 AZALEA CT #B, OLDSMAR, FL 34677 38 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1187
       Built: 1977   Tax: $3,481 (2024)
    Community: Harbor Palms-Unit Four A
    Single Family


    Estimated Monthly Payment: $2,152 (change assumption)
    Mortgage ($1,862) + Taxes in 2024 ($290)


    Taxes:$3,481

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 180 INGRID PL, OLDSMAR, FL 34677

    $319,000952 Days on yellowkey   MLS ID: U8218151

    0 Days Off yellowkey (back on 11/12/2023)

    For Sale U8218151 - 180 INGRID PL, OLDSMAR, FL 34677 87 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1385
       Built: 1978
    Monthly Fee: $387
       Tax: $3,692 (2022)
    Community: East Lake Woodlands Cluster Homes
    Villa


    Estimated Monthly Payment: $2,443 (change assumption)
    Mortgage ($1,748) + Fees ($387) + Taxes in 2022 ($308)


    Taxes:$3,692

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2022

    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.