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Oldsmar Homes For Sale & Real Estate - 206 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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  • 304 WOODLAKE WYNDE #304, OLDSMAR, FL 34677

    $179,9002 Days on yellowkey   MLS ID: TB8498051

    For Sale TB8498051 - 304 WOODLAKE WYNDE #304, OLDSMAR, FL 34677 25 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 674
       Built: 1985
    Monthly Fee: $418
       Tax: $2,403 (2025)
    Community: East Lake Woodlands Woodlake Run
    Condo


    Estimated Monthly Payment: $1,604 (change assumption)
    Mortgage ($986) + Fees ($418) + Taxes in 2025 ($200)


    Taxes:$2,403

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 219 BAY ARBOR BLVD, OLDSMAR, FL 34677

    $560,00015 Days on yellowkey   MLS ID: TB8498550

    For Sale TB8498550 - 219 BAY ARBOR BLVD, OLDSMAR, FL 34677 45 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1873
       Built: 2000
    Monthly Fee: $100
       Tax: $7,973 (2025)
    Community: Bay Arbor Unit 1A
    Single Family


    Estimated Monthly Payment: $3,833 (change assumption)
    Mortgage ($3,068) + Fees ($100) + Taxes in 2025 ($664)


    Taxes:$7,973

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 40 SYLVIA PL, OLDSMAR, FL 34677

    $299,00040 Days on yellowkey   MLS ID: TB8487410

    For Sale TB8487410 - 40 SYLVIA PL, OLDSMAR, FL 34677 40 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1385
       Built: 1978
    Monthly Fee: $450
       Tax: $5,439 (2025)
    Community: East Lake Woodlands Cluster Homes
    Villa


    Estimated Monthly Payment: $2,542 (change assumption)
    Mortgage ($1,638) + Fees ($450) + Taxes in 2025 ($453)


    Taxes:$5,439

    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

    $321,50039 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


  • 1418 WOODSTREAM DR, OLDSMAR, FL 34677

    $664,90051 Days on yellowkey   MLS ID: TB8485836

    REDUCED by $5,000 (0.7%) on 04/30/2026

    For Sale TB8485836 - 1418 WOODSTREAM DR, OLDSMAR, FL 34677 93 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2292
       Built: 1990
    Monthly Fee: $470
       Tax: $4,098 (2025)
    Community: Cross Creek Unit 1
    Single Family


    Estimated Monthly Payment: $4,455 (change assumption)
    Mortgage ($3,643) + Fees ($470) + Taxes in 2025 ($341)


    Taxes:$4,098

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 307 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $399,9004 Days on yellowkey   MLS ID: TB8502335

    For Sale TB8502335 - 307 COUNTRY CLUB DR, OLDSMAR, FL 34677 31 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1670
       Built: 1960   Tax: $3,567 (2025)
    Community: Oldsmar Country Club Estates Sec 3
    Single Family


    Estimated Monthly Payment: $2,488 (change assumption)
    Mortgage ($2,191) + Taxes in 2025 ($297)


    Taxes:$3,567

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1008 MANGO CT, OLDSMAR, FL 34677

    $359,00043 Days on yellowkey   MLS ID: TB8487471

    REDUCED by $10,000 (2.7%) on 04/16/2026

    For Sale TB8487471 - 1008 MANGO CT, OLDSMAR, FL 34677 58 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1667
       Built: 2018
    Monthly Fee: $580
       Tax: $5,187 (2025)
    Community: Bayside Terrace
    Townhouse


    Estimated Monthly Payment: $2,979 (change assumption)
    Mortgage ($1,967) + Fees ($580) + Taxes in 2025 ($432)


    Taxes:$5,187

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 472 TROUT LN, OLDSMAR, FL 34677

    $195,900395 Days on yellowkey   MLS ID: TB8369073

    REDUCED by $10,000 (4.9%) on 04/30/2026

    For Sale TB8369073 - 472 TROUT LN, OLDSMAR, FL 34677 45 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1296
       Built: 1998
    Monthly Fee: $70
       Tax: $3,420 (2025)
    Community: Gull-Aire Village
    Manufactured Home


    Estimated Monthly Payment: $1,428 (change assumption)
    Mortgage ($1,073) + Fees ($70) + Taxes in 2025 ($285)


    Taxes:$3,420

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1806 FOREST DR, OLDSMAR, FL 34677

    $418,000184 Days on yellowkey   MLS ID: TB8442794

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

    For Sale TB8442794 - 1806 FOREST DR, OLDSMAR, FL 34677 24 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1539
       Built: 1973   Tax: $4,086 (2024)
    Community: Harbor Palms
    Single Family


    Estimated Monthly Payment: $2,631 (change assumption)
    Mortgage ($2,290) + Taxes in 2024 ($340)


    Taxes:$4,086

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 291 COUNTRYSIDE KEY BLVD, OLDSMAR, FL 34677

    $249,900108 Days on yellowkey   MLS ID: TB8463435

    REDUCED by $8,100 (3.1%) on 04/30/2026

    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: $2,007 (change assumption)
    Mortgage ($1,369) + Fees ($454) + Taxes in 2025 ($184)


    Taxes:$2,205

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 507 SHORE DR E, OLDSMAR, FL 34677

    $239,00044 Days on yellowkey   MLS ID: TB8488465

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

    For Sale TB8488465 - 507 SHORE DR E, OLDSMAR, FL 34677 8 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1237
       Built: 1972   Tax: $1,158 (2025)
    Community: Tampashores Bay Sec
    Single Family


    Estimated Monthly Payment: $1,406 (change assumption)
    Mortgage ($1,310) + Taxes in 2025 ($96)


    Taxes:$1,158

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1802 CHINABERRY DR, OLDSMAR, FL 34677

    $375,000194 Days on yellowkey   MLS ID: TB8439498

    INCREASED by $6,000 (1.6%) on 04/30/2026

    For Sale TB8439498 - 1802 CHINABERRY DR, OLDSMAR, FL 34677 34 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1358
       Built: 1972   Tax: $865 (2024)
    Community: Harbor Palms-Unit One
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,127 (change assumption)
    Mortgage ($2,055) + Taxes in 2024 ($72)


    Taxes:$865

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 470 HICKORYNUT AVE, OLDSMAR, FL 34677

    $795,00052 Days on yellowkey   MLS ID: TB8485715

    REDUCED by $20,000 (2.5%) on 04/02/2026

    For Sale TB8485715 - 470 HICKORYNUT AVE, OLDSMAR, FL 34677 37 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2922
       Built: 1987
    Monthly Fee: $110
       Tax: $10,515 (2025)
    Community: East Lake Woodlands
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,342 (change assumption)
    Mortgage ($4,356) + Fees ($110) + Taxes in 2025 ($876)


    Taxes:$10,515

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1004 MANGO CT, OLDSMAR, FL 34677

    $499,00022 Days on yellowkey   MLS ID: TB8495697

    REDUCED by $26,000 (5.0%) on 04/30/2026

    For Sale TB8495697 - 1004 MANGO CT, OLDSMAR, FL 34677 51 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2230
       Built: 2018
    Monthly Fee: $545
       Tax: $4,995 (2025)
    Community: Bayside Terrace
    Townhouse


    Estimated Monthly Payment: $3,695 (change assumption)
    Mortgage ($2,734) + Fees ($545) + Taxes in 2025 ($416)


    Taxes:$4,995

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 130 CYPRESS LN #130, OLDSMAR, FL 34677

    $160,0004 Days on yellowkey   MLS ID: TB8502597

    For Sale TB8502597 - 130 CYPRESS LN #130, OLDSMAR, FL 34677 30 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1054
       Built: 1980
    Monthly Fee: $571
       Tax: $2,571 (2025)
    Community: East Lake Woodlands Cypress Estates
    Condo


    Estimated Monthly Payment: $1,662 (change assumption)
    Mortgage ($877) + Fees ($571) + Taxes in 2025 ($214)


    Taxes:$2,571

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 313 JEFFERSON AVE S, OLDSMAR, FL 34677

    $450,0003 Days on yellowkey   MLS ID: TB8502786

    For Sale TB8502786 - 313 JEFFERSON AVE S, OLDSMAR, FL 34677 63 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1841
       Built: 1940   Tax: $4,298 (2025)
    Community: Oldsmar Rev Map
    Single Family


    Estimated Monthly Payment: $2,824 (change assumption)
    Mortgage ($2,466) + Taxes in 2025 ($358)


    Taxes:$4,298

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3664 MERIDEN AVE, OLDSMAR, FL 34677

    $399,9008 Days on yellowkey   MLS ID: W7885202

    1 Days Off yellowkey (back on 4/29/2026)

    For Sale W7885202 - 3664 MERIDEN AVE, OLDSMAR, FL 34677 15 photos

    Bed: 4   Bath: 0.0
    Liv Area Sq Ft: 1940
       Built: 1983   Tax: $4,602 (2025)
    Community: West Oldsmar Sec 1
    Apartment


    Estimated Monthly Payment: $2,575 (change assumption)
    Mortgage ($2,191) + Taxes in 2025 ($383)


    Taxes:$4,602

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 172 LAKEVIEW WAY #172, OLDSMAR, FL 34677

    $165,00022 Days on yellowkey   MLS ID: TB8496591

    For Sale TB8496591 - 172 LAKEVIEW WAY #172, OLDSMAR, FL 34677 31 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1094
       Built: 1980   Tax: $3,644 (2024)
    Community: East Lake Woodlands Condo
    Condo


    Estimated Monthly Payment: $1,208 (change assumption)
    Mortgage ($904) + Taxes in 2024 ($304)


    Taxes:$3,644

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 120 EVELYN CT, OLDSMAR, FL 34677

    $289,0006 Days on yellowkey   MLS ID: TB8501596

    For Sale TB8501596 - 120 EVELYN CT, OLDSMAR, FL 34677 46 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1450
       Built: 1979
    Monthly Fee: $490
       Tax: $5,156 (2025)
    Community: East Lake Woodlands Cluster Homes
    Villa


    Estimated Monthly Payment: $2,503 (change assumption)
    Mortgage ($1,584) + Fees ($490) + Taxes in 2025 ($430)


    Taxes:$5,156

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 509 CYPRESS VIEW DR, OLDSMAR, FL 34677

    $634,00014 Days on yellowkey   MLS ID: TB8496854

    REDUCED by $15,000 (2.3%) on 04/27/2026

    For Sale TB8496854 - 509 CYPRESS VIEW DR, OLDSMAR, FL 34677 52 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2084
       Built: 1998
    Monthly Fee: $140
       Tax: $4,902 (2025)
    Community: Preserve At Cypress Lakes Ph I The
    Single Family


    Estimated Monthly Payment: $4,022 (change assumption)
    Mortgage ($3,474) + Fees ($140) + Taxes in 2025 ($409)


    Taxes:$4,902

    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.