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Oldsmar Homes For Sale & Real Estate - 207 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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  • 110 LAKESIDE CT #110, OLDSMAR, FL 34677

    $199,00050 Days on yellowkey   MLS ID: TB8484399

    REDUCED by $10,900 (5.2%) on 04/02/2026

    For Sale TB8484399 - 110 LAKESIDE CT #110, OLDSMAR, FL 34677 31 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1094
       Built: 1981   Tax: $621 (2025)
    Community: East Lake Woodlands Condo
    Condo


    Estimated Monthly Payment: $1,142 (change assumption)
    Mortgage ($1,090) + Taxes in 2025 ($52)


    Taxes:$621

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 2009 PEPPERTREE CT, OLDSMAR, FL 34677

    $390,0002 Days on yellowkey   MLS ID: O6403164

    For Sale O6403164 - 2009 PEPPERTREE CT, OLDSMAR, FL 34677 70 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1233
       Built: 1981   Tax: $927 (2025)
    Community: Bayside Meadows Ph Ii
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,214 (change assumption)
    Mortgage ($2,137) + Taxes in 2025 ($77)


    Taxes:$927

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 9009 PALM KEY AVE, OLDSMAR, FL 34677

    $664,900114 Days on yellowkey   MLS ID: TB8461356

    REDUCED by $10,000 (1.5%) on 05/01/2026

    For Sale TB8461356 - 9009 PALM KEY AVE, OLDSMAR, FL 34677 60 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2587
       Built: 2018
    Monthly Fee: $580
       Tax: $6,740 (2025)
    Community: Bayside Terrace
    Townhouse


    Estimated Monthly Payment: $4,785 (change assumption)
    Mortgage ($3,643) + Fees ($580) + Taxes in 2025 ($562)


    Taxes:$6,740

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 370 S WOODLANDS DR, OLDSMAR, FL 34677

    $369,999406 Days on yellowkey   MLS ID: TB8361268

    REDUCED by $27,400 (6.9%) on 05/01/2026

    For Sale TB8361268 - 370 S WOODLANDS DR, OLDSMAR, FL 34677 52 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1500
       Built: 1979
    Monthly Fee: $340
       Tax: $5,324 (2025)
    Community: East Lake Woodlands Patio Homes
    Spa: No

    Villa


    Estimated Monthly Payment: $2,811 (change assumption)
    Mortgage ($2,027) + Fees ($340) + Taxes in 2025 ($444)


    Taxes:$5,324

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 347 COUNTRY CLUB DR, OLDSMAR, FL 34677

    $429,00079 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


  • 304 WOODLAKE WYNDE #304, OLDSMAR, FL 34677

    $179,9001 Day 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


  • 105 KILSYTHE ST, OLDSMAR, FL 34677

    $305,0001 Day on yellowkey   MLS ID: TB8502588

    For Sale TB8502588 - 105 KILSYTHE ST, OLDSMAR, FL 34677 65 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1036
       Built: 1981   Tax: $4,256 (2025)
    Community: Shoreview Ph I
    Single Family


    Estimated Monthly Payment: $2,026 (change assumption)
    Mortgage ($1,671) + Taxes in 2025 ($355)


    Taxes:$4,256

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 219 BAY ARBOR BLVD, OLDSMAR, FL 34677

    $560,00014 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


  • 438 LAFAYETTE BLVD, OLDSMAR, FL 34677

    $599,90056 Days on yellowkey   MLS ID: TB8480797

    REDUCED by $25,000 (4.0%) on 04/13/2026

    For Sale TB8480797 - 438 LAFAYETTE BLVD, OLDSMAR, FL 34677 66 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: $3,977 (change assumption)
    Mortgage ($3,287) + Taxes in 2025 ($690)


    Taxes:$8,284

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: None


  • 40 SYLVIA PL, OLDSMAR, FL 34677

    $299,00039 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


  • 235 WOODS LANDING TRL #235, OLDSMAR, FL 34677

    $279,90075 Days on yellowkey   MLS ID: TB8474969

    REDUCED by $20,000 (6.7%) on 04/07/2026

    For Sale TB8474969 - 235 WOODS LANDING TRL #235, OLDSMAR, FL 34677 53 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1201
       Built: 1984
    Monthly Fee: $591
       Tax: $4,279 (2024)
    Community: East Lake Woodlands Woods Landing Twnhms
    Townhouse


    Estimated Monthly Payment: $2,481 (change assumption)
    Mortgage ($1,534) + Fees ($591) + Taxes in 2024 ($357)


    Taxes:$4,279

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 634 TIMBER BAY CIRCLE W, OLDSMAR, FL 34677

    $321,50038 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

    $664,90050 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

    $399,9003 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


  • 2272 WARWICK DR, OLDSMAR, FL 34677

    $725,0003 Days on yellowkey   MLS ID: TB8502055

    For Sale TB8502055 - 2272 WARWICK DR, OLDSMAR, FL 34677 46 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: $4,362 (change assumption)
    Mortgage ($3,973) + 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


  • 1008 MANGO CT, OLDSMAR, FL 34677

    $359,00042 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

    $195,900394 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

    $418,000183 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

    $249,900107 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

    $239,00043 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




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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.