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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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  • 40 SYLVIA PL, OLDSMAR, FL 34677

    $299,00045 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

    $321,50044 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

    $664,90056 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


  • 472 TROUT LN, OLDSMAR, FL 34677

    $195,900400 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

    $418,000189 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


  • 507 SHORE DR E, OLDSMAR, FL 34677

    $239,00049 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

    $375,000199 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

    $795,00057 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


  • 313 JEFFERSON AVE S, OLDSMAR, FL 34677

    $450,0008 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

    $399,90013 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

    $165,00027 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

    $289,00011 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


  • 240 CYPRESS LN #240, OLDSMAR, FL 34677

    $229,90069 Days on yellowkey   MLS ID: TB8481270

    REDUCED by $25,000 (9.8%) on 04/29/2026

    For Sale TB8481270 - 240 CYPRESS LN #240, OLDSMAR, FL 34677 32 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1054
       Built: 1980   Tax: $3,193 (2025)
    Community: East Lake Woodlands Cypress Estates
    Condo


    Estimated Monthly Payment: $1,526 (change assumption)
    Mortgage ($1,260) + Taxes in 2025 ($266)


    Taxes:$3,193

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 208 CUTLASS WAY, OLDSMAR, FL 34677

    $350,00013 Days on yellowkey   MLS ID: TB8501214

    REDUCED by $20,000 (5.4%) on 04/29/2026

    For Sale TB8501214 - 208 CUTLASS WAY, OLDSMAR, FL 34677 54 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1392
       Built: 2015
    Monthly Fee: $285
       Tax: $3,417 (2025)
    Community: Hayes Park Village
    Single Family


    Estimated Monthly Payment: $2,488 (change assumption)
    Mortgage ($1,918) + Fees ($285) + Taxes in 2025 ($285)


    Taxes:$3,417

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 1820 DRIFTWOOD CIR N, OLDSMAR, FL 34677

    $379,900171 Days on yellowkey   MLS ID: TB8447176

    0 Days Off yellowkey (back on 4/24/2026)

    For Sale TB8447176 - 1820 DRIFTWOOD CIR N, OLDSMAR, FL 34677 31 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1528
       Built: 1973   Tax: $1,160 (2024)
    Community: Harbor Palms-Unit Two
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,178 (change assumption)
    Mortgage ($2,082) + Taxes in 2024 ($97)


    Taxes:$1,160

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 1505 SUNSET WIND LOOP, OLDSMAR, FL 34677

    $390,00066 Days on yellowkey   MLS ID: W7883526

    For Sale W7883526 - 1505 SUNSET WIND LOOP, OLDSMAR, FL 34677 36 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: $3,149 (change assumption)
    Mortgage ($2,137) + Fees ($580) + Taxes in 2025 ($432)


    Taxes:$5,187

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1362 E LAKE WOODLANDS PKWY, OLDSMAR, FL 34677

    $849,000104 Days on yellowkey   MLS ID: TB8467569

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

    REDUCED by $30,000 (3.4%) on 04/07/2026

    For Sale TB8467569 - 1362 E LAKE WOODLANDS PKWY, OLDSMAR, FL 34677 47 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2650
       Built: 1992
    Monthly Fee: $207
       Tax: $11,111 (2024)
    Community: Greenhaven Unit Three
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,785 (change assumption)
    Mortgage ($4,652) + Fees ($207) + Taxes in 2024 ($926)


    Taxes:$11,111

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 238 PELICAN DR N, OLDSMAR, FL 34677

    $199,000416 Days on yellowkey   MLS ID: TB8360914

    For Sale TB8360914 - 238 PELICAN DR N, OLDSMAR, FL 34677 50 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1286
       Built: 1983
    Monthly Fee: $70
       Tax: $2,285 (2025)
    Community: Gull-Aire Village
    Manufactured Home


    Estimated Monthly Payment: $1,351 (change assumption)
    Mortgage ($1,090) + Fees ($70) + Taxes in 2025 ($190)


    Taxes:$2,285

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 600 S WOODLANDS DR, OLDSMAR, FL 34677

    $409,99948 Days on yellowkey   MLS ID: TB8488468

    REDUCED by $15,001 (3.5%) on 04/12/2026

    For Sale TB8488468 - 600 S WOODLANDS DR, OLDSMAR, FL 34677 48 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1952
       Built: 1979
    Monthly Fee: $490
       Tax: $4,813 (2025)
    Community: East Lake Woodlands Cluster Homes
    Villa


    Estimated Monthly Payment: $3,138 (change assumption)
    Mortgage ($2,247) + Fees ($490) + Taxes in 2025 ($401)


    Taxes:$4,813

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 140 BRENT CIR, OLDSMAR, FL 34677

    $565,000188 Days on yellowkey   MLS ID: O6357016

    REDUCED by $35,000 (5.8%) on 04/11/2026

    For Sale O6357016 - 140 BRENT CIR, OLDSMAR, FL 34677 46 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 1791
       Built: 2002
    Monthly Fee: $475
       Tax: $3,527 (2024)
    Community: Seaside Estates
    Townhouse


    Estimated Monthly Payment: $3,865 (change assumption)
    Mortgage ($3,096) + Fees ($475) + Taxes in 2024 ($294)


    Taxes:$3,527

    Elementary School: None

    High School: None

    Tax Year: 2024

    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.