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Oldsmar Homes For Sale & Real Estate - 214 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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  • 240 CYPRESS LN #240, OLDSMAR, FL 34677

    $224,90089 Days on yellowkey   MLS ID: TB8481270

    REDUCED by $5,000 (2.2%) on 05/12/2026

    For Sale TB8481270 - 240 CYPRESS LN #240, OLDSMAR, FL 34677 33 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: $1,498 (change assumption)
    Mortgage ($1,232) + 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


  • 303 MARTHA LN #303, OLDSMAR, FL 34677

    $195,00074 Days on yellowkey   MLS ID: TB8485863

    INCREASED by $5,100 (2.7%) on 04/20/2026

    For Sale TB8485863 - 303 MARTHA LN #303, OLDSMAR, FL 34677 30 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1094
       Built: 1979   Tax: $613 (2025)
    Community: East Lake Woodlands Condo
    Condo


    Estimated Monthly Payment: $1,120 (change assumption)
    Mortgage ($1,068) + Taxes in 2025 ($51)


    Taxes:$613

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 2151 DIAMOND CT, OLDSMAR, FL 34677

    $1,350,000212 Days on yellowkey   MLS ID: TB8440175

    REDUCED by $39,000 (2.8%) on 04/21/2026

    For Sale TB8440175 - 2151 DIAMOND CT, OLDSMAR, FL 34677 88 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3850
       Built: 1998
    Monthly Fee: $142
       Tax: $9,378 (2024)
    Community: Diamond Crest
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,321 (change assumption)
    Mortgage ($7,397) + Fees ($142) + Taxes in 2024 ($782)


    Taxes:$9,378

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 1744 MAPLELEAF BLVD, OLDSMAR, FL 34677

    $610,00082 Days on yellowkey   MLS ID: W7883065

    0 Days Off yellowkey (back on 5/12/2026)

    REDUCED by $15,000 (2.4%) on 04/20/2026

    For Sale W7883065 - 1744 MAPLELEAF BLVD, OLDSMAR, FL 34677 82 photos

    Bed: 6   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3124
       Built: 2000
    Monthly Fee: $12
       Tax: $4,563 (2025)
    Community: Eastlake Oaks Ph 4
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,735 (change assumption)
    Mortgage ($3,342) + Fees ($12) + Taxes in 2025 ($380)


    Taxes:$4,563

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 435 LAKEVIEW DR, OLDSMAR, FL 34677

    $475,00062 Days on yellowkey   MLS ID: TB8489554

    REDUCED by $14,000 (2.9%) on 05/12/2026

    For Sale TB8489554 - 435 LAKEVIEW DR, OLDSMAR, FL 34677 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1570
       Built: 1984
    Monthly Fee: $35
       Tax: $6,675 (2025)
    Community: Manors Of Forest Lakes The
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,194 (change assumption)
    Mortgage ($2,603) + Fees ($35) + Taxes in 2025 ($556)


    Taxes:$6,675

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 208 CYPRESS CT, OLDSMAR, FL 34677

    $159,900103 Days on yellowkey   MLS ID: TB8475945

    For Sale TB8475945 - 208 CYPRESS CT, OLDSMAR, FL 34677 33 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1054
       Built: 1980   Tax: $2,954 (2025)
    Community: East Lake Woodlands Cypress Estates
    Condo


    Estimated Monthly Payment: $1,122 (change assumption)
    Mortgage ($876) + Taxes in 2025 ($246)


    Taxes:$2,954

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 50 WOODLAKE PL, OLDSMAR, FL 34677

    $218,00016 Days on yellowkey   MLS ID: TB8507105

    For Sale TB8507105 - 50 WOODLAKE PL, OLDSMAR, FL 34677 42 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 924
       Built: 1983   Tax: $3,197 (2025)
    Community: East Lake Woodlands Woodlake Run
    Condo


    Estimated Monthly Payment: $1,461 (change assumption)
    Mortgage ($1,194) + Taxes in 2025 ($266)


    Taxes:$3,197

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 50 WILLOWOOD LN, OLDSMAR, FL 34677

    $1,499,900103 Days on yellowkey   MLS ID: TB8475420

    For Sale TB8475420 - 50 WILLOWOOD LN, OLDSMAR, FL 34677 84 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4172
       Built: 1987
    Monthly Fee: $240
       Tax: $8,709 (2024)
    Community: Deerpath Unit One
    Single Family


    Estimated Monthly Payment: $9,184 (change assumption)
    Mortgage ($8,218) + Fees ($240) + Taxes in 2024 ($726)


    Taxes:$8,709

    Elementary School: Cypress Woods Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 504 FEDERAL ST, OLDSMAR, FL 34677

    $1,180,000233 Days on yellowkey   MLS ID: TB8427180

    REDUCED by $90,000 (7.1%) on 04/25/2026

    For Sale TB8427180 - 504 FEDERAL ST, OLDSMAR, FL 34677 52 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2961
       Built: 2026   Tax: $1,498 (2024)
    Community: Oldsmar Rev Map
    Single Family


    Estimated Monthly Payment: $6,590 (change assumption)
    Mortgage ($6,466) + Taxes in 2024 ($125)


    Taxes:$1,498

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 123 DOLPHIN DR S, OLDSMAR, FL 34677

    $259,900196 Days on yellowkey   MLS ID: TB8447450

    For Sale TB8447450 - 123 DOLPHIN DR S, OLDSMAR, FL 34677 21 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1248
       Built: 1984
    Monthly Fee: $60
       Tax: $419 (2025)
    Community: Gull-Aire Village
    Manufactured Home


    Estimated Monthly Payment: $1,519 (change assumption)
    Mortgage ($1,424) + Fees ($60) + Taxes in 2025 ($35)


    Taxes:$419

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 420 CYPRESS VIEW DR, OLDSMAR, FL 34677

    $485,00020 Days on yellowkey   MLS ID: TB8505264

    0 Days Off yellowkey (back on 5/9/2026)

    For Sale TB8505264 - 420 CYPRESS VIEW DR, OLDSMAR, FL 34677 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1870
       Built: 1998
    Monthly Fee: $140
       Tax: $4,405 (2025)
    Community: Preserve At Cypress Lakes Ph I The
    Single Family


    Estimated Monthly Payment: $3,165 (change assumption)
    Mortgage ($2,657) + Fees ($140) + Taxes in 2025 ($367)


    Taxes:$4,405

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 138 BRENT CIR, OLDSMAR, FL 34677

    $725,00041 Days on yellowkey   MLS ID: TB8496402

    For Sale TB8496402 - 138 BRENT CIR, OLDSMAR, FL 34677 100 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2258
       Built: 2002
    Monthly Fee: $475
       Tax: $9,980 (2025)
    Community: Seaside Estates
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $5,279 (change assumption)
    Mortgage ($3,973) + Fees ($475) + Taxes in 2025 ($832)


    Taxes:$9,980

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 433 SAILFISH BLVD, OLDSMAR, FL 34677

    $256,00086 Days on yellowkey   MLS ID: TB8481608

    REDUCED by $3,000 (1.2%) on 04/06/2026

    For Sale TB8481608 - 433 SAILFISH BLVD, OLDSMAR, FL 34677 48 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 960
       Built: 1987
    Monthly Fee: $70
       Tax: $1,585 (2025)
    Community: Gull-Aire Village
    Spa: No

    Manufactured Home


    Estimated Monthly Payment: $1,605 (change assumption)
    Mortgage ($1,403) + Fees ($70) + Taxes in 2025 ($132)


    Taxes:$1,585

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 387 TAVERNIER CIR, OLDSMAR, FL 34677

    $459,90089 Days on yellowkey   MLS ID: TB8480272

    For Sale TB8480272 - 387 TAVERNIER CIR, OLDSMAR, FL 34677 55 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1808
       Built: 1997
    Monthly Fee: $75
       Tax: $2,383 (2025)
    Community: Fountains At Cypress Lakes Ii-B The
    Single Family


    Estimated Monthly Payment: $2,794 (change assumption)
    Mortgage ($2,520) + Fees ($75) + Taxes in 2025 ($199)


    Taxes:$2,383

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 506 FEDERAL ST, OLDSMAR, FL 34677

    $1,180,000233 Days on yellowkey   MLS ID: TB8434625

    REDUCED by $90,000 (7.1%) on 04/24/2026

    For Sale TB8434625 - 506 FEDERAL ST, OLDSMAR, FL 34677 53 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2961
       Built: 2025   Tax: $1,498 (2024)
    Community: Oldsmar Rev Map
    Single Family


    Estimated Monthly Payment: $6,590 (change assumption)
    Mortgage ($6,466) + Taxes in 2024 ($125)


    Taxes:$1,498

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 2034 MONTEGO CT, OLDSMAR, FL 34677

    $225,00019 Days on yellowkey   MLS ID: TB8506783

    For Sale TB8506783 - 2034 MONTEGO CT, OLDSMAR, FL 34677 17 photos

    Bed: 1   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 1024
       Built: 1983
    Monthly Fee: $160
       Tax: $568 (2025)
    Community: Bayside Meadows Ph Ii
    Villa


    Estimated Monthly Payment: $1,440 (change assumption)
    Mortgage ($1,233) + Fees ($160) + Taxes in 2025 ($47)


    Taxes:$568

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 110 INGRID PL, OLDSMAR, FL 34677

    $294,90026 Days on yellowkey   MLS ID: TB8502559

    0 Days Off yellowkey (back on 5/8/2026)

    For Sale TB8502559 - 110 INGRID PL, OLDSMAR, FL 34677 42 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1755
       Built: 1978
    Monthly Fee: $450
       Tax: $2,149 (2025)
    Community: East Lake Woodlands Cluster Homes
    Townhouse


    Estimated Monthly Payment: $2,245 (change assumption)
    Mortgage ($1,616) + Fees ($450) + Taxes in 2025 ($179)


    Taxes:$2,149

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 470 HICKORYNUT AVE, OLDSMAR, FL 34677

    $765,00077 Days on yellowkey   MLS ID: TB8485715

    REDUCED by $30,000 (3.8%) on 05/08/2026

    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: $5,178 (change assumption)
    Mortgage ($4,192) + 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


  • 145 BLUE MARLIN DR, OLDSMAR, FL 34677

    $199,900469 Days on yellowkey   MLS ID: TB8345454

    For Sale TB8345454 - 145 BLUE MARLIN DR, OLDSMAR, FL 34677 36 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1504
       Built: 2006
    Monthly Fee: $70
       Tax: $1,377 (2025)
    Community: Gull-Aire Village
    Manufactured Home


    Estimated Monthly Payment: $1,280 (change assumption)
    Mortgage ($1,095) + Fees ($70) + Taxes in 2025 ($115)


    Taxes:$1,377

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 204 BENGAL CIR, OLDSMAR, FL 34677

    $715,00082 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




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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.