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Displaying: For Sale

Location: Oldsmar

Property Type(s): Townhomes

Living Area Square Feet: 1000 to 1499

Oldsmar - 9 properties found

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

    $279,90079 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


  • 405 WOODS LANDING TRL, OLDSMAR, FL 34677

    $249,900120 Days on yellowkey   MLS ID: A4676677

    REDUCED by $5,100 (2.0%) on 04/23/2026

    SHORT SALE A4676677 - 405 WOODS LANDING TRL, OLDSMAR, FL 34677 37 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1200
       Built: 1984
    Monthly Fee: $591
       Tax: $2,370 (2024)
    Community: East Lake Woodlands Woods Landing Twnhms
    Townhouse


    Estimated Monthly Payment: $2,158 (change assumption)
    Mortgage ($1,369) + Fees ($591) + Taxes in 2024 ($197)


    Taxes:$2,370

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 475 WOODS LANDING TRL, OLDSMAR, FL 34677

    $255,000120 Days on yellowkey   MLS ID: A4676723

    For Sale A4676723 - 475 WOODS LANDING TRL, OLDSMAR, FL 34677 37 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1200
       Built: 1984
    Monthly Fee: $591
       Tax: $4,082 (2024)
    Community: East Lake Woodlands Woods Landing Twnhms
    Townhouse


    Estimated Monthly Payment: $2,328 (change assumption)
    Mortgage ($1,397) + Fees ($591) + Taxes in 2024 ($340)


    Taxes:$4,082

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 291 COUNTRYSIDE KEY BLVD, OLDSMAR, FL 34677

    $249,900111 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


  • 271 HEMINGWAY DR, OLDSMAR, FL 34677

    $380,000232 Days on yellowkey   MLS ID: TB8426952

    REDUCED by $5,000 (1.3%) on 04/28/2026

    For Sale TB8426952 - 271 HEMINGWAY DR, OLDSMAR, FL 34677 31 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1452
       Built: 1998
    Monthly Fee: $265
       Tax: $1,157 (2024)
    Community: Sun Ketch Twnhms At Cypress Lakes
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,444 (change assumption)
    Mortgage ($2,082) + Fees ($265) + Taxes in 2024 ($96)


    Taxes:$1,157

    Elementary School: Forest Lakes Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 388 COUNTRYSIDE KEY BLVD, OLDSMAR, FL 34677

    $246,00074 Days on yellowkey   MLS ID: TB8478422

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

    For Sale TB8478422 - 388 COUNTRYSIDE KEY BLVD, OLDSMAR, FL 34677 33 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1105
       Built: 1997
    Monthly Fee: $433
       Tax: $1,771 (2025)
    Community: Countryside Key
    Townhouse


    Estimated Monthly Payment: $1,929 (change assumption)
    Mortgage ($1,348) + Fees ($433) + Taxes in 2025 ($148)


    Taxes:$1,771

    Elementary School: Curlew Creek Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2025

    Middle School: Carwise Middle-PN


  • 62 EMERALD BAY DR, OLDSMAR, FL 34677

    $220,000109 Days on yellowkey   MLS ID: TB8465225

    For Sale TB8465225 - 62 EMERALD BAY DR, OLDSMAR, FL 34677 14 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1264
       Built: 1994
    Monthly Fee: $283
       Tax: $3,024 (2024)
    Community: Emerald Bay
    Townhouse


    Estimated Monthly Payment: $1,740 (change assumption)
    Mortgage ($1,205) + Fees ($283) + Taxes in 2024 ($252)


    Taxes:$3,024

    Elementary School: Oldsmar Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 244 COUNTRYSIDE KEY BLVD, OLDSMAR, FL 34677

    $220,000109 Days on yellowkey   MLS ID: TB8465176

    For Sale TB8465176 - 244 COUNTRYSIDE KEY BLVD, OLDSMAR, FL 34677 15 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1110
       Built: 1996
    Monthly Fee: $454
       Tax: $3,637 (2024)
    Community: Countryside Key
    Townhouse


    Estimated Monthly Payment: $1,963 (change assumption)
    Mortgage ($1,205) + Fees ($454) + Taxes in 2024 ($303)


    Taxes:$3,637

    Elementary School: Curlew Creek Elementary-PN

    High School: East Lake High-PN

    Tax Year: 2024

    Middle School: Carwise Middle-PN


  • 209 HEMINGWAY DR, OLDSMAR, FL 34677

    $294,90060 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






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.