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Holiday Homes For Sale & Real Estate - 335 homes

Holiday homes for sale are located in Pasco County, Florida. Find homes in Holiday for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Holiday houses.

Location: Holiday

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  • 4233 DARLINGTON RD, HOLIDAY, FL 34691

    $222,000322 Days on yellowkey   MLS ID: TB8423235

    REDUCED by $3,000 (1.3%) on 07/18/2026

    For Sale TB8423235 - 4233 DARLINGTON RD, HOLIDAY, FL 34691 59 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1577
       Built: 1967   Tax: $3,569 (2024)
    Community: Tahitian Homes
    Single Family


    Estimated Monthly Payment: $1,514 (change assumption)
    Mortgage ($1,216) + Taxes in 2024 ($297)


    Taxes:$3,569

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3608 UMBER RD, HOLIDAY, FL 34691

    $234,000238 Days on yellowkey   MLS ID: TB8447006

    1 Days Off yellowkey (back on 7/20/2026)

    REDUCED by $999 (0.4%) on 05/18/2026

    For Sale TB8447006 - 3608 UMBER RD, HOLIDAY, FL 34691 20 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1368
       Built: 1973   Tax: $747 (2025)
    Community: Aloha Gardens
    Single Family


    Estimated Monthly Payment: $1,344 (change assumption)
    Mortgage ($1,282) + Taxes in 2025 ($62)


    Taxes:$747

    Elementary School: Gulf Trace Elementary

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 5632 FRONT DR, HOLIDAY, FL 34690

    $229,90013 Days on yellowkey   MLS ID: TB8526681

    0 Days Off yellowkey (back on 7/20/2026)

    For Sale TB8526681 - 5632 FRONT DR, HOLIDAY, FL 34690 17 photos

    Bed: 3   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 984
       Built: 1965   Tax: $2,244 (2025)
    Community: Dodge City Add 1
    Single Family


    Estimated Monthly Payment: $1,447 (change assumption)
    Mortgage ($1,260) + Taxes in 2025 ($187)


    Taxes:$2,244

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5301 DAWN LN, HOLIDAY, FL 34690

    $199,900264 Days on yellowkey   MLS ID: TB8438099

    0 Days Off yellowkey (back on 6/2/2026)

    REDUCED by $15,000 (7.0%) on 05/08/2026

    For Sale TB8438099 - 5301 DAWN LN, HOLIDAY, FL 34690 30 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1154
       Built: 1969   Tax: $1,777 (2025)
    Community: Holiday Gardens
    Single Family


    Estimated Monthly Payment: $1,243 (change assumption)
    Mortgage ($1,095) + Taxes in 2025 ($148)


    Taxes:$1,777

    Elementary School: Sunray Elementary-PO

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 1421 WICKHAM LN, HOLIDAY, FL 34691

    $219,0004 Days on yellowkey   MLS ID: TB8521101

    For Sale TB8521101 - 1421 WICKHAM LN, HOLIDAY, FL 34691 22 photos

    Bed: 2   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 986
       Built: 1970   Tax: $573 (2025)
    Community: Holiday Lake Estates
    Single Family


    Estimated Monthly Payment: $1,248 (change assumption)
    Mortgage ($1,200) + Taxes in 2025 ($48)


    Taxes:$573

    Elementary School: None

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 2228 SOCIETY DR, HOLIDAY, FL 34691

    $240,00010 Days on yellowkey   MLS ID: TB8527730

    1 Days Off yellowkey (back on 7/20/2026)

    For Sale TB8527730 - 2228 SOCIETY DR, HOLIDAY, FL 34691 47 photos

    Bed: 2   Bath: 1.5   Gar: 1
    Liv Area Sq Ft: 1039
       Built: 1977   Tax: $2,717 (2025)
    Community: Aloha Gardens
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,541 (change assumption)
    Mortgage ($1,315) + Taxes in 2025 ($226)


    Taxes:$2,717

    Elementary School: Gulf Trace Elementary

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 4327 BEACON SQUARE DR, HOLIDAY, FL 34691

    $214,00063 Days on yellowkey   MLS ID: TB8504670

    For Sale TB8504670 - 4327 BEACON SQUARE DR, HOLIDAY, FL 34691 52 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1104
       Built: 1964   Tax: $1,937 (2025)
    Community: Beacon Square
    Single Family


    Estimated Monthly Payment: $1,334 (change assumption)
    Mortgage ($1,173) + Taxes in 2025 ($161)


    Taxes:$1,937

    Elementary School: Gulf Trace Elementary

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 3702 KINGSBURY, HOLIDAY, FL 34691

    $260,00028 Days on yellowkey   MLS ID: TB8519692

    For Sale TB8519692 - 3702 KINGSBURY, HOLIDAY, FL 34691 55 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1286
       Built: 1967   Tax: $2,692 (2025)
    Community: Beacon Square
    Single Family


    Estimated Monthly Payment: $1,649 (change assumption)
    Mortgage ($1,425) + Taxes in 2025 ($224)


    Taxes:$2,692

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6345 LOST TRL, HOLIDAY, FL 34690

    $275,000236 Days on yellowkey   MLS ID: W7881056

    REDUCED by $34,000 (11.0%) on 07/03/2026

    For Sale W7881056 - 6345 LOST TRL, HOLIDAY, FL 34690 83 photos

    Bed: 5   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 1920
       Built: 1974   Tax: $2,763 (2024)
    Community: N/A
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,737 (change assumption)
    Mortgage ($1,507) + Taxes in 2024 ($230)


    Taxes:$2,763

    Elementary School: Anclote Elementary-PO

    High School: Anclote High-PO

    Tax Year: 2024

    Middle School: Paul R. Smith Middle-PO


  • 2811 RAVENDALE LN, HOLIDAY, FL 34691

    $488,00018 Days on yellowkey   MLS ID: TB8525309

    REDUCED by $11,000 (2.2%) on 07/12/2026

    For Sale TB8525309 - 2811 RAVENDALE LN, HOLIDAY, FL 34691 35 photos

    Bed: 4   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2366
       Built: 2003
    Monthly Fee: $159
       Tax: $3,636 (2025)
    Community: Key Vista Ph 04
    Single Family


    Estimated Monthly Payment: $3,136 (change assumption)
    Mortgage ($2,674) + Fees ($159) + Taxes in 2025 ($303)


    Taxes:$3,636

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3020 SHEPPARDS CROOK CT, HOLIDAY, FL 34691

    $599,99922 Days on yellowkey   MLS ID: W7887101

    For Sale W7887101 - 3020 SHEPPARDS CROOK CT, HOLIDAY, FL 34691 63 photos

    Bed: 3   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2367
       Built: 2005
    Monthly Fee: $100
       Tax: $8,964 (2025)
    Community: Ibis Sub
    Single Family


    Estimated Monthly Payment: $4,135 (change assumption)
    Mortgage ($3,288) + Fees ($100) + Taxes in 2025 ($747)


    Taxes:$8,964

    Elementary School: Gulf Trace Elementary

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 2815 WOOD POINTE DR, HOLIDAY, FL 34691

    $359,90080 Days on yellowkey   MLS ID: TB8499477

    REDUCED by $10,000 (2.7%) on 06/26/2026

    For Sale TB8499477 - 2815 WOOD POINTE DR, HOLIDAY, FL 34691 95 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1819
       Built: 2003
    Monthly Fee: $181
       Tax: $5,680 (2025)
    Community: Key Vista
    Single Family


    Estimated Monthly Payment: $2,626 (change assumption)
    Mortgage ($1,972) + Fees ($181) + Taxes in 2025 ($473)


    Taxes:$5,680

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3127 DOLE ST, HOLIDAY, FL 34691

    $297,400138 Days on yellowkey   MLS ID: TB8482547

    REDUCED by $2,500 (0.8%) on 07/19/2026

    For Sale TB8482547 - 3127 DOLE ST, HOLIDAY, FL 34691 40 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1184
       Built: 1986   Tax: $3,647 (2025)
    Community: Aloha Gardens
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,933 (change assumption)
    Mortgage ($1,630) + Taxes in 2025 ($304)


    Taxes:$3,647

    Elementary School: Gulf Trace Elementary

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 4344 TAHITIAN GARDENS CIR #B, HOLIDAY, FL 34691

    $119,00046 Days on yellowkey   MLS ID: TB8515536

    For Sale TB8515536 - 4344 TAHITIAN GARDENS CIR #B, HOLIDAY, FL 34691 24 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 825
       Built: 1979   Tax: $1,917 (2025)
    Community: Tahitian Gardens Condo
    Condo


    Estimated Monthly Payment: $812 (change assumption)
    Mortgage ($652) + Taxes in 2025 ($160)


    Taxes:$1,917

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4641 AEGEAN AVE, HOLIDAY, FL 34690

    $262,50018 Days on yellowkey   MLS ID: TB8525113

    For Sale TB8525113 - 4641 AEGEAN AVE, HOLIDAY, FL 34690 27 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 1384
       Built: 1965   Tax: $3,091 (2025)
    Community: Orangewood Village
    Single Family


    Estimated Monthly Payment: $1,696 (change assumption)
    Mortgage ($1,438) + Taxes in 2025 ($258)


    Taxes:$3,091

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4128 BADEN DR, HOLIDAY, FL 34691

    $210,00044 Days on yellowkey   MLS ID: TB8514960

    INCREASED by $35,000 (20.0%) on 07/19/2026

    For Sale TB8514960 - 4128 BADEN DR, HOLIDAY, FL 34691 9 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1496
       Built: 1969   Tax: $774 (2025)
    Community: Tahitian Homes #3
    Single Family


    Estimated Monthly Payment: $1,215 (change assumption)
    Mortgage ($1,151) + Taxes in 2025 ($65)


    Taxes:$774

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3430 TIKI DR, HOLIDAY, FL 34691

    $117,000181 Days on yellowkey   MLS ID: TB8466537

    REDUCED by $2,900 (2.4%) on 07/18/2026

    For Sale TB8466537 - 3430 TIKI DR, HOLIDAY, FL 34691 35 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 960
       Built: 1980
    Monthly Fee: $33
       Tax: $1,213 (2024)
    Community: Tiki Village Mhp Condo
    Manufactured Home


    Estimated Monthly Payment: $775 (change assumption)
    Mortgage ($641) + Fees ($33) + Taxes in 2024 ($101)


    Taxes:$1,213

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4031 CHESSWOOD DR, HOLIDAY, FL 34691

    $224,90032 Days on yellowkey   MLS ID: TB8520717

    1 Days Off yellowkey (back on 7/18/2026)

    For Sale TB8520717 - 4031 CHESSWOOD DR, HOLIDAY, FL 34691 35 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1084
       Built: 1967   Tax: $3,508 (2025)
    Community: Buena Vista Melody Manor Add
    Single Family


    Estimated Monthly Payment: $1,525 (change assumption)
    Mortgage ($1,232) + Taxes in 2025 ($292)


    Taxes:$3,508

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1056 TAMARAC DR, HOLIDAY, FL 34690

    $249,91610 Days on yellowkey   MLS ID: TB8527609

    For Sale TB8527609 - 1056 TAMARAC DR, HOLIDAY, FL 34690 48 photos

    Bed: 2   Bath: 1.5   Gar: 1
    Liv Area Sq Ft: 1272
       Built: 1973   Tax: $1,240 (2025)
    Community: Forest Hills
    Single Family


    Estimated Monthly Payment: $1,473 (change assumption)
    Mortgage ($1,369) + Taxes in 2025 ($103)


    Taxes:$1,240

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1617 DERRICK ST, HOLIDAY, FL 34690

    $245,90039 Days on yellowkey   MLS ID: TB8515302

    For Sale TB8515302 - 1617 DERRICK ST, HOLIDAY, FL 34690 32 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1488
       Built: 1967   Tax: $2,847 (2025)
    Community: Crest Ridge Gardens
    Single Family


    Estimated Monthly Payment: $1,585 (change assumption)
    Mortgage ($1,347) + Taxes in 2025 ($237)


    Taxes:$2,847

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




Why Bother Searching Elsewhere for Holiday Homes for Sale and Other Real Estate?

Holiday home, townhome, condo, villa, and other listing sales data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on houses for sale in Holiday. You can use our website to view Multiple Listing Service (MLS) data on Holiday Real Estate. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Holiday listings.



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.