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Holiday Homes For Sale & Real Estate - 258 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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  • 3731 ELMWOOD DR, HOLIDAY, FL 34691

    $229,0004 Days on yellowkey   MLS ID: TB8492251

    1 Days Off yellowkey (back on 4/4/2026)

    For Sale TB8492251 - 3731 ELMWOOD DR, HOLIDAY, FL 34691 40 photos

    Bed: 2   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 1033
       Built: 1970   Tax: $2,510 (2025)
    Community: Tahitian Homes
    Single Family


    Estimated Monthly Payment: $1,464 (change assumption)
    Mortgage ($1,255) + Taxes in 2025 ($209)


    Taxes:$2,510

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1200 GRAND BLVD, HOLIDAY, FL 34690

    $269,00087 Days on yellowkey   MLS ID: TB8459340

    For Sale TB8459340 - 1200 GRAND BLVD, HOLIDAY, FL 34690 39 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1320
       Built: 1971   Tax: $715 (2024)
    Community: Forest Hills
    Single Family


    Estimated Monthly Payment: $1,533 (change assumption)
    Mortgage ($1,474) + Taxes in 2024 ($60)


    Taxes:$715

    Elementary School: Sunray Elementary-PO

    High School: Anclote High-PO

    Tax Year: 2024

    Middle School: Paul R. Smith Middle-PO


  • 3025 SHEPPARDS CROOK CT, HOLIDAY, FL 34691

    $549,000Listed 04/03/2026 6:25PM   MLS ID: TB8493709

    For Sale TB8493709 - 3025 SHEPPARDS CROOK CT, HOLIDAY, FL 34691 13 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2218
       Built: 2005
    Monthly Fee: $100
       Tax: $4,909 (2025)
    Community: Ibis Sub
    Single Family


    Estimated Monthly Payment: $3,517 (change assumption)
    Mortgage ($3,008) + Fees ($100) + Taxes in 2025 ($409)


    Taxes:$4,909

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3522 ALLANDALE DR, HOLIDAY, FL 34691

    $239,9001 Day on yellowkey   MLS ID: TB8493660

    For Sale TB8493660 - 3522 ALLANDALE DR, HOLIDAY, FL 34691 37 photos

    Bed: 2   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 840
       Built: 1973   Tax: $2,612 (2025)
    Community: Aloha Gardens
    Single Family


    Estimated Monthly Payment: $1,532 (change assumption)
    Mortgage ($1,314) + Taxes in 2025 ($218)


    Taxes:$2,612

    Elementary School: Gulf Trace Elementary

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 5710 BITTERSWEET DR, HOLIDAY, FL 34690

    $254,900Listed 04/03/2026 6:28PM   MLS ID: TB8492872

    For Sale TB8492872 - 5710 BITTERSWEET DR, HOLIDAY, FL 34690 25 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1184
       Built: 1978   Tax: $2,061 (2025)
    Community: Forest Hills East
    Single Family


    Estimated Monthly Payment: $1,568 (change assumption)
    Mortgage ($1,397) + Taxes in 2025 ($172)


    Taxes:$2,061

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2216 OAK WIND DR, HOLIDAY, FL 34691

    $184,000Listed 04/03/2026 11:02AM   MLS ID: TB8492620

    For Sale TB8492620 - 2216 OAK WIND DR, HOLIDAY, FL 34691 34 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1128
       Built: 1986
    Monthly Fee: $50
       Tax: $2,500 (2025)
    Community: Pinewood Villas
    Villa


    Estimated Monthly Payment: $1,267 (change assumption)
    Mortgage ($1,008) + Fees ($50) + Taxes in 2025 ($208)


    Taxes:$2,500

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3237 SANFORD DR, HOLIDAY, FL 34691

    $259,99823 Days on yellowkey   MLS ID: TB8485217

    For Sale TB8485217 - 3237 SANFORD DR, HOLIDAY, FL 34691 30 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1246
       Built: 1969   Tax: $2,136 (2025)
    Community: Beacon Square
    Single Family


    Estimated Monthly Payment: $1,603 (change assumption)
    Mortgage ($1,425) + Taxes in 2025 ($178)


    Taxes:$2,136

    Elementary School: Gulf Highland Elementary

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 1551 DERRICK ST, HOLIDAY, FL 34690

    $259,00018 Days on yellowkey   MLS ID: TB8487566

    For Sale TB8487566 - 1551 DERRICK ST, HOLIDAY, FL 34690 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1344
       Built: 1967   Tax: $2,722 (2025)
    Community: Crest Ridge Gardens
    Single Family


    Estimated Monthly Payment: $1,646 (change assumption)
    Mortgage ($1,419) + Taxes in 2025 ($227)


    Taxes:$2,722

    Elementary School: Sunray Elementary-PO

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 3340 HONEYMOON LN, HOLIDAY, FL 34691

    $238,00062 Days on yellowkey   MLS ID: TB8471243

    REDUCED by $1,000 (0.4%) on 04/03/2026

    For Sale TB8471243 - 3340 HONEYMOON LN, HOLIDAY, FL 34691 26 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1334
       Built: 1973   Tax: $3,199 (2024)
    Community: Beacon Square
    Single Family


    Estimated Monthly Payment: $1,571 (change assumption)
    Mortgage ($1,304) + Taxes in 2024 ($267)


    Taxes:$3,199

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5300 FALCON DR, HOLIDAY, FL 34690

    $179,9991 Day on yellowkey   MLS ID: TB8491860

    For Sale TB8491860 - 5300 FALCON DR, HOLIDAY, FL 34690 58 photos

    Bed: 2   Bath: 1.5   Gar: 2
    Liv Area Sq Ft: 1128
       Built: 1972   Tax: $3,464 (2025)
    Community: Colonial Hills
    Single Family


    Estimated Monthly Payment: $1,275 (change assumption)
    Mortgage ($986) + Taxes in 2025 ($289)


    Taxes:$3,464

    Elementary School: Anclote Elementary-PO

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 3425 TRICON LN #14, HOLIDAY, FL 34691

    $99,90041 Days on yellowkey   MLS ID: TB8479105

    For Sale TB8479105 - 3425 TRICON LN #14, HOLIDAY, FL 34691 39 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 870
       Built: 1972
    Monthly Fee: $499
       Tax: $1,514 (2025)
    Community: Holiday Oaks Condo
    Condo


    Estimated Monthly Payment: $1,173 (change assumption)
    Mortgage ($547) + Fees ($499) + Taxes in 2025 ($126)


    Taxes:$1,514

    Elementary School: Gulf Trace Elementary

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 2107 MELODY DR, HOLIDAY, FL 34691

    $85,00017 Days on yellowkey   MLS ID: TB8486426

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

    For Sale TB8486426 - 2107 MELODY DR, HOLIDAY, FL 34691 27 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 890
       Built: 1960
    Monthly Fee: $35
       Tax: $1,431 (2025)
    Community: Buena Vista 5Th Add
    Mobile Home


    Estimated Monthly Payment: $620 (change assumption)
    Mortgage ($466) + Fees ($35) + Taxes in 2025 ($119)


    Taxes:$1,431

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3349 OVERLAND DR, HOLIDAY, FL 34691

    $269,80093 Days on yellowkey   MLS ID: TB8459693

    For Sale TB8459693 - 3349 OVERLAND DR, HOLIDAY, FL 34691 33 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1326
       Built: 1973   Tax: $4,440 (2025)
    Community: Beacon Square
    Single Family


    Estimated Monthly Payment: $1,848 (change assumption)
    Mortgage ($1,478) + Taxes in 2025 ($370)


    Taxes:$4,440

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6345 LOST TRL, HOLIDAY, FL 34690

    $325,000129 Days on yellowkey   MLS ID: W7881056

    REDUCED by $25,000 (7.1%) on 04/03/2026

    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
    Single Family


    Estimated Monthly Payment: $2,011 (change assumption)
    Mortgage ($1,781) + 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


  • 4642 EASTWOOD LN, HOLIDAY, FL 34690

    $203,00023 Days on yellowkey   MLS ID: TB8485965

    REDUCED by $5,000 (2.4%) on 04/03/2026

    For Sale TB8485965 - 4642 EASTWOOD LN, HOLIDAY, FL 34690 19 photos

    Bed: 2   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 816
       Built: 1965   Tax: $2,467 (2024)
    Community: Eastwood Acres
    Single Family


    Estimated Monthly Payment: $1,318 (change assumption)
    Mortgage ($1,112) + Taxes in 2024 ($206)


    Taxes:$2,467

    Elementary School: Anclote Elementary-PO

    High School: Anclote High-PO

    Tax Year: 2024

    Middle School: Paul R. Smith Middle-PO


  • 2110 ORANGE DR, HOLIDAY, FL 34691

    $75,00015 Days on yellowkey   MLS ID: TB8488043

    For Sale TB8488043 - 2110 ORANGE DR, HOLIDAY, FL 34691 26 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 460
       Built: 1959
    Monthly Fee: $37
       Tax: $1,105 (2025)
    Community: Bonita Village
    Mobile Home


    Estimated Monthly Payment: $540 (change assumption)
    Mortgage ($411) + Fees ($37) + Taxes in 2025 ($92)


    Taxes:$1,105

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3529 GARFIELD DR, HOLIDAY, FL 34691

    $224,90043 Days on yellowkey   MLS ID: W7883031

    REDUCED by $15,100 (6.3%) on 04/03/2026

    For Sale W7883031 - 3529 GARFIELD DR, HOLIDAY, FL 34691 47 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1096
       Built: 1973   Tax: $1,373 (2024)
    Community: Aloha Gardens
    Single Family


    Estimated Monthly Payment: $1,347 (change assumption)
    Mortgage ($1,232) + Taxes in 2024 ($114)


    Taxes:$1,373

    Elementary School: Gulf Trace Elementary

    High School: Anclote High-PO

    Tax Year: 2024

    Middle School: Paul R. Smith Middle-PO


  • 1934 SHADY COVE, HOLIDAY, FL 34691

    $90,000113 Days on yellowkey   MLS ID: W7881395

    For Sale W7881395 - 1934 SHADY COVE, HOLIDAY, FL 34691 25 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1108
       Built: 1956   Tax: $1,243 (2025)
    Community: Buena Vista
    Mobile Home


    Estimated Monthly Payment: $597 (change assumption)
    Mortgage ($493) + Taxes in 2025 ($104)


    Taxes:$1,243

    Elementary School: Gulf Trace Elementary

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 3748 REDWOOD DR, HOLIDAY, FL 34691

    $229,90039 Days on yellowkey   MLS ID: W7883324

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

    For Sale W7883324 - 3748 REDWOOD DR, HOLIDAY, FL 34691 18 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 948
       Built: 1970   Tax: $2,205 (2025)
    Community: Tahitian Homes
    Single Family


    Estimated Monthly Payment: $1,443 (change assumption)
    Mortgage ($1,260) + Taxes in 2025 ($184)


    Taxes:$2,205

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5347 FLORA AVE, HOLIDAY, FL 34690

    $215,0001 Day on yellowkey   MLS ID: TB8493389

    For Sale TB8493389 - 5347 FLORA AVE, HOLIDAY, FL 34690 13 photos

    Bed: 2   Bath: 1.5   Gar: 1
    Liv Area Sq Ft: 1072
       Built: 1969   Tax: $745 (2025)
    Community: Forest Hills
    Single Family


    Estimated Monthly Payment: $1,240 (change assumption)
    Mortgage ($1,178) + Taxes in 2025 ($62)


    Taxes:$745

    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.