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Holiday Homes For Sale & Real Estate - 292 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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  • 3025 SHEPPARDS CROOK CT, HOLIDAY, FL 34691

    $549,00013 Days on yellowkey   MLS ID: TB8493709

    For Sale TB8493709 - 3025 SHEPPARDS CROOK CT, HOLIDAY, FL 34691 20 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


  • 2138 BAYOU DR, HOLIDAY, FL 34691

    $849,90064 Days on yellowkey   MLS ID: TB8469784

    For Sale TB8469784 - 2138 BAYOU DR, HOLIDAY, FL 34691 53 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2583
       Built: 1979
    Monthly Fee: $8
       Tax: $6,034 (2024)
    Community: Baileys Bluff Estates
    Single Family


    Estimated Monthly Payment: $5,168 (change assumption)
    Mortgage ($4,657) + Fees ($8) + Taxes in 2024 ($503)


    Taxes:$6,034

    Elementary School: Gulf Trace Elementary

    High School: Anclote High-PO

    Tax Year: 2024

    Middle School: Paul R. Smith Middle-PO


  • 1955 DARTMOUTH DR, HOLIDAY, FL 34691

    $435,00020 Days on yellowkey   MLS ID: TB8490706

    For Sale TB8490706 - 1955 DARTMOUTH DR, HOLIDAY, FL 34691 54 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1679
       Built: 1974   Tax: $4,793 (2025)
    Community: Holiday Lake Estates
    Single Family


    Estimated Monthly Payment: $2,783 (change assumption)
    Mortgage ($2,384) + Taxes in 2025 ($399)


    Taxes:$4,793

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5347 FLORA AVE, HOLIDAY, FL 34690

    $215,00014 Days 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


  • 5313 BOARDWALK ST, HOLIDAY, FL 34690

    $444,00063 Days on yellowkey   MLS ID: TB8474625

    REDUCED by $5,999 (1.3%) on 03/31/2026

    For Sale TB8474625 - 5313 BOARDWALK ST, HOLIDAY, FL 34690 69 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1848
       Built: 1998   Tax: $5,602 (2024)
    Community: Park Place
    Single Family


    Estimated Monthly Payment: $2,900 (change assumption)
    Mortgage ($2,433) + Taxes in 2024 ($467)


    Taxes:$5,602

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2028 HILO DR, HOLIDAY, FL 34691

    $129,90071 Days on yellowkey   MLS ID: W7882656

    For Sale W7882656 - 2028 HILO DR, HOLIDAY, FL 34691 49 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1144
       Built: 1983
    Monthly Fee: $63
       Tax: $617 (2024)
    Community: Lake Conley Mhp
    Manufactured Home


    Estimated Monthly Payment: $826 (change assumption)
    Mortgage ($712) + Fees ($63) + Taxes in 2024 ($51)


    Taxes:$617

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1200 GRAND BLVD, HOLIDAY, FL 34690

    $269,00099 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


  • 2216 OAK WIND DR, HOLIDAY, FL 34691

    $184,00013 Days on yellowkey   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


  • 3340 HONEYMOON LN, HOLIDAY, FL 34691

    $238,00074 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


  • 3425 TRICON LN #14, HOLIDAY, FL 34691

    $99,90053 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

    $85,00029 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

    $269,800105 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

    $325,000141 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


  • 1934 SHADY COVE, HOLIDAY, FL 34691

    $90,000125 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

    $229,90051 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


  • 3226 FAIRMOUNT DR, HOLIDAY, FL 34691

    $250,00014 Days on yellowkey   MLS ID: TB8492456

    For Sale TB8492456 - 3226 FAIRMOUNT DR, HOLIDAY, FL 34691 34 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1413
       Built: 1972   Tax: $2,204 (2025)
    Community: Holiday Lake Estates
    Single Family


    Estimated Monthly Payment: $1,553 (change assumption)
    Mortgage ($1,370) + Taxes in 2025 ($184)


    Taxes:$2,204

    Elementary School: Gulfside Elementary-PO

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 2211 HARRISON DR, HOLIDAY, FL 34691

    $336,90074 Days on yellowkey   MLS ID: TB8471292

    For Sale TB8471292 - 2211 HARRISON DR, HOLIDAY, FL 34691 59 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1560
       Built: 1979   Tax: $5,425 (2024)
    Community: Tahitian Dev Sub
    Single Family


    Estimated Monthly Payment: $2,298 (change assumption)
    Mortgage ($1,846) + Taxes in 2024 ($452)


    Taxes:$5,425

    Elementary School: Gulfside Elementary-PO

    High School: Anclote High-PO

    Tax Year: 2024

    Middle School: Paul R. Smith Middle-PO


  • 3212 HONEYMOON LN, HOLIDAY, FL 34691

    $275,00066 Days on yellowkey   MLS ID: TB8473184

    REDUCED by $9,900 (3.5%) on 04/02/2026

    For Sale TB8473184 - 3212 HONEYMOON LN, HOLIDAY, FL 34691 41 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1334
       Built: 1972   Tax: $3,682 (2026)
    Community: Beacon Square
    Single Family


    Estimated Monthly Payment: $1,814 (change assumption)
    Mortgage ($1,507) + Taxes in 2026 ($307)


    Taxes:$3,682

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 5032 PICTURE AVE, HOLIDAY, FL 34690

    $219,90064 Days on yellowkey   MLS ID: W7882915

    0 Days Off yellowkey (back on 2/13/2026)

    For Sale W7882915 - 5032 PICTURE AVE, HOLIDAY, FL 34690 31 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1004
       Built: 1965   Tax: $468 (2024)
    Community: Crest Ridge Gardens
    Single Family


    Estimated Monthly Payment: $1,244 (change assumption)
    Mortgage ($1,205) + Taxes in 2024 ($39)


    Taxes:$468

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3244 HAMPSHIRE DR, HOLIDAY, FL 34690

    $99,500269 Days on yellowkey   MLS ID: W7877402

    For Sale W7877402 - 3244 HAMPSHIRE DR, HOLIDAY, FL 34690 26 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 774
       Built: 1973
    Monthly Fee: $143
       Tax: $1,228 (2024)
    Community: Tanglewood Mobile Village
    Mobile Home


    Estimated Monthly Payment: $791 (change assumption)
    Mortgage ($545) + Fees ($143) + Taxes in 2024 ($102)


    Taxes:$1,228

    Elementary School: None

    High School: None

    Tax Year: 2024

    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.