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Holiday Single Family Homes For Sale - 241 homes

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

Location: Holiday

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  • 1958 ESSEX DR, HOLIDAY, FL 34691

    $239,90069 Days on yellowkey   MLS ID: TB8503554

    For Sale TB8503554 - 1958 ESSEX DR, HOLIDAY, FL 34691 32 photos

    Bed: 2   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 1060
       Built: 1975   Tax: $2,438 (2025)
    Community: Holiday Lake Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,518 (change assumption)
    Mortgage ($1,314) + Taxes in 2025 ($203)


    Taxes:$2,438

    Elementary School: Gulfside Elementary-PO

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 3818 MOOG RD, HOLIDAY, FL 34691

    $215,00063 Days on yellowkey   MLS ID: S5149837

    SHORT SALE S5149837 - 3818 MOOG RD, HOLIDAY, FL 34691 19 photos

    Bed: 2   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 848
       Built: 1969   Tax: $2,569 (2025)
    Community: Beacon Square
    Single Family


    Estimated Monthly Payment: $1,392 (change assumption)
    Mortgage ($1,178) + Taxes in 2025 ($214)


    Taxes:$2,569

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3447 COLUMBUS DR, HOLIDAY, FL 34691

    $250,000280 Days on yellowkey   MLS ID: TB8435710

    For Sale TB8435710 - 3447 COLUMBUS DR, HOLIDAY, FL 34691 46 photos

    Bed: 2   Bath: 1.5   Gar: 1
    Liv Area Sq Ft: 974
       Built: 1970   Tax: $374 (2024)
    Community: Beacon Square
    Single Family


    Estimated Monthly Payment: $1,401 (change assumption)
    Mortgage ($1,370) + Taxes in 2024 ($31)


    Taxes:$374

    Elementary School: Gulf Trace Elementary

    High School: Anclote High-PO

    Tax Year: 2024

    Middle School: Paul R. Smith Middle-PO


  • 2423 TRIGGERFISH CT, HOLIDAY, FL 34691

    $500,00076 Days on yellowkey   MLS ID: TB8490796

    1 Days Off yellowkey (back on 5/15/2026)

    For Sale TB8490796 - 2423 TRIGGERFISH CT, HOLIDAY, FL 34691 71 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2462
       Built: 2010
    Monthly Fee: $162
       Tax: $7,598 (2025)
    Community: Gulfwinds
    Single Family


    Estimated Monthly Payment: $3,535 (change assumption)
    Mortgage ($2,740) + Fees ($162) + Taxes in 2025 ($633)


    Taxes:$7,598

    Elementary School: Gulfside Elementary-PO

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 2325 INDIAN KEY DR, HOLIDAY, FL 34691

    $385,000371 Days on yellowkey   MLS ID: TB8404736

    3 Days Off yellowkey (back on 5/14/2026)

    REDUCED by $5,000 (1.3%) on 05/01/2026

    For Sale TB8404736 - 2325 INDIAN KEY DR, HOLIDAY, FL 34691 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2395
       Built: 2003
    Monthly Fee: $120
       Tax: $2,652 (2023)
    Community: Key Vista Phase 3
    Single Family


    Estimated Monthly Payment: $2,451 (change assumption)
    Mortgage ($2,110) + Fees ($120) + Taxes in 2023 ($221)


    Taxes:$2,652

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 3114 BLUFF BLVD, HOLIDAY, FL 34691

    $1,265,000122 Days on yellowkey   MLS ID: TB8486712

    REDUCED by $30,000 (2.3%) on 05/13/2026

    For Sale TB8486712 - 3114 BLUFF BLVD, HOLIDAY, FL 34691 84 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3234
       Built: 2002
    Monthly Fee: $8
       Tax: $11,703 (2025)
    Community: Baileys Bluff Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,915 (change assumption)
    Mortgage ($6,931) + Fees ($8) + Taxes in 2025 ($975)


    Taxes:$11,703

    Elementary School: Gulf Trace Elementary

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 4149 DARLINGTON RD, HOLIDAY, FL 34691

    $244,900184 Days on yellowkey   MLS ID: TB8463333

    REDUCED by $5,000 (2.0%) on 05/07/2026

    For Sale TB8463333 - 4149 DARLINGTON RD, HOLIDAY, FL 34691 34 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1032
       Built: 1967   Tax: $2,715 (2024)
    Community: Tahitian Homes
    Single Family


    Estimated Monthly Payment: $1,568 (change assumption)
    Mortgage ($1,342) + Taxes in 2024 ($226)


    Taxes:$2,715

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2700 SIERRA VISTA WAY, HOLIDAY, FL 34691

    $410,000180 Days on yellowkey   MLS ID: TB8463581

    REDUCED by $34,000 (7.7%) on 05/08/2026

    For Sale TB8463581 - 2700 SIERRA VISTA WAY, HOLIDAY, FL 34691 49 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1526
       Built: 2003
    Monthly Fee: $159
       Tax: $5,453 (2025)
    Community: Key Vista Ph 4
    Single Family


    Estimated Monthly Payment: $2,860 (change assumption)
    Mortgage ($2,247) + Fees ($159) + Taxes in 2025 ($454)


    Taxes:$5,453

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3215 BRIGHT DR, HOLIDAY, FL 34691

    $220,00069 Days on yellowkey   MLS ID: TB8506491

    For Sale TB8506491 - 3215 BRIGHT DR, HOLIDAY, FL 34691 22 photos

    Bed: 2   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 980
       Built: 1974   Tax: $1,448 (2025)
    Community: Holiday Lake Estates
    Single Family


    Estimated Monthly Payment: $1,326 (change assumption)
    Mortgage ($1,205) + Taxes in 2025 ($121)


    Taxes:$1,448

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1012 PRESCOTT LN, HOLIDAY, FL 34691

    $294,900108 Days on yellowkey   MLS ID: TB8486952

    REDUCED by $5,099 (1.7%) on 04/27/2026

    For Sale TB8486952 - 1012 PRESCOTT LN, HOLIDAY, FL 34691 48 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1492
       Built: 1970   Tax: $3,198 (2025)
    Community: Holiday Lake Estates
    Single Family


    Estimated Monthly Payment: $1,882 (change assumption)
    Mortgage ($1,616) + Taxes in 2025 ($267)


    Taxes:$3,198

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3801 DARLINGTON RD, HOLIDAY, FL 34691

    $209,900128 Days on yellowkey   MLS ID: O6388885

    REDUCED by $20,000 (8.7%) on 04/20/2026

    For Sale O6388885 - 3801 DARLINGTON RD, HOLIDAY, FL 34691 19 photos

    Bed: 2   Bath: 1.5   Gar: 1
    Liv Area Sq Ft: 936
       Built: 1974   Tax: $1,212 (2025)
    Community: Tahitian Homes
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,251 (change assumption)
    Mortgage ($1,150) + Taxes in 2025 ($101)


    Taxes:$1,212

    Elementary School: Gulfside Elementary-PO

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 2615 ALMOND DR, HOLIDAY, FL 34691

    $345,000172 Days on yellowkey   MLS ID: TB8468098

    For Sale TB8468098 - 2615 ALMOND DR, HOLIDAY, FL 34691 63 photos

    Bed: 4   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1635
       Built: 1971   Tax: $764 (2024)
    Community: Aloha Gardens
    Single Family


    Estimated Monthly Payment: $1,954 (change assumption)
    Mortgage ($1,890) + Taxes in 2024 ($64)


    Taxes:$764

    Elementary School: Gulf Trace Elementary

    High School: Anclote High-PO

    Tax Year: 2024

    Middle School: Paul R. Smith Middle-PO


  • 5024 ODYSSEY AVE, HOLIDAY, FL 34690

    $199,900118 Days on yellowkey   MLS ID: TB8487554

    2 Days Off yellowkey (back on 3/30/2026)

    For Sale TB8487554 - 5024 ODYSSEY AVE, HOLIDAY, FL 34690 25 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1104
       Built: 1965   Tax: $2,110 (2025)
    Community: Crest Ridge Gardens
    Single Family


    Estimated Monthly Payment: $1,271 (change assumption)
    Mortgage ($1,095) + Taxes in 2025 ($176)


    Taxes:$2,110

    Elementary School: Sunray Elementary-PO

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 3257 MASONVILLE LOOP, HOLIDAY, FL 34691

    $259,000114 Days on yellowkey   MLS ID: TB8488882

    For Sale TB8488882 - 3257 MASONVILLE LOOP, HOLIDAY, FL 34691 35 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1134
       Built: 1969
    Community: Beacon Square
    Single Family


    Estimated Monthly Payment: $1,419 (change assumption)
    Mortgage ($1,419)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2705 GARDNER PL, HOLIDAY, FL 34691

    $319,900114 Days on yellowkey   MLS ID: TB8489233

    For Sale TB8489233 - 2705 GARDNER PL, HOLIDAY, FL 34691 23 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1140
       Built: 1969
    Community: Aloha Gardens
    Single Family


    Estimated Monthly Payment: $1,753 (change assumption)
    Mortgage ($1,753)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1906 GULFVIEW DR, HOLIDAY, FL 34691

    $1,859,900134 Days on yellowkey   MLS ID: TB8482035

    For Sale TB8482035 - 1906 GULFVIEW DR, HOLIDAY, FL 34691 88 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 3412
       Built: 1992
    Community: Baileys Bluff Estates
    Single Family


    Estimated Monthly Payment: $10,191 (change assumption)
    Mortgage ($10,191)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1909 GULFVIEW DR, HOLIDAY, FL 34691

    $1,450,000   MLS ID: TB8470744

    For Sale TB8470744 - 1909 GULFVIEW DR, HOLIDAY, FL 34691 66 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2131
       Built: 2022
    Community: Baileys Bluff Estates
    Single Family


    Estimated Monthly Payment: $7,945 (change assumption)
    Mortgage ($7,945)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 3922 DARLINGTON RD, HOLIDAY, FL 34691

    $209,900   MLS ID: TB8478029

    For Sale TB8478029 - 3922 DARLINGTON RD, HOLIDAY, FL 34691 30 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 948
       Built: 1968
    Community: Tahitian Homes
    Single Family


    Estimated Monthly Payment: $1,150 (change assumption)
    Mortgage ($1,150)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 4301 WESTWOOD DR, HOLIDAY, FL 34691

    $299,900   MLS ID: TB8484815

    For Sale TB8484815 - 4301 WESTWOOD DR, HOLIDAY, FL 34691 13 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1259
       Built: 1969
    Community: Westwood Sub
    Single Family


    Estimated Monthly Payment: $1,643 (change assumption)
    Mortgage ($1,643)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 4313 OAK BLUFF AVE, HOLIDAY, FL 34691

    $194,500   MLS ID: TB8449166

    For Sale TB8449166 - 4313 OAK BLUFF AVE, HOLIDAY, FL 34691 18 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1000
       Built: 1965
    Community: Beacon Square
    Single Family


    Estimated Monthly Payment: $1,066 (change assumption)
    Mortgage ($1,066)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None




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Holiday home, townhome, and condo, villa, and other listing sale 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 single family homes for sale in Holiday. You can use our website to view Multiple Listing Service (MLS) data on Holiday single family homes. 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 single family home 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.