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Holiday, FL Homes for Sale — Page 2 | Realty.com
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Start here

  • Homes for sale by state
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  • The buying timeline

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  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

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288 listings
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3 bedsWith a pool

Homes for Sale in Holiday, FL

Homes for Sale in Holiday, FL

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24 of 288 Listings
Map

Homes for Sale in Holiday, FL

24 of 288 Listings

Your Holiday agent

LR

LPT Realty

Call LPT
  1. 4149 Darlington Rd — photo33Active

    $229,900

    2 bd · 2 ba · 1,032 sqft

    4149 Darlington Rd, Holiday, FL

    Stefan Nikic · DALTON WADE INC

  2. 1117 Rushmore Dr — photo29Active

    $399,000

    3 bd · 2 ba · 1,502 sqft

    1117 Rushmore Dr, Holiday, FL

    Gene Morales · TMWRK BROKERAGE LLC

  3. 2055 Norfolk Dr — photo25Active

    $225,000

    2 bd · 2 ba · 907 sqft

    2055 Norfolk Dr, Holiday, FL

    Sal DeGaetano · ACROPOLIS REALTY GROUP LLC

  4. 1408 Jennings Dr — photo26Active

    $269,900

    3 bd · 2 ba · 1,102 sqft

    1408 Jennings Dr, Holiday, FL

    Paul Fernandes · LIPPLY REAL ESTATE

  5. 3143 Pineview Dr — photo57Active

    $1,299,999

    4 bd · 4 ba · 4,204 sqft

    3143 Pineview Dr, Holiday, FL

    Jennifer Tobey, PA · RE/MAX CHAMPIONS

  6. 1400 Jennings Dr — photo29Active

    $249,900

    3 bd · 1 ba · 1,056 sqft

    1400 Jennings Dr, Holiday, FL

    Joseph Ramos · NEXTHOME BY THE BAY

  7. 1918 Villa Rosa Dr — photo1Active

    $270,000

    2 bd · 2 ba · 1,450 sqft

    1918 Villa Rosa Dr, Holiday, FL

    Susan Ross · INVESTMENT REALTY

  8. 3532 Overland Dr — photo17Active

    $285,000

    2 bd · 2 ba · 1,334 sqft

    3532 Overland Dr, Holiday, FL

    Jason Duraj PA · FUTURE HOME REALTY INC

  9. 3811 Beechwood Dr — photoPrice Reduced14Active

    $209,900

    2 bd · 1 ba · 816 sqft

    3811 Beechwood Dr, Holiday, FL

    DJ Arrazcaeta Jr, LLC · RE/MAX ALLIANCE GROUP

  10. 1238 Fuchsia Dr — photo24Active

    $239,999

    2 bd · 1 ba · 1,012 sqft

    1238 Fuchsia Dr, Holiday, FL

    Derrik Bonelli · OLYMPIC REALTY SERVICES LLC

  11. 4653 Aegean Ave — photo29Active

    $199,500

    2 bd · 2 ba · 988 sqft

    4653 Aegean Ave, Holiday, FL

    Travis Stone · BENOIT MANAGEMENT LLC

  12. 2217 Harrison Dr — photo100Active

    $245,995

    4 bd · 2 ba · 1,566 sqft

    2217 Harrison Dr, Holiday, FL

    Eddie Rivera · IMPACT REALTY TAMPA BAY

  13. 1300 Maybury Dr — photoPrice Reduced18Active

    $205,000

    3 bd · 2 ba · 1,316 sqft

    1300 Maybury Dr, Holiday, FL

    Anthony Masso · LAMAR PROPERTIES, INC.

  14. 5657 Oceanic Rd — photoPrice Reduced44Active

    $559,900

    4 bd · 4 ba · 3,553 sqft

    5657 Oceanic Rd, Holiday, FL

    Nicole Volentine · DALTON WADE INC

  15. 4337 Tahitian Gardens Cir #E — photo33Active

    $114,900

    2 bd · 1 ba · 768 sqft

    4337 Tahitian Gardens Cir #E, Holiday, FL

    Michael McAuley · COASTAL FLORIDA REAL ESTATE

  16. 5253 Forest Hills Dr — photo33Active

    $227,518

    2 bd · 2 ba · 1,036 sqft

    5253 Forest Hills Dr, Holiday, FL

    Cookie Miller, PA · RE/MAX SUNSET REALTY

  17. 3557 Rockaway Dr — photo22Active

    $199,000

    2 bd · 2 ba · 1,068 sqft

    3557 Rockaway Dr, Holiday, FL

    Jennifer France · FLORIDA LUXURY REALTY INC

  18. 3041 Buckner Ct — photoPrice Reduced24Active

    $132,000

    2 bd · 2 ba · 828 sqft

    3041 Buckner Ct, Holiday, FL

    Richard Hannahs · CHARLES RUTENBERG REALTY INC

  19. 4349 Tahitian Gardens Cir #C — photo35Active

    $94,900

    1 bd · 1 ba · 600 sqft

    4349 Tahitian Gardens Cir #C, Holiday, FL

    Michael McAuley · COASTAL FLORIDA REAL ESTATE

  20. 1031 Classic Dr — photo37Active

    $229,900

    2 bd · 1 ba · 1,122 sqft

    1031 Classic Dr, Holiday, FL

    Kerri Costanzo · RE/MAX MARKETING SPECIALISTS

  21. 2530 Arrowpointe Dr — photo35Active

    $499,900

    3 bd · 2 ba · 1,758 sqft

    2530 Arrowpointe Dr, Holiday, FL

    Jeffrey Borham, PA · EXP REALTY LLC

  22. 3647 Bigelow Dr — photoPrice Reduced28Active

    $179,900

    3 bd · 1 ba · 1,113 sqft

    3647 Bigelow Dr, Holiday, FL

    Glenn Gasner · COUGAR PROPERTY MANAGEMENT LLC

  23. 3352 Hoover Dr — photo52Active

    $223,800

    2 bd · 2 ba · 1,368 sqft

    3352 Hoover Dr, Holiday, FL

    Diana Shelton · LPT REALTY, LLC

  24. 3249 Trask Dr — photo15Active

    $220,000

    2 bd · 2 ba · 1,156 sqft

    3249 Trask Dr, Holiday, FL

    Vicki Griepenburg · BHHS FLORIDA PROPERTIES GROUP

123…12

Explore Holiday homes

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  • Homes Under $300K

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  • 2 Bedroom Homes
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  • Homes with a Pool
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  • 55+ Community Homes
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Listing data & MLS disclosures

Stellar MLS
Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.
  • Your Holiday agent

    LR

    LPT Realty

    Call LPT

    Nearby areas

    ZIP codes

    • 34667 (851)
    • 34652 (765)
    • 34668 (724)
    • 33767 (678)
    • 34609 (650)
    • 34655 (507)
    • 33611 (501)
    • 34638 (483)

    Cities

    • TAMPA (3,071)
    • Tampa (3,060)
    • Clearwater (1,101)
    • CLEARWATER (1,093)
    • Spring Hill (1,052)
    • NEW PORT RICHEY (925)
    • New Port Richey (920)
    • SPRING HILL (708)

    Holiday housing market

    September 2026 · This period is still settling

    Holiday 12-month median sale price trend

    Selling at 98.3% of asking price

    Buyers here are paying below asking. MLS · 59 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 17, 2026

    Median sale price
    $220,000$165,000–$270,000 typical range
    Price per sq. ft.
    $163
    Sales
    41
    Paid in cash
    24.4%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

    Median list price
    $239,900
    Homes for sale
    265
    Median days on market
    30 days

    Price trend · Assessor repeat sales, as of Sep 30, 2026

    Year-over-year
    -6.7%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

    Median home size
    1,246 sq. ft.

    Holiday, FL community profile

    Area
    21.2 sq. mi.

    Source: HJN community data