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Homes with a Pool in Holiday, FL
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24 listings
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3 bedsWith a pool

Homes with a Pool in Holiday, FL

Homes with a Pool in Holiday, FL

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24 Listings
Map

Homes with a Pool in Holiday, FL

24 Listings

Your Holiday agent

LR

LPT Realty

Call LPT
  1. 2437 Fieldcrest Ct — photo41Active

    $350,000

    2 bd · 2 ba · 1,209 sqft

    2437 Fieldcrest Ct, Holiday, FL

    Tina Shank · WIKLE INCORPORATED

  2. 2123 Bayou Dr — photo52Active

    $579,900

    3 bd · 2 ba · 1,962 sqft

    2123 Bayou Dr, Holiday, FL

    Christopher Dufala · SUNBELT REAL ESTATE FLORIDA

  3. 3024 Pineview Dr — photo46Active

    $485,000

    3 bd · 2 ba · 1,884 sqft

    3024 Pineview Dr, Holiday, FL

    Tina Shank · WIKLE INCORPORATED

  4. 1419 Blue Marlin Blvd — photoPrice Reduced59Active

    $500,000

    4 bd · 3 ba · 2,480 sqft

    1419 Blue Marlin Blvd, Holiday, FL

    Amanda Lebiszczak · CHARLES RUTENBERG REALTY INC

  5. 1539 Dartmouth Dr — photoPrice Reduced69Active

    $320,000

    3 bd · 2 ba · 1,388 sqft

    1539 Dartmouth Dr, Holiday, FL

    Yanelis Orozco Rosabal · AVENUE HOMES LLC

  6. 3708 Holiday Lake Dr — photoPrice Reduced33Active

    $369,900

    3 bd · 3 ba · 1,726 sqft

    3708 Holiday Lake Dr, Holiday, FL

    Dianna Desboyaux · DOUGLAS ELLIMAN

  7. 2831 Blossom Lk — photo27Active

    $379,900

    3 bd · 2 ba · 1,613 sqft

    2831 Blossom Lk, Holiday, FL

    Rob Jones · OFFERPAD BROKERAGE FL, LLC

  8. 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

  9. 2530 Arrowpointe Dr — photoPrice Reduced35Active

    $479,900

    3 bd · 2 ba · 1,758 sqft

    2530 Arrowpointe Dr, Holiday, FL

    Jeffrey Borham, PA · EXP REALTY LLC

  10. 2144 Harrison Dr — photo1Active

    $229,000

    2 bd · 2 ba · 1,383 sqft

    2144 Harrison Dr, Holiday, FL

    Tom Ambrose-Emundi, LLC · SUNCOAST GROUP REALTORS LLC

  11. 2203 Riomar Dr — photoPrice Reduced34Active

    $275,000

    2 bd · 2 ba · 1,112 sqft

    2203 Riomar Dr, Holiday, FL

    Elaine Hope · LIPPLY REAL ESTATE

  12. 2641 Flintwood Dr — photo19Active

    $284,900

    3 bd · 2 ba · 1,354 sqft

    2641 Flintwood Dr, Holiday, FL

    Robert Salmons · ENTERA REALTY LLC

  13. 1238 Flotilla Dr — photoPrice Reduced34Active

    $549,900

    5 bd · 6 ba · 5,360 sqft

    1238 Flotilla Dr, Holiday, FL

    Theresa Legatti · CHARLES RUTENBERG REALTY INC

  14. 3225 Hearthstone Ct — photoPrice Reduced34Active

    $449,900

    3 bd · 2 ba · 2,151 sqft

    3225 Hearthstone Ct, Holiday, FL

    Bobbie Coleman · SUNCOAST GROUP REALTORS LLC

  15. 1332 Flotilla Dr — photoPrice Reduced33Active

    $289,000

    2 bd · 2 ba · 1,386 sqft

    1332 Flotilla Dr, Holiday, FL

    Harris Gruman · REALNET FLORIDA REAL ESTATE

  16. 3349 Overland Dr — photoPrice Reduced19Active

    $249,999

    3 bd · 2 ba · 1,326 sqft

    3349 Overland Dr, Holiday, FL

    Joseph Buchi · DENNIS REALTY & INV. CORP.

  17. 2309 Swordfish Ave — photoPrice Reduced57Active

    $545,000

    4 bd · 3 ba · 2,462 sqft

    2309 Swordfish Ave, Holiday, FL

    Greg Palumbo · KELLER WILLIAMS REALTY- PALM HARBOR

  18. 3225 Glenwood Cir — photoPrice Reduced60Active

    $525,000

    4 bd · 3 ba · 2,857 sqft

    3225 Glenwood Cir, Holiday, FL

    Jocelyn Carbonelli · VANDERLEELIE & ASSOC.RE ESTATE

  19. 2811 Ravendale Ln — photoPrice Reduced35Active

    $460,000

    4 bd · 2 ba · 2,366 sqft

    2811 Ravendale Ln, Holiday, FL

    Alissa Caputo · FUTURE HOME REALTY INC

  20. 2210 Bayou Dr — photoPrice Reduced43Active

    $499,999

    4 bd · 3 ba · 2,861 sqft

    2210 Bayou Dr, Holiday, FL

    Peter Ingrasselino · DEAL HOUSE REALTY LLC

  21. 1036 Viking Dr — photoPrice Reduced26Active

    $323,500

    3 bd · 2 ba · 1,362 sqft

    1036 Viking Dr, Holiday, FL

    Paulo Garcia Dyer · REALTY BLU

  22. 3110 Shadow Oaks Dr — photo30Active

    $380,000

    2 bd · 2 ba · 1,691 sqft

    3110 Shadow Oaks Dr, Holiday, FL

    Chelsea Vecchio · FUTURE HOME REALTY INC

  23. 3022 Jackson Dr — photo72Active

    $450,000

    4 bd · 2 ba · 1,837 sqft

    3022 Jackson Dr, Holiday, FL

    William Perez · LPT REALTY, LLC

  24. 2138 Bayou Dr — photoPrice Reduced53Active

    $775,000

    4 bd · 3 ba · 2,583 sqft

    2138 Bayou Dr, Holiday, FL

    Vanessa Leonard · KELLER WILLIAMS REALTY- PALM H

Explore Holiday homes

By price

  • Homes Under $200K
  • Homes Under $300K

By bedrooms

  • 2 Bedroom Homes
  • 3 Bedroom Homes

By type

  • Single-Family Homes
  • Condos
  • Manufactured Homes

By feature

  • Homes with a Pool
  • Waterfront Homes
  • 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

    Holiday, FL community profile

    Area
    21.2 sq. mi.

    Source: HJN community data

    Holiday housing market

    October 2026 · This period is still settling

    Holiday 12-month median sale price trend

    Selling at 98.6% of asking price

    Buyers here are paying below asking. MLS · 43 sales · as of Oct 30, 2026

    Homes that sold · County records, as of Oct 14, 2026

    Median sale price
    $219,000$138,825–$257,500 typical range
    Price per sq. ft.
    $153
    Sales
    30
    Paid in cash
    46.7%

    Homes on the market · MLS, as of Oct 18, 2026–Oct 30, 2026

    Median list price
    $244,900
    Homes for sale
    259
    Median days on market
    38 days

    Price trend · Assessor repeat sales, as of Oct 31, 2026

    Year-over-year
    0.2%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

    Median home size
    1,246 sq. ft.