18,296

Holiday, FL Homes

Section Image
    • /48

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft

      2012 Kona Dr, Holiday, FL 34691

      2012 Kona Dr, Holiday, FL 34691
  • /19

    $215,000

    • 3 Beds
    • 2 Baths
    • 1,942 Sq Ft

    3931 Holiday Lake Dr, Holiday, FL 34691

    Welcome to this inviting lakeside residence in the heart of Holiday, Florida—where comfort, space, and classic Florida living come together. Offering just under 2,000 square feet of well-designed living area, this three-bedroom, two-bathroom home provides an ideal blend of functionality and relaxation, perfect for year-round enjoyment or a seasonal retreat. Step inside to a spacious living room

    Jeff Hoyt, Jr HOYT REALTY

    3931 Holiday Lake Dr, Holiday, FL 34691
  • /2

    $250,000 Sold Nov 26, 2025

    1118 Classic Dr, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 1,097 Sq Ft
    • Built 1969

    Last Sold Summary

    • 4% Below List Price
    • $228/SF
    • 7 Days On Market

    Last Listing Agent Karen Hagan MEEK REAL ESTATE SALES, LLC

    1118 Classic Dr, Holiday, FL 34691
    • /14

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,040 Sq Ft

      1832 Cemetery Rd, Holiday, FL 34691

      1832 Cemetery Rd, Holiday, FL 34691
  • /29

    $19,900

    • 2 Beds
    • 1 Bath

    4699 Continental Dr Unit 264, Holiday, FL 34690

    This 2 Bedroom, 1 Bath Home is in Holiday Travel Park, an All Ages Community with Low $659 Lot Rent. The Home has 658 Sq Ft with a Shingle Roof, Maintenance Free Vinyl Siding, Vaulted Ceilings and a Double Carport with an Extra Space to Park a Golf Cart or Motorcycle. The Buyer would need to Install a Water Heater. The Home has an AC and Heating System plus Two Window Ac Units with Heat. The

    Lane Parks Gulf Breeze Mobile Home Sales, LLC

    4699 Continental Dr Unit 264, Holiday, FL 34690
  • /2

    $495,000 Sold Nov 07, 2025

    1526 Flotilla Dr, Holiday, FL 34690

    • 3 Beds
    • 3 Baths
    • 1,836 Sq Ft
    • Built 2006

    Last Sold Summary

    • 6% Below List Price
    • $270/SF
    • 25 Days On Market

    Last Listing Agent Michael Lauer FUTURE HOME REALTY INC

    1526 Flotilla Dr, Holiday, FL 34690
    • /62

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 800 Sq Ft

      3540 Kauna Point Dr Unit 144, Holiday, FL 34691

      3540 Kauna Point Dr Unit 144, Holiday, FL 34691
  • /30

    $68,000

    • 2 Beds
    • 2 Baths
    • 660 Sq Ft

    2453 Santiago Dr, Holiday, FL 34690

    Investor Special for flippers! Corner Lot, 55+ Community, 2 Bedrooms/2 Bathrooms, Laundry Room Located in the Utility Room. Great Location, close to everything!

    Ann Carlson 54 REALTY LLC

    2453 Santiago Dr, Holiday, FL 34690
  • /2

    $165,000 Sold Nov 17, 2025

    2115 Waterview Dr, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • Built 1979

    Last Sold Summary

    • 8% Below List Price
    • $127/SF
    • 90 Days On Market

    Last Listing Agent Joseph Gnapp QUICKSILVER REAL ESTATE GROUP

    2115 Waterview Dr, Holiday, FL 34691
    • /13

      Not Listed For Sale

      Lot 1511 Jackson Dr, Holiday, FL 34691

      Lot 1511 Jackson Dr, Holiday, FL 34691
  • /25

    $207,000

    • 2 Beds
    • 1 Bath
    • 880 Sq Ft

    3221 Primrose Dr, Holiday, FL 34691

    Move-in ready and beautifully updated! This 2 bedroom, 1 bath home features a newer kitchen, remodeled bath, and all-tile flooring for effortless upkeep. Enjoy a bright, open layout and unbeatable convenience—just minutes to world-class beaches, parks, shops, restaurants, and major Gulf Coast attractions.(ROOF-2016)(A/C-2013)(W/H-2007)

    DJ Arrazcaeta Jr, LLC RE/MAX ALLIANCE GROUP

    3221 Primrose Dr, Holiday, FL 34691
  • /2

    $320,000 Sold Nov 21, 2025

    3217 Rock Valley Dr, Holiday, FL 34691

    • 4 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • Built 1973

    Last Sold Summary

    • 11% Below List Price
    • $200/SF
    • 220 Days On Market

    Last Listing Agent Billie-Jo Stewart Rocrou CHARLES RUTENBERG REALTY INC

    3217 Rock Valley Dr, Holiday, FL 34691
    • /28

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 624 Sq Ft

      3329 Tiki Dr, Holiday, FL 34691

      3329 Tiki Dr, Holiday, FL 34691
  • /29

    $254,000

    • 2 Beds
    • 2 Baths
    • 1,557 Sq Ft

    1037 Tamarac Dr, Holiday, FL 34690

    Gorgeous -Must See - Home 1557 sq ft. New roof installed in 2022. 6 panel interior doors, Convenientally located to beaches, shopping, library, and is 1/4 mile to the golf course. Public sewer and city water not septic. HVAC was replace for a new one in 2020. Water heater is 3 years old. Master bedroom with walking closet. A good sized fenced backyard.

    Yohane Presno MY REALTY GROUP, LLC.

    1037 Tamarac Dr, Holiday, FL 34690
  • /37

    $305,000 Sold Mar 11, 2025

    3507 Chauncy Rd, Holiday, FL 34691

    • 3 Beds
    • 2 Baths
    • 1,368 Sq Ft
    • Built 1973

    Last Sold Summary

    • 8% Below List Price
    • $223/SF
    • 96 Days On Market

    Current Estimated Value $288,654

    Last Listing Agent David Garcia REAL BROKER, LLC

    3507 Chauncy Rd, Holiday, FL 34691
    • /59

      Est $381,906 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,740 Sq Ft

      2259 Parrot Fish Dr, Holiday, FL 34691

      2259 Parrot Fish Dr, Holiday, FL 34691
  • /21

    $228,000

    • 2 Beds
    • 2 Baths
    • 948 Sq Ft

    3844 Redwood Dr, Holiday, FL 34691

    Step into easy Florida living at 3844 Redwood Drive in Holiday, a bright and energy-efficient home with no flood zone, no HOA, and no rental restrictions. Perfect for first-time buyers, snowbirds, and investors, this well-maintained two-bedroom, two-bath property features hurricane-rated windows and fully paid-off solar panels for long-term savings and added peace of mind. The open, inviting

    Kelly Ackley PREMIER SOTHEBY'S INTL REALTY

    3844 Redwood Dr, Holiday, FL 34691
  • /2

    $420,000 Sold Feb 14, 2025

    5305 Boardwalk St, Holiday, FL 34690

    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft
    • Built 1997

    Last Sold Summary

    • 12% Below List Price
    • $227/SF
    • 148 Days On Market

    Current Estimated Value $424,053

    Last Listing Agent Lori Crawford RE/MAX ACTION FIRST OF FLORIDA

    5305 Boardwalk St, Holiday, FL 34690
    • /20

      Est $468,207 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,343 Sq Ft

      3281 Mela Ct, Holiday, FL 34691

      3281 Mela Ct, Holiday, FL 34691
  • /54

    $500,000

    • 4 Beds
    • 3 Baths
    • 2,768 Sq Ft

    2012 Fern Ridge Ct, Holiday, FL 34691

    Located in the gated community of Key Vista, this well-maintained 4-bedroom, 3-bathroom home offers a 3-car garage, sits on a cul-de-sac, and occupies a desirable corner lot with a fully fenced backyard. Inside, you’ll find spacious living areas, a designated dining room, and a kitchen with wood cabinetry, granite countertops, and stainless steel appliances. The primary suite provides generous

    Angie Lee PINEYWOODS REALTY LLC

    2012 Fern Ridge Ct, Holiday, FL 34691
  • /2

    $220,000 Sold Feb 28, 2025

    3445 Bedford St, Holiday, FL 34690

    • 2 Beds
    • 1.5 Baths
    • 1,392 Sq Ft
    • Built 1966

    Last Sold Summary

    • 4% Below List Price
    • $158/SF
    • 39 Days On Market

    Current Estimated Value $225,853

    Last Listing Agent Linda Herring COLDWELL BANKER REALTY

    3445 Bedford St, Holiday, FL 34690
    • /31

      Est $150,868 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,114 Sq Ft

      3825 Sailmaker Ln Unit 6, Holiday, FL 34691

      3825 Sailmaker Ln Unit 6, Holiday, FL 34691
  • /37

    $229,000

    • 2 Beds
    • 1.5 Baths
    • 1,004 Sq Ft

    3342 Peterborough St, Holiday, FL 34690

    Don't miss this unique opportunity to own a charming home in the convenient location of Colonial Manor. This home boosts a fabulous new kitchen appliance package, newer roof and HVAC system. Peaceful, relaxing and private caged pool and screened patio. In addition, the extra lot offers plenty of opportunity for the new owners and is enclosed by a metal fence with electric gate.

    Donna Blackstone BHHS FLORIDA PROPERTIES GROUP

    3342 Peterborough St, Holiday, FL 34690
  • /2

    $127,500 Sold Mar 24, 2025

    3201 Nantucket Dr, Holiday, FL 34690

    • 2 Beds
    • 2 Baths
    • 768 Sq Ft
    • Built 1978

    Last Sold Summary

    • 12% Below List Price
    • $166/SF
    • 31 Days On Market

    Last Listing Agent Ashley Gillum Smith REAVES REAL ESTATE PROFESSIONALS LLC

    3201 Nantucket Dr, Holiday, FL 34690
    • /33

      Est $466,531 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 2,902 Sq Ft

      6555 Mineral Springs Rd, Holiday, FL 34690

      6555 Mineral Springs Rd, Holiday, FL 34690
  • /31

    $255,000

    • 3 Beds
    • 1 Bath
    • 1,124 Sq Ft

    4327 Newgate Ave, Holiday, FL 34691

    Welcome to 4327 Newgate Avenue—a beautifully updated Florida home where modern upgrades meet everyday comfort. Thoughtfully renovated from top to bottom, this move-in-ready property offers peace of mind with a new roof, new plumbing whole home PEX plumbing re-pipe, new central HVAC, hurricane-impact windows, doors, and garage, ensuring durability, efficiency, and year-round comfort. No Flood

    Matt Sofarelli CHARLES RUTENBERG REALTY INC

    4327 Newgate Ave, Holiday, FL 34691
  • /2

    $240,000 Sold Dec 22, 2025

    5307 Forest Hills Dr, Holiday, FL 34690

    • 3 Beds
    • 2 Baths
    • 1,412 Sq Ft
    • Built 1963

    Last Sold Summary

    • $170/SF
    • 18 Days On Market

    Last Listing Agent Jesus Quique Van Der Henst KELLER WILLIAMS REALTY- PALM H

    5307 Forest Hills Dr, Holiday, FL 34690
    • /38

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,196 Sq Ft

      5124 River Birch Ave, Holiday, FL 34690

      5124 River Birch Ave, Holiday, FL 34690
  • /34

    $250,000

    • 2 Beds
    • 2 Baths
    • 1,358 Sq Ft

    3111 Finch Dr, Holiday, FL 34690

    One or more photo(s) has been virtually staged. NOT IN A FLOOD ZONE ! Step into a home that feels warm, comfortable, and beautifully refreshed from top to bottom. This fully renovated residence showcases thoughtful design choices that blend modern style with everyday ease. The gorgeous kitchen takes center stage with solid surface counters, sleek grey cabinetry, a generous island, and stainless

    Monica Karcz REDFIN CORPORATION

    3111 Finch Dr, Holiday, FL 34690
  • /2

    $272,500 Sold Feb 28, 2025

    3221 Sanford Dr, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 1,440 Sq Ft
    • Built 1969

    Last Sold Summary

    • 1% Below List Price
    • $189/SF
    • 68 Days On Market

    Current Estimated Value $263,026

    Last Listing Agent Dan Risola RE/MAX REALTEC GROUP INC

    3221 Sanford Dr, Holiday, FL 34691
    • /25

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 912 Sq Ft

      1925 Speck Dr, Holiday, FL 34691

      1925 Speck Dr, Holiday, FL 34691
  • /9

    $115,000

    • 2 Beds
    • 1.5 Baths
    • 552 Sq Ft

    1837 Lullaby Dr, Holiday, FL 34691

    This 3 bedroom, 1 and a half bathroom home is nestled on a spacious, oversized lot, offering room to roam, play, and entertain. The true highlight is its incredible location. You're just a short distance from everything you need and love: from trendy shops and delicious restaurants to exciting entertainment venues and, of course, the stunning nearby beaches.

    Asteropi Tsalickis PREMIER REALTY CONSULTANTS

    1837 Lullaby Dr, Holiday, FL 34691
  • /2

    $80,000 Sold Jan 16, 2025

    1842 Shady Cove Dr, Holiday, FL 34691

    • 2 Beds
    • 1 Bath
    • 820 Sq Ft
    • Built 1962

    Last Sold Summary

    • 16% Below List Price
    • $98/SF
    • 31 Days On Market

    Last Listing Agent Megan Pargov LIPPLY REAL ESTATE

    1842 Shady Cove Dr, Holiday, FL 34691
    • /27

      Est $119,694 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 600 Sq Ft

      4350 Tahitian Gardens Cir Unit F, Holiday, FL 34691

      4350 Tahitian Gardens Cir Unit F, Holiday, FL 34691
  • /38

    $245,000

    • 2 Beds
    • 1 Bath
    • 1,076 Sq Ft

    4837 Vision Ave, Holiday, FL 34690

    Ready to make the move! This 2 bedroom home turn key home with a bonus room could be the perfect 3rd bedroom youve been waiting for. Conveniently located with a new roof. Make home ownership a reality or start building your portfolio. You could be close to beaches like Anclote River Park, entertainment like Tarpon Sponge Docks, and golfing like Innisbrook Resort, or paddle board in Lake Tarpon.

    MELISSA LOPES RE/MAX ALLIANCE GROUP

    4837 Vision Ave, Holiday, FL 34690
  • /33

    $28,750 Sold Aug 07, 2025

    4699 Continental Dr Unit 353, Holiday, FL 34690

    • 2 Beds
    • 1 Bath
    • Built 1996

    Last Sold Summary

    • 28% Below List Price
    • 42 Days On Market

    Last Listing Agent Lane Parks Gulf Breeze Mobile Home Sales, LLC

    4699 Continental Dr Unit 353, Holiday, FL 34690
    • /21

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 528 Sq Ft

      1929 Dixie Ln, Holiday, FL 34690

      1929 Dixie Ln, Holiday, FL 34690
  • /25

    $195,000 Pending

    • 2 Beds
    • 1.5 Baths
    • 986 Sq Ft

    3041 Fairmount Dr, Holiday, FL 34691

    Under contract-accepting backup offers. Step into comfort and charm from the moment you arrive. The front entrance features a glass storm door framed by a covered entry with decorative railings that offer a warm and welcoming touch. Inside, the spacious living and dining area is filled with natural light, highlighted by soft wood flooring and cozy floral furnishings that evoke a sense of

    Ross Hardy RE/MAX MARKETING SPECIALISTS

    3041 Fairmount Dr, Holiday, FL 34691
  • /2

    $155,000 Sold Apr 28, 2025

    1815 Rising Sun Dr Unit 403, Holiday, FL 34690

    • 2 Beds
    • 2 Baths
    • 1,059 Sq Ft
    • Built 1982

    Last Sold Summary

    • 6% Below List Price
    • $146/SF
    • 37 Days On Market

    Current Estimated Value $155,038

    Last Listing Agent Janina Wozniak FUTURE HOME REALTY

    1815 Rising Sun Dr Unit 403, Holiday, FL 34690
    • /8

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,232 Sq Ft

      5743 Cheyenne Dr, Holiday, FL 34690

      5743 Cheyenne Dr, Holiday, FL 34690

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