18,295

Holiday, FL Homes

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  • /29

    $199,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,185 Sq Ft

    5050 Billings Dr, Holiday, FL 34690

    Under contract-accepting backup offers. HUGE PRICE REDUCTION!FIRST-TIME HOME BUYERS!! THIS IS YOUR CHANCE!Welcome to this adorable and move-in ready 2-bedroom, 2-bath home with a bonus room perfect for a home office, playroom, or guest space. This home shines with fresh interior paint and stunning white terrazzo flooring.Enjoy peace of mind with a new AC , giving you comfort and

    Irene Jonas RE/MAX CHAMPIONS

    5050 Billings Dr, Holiday, FL 34690
  • /16

    $1,590 per month

    • 3 Beds
    • 1 Bath
    • 1,212 Sq Ft
    • Property for Rent

    3812 Darlington Rd, Holiday, FL 34691

    Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening! Take advantage of the incredible location, nestled

    Daniel Reyes MAIN STREET RENEWAL LLC

    3812 Darlington Rd, Holiday, FL 34691
  • /34

    $247,500 Sold May 29, 2025

    4252 Courier Ln, Holiday, FL 34691

    • 3 Beds
    • 2 Baths
    • 1,239 Sq Ft
    • Built 1960

    Last Sold Summary

    • 1% Below List Price
    • $200/SF
    • 388 Days On Market

    Current Estimated Value $242,527

    Last Listing Agent Rebecca Huffsmith RE/MAX MARKETING SPECIALISTS

    4252 Courier Ln, Holiday, FL 34691
    • /2

      Est $127,482 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 768 Sq Ft

      4329 Tahitian Gardens Cir Unit G, Holiday, FL 34691

      4329 Tahitian Gardens Cir Unit G, Holiday, FL 34691
  • /49

    $324,900

    • 3 Beds
    • 2 Baths
    • 1,462 Sq Ft

    3625 Delta Place, Holiday, FL 34691

    Welcome to this beautifully renovated 3 bedroom, 2 bath, 2-car garage home in the sought-after Beacon Square community in Holiday. Perfectly blending modern upgrades with timeless charm, this residence offers everything today’s buyers are looking for. Step inside to find a bright, open-concept layout with brand-new flooring, fresh designer paint, and abundant natural light throughout. The gourmet

    Kosta Karatzas FUTURE HOME REALTY INC

    3625 Delta Place, Holiday, FL 34691
  • /16

    $1,735 per month

    • 2 Beds
    • 2 Baths
    • 1,070 Sq Ft
    • House for Rent

    5226 Eagle Dr, Holiday, FL 34690

    Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening! Take advantage of the incredible location, nestled

    Daniel Reyes MAIN STREET RENEWAL LLC

    5226 Eagle Dr, Holiday, FL 34690
  • /2

    $295,604 Sold Feb 18, 2025

    2305 Sugarbush Dr, Holiday, FL 34690

    • 3 Beds
    • 2 Baths
    • 1,544 Sq Ft
    • Built 1987

    Last Sold Summary

    • 5% Below List Price
    • $191/SF
    • 158 Days On Market

    Current Estimated Value $298,550

    Last Listing Agent Virginia Werneken FUTURE HOME REALTY INC

    2305 Sugarbush Dr, Holiday, FL 34690
    • /2

      Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 2,389 Sq Ft

      3895 Gainer Springs Ave, Holiday, FL 34690

      3895 Gainer Springs Ave, Holiday, FL 34690
  • /26

    $275,000

    • 4 Beds
    • 2 Baths
    • 1,182 Sq Ft

    1435 Maybury Dr, Holiday, FL 34691

    Completely Remodeled 4 Bedroom 2 Bath Home in Holiday FL. Heated SF doesn't Show the 3rd and 4th Bedrooms. Roof from 2021,Kitchen, Flooring, Most of the Windows and a long list was Just Done. Your New Home is Waiting for you.

    Bob Duncombe SANDPEAK REALTY

    1435 Maybury Dr, Holiday, FL 34691
  • /32

    $1,850 per month

    • 1 Bath
    • 540 Sq Ft
    • Property for Rent

    Unlisted Address

    Short-Term Rental Available!This beautifully remodeled mobile home is now available for short-term lease, perfect for those in need of temporary housing.Currently available until the end of October. 2 person MAXKey Features:Utilities Included: Cable TV, high-speed internet, electric, water, and trash pickupFully FurnishedNewly Remodeled Bathroom: Spacious 10’ x

    Tom Emundi SUNCOAST GROUP REALTORS LLC

    Unlisted Address
  • /2

    $192,500 Sold Dec 27, 2024

    5344 Nancy Ln, Holiday, FL 34690

    • 2 Beds
    • 2 Baths
    • 1,392 Sq Ft
    • Built 1969

    Last Sold Summary

    • 23% Below List Price
    • $138/SF
    • 32 Days On Market

    Current Estimated Value $252,004

    Last Listing Agent Christian Bennett RE/MAX CHAMPIONS

    5344 Nancy Ln, Holiday, FL 34690
    • /2

      Not Listed For Sale

      0 Panorama Ave Unit MFRU8242819, Holiday, FL 34690

      0 Panorama Ave Unit MFRU8242819, Holiday, FL 34690
  • /62

    $499,900 Pending

    • 5 Beds
    • 3 Baths
    • 3,002 Sq Ft

    2422 Wood Pointe Dr, Holiday, FL 34691

    Under contract-accepting backup offers. This Spectacular SOLAR-Powered, spacious 5-bedroom plus office home offers stunning waterfront views and no rear neighbors for maximum privacy! Enjoy peace of mind with a brand-new roof (2025) and gorgeous plank flooring that flows seamlessly throughout. A major bonus — this home is equipped with solar panels that power the entire house, keeping the average

    Kristen Krutz RE/MAX MARKETING SPECIALISTS

    2422 Wood Pointe Dr, Holiday, FL 34691
  • /2

    $274,700 Sold May 05, 2025

    1744 Colmar Dr, Holiday, FL 34690

    • 2 Beds
    • 1 Bath
    • 1,006 Sq Ft
    • Built 1966

    Last Sold Summary

    • $273/SF
    • 31 Days On Market

    Current Estimated Value $273,358

    Last Listing Agent Hugo Ortiz LPT REALTY, LLC

    1744 Colmar Dr, Holiday, FL 34690
    • /25

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 784 Sq Ft

      1907 Holiday Dr, Holiday, FL 34691

      1907 Holiday Dr, Holiday, FL 34691
  • /25

    $199,000

    • 2 Beds
    • 1.5 Baths
    • 953 Sq Ft

    1313 Chancellor Dr, Holiday, FL 34690

    One or more photo(s) has been virtually staged. Discover the charm of the Forest Hills neighborhood in Holiday! Bring all your outdoor toys to 1313 Chancellor Drive! Plenty of RV and boat/other parking available here! NO HOA! Perfect home for retirement, downsize, first home.2-bedroom, 1 1/2-bath home in a prime location just minutes from Gulf beaches, parks, and shopping. This home features

    Christine Ans KELLER WILLIAMS SUBURBAN TAMPA

    1313 Chancellor Dr, Holiday, FL 34690
  • /2

    $140,000 Sold May 27, 2025

    2106 Calusa Trail, Holiday, FL 34690

    • 3 Beds
    • 2 Baths
    • 1,125 Sq Ft
    • Built 1960

    Last Sold Summary

    • 30% Below List Price
    • $124/SF
    • 76 Days On Market

    Current Estimated Value $155,060

    Last Listing Agent Caroline Hanna CHARLES RUTENBERG REALTY INC

    2106 Calusa Trail, Holiday, FL 34690
    • /49

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,056 Sq Ft

      3800 Bywater Dr, Holiday, FL 34691

      3800 Bywater Dr, Holiday, FL 34691
  • /27

    $238,000

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft

    3534 Devonshire Dr, Holiday, FL 34691

    This is the one you've been waiting for! This charming 2-bedroom, 2-bathroom home is perfect for a first-time buyer or anyone looking for a great investment opportunity. Conveniently located in the heart of Holiday, it offers easy access to US-19, Fred Howard Park, and just minutes from the world-famous Tarpon Springs Sponge Docks. The home has been freshly painted inside and out, and features

    Sebastian Perez FINEHIRSH REALTY POWERED BY SELLSTATE

    3534 Devonshire Dr, Holiday, FL 34691
  • /2

    $253,750 Sold Dec 05, 2025

    5021 Phoenix Ave, Holiday, FL 34690

    • 2 Beds
    • 1.5 Baths
    • 1,295 Sq Ft
    • Built 1965

    Last Sold Summary

    • 2% Above List Price
    • $196/SF
    • 13 Days On Market

    Last Listing Agent Mimi DeSetto COASTAL PROPERTIES GROUP INTERNATIONAL

    5021 Phoenix Ave, Holiday, FL 34690
    • /8

      Est $204,000 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,296 Sq Ft

      1142 Precision St, Holiday, FL 34691

      1142 Precision St, Holiday, FL 34691
  • /26

    $149,900

    • 2 Beds
    • 2 Baths
    • 1,318 Sq Ft

    3954 Sailmaker Ln, Holiday, FL 34691

    Welcome to the wonderful Holiday Lake Villas, a desirable and conveniently located 55+ community. Enter this solid block end unit, and be greeted by the exceptional layout and generous accommodation. This roomy 2 bedroom 2 full bath includes a master with a walk-in closet, and en-suite bath with walk-in shower. This unit also features a good-sized updated kitchen, with gorgeous granite

    Catherine Young COASTAL PROPERTIES GROUP INTERNATIONAL

    3954 Sailmaker Ln, Holiday, FL 34691
  • /2

    $235,000 Sold Jun 27, 2025

    4304 Woodfield Ave, Holiday, FL 34691

    • 3 Beds
    • 1 Bath
    • 988 Sq Ft
    • Built 1965

    Last Sold Summary

    • 11% Below List Price
    • $238/SF
    • 54 Days On Market

    Current Estimated Value $235,141

    Last Listing Agent Maria Hourdas KELLER WILLIAMS REALTY- PALM H

    4304 Woodfield Ave, Holiday, FL 34691
    • /36

      Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 825 Sq Ft

      4330 Tahitian Gardens Cir Unit E, Holiday, FL 34691

      4330 Tahitian Gardens Cir Unit E, Holiday, FL 34691
  • /46

    $215,000

    • 3 Beds
    • 1 Bath
    • 1,176 Sq Ft

    1408 Whitehall Ln, Holiday, FL 34691

    Opportunity to own a 3-bedroom home in Holiday Lake Estates! This property offers excellent upside potential for the handyman or investor ready to add value through updates and personal touches. The home features a newer roof installed in 2021, along with newer windows and an updated electrical panel, providing a strong foundation for future improvements. Inside, the layout offers comfortable

    Christine Bogdanovic SMITH & ASSOCIATES REAL ESTATE

    1408 Whitehall Ln, Holiday, FL 34691
  • /2

    $191,000 Sold Jul 03, 2025

    3035 Coldwell Dr, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 1,084 Sq Ft
    • Built 1972

    Last Sold Summary

    • 4% Below List Price
    • $176/SF
    • 5 Days On Market

    Current Estimated Value $192,756

    Last Listing Agent Carolina Grainger KELLER WILLIAMS ST PETE REALTY

    3035 Coldwell Dr, Holiday, FL 34691
    • /2

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,056 Sq Ft

      2039 Hilo Dr, Holiday, FL 34691

      2039 Hilo Dr, Holiday, FL 34691
  • /93

    $1,785,000

    • 4 Beds
    • 4 Baths
    • 4,204 Sq Ft

    3143 Pineview Dr, Holiday, FL 34691

    Welcome to your dream waterfront estate in the sought-after Baileys Bluff community! This stunning custom mini mansion is perched high and dry with no HOA, offering unparalleled privacy and luxury. Enjoy direct Gulf access with a new dock equipped with electric and water, a seawall, and a serene backyard oasis featuring a lagoon-style saltwater pool, spa, waterfall, expansive Belgard paver deck,

    Jennifer Tobey RE/MAX CHAMPIONS

    3143 Pineview Dr, Holiday, FL 34691
  • /2

    $229,900 Sold Apr 25, 2025

    3055 Holiday Lake Dr, Holiday, FL 34691

    • 3 Beds
    • 2 Baths
    • 1,159 Sq Ft
    • Built 1971

    Last Sold Summary

    • 4% Below List Price
    • $198/SF
    • 30 Days On Market

    Current Estimated Value $230,413

    Last Listing Agent Evelin Herald KW SUNCOAST

    3055 Holiday Lake Dr, Holiday, FL 34691
    • /2

      Est $423,753 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,000 Sq Ft

      2650 Sierra Vista Way, Holiday, FL 34691

      2650 Sierra Vista Way, Holiday, FL 34691
  • /39

    $175,000

    • 4 Beds
    • 2 Baths
    • 1,620 Sq Ft

    2400 Lemur Dr, Holiday, FL 34690

    CHECK OUT THIS HOME WHERE YOU OWN YOUR OWN LAND WITH LOW MAINTAINMENT FEE ON $200.00 PER YEAR THIS HOME HAS BEEN IMMACULATELY MAINTAINED. BOTH BATHROOMS COMPLETELY REMODELED, KITCHEN REMODELED WITH LOADS OF STORAGE. NOT ONLY IN KITCHEN BUT THROUGHOUT THE HOME. HOME WAS BUILT TO HUD, AND FEMA STANDARD. INSIDE LAUNDRY, NEWER FLOORING. NEW METAL ROOF REPLACED IN 3/2025. THIS IS A LOT OF HOME FOR THE

    Stella Wooster CITY BREEZE ACTION REALTY

    2400 Lemur Dr, Holiday, FL 34690
  • /2

    $159,000 Sold Apr 18, 2025

    3034 Brompton Dr, Holiday, FL 34691

    • 2 Beds
    • 1 Bath
    • 904 Sq Ft
    • Built 1971

    Last Sold Summary

    • 12% Below List Price
    • $176/SF
    • 21 Days On Market

    Current Estimated Value $164,361

    Last Listing Agent Valarie Gerbus MANGROVE BAY REALTY LLC

    3034 Brompton Dr, Holiday, FL 34691
    • /52

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,056 Sq Ft

      2048 Kona Dr, Holiday, FL 34691

      2048 Kona Dr, Holiday, FL 34691
  • /46

    $225,000

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    3744 Bywater Dr Unit 3744, Holiday, FL 34691

    Remodeled LAKE FRONT HOME, bring your boat and fishing poles!! Your new home is waiting for you in the gated Lake Conley MHP, on Lake Conley, in town of Holiday. It is a highly sought after waterfront 55+gated Community, where you Own the Land, with no lot rent. Second resident can be 35+. It also has low taxes, as well as HOA Fees around $60 a month. Pet-friendly Park will allow with one dog, or

    Vint Hughes SELECT REAL ESTATE OF PINELLAS

    3744 Bywater Dr Unit 3744, Holiday, FL 34691
  • /29

    $10,000 Sold Jun 12, 2025

    4699 Continental Dr Unit Lot 259, Holiday, FL 34690

    • 1 Bed
    • 1 Bath
    • Built 1981

    Last Sold Summary

    • 22% Below List Price
    • 38 Days On Market

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

    4699 Continental Dr Unit Lot 259, Holiday, FL 34690
    • /19

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 624 Sq Ft

      1822 Orange Dr, Holiday, FL 34691

      1822 Orange Dr, Holiday, FL 34691
  • /25

    $295,000

    • 2 Beds
    • 2 Baths
    • 1,390 Sq Ft

    5541 Andrea Dr, Holiday, FL 34690

    Charming Corner-Lot Home in Holiday, FL!Welcome to 5541 Andrea Drive, a beautifully maintained corner property offering comfort, functionality, and peace of mind. This 2-bedroom, 2-full-bath home features a 2-car garage and a well-designed layout with an open floor plan, perfect for easy Florida living. Inside, you’ll find luxury vinyl plank flooring throughout the main living areas, with

    Chesna Mitchell HONOR REAL ESTATE

    5541 Andrea Dr, Holiday, FL 34690
  • /2

    $220,000 Sold Mar 18, 2025

    4424 Beacon Square Dr, Holiday, FL 34691

    • 3 Beds
    • 1 Bath
    • 1,400 Sq Ft
    • Built 1967

    Last Sold Summary

    • 15% Below List Price
    • $157/SF
    • 78 Days On Market

    Current Estimated Value $232,563

    Last Listing Agent Nicole Dufala KELLER WILLIAMS REALTY- PALM H

    4424 Beacon Square Dr, Holiday, FL 34691
    • /31

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,324 Sq Ft

      1816 Orange Dr, Holiday, FL 34691

      1816 Orange Dr, Holiday, FL 34691
  • /59

    $310,000

    • 3 Beds
    • 2 Baths
    • 1,176 Sq Ft

    3701 Devonshire Dr, Holiday, FL 34691

    Beautifully Updated Pool Home – True 3 Bedroom, 2 Bath with Garage in Holiday, FL Welcome to this stunningly remodeled true 3-bedroom, 2 full bath home featuring an inground concrete pool, a 1-car garage, and a fully fenced yard—perfect for year-round Florida living. Sitting on high elevation and not requiring flood insurance, this home offers peace of mind along with impressive upgrades

    Jennifer Harper TROPIC SHORES REALTY LLC

    3701 Devonshire Dr, Holiday, FL 34691

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