18,319

Holiday, FL Homes

Section Image
    • /19

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 821 Sq Ft

      2005 Melody Dr, Holiday, FL 34691

      2005 Melody Dr, Holiday, FL 34691
  • /70

    $159,900

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

    3968 Sailmaker Ln, Holiday, FL 34691

    Lifestyle of your dreams! Maintenance free home, more time to play!****BEING SOLD FULLY FURNISHED***55+ Community Open concept with soaring cathedral ceilings living/dining room combo with real wood flooring. Spacious kitchen with plenty of cabinets, huge pantry, cozy breakfast nook. Full size washer & dryer in the hallway closet. Lots of closets in this home, great use of space. Dishwasher

    Tracie Trotter RE/MAX MARKETING SPECIALISTS

    3968 Sailmaker Ln, Holiday, FL 34691
  • /2

    $482,000 Sold Oct 06, 2025

    2310 Wood Pointe Dr, Holiday, FL 34691

    • 5 Beds
    • 3 Baths
    • 2,429 Sq Ft
    • Built 2003

    Last Sold Summary

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

    Current Estimated Value $486,050

    Last Listing Agent Maggie Loving FUTURE HOME REALTY INC

    2310 Wood Pointe Dr, Holiday, FL 34691
    • /22

      Est $291,672 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,440 Sq Ft

      3108 Victoria Inlet Dr, Holiday, FL 34691

      3108 Victoria Inlet Dr, Holiday, FL 34691
  • /24

    $299,000

    • 3 Beds
    • 2 Baths
    • 1,587 Sq Ft

    3625 Richboro Dr, Holiday, FL 34691

    This beautifully updated 3-bedroom, 2-bath home features a spacious, open layout perfect for everyday living and entertaining. Enjoy ceramic tile floors throughout, remodeled bathrooms, and a modern kitchen with granite countertops and stainless steel appliances. The primary bathroom features dual sinks and granite finishes, adding a touch of elegance.Step outside to your private backyard

    Maria Ospina PEOPLE'S TRUST REALTY

    3625 Richboro Dr, Holiday, FL 34691
  • /2

    $55,000 Sold Nov 17, 2025

    1852 Hoyle Dr, Holiday, FL 34691

    • 2 Beds
    • 1 Bath
    • 576 Sq Ft
    • Built 1967

    Last Sold Summary

    • 8% Below List Price
    • $95/SF
    • 9 Days On Market

    Last Listing Agent Amir Parajuli LPT REALTY, LLC.

    1852 Hoyle Dr, Holiday, FL 34691
    • /26

      Est $149,920 Not Listed For Sale

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

      1118 Bowsprit Ln Unit 1105, Holiday, FL 34691

      1118 Bowsprit Ln Unit 1105, Holiday, FL 34691
  • /7

    $249,900

    • 3 Beds
    • 1 Bath
    • 1,036 Sq Ft

    4928 Lake Ridge Ln, Holiday, FL 34690

    Short Sale. Welcome to this well maintained home, features 3-bedrooms, 1 bath and 1 attached car garage. The third bedroom can be used as an office. Ready to move in. Perfect for a first time home buyer and for those seeking a low maintenance lifestyle. Step inside to discover laminate flooring throughout. Roof installed in 2023. AC system and windows installed in 2024. Fully fenced oversized

    Travis Hall FLORIDA EXECUTIVE REALTY

    4928 Lake Ridge Ln, Holiday, FL 34690
  • /2

    $224,650 Sold Sep 02, 2025

    1214 Stover Ct, Holiday, FL 34691

    • 3 Beds
    • 2 Baths
    • 1,988 Sq Ft
    • Built 1972

    Last Sold Summary

    • 25% Below List Price
    • $113/SF
    • 84 Days On Market

    Current Estimated Value $245,943

    Last Listing Agent Michael Richard SUCCESS PROPERTY MANAGEMENT IN

    1214 Stover Ct, Holiday, FL 34691
    • /20

      Est $297,500 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,440 Sq Ft

      3111 Victoria Inlet Dr, Holiday, FL 34691

      3111 Victoria Inlet Dr, Holiday, FL 34691
  • /26

    $219,900

    • 2 Beds
    • 2 Baths
    • 1,078 Sq Ft

    4707 Koala Dr, Holiday, FL 34690

    WOW! This bright 2-bedroom 2 full baths 1 car oversized garage home is in a NO FLOOD ZONE! FLOOD ZONE X! NO HOA! NO CDD! Home features: All brand-new windows throughout, mostly PVC fenced-in yard, Tile throughout, metal roof, inside laundry room, atrium, rear garage door, garage side window, extra wide driveway for lots of parking, pass-through window, two walk-in closets, coat closet, fully

    Louis Petruzzelli RE/MAX SUNSET REALTY

    4707 Koala Dr, Holiday, FL 34690
  • /2

    $65,500 Sold Jul 31, 2025

    3641 Tiki Dr, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft
    • Built 1971

    Last Sold Summary

    • 31% Below List Price
    • $76/SF
    • 144 Days On Market

    Last Listing Agent Lisa Carroll MIHARA & ASSOCIATES INC.

    3641 Tiki Dr, Holiday, FL 34691
    • /42

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 672 Sq Ft

      3349 Tiki Dr, Holiday, FL 34691

      3349 Tiki Dr, Holiday, FL 34691
  • /49

    $140,000

    • 2 Beds
    • 2 Baths
    • 1,144 Sq Ft

    2028 Hilo Dr, Holiday, FL 34691

    Welcome to 2028 Hilo Drive, a beautifully maintained home located in the sought-after 55+ Lake Conley community of Holiday. This inviting residence offers a perfect blend of comfort, pride of ownership, and classic Florida living, making it ideal for full-time residents, seasonal buyers, or those seeking a relaxed Gulf Coast lifestyle.From the moment you arrive, you’ll appreciate the home’s

    Sigrid Whitehead LPT REALTY, LLC

    2028 Hilo Dr, Holiday, FL 34691
  • /2

    $190,000 Sold Feb 27, 2025

    2423 Grandin St, Holiday, FL 34690

    • 2 Beds
    • 2 Baths
    • 1,076 Sq Ft
    • Built 1964

    Last Sold Summary

    • 24% Below List Price
    • $177/SF
    • 81 Days On Market

    Current Estimated Value $196,450

    Last Listing Agent Nicholas Vavoulis RE/MAX MARKETING SPECIALISTS

    2423 Grandin St, Holiday, FL 34690
    • /50

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,320 Sq Ft

      3723 Lomi Dr, Holiday, FL 34691

      3723 Lomi Dr, Holiday, FL 34691
  • /34

    $315,000

    • 3 Beds
    • 2 Baths
    • 1,695 Sq Ft

    3339 Honeymoon Ln, Holiday, FL 34691

    NEW 2024 ROOF (TRANSFERABLE WARRANTY) • WATERFALL GRANITE ISLAND • MARBLE SPA BATHS • TANKLESS HOT WATER • TRANE A/C (2021) •THERMOSTATE CONTROLLED GABLE ATTIC FANS • FULLY FENCED YARD • 12-FT BOAT/CAMPER GATE • CUSTOM LUXURY REMODEL Absolutely stunning, custom-remodeled home showcasing exceptional craftsmanship, premium materials, and meticulous attention to detail throughout. The home welcomes

    Brenda Godsey KELLER WILLIAMS REALTY- PALM H

    3339 Honeymoon Ln, Holiday, FL 34691
  • /2

    $215,000 Sold Jan 16, 2026

    5705 Mariposa Dr, Holiday, FL 34690

    • 2 Beds
    • 2 Baths
    • 1,242 Sq Ft
    • Built 1976

    Last Sold Summary

    • 6% Below List Price
    • $173/SF
    • 36 Days On Market

    Last Listing Agent Theo Malamoutsis SQUARE ONE REALTY

    5705 Mariposa Dr, Holiday, FL 34690
    • /27

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,104 Sq Ft

      2032 Wailua Dr, Holiday, FL 34691

      2032 Wailua Dr, Holiday, FL 34691
  • /53

    $400,000

    • 3 Beds
    • 2 Baths
    • 1,622 Sq Ft

    5702 Riddle Rd, Holiday, FL 34690

    Live the waterfront lifestyle most people only dream about. This beautifully updated 3-bedroom, 2-bath home with direct Gulf access invites you to slow down, soak in the views, and embrace true Florida living. Start your mornings with coffee by the water, spend your afternoons cruising from your private dock, and end each day watching breathtaking sunsets while manatees and dolphins play just

    Jenny Neumeyer KELLER WILLIAMS REALTY- PALM H

    5702 Riddle Rd, Holiday, FL 34690
  • /2

    $89,000 Sold Apr 25, 2025

    2235 Arcadia Rd, Holiday, FL 34690

    • 2 Beds
    • 2 Baths
    • 902 Sq Ft
    • Built 1972

    Last Sold Summary

    • $99/SF
    • 10 Days On Market

    Last Listing Agent DJ Arrazcaeta Jr, LLC RE/MAX ALLIANCE GROUP

    2235 Arcadia Rd, Holiday, FL 34690
    • /44

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 864 Sq Ft

      2023 Kahala Dr, Holiday, FL 34691

      2023 Kahala Dr, Holiday, FL 34691
  • /25

    $300,000

    • 2 Beds
    • 2 Baths
    • 1,555 Sq Ft

    2453 Pleasant Hill Ln, Holiday, FL 34691

    Welcome to one of Holiday’s most sought after 55+ gated communities, where privacy, comfort, and an active Florida lifestyle come together seamlessly. This beautifully maintained 2 bedroom, 2 bath home in Key Vista offers 1,555 square feet of well designed living space, along with a versatile office/flex room that can easily serve as a third bedroom, hobby room, or dedicated workspace. Situated

    Ryan Retaleato LOKATION

    2453 Pleasant Hill Ln, Holiday, FL 34691
  • /2

    $216,000 Sold Jun 06, 2025

    1172 Fernwood Dr, Holiday, FL 34690

    • 2 Beds
    • 1.5 Baths
    • 1,500 Sq Ft
    • Built 1973

    Last Sold Summary

    • 4% Below List Price
    • $144/SF
    • 106 Days On Market

    Current Estimated Value $218,696

    Last Listing Agent Madalina Tat NHR BROKERAGE LLC

    1172 Fernwood Dr, Holiday, FL 34690
    • /25

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft

      2013 Kona Dr, Holiday, FL 34691

      2013 Kona Dr, Holiday, FL 34691
  • /49

    $215,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,051 Sq Ft

    5533 Riddle Rd, Holiday, FL 34690

    Under contract-accepting backup offers. Turnkey Dream Home in Holiday – NO Flood Zone & NO HOA Fees! Discover this exquisitely remodeled 3-bedroom, 1.5-bathroom sanctuary, set in a quiet and welcoming neighborhood—perfect for those seeking peace or adventure. This move-in-ready Florida gem blends modern comfort with thoughtful upgrades, including a brand-new roof and AC system, providing true

    Keith Gordon ALTRU REALTY

    5533 Riddle Rd, Holiday, FL 34690
  • /2

    $300,000 Sold Apr 14, 2025

    3435 Roxbury Dr, Holiday, FL 34691

    • 2 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • Built 1974

    Last Sold Summary

    • 8% Below List Price
    • $198/SF
    • 56 Days On Market

    Current Estimated Value $306,248

    Last Listing Agent Larry Fischer LPT REALTY, LLC.

    3435 Roxbury Dr, Holiday, FL 34691
    • /13

      Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 552 Sq Ft

      2331 Staghorn Dr, Holiday, FL 34690

      2331 Staghorn Dr, Holiday, FL 34690
  • /36

    $289,900

    • 3 Beds
    • 1.5 Baths
    • 1,511 Sq Ft

    5605 Oceanic Rd, Holiday, FL 34690

    Welcome to this beautifully updated, move in ready dream home! Open floor plan, many updates! Fresh Paint, New flooring as well as updated fixtures and much more!!!!! Beautiful waterproof Life Lock flooring throughout the common areas and new carpet in the bedrooms. The cook in your house will appreciate the new kitchen featuring all wood cabinets custom granite countertops as well as a brand new

    David O'brien STAR BAY REALTY CORP.

    5605 Oceanic Rd, Holiday, FL 34690
  • /2

    $424,900 Sold Aug 05, 2025

    1919 Oswego Dr, Holiday, FL 34691

    • 4 Beds
    • 2 Baths
    • 2,175 Sq Ft
    • Built 2004

    Last Sold Summary

    • $195/SF
    • 21 Days On Market

    Current Estimated Value $418,433

    Last Listing Agent Viral Doshi, PA. GRAYSTONE REAL ESTATE

    1919 Oswego Dr, Holiday, FL 34691
    • /32

      Est $221,271 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,440 Sq Ft

      4822 Mile Stretch Dr, Holiday, FL 34690

      4822 Mile Stretch Dr, Holiday, FL 34690
  • /27

    $135,000 Pending

    • 2 Beds
    • 1.5 Baths
    • 825 Sq Ft

    4359 Tahitian Gardens Cir Unit G, Holiday, FL 34691

    Hidden Gem in a Gated 55+ Community! Discover comfort, style, and peace of mind in this beautifully maintained 2-bedroom, 11⁄2-bath condo. Pride of ownership shines throughout every detail of this serene retreat. Recent Updates include: Fully updated bathrooms, luxury vinyl plank flooring and replacement of all interior doors with elegant two-panel wood doors. (2023), new A/C unit and hot water

    Teresa Silver COLDWELL BANKER REALTY

    4359 Tahitian Gardens Cir Unit G, Holiday, FL 34691
  • /2

    $299,000 Sold Mar 03, 2025

    3156 Harvardston Loop, Holiday, FL 34691

    • 3 Beds
    • 2 Baths
    • 1,042 Sq Ft
    • Built 1969

    Last Sold Summary

    • $287/SF
    • 21 Days On Market

    Current Estimated Value $294,944

    Last Listing Agent Tom Emundi SUNCOAST GROUP REALTORS LLC

    3156 Harvardston Loop, Holiday, FL 34691
    • /7

      Est $281,404 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,634 Sq Ft

      2582 Charlan Ct, Holiday, FL 34690

      2582 Charlan Ct, Holiday, FL 34690
  • /33

    $44,999

    • 2 Beds
    • 1 Bath

    4699 Continental Dr Unit 184, Holiday, FL 34690

    This Beautifully Updated 2 Bedroom, 1 Bath Fully Furnished Home is in Holiday Travel Park, an All-Ages Community with Low $659 Lot Rent. The Home has 720 Sq Ft and Comes with a Golf Cart, New Batteries in 2025, the Home has Central Ac and Heat, a New Compressor Installed in 2026, a Membrane Roof-over, Thermo-pane Windows and a New Hot Water Heater. The Spacious Add-on is 10'x30' with Updated

    Lane Parks Gulf Breeze Mobile Home Sales, LLC

    4699 Continental Dr Unit 184, Holiday, FL 34690
  • /2

    $242,500 Sold Apr 14, 2025

    1631 Plum Tree Rd, Holiday, FL 34690

    • 3 Beds
    • 2 Baths
    • 1,345 Sq Ft
    • Built 1973

    Last Sold Summary

    • 7% Below List Price
    • $180/SF
    • 113 Days On Market

    Current Estimated Value $248,086

    Last Listing Agent Carmine Petruzziello THE SOMERDAY GROUP PL

    1631 Plum Tree Rd, Holiday, FL 34690
    • /4

      Est $28,907 Not Listed For Sale

      • 1 Bed

      1908 Patriot Ln, Holiday, FL 34690

      1908 Patriot Ln, Holiday, FL 34690
  • /27

    $241,499

    • 3 Beds
    • 1 Bath
    • 1,104 Sq Ft

    4731 Aegean Ave, Holiday, FL 34690

    One or more photo(s) has been virtually staged. **PRICE DROP**Welcome to this charming Holiday home featuring fresh new interior paint and a host of recent updates! The AC was replaced in 2019, the roof is in great condition, and a new water heater was installed in 2023, giving buyers peace of mind for years to come. The kitchen shines with newer stainless steel appliances, making it perfect for

    Rina Rivera IMPACT REALTY TAMPA BAY

    4731 Aegean Ave, Holiday, FL 34690
  • /2

    $240,000 Sold Dec 09, 2025

    5038 Colonnade Ave, Holiday, FL 34690

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft
    • Built 1965

    Last Sold Summary

    • $250/SF
    • 0 Days On Market

    Last Listing Agent Lauren Douglas CHARLES RUTENBERG REALTY INC

    5038 Colonnade Ave, Holiday, FL 34690
    • /3

      Est $31,491 Not Listed For Sale

      • 1 Bed

      1939 Rally Ln, Holiday, FL 34690

      1939 Rally Ln, Holiday, FL 34690

Showing Results 641 - 680, Page 17 of 18

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