Holiday, FL Homes

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  /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
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  /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
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  /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
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  /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

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