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Homes & Condos Sold in Holiday Isle, Destin

View the latest homes and condos sold in the Holiday Isle market in beautiful Destin. Looking to buy or sell your own property? This is a perfect spot to compare prices in the neighborhood and find out how the competition is doing.

Free Market Analysis Destin Sold Listings Holiday Isle Homes for Sale Holiday Isle Condos for Sale

Holiday Isle Sold Listings

All Listings $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $900,000 - $1,000,000
Over $1,000,000
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Photo of Listing #820405

513 Osceola Drive, Destin, FL - $1,170,000

Detached Single Family
  • 5 Beds
  • 3 Baths
  • 4,556 SQFT
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This Truly Remarkable Reconstructed/renovated Home On Prestigious Holiday Isle Is A Family's Masterpiece. From The Beautiful Glass Entry Door To Double Boat Docks No Detail Was Overlooked. Second Floor Capacious Living, Dining & Kitchen Open Onto...

Photo of Listing #818254

606 Choctaw Drive, Destin, FL - $1,788,000

Detached Single Family
  • 5 Beds
  • 7 Baths
  • 5,086 SQFT
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Lounge By The Sparkling Pool And Enjoy Your Favorite Beverage Or Watch The Fish Playing In The Canal. Conveniently Located Near The Major Water Attractions In The Area, You Are Just A Short Boat Ride To The Gulf, Harbor, And Crab Island. Featuring...

Photo of Listing #817808

615 Choctaw Drive, Destin, FL - $1,750,000

Detached Single Family
  • 4 Beds
  • 5 Baths
  • 5,577 SQFT
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Spectacular Waterfront Estate In Destin, Florida's Exclusive Waterfront Community Of Holiday Isle! This Luxurious Residence Offers Approximately 80' Of Navigable, Deep-water, And Is Only One Canal From The Coveted Harbor, Featuring A Wonderful Arr...

Photo of Listing #817405

415 Gulf Shore Drive Unit 21, Destin, FL - $505,000

Attached Single Unit
  • 3 Beds
  • 3 Baths
  • 2,232 SQFT
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This Multi-level Town Home Is Great For Living The Holiday Isle Lifestyle With The Boat Slip On The Canal On Minutes From The Destin Harbor And Crab Island. The Kitchen Has Granite Counter Tops And Stainless Appliances. Tile Floors With New Car...

Photo of Listing #816008

516 Osceola Drive, Destin, FL - $680,000

Detached Single Family
  • 4 Beds
  • 4 Baths
  • 2,151 SQFT
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Step Back In Time In This Canal Front Property On Holiday Isle. Love To Fish? There Is A Deep Water Boat Dock Out Back? Beach Lover? This House Is Just A Short Walk To A Neighborhood Beach Access. Holiday Isle Has It All With Pristine White Beache...

Photo of Listing #813486

533 Norriego Road, Destin, FL - $1,100,000

Detached Single Family
  • 5 Beds
  • 5 Baths
  • 3,120 SQFT
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The Most Desired Location On Holiday Isle. Spectacular Balconies To Allow Watching Of Dolphin Frolicking, Winter Sunning On The Upper South Deck, Or Outdoor Dining. Remodeled Immaculate 5 Bedroom Beach House Only Steps To Deeded Beach Access. P...

Photo of Listing #801218

500 Osceola Drive, Destin, FL - $1,700,000

Detached Single Family
  • 4 Beds
  • 6 Baths
  • 4,600 SQFT
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Welcome To The New 500 Osceola! One Of The Most Prestigious And Well Known Homes Of Holiday Isle Has A New Look! From The Roof To The Bottom Floor Has Been Replaced Or Updated! The Home Which Is Known By Many As ''the Yachtsman Home'' Can Now Be K...

Photo of Listing #799504

604 Choctaw Drive, Destin, FL - $980,000

Detached Single Family
  • 5 Beds
  • 4 Baths
  • 3,414 SQFT
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Designed And Built By This Owner-seller, An Avid Boater And Fisherman And An Admirer Of Excellent Architecture. Covered Boat Slip, Open Boat Slip, Two Alongside Docks: 40', 45', 68', 50'. 10,000-lb Boat Lift. Space To Add A Pool. Come To See The O...

Photo of Listing #799095

141 Durango Road, Destin, FL - $378,000

Attached Single Unit
  • 2 Beds
  • 3 Baths
  • 1,408 SQFT
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Escape To A Lifestyle In Paradise! Come View This Spacious Two Bedroom Waterfront Property On The Prestigious Holiday Isle! This Property Would Be A Wonderful Investment For Vacation Rental Or As A Second Home. This Canal Front Townhome Comes With...

Photo of Listing #799071

512 Osceola Drive, Destin, FL - $1,925,000

Detached Single Family
  • 6 Beds
  • 5 Baths
  • 6,294 SQFT
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Masterly Updated, Waterfront Estate On The Deep, Boating Waters Of Destin's Renowned Holiday Isle. Designed For Authentic Coastal Living, This 6,294 Sq. Ft. Home Claims An Additional 6,000 Sq. Ft. Of Outdoor Hardscapes Right On The Canal. Its Exce...

Photo of Listing #797177

531 Gulf Shore Drive, Destin, FL - $1,779,000

Detached Single Family
  • 5 Beds
  • 6 Baths
  • 4,077 SQFT
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Amazing Canal Views And Convenient Deeded Beach Access On Destin's Holiday Isle Make This Incredible Home The Ultimate Retreat For Boaters Who Love The Beach. This Newly Constructed Three-story Property Sits Just Across The Street From The Sand O...

We'd be happy to show you around and help you find the ideal Holiday Isle or Destin property for sale. Please don't hesitate to contact us or call (850) 325-0004 for more information.

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DISCLAIMER: Information Deemed Reliable but not guaranteed. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
All listings are provided courtesy of the Emerald Coast Association of Realtors, Copyright2019, All rights reserved.

Listing information last updated on June 25th, 2019 at 9:18am CDT.