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Holiday Isle Homes, Destin

Nestled between the Gulf of Mexico and the picturesque harbor, Holiday Isle homes offer owners the most diverse lifestyle along the. Located along Gulf Shore Drive in Destin, FL, Holiday Isle features beach and harbor front homes and condominiums, all with easy access to boating and beach activities. The exciting HarborWalk Village with its fresh seafood restaurants, marina and entertainment is also closeby.

View listings for Holiday Isle homes, below, or read more about this popular Destin resort area and view aerial videos of canal lots and harbor. Browse only Holiday Isle condos, or recently sold listings in Holiday Isle.

Holiday Isle Real Estate for Sale

All Listings $600,000 - $700,000 $800,000 - $900,000
$900,000 - $1,000,000 Over $1,000,000
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Sort listings by:New Listings First

621 Lagoon Dr, DESTIN, FL - $2,950,000

Detached Single Family
  • 5 Beds
  • 5 Baths
  • 5,048 SQFT
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Just Listed! Rare 110' Of Deep-water On The Scenic Harbor Of Destin, Florida! This Incredible Property Enjoys A Quiet, Private Place On Destin's Beloved Harbor. It Features A Fabulous Boat House And Dock, Huge Sun Deck, Abundant Outdoor Covered D...

611 Lagoon Dr, DESTIN, FL - $3,300,000

Detached Single Family
  • 3 Beds
  • 2 Baths
  • 1,986 SQFT
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This Property Is Directly Located On The Destin Harbor. The House Has An Open Floor Plan With A Kitchen Open To The Living Room.this Home Has Recently Been Remodeled. The 3 Bed Rooms And 2 Baths Are All Located On The Main Floor. The Property Has ...

Photo of Listing #862271

415 Gulf Shore Dr Unit 9, DESTIN, FL - $998,000

Attached Single Unit
  • 3 Beds
  • 4 Baths
  • 3,423 SQFT
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Incredible Panoramic Views From This Superb Waterfront Townhome With 30' Boat Slip/lift Located On The Exclusive Destin Harbor. Conveniently Located In The Heart Of Destin On Holiday Isle. This Multi-level Townhome Is Perfect For Living Your Drea...

415 Gulf Shore Dr Unit 21, DESTIN, FL - $898,000

Attached Single Unit
  • 3 Beds
  • 3 Baths
  • 2,232 SQFT
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This 3 Bedroom, 3 Bath, Plus Extra Bunk Room (or Nice Office Space) Is Sitting In A Spectacular Waterfront Location On The Destin Harbor! Conveniently Located In The Heart Of Destin On Holiday Isle. This Multi-level Townhome Is Perfect For Living ...

Photo of Listing #860379

455 Gulf Shore Dr Unit 4, DESTIN, FL - $649,000

Attached Single Unit
  • 3 Beds
  • 3 Baths
  • 1,602 SQFT
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Beautifully Updated Waterfront Townhome On Holiday Isle In Destin. This Boater/fisherman Paradise Comes Complete With A Upland Boat Slip Capable Of Supporting Up To A 60ft Boat With Year Round Deep Water And Shore Power. The Unit Is A Completely ...

Holiday Isle Boating & Recreation

Holiday Isle canal front homes with deep water dockage and boat slips are very popular with Destin boat owners, allowing access to the Intracoastal Waterway and the Gulf of Mexico.

For those looking to buy real estate or just come for a vacation, Holiday Isle homes are the perfect choice. Not surprisingly, Destin beach homes are hugely popular and Holiday Isle has some of the largest beachfront lots available. The Destin Harbor is renowned for its fishing fleet. Fisherman routinely catch grouper, amberjack, cobia, and snapper from charters that originate from the harbor. For those that just want to relax, the Destin Commons offers upscale shopping and is just a short drive away.

Crab Island is a popular getaway: an easily accessible islet which is the local spot to swim, snorkel, have a rousing game of football or beach volleyball, or just relax on the sugar sand. Fine dining can be found at Harbor Docks and the Louisiana Lagniappe.

Holiday Isle Property Stats

  # Listings Avg. DOM Avg. Price Avg. Price/SqFt Median Price Median Price/SqFt Avg. % Reduced Highest
Active 5 84 $1,759,000 $669 $2,950,000 $584 9% $3,300,000
Sold (Last Year) 77 155 $1,228,168 $378 $565,000 $165 6% $3,500,000

Biggest Sales by Month

Apr. 2021 - 608 Choctaw Drive, Destin, FL - $1,475,000

Photo of Listing #868299
Detached Single Family
  • 4 Beds
  • 5 Baths
  • 4,380 SQFT
View details

Fabulous 4br/4.5ba Home Located On Deep Water Canal On Holiday Isle. Spacious Bedrooms Feature Two-way Fireplaces, Balcony And Views! Will Accommodate Large Yacht. Holiday Isle Features Two Private Beach Access Points Along Gulfshore Drive.

Holiday Isle Canal Video

See gorgeous homes overlooking canal in this Holiday Isle video. Search canal front homes here.



Aerial Beach Footage

View aerial footage of the beach, waterfront homes, the harbor, canal and surrounding area. Holiday Isle is truly a boaters dream.


Please don't hesitate to contact the team at Destin Real Estate, or call (850) 325-0004 for more information about homes and condos in Holiday Isle.

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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, Copyright2021, All rights reserved.

Listing information last updated on April 20th, 2021 at 5:16pm CDT.