Video Tour: Destin Waterfront Oasis w/ 2 Boat Slips and Deeded Beach Access

502 Osceola Drive, Destin, FL 32541 | Holiday Isle Home

MLS #937064 -  $3,100,000 REDUCED NOW $2,900,000!

Welcome to 502 Osceola Drive, a coastal home for sale in the heart of Destin, FL 32541. This meticulously crafted, Holiday Isle residence offers an unparalleled blend of luxury, comfort, and the allure of coastal living. From the moment you step through the door, you are greeted by a home designed to cater to the needs of modern living. This spacious, fully furnished home spans over 3,600 square feet, offering a comfortable and luxurious interior. With 180 feet of waterfront and two boat slips this property especially appeals to boaters and those desiring easy access to the Gulf of Mexico.

Boasting four bedrooms, five bathrooms, and an array of exquisite features, this Destin waterfront property transcends the notion of a mere dwelling, presenting a lifestyle that harmonizes elegance with the natural splendor of its surroundings.

To provide you with an immersive experience, we invite you to explore our video tour, capturing the essence of 502 Osceola Drive in vivid detail. Witness the spacious interiors, the breathtaking canal views, and the seamless fusion of indoor and outdoor living spaces.

Holiday Isle Waterfront Home Video

Price: $2,900,000 | MLS #937064, 502 Osceola Drive, Destin, FL 32541

View the MLS Listing for This Destin Home

Holiday Isle waterfront home for sale in Destin, Florida

Quick Facts

4 Bedrooms, 5 Baths
3,626 SQFT w/ 180 FT Water Frontage
Lot Size: 130' x 180' (large enough for a pool)
2 Stories
3 Garage
Dock with 2 boat slips (35' each)
Waterview: Canal, Harbor
Deeded Access to the Beach
Short Term Rentals Allowed
*Boat pictured not included


The kitchen is a culinary enthusiast's dream. Boasting top-of-the-line stainless steel appliances, updated granite counters, and custom cabinetry. At its focal point, a massive island with extra seating, provides both functionality and aesthetic appeal.

Kitchen in Holiday Isle waterfront home

Patio doors opening to the deck offer a seamless transition between indoor and outdoor dining.

Kitchen in Holiday Isle home

Downstairs, a wine cooler fit for a king offers a decadent amenity for the resident wine connoisseur.

Wine cooler in Holiday Isle home

Dining Room

The dining room is ideal for hosting large family dinners or gatherings. Enjoy captivating views of the waterfront and passing boats, providing an everchanging source of entertainment. Its open proximity to the kitchen ensures a seamless flow, making it convenient for both hosts and guests.

Dining room in Holiday Isle home

Living Room

Immerse yourself in the allure of this living space, surrounded by thoughtfully designed built-in bookcases, bathed in the soft glow of natural light streaming through patio doors, and relishing the cozy warmth emanating from a fireplace. This area effortlessly blends comfort, and the enchantment of indoor-outdoor living, fashioning a sanctuary at the core of this coastal dwelling.

Living room in Holiday Isle home

Living room in Holiday Isle home

Master Bedroom

The master bedroom is your tranquil retreat. The cathedral ceiling creates an expansive and open feel with natural light spilling in from strategically placed arched windows. Adding to the allure is a captivating fireplace, offering both warmth and an intimate ambiance. Adjacent to the sleeping area is a private sitting space – a place to read, reflect, or simply enjoy the views of the waterfront through large windows.

Master bedroom in Holiday Isle home

Patio doors opening to a private balcony offer the perfect escape for that morning coffee.

Master bedroom in Holiday Isle home

Master Bath

Venturing further into the master bath, a world of opulence unfolds. A bidet, double vanity, and Hollywood-style dressing area reflect the attention to detail in every aspect of this private domain. The bathroom not only provides functionality but elevates daily routines to moments of indulgence.

Master bath in Holiday Isle home

A separate shower area and a sumptuous whirlpool tub offer options for relaxation, making the master bath a true spa-like haven.

Master shower in Holiday Isle home

2nd Primary Suite

The second primary suite serves as a separate apartment on the first floor.This self-contained suite features sitting area, bathroom and kitchen facilities. A convenient addition, considering short term rentals are allowed in this Holiday Isle community.

Apartment in Holiday Isle home

Apartment in Holiday Isle home


There are two additional bedrooms.

Bedroom in Holiday Isle home

The second floor bedroom features two beds - perfect for extra guests. Another full bathroom is conveniently available on this upper floor.

Bedroom in Holiday Isle home

Den or Office

The perfect space for that den, office or workout room, including a large window.

Office in Holiday Isle home

Your Outdoor Oasis Awaits

Multi-level decks equipped with a variety of seating and dining tables enhance the outdoor living space in this home.

Enclosed patio in Holiday Isle home

Covered deck in Holiday Isle home

Two 35' Deep-Water Boat Slips & Lift

For boat enthusiasts, the property offers ample space for yacht dockage, with an extended seawall and two 35 ft. boat slips. A boatlift adds convenience for watercraft maintenance and accessibility. Situated on a deep-water canal, the dock provides a gateway to the harbor, allowing easy day trips in the Gulf of Mexico. **Boats pictured are not included in the sale.

Boat Slips at Holiday Isle home

Canal view from Holiday Isle home

The Ultimate Florida Waterfront Lifestyle

Beyond the amazing amenities, the property's location in Destin, FL, adds an extra layer of attraction. Holiday Isle is known for its stunning beaches, vibrant community, and proximity to the Gulf of Mexico, this waterfront home offers not just a residence but a coastal lifestyle that embraces relaxation and recreation.

Canal view from Holiday Isle home

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Don't hesitate to contact the team at Destin Real Estate if you have any questions about this listing, or others. Use the handy form below, or call (850) 325-0004.

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Posted by Tim Shepard - Broker on


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