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DESTIN

One of the most popular communities provided by The BobbyJ Team

DESTIN

About DESTIN

One of the most renowned and well-appointed tourist destination cities along the gulf coast of Florida is found in Okaloosa County along US 98. While, officially billboarded as ‘The World’s Luckiest Fishing Village’, it is fair to say that the claim is only ‘mostly’ correct. Destin Florida—as a result of Destin Pass providing unparalleled access to the Gulf of Mexico—is indeed the epitome of a world-class deep sea / saltwater fishing industry and tourism destination. As for the term ‘village’ however… Destin has prospered into what might be more accurately referred to as a bonafide city. And while some might of course lament these winds and waves of change, know that those responsible for bringing Destin to it’s future did so like a boss. That all said, given that Destin Florida is still wildly charming and originally quaint in so many aspects— and because ‘The World’s Luckiest Fishing Village of a City’ is not nearly as catchy— it is certainly apt that the billboard remains. Few know that the majestic Destin Pass has a not-so-majestic origin. This magnificent hallmark of Destin Florida that single-handedly shaped and continues to shape and sustain it’s very culture, industry and way of life otherwise…came to being by the combination of two men with shovels and a hunch. In short, legend has it that two men had the idea of digging a trench from the Choctawhatchee Bay to the Gulf of Mexico several hundred yards away, in hopes that it would begin to flow enough that they would no longer have to carry their Jon boat over the coastal dunes in order to get some salt water fishing in. The hunch was correct. Maybe a little too correct. Imagine their surprise when the next day their concept of a slew…was nearly as wide as Destin Pass today. While hardly legal and certainly a dangerous and foolishly bold risk to abruptly slap two massive ecosystems head first into one another… the effort was executed in the innocent good intention of adventure and the result was fortuitous at minimum. Destin Florida is similar to it’s Bay County cousin Panama City Beach Florida in that it was formed over many decades. Both becoming the bustling resident and tourist gulf coastal hub-destinations they are by sustaining a focused intention over the years in offering their locals and tourists the perfect opportunity to live their best beach-life. In the case of Destin this looks like marinas; harbors; countless old and new residential developments and neighborhoods, Choctawhatchee Bay and Gulf front estates; townhouse, condominiums and apartment complexes; luxurious and modest hotels and motels; small and grand shopping centers; legendary nightlife and dining options; countless accesses to the Gulf of Mexico and the Choctawhatchee Bay; high ranking schools; and of course a full range of long established municipal and professional services. It’s interesting and somewhat comical to consider that all this and so much more came to be— at least perhaps in the magnitude and manner that it is— from a couple fellows with shovels having a ‘hold my beer’ moment. If you are interested in getting some bait in the water of the Destin Florida real estate market give us a call. We’d be happy to guide in any way we can.

One of the most popular communities provided by The BobbyJ Team
749
# of Listings
2
Avg # of Bedrooms
$474
Avg. $ / Sq.Ft.
$962,317
Med. List Price

Browse DESTIN Real Estate Listings

749 Properties Found. Page 4 of 50.

This stunning coastal retreat located in the exclusive gated beachfront community of Destiny by the Sea offers the perfect blend of luxury, space and beachside convenience.  This home has undergone a complete renovation including all New Furnishings, air conditioner, water heater, flooring, cabinetry, appliances, lighting and paint.  At the heart of the home is a chefs kitchen featuring a massive island - perfect for entertaining.  A second living room on the first floor along with two master suites with walk in shower and soaking tubs add privacy, making this home perfect for multiple families.  Experience endless outdoor living with five private balconies plus a sprawling rooftop deck showcasing panoramic views.   Additional features include two laundry rooms and an elevator. Destiny by the Sea with its community pool, private deeded beach access and 24 hour security make it the most sought after vacation destination on the coast.  Whether you're looking for a private beach retreat or a high-performing rental investment, this exceptional home delivers on all fronts in one of Destin's most coveted communities.
#987505

Destin

4816 Ocean Boulevard

5 Beds

4 Baths

4,189 Sq.Ft.

$2,775,000

MLS#: 987505

Welcome to 528 Vera Cruz Drive on Destin's coveted Holiday Isle! This expansive 4,800 SF canal-front retreat offers 5-bedrooms, 5.5-bathrooms, and 2-kitchens, upper and lower level, designed for entertaining or multi-generational living. Boaters will love the 2- deep-water slips with dock, decking, and seawall, providing quick access to Destin Harbor, Crab Island, Choctawhatchee Bay, and the Gulf of America. Excellent opportunity to obtain a canal-front single-family residence in the World's Luckiest Fishing Village of the Emerald Coast of Florida.Inside, enjoy open living spaces filled with natural light, a chef's kitchen with stainless steel appliances, and a spacious master suite. As your step outside to your private pool and patio area, the perfect setting for relaxing... entertaining. Holiday Isle residents also enjoy 2-private neighborhood beach walkovers, all just a short stroll away.
Whether you're seeking a primary residence, vacation home, or a short-term rental property, 528 Vera Cruz delivers the ultimate Destin lifestyleclose to world-class fishing, dining, shopping, and nightlife. Recently, the Seller updated the roof, pool area, seawall, boat slip(s) dock and decking. Don't miss this rare opportunity to own a piece of paradisecoordinate your private showing today!
#977383

Destin

528 Vera Cruz Drive

5 Beds

5 Baths

4,800 Sq.Ft.

$2,770,000

MLS#: 977383

Modern Rustic 3-Story Coastal Estate with Private Heated Pool, Spa & Dreamy Interiors. Steps to Crystal Beach-this stunning 3-story, 6-bedroom + bonus room, 5-bath modern rustic coastal estate boasts its own private heated saltwater pool and spillover spa, just steps from the sugar-white sands of world-famous Crystal Beach. Renovated from top to bottom, this home offers resort-style amenities with the comfort and warmth of a true coastal retreat.The backyard is a showstopper--decorative pool lighting shimmers after dark, while the outdoor pool bar & gazebo--complete with a refrigerator, bar seating, and al fresco dining area--makes every evening feel like vacation. Multiple private balconies overlook the dreamy oasis, offering Gulf breezes, serene views, and star-filled skies. Home Layout: This home offers plenty of room for everyone to spread out. The 2nd floor features the oversized Master Suite with a private bathroom, along with 5 large Guest Bedrooms, each with a King bed, plus a spacious Loft area for extra living space. On the main level, you'll find a Den with a sleeper sofa for additional accommodations + a full bedroom. The 3rd floor is complete with a Bonus Room featuring two Twin beds. Designed for comfort, every bedroom is generously sized to maximize space and relaxation. It's the ultimate place for a office and theater and/or anything you want.
#982880

Destin

4504 John Avenue

6 Beds

5 Baths

4,095 Sq.Ft.

$2,640,000

MLS#: 982880

Price reduced
ESTATE SALE! - Luxury Waterfront Living in Destin, FL. Stunning 4BR/2.5BA home with a 3 car garage on a rare .08 acre waterfront lot on Choctawhatchee Bay in Destin. Built in 2012 with 3,091 SF, hurricane resistant ICF construction, and quality upgrades throughout. Enjoy panoramic bay views, from your own backyard, complete with a private boat dock for easy water access, and a screened in heated pool for year round enjoyment. The grounds are adorned with mature trees, and new low maintenance landscaping with synthetic turf creating  a beautiful and effortless outdoor living experience. The property is gated, fenced and includes space for RV Parking with No HOA making this an exceptional coastal opportunity. Inside, you'll find a geothermal HVACsystem (2022) for energy efficiency, a 3-car garage with A/C, and a Generac full-house generator for peace of mind. Additional highlights include boat and RV parking, a detached storage shed, and plenty of room for entertaining both indoors and out.
Conveniently located in a neighborhood where there is no HOA, short term rentals are restricted and this home offers residential environment, free from the frequent turnover of transient visitors. This home is just 1 mile from Destin Harbor's top dining, shopping, 1 mile to the nearest public boat ramp, 10 minutes to the Destin Executive Airport and less than a mile to the famous Crab Island, this home places you at the heart of everything while offering a private waterfront retreat.
Don't miss this rare opportunity to own a premier bayfront property in one of Florida's most sought-after coastal communities with No HOA or Deed Restrictions.
#977798

Destin

411 Calhoun Avenue

4 Beds

2 Baths

3,091 Sq.Ft.

$2,600,000

MLS#: 977798

Situated on a rare double lot in Destin's sought-after Crystal Beach neighborhood, this luxury rental retreat boasts an exceptional income history--consistently generating $200,000 to $280,000 annually since 2019. With peak months averaging over $50,000, this eight-bedroom, seven-and-a-half-bathroom home pairs sophisticated design with outstanding investment potential.Built in 2018 and free of HOA restrictions, the home spans 0.64 acres and includes a private heated pool and spa, outdoor kitchen, fire pit, and expansive entertaining areas shaded by lush palms. Inside, the open-concept layout flows effortlessly from a sunlit living space to a gourmet kitchen outfitted with high-end appliances and generous dining accommodations. An elevator makes every level accessible, including the third-floor game room and wet barideal for family fun or post-beach wind-downs.

Each bedroom offers a private escape with ensuite baths and refined coastal d??cor, comfortably sleeping large groups while maintaining a sense of retreat. Outdoors, a foosball table, pool table, and multiple gathering spaces make it a favorite among vacationers. With parking for up to seven vehicles and a short six-minute stroll to the beach, this getaway offers the perfect balance of leisure and location.

Whether you're hosting a reunion, retreat, or simply seeking a high-yield property in the heart of Destin, this coastal compound stands out as both a serene getaway and a proven performer in the luxury rental market.
#974783

Destin

4559 Luke Avenue

8 Beds

8 Baths

4,339 Sq.Ft.

$2,597,500

MLS#: 974783

Experience this modern beach home, perfectly situated in the heart of Crystal Beach, just steps away from two public beach accesses. This stunning retreat, crafted with care and attention to detail, was completed in April 2018 and features professional decor throughout. With a total of seven bedrooms, each accompanied by its own full bath, it ensures maximum comfort and privacy. Spanning just over 3,300 square feet, this expansive residence offers abundant space for gatherings and relaxation. The main floor is designed for convenience and socializing, showcasing a fully equipped kitchen, an inviting open living room perfect for entertaining, and two luxurious king bedrooms. Ascend to the second floor, where you'll discover four additional king rooms, each with its own private balcony. This level also includes a spacious living area featuring a queen sleeper sofa, making it a versatile space. Venture outside to the generous backyard, which features a private heated pool that invites leisurely swims or sun-soaked lounging. For the culinary enthusiast, a gas grill is readily available for enjoyable outdoor cooking, allowing you to savor your meals in the fresh air. The outdoor shower provides a convenient option for rinsing off after a day at the beach, while the shaded sitting area, furnished with umbrellas and ample loungers, creates a perfect haven for relaxation. The property also boasts an oversized driveway, accommodating up to seven vehicles, with additional space available for a boat or RV, ensuring your adventures are just a step away.
#986396

Destin

84 Cobia Street

7 Beds

7 Baths

3,389 Sq.Ft.

$2,595,000

MLS#: 986396

A stunning lakefront estate in the heart of Destin, Florida, this eight-bedroom, six-bathroom retreat offers a rare combination of privacy, elegance, and walkable beach access. Located within a secure gated community and just minutes from the Gulf, this residence embodies coastal luxury at every turn.Spanning three thoughtfully designed levels, the home offers exceptional comfort and functionality. Recently updated with fresh paint, furnishings, and decor. On the first floor, a two-car garage provides ample storage, while a spacious recreation and workout room with a full bathroom including a stand-up shower creates the perfect space for active living. A large bunk room comfortably sleeps 6 to 8 guests, making it ideal for hosting extended family or vacation renters. The second floor serves as the main gathering level, where two generous bedrooms each with large walk-in closets complement the expansive living area. The open-concept kitchen is fully appointed with quartz countertops, upgraded appliances, and picturesque views of the lake. An oversized kitchen island with seating for eight offers a central hub for entertaining and casual dining. The spacious living room features ample seating, a built-in entertainment center, and access to one of the home's multiple outdoor decks. Two full bathrooms and a fully equipped laundry room complete this level.

Upstairs, the third floor boasts four large fully furnished bedrooms and access to a private balcony and covered porch. The bathrooms are designed with quartz countertops, glass-enclosed showers, and double vanities for a spa-like feel. A Jack and Jill bathroom connects two of the guest bedrooms, both of which are appointed with queen beds and flat-screen TVs.

Fully furnished and turnkey, the home is rental ready with a projected income of over $213,000 annually, offering an exceptional opportunity for investors or those seeking a second home along Florida's Emerald Coast.

With deeded access to the private beach just a short walk away and resort-style amenities including a community pool, this property offers an unmatched blend of serenity, style, and convenience. Moments from Destin's premier shopping, dining, and recreation, it delivers the ultimate expression of luxury coastal living
#981271

Destin

3878 Sand Dune Court

8 Beds

6 Baths

4,506 Sq.Ft.

$2,500,000

MLS#: 981271

Welcome to Seas The Moment, your opportunity to own a high-performing vacation rental and unforgettable beach retreat in Destin's sought-after Crystal Beach neighborhood. Just a half-mile from the sugar-white sands of the Gulf, this stunning property brings in over $230,000 in annual rental income--and offers everything today's travelers (and owners) are dreaming of.Set on a rare lot and a half, the estate comfortably hosts up to 14 guests and 8 vehicles, with a 4-bedroom main home and two separate carriage house studios--perfect for multi-generational stays or maximizing rental flexibility. Whether you're entertaining family, hosting friends, or welcoming guests, this home delivers. Outdoors, unwind in your private backyard oasis with a sparkling pool, hot tub, and firepit, all surrounded by lush landscaping that invites relaxation and connection.

Inside, the home blends laid-back coastal charm with modern comfortopen-concept living, sunlit interiors, and thoughtfully designed spaces that welcome rest after a day at the beach. The carriage house suites offer added privacy for guests or owners who want a personal retreat.

Located just minutes from Camille's, Destin Commons, and local hot spots, Seas The Moment offers not just a homebut a lifestyle and an income stream in one.

Don't miss your chance to own one of Destin's most iconic rental properties. Live it, love it, or let it pay for itself.

Seize the momentthis one won't last.
#972990

Destin

4421 Luke Avenue

6 Beds

5 Baths

3,759 Sq.Ft.

$2,500,000

MLS#: 972990

Owning six units at Beach Lofts in Destin gives investors a rare chance to secure immediate cash flow in one of the most consistent rental markets along the Emerald Coast. Four of the six units are already leased at an average of $2,900 per month, which means income starts on day one with clear potential for rent growth as demand continues to rise. Buyers also have the flexibility to purchase fewer units if desired, with six being the maximum available in this bulk offering. Each townhome offers approximately 1,758 square feet of thoughtful design beginning with an open main level where a spacious family room flows to the covered patio through double doors. The kitchen brings plenty of appeal with white cabinetry, stainless steel appliances, and a large island with seating. A half bath completes the main level. Upstairs, all three bedrooms are well appointed including a large primary suite with a window seat, walk-in closet, and private ensuite with double vanity, tile shower, and water closet. The secondary bedrooms share a hall bath with a double vanity and shower/tub combo, and both bedrooms open directly onto an upstairs covered patio overlooking the pool  a feature renters love.

Location is another standout. Beach Lofts sits close to Destin Commons, HarborWalk Village, and the emerald waters Destin is known for. Transportation is effortless with quick access to Highway 98 providing seamless connectivity to nearby communities and major conveniences. With an HOA of $975 dollars per quarter and average insurance of $2,200 dollars per unit, operating costs remain attractive while the long term upside stays solid. This is a clean, well positioned multi unit opportunity built for steady returns and future appreciation.
#990398

Destin

100 Beach Drive 2,3,4,7,8,9

None Beds

None Baths

N/A

$2,500,000

MLS#: 990398

Destin is called the 'World's Luckiest Fishing Village' and hosts the largest fishing tournament in the country for the entire month of October called the 'Destin Fishing Rodeo' that brings anglers from all parts of the USA to participate. Take the short walk from your unit to the dock and hop on your boat and you only are a short ride to the east pass. There you can hang a right, go past the renown 'Crab Island' sandbar where hundreds of boaters anchor up with fellow boaters for a wonderful day on the water or continue to some of the most pristine water for inshore fishing for redfish, speckled trout, flounder and other species. Or you can hang a left out of the pass to the Gulf of America and enjoy the consistently impressive catches of grouper and red snapper the gulf has to offer. Once back at your dock there is a cleaning table available for you to clean your catch and take it to one of the many restaurants on the harbor and they will "cook you catch" for a fantastic dinner on the harbor. The building has a new 50 year roof, the elevator has been upgraded to meet the new codes, the pool has received new plumbing and has been resurfaced. The pool deck has new pavers and lighting, there was a 1.4M investment made to replace the retaining wall, ramp to the docks, and new handrails. All units have hurricane impact windows and doors. There is a new fence on the west side of the property and new landscaping around the property. The electrical service has been upgraded with a new distribution panel and switch gear to meet code. The material is on site and construction on a new 6 slip boat dock is underway, one slip is assigned to each unit.  Both units have new AC units, unit 101 has new high end appliances and washer and dryer.  Both units have 1 tandem and 1 single assigned parking spaces
#989485

Destin

724 Harbor Boulevard UNIT 101 & 201

6 Beds

6 Baths

3,844 Sq.Ft.

$2,499,000

MLS#: 989485

Price reduced
A custom multigenerational Estate Home designed for convenience and comfortable living. Thoughtfully planned for flexible living and effortless entertaining, this 6-bedroom, 6-bathroom showplace combines luxury finishes with practical features to accommodate extended families and guests. Highlights include a separate office, an amazing chef's kitchen onthe main level, (complete with high-end appliances, large workspaces, multi-prep areas, a walk in pantry with abundant storage). There is also an entertainer's wine room, as well as a dedicated lower-level kitchen. The resort-style outdoor living space boasts a screened porch with its own built-in kitchen, overlooking a large saltwater pool, a relaxing hot tub, and a gas fire-pit. The main kitchen overlooks the outdoor living space and the first fairway of the award-winning Regatta Bay Golf Course. Zero step, accessible entry from the driveway with no stairs required to enter the house, and an elevator which provides convenient access to all levels. Sturdy concrete construction assures both durability and low maintenance, and a brand-new roof provides both lasting protection and peace of mind. Multiple garages and a circular driveway will accommodate multiple vehicles. Stress-free public beach access is just a short ride via a golf cart!
#980510

Destin

442 Regatta Bay Boulevard

6 Beds

5 Baths

6,711 Sq.Ft.

$2,465,000

MLS#: 980510

Discover the allure of this property, an exquisite four-bedroom residence nestled within the coveted Destiny by the Sea community. This modern abode boasts a prime location mere moments away from the pristine shoreline, a leisurely two-minute stroll from your doorstep. Situated on the ground floor, the bunk room serves as a sanctuary for those who relish shared moments. Adorned with two full over full bunk beds, an ensuite bathroom, and an entertainment corner, this space offers cozy comfort and endless opportunities for bonding.Step into the expansive main level situated on the second floor, tailor-made for grand gatherings with its open floor layout and ample seating. The living room beckons with dual generous seating areas arranged around a flat-screen TV, while the eat-in kitchen dazzles with its tasteful adornment of high-end stainless steel appliances and stunning quartz countertops. Whether savoring meals at the kitchen bar or gathering around the elegant dining table for eight, everyone is invited to indulge in the exquisite atmosphere!

On the third floor, you'll find two king bedrooms and one spacious double queen bedroom, each featuring its own luxurious private en-suite for added comfort and convenience.

Conveniently positioned amidst the captivating attractions of the Emerald Coast, Destiny by the Sea presents gated entry, neighborhood beach access, and a communal pool for residents' enjoyment. This property stands as a must-see for buyers in search of a seamless investment opportunity or a cherished personal retreat!

Complete Tour: https://real.vision/white-pearl?o=u
#950090

Destin

4846 Ocean Boulevard

4 Beds

5 Baths

3,857 Sq.Ft.

$2,449,000

MLS#: 950090

Welcome to the best of both worlds with the beach and boating lifestyle located on Holiday Isle. This fully renovated, 4-bedroom, 3-bathroom coastal retreat is just two blocks from the beach and sits on a deep-water canal, offering the perfect waterfront lifestyle. With spacious living areas on both levels. Stylish finishes, modern appliances, and expansive outdoor spaces create a welcoming atmosphere for relaxing or entertaining. Enjoy beach living, boat access, and luxurious comfort all in one stunning property. Ideal for vacation rentals or personal use!
#960783

Destin

522 Osceola Drive

4 Beds

3 Baths

2,396 Sq.Ft.

$2,415,000

MLS#: 960783

Welcome to the Ultimate a sanctuary where the East Pass and the Gulf of America merge in breathtaking beauty,with your own private waterfront wrap around balcony spanning over 2000 sq feet. Just stepping off your private elevator transports you to a realm of unmatched elegance and serenity. As you cross the threshold of this remarkable west-end facing unit, your senses are immediately enveloped in the natural splendor unfurling before you. The panorama is nothing short of spectacular. The vistas of the pass and the shimmering Gulf stretch out like a living masterpiece. Walk outside to one of the two largest waterfront balconies in Destin Fl and watch the dolphins play or enjoy a front row seat to the fireworks show all summer long, every Monday and Thursday. The opposite side of your sanctuary offers a mesmerizing view of the Destin Harbor, here both day and night are adorned with stunning views.  Watch the sunrise and boats sail across the harbor, once the sun takes its bow, twinkling lights reflect against the gently rippling water, and you hear the music from across the harbor making you feel even more alive.

This one of a kind completely renovated condominium is a showcase and comes entirely furnished with meticulously selected, top-tier designer furniture throughout. It features quartz countertops, new high-end Cafe' appliances, custom draperies, Lutron electric shades, fresh paint throughout, white marble flooring throughout, advanced lighting systems, voice activated surround sound, all included in the price.


The Ultimate is an intimate, 21-unit gated, owners only condominium, designed with privacy and luxury in mind. This unit also comes with a private enclosed garage and a climate-controlled storage unit. The Ultimate features all the amenities' you'd ever need to unwind in style. Dive into the sun-kissed delights of the oversized pool or relax in the hot tub under a canopy of stars. For the active lifestyle, enjoy the newly renovated sports court or hop over to the gym. Unwind further into the sauna or take advantage of the marina right at your fingertips with maintenance staff available to ensure everything is in pristine condition.  Secure your spot in paradise and let the magic of Destin come alive!
#983584

Destin

280 Gulf Shore Drive 243

3 Beds

3 Baths

2,660 Sq.Ft.

$2,395,000

MLS#: 983584

Price reduced
Available to show 11/22! Popular RentalOnce in a rare while, a coastal home captures everything people dream of at the beach -- beauty, balance, and lasting value.Sweet Caroline is that kind of rarity.With $191,863 in verified rental income as of November 2025, it performs as beautifully as it presents. Beyond the numbers, it offers effortless luxury where every detail feels intentional.Set within the gated community of Destiny East, this fully furnished retreat features designer interiors, a private pool, and easy access to the Gulf, blending luxury, location, and longevity in perfect harmony.Whether you're seeking a legacy home or a turnkey investment with consistent returns, Sweet Caroline stands apart as a coastal classic -- timeless, proven, and beautifully its own.
#973270

Destin

47 Tranquility Lane

6 Beds

6 Baths

4,355 Sq.Ft.

$2,395,000

MLS#: 973270

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