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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
740
# of Listings
3
Avg # of Bedrooms
$606
Avg. $ / Sq.Ft.
$1,119,027
Med. List Price

Browse DESTIN Real Estate Listings

740 Properties Found. Page 34 of 50.

Experience the best of coastal living in Destin, Florida at Poolside Villas Unit 302, a perfectly located condominium located just steps from the sugar-white sand and emerald waters that make the Emerald Coast famous. Situated within the gated Poolside Villas community, this property offers the rare combination of deeded beach access to the Gulf of Mexico, resort-style amenities, and strong vacation rental potential, making it an exceptional opportunity for both investors and second-home buyers seeking a premier Destin beach condo. Owners and guests enjoy the crystal blue waters of the community pool, beautifully maintained grounds, and the relaxed coastal lifestyle that defines living along Gulf Shore Drive in Destin. With proven rental history and consistent guest demand, this condo presents an attractive investment opportunity in one of Florida's most sought-after beach destinations. In addition to all the great community features, the unit has been modernized and is turn key ready. You don't have to worry about the water heater or HVAC as they are both on the newer side. 
Positioned in the heart of Destin on Holiday Isle, Poolside Villas offers a highly desirable location for vacationers and homeowners alike. The property's deeded beach access allows residents and guests to easily walk to the Gulf's iconic white sand beaches and emerald green water--one of the primary reasons Destin continues to rank among the top vacation destinations in Florida. The gated setting adds an extra level of privacy and security while maintaining the relaxed atmosphere of a boutique coastal community.
The community pool provides the perfect place to unwind after a day at the beach or on the water, and it's a highly desirable amenity for vacation guests looking for multiple ways to enjoy their stay. The intimate size of the Poolside Villas complex enhances its appeal, offering a quieter alternative to large high-rise developments while still delivering the amenities and location that short-term rental guests seek.
This property's strong rental history highlights its potential as a high-performing Destin investment property. The combination of beach access, gated entry, pool amenities, and proximity to the area's most popular attractions makes it a consistent choice for vacation travelers visiting the Emerald Coast.
From this central Destin location, owners and guests are minutes from HarborWalk Village, Destin Harbor, waterfront dining, charter fishing, world-class golf courses, shopping, and entertainment. The nearby Destin Harbor area offers endless opportunities for boating, fishing, dolphin cruises, and sunset views, while local restaurants and boutiques provide the vibrant coastal lifestyle that attracts visitors year-round.
Whether you're searching for a Destin beach condo with rental income potential, a private coastal getaway, or a strategic addition to your real estate portfolio, Poolside Villas Unit 302 offers an ideal blend of location, amenities, and investment opportunity along the beautiful Emerald Coast of Florida.
#998068

Destin

300 Gulf Shore Drive 302

2 Beds

2 Baths

900 Sq.Ft.

$470,000

MLS#: 998068

Less than a mile from the beach! Build your dream home in one of Destin's most desirable golf communities! The homesite (lot 52) is located in Regatta Bay's newest development, TradeWinds. TradeWinds will consist of 54 homesites. Homes will be of a West Indies w/ Dutch influence style of architecture. Owner has the option to use an approved Architect & an approved Builder. Regatta Bay is a quiet, gated, golf & boating community that offers a LIFESTYLE unlike no other! The Regatta Bay Lifestyle is about convenience! You can golf cart to so many fun places in minutes, including the Beach! (See aerial photos) Within Regatta Bay, there is golf, swimming, tennis, pickle ball, park, playground, Regatta Bay Clubhouse, Legendary Marine & Legendary Yacht Club. Click 'more' to continue. Regatta Bay offers a private road that takes residents to the Destin Commons, where you'll find an array of popular men's and women's retail stores, a variety of restaurants, Whole Foods, Bass Pro, Lowes, AMC movie theater and Uncle Buck's Bowling! ALL ACCESSIBLE BY GOLF CART.
#926030

Destin

4570 Sailmaker Lane

None Beds

None Baths

0.17 acres

$469,816

MLS#: 926030

Lowest priced 4-bedroom in Destin with a private pool! Situated on a .25-acre lot, this renovated home features a custom saltwater pool with pavers and a covered composite deck. The massive fenced backyard provides specific flexibility to add a pool house, mother-in-law suite, or ADU. Inside, discover freshly painted walls and updated trim and paneled walls, updated lighting, and a kitchen with solid wood 42'' cabinets, custom pull-outs, and newer stainless appliances. While the City prohibits short-term rentals in this area,  the No HOA status offers the ultimate freedom to park your boat, trailer, or RV right in your yard.  Located just minutes from world-class beaches and dining in the world's luckiest fishing village! LIFESTYLE & LOCATION: Truly a boater's and beach lover's dream, this home sits in the heart of Destin, offering the rare freedom of No HOA restrictions. Take advantage of your spacious .25-acre lot to park your boat, trailer, or RV right at homesaving you thousands in storage fees. When you are ready to launch, you are just minutes from Joe's Bayou Recreation Area and local boat ramps, giving you quick access to the Choctawhatchee Bay. From there, it's a short, scenic cruise to the world-famous Crab Island for day parties or through the East Pass for deep-sea fishing in the Gulf of Mexico.

ATTRACTIONS & CONVENIENCE: You are perfectly positioned to enjoy the best of the Emerald Coast. Spend your weekends exploring the vibrant Destin Harbor Boardwalk and HarborWalk Village, known for its waterfront dining, seasonal festivals, and the Destin Seafood Festival. For shopping and entertainment, Destin Commons and the legendary silver sands of Henderson Beach State Park are just a short drive away.

SCHOOLS & POTENTIAL: This property is zoned for highly-rated local schools, including Destin Elementary and Destin Middle School, with Fort Walton Beach High School and the tuition-free Destin High School (charter) nearby. The expansive backyard not only features the custom saltwater pool but also offers the specific square footage and zoning flexibility to build a carriage house, ADU (Accessory Dwelling Unit), or mother-in-law suiteadding instant equity and multi-generational living potential to your investment.

Highlights:
Water Access: Minutes to Bay & Gulf boat launches.
Schools: Zoned for Destin Elementary & Middle.
Freedom: Room for Boat/RV parking & future ADU expansion.
Vibe: Private resort-style living with zero HOA dues.

*Home is sold unfurnished.  Photos with furniture are virtually rendered.
#994810

Destin

608 Legion Drive

4 Beds

2 Baths

1,400 Sq.Ft.

$469,000

MLS#: 994810

This one is better in person! Super POPULAR 1st Floor! Rare find! Stunning two bedroom sold fully furnished with expansive patio! Wonderful updates! Pride of Ownership is evident! EXTRA BONUS: Condo includes 3 beach chairs w/ the onsite beach hut! With these chairs, Owners can utilize the beach attendant for $12/day or $60/wk. This is a low density resort & is not overcrowded! EXPERIENCE THE BEST OF DESTIN! A TRUE HIDDEN GEM! The resort of Silver Dunes HAS IT ALL! UNCROWDED BEACH, game room, tennis, GATED, pool is BEACHSIDE, BBQ grills, Fitness Center, Ice Machines, Take One/Leave One Program for beach floats, sand toys, etc., planned summer activities & one storage locker right near the beach is INCLUDED! Guest at Silver Dunes return year after year, generation after generation!
#995540

Destin

1030 E Highway 98 6

2 Beds

2 Baths

960 Sq.Ft.

$467,500

MLS#: 995540

AFFORDABLE BEACH LIVING - FULLY FURNISHED & TURN-KEY!
Discover the perfect coastal retreat in this beautifully updated 2-bedroom, 2-bath condo at The Enclave. Sold fully furnished, this unit is truly plug-and-play.

Located in a secure, gated community directly across from the Gulf, you'll enjoy deeded beach access and a resort lifestyle. Amenities include a sparkling swimming pool, volleyball, tennis and pickleball courts, and a dedicated BBQ area. Whether you are looking for a high-yield investment or a personal slice of paradise, this move-in-ready gem is the ultimate Emerald Coast find.
#1002584

Destin

3655 Scenic Highway 98 602 B

2 Beds

2 Baths

1,314 Sq.Ft.

$465,000

MLS#: 1002584

2bedroom 2 bath- End Unit- at The Islander Resort. Recently remodeled unit with stylish decor. The perfect location in Destin, Florida on prestigeous Holiday Isle. The beach is just steps away! The views of the Gulf as well as Destin's East Pass are gorgeous! Amazing sunets await you! The family room is open & spacious while the kitchen boasts of Granite countertops & stainless steel appliances. Relaxation & unforgettable: notable words for a wonderful place to own. Perfect for a family vacation or a quick weekend at the beach!. The condo development is quiet, family oriented, with fun activities. Pools, tennis, pickleball, beach-Excellent location- close to restaurants & shopping. Your beach getaway is waiting for you to arrive, and you will never want to leave! Enjoy the beach!
#996711

Destin

502 Gulf Shore Drive 618

2 Beds

2 Baths

987 Sq.Ft.

$465,000

MLS#: 996711

Over 80k in Vacation rentals booked in 2026.  Imagine waking up every morning to sweeping, panoramic views of the Gulf and the dazzling Destin skyline. This 11th-floor gem offers with over 1100 sqft  ,two bedroom two full baths. Turn key. Picture yourself lounging on the spacious balcony, sipping your morning coffee as boats glide across the emerald waters or unwinding with a private sunset.
The thoughtfully designed space is fully furnished and brimming with upscale touches--recessed lighting, stainless steel appliances and serene coastal decor that perfectly complements the beachside vibe. And with all utilities, including electricity, covered by the HOA dues, you can focus on what matters most: living in the moment. Now with the on location Blue Lagoon restaurant and poolside bar. Not to mention dining delivery will pamper your needs. Step outside, and you'll find resort-style amenities that feel like an endless vacation. Dive into the stunning 11,000 sq. ft. lagoon pool, relax in the heated pool. Stay active with tennis, pickleball, basketball, or a workout at the state-of-the-art fitness center. When it's time to kick back, grab a drink at the tiki bar, savor a meal at the onsite restaurant, or grab a coffee to fuel another day of adventure. Seasonal beach shuttles make it effortless to reach the sugar-white sands or explore Destin's vibrant HarborWalk Village for shopping, dining, and entertainment.
With every detail designed to deliver relaxation and luxury, this condo invites you to embrace the best of the beachside lifestyle whether it's your personal sanctuary, a vacation retreat, or a high-performing rental property with 66k in booking YTD. The only thing missing is you.
#991943

Destin

4207 Indian Bayou Trail 21116

2 Beds

2 Baths

1,150 Sq.Ft.

$462,500

MLS#: 991943

Less than a mile from the beach! Build your dream home in one of Destin's most desirable golf communities! The homesite (lot 50) is located in Regatta Bay's newest development, TradeWinds. TradeWinds will consist of 54 homesites. Homes will be of a West Indies w/ Dutch influence style of architecture. Owner has the option to use an approved Architect & an approved Builder. Regatta Bay is a quiet, gated, golf & boating community that offers a LIFESTYLE unlike no other! The Regatta Bay Lifestyle is about convenience! You can golf cart to so many fun places in minutes, including the Beach! (See aerial photos) Within Regatta Bay, there is golf, swimming, tennis, pickle ball, park, playground, Regatta Bay Clubhouse, Legendary Marine & Legendary Yacht Club. Click 'more' to continue. Regatta Bay offers a private road that takes residents to the Destin Commons, where you'll find an array of popular men's and women's retail stores, luxury boutiques, a variety of restaurants, Whole Foods, Bass Pro, Lowes, AMC movie theater and Uncle Buck's Bowling! ALL ACCESSIBLE BY GOLF CART.
#960770

Destin

4566 Leeward Lane

None Beds

None Baths

0.19 acres

$461,204

MLS#: 960770

Seller offering $10k anyway money! Check out this great rental or second home! Turnkey, furnished and rental-ready 2bed/2bath condo in the popular Sterling Shores condominium resort located in the heart of Destin! Relax on the balcony and enjoy beautiful tropical pool views or take a short venture to the private walkway to access 400' of deeded beach access on one of the world's most beautiful beaches. Sterling Shores is a gated complex featuring a 4300sqft lagoon pool plus a second heated pool next to the beach for cooler months, fitness center, bbq grills, serving tiki bar and more! Unit has been recently updated with all new stainless-steel kitchen appliances, new light oak LVP flooring in bedrooms for a fresh beachy vibe along with a new interior paint job. VA Assumable Loan option@2.
#994440

Destin

1751 Scenic Highway 98 216

2 Beds

2 Baths

943 Sq.Ft.

$460,000

MLS#: 994440

Must see!!   Value priced 3BR/ 2.5B  fully furnished  1289 sq ft townhome Located south of Hwy 98 on the beautiful  tropical  landscaped 114 acres of Southbay By The Gulf.  A 109 Townhome Resort amidst lake and gulf front access and views. 
This family oriented, pet friendly beach resort offers both patio and deck 2 and 3 story townhomes. New Photos coming soon!
#992227

Destin

940 US-98 34

3 Beds

2 Baths

1,289 Sq.Ft.

$459,500

MLS#: 992227

Diamond Lakes is the kind of Destin location that makes daily life simple.

Tucked into the heart of town, this single-level townhome puts you minutes from the beach, Destin Commons, local restaurants, everyday errands, and the harbor, without making life feel like a production.

Inside, the open floor plan provides a seamless flow between the living room and kitchen, with 17-inch tile flooring, granite kitchen countertops, stainless steel appliances, crown molding, and a vaulted beam ceiling that adds character. The living room centers around a gas fireplace, giving the main gathering space a comfortable focal point. The enclosed Florida room adds flexible space for morning coffee, reading, or an easy overflow spot when company is in town. The primary suite includes a custom walk-in closet, double vanity, separate shower, and jetted tub. Two secondary bedrooms share a well-appointed hall bathroom. Interior doors are ADA-specified 36 inches wide, adding meaningful accessibility throughout the home.

Outside, there is a covered front porch, lush landscaping, access to the community pool, and a two-car garage that makes everyday living easy.
#1002036

Destin

230 Diamond Cove

3 Beds

2 Baths

1,756 Sq.Ft.

$457,000

MLS#: 1002036

New on site 2 days ago
Experience coastal living at its finest in this stunning 2-bedroom Gulf view condo in the heart of Destin. Perfectly positioned to showcase unforgettable Emerald Coast sunsets, this exceptional property offers the ideal blend of relaxation, comfort, and investment potential.  Whether you're searching for a second home, vacation getaway, or income-producing property with a history of repeat guests, this condo checks every box. Inside, you'll find a spacious open layout featuring beautiful maintenance-free wood-look tile flooring throughout, creating a stylish and low-maintenance retreat.  Designed for entertaining and easy beachside living, the generous living spaces flow seamlessly onto your private balcony -- the perfect spot to unwind while enjoying panoramic Gulf views and breathtaking sunsets night after night.  This is your  opportunity to own a slice of paradise in one of Florida's most sought-after beach  destinations. This unit is truly a MUST SEE!
#1003413

Destin

502 Gulf Shore Drive 505

2 Beds

2 Baths

987 Sq.Ft.

$455,000

MLS#: 1003413

Quaint & Cozy Gulf Front condo ... just steps away from the white sandy beaches. Enjoy the newly remodeled  kitchen, while enjoying views of the Emerald green water. The property is situated on 300 feet of beach with private access, Enjoy Gulf views from two community decks, plus a barbecue area for outdoor dining. A perennial rental favorite generating $41k in  gross income in 2025 .... over 10% ROI based on list price.  A new roof was just installed, with a 10 year warranty, transferable to a new owner.

 PS;  Owner has 6 units at Capri, all of which are for sale.  Please call for more details.
#1000665

Destin

3100 Scenic Hwy 98 UNIT 119

1 Beds

1 Baths

500 Sq.Ft.

$455,000

MLS#: 1000665

Less than a mile from the beach! Build your dream home in one of Destin's most desirable golf communities! The homesite (lot 33) is located in Regatta Bay's newest development, TradeWinds. TradeWinds will consist of 54 homesites. Homes will be of a West Indies w/ Dutch influence style of architecture. Owner has the option to use an approved Architect & an approved Builder. Regatta Bay is a quiet, gated, golf & boating community that offers a LIFESTYLE unlike no other! The Regatta Bay Lifestyle is about convenience! You can golf cart to so many fun places in minutes, including the Beach! (See aerial photos) Within Regatta Bay, there is golf, swimming, tennis, pickle ball, park, playground, Regatta Bay Clubhouse, Legendary Marine & Legendary Yacht Club. Click 'more' to continue. Regatta Bay offers a private road that takes residents to the Destin Commons, where you'll find an array of popular men's and women's retail stores, a variety of restaurants, Whole Foods, Bass Pro, Lowes, AMC movie theater and Uncle Buck's Bowling! ALL ACCESSIBLE BY GOLF CART.
#938792

Destin

4683 Westwinds Way

None Beds

None Baths

0.19 acres

$452,385

MLS#: 938792

Location, location, location!!  This is a 2 bed, 2 bath, 1st floor, end unit with access to the pool and a private path to the beach.  2 unassigned parking spaces are included. 
 This would make a great investment property or vacation home.  Tile floors throughout with LVP flooring in the 2nd bedroom.  Granite countertops, tile backsplash and stainless appliances in the kitchen.  There is a water taxi that can take you to Harborwalk village, with great dining options and shopping just minutes away.  A new water heater was installed in January 2024.  Recently renovated and all assessments have been paid.  A new HVAC unit was installed in June 2025.
#979623

Destin

300 Gulf Shore Drive UNIT 108

2 Beds

2 Baths

840 Sq.Ft.

$448,500

MLS#: 979623

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