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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
691
# of Listings
3
Avg # of Bedrooms
$0
Avg. $ / Sq.Ft.
$1,107,705
Med. List Price

Browse DESTIN Real Estate Listings

691 Properties Found. Page 5 of 47.

$300,000 price improvement!   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 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.

$2,475,000

MLS#: 987505

Stunning Crystal Beach Rental Powerhouse - Steps to Destin's NEW Expansive Public Beach Access with Bathrooms & Boardwalk! NO HOA!
This is the beach investment everyone is watching. Located in the heart of highly desirable Crystal Beach, this 8BR/6.5BA coastal retreat sits on one of the largest lots in the neighborhood and is just a short stroll to the brand-new, expansive public beach access featuring bathrooms and a boardwalk, currently being developed by the City of Destin. This rare upgrade to the area makes this property even more valuable for both personal enjoyment and rental appeal.

The main home offers 6BR/4BA, while the luxurious 2BR/2.5BA cabana house creates the perfect setup for multiple families, large groups, or maximizing rental income. A true courtyard oasis sits between the two homes--complete with a private heated pool, oversized gas fire pit, brick-paver lounge and dining area, and a large screened-in porch overlooking it all. This is outdoor living at its finest.

Inside the main home, an open-concept living/dining/kitchen area welcomes you with abundant natural light from the bay windows. The kitchen features a spacious breakfast bar, stainless steel appliances, French-door refrigerator, and a gas range--ideal for hosting and entertaining.

Just steps to the Pompano Street beach access and the newly acquired large public beach, this location is about to become even more sought-after. With room to expand the guest house or add additional amenities, the upside potential is exceptional.

Plenty of parking. No HOA. Prime location. Massive lot. High-earning rental machine.

Opportunities like this don't sit long--secure your Crystal Beach investment before the new beach access opens and values climb. Reach out today to make this standout property yours.
#997916

Destin

69 Pompano Street

8 Beds

6 Baths

3,006 Sq.Ft.

$2,470,000

MLS#: 997916

Welcome to 438 Regatta Bay Boulevard -- an exceptional new construction residence perfectly positioned on nearly half an acre along the 1st hole of Regatta Bay's championship golf course. This thoughtfully designed single-level home offers 4 bedrooms and 3.5 baths, blending refined finishes with effortless livability.
A dramatic 16-foot foyer entry immediately sets the tone, drawing your eye through the home to the expansive outdoor living space beyond. Designed for both entertaining and everyday comfort, the nearly 1,000 square feet of covered outdoor living creates a seamless indoor-outdoor experience overlooking the fairway. The chef's kitchen is equipped with premium Thermador appliances and opens naturally into the main living areas, creating an ideal setting for hosting or quiet evenings at home. Privately situated, the primary suite spans the entire left wing of the residence -- a true retreat offering space, privacy, and tranquility.
Additional highlights include a spacious three-car garage with decorative epoxy chip flooring, an expansive walk-in attic for exceptional storage, 4 zone Sonos sound system, and convenient golf cart access to the Regatta Bay clubhouse, Legendary Marine, Destin Commons, and more.
A rare opportunity to own a one-level new construction home in one of Destin's most sought-after gated golf communities.
#995682

Destin

438 Regatta Bay Boulevard

4 Beds

3 Baths

3,278 Sq.Ft.

$2,450,000

MLS#: 995682

Spacious and thoughtfully updated, this beach home is located in the highly sought-after Crystal Beach community of Destin, Florida, just half a block from the beach. Offering approximately 4,100 square feet, this 9-bedroom, 6 bath, which includes 2 Jack-and-Jills and an elevator servicing all levels. The home is designed for both comfort and performance as a strong income-producing rental or exceptional second home.
The open-concept main living area on the first floor features a large kitchen and living space with abundant seating, ideal for hosting groups and gatherings. The home has been professionally designed and decorated, with new flooring throughout, extensive trim and crown molding in every room, and complete interior and exterior paint completed in 2024. The kitchen and bathrooms were remodeled in 2025, adding modern finishes and functionality.
Outdoor living is a highlight, featuring an upscale pool and spa added in 2024, along with a newly added gazebo, lighting, and furnishing; perfect for relaxing after a day at the beach. The second floor offers an additional sitting area, and the home includes over 800 square feet of porches, extending the living space outdoors. All bedrooms are generously sized, including an expansive primary suite with a large en-suite bathroom and a private washer and dryer located within the primary closet. With its prime location, substantial updates, and strong rental appeal, this property presents an outstanding opportunity in one of Destin's most popular beachside neighborhoods.
#994211

Destin

92 Woodward Street

9 Beds

5 Baths

4,102 Sq.Ft.

$2,449,000

MLS#: 994211

Short term rental powerhouse featuring a 2021-built designer home with private seasonally heated pool and spa, 7 bedrooms including multiple with private baths, full kitchen, outdoor shower, and massive 18 person sleeping capacity to maximize revenue.

Designer furnishings, professional photography and full inventory to convey for immediate revenue generation.

Less than one block from Destin's sugar sand beach ensures high occupancy. Includes a free six-seater golf cart and two paddleboards for added guest appeal.

Designed from the ground up to ensure easy, low cost maintenance and best possible yield.

Do an Internet search on Legacy Beach Homes of Destin, Florida to view real time calendars in order to determine availability for showings.
 
Seller is listing over $100 million worth of properties from their portfolio (35 large STRs in the Destin/Miramar/30A area with an average appraisal value of slightly over $3M each.).

Seller is only selling 10% of the portfolio.  Seller will withdraw this and/or any other remaining listings once the first  $10 million (approximately)  in sales have been achieved.

Seller does not disclose property-level rental revenue data. Buyer to perform their own due diligence regarding income potential.  However, the appraisal in the document section of this listing may include the appraiser's revenue projection.

Neither Airbnb nor VRBO offer a transfer option.  However, the seller will make all reasonable efforts to facilitate the transfer of reservations.

The Seller does not have to sell.  Property has been priced based on recent appraisal and reflects the seller's minimum acceptable price.

Most recent appraisal and inspections are included in the documents section of this listing.
#999093

Destin

4458 Luke Avenue

7 Beds

6 Baths

3,320 Sq.Ft.

$2,425,600

MLS#: 999093

Rare Bay front Home site in Kelly Plantation - A Once-in-a-Lifetime Opportunity
We are proud to present one of the last remaining Bay front home sites from the original Kelly Plantation master plan--located within one of Destin's most prestigious gated golf and tennis communities. This is the one of the last available waterfront lot, ideally positioned on a quiet cul-de-sac along Sawgrass Way and surrounded by beautifully crafted luxury homes.

This exceptional property offers breathtaking, unobstructed views of the Choctawhatchee Bay from both the main living areas and future primary suite--without interference from the Mid-Bay Bridge. It provides the perfect canvas to design and build your custom dream home, tailored entirely to your vision and lifestyle.

Spanning approximately 0.48 acre and 102 feet of direct Bay frontage, the home site can accommodate a substantial estate residence in the range of 4,000 to 6,500 square feet (subject to HOA guidelines). A new vinyl seawall, that is currently being completed by a licensed marine contractor at a cost of approximately $50,000, further enhances the property's value and readiness for development.
Kelly Plantation is renowned for its lush landscaping, natural beauty, and world-class amenities, including:

    A neoclassical-style clubhouse

    An 18-hole championship golf course

    Resort-style swimming pool and fitness center

    Five tennis courts

    Four pickle ball courts

    Scenic walking and biking trails, parks, and bay front boardwalks

Residents enjoy 24-hour gated security and a serene, nature-rich environment, all while being conveniently located in the heart of Destin. The community offers direct access to the bay, perfect for boating, kayaking, fishing, and dolphin watching.
Just across Highway 98, you'll find Destin's famous emerald-green waters and white sandy beaches,along with premier shopping, dining and entertainment at nearby Destin Commons. The airport is also just a short drive away, making travel effortless.

Opportunities like this are exceptionally rare. Secure your place in one of Destin's most sought-after communities and create a legacy waterfront home that will be treasured for generations.
#998586

Destin

4505 Sawgrass Way

None Beds

None Baths

0.48 acres

$2,425,000

MLS#: 998586

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.

$2,399,000

MLS#: 950090

Experience the ultimate in coastal luxury living in this exceptional 3,000 sq. ft.. waterfront residence located in the prestigious Holiday Isle community of Destin, Florida. Perfectly positioned on a tranquil canal just three blocks from the sugar-white sands of the Gulf,  this property truly offers the best of both worlds — beach and boating.
Boating enthusiasts will appreciate the impressive private dock, accommodating up to a 70-foot vessel or configured as two slips with a 30,000-lb lift and a 15,000-lb lift — a rare and valuable feature in Holiday Isle.
Featuring four spacious bedrooms and thoughtfully designed indoor-outdoor living on both levels, this home is ideal for entertaining, relaxing, or maximizing rental potential. Each floor offers its own kitchen and living room, creating a flexible layout perfect for multi-generational living or a high-performing investment property.
Expansive outdoor living areas on both levels capture coastal breezes and water views, while the newly added pool provides a private oasis after a day at the beach or out on the water.
Whether you're seeking a primary residence, vacation retreat, or income-producing rental, this canal-front home delivers unmatched versatility, location, and waterfront convenience in one of Destin's most sought-after neighborhoods.
#995126

Destin

610 Lagoon Drive

4 Beds

3 Baths

3,000 Sq.Ft.

$2,399,000

MLS#: 995126

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 on
the 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. This home has a true separate office with it's own closet.
#992409

Destin

442 Regatta Bay Boulevard

6 Beds

5 Baths

6,711 Sq.Ft.

$2,395,000

MLS#: 992409

2025 $202k, 2024 $217k, 2023 $260k 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 bath. 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.

$2,395,000

MLS#: 986396

Exceptional beachside retreat in the heart of Destin's Crystal Beach offering direct Gulf views from every level and public beach access directly across the street. Positioned just off the Gulf, this six-bedroom custom home captures sweeping water views while providing easy walkability to the beach, dining, and shopping. Meticulously maintained and not currently on a rental program, the home is in exceptional condition and offers flexibility for a primary residence, second home, or investment opportunity.
Designed for comfort and privacy, each bedroom features its own ensuite bathroom, making it ideal for hosting guests or maximizing rental potential. Multiple covered balconies face the Gulf, creating seamless indoor-outdoor living and front-row sunset views. The oversized homesite offers ample parking along with a private south-facing pool and spa, perfect after a day on the beach.
Located in one of Destin's most desirable beachside neighborhoods, this property combines direct Gulf views, immediate beach access, and exceptional condition in a prime central location.
#997920

Destin

4480 Ocean View Drive

6 Beds

6 Baths

3,204 Sq.Ft.

$2,395,000

MLS#: 997920

Located approximately 180 feet from the beach access and just two homes back from the Gulf in the guard gated community of Destiny by the Sea, this contemporary five-bedroom property can comfortably accommodate up to 14 guests.  

The first level includes a two-car garage, two bedrooms with private baths and a separate living room providing additional space for guests to relax.

The second floor includes the main living are with a chefs' kitchen framed by floor to ceiling windows for natural light.  The kitchen offers stainless steel appliances, custom cabinetry, white quartz countertops and a large island with seating.  The second level master suite provides Gulf views and multiple doors leading to the wraparound pool deck, an en-suite bath with a soaker tub and seperate shower. The third floor includes an additional living area with a Pac-Man arcade console, bunk room with en-suite bath featuring dual showers and a master suite that includes a soaker tub and separate shower.  Oversided windows and large sliding doors open to a balcony with a view of the Gulf and private pool below.

The rooftop deck provides expansive Gulf views along with two separate seating spaces for entertaining.
#995230

Destin

33 Caicos Cay

5 Beds

5 Baths

3,452 Sq.Ft.

$2,395,000

MLS#: 995230

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.

$2,350,000

MLS#: 981271

ELEGANT Experience Gulf-front luxury living at Regency Towers Condominiums in Destin. This 3BR/4BA, 3,800 sq. ft. East Tower END UNIT residence is fully upgraded, elegantly furnished and turnkey. Enjoy breathtaking Gulf views, private deeded beach, assigned parking, 10x10 CC storage, oversized deck, pool, full gym with saunas, community room, and recreation area. Only two condos per floor, full surveillance, on-site concierge, maintenance, and security offer resort-style living with privacy. The condo has complete water leak system in place and filtered water throughout. Daily trash pickup. All of the beautiful furnishings stay.  This condo is ready for its new owner. Bring your clothes.  Regency Towers delivers the ultimate beachfront lifestyle -- like living at the Four Seasons, but bett
#997109

Destin

950 US-98 6021

3 Beds

3 Baths

3,648 Sq.Ft.

$2,300,000

MLS#: 997109

Experience coastal elegance at its finest with this rare 4-bedroom, 3-bathroom gulf-front condo at Silver Beach Towers 1101E, located on the eleventh floor in the heart of Destin, Florida. 

Spanning 2,080 sq. ft., this end-unit underwent a complete top-to-bottom remodel within the last couple years, showcasing modern upscale finishes and breathtaking panoramic views of the Emerald Coast. Property Highlights:
Spacious Layout: Open-concept living area with high-end furnishings, floor-to-ceiling windows, and a large flat-screen TV. The expansive wrap-around balcony offers unparalleled Gulf and Choctawhatchee Bay views from the North balcony.

Gourmet Kitchen: Fully equipped with stainless-steel appliances, granite countertops, and ample cookware.

Elegant Dining: Seating for eight, perfect for entertaining.

Bedroom Configuration:
Master Suite: King bed, walk-in closet, flat-screen TV, private balcony access, and en-suite bathroom with mosaic tile, soaking tub, walk-in shower, and double vanity.

Guest Bedroom 1: King bed, flat-screen TV, private north balcony access, and en-suite bathroom with walk-in shower.

Guest Bedroom 2: Queen beds with north balcony access.

Guest Bedroom 3: Full-over-full bunk bed, ideal for kids or guests, with north balcony access. Full guest bathroom with tiled walk-in shower.

Prime Location: Centrally located in Destin, with direct beach access to Destin's white-sand shores, close to premier dining, shopping, and entertainment. Enjoy easy access to water sports, golf, and family attractions, with stunning views of the Gulf and Choctawhatchee Bay from the north balcony.

This meticulously updated condo combines luxury, functionality, and an unbeatable location, making it a perfect primary residence, second home, or investment property. Don't miss the chance to own a piece of paradise at Silver Beach Towers! Buyer to verify all information
#982026

Destin

1050 Harbor Boulevard UNIT 1101

4 Beds

3 Baths

2,080 Sq.Ft.

$2,300,000

MLS#: 982026

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