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$1,890,000
4 Beds 3 Baths 1010502 MLS
Set on approximately two-thirds of an acre with no HOA, 391 Allen Loop Drive offers a rare combination of space, flexibility and investment potential on the west end of 30A. Just minutes from the beach, this expansive homesite presents countless possibilities, whether you choose to enjoy the existing residence, establish a vacation rental, renovate and expand or explore plans for a completely new coastal retreat. Offered fully furnished, the home features 3,121 square feet, approximately 21 feet above sea level, with four bedrooms and three bathrooms. The light-filled interior offers an open layout with generous living, dining and kitchen spaces designed for everyday comfort and entertaining. Multiple balconies, covered porches, a private patio and spacious deck extend the living experience outdoors, while the fully fenced yard provides added privacy and room to enjoy the property's exceptional size. An attached carriage house, garage and ample guest parking add even more convenience. With the beach nearby, no HOA and one of the most substantial homesites available in the area, this property offers tremendous potential as a full-time residence, second home, vacation rental or future redevelopment opportunity on 30A. Opportunities with this much land so close to the beach are increasingly difficult to find. Contact us for a complete list of property improvements and additional details.

391 Allen Loop Dr, Santa Rosa Beach

$7,995,000
5 Beds 6 Baths 1010118 MLS
The gulf to the south, the sunset to the west. This gated Dune Allen residence was taken to the studs and rebuilt in full, with a renovation exceeding $3 million completed in 2020. Looking out across open water and down the full length of the beach, the home captures a dual exposure that is uncommon along this coast and one that will not change. Every aspect of the home was designed to keep the water in view, with large windows along the western wall carrying the eye toward the west end of the sand, where the sun completes its descent each evening. Inside, the home opens the way a gulf-front residence should, with the main living spaces flowing into one another and out to the water without interruption. Motorized shades run throughout, drawn or lifted at a touch as the day turns, part of an integrated smart home and security system that quietly manages the house in the background. The home absorbs a crowd without strain, the main level running easily from kitchen to gathering room to pool deck while the five ensuite bedrooms are positioned for privacy and for the view, four of them looking out toward the gulf. The first of two primary suites occupies the upper floor, a floor of its own with a sitting room, a generous walk-in closet, exposures to the south and west, and a bath with a steam shower, soaking tub, and double vanity. Just off it, the office is a room of its own, taking the same view down the beach. The second primary sits on the main level and opens onto the pool deck, allowing the home to live entirely on one floor. Above the garage, the fifth bedroom forms a private guest suite with its own wing, a full bath with a zero-entry shower, and a private west-facing porch. At the center of the main floor is a kitchen conceived for use rather than display, where a Thermador range and Sub-Zero refrigeration meet Super Calacatta marble across an island generous enough for gathering, with a built-in breakfast banquette and a EuroCave wine cellar integrated into the surrounding cabinetry. Below, a conditioned garage space expands the home's living areas, while the driveway beyond it offers deep parking behind the gate. Outdoors, more than 2,700 square feet of covered and open living wraps the eastern, southern, and western elevations, composed as a series of distinct rooms in the open air. A heated saltwater pool anchors the composition, a natural gas fire pit faces the gulf, and the beachside deck leads to a private beach path, with an outdoor shower at its foot and storage for a small sailboat, paddleboards, and beach chairs. The renovation brought impact- and storm-rated windows and doors throughout, new exterior decking, and six-foot privacy walls enclosing three sides of the property. Major systems have been upgraded in the years since, including a new roof in 2025. Rare on this coast, and rarer still in this condition, it is a gulf-front residence with nothing left to do but live in it.

5707 W County Highway 30a, Santa Rosa Beach

$5,500,000
3 Beds 3 Baths 1009946 MLS
Prime 30A Beachfront Lot located across from Gulf Place at 393 & 30A! This premium Gulf Front Lot has 75 Feet of beachfront, with sweeping views of the pristine white sands and emerald waters! Also listed as part of a 3-lot assemblage with 225 ft of beach front.This is the perfect opportunity to build a custom beachfront home on this premium 75-foot Gulf front lot in the heart of Santa Rosa Beach. Located along Scenic Highway 30A and just steps to Gulf Place, enjoy easy access to dining, shopping, and the area's relaxed coastal vibe. This .56-acre property offers endless possibilities and forever views of sugar-white sand and emerald Gulf waters. Currently home to a 1960s structure, the lot is ideal for redevelopment, making memories with your family/friends for years to come. Experience one of 30A's most coveted locations!

4499 W County Hwy 30a, Santa Rosa Beach

$5,500,000
1009945 MLS
PRIME LOT WITH 75 FT OF BEACH/GULF FRONTAGE TO THE MHWL! Prime 30A Beachfront Lot located across from Gulf Place at 393 & 30A! This premium Gulf Front Lot has 75 Feet of beachfront, with sweeping views of the pristine white sands and emerald waters! This is the perfect opportunity to build your custom beachfront home on this premium 75-foot Gulf front lot in the heart of Santa Rosa Beach. Can also be sold as part of a 3-Lot Assemblage for a total of 225 feet of beach front. Located along Scenic Highway 30A and just steps to Gulf Place, enjoy easy access to dining, shopping, and the area's relaxed coastal vibe. This .56-acre property offers endless possibilities and forever views of sugar-white sand and emerald Gulf waters. Currently home to a 1960s structure the lot is ideal for redevelopment, making memories with your family/friends for years to come.

4499 W County Hwy 30a, Santa Rosa Beach

$5,750,000
1009944 MLS
PRIME VACANT LOT WITH 75 FT OF BEACH/GULF FRONTAGE TO THE MHWL! Prime 30A Vacant Beachfront Lot located across from Gulf Place at 393 & 30A!This premium Vacant Gulf Front Lot has 75 Feet of beachfront, with sweeping views of the pristine white sands and emerald waters! This is the perfect opportunity to build your custom beachfront home on this premium 75-foot Gulf front lot in the heart of Santa Rosa Beach. Located along Scenic Highway 30A and just steps to Gulf Place, enjoy easy access to dining, shopping, and the area's relaxed coastal vibe. This .56-acre property offers endless possibilities and forever views of sugar-white sand and emerald Gulf waters. Experience one of 30A's most coveted locations! ALSO AVAILABLE AS PART OF A 225 FT BEACH/GULF FRONT ASSEMBLAGE!

W County Hwy 30a, Santa Rosa Beach

$8,745,000
8 Beds 8 Baths 1009943 MLS
AN INVESTORS DREAM! SIGNIFICANT PRICE REDUCTION! A Premier Opportunity to purchase an Extraordinary Gulf Front Estate With a Carriage House and 75 Feet of Private Beach Front on Scenic Highway 30A! This remarkable Gulf-front residence has multiple years of proven vacation rental income, with actuals, into the $700's and Sleeps up to 26! The breathtaking Gulf views from the Kitchen, Living Area, Dining and Bedrooms make this home spectacular! The gourmet kitchen is appointed with two refrigerators, and a massive breakfast bar, A commercial grade built-in ice machine is on the main as well as two large suites with ensuite baths. An expansive master suite and bath, private pool, and a carriage house with 2 bed/baths! Premium location at Hwy 30A/393 with an array of restaurants close by!

4525 W County Hwy 30a, Santa Rosa Beach

$19,995,000
8 Beds 8 Baths 1009942 MLS
PRICED TO SELL! A World-Class Prime Opportunity to purchase 225 Feet of Gulf Front Property! Introducing one of the most extraordinary estates ever offered for sale along Scenic Highway 30A, spanning an irreplaceable 225 feet of pristine Gulf Frontage. This remarkable assemblage combines three contiguous 75-foot parcels into a single private beachfront estate. This is a once-in-a-lifetime opportunity along Scenic Hwy 30A. The property includes a luxurious Gulf-front residence with a carriage house, and two adjoining Gulf-front lots. The Gulf-front residence has multiple years of proven vacation rental income! Together, these parcels create a canvas for your vision with sweeping Gulf views, gorgeous dunes, and sugar-white sands with private beach to the mean high water line.

4525/4499 W County Hwy 30a, Santa Rosa Beach

$2,800,000
5 Beds 6 Baths 1009200 MLS
Experience elevated coastal living in this newly constructed 5-bedroom, 5.5-bath retreat, ideally positioned near the sugar-white sands of 30A. Spanning three thoughtfully designed levels, this exceptional home combines refined finishes, generous gathering spaces and outstanding privacy with a peaceful nature preserve bordering the backyard. The open-concept living area is highlighted by soaring ceilings, exposed wood beams, abundant natural light and a designer kitchen featuring an oversized island, premium appliances and ample space for entertaining. An elevator provides convenient access to every floor, while multiple oversized balconies offer tranquil treetop views and inviting outdoor living spaces. Designed to comfortably accommodate large families and guests, the home features three king suites and two spacious bunk rooms. Outside, a private resort-style setting awaits with a heated pool and spa, expansive paver patio, covered lounge area and fully equipped outdoor kitchen. Custom fencing and a privacy wall create a secluded backyard oasis. Additional highlights include a two-car garage, parking for up to five vehicles and convenient access to nearby beaches. Whether enjoyed as a primary residence, second home or luxury vacation rental, this turnkey coastal retreat delivers the space, privacy and amenities buyers seek along Florida's Emerald Coast.

279 E Seahorse, Santa Rosa Beach

$2,490,000
1002211 MLS
Welcome to Oyster Lake Estate! 399 Allen Loop Dr encompasses 1.38 acres on one of the world's rare coastal dune lakes. This estate offers a level of privacy and space unrivaled on the lake. With water views, sunset-facing exposure, a 6-minute walk to the beach and exceptional parking capacity, this is a 30A opportunity unlikely to be replicated. Originally built in 1994 and updated over time, the residence offers over 3,000 square feet with 5 bedrooms and 4 full bathrooms, along with a versatile bonus room ideal for a game room, media space or additional living area. The layout is both comfortable and functional, ready to enjoy as-is or tailor to your vision. Perfectly positioned to embrace its surroundings, the home captures expansive views across Oyster Lake with the Gulf shimmering beyond, setting the stage for stunning sunsets each evening. Whether relaxing on the deck or in the heated, saltwater pool overlooking the lake, the setting feels immersive and serene. Inside, the primary suite, kitchen, living, and dining areas are all thoughtfully oriented to the water, creating a seamless connection between indoor and outdoor living. What further distinguishes this property is how effortlessly it blends lifestyle and functionality. A private dock on Oyster Lake invites easy days on the water, from paddleboarding at sunrise to kayaking at sunset. The residence itself sits high and dry in Flood Zone X, while the 1.38-acre homesite provides a level of privacy rarely found along 30A. A 3-car garage, parking for 11+ additional vehicles, and an RV pad with electric, water, and sewer hookups offer exceptional flexibility. Just a 6-minute walk to the beach, this home allows you to enjoy the 30A lifestyle without the hassle of public parking. Spend the morning on the sand, return home for lunch, and head back with ease. With three convenient access points to Highway 98, you'll also benefit from smooth connectivity without the typical traffic challenges. The views are protected, the setting is peaceful, and the combination of acreage, waterfront, and proximity to the Gulf is truly exceptional.

399 Allen Loop Dr, Santa Rosa Beach

$2,490,000
5 Beds 4 Baths 999335 MLS
Featuring the largest single-family homesite on Oyster Lake, one of South Walton's rare coastal dune lakes, this 1.38-acre property offers a level of privacy and space unrivaled on the lake. With water views, sunset-facing exposure, and exceptional parking capacity, this is a 30A opportunity unlikely to be replicated. Originally built in 1994 and updated over time, the residence offers over 3,000 square feet with 5 bedrooms and 4 full bathrooms, along with a versatile bonus room ideal for a game room, media space or additional living area. The layout is both comfortable and functional, ready to enjoy as-is or tailor to your vision. Perfectly positioned to embrace its surroundings, the home captures expansive views across Oyster Lake with the Gulf shimmering beyond, setting the stage for stunning sunsets each evening. Whether relaxing on the deck or in the heated, saltwater pool overlooking the lake, the setting feels immersive and serene. Inside, the primary suite, kitchen, living, and dining areas are all thoughtfully oriented to the water, creating a seamless connection between indoor and outdoor living. What further distinguishes this property is how effortlessly it blends lifestyle and functionality. A private dock on Oyster Lake invites easy days on the water, from paddleboarding at sunrise to kayaking at sunset. The residence itself sits high and dry in Flood Zone X, while the 1.38-acre homesite provides a level of privacy rarely found along 30A. A 3-car garage, parking for 11+ additional vehicles, and an RV pad with electric, water, and sewer hookups offer exceptional flexibility. Just a 6-minute walk to the beach, this home allows you to enjoy the 30A lifestyle without the hassle of public parking. Spend the morning on the sand, return home for lunch, and head back with ease. With three convenient access points to Highway 98, you'll also benefit from smooth connectivity without the typical traffic challenges. The views are protected, the setting is peaceful, and the combination of acreage, waterfront, and proximity to the Gulf is truly exceptional.

399 Allen Loop Dr, Santa Rosa Beach

$3,500,000
8 Beds 9 Baths 998146 MLS
Short term rental powerhouse featuring a brand new 2023 build on scenic 30A with Gulf and coastal dune lake views, 8 bedrooms each with private baths, multiple indoor/outdoor living spaces including a 4th-story covered dining deck, private seasonally heated pool, and massive 19 person sleeping capacity to maximize revenue. Designer furnishings, professional photography and full inventory to convey for immediate revenue generation. Less than 1/3 mile to 30A's newest beach access ensures high occupancy. Includes a free six-seater golf cart, grill, 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 for availability 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.). The 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 (Equisource Holdings dba Legacy Beach Homes) 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. Seller will make all reasonable efforts to facilitate the transfer of future 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 in docs section

255 E Seahorse Cir, Santa Rosa Beach

$6,250,000
6 Beds 9 Baths 997257 MLS
Absolutely stunning Gulf and Golf Course views from this recently completed Luxury Beach Residence in Dune Allen Beach! This 6 bedroom, 9 bath Legacy Home was thoughtfully designed and crafted to work well as either a Full Time Residence or a 2nd Home/Vacation Rental. Features are numerous and include a 4th Floor Observation Tower with Panoramic Views, a Carriage Home, multiple Living Spaces, a Gourmet Kitchen & Dining Area, Game Room, Bunk Room & generously sized porches on all floors. All 6 bedrooms are spacious and have custom En Suite baths. The expansive & private backyard exudes the hallmarks of a charmed life, featuring a Private Pool & Hot Tub, a Cabana Porch with Pool Bath, Summer Kitchen and views overlooking a Natural Buffer and Santa Rosa Golf Club. Interior finishes are refined and transitional by design, embracing a simple and clean color pallet that is enhanced by the warm tones of natural wood accents throughout the home. Finishes include Hardwood & Tile Floors, Custom Milled & Crafted Cabinetry, Quartz & Marble Countertops, Cypress & Pecky Cypress Accent Walls & Ceilings and so much more! The Gourmet Kitchen features Thermador Professional Grade appliances and is sure to please even the most discriminate home Chefs. The adjacent Dining Room is bathed in Natural Light and is spacious enough for Large Family Gatherings. This amazing Beach Home truly has something for everyone in the family. Public Beach Access is nearby, just a few lots south of the home at Scenic 30a. Come see this 30a beach home masterpiece today!

104 Allen Loop Dr, Santa Rosa Beach

$2,850,000
8 Beds 8 Baths 994954 MLS
This is a very strong rental home that has $293,748 on the books as of June 29th for the year 2026. The property generated $244,751 in gross rental revenue in 2025. Also there is 91k already on the books for next year (2027) Welcome to The Dune Retreat, an 8-bedroom, 8-bathroom coastal home on an elevated lot on Hillcrest Road, offering Gulf views, private resort-style amenities, and a layout well-suited for both personal use and short-term rental income. The home is a short walk to the beach via a pedestrian bridge over Oyster Lake, leading to a low-traffic access point with parking and rinse stations Thoughtfully designed with both full-time living and rental potential in mind, the home features an open-concept floor plan with soaring ceilings, designer lighting, and a chef's kitchen equipped with dual full-size refrigerators, quartz countertops, custom cabinetry, and a custom wood-wrapped vent hood. The spacious dining area comfortably seats ten and is complemented by additional seating at the island, creating an ideal space for entertaining. The living room is warm and inviting, centered around a large sectional and a refined blend of coastal and modern finishes. Each of the eight bedrooms offers privacy and comfort, with king-sized accommodations and beautifully appointed ensuite bathrooms featuring distinctive tile selections, gold fixtures, and walk-in showers. A thoughtfully designed bunk room includes built-in beds with individual lighting and storage, making it a perfect retreat for younger guests. Two expansive primary suites provide a true escape, complete with soaking tubs, dual vanities, and private balconies overlooking the Gulf and pool. An additional full bath serves the main living level. Outdoor living is at the heart of the property, with multiple covered balconies designed for relaxation. The private ModPools container pool and spa feature a clear side viewing window and a removable divider for customizable heating. The pool deck offers ample space for lounging and gathering, along with a fire pit, outdoor dining area, built-in gas grill, and outdoor shower. The rooftop deck serves as the crown jewel of the home, offering panoramic Gulf views and a private setting for sunset gatherings or morning coffee. Entertainment continues indoors with a dedicated game room featuring a full-size pool table, arcade games, and skee-ball, as well as a private theater room with reclining seating, projector screen, and wet bar. Additional features include smart home capabilities throughout, two full washer and dryer sets, secure owner storage, generous parking for eight or more vehicles, a dedicated golf cart outlet, and a Tesla wall charger. Fully furnished and rental ready, The Dune Retreat delivers a rare combination of elevated design, strong income potential, and the relaxed sophistication that defines 30A living.

221 Hillcrest Rd, Santa Rosa Beach

$2,249,500
4 Beds 3 Baths 993714 MLS
Coastal Elegance directly on Oyster Lake, with an outstanding view of the Gulf. Only one block from 30A and the Gulf of America, with multiple Beach Accesses! Rare opportunity to own a lakefront home in South Walton. Seller is also offering owner financing at only 5%! Call for details, today! This coastal retreat boasts a private dock, elevator, oversized garage (perfect for a boat), well equipped gourmet kitchen, lock out unit on the ground floor for rental opportunity and beautiful outdoor living spaces. Golf cart conveys as well. Stunning lake views from the 2nd floor main living area. 3rd floor master has breathtaking views of the gulf from the private balcony. White planked walls, natural light, soaring ceilings and architectural interest throughout make this a stand out! Situated on a third of an acre it offers privacy as well. Great Rental Investment Numbers! Experience 30A life at its best!

69 Oyster Lake Dr, Santa Rosa Beach

Vendor Member Number : 28166