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GRAYTON BEACH

One of the most popular communities provided by The BobbyJ Team

GRAYTON BEACH

About GRAYTON BEACH

South of Scenic 30A, SR 283 becomes Defuniak Street and leads smack-dab into one of Walton County Florida's most beloved, historically rich and otherwise iconic communities. Virtually swaddled by the protected lands of the Grayton dunes, Grayton Beach State Park, Point Washington State Forest, Western Lake, and the Gulf of Mexico— it is no wonder that legendary Grayton Beach Florida has been held in such supremely high regard by it's residents and visitors for generations. While bold to say that Grayton Beach has it ALL, it's literally the easiest way to say it. One might call Grayton Beach the saltwater fishing capitol of Walton County. Another might refer to it as THE destination to most readily and thoroughly experience the robust and eclectic coastal culture of South Walton through live entertainment, dining, shopping, and local artistry. Some would say that Grayton is the perfect d...

One of the most popular communities provided by The BobbyJ Team

32

# of Listings

4

Avg # of Bedrooms

$805

Avg. $ / Sq.Ft.

$2,983,710

Med. List Price

Browse GRAYTON BEACH Real Estate Listings

All listings

$250,000 - $500,000

32 Properties Found. Page 1 of 3.

A symphony of elegance in Grayton Beach, Lollygag commands the most coveted location on 30A, where Western Lake meets the Gulf of America in an awe-inspiring convergence of coastal beauty. Positioned at the curve of the Grayton Beach outfall, this home offers a rare and uninterrupted panorama, with forever-protected views of the dune lake, sugar-white sands, and emerald Gulf waters. Its setting is as private as it is breathtaking.Designed with an emphasis on both luxury and resilience, Lollygag is a fortress of coastal design, featuring a bedrock-anchored seawall ensuring lasting protection without compromising the natural beauty that surrounds it. Inside, every element has been thoughtfully curated to create a home that is both extraordinary in design and effortless in function. A commercial-grade elevator provides seamless access across all three levels, while wide hallways enhance flow and accessibility.
The first floor is dedicated to comfort and convenience, featuring a steam room (sauna), full laundry, and half bath. The second level hosts two king suites, a queen suite, and a six-bed bunk room, each, except bunkroom, has its own private covered porch to take in the endless views. A handicap-accessible bath serves the bunk room, ensuring comfort for every guest. A swing bed on the second-floor porch provides a tranquil retreat, perfect for soaking in the coastal serenity.
The third floor is where Lollygag truly shines. A grand great room, private office, screened-in porch, and an expansive seaward-facing deck with another swing bed create the ultimate indoor-outdoor living experience. Whether gathering in the open concept living space or unwinding as the sun dips below the horizon, every moment in this home is framed by the natural beauty of 30A's most remarkable setting.
From its high-end appliances and integrated surround sound to its durable metal roof, hardboard siding, and Trex decking, every element of Lollygag speaks to quality and craftsmanship. Under-home covered parking with custom lighting enhances convenience, while two full outdoor showers offer the perfect way to refresh after a day on the water.
With an unrivaled location, timeless design, and a level of craftsmanship rarely found, Lollygag stands as a benchmark of luxury along 30A. Used as a second home and not a rental, its pristine condition and exclusivity remain intact. Private showings by appointment only.

Santa Rosa Beach

186 Banfill Street

4 Beds

5 Baths

4,559 Sq.Ft.

$14,777,333

MLS#: 970654

291 Garfield St., located in the iconic beach town of Grayton Beach is a true masterpiece. The custom home was expertly designed by renowned architect, Tom Christ and brought to life by an exceptional team of designers. Every element of this residence was intentionally curated, blending elegant finishes with a relaxed coastal feel that perfectly embodies luxury beach living. This custom home exudes the epitome of what a luxury beach home should be, but yet the design creates an overall feeling of relaxation. The private drive leads to a spacious parking court and impressive facade creating a true sense of arrival. As you step into the great room, your eyes twitch back and forth from trying to take in the unmatched views of the water with absorbing the interior beauty of the home. Light and reflections dance over the venetian plaster walls and ceilings. Expansive sliding glass doors blur the line between indoors and out, drawing in the sea breeze and creating an open-air coastal retreat with a Caribbean feel.
A quick glance to the left and you are staring at a custom chilled wine wall; a showcase for exotic wines and champagnes. The custom kitchen anchors the east end of the home boasting a custom La Canche range, custom cabinets and a sliding window opening the kitchen up to the outdoor cooking and dining area. Tadelakt countertops, an ancient Moroccan blend of concrete and plaster provide ample space for cooking, dining and entertaining. The home is an entertainers dream. The main floor is completed by a guest suite with a private entrance, a large pantry/washroom and a full sized powder bath. The powder bath has both an indoor and outdoor shower; perfect for rinsing off after long days at the beach or dips in the pool.
Upstairs you are yet again wowed by not only the incredible views of the beach and gulf but also by the spacious living area you are standing in. The room showcases soaring vaulted and beamed ceilings anchored by an oversized fireplace. Another set of sliding doors opens up to the large lounging porch overlooking one of 30A's treasures; Grayton Beach. The master suite offers an elevated sense of serenity with its own vaulted ceilings, water views, and spa-inspired en suite bath. Two additional guest suites branch off the living area on this level. The guest lounge and suite is a unique design feature not seen in other homes. This wing serves as yet another place to congregate and entertain around the custom bar and sitting area, while also providing additional sleeping accommodations. The bathroom in this wing is a design standout.
The home is a work of art, but functionally it was built like a fortress. Concrete block construction rests atop a number of deeply embedded concrete pilings thus ensuring long term strength and stability.
Outdoor living here is key with multiple sitting areas providing areas to both relax or entertain; all set against the backdrop of Grayton Beach. If you want to get your feet in the sand or dip your toes in the Gulf waters, take a few steps and there you are. Looking for an exercise option? Grab a paddle board and paddle around Western Lake, but be on the lookout for Bald Eagles, Herons, Blue Crabs or various species of fish.

When it is time to leave the confines of your personal luxury resort, you are steps away from "downtown" Grayton Beach. The world renowned Red Bar offers fresh seafood and live music nearly every day of the week. Chiringos, a fresh upscale 30A take on the beachside open air dive is a favorite for locals and visitors alike. Local favorites like Black Bear Bakery and Borago are just up the road. A few artist galleries and music venues are all within a short distance keeping the Grayton tradition of being a haven for those who create art and music alive.

From the home to the location, 291 Garfield is truly unmatched.

Santa Rosa Beach

291 Garfield Street

5 Beds

5 Baths

4,232 Sq.Ft.

$12,750,000

MLS#: 973717

Indulge in coastal elegance and breathtaking gulf views at this recently updated gulf-front home. 64 Hotz Avenue is an entertainer's dream home located in the heart of iconic Grayton Beach. This exquisite six-bedroom, gulf-front residence spans four floors, each crafted to maximize the stunning scenery and offer a luxurious coastal lifestyle. With an elevator to all levels, this home seamlessly blends sophistication and comfort, making it the perfect retreat for family gatherings or hosting unforgettable events. Upon entering, you're greeted by expansive living areas designed with entertainment in mind. The main level boasts a chef's kitchen with bright white cabinetry, marble countertops, a premium gas range and top-of-the-line stainless steel appliances. The large center island is perfect for casual meals, while the dining room offers breathtaking views of the gulf, providing a dining experience like no other. The living room, with a wine fridge and ice maker, invites relaxation and gatherings. This home features multiple primary suites overlooking the gulf, ensuring luxury and privacy. The second floor hosts three generously sized bedrooms, while three additional bedrooms on the third floor offer ample space for family and guests. The crowning jewel is the fourth-floor living area, where expansive views of the Emerald Coast steal the show. Outside, the property offers multiple outdoor living spaces, including a private pool with a hot tub, a covered patio with an outdoor dining table, and additional lounging areas. These spaces are ideal for both relaxation and entertaining, all with the stunning backdrop of the gulf's sugar-white sands and emerald waters. Located just steps from Grayton Beach's vibrant shops, restaurants and galleries, this home offers the best of both worlds a serene beachfront escape with access to the lively community that makes Grayton Beach so unique. Homes like 64 Hotz Avenue are rare, offering a combination of luxury, location and room for the whole family in one of the most beloved beach towns along 30A.

Santa Rosa Beach

64 Hotz Avenue

6 Beds

5 Baths

4,669 Sq.Ft.

$6,999,500

MLS#: 969347

**Grayton Beach Luxury Home with Dune and Gulf Views**Experience the ultimate in coastal living within this stunning 5-bedroom, 5.5-bathroom, 4385 sq ft home offering professionally decorated luxurious interiors. Well thought out living spaces spread across three floors. Complete with an elevator convenient for delivering groceries to the 3rd level chefs kitchen featuring top-of-the-line Viking and Sub-Zero appliances, double ovens, 2 dishwashers, warming drawer oversized wine fridge and stand alone ice maker. Engineered hardwood flooring throughout, beverage stations on every floor and luxurious baths with marble finishes. Step outside to enjoy an additional 2,324 sq ft of outdoor living spaces including summer kitchens on the 1st and 3rd level porches. Perfectly designed for entertaining or relaxing by the private swimming pool. Rooftop outdoor space allows for watching the sunrise and/or the sunset. Gulf and Grayton State Park views.
This property also includes a two-car garage and ample parking for 6-additional vehicles on the paved driveway. Just steps away from Grayton's pristine white sandy beaches and the Gulf of Mexico. A short walk or quick bike ride to shopping and dining.
Exceptional residence captures the serenity and beauty of Grayton Beach, blending modern comfort with timeless coastal charm. Property has never been on a vacation rental program, in perfect condition and designed for the ultimate in comfort and style

Santa Rosa Beach

253 Magnolia Street

5 Beds

5 Baths

4,385 Sq.Ft.

$5,625,000

MLS#: 955659

Positioned along the serene shores of Western Lake, this exceptional residence in Grayton Landing offers an unparalleled coastal lifestyle. Designed with both elegance and functionality in mind, this 3,550-square-foot home provides breathtaking lake views from every floor, a private boat slip and effortless access to the Gulf of Mexico. The second floor serves as the heart of the home, featuring an open-concept living area designed for entertaining. A chef's kitchen showcases solid wood cabinetry, quartz countertops, a Wolf 36-in. gas range and a built-in Sub-Zero refrigerator, while a covered porch extends the living space for seamless indoor-outdoor dining. The primary suite offers a custom-built walk-in closet and an en suite bath complete with dual vanity sinks, multiple showerheads and a freestanding tub. On the third floor, three additional bedrooms boast ensuite baths, including a second primary suite with a private porch and spa-inspired bath. The fourth floor is designed for entertainment and relaxation, with a sunlit bunkroom, a second living area with a wet bar and an open porch with durable Trex decking. Located within a gated enclave of just six residences, this home includes access to exclusive amenities such as a lakeside pool, outdoor kitchen, private boat dock with assigned slips and 175 feet of frontage on Western Lake. A five-minute walk leads to the gulf's pristine white sands, making this property a perfect choice for those seeking a vacation retreat or investment opportunity.
*Buyer to verify dimensions, assessment fees, and all items of importance.*

Santa Rosa Beach

20 Garfield Street

5 Beds

5 Baths

3,550 Sq.Ft.

$3,795,000

MLS#: 968129

Nestled within the exclusive, gated enclave of Grayton Landing, this custom-built five-bedroom, 5.5-bath masterpiece offers a rare opportunity to own a private sanctuary with breathtaking views of Western Lake. Designed by renowned local builder Luke & Blue, this 3,658-square-foot coastal retreat seamlessly blends luxury, craftsmanship and an unrivaled connection to nature. With private lake access, a deeded dock and boat slip, and just a short five-minute walk--or an easy cruise in your included private six-seater golf cart--to the sugar-white sands of the gulf, this home is a true coastal dream. Step through the gated entrance and into a refined coastal retreat, where panoramic lake views instantly set the tone. The second level welcomes you with expansive windows that flood the space with natural light, drawing your eye toward the serene waters of Western Lake. A chef's dream kitchen awaits, designed for both beauty and function, featuring solid wood cabinetry with dovetail joinery, soft-close hardware, marble countertops, a Wolf 36" four-burner gas range with griddle and a built-in Sub-Zero refrigerator.

The open-concept living and dining areas exude warmth and sophistication, seamlessly extending to two covered porches, perfect for al fresco dining, morning coffee or evening cocktails overlooking the tranquil lake and resort-style community pool. The primary suite on this level is a private escape, complete with a custom walk-in closet and a spa-like en suite bath showcasing dual quartz-topped vanities, multiple showerheads and a freestanding soaking tub designed for ultimate relaxation.

Ascend the elevator or custom staircase to the third level, where three additional bedrooms and a full laundry room provide a retreat for family and guests. Two west-facing bedrooms boast ensuite baths with custom cabinetry and quartz countertops, one featuring a walk-in closet, the other offering dual storage closets. The second primary suite on this level offers a private covered porch with spectacular lake views, making it the ideal space for quiet mornings or unwinding after a day on the water. The ensuite bath is a true spa experience, featuring multiple showerheads, double vanities and exquisite high-end finishes.

The fourth level is an unexpected delight, featuring a custom-built bunk room with four closets a space thoughtfully designed for younger guests or extra accommodations. A wet bar and cozy loft area lead to an expansive open-air porch finished with high-resistance Trex decking, where you can soak in the unparalleled beauty of the lake and the surrounding coastal landscape.

Grayton Landing is an exclusive, gated community of just six residences, offering residents a private and serene lifestyle along Western Lake. Spanning 1.5 acres of prime waterfront, this boutique enclave boasts a resort-style community pool with a sundeck, outdoor kitchen and grill area, as well as private access to the lake via a dedicated boat ramp and deeded dock with assigned slips. With 175 linear feet of lake frontage and the gulf's sugar-white sands just minutes away, this is a rare opportunity to own a private slice of paradise along 30Acomplete with your own six-seater golf cart for effortless coastal cruising.

Santa Rosa Beach

4 Garfield Street

5 Beds

5 Baths

3,563 Sq.Ft.

$3,675,000

MLS#: 972736

Coming Back to Market with a $250K price drop! Fantastic Grayton Beach location! This lovely home features five bedrooms, a bunk room, and a separate office. Located only a short walk to the pristine beaches of the Gulf of Mexico. Enjoy beautiful views of the Gulf and Dune from the top porch. The spacious interior features two distinct living areas, a separate office, and the convenience of both primary and second-floor laundry facilities. This home seamlessly blends functionality with comfort. The king-sized beds in the main bedrooms and full-size bunks in the bunk rooms ensure ample space for family and guests. Multiple porches offer the perfect setting for morning coffee or sunset cocktails. The fenced-in private yard and heated pool provide a serene oasis, creating the ideal balance between relaxation and outdoor enjoymentSituated on a large corner lot with a one-car garage and ample parking, it is centrally located close to Grayton's eclectic restaurants and shops. Enjoy Grayton Beach and the 30A lifestyle from this beautiful home.

Santa Rosa Beach

120 Magnolia Street

5 Beds

4 Baths

3,466 Sq.Ft.

$3,599,000

MLS#: 937651

Discover refined coastal living at 49 Sandy Lane in Grayton Beach. This well designed property is just steps from the beach, allowing for easy access to the Gulf and stunning sunsets.Nestled in the vibrant heart of Grayton Beach, 49 Sandy Lane places you within reach of local shops and dining, offering a glimpse into the charm of this iconic 30A community. The home's thoughtfully crafted spaces create an inviting balance of comfort and sophistication, ideal for unwinding and gathering with family or friends. Inside, the home's design effortlessly blends comfort with fun across all levels, providing ample space for both relaxation and togetherness. The first level includes a convenient pool bathroom and laundry room, perfect for easy beach-day clean-ups. On the second floor, the spacious king master suite offers a restful retreat, while the open-concept kitchen, living, and dining areas lead to a balcony with stunning views.

The third level features a king guest bedroom, two additional guest rooms each with two queen beds and attached bathrooms, and a fourth bedroom with twin bunk sets, offering flexible accommodations for family and friends.

At the top, the fourth floor unveils a Gulf-view balcony complete with a wet bar, providing the perfect spot to watch the sunset with a refreshing drink. Outdoors, the private heated pool invites you to relax and unwind. The home also includes a propane gas grill and outdoor shower for seamless transitions between beach and backyard.

49 Sandy Lane is a truly one-of-a-kind home where the joys of the beach and the comforts of luxury living combine. Make this your next unforgettable getaway in Grayton Beach.

Santa Rosa Beach

49 Sandy Lane

6 Beds

6 Baths

3,048 Sq.Ft.

$3,390,000

MLS#: 970594

Discover refined coastal living at 49 Sandy Lane in Grayton Beach. This well designed property is just steps from the beach, allowing for easy access to the Gulf and stunning sunsets.Nestled in the vibrant heart of Grayton Beach, 49 Sandy Lane places you within reach of local shops and dining, offering a glimpse into the charm of this iconic 30A community. The home's thoughtfully crafted spaces create an inviting balance of comfort and sophistication, ideal for unwinding and gathering with family or friends.

Santa Rosa Beach

49 Sandy Lane

6 Beds

6 Baths

3,048 Sq.Ft.

$3,249,900

MLS#: 977412

An incredible opportunity to own an oversized vacant parcel one lot off the Gulf and one lot off the Grayton Beach State Park. This is the last vacant lot on Lupine Road and one of the last large lots left in Grayton Beach. Lot 14 Lupine Road is 100x100 feet with the buildable footprint after setbacks being 85x65 feet (5,525 square feet) - allowing a large estate sized home if desired. Two beach accesses are just steps away & the western facing sunsets are unbeatable from this location. Come grab your piece of paradise today.

Santa Rosa Beach

Lot 14 Lupine Road

None Beds

None Baths

0.23 acres

$2,995,000

MLS#: 977630

Location! Location! Location! Nestled in the heart of Grayton Beach, this charming and meticulously maintained cottage offers a rare opportunity to own a slice of paradise. Just steps from the pristine shoreline, this coastal retreat has been a highly successful VRBO rental, generating impressive income while providing guests with an unforgettable beachside experience. Inside, the home boasts a beautifully updated kitchen featuring new countertops, high-quality shelving, and stainless steel appliances. The hardwood flooring extends throughout, complementing the updated bathrooms. All renovations happened in 2023. Outside, a private oasis awaits - complete with space for entertaining, a stunning pool, firepit and has 8 designated parking spaces (4 front/4 rear). Don't miss this on

Santa Rosa Beach

535 Defuniak Street

3 Beds

2 Baths

1,312 Sq.Ft.

$2,950,000

MLS#: 973086

Set within the exclusive Preserve at Grayton Beach, this newly constructed home offers luxury, privacy and thoughtful design at every turn. Situated on the best lot in the neighborhood, this exceptional residence is one of the few to feature a private pool, providing the perfect retreat for relaxation and entertaining. The open-concept layout is accentuated by stunning accordion doors that seamlessly merge indoor and outdoor living spaces, leading to a screened patio with a cozy fireplace. Every detail of this home has been meticulously crafted, from the mahogany front and porch doors to the hidden powder room door that adds a touch of whimsy to the sophisticated design. Inside, rich wood floors complement the quartz countertops and top-of-the-line lighting, creating an inviting and elegant atmosphere. The gourmet kitchen is a chef's dream, complete with a gas range, stainless steel hood and wine fridge, making it ideal for hosting and everyday living. Automatic stair lighting adds both functionality and ambiance, while the luxurious primary suite boasts a spa-like bath with a two-person shower.

This rare gem also includes a garage, a coveted feature in the neighborhood. The Preserve at Grayton Beach offers an array of amenities, including private deeded beach access, a scenic boardwalk with breathtaking views of the dunes and Gulf of Mexico, pickleball and tennis courts, two community pools, a gym, and nature trails. Whether you're seeking a forever home, a second home or an investment property, this must-see residence delivers coastal living at its finest.

Santa Rosa Beach

375 Morgan's Trail

4 Beds

4 Baths

2,780 Sq.Ft.

$2,690,000

MLS#: 971946

BUILD YOUR DREAM HOME BY THE COAST! Welcome to your slice of paradise in historic Grayton Beach, FL. south of 30A. One of the most sought after communities along the Emerald Coast. This SPACIOUS VACANT LOT offers the perfect canvas to create your custom beach retreat, investment property, or full time residence. Nestled just footsteps from the pristine white sand and shimmering Gulf waters, this homesite provides a rare opportunity to enjoy the laid-back coastal lifestyle. Grayton was the first coastal community established along the 30A corridor. Experience the laid back vibe that only Grayton offers, IYKYK!! You will enjoy easy access to the beach, Western Lake, world-class dining, and endless outdoor activities like paddleboarding, biking, and shopping.

Santa Rosa Beach

lot 20 Magnolia Street

None Beds

None Baths

0.16 acres

$2,200,000

MLS#: 973668

200 Grayton Blvd offers the perfect combination of coastal charm, thoughtful design, and incredible outdoor living space. Spanning three levels, this well-appointed home provides ample room for relaxation and entertaining, with multiple balconies that invite you to soak in the fresh sea air. Just moments from Grayton Beach's beloved shopping, dining, and large public beach access, this property offers an ideal setting for those looking to embrace the laid-back 30A lifestyle.On the first floor, a primary bedroom & upscale bathroom showcasing high-end finishes and a solid surface soaking tub offers a quiet retreat, perfect for visitors or potential rental opportunities. The second floor features an open-concept great room, chef's kitchen, and dining area, designed for effortless entertaining. Large windows bathe the space in natural light, while high-end finishes and coastal-inspired details enhance the home's inviting atmosphere. Step outside onto the spacious balcony, perfect for enjoying morning coffee, evening cocktails, or simply unwinding after a day at the beach.

The third floor is dedicated to the home's private quarters, including the comfortable and serene primary bedroom, complete with an ensuite bathroom and a private balcony that provides a peaceful escape. Two additional guest bedrooms also feature balcony access, allowing everyone in the home to enjoy the beauty of outdoor living.

One of the standout features of this home is its abundance of balcony space. With multiple outdoor living areas on both the second and third floors, this home seamlessly blends indoor and outdoor living, making it easy to relax, entertain, and fully embrace the coastal lifestyle.

Beyond the home's beautifully designed interiors, its location is unbeatable. Just a short walk to Grayton Beach's lively town center, residents can enjoy iconic local favorites like The Red Bar, Chiringo, and an array of boutique shops and art galleries. With a large public beach access nearby, the sugar-white sands and emerald Gulf waters are always within easy reach, making every beach day effortless.

Whether you're looking for a primary residence, a second home, or a high-performing investment property, 200 Grayton Blvd offers the ideal blend of luxury, location, and laid-back coastal living. Enjoy the best of Grayton Beach with the comfort of expansive balconies, thoughtful design, and unbeatable proximity to everything 30A has to offer.

Please reach out for cost-to-own figures & rental projections.

Santa Rosa Beach

200 Grayton Boulevard

4 Beds

3 Baths

3,651 Sq.Ft.

$2,099,000

MLS#: 971693

** OFFERED BELOW APPRAISED VALUE***. ALL OFFERS CONSIDERED! SELLER OFFERING 1-1 BUY DOWN AT CLOSING. This perfect spot for your primary, secondary, or investment home is ready for you! Complete with This stunning parcel of Western Lake waterfront land offers endless possibilities. Conveying with house plans by renowned architect Geoff Chick, the unobstructed lake views will be yours forever. Plans include a 3,210 sf, 5 BR, 5 b, home with additional bunk room, flex space, office, and parking for 6. Rental projections hover around the 250K range. In addition to all of that, Walton County planning and development has APPROVED the homesite and a letter from the planning director is included in the documents. Pilings have been driven, maintained, and ready for you to complete your waterfront dream home in Historic Grayton Beach.
Lot is located in an AE flood zone as noted on FEMA map. AE flood zones are areas that present a 1% annual chance of flooding and a 26% chance over the life of a 30-year mortgage, according to FEMA.

Santa Rosa Beach

267 Grayton Trails Road

None Beds

None Baths

0.16 acres

$1,945,000

MLS#: 956185

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