Yourkeytothecoast.net Search Results

$10,750,000

The Grayton House stands among the most significant homes in Grayton Beach. Rooted in the heart of Grayton Beach, with origins dating to the 1890s and a thoughtful 2022 reconstruction, this storied residence has been reimagined for modern coastal living, with architectural design by Gregory D. Jazayeri, interiors by Tami Owen of Owen Group Interiors, and reconstruction led by Daniel Brock. The result is a rare blend of Grayton history, thoughtful design, and contemporary comfort. Historic materials and architectural elements from the original home were incorporated where appropriate, preserving its character while the residence was completed with the craftsmanship, comfort, and everyday ease expected in a modern coastal home. What makes The Grayton House especially compelling is the way it lives. Rather than relying on a single defining space, the home unfolds through a series of inviting indoor and outdoor living areas, allowing family and guests to gather naturally, enjoy real space, and move through the day with ease. The layout feels intentional. Primary suites on both living levels, additional bedroom suites, a dedicated bunk room, and a flexible guest wing with the comfort of its own living space and direct access to the pool terrace create a home that accommodates beautifully without feeling formal or forced. Mudroom space, generous storage, laundry on multiple levels, garage areas, elevator access from the garage level, and unusually generous parking for a home with Gulf views add the practical ease that makes the home as functional as it is beautiful. Expansive porches extend from bedrooms and common areas, framing immersive views across native dunes, coastal vegetation, and the Gulf beyond. These outdoor spaces feel less like balconies and more like open air rooms, creating a natural connection between the home and its Grayton Beach setting. At the heart of the outdoor experience, the pool terrace, outdoor kitchen, dining area, and fireplace create a natural place to land after the beach and continue into the evening. Inside, layered living spaces, a beautifully appointed kitchen, wet bar, and multiple areas for gathering allow the home to host with ease. Rich in history yet thoroughly current in execution, The Grayton House offers something increasingly difficult to recreate in Grayton Beach. It is a meaningful historic residence with the comfort, character, scale, views, and livability of a modern coastal home.

6 Beds ⋅ 9 Baths ⋅ 1006109 MLS

The Grayton House stands among the most significant homes in Grayton Beach. Rooted in the heart of Grayton Beach, with origins dating to the 1890s and a thoughtful 2022 reconstruction, this storied residence has been reimagined for modern coastal living, with architectural design by Gregory D. Jazayeri, interiors by Tami Owen of Owen Group Interiors, and reconstruction led by Daniel Brock. The result is a rare blend of Grayton history, thoughtful design, and contemporary comfort. Historic materials and architectural elements from the original home were incorporated where appropriate, preserving its character while the residence was completed with the craftsmanship, comfort, and everyday ease expected in a modern coastal home. What makes The Grayton House especially compelling is the way it lives. Rather than relying on a single defining space, the home unfolds through a series of inviting indoor and outdoor living areas, allowing family and guests to gather naturally, enjoy real space, and move through the day with ease. The layout feels intentional. Primary suites on both living levels, additional bedroom suites, a dedicated bunk room, and a flexible guest wing with the comfort of its own living space and direct access to the pool terrace create a home that accommodates beautifully without feeling formal or forced. Mudroom space, generous storage, laundry on multiple levels, garage areas, elevator access from the garage level, and unusually generous parking for a home with Gulf views add the practical ease that makes the home as functional as it is beautiful. Expansive porches extend from bedrooms and common areas, framing immersive views across native dunes, coastal vegetation, and the Gulf beyond. These outdoor spaces feel less like balconies and more like open air rooms, creating a natural connection between the home and its Grayton Beach setting. At the heart of the outdoor experience, the pool terrace, outdoor kitchen, dining area, and fireplace create a natural place to land after the beach and continue into the evening. Inside, layered living spaces, a beautifully appointed kitchen, wet bar, and multiple areas for gathering allow the home to host with ease. Rich in history yet thoroughly current in execution, The Grayton House offers something increasingly difficult to recreate in Grayton Beach. It is a meaningful historic residence with the comfort, character, scale, views, and livability of a modern coastal home.

10 Hotz Ave, Santa Rosa Beach

$2,950,000

This is what Grayton Beach is all about. This charming Old Florida-style cottage captures everything people love about the area, from its relaxed coastal character to its unbeatable location. It features a large private pool--perfect for cooling off after a day at the beach--and is being sold fully furnished for an easy, turnkey experience. Just steps from the beautiful beaches of South Walton and a short walk to ''downtown'' Grayton Beach, home to favorites like The Red Bar and Chiringo, this property offers the ideal blend of convenience and privacy. You're close to all the action, yet tucked away on a peaceful street. The first floor includes a four bunks, two additional bedrooms, and a secondary living space. Upstairs, the main living level features a screened-in porch, updated kitchen, and open living area, along with the primary suite and two additional guest bedrooms. Whether you're gathered on the screened porch, enjoying the heated pool, or walking back from the beach, every moment here is designed for slowing down and truly relaxing in this timeless coastal retreat. Information contained within this listing such as lot dimensions, is deemed to be accurate but is not guaranteed. Buyer to verify.

5 Beds ⋅ 4 Baths ⋅ 1001035 MLS

This is what Grayton Beach is all about. This charming Old Florida-style cottage captures everything people love about the area, from its relaxed coastal character to its unbeatable location. It features a large private pool--perfect for cooling off after a day at the beach--and is being sold fully furnished for an easy, turnkey experience. Just steps from the beautiful beaches of South Walton and a short walk to ''downtown'' Grayton Beach, home to favorites like The Red Bar and Chiringo, this property offers the ideal blend of convenience and privacy. You're close to all the action, yet tucked away on a peaceful street. The first floor includes a four bunks, two additional bedrooms, and a secondary living space. Upstairs, the main living level features a screened-in porch, updated kitchen, and open living area, along with the primary suite and two additional guest bedrooms. Whether you're gathered on the screened porch, enjoying the heated pool, or walking back from the beach, every moment here is designed for slowing down and truly relaxing in this timeless coastal retreat. Information contained within this listing such as lot dimensions, is deemed to be accurate but is not guaranteed. Buyer to verify.

245 Magnolia St, Santa Rosa Beach

$3,499,000

Beautifully updated through an extensive remodel, this Grayton Beach home offers a bright, clean, move in ready feel throughout. Featuring a fully redesigned kitchen, new appliances, updated furnishings, and thoughtful upgrades, the home delivers a cohesive and inviting living experience from the moment you walk in. Offering five bedrooms, a bunk room, and a separate flex living area, the layout is ideal for both full-time living and rental flexibility. Two spacious living areas provide ample room to gather and entertain, while the additional lounge space offers the perfect setup for a media room, kids' hangout, or quiet retreat. The convenience of both primary and second-floor laundry adds everyday ease. The updated interiors carry seamlessly into the outdoor living spaces, where multiple porches invite relaxed mornings and evenings. A fenced private yard and heated pool create a true backyard retreat, perfect for enjoying the 30A lifestyle. Situated on a large corner lot with a one-car garage and ample parking, this home is just a short walk to the beach and moments from Grayton Beach's iconic restaurants, shops, and local favorites.

5 Beds ⋅ 6 Baths ⋅ 998898 MLS

Beautifully updated through an extensive remodel, this Grayton Beach home offers a bright, clean, move in ready feel throughout. Featuring a fully redesigned kitchen, new appliances, updated furnishings, and thoughtful upgrades, the home delivers a cohesive and inviting living experience from the moment you walk in. Offering five bedrooms, a bunk room, and a separate flex living area, the layout is ideal for both full-time living and rental flexibility. Two spacious living areas provide ample room to gather and entertain, while the additional lounge space offers the perfect setup for a media room, kids' hangout, or quiet retreat. The convenience of both primary and second-floor laundry adds everyday ease. The updated interiors carry seamlessly into the outdoor living spaces, where multiple porches invite relaxed mornings and evenings. A fenced private yard and heated pool create a true backyard retreat, perfect for enjoying the 30A lifestyle. Situated on a large corner lot with a one-car garage and ample parking, this home is just a short walk to the beach and moments from Grayton Beach's iconic restaurants, shops, and local favorites.

120 Magnolia St, Santa Rosa Beach

$5,950,000

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 seven-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.

7 Beds ⋅ 6 Baths ⋅ 998444 MLS

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 seven-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.

64 Hotz Ave, Santa Rosa Beach

$5,900,000

Stunning Home Right on the sand with gorgeous Gulf Views in Grayton Beach!!! This exceptional 7-bedroom coastal retreat also features 2 bonus rooms, offering space and flexibility for large gatherings. Enjoy a large private pool, outdoor kitchen, private elevator, and parking for up to 8 cars--rare for a true beachfront home. Designed for luxury living, the property is turn key, features a dedicated bunk room, and three expansive balconies capturing breathtaking sunsets and stars on clear nights. Located less than 350' from The Red Bar and Chiringo, with a boat launch to place in a kayak or paddle board into Western Lake at the end of the street. Fully furnished and turnkey, this is effortless Gulf-front living at its finest.

7 Beds ⋅ 5 Baths ⋅ 995944 MLS

Stunning Home Right on the sand with gorgeous Gulf Views in Grayton Beach!!! This exceptional 7-bedroom coastal retreat also features 2 bonus rooms, offering space and flexibility for large gatherings. Enjoy a large private pool, outdoor kitchen, private elevator, and parking for up to 8 cars--rare for a true beachfront home. Designed for luxury living, the property is turn key, features a dedicated bunk room, and three expansive balconies capturing breathtaking sunsets and stars on clear nights. Located less than 350' from The Red Bar and Chiringo, with a boat launch to place in a kayak or paddle board into Western Lake at the end of the street. Fully furnished and turnkey, this is effortless Gulf-front living at its finest.

6 Hotz Ave, Santa Rosa Beach

$2,850,000

GRAYT FUN at Grayton Beach. One of the last lots at Grayton with a beach view if you decide to build a home with a second floor. Amazing location, simple home. Owner Financing Available.

3 Beds ⋅ 3 Baths ⋅ 995338 MLS

GRAYT FUN at Grayton Beach. One of the last lots at Grayton with a beach view if you decide to build a home with a second floor. Amazing location, simple home. Owner Financing Available.

535 Defuniak St, Santa Rosa Beach

$3,349,000

Welcome to 186 Magnolia Street - Where Old Grayton Soul Meets Refined Coastal Design - a completely reimagined coastal retreat that captures the quintessential Old Grayton Beach vibe-retro, relaxed, and effortlessly cool-this property is designed to entertain, built to endure and be coveted by guests and is just a short walk to two beach accesses. This stunning 4-bedroom, 4.5-bath home has been fully remodeled from top to bottom, blending vintage surf-style charm with modern luxury and high-end finishes throughout. The property offers exceptional parking with a garage featuring an epoxy floor, an additional carport, and a large driveway accommodating up to seven vehicles. The first level welcomes you with wood-planked tile flooring, a comfortable sitting area, and an inviting living space complete with a wet bar, ice maker, wine refrigerator, and a striking custom tile accent wall. A first-floor primary suite features an ensuite bath with a soaking tub and custom tile work. A stylish half bath with shiplap accents completes the interior. Step outside to the expansive first-floor deck, showcasing a large, heated pool with a chair deck, an herb garden with pergola, and space designed for outdoor living. (A paver walkway and pool deck are currently being completed.) The second and third levels feature beautiful oak wood flooring throughout. The second level offers a light-filled sitting area, dining space, and living room with a gas fireplace. The galley-style kitchen is outfitted with Thermador appliances, quartz countertops, open shelving, and a breakfast bar-perfect for entertaining. A hallway leads to a guest bedroom with an ensuite bath and private balcony overlooking the front yard, a bunk room with two full-size bunks and a full bath, and a conveniently located laundry room. The third level is dedicated to a serene primary suite, complete with an ensuite bath featuring dual vanities and a custom-tiled shower. A private balcony offers beautiful Gulf views, creating the perfect escape. Major upgrades include all new impact-rated windows and doors, new wiring and plumbing, new tankless water heater, three new HVAC units, and a new 30-year architectural shingle roof-offering peace of mind and modern efficiency. 186 Magnolia Street is a rare opportunity to own a thoughtfully updated beach home that honors the timeless Grayton Beach aesthetic while delivering today's comforts-all in one of the area's most beloved locations. Grayton Beach is beloved for its eclectic, retro surf culture, tree-lined streets, and an atmosphere that feels authentically coastal. Home to Grayton Beach State Park, world-class dining, and a strong sense of community, this is one of 30A's most sought-after and enduring neighborhoods. Whether envisioned as a refined personal escape, a legacy beach home, or a property with strong rental appeal thanks to its layout, amenities, and premier location, 186 Magnolia Street represents a rare opportunity to own a true Grayton Beach classic-elevated, effortless, and undeniably timeless. This is more than a beach house; this is a Grayton Beach Statement! Now is your chance to live the Grayton Beach Life-Artful, Authentic, and Unmatched!

4 Beds ⋅ 5 Baths ⋅ 994736 MLS

Welcome to 186 Magnolia Street - Where Old Grayton Soul Meets Refined Coastal Design - a completely reimagined coastal retreat that captures the quintessential Old Grayton Beach vibe-retro, relaxed, and effortlessly cool-this property is designed to entertain, built to endure and be coveted by guests and is just a short walk to two beach accesses. This stunning 4-bedroom, 4.5-bath home has been fully remodeled from top to bottom, blending vintage surf-style charm with modern luxury and high-end finishes throughout. The property offers exceptional parking with a garage featuring an epoxy floor, an additional carport, and a large driveway accommodating up to seven vehicles. The first level welcomes you with wood-planked tile flooring, a comfortable sitting area, and an inviting living space complete with a wet bar, ice maker, wine refrigerator, and a striking custom tile accent wall. A first-floor primary suite features an ensuite bath with a soaking tub and custom tile work. A stylish half bath with shiplap accents completes the interior. Step outside to the expansive first-floor deck, showcasing a large, heated pool with a chair deck, an herb garden with pergola, and space designed for outdoor living. (A paver walkway and pool deck are currently being completed.) The second and third levels feature beautiful oak wood flooring throughout. The second level offers a light-filled sitting area, dining space, and living room with a gas fireplace. The galley-style kitchen is outfitted with Thermador appliances, quartz countertops, open shelving, and a breakfast bar-perfect for entertaining. A hallway leads to a guest bedroom with an ensuite bath and private balcony overlooking the front yard, a bunk room with two full-size bunks and a full bath, and a conveniently located laundry room. The third level is dedicated to a serene primary suite, complete with an ensuite bath featuring dual vanities and a custom-tiled shower. A private balcony offers beautiful Gulf views, creating the perfect escape. Major upgrades include all new impact-rated windows and doors, new wiring and plumbing, new tankless water heater, three new HVAC units, and a new 30-year architectural shingle roof-offering peace of mind and modern efficiency. 186 Magnolia Street is a rare opportunity to own a thoughtfully updated beach home that honors the timeless Grayton Beach aesthetic while delivering today's comforts-all in one of the area's most beloved locations. Grayton Beach is beloved for its eclectic, retro surf culture, tree-lined streets, and an atmosphere that feels authentically coastal. Home to Grayton Beach State Park, world-class dining, and a strong sense of community, this is one of 30A's most sought-after and enduring neighborhoods. Whether envisioned as a refined personal escape, a legacy beach home, or a property with strong rental appeal thanks to its layout, amenities, and premier location, 186 Magnolia Street represents a rare opportunity to own a true Grayton Beach classic-elevated, effortless, and undeniably timeless. This is more than a beach house; this is a Grayton Beach Statement! Now is your chance to live the Grayton Beach Life-Artful, Authentic, and Unmatched!

186 Magnolia St, Santa Rosa Beach

$4,450,000

Ideally positioned just steps from the sugar white sand, this exceptional residence captures the character of historic Grayton Beach and offers expansive gulf views from all four stories. The main living level is designed for effortless entertaining, featuring a spacious open floor plan anchored by a custom chef's kitchen with bespoke cabinetry, premium KitchenAid appliances, dual ovens, dual dishwashers, two sinks, a six-burner gas cooktop with a pot filler, an ice maker, a beverage cooler, and an expansive island seating area. The living and dining areas are generously scaled, highlighted by custom furnishings, a large dining space ideal for gatherings, and seamless access to a private outdoor living area. Outdoors, a private saltwater plunge pool is complemented by an outdoor kitchen with a gas grill, sink, and ample counter space, along with an outdoor shower, creating a relaxed yet elevated coastal retreat. Multiple guest suites span the upper levels, offering privacy, comfort, and flexibility for family and guests. Several bedrooms feature private ensuite baths and direct access to gulf-view balconies, creating serene personal retreats throughout the home. With a private elevator connecting all three levels, the home offers effortless access for every generation and is fully ADA compliant for added convenience. The upper-level cocktail lounge is a standout feature, offering unobstructed gulf views and a fully appointed entertaining space with a beverage cooler, ice maker, and sink, ideal for sunset gatherings. The top floor further includes a dedicated workspace, a spacious bunk room, a full bath, and an additional living space, offering room for everyone to spread out and unwind. Thoughtfully designed and meticulously appointed, this Grayton Beach property presents a rare opportunity to own a truly distinctive residence in an iconic location, where coastal elegance and everyday livability meet. Walton County Appraiser recognizes the Effective Built Date as 2021

7 Beds ⋅ 8 Baths ⋅ 993213 MLS

Ideally positioned just steps from the sugar white sand, this exceptional residence captures the character of historic Grayton Beach and offers expansive gulf views from all four stories. The main living level is designed for effortless entertaining, featuring a spacious open floor plan anchored by a custom chef's kitchen with bespoke cabinetry, premium KitchenAid appliances, dual ovens, dual dishwashers, two sinks, a six-burner gas cooktop with a pot filler, an ice maker, a beverage cooler, and an expansive island seating area. The living and dining areas are generously scaled, highlighted by custom furnishings, a large dining space ideal for gatherings, and seamless access to a private outdoor living area. Outdoors, a private saltwater plunge pool is complemented by an outdoor kitchen with a gas grill, sink, and ample counter space, along with an outdoor shower, creating a relaxed yet elevated coastal retreat. Multiple guest suites span the upper levels, offering privacy, comfort, and flexibility for family and guests. Several bedrooms feature private ensuite baths and direct access to gulf-view balconies, creating serene personal retreats throughout the home. With a private elevator connecting all three levels, the home offers effortless access for every generation and is fully ADA compliant for added convenience. The upper-level cocktail lounge is a standout feature, offering unobstructed gulf views and a fully appointed entertaining space with a beverage cooler, ice maker, and sink, ideal for sunset gatherings. The top floor further includes a dedicated workspace, a spacious bunk room, a full bath, and an additional living space, offering room for everyone to spread out and unwind. Thoughtfully designed and meticulously appointed, this Grayton Beach property presents a rare opportunity to own a truly distinctive residence in an iconic location, where coastal elegance and everyday livability meet. Walton County Appraiser recognizes the Effective Built Date as 2021

76 Hotz Ave, Santa Rosa Beach

$3,440,000

A Grayton Beach rarity: Western Lake views, a private guest cottage, a resort-style pool, and projected rental income of up to $373,000 annually, combine to create a property as versatile as it is unforgettable. Timeless Grayton Beach character meets thoughtful modern renovation in this rare fully-furnished, dual-residence offering just steps from Western Lake, the shoreline, and the heart of one of 30A's most storied beach villages. Originally built in 1970 and extensively reimagined, the property pairs a gracious main home with a fully detached private cottage, creating flexibility for hosting, multigenerational living, or income potential without sacrificing privacy or charm. The main residence spans approximately 2,910 square feet with five bedrooms and four-and-a-half baths across three levels. Recent updates include a fully redesigned kitchen, renovated bathrooms, fresh interior paint, new flooring, updated wiring and plumbing, two HVAC systems, new appliances, and a new roof. From the inviting front porch, morning coffee is enjoyed with tranquil views toward Western Lake. Inside, the first floor opens to a generous living and dining area that flows seamlessly into the kitchen, which offers ample space for an island and connects to a comfortable sitting or game room. A mudroom off the kitchen adds a half bath, a full-sized laundry, and direct access to the side yard for grilling. Two first-floor bedrooms feature updated ensuite baths, while a rear hallway leads directly to the backyard. Upstairs, the second level offers two additional bedrooms and two full baths. The third floor serves as a flexible retreat or bedroom, highlighted by a striking wood A-frame ceiling with access to the large balcony. The detached cottage provides approximately 560 square feet with one bedroom, one full bath, a family room, a full kitchen, a laundry room, an outdoor shower, and a separate entrance. With a new roof and alley access, the cottage allows easy movement to the beach, lake, and dining while remaining discreetly set apart from the main home. Outdoor living is equally compelling, with a spacious backyard ready for relaxed afternoons, a newly added private pool, curated hardscape, and lush landscaping. After a day on the water, rinse off at the outdoor shower or unwind in one of several private seating areas. Parking is generous with a paver driveway, additional front parking, and two rear spaces for a total of seven. Accessibility has been carefully considered with a ramp on the north side and a fully accessible first floor, including the primary bath. Both residences may be rented separately or together, offering exceptional versatility. Positioned moments from Western Lake, two beach accesses, and iconic spots like The Red Bar, Chiringo, and AJ's Grayton Beach, this is a rare opportunity to own a true Grayton Beach classic where coastal history, modern updates, and an unbeatable walkable setting come together with ease.

6 Beds ⋅ 6 Baths ⋅ 992659 MLS

A Grayton Beach rarity: Western Lake views, a private guest cottage, a resort-style pool, and projected rental income of up to $373,000 annually, combine to create a property as versatile as it is unforgettable. Timeless Grayton Beach character meets thoughtful modern renovation in this rare fully-furnished, dual-residence offering just steps from Western Lake, the shoreline, and the heart of one of 30A's most storied beach villages. Originally built in 1970 and extensively reimagined, the property pairs a gracious main home with a fully detached private cottage, creating flexibility for hosting, multigenerational living, or income potential without sacrificing privacy or charm. The main residence spans approximately 2,910 square feet with five bedrooms and four-and-a-half baths across three levels. Recent updates include a fully redesigned kitchen, renovated bathrooms, fresh interior paint, new flooring, updated wiring and plumbing, two HVAC systems, new appliances, and a new roof. From the inviting front porch, morning coffee is enjoyed with tranquil views toward Western Lake. Inside, the first floor opens to a generous living and dining area that flows seamlessly into the kitchen, which offers ample space for an island and connects to a comfortable sitting or game room. A mudroom off the kitchen adds a half bath, a full-sized laundry, and direct access to the side yard for grilling. Two first-floor bedrooms feature updated ensuite baths, while a rear hallway leads directly to the backyard. Upstairs, the second level offers two additional bedrooms and two full baths. The third floor serves as a flexible retreat or bedroom, highlighted by a striking wood A-frame ceiling with access to the large balcony. The detached cottage provides approximately 560 square feet with one bedroom, one full bath, a family room, a full kitchen, a laundry room, an outdoor shower, and a separate entrance. With a new roof and alley access, the cottage allows easy movement to the beach, lake, and dining while remaining discreetly set apart from the main home. Outdoor living is equally compelling, with a spacious backyard ready for relaxed afternoons, a newly added private pool, curated hardscape, and lush landscaping. After a day on the water, rinse off at the outdoor shower or unwind in one of several private seating areas. Parking is generous with a paver driveway, additional front parking, and two rear spaces for a total of seven. Accessibility has been carefully considered with a ramp on the north side and a fully accessible first floor, including the primary bath. Both residences may be rented separately or together, offering exceptional versatility. Positioned moments from Western Lake, two beach accesses, and iconic spots like The Red Bar, Chiringo, and AJ's Grayton Beach, this is a rare opportunity to own a true Grayton Beach classic where coastal history, modern updates, and an unbeatable walkable setting come together with ease.

64 Banfill St, Santa Rosa Beach

$16,000,000

Two Adjacent Gulf-Front Properties Offered Together in Coveted Grayton Beach!!! Along the sugar-white sands of Grayton Beach—where the Gulf has kept its quiet vigil for generations—an exceptionally rare Old Florida estate awaits. Offered together, these two Gulf-front lots span more than 120 feet along the shoreline and encompass nearly half an acre of treasured coastal ground. Tucked at the end of a sleepy lane, with no pass-through traffic to disturb the moment, the setting provides a level of privacy seldom found on the Gulf today. The easternmost parcel, 8 Hotz Avenue, is home to an authentic 1935 Gulf cottage, relocated to this site in the early 1950s. Lovingly preserved and thoughtfully maintained by the same family for decades, the cottage stands as a tangible piece of ... Grayton's history. This original home is a charming three-bedroom cottage featuring a full bathroom and two half-baths, each equipped with its own outdoor shower. A cozy kitchen connects to a living and dining area that opens up to a spacious porch, extending across the south and most of the east facade of the cottage. This porch provides one of the most picturesque views along the Gulf coast. To step onto this property is to experience Grayton as it wasunpolished, welcoming, and rich with story. The westernmost parcel, 2 Hotz Avenue, hosts the main residence: a legacy three-story Gulf-front home designed for effortless living and joyful gathering. From every level, sweeping views extend across Grayton's iconic beaches to the ever-changing waters beyond. The home features seven bedrooms, six full baths, and two half baths, generously arranged for comfort and privacy. Deep, wraparound porches span both the second and third floors, inviting morning coffee, lingering conversations, and sunsets carried in on steady Gulf breezes. A brick-paved drive leads to an expansive garage of nearly 2,000 square feetample space for six or more vehicles, a workshop, a boat trailer, or whatever pursuits the day inspires. Together, these two properties present a once-in-a-generation opportunity to create a family estate unlike any other. The views are unmatched, the history is genuine, and the barefoot way of life that comes with it is something to be felt, not explained. Grayton Beach is beloved for its unspoiled beauty, enduring artistic spirit, and a pace of life that favors grace over hurrywhat The New York Times aptly describes as "upscale, but unfussy." Being sold fully furnished AS IS with a few exclusions of personal importance.

7 Beds ⋅ 8 Baths ⋅ 992820 MLS

Two Adjacent Gulf-Front Properties Offered Together in Coveted Grayton Beach!!! Along the sugar-white sands of Grayton Beach—where the Gulf has kept its quiet vigil for generations—an exceptionally rare Old Florida estate awaits. Offered together, these two Gulf-front lots span more than 120 feet along the shoreline and encompass nearly half an acre of treasured coastal ground. Tucked at the end of a sleepy lane, with no pass-through traffic to disturb the moment, the setting provides a level of privacy seldom found on the Gulf today. The easternmost parcel, 8 Hotz Avenue, is home to an authentic 1935 Gulf cottage, relocated to this site in the early 1950s. Lovingly preserved and thoughtfully maintained by the same family for decades, the cottage stands as a tangible piece of ... Grayton's history. This original home is a charming three-bedroom cottage featuring a full bathroom and two half-baths, each equipped with its own outdoor shower. A cozy kitchen connects to a living and dining area that opens up to a spacious porch, extending across the south and most of the east facade of the cottage. This porch provides one of the most picturesque views along the Gulf coast. To step onto this property is to experience Grayton as it wasunpolished, welcoming, and rich with story. The westernmost parcel, 2 Hotz Avenue, hosts the main residence: a legacy three-story Gulf-front home designed for effortless living and joyful gathering. From every level, sweeping views extend across Grayton's iconic beaches to the ever-changing waters beyond. The home features seven bedrooms, six full baths, and two half baths, generously arranged for comfort and privacy. Deep, wraparound porches span both the second and third floors, inviting morning coffee, lingering conversations, and sunsets carried in on steady Gulf breezes. A brick-paved drive leads to an expansive garage of nearly 2,000 square feetample space for six or more vehicles, a workshop, a boat trailer, or whatever pursuits the day inspires. Together, these two properties present a once-in-a-generation opportunity to create a family estate unlike any other. The views are unmatched, the history is genuine, and the barefoot way of life that comes with it is something to be felt, not explained. Grayton Beach is beloved for its unspoiled beauty, enduring artistic spirit, and a pace of life that favors grace over hurrywhat The New York Times aptly describes as "upscale, but unfussy." Being sold fully furnished AS IS with a few exclusions of personal importance.

2 Hotz Ave, Santa Rosa Beach

$11,499,999

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.

4 Beds ⋅ 6 Baths ⋅ 970654 MLS

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.

186 Banfill St, Santa Rosa Beach

$2,645,000

Exuding the authentic spirit of Grayton Beach that few properties have ever emulated, this fully renovated home is a rare blend of Old Florida charm and European sophistication. Tucked beneath native trees and lush tropical landscaping, it offers a true sense of privacy while remaining just a short stroll from the Gulf, renowned restaurants, and Grayton's vibrant artistic shops. The backyard feels like a private resort, complete with a water fountain feeding into a sparkling pool, tropical plantings, an outdoor fireplace, and multiple covered porches and decks designed for effortless indoor-outdoor living. Inside, natural light floods an open, airy floor plan that includes a spacious living area, 2 primary suites, dining room, and updated kitchen—all perfectly suited for entertaining. Two separate bedroom suites overlook the pool, each with a private bath, creating serene retreats for family and guests. Recent updates ensure peace of mind, including impact-rated doors and windows, a new roof, and a whole-house natural gas generator. The fenced yard is both pet-friendly and family-ready, with ample parking for up to five vehicles. 24 Magnolia is a modern Grayton classicsophisticated yet inviting, thoughtfully designed for coastal living, and infused with the timeless character that makes Grayton Beach unlike anywhere else.

4 Beds ⋅ 4 Baths ⋅ 986253 MLS

Exuding the authentic spirit of Grayton Beach that few properties have ever emulated, this fully renovated home is a rare blend of Old Florida charm and European sophistication. Tucked beneath native trees and lush tropical landscaping, it offers a true sense of privacy while remaining just a short stroll from the Gulf, renowned restaurants, and Grayton's vibrant artistic shops. The backyard feels like a private resort, complete with a water fountain feeding into a sparkling pool, tropical plantings, an outdoor fireplace, and multiple covered porches and decks designed for effortless indoor-outdoor living. Inside, natural light floods an open, airy floor plan that includes a spacious living area, 2 primary suites, dining room, and updated kitchen—all perfectly suited for entertaining. Two separate bedroom suites overlook the pool, each with a private bath, creating serene retreats for family and guests. Recent updates ensure peace of mind, including impact-rated doors and windows, a new roof, and a whole-house natural gas generator. The fenced yard is both pet-friendly and family-ready, with ample parking for up to five vehicles. 24 Magnolia is a modern Grayton classicsophisticated yet inviting, thoughtfully designed for coastal living, and infused with the timeless character that makes Grayton Beach unlike anywhere else.

24 Magnolia St, Santa Rosa Beach

$2,495,000

Welcome to your dream Gulf view beach house in historic Grayton Beach, one of Florida's most beloved and iconic coastal communities. This beautifully updated 4 bedroom, 3.5 bath home sits just steps from the sugar white sand and emerald waters of Grayton Beach State Park, offering the perfect blend of charm, comfort, and investment potential. With a proven rental history and exceptional short term rental income opportunities, this property is both a serene retreat and a high performing asset. A True Grayton Beach Gem Located in the heart of Old Town Grayton Beach, where life moves at an easygoing pace and every day ends with a breathtaking sunset, this home invites you to relax on any of its three covered lanais and soak in the coastal breeze. The exterior has been meticulously maintained and enhanced with low maintenance natural landscaping, ensuring beauty without the upkeep. Resort Style Outdoor Living The main level is designed for unforgettable days in the sun, featuring: " A large custom pool " Outdoor shower " Poolside half bath " Covered terrace perfect for lounging or grilling " Ample storage, including a large owner's storage room/workspace " Covered parking This thoughtful layout makes beach living effortless for both owners and guests. Bright, Open, and Perfect for Entertaining On the second level, sunlight pours through expansive windows and doors, illuminating the spacious open concept living area. The upgraded kitchen features: " Custom white cabinetry " Stainless steel appliances " 6 burner gas range + dual oven " Wine Cooler / Beverage Fridge " Breakfast bar " Walk in pantry Three guest bedrooms and two full bathrooms provide plenty of space for family and visitors, while the screened porch offers a peaceful spot to enjoy morning coffee or evening cocktails. Private Third Level Retreat The entire third floor is dedicated to the luxurious primary suite, complete with: " Spectacular Gulf views " Expansive walk in closet " Spa inspired bathroom with jetted tub, large walk in shower, and dual vanities " Private covered veranda overlooking the water It's a sanctuary designed for relaxation and rejuvenation. Unmatched Walkability & Local Lifestyle This home places you in the center of everything that makes Grayton Beach so special: " Walk to 15+ restaurants, cafés, and local favorites " Two beach access points just two blocks away " Steps from Grayton Beach State Park " Launch a boat or YOLO board into Western Lake " Paddle straight out to the Gulf or explore Turtle Reef Grayton Beach is known for its quirky charmlocals lovingly say, "Nice Dogs, Strange People"and Southern Living has described the area as "upscale but unfussy." It's a community unlike any other on 30A. Turnkey & Rental Ready This home is being sold fully furnished and rental ready, making it an ideal opportunity for investors seeking a high value short term rental with a strong rental history. Whether you're looking for a personal getaway, a full time residence, or a top performing vacation rental, this property checks every box. Don't miss your chance to own a rare piece of paradise in one of the most sought after neighborhoods on 30A. Buyers should verify all dimensions and details important to them.

4 Beds ⋅ 4 Baths ⋅ 991726 MLS

Welcome to your dream Gulf view beach house in historic Grayton Beach, one of Florida's most beloved and iconic coastal communities. This beautifully updated 4 bedroom, 3.5 bath home sits just steps from the sugar white sand and emerald waters of Grayton Beach State Park, offering the perfect blend of charm, comfort, and investment potential. With a proven rental history and exceptional short term rental income opportunities, this property is both a serene retreat and a high performing asset. A True Grayton Beach Gem Located in the heart of Old Town Grayton Beach, where life moves at an easygoing pace and every day ends with a breathtaking sunset, this home invites you to relax on any of its three covered lanais and soak in the coastal breeze. The exterior has been meticulously maintained and enhanced with low maintenance natural landscaping, ensuring beauty without the upkeep. Resort Style Outdoor Living The main level is designed for unforgettable days in the sun, featuring: " A large custom pool " Outdoor shower " Poolside half bath " Covered terrace perfect for lounging or grilling " Ample storage, including a large owner's storage room/workspace " Covered parking This thoughtful layout makes beach living effortless for both owners and guests. Bright, Open, and Perfect for Entertaining On the second level, sunlight pours through expansive windows and doors, illuminating the spacious open concept living area. The upgraded kitchen features: " Custom white cabinetry " Stainless steel appliances " 6 burner gas range + dual oven " Wine Cooler / Beverage Fridge " Breakfast bar " Walk in pantry Three guest bedrooms and two full bathrooms provide plenty of space for family and visitors, while the screened porch offers a peaceful spot to enjoy morning coffee or evening cocktails. Private Third Level Retreat The entire third floor is dedicated to the luxurious primary suite, complete with: " Spectacular Gulf views " Expansive walk in closet " Spa inspired bathroom with jetted tub, large walk in shower, and dual vanities " Private covered veranda overlooking the water It's a sanctuary designed for relaxation and rejuvenation. Unmatched Walkability & Local Lifestyle This home places you in the center of everything that makes Grayton Beach so special: " Walk to 15+ restaurants, cafés, and local favorites " Two beach access points just two blocks away " Steps from Grayton Beach State Park " Launch a boat or YOLO board into Western Lake " Paddle straight out to the Gulf or explore Turtle Reef Grayton Beach is known for its quirky charmlocals lovingly say, "Nice Dogs, Strange People"and Southern Living has described the area as "upscale but unfussy." It's a community unlike any other on 30A. Turnkey & Rental Ready This home is being sold fully furnished and rental ready, making it an ideal opportunity for investors seeking a high value short term rental with a strong rental history. Whether you're looking for a personal getaway, a full time residence, or a top performing vacation rental, this property checks every box. Don't miss your chance to own a rare piece of paradise in one of the most sought after neighborhoods on 30A. Buyers should verify all dimensions and details important to them.

196 Magnolia St, Santa Rosa Beach

$2,900,000

Charming Vintage Cottage & Carriage House in Historic Old Grayton Beach! Welcome to Goodnight Moon and Bella Luna, a delightful vintage-style retreat tucked away in the heart of historic Old Grayton Beach. This one-of-a-kind property offers two beautifully appointed homes—each with its own distinctive charm and character. Main Cottage: • 3 Bedrooms | 3 Bathrooms | Sleeps 7 • Thoughtfully designed with a blend of vintage elegance and modern comforts, the main cottage offers an inviting, spacious living area perfect for family gatherings. Enjoy cozy evenings and relax on the screened-in front porch as you people-watch and take in the quiet charm of this historic neighborhood. Separate Carriage House: • 2 Bedrooms | 2 Bathrooms | Sleeps 4 " The separate carriage house offers additional privacy and space, making it perfect for guests, extended family, or even as a potential rental unit. It features the same vintage design and professional décor that complements the main cottage, with ample space for relaxation and comfort. Outdoor Living: " The large front yard is shaded by majestic Oaks and Magnolia trees, providing a tranquil, natural setting. Enjoy al fresco dining or casual cookouts on the gas grill and picnic table. Whether you're sipping coffee on the porch or hosting a summer BBQ, the outdoor space is a perfect retreat. " Sold fully furnished and AS IS. Location: " Situated just a short walk from the beach, and steps away from 15 fantastic restaurants, this home offers the best of both worldspeaceful privacy and proximity to the vibrant Old Grayton Beach community. Additional Details: " All measurements are estimates, and buyers should verify any information they deem important. Whether you're looking for a primary residence, a second home, or an investment opportunity, Goodnight Moon and Bella Luna is an absolute gem with timeless appeal. Don't miss your chance to own a piece of Old Grayton Beach's history.

5 Beds ⋅ 5 Baths ⋅ 989741 MLS

Charming Vintage Cottage & Carriage House in Historic Old Grayton Beach! Welcome to Goodnight Moon and Bella Luna, a delightful vintage-style retreat tucked away in the heart of historic Old Grayton Beach. This one-of-a-kind property offers two beautifully appointed homes—each with its own distinctive charm and character. Main Cottage: • 3 Bedrooms | 3 Bathrooms | Sleeps 7 • Thoughtfully designed with a blend of vintage elegance and modern comforts, the main cottage offers an inviting, spacious living area perfect for family gatherings. Enjoy cozy evenings and relax on the screened-in front porch as you people-watch and take in the quiet charm of this historic neighborhood. Separate Carriage House: • 2 Bedrooms | 2 Bathrooms | Sleeps 4 " The separate carriage house offers additional privacy and space, making it perfect for guests, extended family, or even as a potential rental unit. It features the same vintage design and professional décor that complements the main cottage, with ample space for relaxation and comfort. Outdoor Living: " The large front yard is shaded by majestic Oaks and Magnolia trees, providing a tranquil, natural setting. Enjoy al fresco dining or casual cookouts on the gas grill and picnic table. Whether you're sipping coffee on the porch or hosting a summer BBQ, the outdoor space is a perfect retreat. " Sold fully furnished and AS IS. Location: " Situated just a short walk from the beach, and steps away from 15 fantastic restaurants, this home offers the best of both worldspeaceful privacy and proximity to the vibrant Old Grayton Beach community. Additional Details: " All measurements are estimates, and buyers should verify any information they deem important. Whether you're looking for a primary residence, a second home, or an investment opportunity, Goodnight Moon and Bella Luna is an absolute gem with timeless appeal. Don't miss your chance to own a piece of Old Grayton Beach's history.

2 Magnolia St, Santa Rosa Beach