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$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

$3,295,000

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

$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