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Opportunities like this in the heart of historic Grayton Beach are exceptionally rare. Set along coveted DeFuniak Street, this home offers the chance to own in one of South Walton's most distinctive locations. Just steps from the beach and a short stroll from the heart of Grayton, everything that makes this iconic community so special is within easy reach. Walk to the beach, enjoy some of the area's best loved dining and local shops, or simply explore 30A. Adding to the rarity is a generously sized backyard with space to create a private outdoor retreat, including the potential for an in-ground pool, an increasingly difficult find in the heart of old Grayton. Ample parking accommodates owners and guests, another valuable feature in this coveted beachside setting. Offered fully furnished, with professionally designed and thoughtfully curated interiors, the home features dual primary suites, each with its own private balcony, offering flexibility and privacy for owners and guests alike. Currently enjoyed as a vacation rental, the home is ideally suited for continued rental use or as your own personal beach retreat. More than simply a beach house, this is an opportunity to become part of a place that has retained the charm, individuality and laid-back coastal lifestyle that have made Grayton Beach so special for generations. Enjoy it as it is today, make it your own over time, and own a piece of Grayton in a location that simply cannot be recreated.

4 Beds ⋅ 4 Baths ⋅ 1013212 MLS ⋅ 2,300 SqFt.

Opportunities like this in the heart of historic Grayton Beach are exceptionally rare. Set along coveted DeFuniak Street, this home offers the chance to own in one of South Walton's most distinctive locations. Just steps from the beach and a short stroll from the heart of Grayton, everything that makes this iconic community so special is within easy reach. Walk to the beach, enjoy some of the area's best loved dining and local shops, or simply explore 30A. Adding to the rarity is a generously sized backyard with space to create a private outdoor retreat, including the potential for an in-ground pool, an increasingly difficult find in the heart of old Grayton. Ample parking accommodates owners and guests, another valuable feature in this coveted beachside setting. Offered fully furnished, with professionally designed and thoughtfully curated interiors, the home features dual primary suites, each with its own private balcony, offering flexibility and privacy for owners and guests alike. Currently enjoyed as a vacation rental, the home is ideally suited for continued rental use or as your own personal beach retreat. More than simply a beach house, this is an opportunity to become part of a place that has retained the charm, individuality and laid-back coastal lifestyle that have made Grayton Beach so special for generations. Enjoy it as it is today, make it your own over time, and own a piece of Grayton in a location that simply cannot be recreated.

505 Defuniak St, Santa Rosa Beach

$2,700,000

Embrace the timeless magic of Old Florida at Pine Cove. Tucked away in iconic Grayton Beach--voted the nation's best beach--this charming coastal retreat perfectly blends laid-back bohemian vibes with exceptional investment appeal. Proven earnings speak for themselves, generating $100k Year over Year. Lounge under sunny skies beside your private heated pool, stroll down sand paths to Grayton Beach State Park and local hot spots, or simply soak in the gentle breeze from the Gulf's emerald waters. With plenty of room to add a custom carriage house, Pine Cove offers rare upside in 30A's most historic beach neighborhood. Step into simple, effortless beach-living before this gem slips away.

3 Beds ⋅ 2 Baths ⋅ 1009729 MLS ⋅ 2,372 SqFt.

Embrace the timeless magic of Old Florida at Pine Cove. Tucked away in iconic Grayton Beach--voted the nation's best beach--this charming coastal retreat perfectly blends laid-back bohemian vibes with exceptional investment appeal. Proven earnings speak for themselves, generating $100k Year over Year. Lounge under sunny skies beside your private heated pool, stroll down sand paths to Grayton Beach State Park and local hot spots, or simply soak in the gentle breeze from the Gulf's emerald waters. With plenty of room to add a custom carriage house, Pine Cove offers rare upside in 30A's most historic beach neighborhood. Step into simple, effortless beach-living before this gem slips away.

91 Pine St, Santa Rosa Beach

$2,499,000

Beautifully remodeled and offered fully furnished, 24 Magnolia Street is a distinctive Grayton Beach home along Scenic Highway 30A, combining timeless coastal design, a detached carriage house, private pool, and exceptional proximity to the Gulf of Mexico and the heart of one of South Walton's most beloved beach communities. Here, days are shaped by time at the beach, afternoons spent among Grayton Beach restaurants, galleries, boutiques, and local gathering places, and evenings at home in a private outdoor setting designed for connection and ease. Thoughtfully reimagined with refined craftsmanship, the main residence offers inviting interiors that feel sophisticated while remaining true to the relaxed character of Grayton Beach. Two bedrooms and two full bathrooms create an intimate coastal retreat, while the kitchen serves as a natural gathering place with floor-to-ceiling custom cabinetry, a generous gas range, and architectural details that bring warmth and intention to both everyday living and entertaining. A detached carriage house adds two additional bedrooms and two full bathrooms, creating valuable flexibility for guests, extended family, multi-generational stays, or additional private accommodations. This separation of spaces gives 24 Magnolia Street a versatility that is especially appealing for buyers considering a primary residence, second home, vacation property, or short-term rental investment in Grayton Beach. Outdoor living is equally central to the experience. A private pool anchors the backyard, while an outdoor fireplace creates an inviting setting for evenings beneath the stars. A screened porch extends the living space throughout the year, and the shaded front porch, complete with classic rocking chairs, offers a quiet place to enjoy the coastal setting and the distinctive rhythm of this historic 30A community. After a day along the Gulf, an outdoor shower offers a refreshing return home, while a dedicated storage shed keeps bicycles, paddleboards, beach gear, and other coastal essentials neatly organized. The location places 24 Magnolia Street near Grayton Beach's shoreline and the restaurants, galleries, and local favorites that give the community its unmistakable personality. Positioned along Scenic Highway 30A in South Walton, Grayton Beach is known for its laid-back coastal character, creative culture, and enduring sense of place. With short-term rentals permitted, a fully furnished offering, private pool, detached carriage house, and close proximity to the beach and central Grayton Beach, 24 Magnolia Street is well positioned for buyers searching for a luxury home in Grayton Beach, a furnished second home along 30A, or an investment property near the Gulf of Mexico with both lifestyle and rental flexibility.

4 Beds ⋅ 4 Baths ⋅ 1009332 MLS ⋅ 1,492 SqFt.

Beautifully remodeled and offered fully furnished, 24 Magnolia Street is a distinctive Grayton Beach home along Scenic Highway 30A, combining timeless coastal design, a detached carriage house, private pool, and exceptional proximity to the Gulf of Mexico and the heart of one of South Walton's most beloved beach communities. Here, days are shaped by time at the beach, afternoons spent among Grayton Beach restaurants, galleries, boutiques, and local gathering places, and evenings at home in a private outdoor setting designed for connection and ease. Thoughtfully reimagined with refined craftsmanship, the main residence offers inviting interiors that feel sophisticated while remaining true to the relaxed character of Grayton Beach. Two bedrooms and two full bathrooms create an intimate coastal retreat, while the kitchen serves as a natural gathering place with floor-to-ceiling custom cabinetry, a generous gas range, and architectural details that bring warmth and intention to both everyday living and entertaining. A detached carriage house adds two additional bedrooms and two full bathrooms, creating valuable flexibility for guests, extended family, multi-generational stays, or additional private accommodations. This separation of spaces gives 24 Magnolia Street a versatility that is especially appealing for buyers considering a primary residence, second home, vacation property, or short-term rental investment in Grayton Beach. Outdoor living is equally central to the experience. A private pool anchors the backyard, while an outdoor fireplace creates an inviting setting for evenings beneath the stars. A screened porch extends the living space throughout the year, and the shaded front porch, complete with classic rocking chairs, offers a quiet place to enjoy the coastal setting and the distinctive rhythm of this historic 30A community. After a day along the Gulf, an outdoor shower offers a refreshing return home, while a dedicated storage shed keeps bicycles, paddleboards, beach gear, and other coastal essentials neatly organized. The location places 24 Magnolia Street near Grayton Beach's shoreline and the restaurants, galleries, and local favorites that give the community its unmistakable personality. Positioned along Scenic Highway 30A in South Walton, Grayton Beach is known for its laid-back coastal character, creative culture, and enduring sense of place. With short-term rentals permitted, a fully furnished offering, private pool, detached carriage house, and close proximity to the beach and central Grayton Beach, 24 Magnolia Street is well positioned for buyers searching for a luxury home in Grayton Beach, a furnished second home along 30A, or an investment property near the Gulf of Mexico with both lifestyle and rental flexibility.

24 Magnolia St, Santa Rosa Beach

$2,099,000

Welcome to 325 Morgan's Trail, a stunning home located in the gated community of The Preserve at Grayton Beach on 30A's west end. Built in 2022, this beautifully designed residence offers a perfect blend of luxury and comfort. This home features 4 spacious bedrooms, each with its own private bathroom, ensuring privacy and convenience for everyone. Additionally, there's a large bunkroom with four custom built-in bunks, perfect for accommodating extra guests or creating a fun space for kids. Step inside to discover a modern open floor plan, complemented by three oversized porches, ideal for relaxing and enjoying the serene surroundings. The home also boasts the convenience of a laundry room on each level and a one-car garage. The large living area includes a cozy fireplace, creating a warm and inviting space for family gatherings. Outdoor living is a delight with a large screened-in porch that includes an outdoor kitchen, perfect for entertaining and enjoying the warm Gulf breezes. Offered furnished with minor exclusions, this home is move-in ready and awaits your personal touch. The Preserve at Grayton Beach offers an array of exclusive amenities, including PRIVATE DEEDED BEACH ACCESS via a private boardwalk. Enjoy an active lifestyle with the pickleball court, tennis courts, two community pools, a gym, and walking trails throughout the nature preserve.

5 Beds ⋅ 4 Baths ⋅ 1007616 MLS ⋅ 2,967 SqFt.

Welcome to 325 Morgan's Trail, a stunning home located in the gated community of The Preserve at Grayton Beach on 30A's west end. Built in 2022, this beautifully designed residence offers a perfect blend of luxury and comfort. This home features 4 spacious bedrooms, each with its own private bathroom, ensuring privacy and convenience for everyone. Additionally, there's a large bunkroom with four custom built-in bunks, perfect for accommodating extra guests or creating a fun space for kids. Step inside to discover a modern open floor plan, complemented by three oversized porches, ideal for relaxing and enjoying the serene surroundings. The home also boasts the convenience of a laundry room on each level and a one-car garage. The large living area includes a cozy fireplace, creating a warm and inviting space for family gatherings. Outdoor living is a delight with a large screened-in porch that includes an outdoor kitchen, perfect for entertaining and enjoying the warm Gulf breezes. Offered furnished with minor exclusions, this home is move-in ready and awaits your personal touch. The Preserve at Grayton Beach offers an array of exclusive amenities, including PRIVATE DEEDED BEACH ACCESS via a private boardwalk. Enjoy an active lifestyle with the pickleball court, tennis courts, two community pools, a gym, and walking trails throughout the nature preserve.

325 Morgans Trl, Santa Rosa Beach

$2,649,000

Welcome to the private, gated community of The Preserve at Grayton Beach. Perfectly situated just moments from Seaside and Gulf Place, this neighborhood offers an exceptional lifestyle. This stunning 3,571 sq ft residence, newly constructed by Simmons Custom Homes, is designed for both comfort and elegance. From the inviting rocking chair front porch to the screened-in back porch with its own fireplace and the third floor entertaining area, every space is crafted for enjoyment. This charming Florida Coastal home greets you with thoughtful luxury. The foyer flows into a versatile dining area and a spacious family room, which features a retractable glass wall opening seamlessly to the covered porch. Guest room with ensuite bath. The kitchen is a chef's dream, boasting bar seating, two refrigerators, classic marble countertops, and vibrant café curtains. A half bath and a full laundry room with ample cabinet storage and a utility sink completes the main level. The second floor offers a secondary family room, perfect for relaxing or media viewing. The primary suite is a true retreat, featuring a private covered porch, a spa inspired bath, and generous walk in closets. Two additional guest suites, each with custom tile work and built-in bunk beds ensure comfort for all guests, and a dedicated laundry room on this floor adds modern convenience. An elevator provides easy access to the third floor, which is designed for entertaining with a wet bar, half bath and covered porch Curated furnishings and high end finishes throughout the home, such as warm wood flooring, cozy brick fireplaces, lighted shelving, rustic brick accents, wood planked ceilings, under the stair wine storage and hand wrought iron railings define the property's unique character. Residents of The Preserve enjoy exclusive amenities including tennis and pickleball courts, two swimming pools, and deeded beach access. Ideally located near the premier shopping and dining destinations of Seaside, Grayton Beach, and Grand Boulevard, this home offers the very best of the 30A lifestyle.

4 Beds ⋅ 6 Baths ⋅ 1005194 MLS ⋅ 3,571 SqFt.

Welcome to the private, gated community of The Preserve at Grayton Beach. Perfectly situated just moments from Seaside and Gulf Place, this neighborhood offers an exceptional lifestyle. This stunning 3,571 sq ft residence, newly constructed by Simmons Custom Homes, is designed for both comfort and elegance. From the inviting rocking chair front porch to the screened-in back porch with its own fireplace and the third floor entertaining area, every space is crafted for enjoyment. This charming Florida Coastal home greets you with thoughtful luxury. The foyer flows into a versatile dining area and a spacious family room, which features a retractable glass wall opening seamlessly to the covered porch. Guest room with ensuite bath. The kitchen is a chef's dream, boasting bar seating, two refrigerators, classic marble countertops, and vibrant café curtains. A half bath and a full laundry room with ample cabinet storage and a utility sink completes the main level. The second floor offers a secondary family room, perfect for relaxing or media viewing. The primary suite is a true retreat, featuring a private covered porch, a spa inspired bath, and generous walk in closets. Two additional guest suites, each with custom tile work and built-in bunk beds ensure comfort for all guests, and a dedicated laundry room on this floor adds modern convenience. An elevator provides easy access to the third floor, which is designed for entertaining with a wet bar, half bath and covered porch Curated furnishings and high end finishes throughout the home, such as warm wood flooring, cozy brick fireplaces, lighted shelving, rustic brick accents, wood planked ceilings, under the stair wine storage and hand wrought iron railings define the property's unique character. Residents of The Preserve enjoy exclusive amenities including tennis and pickleball courts, two swimming pools, and deeded beach access. Ideally located near the premier shopping and dining destinations of Seaside, Grayton Beach, and Grand Boulevard, this home offers the very best of the 30A lifestyle.

53 Bartons Way, Santa Rosa Beach

$2,195,000

Tucked into the lush, canopied heart of Grayton Beach, this stunning 30A cottage offers a rare combination of dune lake frontage, beautifully curated interiors, and effortless coastal living. Set on over a fifth of an acre with 63 feet of lake frontage and a private boardwalk, 353 Wilderness Way is a true sanctuary. Inside, vaulted ceilings with exposed wood beams soar above an open living space anchored by a dramatic floor-to-ceiling terrazzo fireplace with a live-edge mantel. French doors, a shell-and-crystal chandelier, and rich hardwood floors throughout complete the picture. The chef's kitchen impresses with white cabinetry, quartz countertops, a mosaic tile backsplash, gas range, and a large island. Three bedrooms offer peaceful retreats, and the thoughtfully finished bathrooms include a charming powder room with a teal vanity and antique gilt mirror. Multiple decks, a screened porch, and a spiral staircase connecting levels make outdoor living just as inviting as in -- with the dune lake steps away for kayaking, paddleboarding, or simply unwinding at the water's edge. Steps from the beaches, dining, and boutiques that make Grayton Beach a perennial 30A favorite. Dune lake frontage like this is exceptionally rare - don't miss it.

3 Beds ⋅ 2 Baths ⋅ 1002777 MLS ⋅ 2,005 SqFt.

Tucked into the lush, canopied heart of Grayton Beach, this stunning 30A cottage offers a rare combination of dune lake frontage, beautifully curated interiors, and effortless coastal living. Set on over a fifth of an acre with 63 feet of lake frontage and a private boardwalk, 353 Wilderness Way is a true sanctuary. Inside, vaulted ceilings with exposed wood beams soar above an open living space anchored by a dramatic floor-to-ceiling terrazzo fireplace with a live-edge mantel. French doors, a shell-and-crystal chandelier, and rich hardwood floors throughout complete the picture. The chef's kitchen impresses with white cabinetry, quartz countertops, a mosaic tile backsplash, gas range, and a large island. Three bedrooms offer peaceful retreats, and the thoughtfully finished bathrooms include a charming powder room with a teal vanity and antique gilt mirror. Multiple decks, a screened porch, and a spiral staircase connecting levels make outdoor living just as inviting as in -- with the dune lake steps away for kayaking, paddleboarding, or simply unwinding at the water's edge. Steps from the beaches, dining, and boutiques that make Grayton Beach a perennial 30A favorite. Dune lake frontage like this is exceptionally rare - don't miss it.

353 Wilderness Way, 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 ⋅ 2,363 SqFt.

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

$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 ⋅ 2,016 SqFt.

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

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