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Tucked beneath a canopy of live oaks in the heart of Grayton Beach, this elevated five-bedroom home is positioned a short distance from the beach as well as the Red Bar and a number of other shopping and dining opportunities. The main living level is open and airy, with elevated ceilings, wood floors, and designer fixtures all anchored by a grand fireplace. The area flows seamlessly from the living room into a dining area. A chef's kitchen features a gas range and a butcher-block island with bar seating. An expansive balcony extends the living space outdoors. The primary suite located on this level offers an ensuite bath, large closet and its own private balcony. On the upper level, three more bedrooms, two bathrooms, a laundry room, and a family room are all perfectly positioned. A spiral staircase from the family room leads to the rooftop lookout, with treetop views over the Gulf of Mexico. The ground level adds a fifth bedroom and a flex room that granting access to the courtyard oasis. Outdoors, a brick-paver courtyard holds a private pool, a covered dining pavilion, and an outdoor shower. Parking includes covered space for a golf cart. Beaches, Western Lake, and the 30A bike path are nearby. Do not miss the rare opportunity to own a piece of Grayton Beach!

5 Beds ⋅ 4 Baths ⋅ 1013316 MLS ⋅ 3,456 SqFt.

Tucked beneath a canopy of live oaks in the heart of Grayton Beach, this elevated five-bedroom home is positioned a short distance from the beach as well as the Red Bar and a number of other shopping and dining opportunities. The main living level is open and airy, with elevated ceilings, wood floors, and designer fixtures all anchored by a grand fireplace. The area flows seamlessly from the living room into a dining area. A chef's kitchen features a gas range and a butcher-block island with bar seating. An expansive balcony extends the living space outdoors. The primary suite located on this level offers an ensuite bath, large closet and its own private balcony. On the upper level, three more bedrooms, two bathrooms, a laundry room, and a family room are all perfectly positioned. A spiral staircase from the family room leads to the rooftop lookout, with treetop views over the Gulf of Mexico. The ground level adds a fifth bedroom and a flex room that granting access to the courtyard oasis. Outdoors, a brick-paver courtyard holds a private pool, a covered dining pavilion, and an outdoor shower. Parking includes covered space for a golf cart. Beaches, Western Lake, and the 30A bike path are nearby. Do not miss the rare opportunity to own a piece of Grayton Beach!

99 Magnolia St, Santa Rosa Beach

$2,995,000

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

$4,450,000

Welcome to Grayton Gold, a distinctive coastal residence set among the dunes of Grayton Beach. Just a short walk to dining, shopping, and, of course, the beach, 260 Magnolia puts you close to everything that makes Grayton special, while its design keeps you connected to the dunes, Gulf, and surrounding landscape. Designed to embrace its setting, the home features clean architectural lines, warm finishes, large windows, and generous outdoor spaces. Entering through the open foyer, herringbone-patterned tile flooring leads to a private guest suite and an oversized laundry room with a double washer and dryer setup. This level opens to a covered entertaining area with an outdoor summer kitchen and pool. It's an easy space for grilling, having fun, and enjoying time outside. Moving to the second floor, the serene primary suite offers floor-to-ceiling glass, abundant natural light, a large walk-in closet, and a resort-style bath with a freestanding soaking tub and Calacatta porcelain tile. A private porch adds another quiet outdoor space to enjoy. This level also includes a custom six-bed bunk room and an additional guest suite, both with ensuite baths, plus a beverage station and snack/coffee bar. The third main level is made for gathering, with vaulted shiplap ceilings, an open living and dining area, and a well-appointed kitchen with top-of-the-line appliances. Expansive glass doors frame views of the Gulf and Grayton Beach State Park dunes, while an oversized outdoor living area extends the space outside. A sculptural spiral staircase leads to the rooftop deck, where expansive views stretch across the Gulf, dunes, and Grayton Beach landscape. It's the perfect spot for morning coffee or watching the sunset with a glass of wine. Built by a respected local builder, 260 Magnolia is a modern coastal home designed for comfortable living, easy entertaining, and making the most of life in Grayton Beach.

5 Beds ⋅ 6 Baths ⋅ 1009587 MLS ⋅ 4,081 SqFt.

Welcome to Grayton Gold, a distinctive coastal residence set among the dunes of Grayton Beach. Just a short walk to dining, shopping, and, of course, the beach, 260 Magnolia puts you close to everything that makes Grayton special, while its design keeps you connected to the dunes, Gulf, and surrounding landscape. Designed to embrace its setting, the home features clean architectural lines, warm finishes, large windows, and generous outdoor spaces. Entering through the open foyer, herringbone-patterned tile flooring leads to a private guest suite and an oversized laundry room with a double washer and dryer setup. This level opens to a covered entertaining area with an outdoor summer kitchen and pool. It's an easy space for grilling, having fun, and enjoying time outside. Moving to the second floor, the serene primary suite offers floor-to-ceiling glass, abundant natural light, a large walk-in closet, and a resort-style bath with a freestanding soaking tub and Calacatta porcelain tile. A private porch adds another quiet outdoor space to enjoy. This level also includes a custom six-bed bunk room and an additional guest suite, both with ensuite baths, plus a beverage station and snack/coffee bar. The third main level is made for gathering, with vaulted shiplap ceilings, an open living and dining area, and a well-appointed kitchen with top-of-the-line appliances. Expansive glass doors frame views of the Gulf and Grayton Beach State Park dunes, while an oversized outdoor living area extends the space outside. A sculptural spiral staircase leads to the rooftop deck, where expansive views stretch across the Gulf, dunes, and Grayton Beach landscape. It's the perfect spot for morning coffee or watching the sunset with a glass of wine. Built by a respected local builder, 260 Magnolia is a modern coastal home designed for comfortable living, easy entertaining, and making the most of life in Grayton Beach.

260 Magnolia 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

$18,900,000

Most homes along this stretch of Grayton Beach play it expected. Whitewashed shiplap, soft coastal palette, the familiar vocabulary of a beach house doing its best impression of the one next door. Sixty-one Auburn does something different. The design intention here was coastal industrial, and builder Chris Burch of Grand Bay Construction and architect Chris Stoyles of Archiscapes committed to it completely. Exposed steel beams run the full height of the home, solid and horizontal on the ground floor, shifting to a triangular pattern on the second for a detail that is structural and sculptural at once. Nearly every wall surface is mitered nickel-gap paneling, and ceiling is tongue-and-groove. The lot itself is an asset before the front door opens. Auburn Drive carries some of Grayton's oldest and most beloved cottages, many raised on pilings with views earned over decades. This new construction, completed in 2026, occupies one of the street's highest natural positions and makes full use of it. The Gulf is visible from the pool deck, the kitchen, the primary balcony, and the watchtower. The state park fills the view to the north. The site works in every direction. The ground floor establishes the register. A marble fireplace anchors the main interior space while an oversized wet bar island in leathered quartzite handles the social load. Flanking Sub-Zero units, one a dedicated wine chiller and one a combination refrigerator with pebble ice and freezer, make the bar a serious operation. Seven-panel nano doors retract to open the entire south wall onto a gulf-front pool with a floating fire pit and sunning shelves. The summer kitchen carries the leathered quartzite through and adds a 52-inch DCS grill with side burner. A first-floor bedroom suite with a multi-head shower, soaking tub, dual vanities and a Moen smart toilet functions as a fully self-contained guest level. A flex room currently configured as a gym converts easily to office, bunk room or whatever else the moment calls for. The main living floor is where the coastal industrial intention reads most clearly. Triangular steel beams run the ceiling of a kitchen outfitted for real cooking: 48-inch Thermador dual-oven range, Bosch dishwashers, quartzite waterfall counters, a prep sink alongside the main, under-cabinet lighting, cabinetry with crown molding and uplighting, ceilings approaching 12 feet. Custom graphite pendants with bronze interiors provide the lighting anchor. A steel and glass door leads to the butler's pantry with GE Cafe convection microwave and oven, enough counter space to run a second line, and storage that actually gets used. Seven-panel nano doors open the south wall to a covered balcony with an outdoor fireplace and multiple configurations for alfresco dining. A north-facing balcony looks out over the state park. An elevator services all three primary floors. Above the garage, a fully self-contained one-bedroom, one-bath apartment with a full kitchen and Juliet balcony, handling extended family with equal ease. The third floor is quieter, more private, and built around the primary suite. An angular roofline pitches toward seven nano panels that open onto a private gulf balcony. A painted brick fireplace sits on the opposite wall. The bath is an exercise in material confidence: a stone countertop running cream into gray into oxidized orange, cement sink basins, a generously sized shower with rain head and multiple body sprayers, shell travertine tile on the walls, a freestanding tub enclosed within the glass shower surround, two casement windows framing the Gulf and a hidden linear drain that eliminates the need for a shower curb entirely. A pocket door leads to the primary closet with full built-ins, a dedicated shoe wall with cubbies, and HVAC service. Two additional guest suites occupy the third floor, both with direct gulf views and full en suites. One features a teak-panel tile shower with rain head and body sprayers. The other offers a slate herringbone shower floor. HVAC runs into every closet on the floor. The watchtower at the top operates on its own HVAC system. A pergola-covered corridor opens to the east. A porch swing faces west into the Gulf. There is a ceiling fan and double-hung windows and nothing else required. It is the kind of space that becomes a habit. Throughout the home: hidden-fastener clip decking with mitered flush-mount edges and water hookups at every balcony level, a view rail stair system with white oak treads and cable-and-steel handrails rising through all four floors, whole-home smart system, and whole-home surround sound. Five bedrooms, six full baths, and one powder bath. Two-car garage with epoxied floor and tiled stairs.

5 Beds ⋅ 7 Baths ⋅ 1008919 MLS ⋅ 6,450 SqFt.

Most homes along this stretch of Grayton Beach play it expected. Whitewashed shiplap, soft coastal palette, the familiar vocabulary of a beach house doing its best impression of the one next door. Sixty-one Auburn does something different. The design intention here was coastal industrial, and builder Chris Burch of Grand Bay Construction and architect Chris Stoyles of Archiscapes committed to it completely. Exposed steel beams run the full height of the home, solid and horizontal on the ground floor, shifting to a triangular pattern on the second for a detail that is structural and sculptural at once. Nearly every wall surface is mitered nickel-gap paneling, and ceiling is tongue-and-groove. The lot itself is an asset before the front door opens. Auburn Drive carries some of Grayton's oldest and most beloved cottages, many raised on pilings with views earned over decades. This new construction, completed in 2026, occupies one of the street's highest natural positions and makes full use of it. The Gulf is visible from the pool deck, the kitchen, the primary balcony, and the watchtower. The state park fills the view to the north. The site works in every direction. The ground floor establishes the register. A marble fireplace anchors the main interior space while an oversized wet bar island in leathered quartzite handles the social load. Flanking Sub-Zero units, one a dedicated wine chiller and one a combination refrigerator with pebble ice and freezer, make the bar a serious operation. Seven-panel nano doors retract to open the entire south wall onto a gulf-front pool with a floating fire pit and sunning shelves. The summer kitchen carries the leathered quartzite through and adds a 52-inch DCS grill with side burner. A first-floor bedroom suite with a multi-head shower, soaking tub, dual vanities and a Moen smart toilet functions as a fully self-contained guest level. A flex room currently configured as a gym converts easily to office, bunk room or whatever else the moment calls for. The main living floor is where the coastal industrial intention reads most clearly. Triangular steel beams run the ceiling of a kitchen outfitted for real cooking: 48-inch Thermador dual-oven range, Bosch dishwashers, quartzite waterfall counters, a prep sink alongside the main, under-cabinet lighting, cabinetry with crown molding and uplighting, ceilings approaching 12 feet. Custom graphite pendants with bronze interiors provide the lighting anchor. A steel and glass door leads to the butler's pantry with GE Cafe convection microwave and oven, enough counter space to run a second line, and storage that actually gets used. Seven-panel nano doors open the south wall to a covered balcony with an outdoor fireplace and multiple configurations for alfresco dining. A north-facing balcony looks out over the state park. An elevator services all three primary floors. Above the garage, a fully self-contained one-bedroom, one-bath apartment with a full kitchen and Juliet balcony, handling extended family with equal ease. The third floor is quieter, more private, and built around the primary suite. An angular roofline pitches toward seven nano panels that open onto a private gulf balcony. A painted brick fireplace sits on the opposite wall. The bath is an exercise in material confidence: a stone countertop running cream into gray into oxidized orange, cement sink basins, a generously sized shower with rain head and multiple body sprayers, shell travertine tile on the walls, a freestanding tub enclosed within the glass shower surround, two casement windows framing the Gulf and a hidden linear drain that eliminates the need for a shower curb entirely. A pocket door leads to the primary closet with full built-ins, a dedicated shoe wall with cubbies, and HVAC service. Two additional guest suites occupy the third floor, both with direct gulf views and full en suites. One features a teak-panel tile shower with rain head and body sprayers. The other offers a slate herringbone shower floor. HVAC runs into every closet on the floor. The watchtower at the top operates on its own HVAC system. A pergola-covered corridor opens to the east. A porch swing faces west into the Gulf. There is a ceiling fan and double-hung windows and nothing else required. It is the kind of space that becomes a habit. Throughout the home: hidden-fastener clip decking with mitered flush-mount edges and water hookups at every balcony level, a view rail stair system with white oak treads and cable-and-steel handrails rising through all four floors, whole-home smart system, and whole-home surround sound. Five bedrooms, six full baths, and one powder bath. Two-car garage with epoxied floor and tiled stairs.

61 Auburn Dr, Santa Rosa Beach

$2,750,000

*OWNER FINANCING NOW AVAILABLE**This is the last available homesite on PIne Street in iconic Grayton Beach offering breathtaking westerly sunset views across the pristine dunes of Grayton Beach State Park and the emerald waters of the Gulf. This exceptional property presents a rare opportunity to build a legacy beach home in one of Florida's most sought-after coastal communities. Enjoy the perfect blend of natural beauty, boutiques and white-sand beaches. A truly one-of-a-kind offering in the heart of historic Grayton Beach. X-flood Zone

1007410 MLS

*OWNER FINANCING NOW AVAILABLE**This is the last available homesite on PIne Street in iconic Grayton Beach offering breathtaking westerly sunset views across the pristine dunes of Grayton Beach State Park and the emerald waters of the Gulf. This exceptional property presents a rare opportunity to build a legacy beach home in one of Florida's most sought-after coastal communities. Enjoy the perfect blend of natural beauty, boutiques and white-sand beaches. A truly one-of-a-kind offering in the heart of historic Grayton Beach. X-flood Zone

Lot 3 Pine, Santa Rosa Beach

$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 ⋅ 6,225 SqFt.

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 ⋅ 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

$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 ⋅ 3,448 SqFt.

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

$3,250,000

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 ⋅ 2,752 SqFt.

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 ⋅ 3,576 SqFt.

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

$3,390,000

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 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 ⋅ 783716 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 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 Street, Santa Rosa Beach

$3,390,000

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 ⋅ 3,470 SqFt.

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

$10,500,000

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 ⋅ 4,559 SqFt.

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

$2,495,000

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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