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$8,100,000

Positioned just 100 steps from the sugar white sands and emerald waters of the Gulf, 216 Round Road offers a rare opportunity to own a fully renovated and designer furnished estate in the heart of Rosemary Beach. Set on one of the community's most private corner lots facing a beautiful park, this Mediterranean inspired coastal residence blends timeless architecture with elevated modern updates, creating a home that is both refined and welcoming. Spanning three levels in the main residence plus a beautifully updated carriage house, the property has undergone extensive renovations. A grand mahogany entry door opens to a dramatic great room featuring pecky cypress ceilings, Venetian plaster walls, and an open concept layout designed for seamless entertaining.

6 Beds ⋅ 6 Baths ⋅ 1011704 MLS

Positioned just 100 steps from the sugar white sands and emerald waters of the Gulf, 216 Round Road offers a rare opportunity to own a fully renovated and designer furnished estate in the heart of Rosemary Beach. Set on one of the community's most private corner lots facing a beautiful park, this Mediterranean inspired coastal residence blends timeless architecture with elevated modern updates, creating a home that is both refined and welcoming. Spanning three levels in the main residence plus a beautifully updated carriage house, the property has undergone extensive renovations. A grand mahogany entry door opens to a dramatic great room featuring pecky cypress ceilings, Venetian plaster walls, and an open concept layout designed for seamless entertaining.

216 Round Rd, Rosemary Beach

$3,749,500

Welcome home to this beautifully refreshed cottage and carriage house in the heart of Rosemary Beach, where timeless coastal charm meets effortless 30A living. Thoughtfully updated, the main residence features freshly painted interiors, brand-new countertops, refreshed appliances, and a bright, open-concept living and kitchen area designed for gathering with family and friends. Offering three bedrooms and three-and-a-half baths in the main cottage, along with a separate one-bedroom, one-bath carriage house, the property provides a versatile layout with plenty of space for family and guests. Step outside to your own private retreat, where a heated pool surrounded by lush tropical landscaping creates an inviting setting for relaxing afternoons, outdoor entertaining, and evenings after a day at the beach. Ideally located just moments from the beautiful beaches and emerald waters of the Gulf, along with Rosemary Beach's boutique shopping, acclaimed dining, and charming town center, this home places the best of the community right outside your door. Whether enjoyed as a second home, vacation retreat, or investment property, this refreshed Rosemary Beach cottage offers an exceptional opportunity to own and enjoy a special piece of one of 30A's most sought-after communities.

4 Beds ⋅ 5 Baths ⋅ 1008286 MLS

Welcome home to this beautifully refreshed cottage and carriage house in the heart of Rosemary Beach, where timeless coastal charm meets effortless 30A living. Thoughtfully updated, the main residence features freshly painted interiors, brand-new countertops, refreshed appliances, and a bright, open-concept living and kitchen area designed for gathering with family and friends. Offering three bedrooms and three-and-a-half baths in the main cottage, along with a separate one-bedroom, one-bath carriage house, the property provides a versatile layout with plenty of space for family and guests. Step outside to your own private retreat, where a heated pool surrounded by lush tropical landscaping creates an inviting setting for relaxing afternoons, outdoor entertaining, and evenings after a day at the beach. Ideally located just moments from the beautiful beaches and emerald waters of the Gulf, along with Rosemary Beach's boutique shopping, acclaimed dining, and charming town center, this home places the best of the community right outside your door. Whether enjoyed as a second home, vacation retreat, or investment property, this refreshed Rosemary Beach cottage offers an exceptional opportunity to own and enjoy a special piece of one of 30A's most sought-after communities.

198 E Water St, Inlet Beach

$1,595,000

Some properties put you in Rosemary Beach. Tabby Lofts #5 places you at the center of it. Overlooking Barrett Square's iconic fountain and green space, this well-maintained residence offers a front-row seat to one of the most coveted lifestyles on Scenic Highway 30A. From sunrise walks to the beach and afternoons spent exploring boutique shops to evenings enjoying some of 30A's most celebrated restaurants, the very best of Rosemary Beach unfolds just outside your door. Offered fully furnished and move-in ready, this 1-bedroom, 2-bath residence with a custom bunk room offers a thoughtfully designed living space, a wraparound balcony overlooking the heart of town, and a dedicated parking space--an increasingly rare convenience in one of the most walkable communities on the Emerald Coast. With Rosemary Beach's private beach access just down the street, owners can enjoy effortless access to the sugar-white sand and emerald waters of the Gulf while remaining steps from the town center's dining, shopping, and year-round events. Inside, includes KitchenAid appliances, upgraded cabinetry, countertops, and backsplash, creating a refined coastal aesthetic that feels both timeless and inviting. Natural light fills the living room through French doors that open directly to the wraparound balcony, while the primary suite enjoys its own French door access, creating a seamless connection between indoor comfort and outdoor living. The custom-built bunk room with an attached bath provides flexible accommodations for family and guests. What truly sets this residence apart is the lifestyle it affords. Leave the car parked and spend your days strolling to the beach, gathering with friends around Barrett Square, browsing local boutiques, or enjoying dinner at some of 30A's most sought-after dining destinations. Few properties offer the opportunity to experience Rosemary Beach exactly as it was intended--on foot, immersed in the community, and just moments from everything. Owners enjoy access to Rosemary Beach's private beach entrances, four resort-style pools, fitness center, tennis and pickleball courts, and miles of scenic walking and biking paths. Ideally positioned close to Alys Beach, Inlet Beach, and WaterSound Beach, Tabby Lofts #5 represents a rare opportunity to own one of the most desirable and recognizable residences in all of Rosemary Beach. Rarely does a residence combine a wraparound balcony overlooking Barrett Square, dedicated parking, easy beach access, and walkability to some of 30A's most celebrated dining destinations. Tabby Lofts #5 offers a front-row seat to the Rosemary Beach lifestyle--one of the most sought-after experiences along Florida's Emerald Coast.

1 Beds ⋅ 2 Baths ⋅ 1005942 MLS

Some properties put you in Rosemary Beach. Tabby Lofts #5 places you at the center of it. Overlooking Barrett Square's iconic fountain and green space, this well-maintained residence offers a front-row seat to one of the most coveted lifestyles on Scenic Highway 30A. From sunrise walks to the beach and afternoons spent exploring boutique shops to evenings enjoying some of 30A's most celebrated restaurants, the very best of Rosemary Beach unfolds just outside your door. Offered fully furnished and move-in ready, this 1-bedroom, 2-bath residence with a custom bunk room offers a thoughtfully designed living space, a wraparound balcony overlooking the heart of town, and a dedicated parking space--an increasingly rare convenience in one of the most walkable communities on the Emerald Coast. With Rosemary Beach's private beach access just down the street, owners can enjoy effortless access to the sugar-white sand and emerald waters of the Gulf while remaining steps from the town center's dining, shopping, and year-round events. Inside, includes KitchenAid appliances, upgraded cabinetry, countertops, and backsplash, creating a refined coastal aesthetic that feels both timeless and inviting. Natural light fills the living room through French doors that open directly to the wraparound balcony, while the primary suite enjoys its own French door access, creating a seamless connection between indoor comfort and outdoor living. The custom-built bunk room with an attached bath provides flexible accommodations for family and guests. What truly sets this residence apart is the lifestyle it affords. Leave the car parked and spend your days strolling to the beach, gathering with friends around Barrett Square, browsing local boutiques, or enjoying dinner at some of 30A's most sought-after dining destinations. Few properties offer the opportunity to experience Rosemary Beach exactly as it was intended--on foot, immersed in the community, and just moments from everything. Owners enjoy access to Rosemary Beach's private beach entrances, four resort-style pools, fitness center, tennis and pickleball courts, and miles of scenic walking and biking paths. Ideally positioned close to Alys Beach, Inlet Beach, and WaterSound Beach, Tabby Lofts #5 represents a rare opportunity to own one of the most desirable and recognizable residences in all of Rosemary Beach. Rarely does a residence combine a wraparound balcony overlooking Barrett Square, dedicated parking, easy beach access, and walkability to some of 30A's most celebrated dining destinations. Tabby Lofts #5 offers a front-row seat to the Rosemary Beach lifestyle--one of the most sought-after experiences along Florida's Emerald Coast.

84 N Barrett Sq Unit #5, Rosemary Beach

$4,350,000

Just one home from the Gulf with beautiful beach views, this exceptional Rosemary Beach retreat represents the lowest priced home in Rosemary Beach with Gulf views. Celebrated for its vibrant, curated interiors, the home has been featured in design books and magazines alike, including House Beautiful and Vern Yip's recently released book Color, Pattern, Texture. Thoughtfully redesigned by HGTV interior designer Vern Yip, the home blends elevated design with a playful beachside personality that makes it both stylish and welcoming. Recent updates include a new roof, fresh interior and exterior paint, kitchen appliances, quartz countertops, refreshed baths, new lighting, door hardware, window and wall coverings, and all new furnishings. The main house comfortably sleeps 12 with three bedrooms plus a spacious sleepover and entertainment room accommodating four additional guests. A carriage house above the one car garage offers Gulf views from its balcony and provides a private guest suite for two with a full kitchen, living area, bar seating for dining, bedroom and bath. The front door opens directly to the boardwalk just steps from the beach, while the second floor porch off the main living area offers a wonderful place to relax and take in Gulf views without leaving home. A home this close to the Gulf in Rosemary Beach is a rare and highly desirable opportunity.

4 Beds ⋅ 5 Baths ⋅ 997272 MLS

Just one home from the Gulf with beautiful beach views, this exceptional Rosemary Beach retreat represents the lowest priced home in Rosemary Beach with Gulf views. Celebrated for its vibrant, curated interiors, the home has been featured in design books and magazines alike, including House Beautiful and Vern Yip's recently released book Color, Pattern, Texture. Thoughtfully redesigned by HGTV interior designer Vern Yip, the home blends elevated design with a playful beachside personality that makes it both stylish and welcoming. Recent updates include a new roof, fresh interior and exterior paint, kitchen appliances, quartz countertops, refreshed baths, new lighting, door hardware, window and wall coverings, and all new furnishings. The main house comfortably sleeps 12 with three bedrooms plus a spacious sleepover and entertainment room accommodating four additional guests. A carriage house above the one car garage offers Gulf views from its balcony and provides a private guest suite for two with a full kitchen, living area, bar seating for dining, bedroom and bath. The front door opens directly to the boardwalk just steps from the beach, while the second floor porch off the main living area offers a wonderful place to relax and take in Gulf views without leaving home. A home this close to the Gulf in Rosemary Beach is a rare and highly desirable opportunity.

2 N Spanish Town Ln, Rosemary Beach

$3,395,000

SELLERS WILL CREDIT $25,000 FOR IMPROVEMENTS WITH ACCEPTED OFFER! Rosemary Beach compound featuring a 4-bedroom main residence and a 2-bedroom carriage house -- a rare opportunity offering flexibility, privacy, and exceptional investment potential in the heart of town. Designed by renowned architect George Israel, the main house was completed in 2002, with the carriage house added in 2007 -- creating a cohesive yet flexible property that is both architecturally significant and functionally versatile. The main residence is rich in character, offering gracious living spaces that open to beautifully designed screened porches, extending everyday living outdoors. Each bedroom enjoys its own private balcony, an uncommon luxury that invites fresh air and coastal breezes after a day at the beach. The carriage house offers its own sense of retreat, complete with a 160-square-foot covered porch ideal for dining, relaxing, and overlooking the charm of Wiggle Lane. The generous lot size a true rarity within Rosemary Beach provides exceptional privacy and even offers room to add a private pool, further enhancing both lifestyle and long-term investment potential. Whether utilized as a primary residence with a private guest house, a multi-generational retreat, or a dual-income rental property, the flexibility here is unmatched. Live in one and lease the other, or maximize returns by renting both the compound configuration allows for options rarely available within the community. Beyond the gates, owners enjoy access to Rosemary Beach's deeded beach access, multiple resort-style community pools, a private fitness facility, clubhouse, and tennis courts all part of the thoughtfully curated lifestyle that defines this iconic coastal enclave. Steps from beloved shops and award-winning dining, and moments from the Gulf's white-sand shoreline, 107 Wiggle Lane embodies the very best of refined beach living. A truly one-of-a-kind opportunity in the heart of Rosemary Beach. Reach out today for cost-to-own and rental figures.

6 Beds ⋅ 5 Baths ⋅ 995496 MLS

SELLERS WILL CREDIT $25,000 FOR IMPROVEMENTS WITH ACCEPTED OFFER! Rosemary Beach compound featuring a 4-bedroom main residence and a 2-bedroom carriage house -- a rare opportunity offering flexibility, privacy, and exceptional investment potential in the heart of town. Designed by renowned architect George Israel, the main house was completed in 2002, with the carriage house added in 2007 -- creating a cohesive yet flexible property that is both architecturally significant and functionally versatile. The main residence is rich in character, offering gracious living spaces that open to beautifully designed screened porches, extending everyday living outdoors. Each bedroom enjoys its own private balcony, an uncommon luxury that invites fresh air and coastal breezes after a day at the beach. The carriage house offers its own sense of retreat, complete with a 160-square-foot covered porch ideal for dining, relaxing, and overlooking the charm of Wiggle Lane. The generous lot size a true rarity within Rosemary Beach provides exceptional privacy and even offers room to add a private pool, further enhancing both lifestyle and long-term investment potential. Whether utilized as a primary residence with a private guest house, a multi-generational retreat, or a dual-income rental property, the flexibility here is unmatched. Live in one and lease the other, or maximize returns by renting both the compound configuration allows for options rarely available within the community. Beyond the gates, owners enjoy access to Rosemary Beach's deeded beach access, multiple resort-style community pools, a private fitness facility, clubhouse, and tennis courts all part of the thoughtfully curated lifestyle that defines this iconic coastal enclave. Steps from beloved shops and award-winning dining, and moments from the Gulf's white-sand shoreline, 107 Wiggle Lane embodies the very best of refined beach living. A truly one-of-a-kind opportunity in the heart of Rosemary Beach. Reach out today for cost-to-own and rental figures.

107 Wiggle Ln, Rosemary Beach

$4,900,000

FABULOUS RENTAL HOME AT THE CORNER OF 'UPTOWN' & FUN - GREAT ROSEMARY BEACH LOCATION -Near Tennis courts, Fitness Center & Indoor/outdoor pool. Home has EXPANSIVE PRIVATE COURTYARD W/ HEATED POOL & HOT-TUB, OUTSIDE FIREPLACE & STAINLESS GRILLING STATION. A HUGE COVERED PORCH overlooks the courtyard & provides OUTDOOR DINING & LIVING SPACE. MASTER SUITE on 1st floor overlooks courtyard, Guest room has en-suite bath on 1st floor & laundry. LIVING/DINING/KITCHEN on 2nd has 14' CEILINGS & FIREPLACE, wood FLOORS throughout, MARBLE countertops, & THERMADOR range. LOFT BR makes 3rd BR in main house. 480 sf CARRIAGE HOUSE over 2-car GARAGE w/ EZ straight-in entry. Steps to the QUIET END OF THE BEACH, Racquet Club, & FITNESS CENTER w/ Indoor pool . Recently Renovated , this ''ALYS LOOK'' whitewashed home is LIKE NEW

4 Beds ⋅ 4 Baths ⋅ 994605 MLS

FABULOUS RENTAL HOME AT THE CORNER OF 'UPTOWN' & FUN - GREAT ROSEMARY BEACH LOCATION -Near Tennis courts, Fitness Center & Indoor/outdoor pool. Home has EXPANSIVE PRIVATE COURTYARD W/ HEATED POOL & HOT-TUB, OUTSIDE FIREPLACE & STAINLESS GRILLING STATION. A HUGE COVERED PORCH overlooks the courtyard & provides OUTDOOR DINING & LIVING SPACE. MASTER SUITE on 1st floor overlooks courtyard, Guest room has en-suite bath on 1st floor & laundry. LIVING/DINING/KITCHEN on 2nd has 14' CEILINGS & FIREPLACE, wood FLOORS throughout, MARBLE countertops, & THERMADOR range. LOFT BR makes 3rd BR in main house. 480 sf CARRIAGE HOUSE over 2-car GARAGE w/ EZ straight-in entry. Steps to the QUIET END OF THE BEACH, Racquet Club, & FITNESS CENTER w/ Indoor pool . Recently Renovated , this ''ALYS LOOK'' whitewashed home is LIKE NEW

270 E Water St, Rosemary Beach