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Situated on a desirable corner lot South of 30A in Rosemary Beach, this well-constructed concrete home offers a rare combination of a private pool, detached carriage house, and generous outdoor space. The home is just steps from Coquina Pool and Playground Park and approximately two blocks from the Gulf of Mexico. The main residence features concrete construction, an open living and dining area, high ceilings, hardwood floors, and spacious porches on both levels. The kitchen was newly renovated and expanded in 2026, providing a larger, more functional space for cooking and entertaining. The first floor includes a primary suite, while the second floor offers a second primary suite, guest bedroom, and bunk room. A detached carriage house, built in 2015, adds a separate living area, kitchen, bedroom, and bunk room, providing flexibility for guests, family, or additional accommodations. The private pool, added in 2016, is located within the home's courtyard and complements the ample outdoor space created by the corner lot. With its quality concrete construction, thoughtful improvements, private pool, carriage house, and proximity to the beach and Rosemary Beach amenities, the property also offers an uncommon opportunity to expand within the existing lot, subject to applicable Rosemary Beach and regulatory approvals.

4 Beds ⋅ 4 Baths ⋅ 1011875 MLS ⋅ 2,879 SqFt.

Situated on a desirable corner lot South of 30A in Rosemary Beach, this well-constructed concrete home offers a rare combination of a private pool, detached carriage house, and generous outdoor space. The home is just steps from Coquina Pool and Playground Park and approximately two blocks from the Gulf of Mexico. The main residence features concrete construction, an open living and dining area, high ceilings, hardwood floors, and spacious porches on both levels. The kitchen was newly renovated and expanded in 2026, providing a larger, more functional space for cooking and entertaining. The first floor includes a primary suite, while the second floor offers a second primary suite, guest bedroom, and bunk room. A detached carriage house, built in 2015, adds a separate living area, kitchen, bedroom, and bunk room, providing flexibility for guests, family, or additional accommodations. The private pool, added in 2016, is located within the home's courtyard and complements the ample outdoor space created by the corner lot. With its quality concrete construction, thoughtful improvements, private pool, carriage house, and proximity to the beach and Rosemary Beach amenities, the property also offers an uncommon opportunity to expand within the existing lot, subject to applicable Rosemary Beach and regulatory approvals.

174 Round Rd, Rosemary Beach

$3,595,000

Situated on one of the largest lots in Rosemary Beach, this distinctive property offers a rare combination of space, privacy, and exceptional potential in one of 30A's most sought-after coastal communities. Featuring one of Rosemary Beach's largest private pools, expansive outdoor living areas, and exciting opportunities for future expansion, the possibilities are truly remarkable. Designed by renowned coastal architect Julia Starr Sanford, the main residence captures the timeless architectural character and charm of Rosemary Beach. Inviting porches, thoughtfully designed living spaces, and a seamless connection to the outdoors create an ideal setting for both everyday living and entertaining. At the heart of the property, an expansive private courtyard and oversized pool, surrounded by mature landscaping, provide a beautiful setting for gathering with family and friends. Adding to the property's appeal are architectural plans for a carriage house, also designed by Julia Starr Sanford to complement the existing residence. The proposed addition would transform the existing party porch and carport area into additional living space while preserving a covered outdoor entertaining area overlooking the courtyard and pool. With the potential to further enhance the outdoor spaces and expand the home's accommodations, the property presents an exciting opportunity as both a private coastal retreat and an income-producing investment, with the possibility of increased rental revenue and future value upon completion of the carriage house. Beyond the property, Rosemary Beach offers an exceptional coastal lifestyle, with charming cobblestone streets, winding boardwalks, beautifully maintained green spaces, and pedestrian pathways connecting the community. Residents and guests enjoy multiple beach access points leading to the sugar-white sands and emerald waters of the Gulf, along with community pools, tennis courts, and fitness amenities. Just a short stroll away, the vibrant Town Center features an outstanding collection of restaurants, cafés, boutiques, galleries, and specialty shops, offering everything from morning coffee to fine dining and rooftop sunset views.

4 Beds ⋅ 4 Baths ⋅ 1012959 MLS ⋅ 2,504 SqFt.

Situated on one of the largest lots in Rosemary Beach, this distinctive property offers a rare combination of space, privacy, and exceptional potential in one of 30A's most sought-after coastal communities. Featuring one of Rosemary Beach's largest private pools, expansive outdoor living areas, and exciting opportunities for future expansion, the possibilities are truly remarkable. Designed by renowned coastal architect Julia Starr Sanford, the main residence captures the timeless architectural character and charm of Rosemary Beach. Inviting porches, thoughtfully designed living spaces, and a seamless connection to the outdoors create an ideal setting for both everyday living and entertaining. At the heart of the property, an expansive private courtyard and oversized pool, surrounded by mature landscaping, provide a beautiful setting for gathering with family and friends. Adding to the property's appeal are architectural plans for a carriage house, also designed by Julia Starr Sanford to complement the existing residence. The proposed addition would transform the existing party porch and carport area into additional living space while preserving a covered outdoor entertaining area overlooking the courtyard and pool. With the potential to further enhance the outdoor spaces and expand the home's accommodations, the property presents an exciting opportunity as both a private coastal retreat and an income-producing investment, with the possibility of increased rental revenue and future value upon completion of the carriage house. Beyond the property, Rosemary Beach offers an exceptional coastal lifestyle, with charming cobblestone streets, winding boardwalks, beautifully maintained green spaces, and pedestrian pathways connecting the community. Residents and guests enjoy multiple beach access points leading to the sugar-white sands and emerald waters of the Gulf, along with community pools, tennis courts, and fitness amenities. Just a short stroll away, the vibrant Town Center features an outstanding collection of restaurants, cafés, boutiques, galleries, and specialty shops, offering everything from morning coffee to fine dining and rooftop sunset views.

145 E Water St, Rosemary Beach

$8,100,000

This office exclusive offering is positioned just 100 steps from the sugar white sands and emerald waters of the gulf, providing 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 from 2022 to 2025. A grand mahogany entry door opens to a dramatic great room with pecky cypress ceilings, Venetian plaster walls, and an open-concept layout designed for seamless entertaining. Refinished 100-year heart pine floors run throughout the main house and carriage house, complemented by new lighting. The fully remodeled chef's kitchen is outfitted with premium appliances, including a 48-inch Wolf six-burner gas range with pizza oven and griddle, Sub-Zero 42-inch refrigerator, Sub-Zero wine chiller and ice maker, dual KitchenAid dishwashers, Native Trails stone sinks, and Cambria quartz waterfall countertops. The primary suite serves as a private retreat with spa-inspired his-and-hers baths featuring new quartzite counters, custom vanities, upgraded Kohler and Delta fixtures, steam and Jacuzzi elements, Italian terrazzo flooring, designer Italian and Swedish wallpaper, and custom shower doors. Additional baths have been thoughtfully updated with elevated tile selections and premium finishes. The flexible floor plan offers multiple guest suites and a third level designed for family living with bunk rooms, lounge space and a working desk area. Outdoor living is exceptional, with covered loggias, alfresco dining spaces, and a heated pool. A complete backyard transformation is currently underway, featuring white stone pavers, new pool coping, and refreshed surrounding spaces, serving as the final update in the thoughtful evolution of this remarkable home. The carriage house has been fully refreshed with new cabinets, counters and appliances, offering ideal accommodations for guests or rental flexibility. Offered fully furnished with curated interiors by Tracery Interiors, Beau Interiors, Not Too Shabby by Marisol Gullo, Hunter Douglas, and Restoration Hardware, this home delivers a sophisticated yet relaxed coastal aesthetic. Rosemary Beach is renowned for its cobblestone streets, iconic architecture, and walkable town center, home to award-winning dining, boutique shopping, and year-round events. Residents and guests enjoy private beach access, multiple resort-style pools, clay tennis courts, parks, and an unmatched sense of community along Scenic Highway 30A. With the gulf just outside your door and every detail thoughtfully completed, 216 Round Road represents turnkey luxury living in one of the most sought-after beach communities in the country.

6 Beds ⋅ 6 Baths ⋅ 1011704 MLS ⋅ 5,104 SqFt.

This office exclusive offering is positioned just 100 steps from the sugar white sands and emerald waters of the gulf, providing 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 from 2022 to 2025. A grand mahogany entry door opens to a dramatic great room with pecky cypress ceilings, Venetian plaster walls, and an open-concept layout designed for seamless entertaining. Refinished 100-year heart pine floors run throughout the main house and carriage house, complemented by new lighting. The fully remodeled chef's kitchen is outfitted with premium appliances, including a 48-inch Wolf six-burner gas range with pizza oven and griddle, Sub-Zero 42-inch refrigerator, Sub-Zero wine chiller and ice maker, dual KitchenAid dishwashers, Native Trails stone sinks, and Cambria quartz waterfall countertops. The primary suite serves as a private retreat with spa-inspired his-and-hers baths featuring new quartzite counters, custom vanities, upgraded Kohler and Delta fixtures, steam and Jacuzzi elements, Italian terrazzo flooring, designer Italian and Swedish wallpaper, and custom shower doors. Additional baths have been thoughtfully updated with elevated tile selections and premium finishes. The flexible floor plan offers multiple guest suites and a third level designed for family living with bunk rooms, lounge space and a working desk area. Outdoor living is exceptional, with covered loggias, alfresco dining spaces, and a heated pool. A complete backyard transformation is currently underway, featuring white stone pavers, new pool coping, and refreshed surrounding spaces, serving as the final update in the thoughtful evolution of this remarkable home. The carriage house has been fully refreshed with new cabinets, counters and appliances, offering ideal accommodations for guests or rental flexibility. Offered fully furnished with curated interiors by Tracery Interiors, Beau Interiors, Not Too Shabby by Marisol Gullo, Hunter Douglas, and Restoration Hardware, this home delivers a sophisticated yet relaxed coastal aesthetic. Rosemary Beach is renowned for its cobblestone streets, iconic architecture, and walkable town center, home to award-winning dining, boutique shopping, and year-round events. Residents and guests enjoy private beach access, multiple resort-style pools, clay tennis courts, parks, and an unmatched sense of community along Scenic Highway 30A. With the gulf just outside your door and every detail thoughtfully completed, 216 Round Road represents turnkey luxury living in one of the most sought-after beach communities in the country.

216 Round Rd, 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 ⋅ 2,282 SqFt.

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

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