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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

$2,700,000

Discover Antigua Blue, a fully renovated Gulf view condo nestled on Rosemary Beach's iconic Main Street. Boasting breathtaking views of the Gulf overlooking the Western Green, The Pearl Hotel, and Main Street's European charm. Positioned only a two minute walk to the beach, and less than a one minute walk to dining, coffee, and shopping. Perfectly blending modern sophistication with coastal charm, this property is an established, turn-key income-producing vacation rental.

1 Beds ⋅ 1 Baths ⋅ 1006810 MLS ⋅ 839 SqFt.

Discover Antigua Blue, a fully renovated Gulf view condo nestled on Rosemary Beach's iconic Main Street. Boasting breathtaking views of the Gulf overlooking the Western Green, The Pearl Hotel, and Main Street's European charm. Positioned only a two minute walk to the beach, and less than a one minute walk to dining, coffee, and shopping. Perfectly blending modern sophistication with coastal charm, this property is an established, turn-key income-producing vacation rental.

72 Main St Unit 2A, Rosemary Beach

$3,350,000

This exceptional 4 bedroom 4 bath Rosemary Beach Retreat is perfectly situated on the Parkside of this highly coveted community, close to North Barrett Square and East Long Green. Having never been rented by the current owner, this property is in PRISTINE condition and has just enjoyed a 2025 refresh with new exterior and interior paint, kitchen appliances, furnishings, light fixtures, etc. On the 2nd floor you will find a primary retreat complete with a large private balcony, an ensuite bath with double vanity, separate shower and garden bathtub. An additional king-sized guestroom with its own porch and ensuite bath awaits. An additional den separates the primary and guest quarters allowing for maximum rest and relaxation. Thoughtfully designed for multigenerational enjoyment, the third floor offers a private retreat equally suited for children or adults--an inviting escape that enhances the home's versatility and livability. The professionally curated courtyard is a true extension of the living space, featuring a fully appointed summer kitchen, outdoor shower, and additional storage. This secluded outdoor sanctuary provides an ideal setting for al fresco dining and relaxed coastal evenings. Located just one block from the community's Sky Pool, Fitness Center, and Racquet Club, this residence offers effortless access to the exceptional amenities that define the Rosemary Beach lifestyle. PLEASE NOTE some photos are virtual renderings showing re-imagined interiors. These renderings are noted as such. Full furniture & renovation package available upon request.

4 Beds ⋅ 4 Baths ⋅ 996457 MLS ⋅ 2,876 SqFt.

This exceptional 4 bedroom 4 bath Rosemary Beach Retreat is perfectly situated on the Parkside of this highly coveted community, close to North Barrett Square and East Long Green. Having never been rented by the current owner, this property is in PRISTINE condition and has just enjoyed a 2025 refresh with new exterior and interior paint, kitchen appliances, furnishings, light fixtures, etc. On the 2nd floor you will find a primary retreat complete with a large private balcony, an ensuite bath with double vanity, separate shower and garden bathtub. An additional king-sized guestroom with its own porch and ensuite bath awaits. An additional den separates the primary and guest quarters allowing for maximum rest and relaxation. Thoughtfully designed for multigenerational enjoyment, the third floor offers a private retreat equally suited for children or adults--an inviting escape that enhances the home's versatility and livability. The professionally curated courtyard is a true extension of the living space, featuring a fully appointed summer kitchen, outdoor shower, and additional storage. This secluded outdoor sanctuary provides an ideal setting for al fresco dining and relaxed coastal evenings. Located just one block from the community's Sky Pool, Fitness Center, and Racquet Club, this residence offers effortless access to the exceptional amenities that define the Rosemary Beach lifestyle. PLEASE NOTE some photos are virtual renderings showing re-imagined interiors. These renderings are noted as such. Full furniture & renovation package available upon request.

114 Bourne Ln, Rosemary Beach