22 Hypolita Street

Highlights:

• Turnkey full-service restaurant in Historic Downtown St. Augustine
• Multiple indoor and outdoor dining venues
• Covered patio and open-air courtyard seating
• Private walled courtyard with intimate atmosphere
• Second-floor balcony dining
• Outdoor bar and specialty beverage service areas
• Flexible floor plan for multiple dining concepts
• Outdoor stage/performance area for live music and entertainment
• Commercial kitchen and full-service bar
• Ideal for private events, weddings, rehearsal dinners, and corporate functions
• Historic architecture with exceptional character and ambiance
• Rare opportunity in one of Florida's premier tourism destinations

Description:

This exceptional full-service restaurant offers a rare opportunity to own one of Historic Downtown St. Augustine's premier dining destinations. The property features a flexible floor plan with multiple dining environments, including inviting indoor seating, covered outdoor dining, a private walled courtyard, second-floor balcony seating, and open-air gathering spaces. A full commercial kitchen, full-service bar, outdoor bar, and dedicated area for live music provide the infrastructure to support a wide variety of restaurant and entertainment concepts.

Designed to create a warm, intimate atmosphere, the property seamlessly blends historic charm with modern functionality. Its versatile layout is ideal for casual and upscale dining, private events, rehearsal dinners, corporate gatherings, and live entertainment. Whether continuing its current operation or introducing a new concept, this turnkey restaurant offers an exceptional opportunity in one of Florida's most sought-after hospitality markets.

Constructed in 1987 as the private residence of acclaimed novelist and artist Jack D. Hunter, this distinctive two-story building was thoughtfully transformed in 2012 into one of Historic Downtown St. Augustine's most unique full-service restaurant and tequila bar destinations. Professionally renovated by John Valdez & Associates, the conversion incorporated modern commercial systems designed for restaurant use, including a fire sprinkler and suppression system, while preserving the property's architectural charm and intimate residential character.
Situated on approximately 0.12± acres, the property enjoys approximately 49 feet of frontage along the brick-paved Hypolita Street and an additional 109 feet of frontage on Toques Place, providing outstanding visibility and convenient pedestrian access from both sides of the property. Enclosed by a concrete block privacy wall, the restaurant offers a rare, private courtyard setting featuring mature shade trees, lush landscaping, decorative gardens, brick pavers, ambient lighting, and multiple outdoor gathering areas that create an inviting atmosphere unlike any other in the Historic District. The property is prominently positioned along one of downtown's primary pedestrian corridors and is highly visible to vehicular traffic, sightseeing tour trains, and the millions of visitors who explore St. Augustine each year.
The improvements contain approximately 3,292± square feet of heated, cooled, covered, and support areas thoughtfully designed to create multiple guest experiences throughout the property. The first floor features a fully equipped commercial kitchen, food preparation areas, manager's office, hostess and waiting area around a fireplace, customer restrooms, two covered outdoor bars, and a spacious covered courtyard dining area. The second level offers an additional bar with seating, food preparation area, customer restroom, and two covered balconies overlooking both Hypolita Street and the private courtyard, providing a unique elevated dining experience. A detached service building includes storage, dishwashing facilities, a walk-in cooler, and an additional guest restroom conveniently serving the courtyard.
Known today as Casa Maya Restaurant & Tequila Bar, the property has been thoughtfully designed to create multiple indoor and outdoor hospitality experiences within an intimate, garden-like setting. The private courtyard serves as the focal point of the property, complete with a covered entertainment stage, open space for dancing, and inviting gathering areas illuminated by decorative lighting and mature landscaping. Its versatile layout is well suited for casual and upscale dining, specialty beverage service, private events, rehearsal dinners, weddings, corporate functions, and live entertainment. Opportunities to acquire a purpose-built hospitality property with this combination of historic character, operational versatility, exceptional ambiance, and an irreplaceable location in the heart of America's oldest city are exceedingly rare.


Located in the heart of the Historic District of St. Augustine, this exceptional restaurant opportunity is positioned within one of Florida's most vibrant and recognizable tourism destinations. Just steps from St. George Street, the bayfront, boutique hotels, museums, galleries, and numerous historic attractions, the property enjoys exceptional visibility and year-round pedestrian traffic generated by millions of visitors, local residents, and special events. The surrounding mix of retail, hospitality, entertainment, and cultural venues creates a dynamic environment that supports both daytime and evening business, making this a premier location for an owner-operator or hospitality investor seeking a flagship destination.

The property itself offers a rare combination of historic charm, architectural character, and operational versatility. This fully equipped, turnkey restaurant features a full commercial kitchen, full-service bar, and multiple indoor and outdoor dining experiences, including covered patio seating, an intimate walled courtyard, second-floor balcony seating, and additional open-air gathering areas. An outdoor bar and dedicated space for live music and entertainment create an inviting atmosphere that encourages guests to linger, dine, and return. The flexible floor plan is ideally suited for casual or upscale dining, private events, rehearsal dinners, corporate functions, and special celebrations, providing multiple revenue opportunities throughout the year.

Few properties in Historic St. Augustine offer this combination of location, ambiance, and functionality. Whether continuing the existing concept or introducing a new culinary vision, the property provides a unique opportunity to establish or expand a restaurant business in one of the Southeast's most sought-after hospitality markets. With a thriving tourism economy, strong local customer base, and an irreplaceable setting in America's oldest city, this offering represents more than a real estate investment—it is an opportunity to own and operate a destination restaurant in one of Florida's most iconic downtown districts.

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