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$4,800,000
30 Days On Site

22 HYPOLITA Street
St. Augustine, FL 32084

For Sale|Retail|Active
0
Beds
0
Total Baths
3,292
SqFt
$1,458
/SqFt
1987
Built
County:
St. Johns
Listing courtesy of JOE HATIN of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY
Call Now: (904) 955-9282
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(904) 955-9282
22 HYPOLITA Street22 HYPOLITA Street22 HYPOLITA Street22 HYPOLITA Street
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Monthly Payment (Est.)

$21,900
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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. Operating 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 at 22 Hypolita Street in the heart of the Historic District of St. Augustine, this premier restaurant location benefits from one of Florida's strongest pedestrian-oriented tourism markets. Situated just one block from the bayfront and within easy walking distance of St. George Street, the property is surrounded by nationally recognized attractions, boutique hotels, museums, art galleries, retail shops, and some of the city's most popular restaurants and entertainment venues. The Historic District welcomes millions of visitors annually, creating consistent daytime and evening foot traffic throughout the year. The area hosts numerous festivals, live music events, holiday celebrations, and cultural attractions that drive repeat visitation from both tourists and local residents. The property's central downtown location offers exceptional visibility and accessibility, making it an ideal destination for lunch, dinner, and evening dining. Guests enjoy convenient access from nearby public parking facilities, hotels, bed-and-breakfasts, the St. Augustine Bayfront, and many of the city's signature landmarks, including Castillo de San Marcos National Monument. The surrounding mix of hospitality, retail, and entertainment uses creates a vibrant, walkable environment that consistently attracts both visitors and local patrons.

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Listing Snapshot
Price 
$4,800,000
Days On Site 
30 Days
Bedrooms 
N/A
Inside Area (SqFt) 
3,292 sqft
Total Baths 
N/A
Full Baths 
N/A
Partial Baths 
N/A
Lot Size 
0.12 Acres
Year Built 
1987
MLS® Number 
2159764
Status 
Active
Property Tax 
$18,923
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
4 weeks agoListing first seen on site
4 weeks agoListing updated with changes from the MLS®
General Features
Acres 
0.12
Additional Property Use 
Commercial
Parking 
Other
Property Sub Type 
Retail
Security 
Fire Sprinkler System
Sewer 
Public Sewer
Utilities 
Electricity ConnectedSewer ConnectedWater Connected
Water Source 
Public
Zoning 
Commercial
Interior Features
Cooling 
Central AirElectric
Flooring 
TileWood
Heating 
CentralElectric
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Exterior Features
Construction Details 
ConcreteFrame
Fencing 
BlockPrivacy
Road Frontage 
City Street
Roof 
Shake
Community Features
MLS Area 
322-Downtown St Augustine
Financing Terms Available 
CashConventional
Listing courtesy of JOE HATIN of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY



Listing information is provided by Participants of the Northeast Florida Multiple Listing Service(dba realMLS). IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Copyright 2026, Northeast Florida Multiple Listing Service(dba realMLS).
Last checked: 2026-09-11 07:12 PM UTC

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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