Between $4 Million - $5 Million St Augustine FL Real Estate, Homes, Condos for Sale

2162158 MLS ⋅ 32084 Zip Code

5 ACRES IN THE PATH OF GROWTH - PRIME ST. AUGUSTINE LOCATION! Incredible opportunity to own approximately 5 acres strategically located directly behind Target and adjacent to the exciting new Shipyards area in one of St. Augustine's rapidly developing corridors. The property is currently zoned Open Rural (OR) with a Mixed Use Future Land Use designation, offering a unique opportunity for an investor, developer, or owner/user to explore future possibilities. Currently going through a rezoning to commercial zoning. The surrounding area is experiencing significant investment and growth, including new Toll Brothers residential development featuring single-family homes and townhomes, The Southerly apartments, Asado Life restaurant, marina and waterfront activity, and additional nearby development creating an increasingly vibrant, walkable destination. The property offers approximately 800 feet of length and 290 feet of width, providing substantial acreage.

1470 Arapaho Avenue, St. Augustine

$4,800,000

2159764 MLS ⋅ 32084 Zip Code ⋅ Casa Maya Restaurant & Tequila Bar BLDG.

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.

22 Hypolita Street, St. Augustine

$4,199,000

10 Baths ⋅ 2147799 MLS ⋅ 32080 Zip Code

Turnkey Mixed-Use Investment Property on the Golden Mile - St. Augustine Beach Please note: This MLS listing is for two buildings on one parcel. Please refer to the description and feature sheet listed in the document section. Units A,B,C & D are short term rentals with varying annual income. Please average rental income in documents section. Commercial Units 1 & 2 lease income information available upon request. An exceptional opportunity awaits with this fully furnished, income-producing mixed-use property, ideally situated along St. Augustine Beach's highly sought-after Golden Mile, where no vehicles are allowed to drive on the beach. Located just east of A1A Beach Blvd, the property is within walking distance to the ocean, St. Augustine Pier, popular restaurants, and boutique shopping. Historic Downtown St. Augustine is just 4.5 miles away, offering the perfect blend of coastal charm and accessibility. This unique property features two buildings on a commercially zoned lot, offering both residential and commercial functionality. The first structure, a classic one-story duplex built in 1955, includes two fully equipped short-term rental units. Each unit offers two bedrooms, two full bathrooms, a kitchen, and a combined living and dining area. Unit A also includes an enclosed sunroom that houses a second dryer. Recent improvements include a new roof (2020), new HVAC systems (2021), newer washers and dryers, new mattresses and furnishings, and all new faux wood blinds installed in early 2025. The duplex was painted inside and out in 2020 and includes an outdoor pergola ideal for guest relaxation and barbecues. There is parking space for at least four vehicles in front of the duplex. In addition, the front of the duplex for both units has a large paver area for outside seating and enjoyment.The total building area is approximately 2,448 square feet, with 1,882 square feet heated and cooled. The second building is a modern, two-story mixed-use structure built in 2022, offering two commercial units on the ground floor and two fully furnished short-term rental condos above. The first floor consists of two separate commercial spaces, currently occupied by a real estate office and an art gallery. Each space includes a half bathroom and a wet bar-style area. This level includes 2,279 total square feet, with 1,375 heated and cooled, and the balance comprised of porches and deck areas finished with durable Trex decking. Upstairs, the second floor features two turnkey short-term rental units, each with two bedrooms, two full bathrooms, a kitchen, and a combined living/dining space. These stylish, fully furnished condos were designed for guest comfort, with high-end appliances, blackout bedroom shades, new mattresses and furnishings, and quality finishes throughout. The second floor offers 2,427 total square feet, of which 1,585 is heated and cooled. The mixed-use building also includes a full sprinkler and fire suppression system across all three floors, with an alarm directly connected to the fire department and annually inspected. It features hurricane-rated windows and doors, 800-amp electrical service with surge protectors in each of the upstairs condo unit panels, powder-coated aluminum exterior stairways, and pervious paver parking in the rear. Under this rear pervious paver parking lot there is a stormwater drainage system that was designed and installed for collection and aquifer recharge. There are four tandem parking spots designated for condo guests, one handicapped space, an additional six to seven general parking spaces, and four spaces reserved for the commercial real estate tenants. A fenced storage area behind the buildings is shared by both structures. This well-maintained, high-performing investment is being sold turnkey with all furnishings and existing rental bookings in place with cooperation of iTrip property management company. It offers the rare combination of beachside location, modern construction, strong rental income, and commercial tenancy, making it ideal for investors or owner-occupants seeking a blend of income and lifestyle. Please see the Documents section for plans. Buyer to verify square footage.

12 13th Street, St. Augustine

$4,250,000

6 Beds ⋅ 7 Baths ⋅ 2151493 MLS ⋅ 32080 Zip Code

Entry for comp purposes only. Experience modern coastal retreat designed for comfort, style, and unforgettable memories! Completed in 2018, this custom-built residence offers more than 4,600 sq ft of thoughtfully crafted living space with sweeping views of the Atlantic. With six spacious bedrooms, each with its own private bath, plus a guest half bath, the home easily accommodates large families, friends, or guests. On the ground floor, a versatile suite with kitchenette, living area, and screened lanai provides the perfect setup for multigenerational living, long-term visitors, or private guest quarters. The main living area on the top floor was designed to maximize panoramic ocean views. Here, the chefâ™s kitchen, dining, and great room connect seamlessly, flowing onto wide porches that invite the ocean breeze inside. Whether hosting a dinner party or enjoying a quiet evening, these spaces create the perfect backdrop for everyday coastal life. Outdoor living is equally impressive. Step outside to find a resort-style pool, tranquil fire pit, and fully equipped tiki bar â¬" your own private oasis just steps from the sand. A private dune walkover provides direct access to the non-driving section of St. Augustine Beach, one of the areaâ¬"s most sought-after stretches of shoreline. Practical features include an exterior lift/elevator serving all levels, impact-rated windows and doors, whole-house water filtration, and durable high-end finishes throughout. Offered fully furnished, this home is truly turnkey and ready to enjoy. Even more rare, it conveys with one of the limited transient rental licenses in St. Augustine Beach, providing both a luxury residence and a high-value investment opportunity. The location strikes the perfect balance between privacy and convenience. Tucked just off the main road, youâ¬"ll enjoy peace and quiet while still being a short stroll to local dining, coffee shops, and boutiques. Historic downtown St. Augustine is just minutes away, blending small-town charm with world-class attractions. Whether youâ¬"re seeking a full-time residence, a second home, or a proven rental, 1 2nd Lane delivers the best of oceanfront living in one of Floridaâ¬"s most desirable coastal communities.

1 2nd Lane, St. Augustine

$4,600,000

5 Beds ⋅ 8 Baths ⋅ 2122130 MLS ⋅ 32080 Zip Code

A Masterpiece of Coastal Living: Intracoastal Estate on Anastasia Island. Claiming an entire acre of prime Intracoastal frontage on distinguished Anastasia Island, this bespoke 2020 estate represents the pinnacle of contemporary coastal luxury. Here, meticulous craftsmanship converges with an ethereal sense of place-a residence where light dances across water, horizons expand infinitely, and the art of living well reaches its highest expression. The 4,474-square-foot main residence unfolds with intuitive grace. European wide-plank light oak flooring stretches beneath soaring ceilings, while expansive walls of glass frame ever-changing water vistas and channel ocean breezes throughout. The Thermador-appointed chef's kitchen features a professional 48-inch gas range, integrated refrigeration, luminous quartz surfaces, and a show-stopping pecky cypress buffet with Euro-style pass-through to the pool terrace. Living spaces flow with sophisticated informality, enhanced by custom millwork bespoke built-ins, and integrated Control4 and Sonos systems extending across multiple zones. Beyond the glass, a 70-foot saltwater pool complex with spa, sun shelf, and fully equipped outdoor kitchen creates your private resort sanctuary. The deep-water dock with dual boat lifts delivers unobstructed Intracoastal access, where pristine bird estuaries provide your backdrop and sailboats drift past your shoreline. The third-level wet bar and lounge open to ocean-view terraces, while the primary suite claims its own wing with private outdoor retreat and spa-caliber bath. A separate 1,904-square-foot carriage house offers impeccably finished space for distinguished guests or multigenerational living. Moments from the beach and historic St. Augustine, this estate delivers consummate privacy within a vibrant coastal community-an invitation to a life where architectural excellence meets the spontaneous joy of waterfront living.

7955 A1a S, St. Augustine

$4,900,000

2096069 MLS ⋅ 32086 Zip Code

8.2-acre parcel zoned CHT. Former gas station site with over 1400' of I-95 frontage, as well as 235' of St. Rd. 207 frontage. Cleared and ready for development. Please see Documents Tab for more information.

2540 State Rd 207, St. Augustine

$4,600,000

2076774 MLS ⋅ 32084 Zip Code

GATEWAY TO ST AUGUSTINE'S ANCIENT CITY JUST OFF US 1! RARE WATERFRONT ON SAN MARCO AVENUE WITH ENDLESS COMMERCIAL OPPORTUNITIES AWAIT ON THIS 3.595 ACRE PARCEL IN THE CITY OF ST AUGUSTINE WITH MARSHFRONT VIEWS ON A CORNER LOCATION WITH 438' ON SAN MARCO AVENUE ZONED CM-2. COMMERCIAL MEDIUM-2 ZONING ALLOWS HOTELS/MOTELS, MULTI-FAMILY DWELLINGS, OFFICE PARK, SHOPPING PLAZA, SERVICE ESTABLISHMENTS & MUCH MORE. PARCEL IS READY FOR DEVELOPMENT WITH SURVEYS, TOPOS & ENVIRONMENTAL REPORTS ON FILE. APPROXIMATELY ONE ACRE IS CLASSIFIED WETLAND. GREAT ACCESS OFF SAN MARCO AVE W/ 438' FRTG AND COURT EDNA W/ 356' FRTG. POSSIBLE SELLER FINANCING AVAILABLE W/ LARGE DOWN PYMT, TERMS NEG.

301 San Marco Avenue, St. Augustine

$4,225,000

6 Beds ⋅ 7 Baths ⋅ 2058405 MLS ⋅ 32080 Zip Code

This listing is for sold comp purposes only.

1 2nd Lane, St. Augustine

$3,900,000

2045329 MLS ⋅ 32084 Zip Code ⋅ The Floridian BLDG.

Discover the vibrant potential of The Floridian's epic location in the historic district of downtown Saint Augustine, Florida. Positioned in the heart of the bustling retail and culinary scene, this area promises a rich tapestry of attractions for end users and savvy investors seeking a prime restaurant location. Nearby destinations such as St. George Street, with its eclectic shopping and dining opportunities, draw in tourists and locals alike. Experience the charm and allure of this landmark locale, strategically situated to leverage the continuous growth of the Jacksonville submarket. With its unique mix of history and contemporary vibrancy, The Floridian's location offers an exceptional opportunity for restaurant ventures seeking to make a lasting mark in this dynamic setting. The existing business is not included, real property only plus FF&E convey. Purchase of a liquor license is not required as seating capacity is over 150 seats. Sale Leaseback Option with 7% Cap is available. Introducing an iconic opportunity for retail and restaurant investors - a stunning 5,506 SF building steeped in history and character. Built in 1930, this property exudes timeless charm and is nestled within the downtown historic district of St. Augustine, with Historic Preservation Three zoning classification which accommodates the existing restaurant use. Imbued with a rich heritage, the building presents a unique canvas for creating an unforgettable retail or dining experience. With its historic allure and prime location, this property holds immense potential for investors seeking to craft a distinctive presence in the thriving St. Augustine culinary scene. Architectural plans, survey and property brochure are available in documents.

72 Spanish Street, St. Augustine

$4,730,000

2045047 MLS ⋅ 32080 Zip Code

This spectacular 15,700 SF building boasts prime frontage on State Road 312, just moments from A1A Beach Blvd. in St. Augustine. Fully occupied by credit tenants, this property ensures a secure and stable income stream. Its strategic location near local residences and businesses makes it highly accessible and desirable for medical professionals and clients alike. A golden opportunity for investors looking to acquire a top-tier asset in a thriving area.

1000 Plantation Island Drive S, St. Augustine

$4,250,000

5 Beds ⋅ 7 Baths ⋅ 2038236 MLS ⋅ 32080 Zip Code

Experience coastal luxury at 8065 A1A S, a stunning new Anastasia Island estate nestled directly on the Intracoastal Waterway near Historic Downtown St. Augustine. This fully furnished masterpiece imagined and designed by Kristine Bates Interiors embraces the Golden Age of Palm Beach, an elegant blend of timeless sophistication and Old Florida charm. Step into a world of refined opulence as grand living spaces and soaring ceilings guide you through this sprawling residence. Show-stopping chandeliers by Visual Comfort illuminate each room, while panoramic views of spectacular sunsets, bird estuaries and sailboats gliding along the Intracoastal captivate from the living area. Outside, discover an exclusive oasis designed for relaxation and recreation, including a posh resort lawn, heated saltwater pool, hot tub, summer kitchen, and pool bath. A palm tree-lined pickleball court with covered pavilion invites friendly competition amidst the lush tropical surroundings and ocean breeze. The kitchen layout offers JennAir Column Refrigeration, massive and inviting island, oversized gas range with double oven and wet bar - complete with built-in cabinetry, bar sink, dedicated ice maker and wine cooler. Entertain effortlessly with a fully-equipped butler's pantry featuring additional wine cooler, bar sink, ample counter space and easy access to the spacious laundry room. A separate corridor leads to the carriage house guest wing, offering privacy and comfort with a bedroom, full luxury bath, living room and kitchenette - a private retreat bathed in warm morning beachside sunlight. Vaulted ceilings soar above the primary wing, with a welcoming den leading to the primary suite, featuring a lounge area overlooking the navigable waterways on the Intracoastal, a spa-inspired bath adorned with porcelain and marble tile, a modern soaking tub and glamorous double vanity. The boutique-style primary closet and dressing room includes a dedicated washer and dryer for added convenience. Upstairs, three ensuite bedrooms each offer breathtaking Intracoastal views,sizable closets, and coastal-style bathrooms with vibrant, high-end finishes. Built to withstand the elements at high elevation, this home features impact windows, Generac generator, sump pump to remove excess water and durable Shellock pavers to promote drainage. White sand beaches and water sports, including boating, kayaking, and fishing abound in the coveted Crescent Beach community, surrounded by natural Florida beauty and abundant marine life. This over one-acre estate is not just a home but a private paradise where every detailfrom the curated art and decor to the seamless blend of coastal hues with Intracoastal vistascreates an unparalleled living experience. Whether you're seeking tranquility or hosting grand gatherings, 8065 A1A awaits as your ultimate waterfront sanctuary. Nothing compares.

8065 A1a S, St. Augustine

$4,995,000

1250080 MLS ⋅ 32095 Zip Code

1,113' OF FRONTAGE. ZONE X. PUD Zoning that allows Commercial Neighborhood, office and professional, veterinary clinics, child care, general stores and more.

Us Highway 1, St. Augustine

$4,995,000

1250093 MLS ⋅ 32084 Zip Code

328' OF FRONTAGE. 9.35 ACRES OF UPLANDS. Commercial General Zoning.

2255 State Road 207, St. Augustine

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Between $4 Million - $5 Million St Augustine Real Estate