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$6,990,000
5 Beds 8 Baths 1186603 MLS
Mediterranean Luxury Riverfront Estate, a private gated St Johns River Estate built on 1.43 acres is a slice of paradise offering resort style amenities designed for entertaining. Custom built to perfection spanning over 6268 sqft 5-bedroom, 8 bath estate expresses the ultimate in Florida outdoor luxury living experience. The main house layout starts with a 2 story grand entry and a sweeping custom designed iron staircase, second story interior balcony, wine cellar, gourmet chefs kitchen, large billiard & theater room and 1st floor owners retreat overlooking resort pool with river views. In addition to the main house, you will find a separate caretakers quarters/guest cottage with 3bedrooms/2baths for privacy. This stunning estate includes 7 car garage & 25x50 AC and heated work garage. Enter through the 6x8 solid French wood door into a stunning 6,268 Sqft Mediterranean home. You are greeted by the great room that features a gas & wood fireplace with custom bookcases and stunning 22ft 2 steps knock down custom coffered wood ceilings. The exquisite gourmet chef's kitchen features stainless steel appliances, a Samsung double door refrigerator, a large breakfast bar with custom cabinets and a large walk-in pantry. The open dining room features great views, with a built-in butler's pantry/bar with cabinet lighting. Open the French doors which lead you to a 57' Veranda overlooking the pool and riverfront. The private owners retreat boasts 10' ceilings with hand painted murals, a large gas fireplace, California Berber carpeting, custom silk window treatments and beautiful French doors leading out to lanai. The owners bath greats you with imported Italian Stones, Italian granite, and custom workmanship. Relax in the steam dual rain shower. Take the wrought iron spiral staircase which leads you to the atrium with wood floors & 10' dome. As you enter the carpeted theatre room you are welcomed with 7 surround sound speakers with dark ceilings and black out drapes, perfect for a movie night. The billiard room showcases hardwood floors, with a gas fireplace, custom bookcases, and a wet bar that features granite countertops with built in cabinets. This Spectacular Waterfront Estate Lot features 107ft Bulkhead WF with St. Johns River views. Enjoy a tin roof boat house with a deep-water dock. The salt water heated pool features water purification/self-cleaning filtration. The pool is surrounded with Italian Stone, custom walk-in waterfall, spa, swim up bar, and a 4' beach island. This home has a tropical landscape with outdoor lighting, gated grand entryway, a wrought iron fence, and a sprinkler system. Relax at the summer kitchen or by the outdoor fireplace. An outside cabana bath features storage and an outdoor lounge area. Enjoy your 3BR|2B 1250Sqft guest cottage, with a living room, kitchen, and private parking. Find your oasis at this private protected cove home.

8289 Colee Cove Road, St. Augustine

$6,500,000
8 Beds 7 Baths 2157251 MLS
Steeped in the rich history of St. Augustine and set along the shimmering Intracoastal Waterway, this extraordinary Davis Shores waterfront estate is a rare offering where historic significance meets modern luxury. Once the residence of Elizabeth Davis-the namesake behind the iconic Davis Shores neighborhood-this remarkable property is one of the community's original homes, thoughtfully preserved while offering nearly 8,000 square feet of exceptional waterfront living with unparalleled views of the Intracoastal and the skyline of historic downtown St. Augustine. Privately positioned on just over half an acre, the estate welcomes you with a gated circular drive and an impressive arrival that hints at the grandeur within. Designed for both elegant entertaining and comfortable everyday living, the main level features a spacious kitchen that captures uninterrupted water views while overlooking the expansive living room, allowing the beauty of the Intracoastal to become part of every gathering. Double glass doors open to a sophisticated formal dining room, while a second set leads to a warm and inviting family room or den, creating multiple spaces to entertain or unwind. The first floor also offers three spacious guest bedrooms connected by a shared bath, including one unforgettable bedroom featuring a custom-built pirate ship - a whimsical space certain to become a favorite for family and guests alike. A spiral staircase leads to the second level, where architectural character continues throughout. The private primary suite is nestled within an atrium-inspired setting and features its own waterfront balcony, a walk-in closet, an oversized walk-in shower, and both a full bath and private half bath, creating a true owner's retreat. Upstairs also offers a generous bonus family room, additional guest bedrooms, a hidden room discreetly tucked away off the loft, and two charming bedrooms complete with hideaway lofts, adding a sense of discovery and individuality rarely found in today's homes. Beyond the residence, the outdoor living experience is nothing short of spectacular. Framed by mature landscaping and sweeping water views, the expansive backyard features a sparkling pool, private dock, protective bulkhead, and endless opportunities to embrace the waterfront lifestyle-from boating and paddleboarding to watching dolphins play and enjoying spectacular sunsets over the Intracoastal with the lights of historic downtown St. Augustine creating an unforgettable evening backdrop. Rich in history, extraordinary in scale, and unmatched in location, this landmark estate offers a once-in-a-generation opportunity to own a piece of St. Augustine's legacy. Combining timeless architectural charm with the luxury of waterfront living just minutes from world-class dining, shopping, marinas, and the nation's oldest city, this is far more than a home-it is a piece of history destined to become part of your family's story. Be sure to watch the video!

49 Dolphin Drive, St. Augustine

$6,495,000
2160514 MLS
Prime opportunity to purchase a well-positioned retail strip center on Anastasia Boulevard -- one of St. Augustine's most traveled commercial corridors connecting downtown to the beaches. This location offers exceptional visibility, steady traffic counts, and convenient access to both historic downtown St. Augustine and Anastasia Island's residential neighborhoods. Ideal for retail, showroom, service, or professional use, the property provides excellent exposure and flexibility for a wide range of tenants. With multiple established businesses already on-site, this center benefits from strong synergy and consistent customer traffic -- a perfect opportunity to position your business in one of the area's most desirable commercial locations. Additional lot on Palmetto Avenue available for tenant use or parking.

844 Anastasia Boulevard, St. Augustine

$6,000,000
2163740 MLS
An outstanding ±80.40-acre parcel of land on the north side of State Road 16 at Interstate 95, in the heart of one of St. Johns County's most active growth corridors. Located minutes from World Golf Village and the St. Augustine Premium Outlets, this expansive tract offers a rare opportunity for a buyer to bring forward a residential, commercial, or mixed-use vision in a market with strong, sustained population and retail growth. The property carries a current zoning of Open Rural and a Future Land Use designation of Rural Silviculture/SJRWMD. A previously proposed development plan for the site (known as Laurel Point) contemplated up to 175 single-family homes and 23,000 SF of neighborhood commercial and office space, along with a 2.22-acre amenity center and roughly 24 acres of preserved wetlands -- offering a useful planning reference for a future buyer, though any new plan of development would go through its own independent review and approval process with St. Johns County. St. Johns County is consistently ranked among the fastest-growing counties in Florida, and the SR 16 corridor has seen substantial public and private investment in recent years, including multiple road and intersection improvement projects. This is a compelling long-term land banking or development opportunity for a buyer looking to secure a large, well-located parcel in a high-growth corridor and pursue entitlements suited to the market at the time of purchase. Offered as raw land. Buyers are encouraged to perform their own due diligence regarding zoning, land use, traffic concurrency, and entitlement requirements as part of any development plan.

Interstate 95, St. Augustine

$5,974,000
2141314 MLS
This 8.36 acre site has approximately 684 Front Footage on SR 16. No other listed properties in the immediate market area comes close!! Site is in the process of being planned and permitted for potential entitlements up to 70,000 sqft. Virtually all of SR 16 has become a High Demand/High Traffic Area with this section generating 43,000+ AADT per the 2024 study. The majority of sites available two years ago are now in some phase of site plan approval, preclosing or vertical construction. Note: there is a Median Cut already in place on 16 going directly in front of the driveway. This of course is Huge as it provides easy access for customers going in either direction. The way the site plan is laid out now demonstrates that there would be two buildable sites on each side of the drive fronting SR 16. The site East of the drive would be 2.1 acres fronting 16 plus a .43 ac share in the retention for a total of 2.53 acres. Please Click More for further details The site West of the drive would be 3.29 ac frontage, plus .69 ac share of retention, totaling 3.98 ac. Additionally, in back of the East 2.1 ac site sits a 1.53 ac site that can accommodate up to an 18K square foot, 5 story structure. As per the site plan the 1.44 acre retention pond is situated in back of the West 3.29 ac site. Your clients can purchase the full 8.36 acres, the 2.53 ac site on the East side of the drive, or the 3.98 ac site on the W. side of the drive. Any which way you slice it your client can not possibly get better exposure than these sites afford. note: the 1900 and the 1910 SR 16 listings are the same parcel of land with different approaches as to how the 8.35 acres are marketed & or developed. Pricing breakdown for different purchase options as follows: Option 1: Purchase the entire 8.36 acre site for $5,974,000 (parcel numbers 1-4 on site map) as per this 1900 SR 16 Listing. Option 2: Purchase the smaller 2.53 ac site E. of the drive (parcel 2) for $2.2M (acreage includes the E. 1/2 of driveway and a .43 ac interest in the retention) per 1910 Listing Option 3: Purchase the larger 3.98 ac site W. of the drive (parcel 1) for $4M (acreage includes the W 1/2 of driveway and a .69 ac interest in the retention pond) Please note this site W of the drive has two businesses on it which generates income. Option 4: Add parcel 4 on site map to option 2 or 3 for $500K. Parcel #4 is 1.53 ac plus a .32ac for retention (1.85 total). Examples are detailed below. Adding parcel 4 to option 2 would change price from $2.2 to $2.7. Acreage would go from 2.53 to 4.38. (2.53 + 1.8 acres) Adding parcel 4 to option 3 would change price from $4M to $4.5M. Acreage would go from 3.98 to 5.83. (3.98 + 1.85 = 5.83 ac) In a recent review there were only two other parcels with 5 or more acres available in the immediate market area. One had 200 ft Frontage, and the other 225 (as expected, both of those have gone under contract). The attached engineer generated site plan can be developed as shown or in most cases reconfigured to meet the developers vision and needs. All front footages and acreage estimates are based on measurements per the tax roll and other undocumented sources. It is fully the purchasers responsibility to confirm any and all estimates, approximations, calculations or assumptions. Virtually all of SR 16 has become a High Demand/High Traffic Area. Per the traffic count attachments, the AADT in this section of SR 16 was 43,000 per the 2024 update. This of course was before the 4 large rental communities came on line. The vast majority of sites previously available two and a half years ago are now in some phase of site plan approval, preparation for closing or physical site construction. 3 of the 4 new housing projects in the area have come Directly to 16 (please see pics regarding location of these developments). The upscale Tapestry located just to the W. of this site finished construction several months ago and should be nearing stabilization of 300+ units. Gatlin Development just completed another 300+ units in the 1100 block of SR 16 and is leasing. Madison Street started construction of 232 units last April in the 800 to 900 block of 16. The fourth large housing development (Terrassa w 300+ units) is just North of 16 and E. of I-95 where the mall used to be. Clearly this high growth area is in need of commercial retail and services to satisfy the Mushrooming demand. Other commercial (non-residential) projects recently built on 16 include a top end used car dealership (Sunday Drive) which opened in the 2100 blk and the HCA Healthcare Emergency clinic opened at the location previously know as 890 SR 16. In the coming soon category there is a dental bldg w a coffee shop at 45 Village Crossing Ct. formerly know as 840 SR 16, Atlantic Marine is planning a new boat showroom in the 2200 blk., plus a 7-11 with pumps is making plans to open next year close to the boat showroom. This 8.3 acre site is in the process of being planned and permitted for potential entitlements up to 70,000 sqft. This site is especially geared for the developer and end user looking to take maximum advantage of the top end traffic count of 43K/day and growing(see attachment line 93.2). Very Important to note that there is a Median Cut already in place on 16 going directly into the drive providing easy access for customers going in either direction. Any way you slice it, your client can't possibly get better exposure than this site than this site affords. Sites will be ideal for developers or clients looking to build structures in the 7 to 10,000 foot per acre range. Check attached Zoning charts to confirm your project applies. Although this property has a 3000 ft metal structure & two businesses on site W. of the drive, they are not necessarily being considered in the valuation of this property. The two businesses are Auto Repair and Used Auto Sales. Zoning in the front portion of this overall site is Commercial Intensive (CI), however purchaser must confirm zoning and all other pertinent details for themselves and not rely solely on information contained herein. IT IS VERY IMPORTANT THAT THE TENANT IS NOT DISTURBED! Listed below is a partial list of commercial businesses that could do very well at this site which certainly includes Auto Dealerships!! Convenience stores w gas pumps like Gate, Raceway, Marathon or Buc-ee's. Other fits are grocers like Trader Joe's, Sprouts, Fresh Market or Fitness Studios. QSR's (quick serve restaurants) like Five Guys, Cava, BurgerFi or Panda Express, Drive-Thru coffee & Beverage Shops like Dutch Brothers or Ellianos, Banks-Credit Unions, Urgent Care/Medical Office/Vision Care i.e. America's Best Contacts, or Dental like Heartland or Deca Dental. Also needed is a Pharmacy w Drive-Thru. Specialty Retail like Mattress Firm, Auto Zone, O'Reilly's or Wireless Providers. Car washes like Mr. Clean, Tommy's Tidal Wave or Mister Car Wash.

1900 State Road 16 Street, St. Augustine

$5,974,000
2114333 MLS
412 Feet of Frontage per each 3.5 acre parcel or 823.5 Frontage for both (per tax roll). This is directly on State Road 16 which is the Main Road in and out of Old St. Augustine, Fl. . On last review there were only two other larger parcels available in the area. One had 200 ft and the other 225 feet of Frontage on 16. Please note that the 1900 and the 1910 (Listing # 2114353) SR 16 listings are the same parcel of land with different approaches as to how it is marketed and developed. To be clear there are two engineer generated site plans in the works for this site depending on the developers vision and needs. Virtually all of SR 16 has become a High Demand/High Development Area. The vast majority of sites available two years ago are now in some phase of development. 3 of the 4 new housing projects in the area have recently come directly to 16 (please see pics regarding these developments). The upscale Tapestry located just to the West of this site finished construction recently and is currently leasing. Another is nearing completion in the 1100 block of SR 16 while another in the 800 to 900 block of 16 finished clearing and plans to start construction in early Q1 2026. Two of the three new housing developments are for 300+ units. The fourth large housing development (Terrassa) is just North of 16 and E. of I-95 where the high end outlet mall used to be. Terrassa is also planned for over 300 luxury apts. This high growth area is in need of commercial retail and services to satisfy the Mushrooming demand. Due to the exposure this appears to be one of the very few larger sites remaining on SR 16 that would qualify as Prime. Other non-residential projects being built on 16 include a dental bldg w a coffee shop and an emergency care bldg in the 800 block. An exotic car dealership (Sunday Drive) is coming soon to the 2100 block of 16. Lastly Atlantic Marine is soon to build a new boat showroom in the 2200 block of SR 16. This 12 acre site is in the process of being planned and permitted for potential entitlements up to 100,000 sqft. In this 1900 SR 16 site plan there are two smaller outparcels of approx 1.2 acres in front ideal for QSR's (quick serve restaurants like Five Guys, Cava, BurgerFi or Panda Express, Drive-Thru coffee & Beverage Shops like Dutch Brothers or Ellianos, Banks-Credit Unions, Urgent Care/Medical Office/Vision Care i.e. America's Best Contacts, or Dental like Heartland or Deca Dental. Also needed is a Pharmacy w Drive-Thru. Specialty Retail like Mattress Firm, Auto Zone, O'Reilly's or Wireless Providers. Car washes like Mr. Clean, Tommy's Tidal Wave or Mister Car Wash. Also a good fit for auto accessory shops like Tint World, Black Optix, Line-X or Color Glo. With this 1900 SR 16 site plan, in back of the outparcels there will be two sets of strip stores on either side of the driveway. Both with drive thru end caps. These strips could offer the obvious needed services such as hair and nail salon, barber, dry cleaner, beauty supply, mini bank branches w atm machines, small sit down restaurants, pet care and grooming etc. In back of the strip stores there is a space that can accommodate a large structure with a footprint of 15,000 sqft and can go up to 5 stories. A structure like that would be ideal for Commercial Flex space, a hotel, or potentially a larger scale bed and breakfast built with an Old St. Augustine motif. A few other options include: Tech Schools, College Satellite facilities, Medical/profession office bldg, Top end (Covered) RV and Boat Storage, Large Scale Fitness Facility, Recreation facilities, Adult & Child Care Centers etc. Please check attached Zoning charts to confirm if your project applies. Although this property currently has a 3000 ft metal structure and two businesses on site W. of the drive, these are not necessarily being considered in the valuation of this property. In the alternate 1910 SR 16 site plan (Listing # 2114353) it is geared for the developer and end user looking to take maximum advantage of the top end traffic count of roughly 43K/day (see attachment line 93.2). Note The $2.7M price is for the site on the E. side of the drive. There is a Median Cut already in place on 16 going directly into the drive providing easy access for customers going in either direction. There will be two buildable 3 acre sites on each side of the drive plus roughly a 1/2 acre retention pond in back of each for a total of 3.5 acres each side of drive. Your clients can purchase the full 7 acres or one full side (3.5 ac) or as little as 1.15 acres which includes their portion of the retention. Any which way you slice it your client can not possibly get better exposure than these sites afford. These full 3.5 acre sites will be ideal for your clients looking to build structures in the 15 to 30,000 ft range such as Convenience stores w gas pumps like Circle K, 7-11, Race Trac or even Buc-ee's. Other good fits are grocers like Trader Joe's, Sprouts, Fresh Market or the popular Fitness Studios. Zoning qualifies the site for auto sales which should include smaller Car Dealerships. The two businesses currently on site are an Auto Repair Shop and a Used Car Sales. Zoning in front portion is Commercial Intensive (CI) while the rear portion in (CHT) Commercial Highway Tourist Contact Agent/Owner for any additional details required It is Very Very Important Not to Disturb the Tenant!!

1900 State Road 16, St. Augustine

$5,900,000
2132436 MLS
Historic charm meets prime investment opportunity at this exceptional 9,000-square-foot commercial property located at the gateway to Downtown St. Augustine on iconic San Marco Avenue. Positioned along one of the city's most recognizable and highly traveled corridors connecting tourism, retail, hospitality, and year-round local traffic, this asset offers outstanding visibility, strong investment fundamentals, and a rare large-scale commercial footprint in one of Florida's most visited destinations. Located at 185 San Marco Ave along one of the city's most traveled commercial corridors, this high-visibility property offers exceptional frontage, strong daily traffic counts, and parking. Positioned just minutes from historic downtown, Vilano Beach, and major tourist destinations, the property benefits from consistent year-round traffic driven by both locals and visitors. The flexible layout and prominent signage exposure appeal to a wide range of tenants including retail, professional office, medical, gallery, or boutique concepts. With limited commercial inventory in this highly desirable corridor, this property presents an opportunity for reliable cash flow, future appreciation, and portfolio diversification in Northeast Florida's.

185 San Marco Avenue, St. Augustine

$5,500,000
4 Beds 6 Baths 2135002 MLS
Step through plated double glass doors into a grand foyer with dramatic Italian tile flooring, a crystal chandelier, and a sculptural staircase complemented by an elevator. The first level includes a private secondary primary suite with marble-accented bath and direct proximity to the fully equipped party kitchen--ideal for guests or multi-generational living. A professional-grade home gym with exterior access sits beside a flexible wellness room, offering the perfect opportunity for an infrared sauna. The second floor hosts a chef's kitchen with beautifully restored Ash wood floors, quartz countertops, DuraSupreme cabinetry, Sub-Zero refrigeration, a Wolf 6-burner gas range, and a Galley Chef Series workstation. A cozy sitting area and adjacent decks frame stunning sunrise and sunset views over the Intracoastal Waterway. Also on the second floor is an elegant living and dining spaces which features Ash hardwood floors, a custom gas fireplace, designer lighting, and expansive glass doors leading to a tiled outdoor terrace. A central office with exceptional water views offers deck access and convenient proximity to the main living areas. The third-floor hosts three beautifully appointed suites. The primary suite includes custom California Closets, a private balcony, and a spa-inspired walk-in bath with Italian tile, granite surfaces, Restoration Hardware finishes, and an Asian soaking tub. Two additional guest suites each offer private baths and French door access to the east-facing deck. A sitting area leading to the sunset terrace completes this serene upper level. Outdoors, a spectacular 1,019 sq. ft. saltwater pool and spa overlooking the Intracoastal, enhanced by fire bowls, in-pool seating, and dramatic water features. The summer kitchen--complete with grill, refrigerator, ice maker, fryer, and Big Green Egg--creates the perfect setting for unforgettable gatherings, with a full pool bath just steps away. This exquisite home provides intercoastal frontage to the East and marsh and Robinson Creek frontage to the north, northwest. Quality construction and thoughtful upgrades include concrete block through the second floor, Sonos sound system inside and out, Baldwin Brass hardware, five newer A/C units, three water heaters, irrigation well and sprinklers, city sewer connection, and a full fire and sprinkler system. This home blends exceptional craftsmanship, luxurious amenities, and breathtaking waterfront views into a truly extraordinary coastal retreat!

3418 Lands End Drive, St. Augustine

$5,000,000
2162158 MLS
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 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
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

$3,975,000
3 Beds 2 Baths 2162529 MLS
A rare 9.43-acre GEM!! PRIME LOCATION! ~High value developmental ready parcel in a major growth corridor with 326 ft of prime paved US 1 Road frontage. This parcel presents a unique opportunity for both the investors & business owner alike. Currently zoned OR but can easily be rezoned because of its prime location with its highest and best use being PUD residential, mixed use, and commercial. Adding to the appeal of this property, is the desirable LOCATION! This prime land is located within a mile from the beaches, with close proximity to A+ schools, includes 326 ft paved road frontage, high traffic count, electric on site, RV hookup, two wells & two septics that are already in place allowing approximate saving $50K+ in connection and impact fees. With its adaptable layout and prime location, this property stands as a promising asset for investors or owners seeking a strategic foothold in the thriving St. Augustine market.

6555 Us Highway 1 S, St. Augustine

$3,975,000
2 Baths 2161607 MLS
A rare 9.43-acre GEM!! Prime Location! ~High value developmental ready parcel in a major growth corridor with 326 ft of prime paved US 1 Road frontage. This parcel presents a unique opportunity for both the investors & business owner alike. Currently zoned OR but can easily be rezoned because of its prime location with its highest and best use being PUD residential, mixed use, and commercial. Adding to the appeal of this property, is the desirable LOCATION! This prime land is located within a mile from the beaches, with close proximity to A+ schools, includes 326 ft paved road frontage, high traffic count, electric on site, RV hookup, two wells & two septics that are already in place allowing approximate saving $50K+ in connection and impact fees. With its adaptable layout and prime location, this property stands as a promising asset for investors or owners seeking a strategic foothold in the thriving St. Augustine market.

6555 Us Highway 1 S, St. Augustine

$3,975,000
2161600 MLS
A rare 9.43-acre GEM!! PRIME LOCATION! ~High value developmental ready parcel in a major growth corridor with 326 ft of prime paved US 1 Road frontage. This parcel presents a unique opportunity for both the investors & business owner alike. Currently zoned OR but can easily be rezoned because of its prime location with its highest and best use being PUD residential, mixed use, and commercial. Adding to the appeal of this property, is the desirable LOCATION! This prime land is located within a mile from the beaches, with close proximity to A+ schools, includes 326 ft paved road frontage, high traffic count, RV hookup, electric on site, two wells & two septics that are already in place allowing approximate saving $50K+ in connection and impact fees. With its adaptable layout and prime location, this property stands as a promising asset for investors or owners seeking a strategic foothold in the thriving St. Augustine market.

6555 Us Highway 1 S, St. Augustine

$3,950,000
5 Beds 6 Baths 2152209 MLS
Custom Intracoastal Estate with Guest House, Covered Boathouse & Dual Boat Lifts! Experience waterfront living at its finest in this custom-built Intracoastal estate located in Vilano Beach. Built in 2023 and thoughtfully designed for both everyday living and entertaining, this exceptional property offers approximately 4,056 square feet of heated and cooled living space, including a detached guest suite, and over 6,700 square feet under roof. Situated on a deep-water Intracoastal lot with direct ocean access, the property features a covered boathouse, two boat lifts (13,000 lb. and 7,500 lb.), a private dock, and breathtaking panoramic water views from nearly every room. Watch dolphins play, enjoy spectacular sunsets, and experience the boating lifestyle that makes St. Augustine one of Florida's most desirable waterfront destinations. The main residence offers 4 bedrooms, 3.5 bathrooms, a dedicated office, spacious bonus room, and an open-concept floor plan centered around a designer kitchen featuring premium appliances, custom cabinetry, an oversized island, walk-in pantry, and expansive water views. The first-floor owner's suite provides a private retreat with a spa-inspired bath, oversized walk-in closet, and direct access to the waterfront backyard. Upstairs, guests will enjoy additional bedrooms, multiple gathering spaces, and expansive covered porches designed to capture the coastal breeze and endless Intracoastal views. A detached oversized two-car garage includes a fully finished guest suite above with its own bedroom, bathroom, living area, and entertaining space, making it ideal for extended family, guests, a home office, or private retreat. Additional highlights include metal roofing, impact-rated windows and doors, covered front and rear porches, beautifully maintained grounds, generous parking, and a rare combination of privacy, deep-water access, and modern construction. Located just minutes from historic downtown St. Augustine, area beaches, dining, shopping, and world-class fishing, this is a rare opportunity to own a turnkey waterfront estate with room for family, guests, and all of your toys.

4221 Myrtle Street, St. Augustine

$3,890,000
2159058 MLS ST AUGUSTINE COMMERCE CENTER BLDG.
Exceptional opportunity to acquire a 100% occupied, income-producing commercial property in St. Augustine, Florida. The entire commercial building and land are being offered together in one sale, providing an established investment with immediate rental income. Located at 100 Center Creek Road near Lewis Speedway and the SR 16 commercial corridor, the property offers excellent accessibility, a large on-site parking lot, and convenient access to US 1, Historic Downtown St. Augustine, surrounding residential communities, schools, and local businesses. With full occupancy, established tenants, ample parking, and a desirable St. Johns County location, this property is ideal for investors seeking a turnkey commercial investment, fully leased retail or office property, or cash-flowing real estate in Northeast Florida. Financial information, rent roll, lease details, and operating expenses are available to qualified buyers with an executed confidentiality agreement. Please do not disturb tenants.

100 Center Creek Road, St. Augustine

$3,750,000
4 Beds 5 Baths 2144554 MLS
Welcome to 712 Ocean Palm Way -- an extraordinary oceanfront estate located in the gated community of Sea Colony in St. Augustine Beach. Perfectly positioned directly on the Atlantic Ocean, this luxury coastal residence offers over 5,200 square feet of elegant living space with panoramic sunrise views. Designed to capture the beauty of beachfront living, this 4-bedroom, 4.5-bath custom home features expansive windows and glass doors that flood the interior with natural light while showcasing breathtaking ocean views from nearly every room. Further, the house has been designed with custom and automatic hurricane shutters. The spacious open floor plan blends timeless coastal elegance with refined craftsmanship, including rich wood flooring, custom molding and trim, and multiple oceanfront verandas ideal for entertaining or relaxing beside the sea breeze. The gourmet kitchen has been beautifully designed with custom cabinetry, premium Viking appliances, double ovens, Sub-Zero refrigeration, and a charming breakfast nook overlooking the pool and ocean. A stunning wood-paneled study/library with coffered ceilings adds warmth and sophistication, while the home's private elevator provides convenient access to the second-floor retreat. Upstairs, the luxurious primary suite offers sweeping Atlantic views, a spa-inspired bath, oversized dressing area, and private veranda access. Additional guest suites each feature beautifully appointed en-suite baths finished with marble, limestone, and designer tile. Outside, enjoy the ultimate Florida lifestyle with expansive outdoor living spaces, private pool, and one of the most desirable stretches of sand in St. Augustine. Located just minutes from historic downtown St. Augustine, fine dining, golf, marinas, and shopping, this rare oceanfront opportunity combines luxury, privacy, and the unmatched beauty of Florida's coast.

712 Ocean Palm Way, St. Augustine

$3,700,000
2140837 MLS
PRIME LOCATION - These vacant commercial parcels offer a dominant presence for high-impact development. With 569 feet directly on State Road 207, the site provides the expansive visibility and effortless access required for a high-volume gas station or retail. Superior Accessibility: The massive frontage allows for multiple ingress/egress points, catering to high-volume commuter traffic. Strategic Positioning for a branded fuel canopy, and a fast-casual dining anchor. The sheer size of the lot allows developers to bypass the typical space constraints of smaller corner lots. A powerhouse location for high-volume retail visibility. Because the site spans two major access points, you can focus on accessibility and convenience. This 5.20 Acres is comprised of 3 acres at the intersection of SR 207 & Lightsey Rd and 2 acres on Century Blvd. Don't miss this rare opportunity at this prized location.

State Road 207, St. Augustine

$3,700,000
4 Beds 5 Baths 2139453 MLS
Located within the gated community of Ocean Palms, Griffin Shores Drive is one of the most desired addresses in St Augustine. On just under an acre of land, this coveted location allows for deep water at all tides and is only minutes from the Matanzas inlet with nearly instant ocean access. Facing a conservation area and wildlife habit, the natural beauty that surround creates a private oasis. Designed with both elegance and functionality in mind, this stunning home provides expansive living spaces, modern conveniences, and exceptional outdoor features showcasing the pristine natural beauty. Inside, volume ceilings and expansive windows open to sweeping views of the Intracoastal. The Great Room serves as the heart of the home with a cozy fireplace, dry bar, and dedicated wine storage. An open gourmet kitchen, complete with butler's pantry flows seamlessly into the formal dining room. Thoughtfully designed as a private retreat, the luxurious ground level master suite features glass sliders overlooking the water and a spa inspired bathroom. Upstairs, the layout provides a balance of privacy and versatility. Three spacious bedrooms each with en-suites and a flex area, perfectly suited for use as a guest room, home gym, or game room ensures there is plenty of space for comfort and company. Additionally, a private study for quiet work-from-home days and a large loft with a wet bar is perfect for entertaining or casual relaxation. Florida living is fully embraced with a large covered lanai designed for year-round comfort, featuring a wood-burning fireplace and a fully equipped summer kitchen, creating the ultimate space for entertaining. Above it all, a rooftop crow's nest offers a private perch with 360 degree views of the Intracoastal and sunsets. Florida living at it's finest on Griffin Shores Drive. This exclusive address with less than 20 homes each on nearly an acre of land in one of only two gated Intracoastal front communities in St Augustine. Honoring the pristine landscape, large lots and mature Oaks open to breathtaking views of the Intracoastal and dazzling Florida sunsets. Herons, Egrets and dolphins grace your back yard and passing boats are an alluring vision. Located on Anastasia Island, walking distance to the beach and only minutes from the historical downtown. ESG Construction custom home to be built. Concrete block

949 N Griffin Shores Drive, St. Augustine

$3,601,500
4 Beds 5 Baths 2152590 MLS
Crafted by Fox Signature Homes and designed in collaboration with Lake & Land Studio--a nationally recognized architectural firm whose work has graced the covers of Southern Living, Coastal Living, and includes the 2023 Southern Living Idea House--this two-story residence is a fresh expression of Florida Vernacular style. Simple, enduring, and deeply tied to place, the home offers 3,018 square feet of conditioned living space and 4,830 square feet under roof. It's designed for life that flows effortlessly from indoors to out, with classic proportions, native-inspired materials, and shaded porches that echo the heritage of Old Florida while modern systems and refined finishes ensure comfort and livability for generations to come. This peninsula property is just under an acre and sits at the north end of one of Anastasia Island's most private double cul-de-sac streets. With more than 175 feet of direct Intracoastal Waterway frontage, a small marsh creek, and wide salt marsh views, the homesite offers a strong sense of privacy and natural surroundings. The surrounding acres of preservation land create the sense of an expansive private estate while ensuring your views are protected.To the west, enjoy the unobstructed view across the ICW to sandbars, tidal creeks, and the untouched beauty of Moses Creek Preserve, located over two miles away- providing some of the longest, most undisturbed sunset views on Anastasia Island. Located within Espanita, a gated community of just 24 homesites, this lot provides an excellent opportunity to build a custom coastal home. The shoreline allows for deep-water access, and the property includes an existing coquina bulkhead. While the setting is peaceful, the location remains convenient only a short walk or bike ride to the white quartz sand of Crescent Beach, minutes from Historic Downtown St. Augustine, and under ten minutes from I-95. This is a rare opportunity to own a premier waterfront parcel that combines natural beauty, protected views, deep-water potential, tranferable dock permit in place, and unmatched tranquility within one of Anastasia Island's most desirable gated communities. Virtual Tour; https://tr.ee/cc3Dn288nD

225 N La Crescenta Drive, St. Augustine

$3,500,000
3 Beds 5 Baths 2152493 MLS
Experience the finest waterfront living in this extraordinary Intracoastal-front pool home in the highly sought-after Davis Shores community. Completely reimagined and rebuilt with exceptional craftsmanship and luxury finishes over the past two years, this stunning home offers an unparalleled blend of modern elegance, resort-style amenities, and breathtaking views. Perfectly positioned to capture sweeping vistas of the Intracoastal Waterway and the iconic skyline of Historic Downtown St. Augustine, this exceptional property was designed to embrace its spectacular waterfront setting. Expansive windows throughout the home frame panoramic water views and unforgettable sunsets, creating a constantly changing backdrop of natural beauty. A charming arched entry welcomes you into a private front courtyard, setting the tone for the sophisticated design found throughout the residence. Inside, the thoughtfully designed floor plan offers spacious living areas ideal for both entertaining and everyday living. The inviting living room features a stunning fireplace and seamless views of the water, creating a warm and elegant gathering space. At the heart of the home is a chef-inspired gourmet kitchen showcasing unobstructed Intracoastal views and exceptional attention to detail. Designed for both entertaining and everyday living, it features a 48-inch gas range, a pot filler, a full-size Thermador freezer and refrigerator, a large center island, and a waterfront dining area where every meal is accompanied by breathtaking scenery. Just beyond the kitchen, a well-appointed butler's pantry with its own sink provides additional prep space, storage, and convenience for hosting guests. The main level also features a private guest suite with its own en-suite bath, as well as a convenient half bath for guests. Upstairs, a spacious family room/loft provides a versatile second living area. An additional bedroom with an en-suite bath, a half bath, and the luxurious owner's retreat complete the upper level. The owner's suite serves as a true waterfront sanctuary, positioned to maximize stunning Intracoastal views. Wake each morning to sparkling water vistas and enjoy direct access to a private side balcony. The spa-inspired owner's bath is designed for ultimate relaxation and includes a private sauna with red light therapy. A remarkable walk-in closet extends into its own dedicated laundry space, creating a thoughtfully designed and highly functional retreat. Outdoor living is equally impressive. The fully covered paver patio overlooks the pool with spa and Intracoastal Waterway, creating an exceptional setting for year-round enjoyment. Complete with a summer kitchen and firepit, this outdoor entertaining space is ideal for hosting sunset dinners, watching boats pass by, or simply relaxing while taking in the views. The resort-style pool is complemented by a beautifully designed backyard featuring low-maintenance artificial turf and a custom putting green, allowing you to practice your short game while enjoying the waterfront lifestyle. Welcome home.

251 S Matanzas Boulevard, St. Augustine

$3,129,000
2162675 MLS
RARE VACANT WATERFRONT LOT ON THE INTRACOASTAL WATERWAY IN DAVIS SHORES This prime parcel features stunning, direct views across the water toward the historic downtown skyline, offering a front-row seat to spectacular sunsets framed by this iconic city and its historic landmarks. A legacy property of this significance rarely hits the open market. Imagine having a sweeping and unobstructed front-row seat to downtown St. Augustine from your own backyard, where you can relax, take in the views, and watch dolphins play in the water just beyond your doorstep. Even better, you can walk to downtown St. Augustine and enjoy the city's historic charm, acclaimed dining, shopping, entertainment, and vibrant waterfront all within minutes from this highly coveted location. This is a" build-ready" property as the Seller has already completed survey's, soil testing and engineering, and has obtained an approved and active permit for a brand new dock with both boat and jet ski platform lifts providing the future owner a 6-8 month headstart on construction of their new home. As an added bonus, the Seller will also convey a full set of permit-ready plans for a 7000+ sq ft modern style home that includes both landscape/drainage plans as well as a spectacular outdoor oasis and resort styled champagne pool/spa, sunken firepit, and outdoor kitchen/entertainment area like no other. The groundwork has already been thoughtfully addressed, allowing a future owner to move forward with greater speed, confidence, and clarity. Bring your vision to life on this exceptional waterfront property with an impressive head start on the design and permitting process. Whether you are looking to build a custom waterfront retreat, primary residence, or exceptional investment property, this property offers a rare and unusually strong foundation for turning your dreams into reality. This is a once-in-a-generation chance to build on Davis Shores' most coveted waterfront. Rarely available and impossible to replicate. Act fast to secure this premium waterfront canvas before it's gone forever.

27 Dolphin Drive, St. Augustine

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