St. Augustine Homes for Sale between $1,500,000 to $2,000,000

Sportsmen, Boaters/Fisherman, Dirt Bikers & Four Wheeler Alert - Rare opportunity to own approximately 103 Acres of rural land in St. Johns County Florida with waterfront along Tocoi Cove. ~1,100 feet of frontage on both sides of County Road 13. The site has been established as a future rural development Audrey's Plantation, however, the entire 100+ acres could remain intact. Prime location away from the city, however, close enough to enjoy every day conveniences just a few miles away on 214 to I-95 & Old St Augustine. The site is zoned Non Agriculture & Marsh. Picture yourself watching riverside sunsets, hunting for game or enjoying the simple life from your backyard. This private location is paradise found.

County Road 13 N, St. Augustine

$1,875,000

2121253 MLS

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 convenientonly 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

$1,900,000

4 Beds ⋅ 5 Baths ⋅ 2118899 MLS

Nestled in the serene waterside enclave of Bonita Bay, 9 Bonita Bay Drive is a stunning Spanish-style retreat just steps from the heartbeat of historic St. Augustine. This elegant 4-bedroom, 4.5-bath home offers enormous refined living space across three levels, expertly crafted in 2020 with Old-World charm and modern luxury. Living areas are flooded with natural light, and include high-end finishes, built-ins, a gas kitchen range, and a charming eat-in kitchen with an island. An elevator provides seamless access across three stories. The home's four bedrooms each include their own en-suite bath, offering privacy and comfort for guests or family. The primary suite enjoys its own wing. The two balconies deliver extraordinary panoramic views. Sit with your morning coffee on the east-facing balcony as the sun rises, and in the evening, unwind with views of the Bridge of Lions and downtown on the north-facing balcony. Outside, a private, fenced backyard provides peace and seclusion, anchored by a sparkling in-ground pool perfect for sun-drenched Outside, a private, fenced backyard provides peace and seclusion, anchored by a sparkling in-ground pool flanked by lush palms perfect for sun-drenched lounging or evening soirees. A private boat dock gives you direct access to the Matanzas River / intracoastal waterway, allowing for boating, fishing, or leisurely paddling, and ultimately navigation out to the ocean perfect for the water-lover's lifestyle. Despite its tranquil setting, this home is walking distance to downtown St. Augustine. You can easily stroll into the historic district, taking in its quaint streets, shops, restaurants, and cultural landmarks. From your balcony, you can even catch glimpses of the downtown skyline and the iconic Bridge of Lions, lending a postcard-like view and a front-row seat for fireworks on special occasions.

9 Bonita Bay Drive, St. Augustine

$1,899,000

5 Beds ⋅ 4 Baths ⋅ 2118121 MLS

Back on market due to NO fault of sellers-second chances don't come often!! Introducing a modern expression of estate living within Equestrian Way at Whitelock Farms-effortlessly refined across 5.73 private, gated acres. Commanding nearly 4,000 square feet of refined interior living space, complemented by serene outdoor spaces, additional private in-law living, and charming barn and chicken coop, this remarkable residence offers a true sanctuary for the most discerning buyer. Past the gated entrance and manicured lawn, the stately exterior design welcomes you to the immaculately maintained residence. Inside, grand vaulted ceilings, open living spaces, and elegant finishes provide an atmosphere of effortless luxury. Downstairs features a grand foyer entry, the primary suite and accompanying en-suite, complete with custom closets. Downstairs also features a formal dining space, gourmet kitchen, and primary living space with sweeping views of the pool and pastures The kitchen and living room serve as the heart of the home, with ample natural light, perfect for both intimate gatherings and elevated hosting. Estate living and entertaining are all the more so enjoyed outside, poolside under the covered lanai with ample seating, fireplace, and outdoor kitchen. The views are nothing short of picturesque-pool and spa, pasture, barn, and equine or animal companions (should you desire) perfectly framed by the lush tree-lined backdrop. With five bedrooms and three-and-a-half baths in the primary residence alone, the home offers expansive accommodations. Upstairs you will find four ample sized bedrooms, two full baths, all conveniently arranged in a split layout, connected by a catwalk. All rooms offer sweeping pasture and lawn views. The detached in-law suite complete with a full bath, closet and its own garage space, is the perfect space for multi-generational living, office, gym, or whatever you envision. With 5.73 usable acres, the acreage offers endless possibilities, whether for additional pastures, expanded equestrian facilities, or future enhancements tailored to your vision. With plenty of acreage left untouched for privacy, there is ample room to accommodate future additions-whether that be a sports court, car storage, additional pasture space, and the like. The charming barn features three 12x12 stalls with runouts, a dedicated tack room, and easy access to the surrounding pastures. Along the right perimeter of the property, there is a second gated entry point for easy access to the barn and rear of the property for hay or supply deliveries. Residents of Whitelock Farms enjoy access to community equestrian amenities, including maintained bridle trails, multiple riding arenas, and shared training spaces offering an immersive equestrian lifestyle surrounded by both nature and community. There are dressage, hunter/jumper arenas (fenced options with footing and jumps in large grass fields), round pen for exercise lunging, and a space to pattern barrels. Footing is regularly dragged, and trails are maintained. There is a designated path with the option to trailer to the many multi-discipline arenas. Additional details include all fencing has been freshly painted black (Nov. 2025), new roof will be installed on both the main home and detached in-law suite (or credit offered), new septic installed 2024, newer AC units (2-3 years), pool pump (4 years), hot water heater (2025), barn (2022), outdoor kitchen (2024), and porch gas fireplace (2023). The residence is immaculately maintained. A residence of this caliber is a rare offering. Experience all this property has to offer for yourself with a private showing.

139 Foxcraft Street, St. Augustine

$1,600,000

2112714 MLS

Welcome to Bonita Bay, downtown St. Augustine's premier luxury waterfront community. Situated in the heart of historic downtown, Bonita Bay is the only gated luxury waterfront community in the area and this is your rare opportunity to own a .26-acre double lot, fully shovel-ready and primed for your custom home. This unique home site offers dual gated access with the ability to enjoy the security of the main community gate, plus the exclusivity of your own private gate, offering sole entry to the property. From your future home or the community marina, take in gorgeous Intracoastal views or enjoy some time on the water while utilizing your two deeded boat slips. Located at the corner of Marine and South Streets, you are walking distance to all downtown shops, dining, and historic attractions. Build the waterfront lifestyle you've always envisioned—right in the heart of one of Florida's most charming and historic cities.

1 South Street, St. Augustine

$1,500,000

2112021 MLS

DEVELOPMENT OPPORTUNITY! WORLD GOLF VILLAGE CORRIDER!!! Package total of 6.61 ACRES WITH 280 FEET OF ROAD FRONTAGE DIRECTLY ON HEAVILY TRAVELLED STATE ROAD 16 . This particular parcel is 1.97 Acres being sold as a package with the adjacent 4.94 Acres. Currently zoned multifamily, the parcel contains multiple buildings including a 4/2.5 Single Family residence, and a 2/2 doublewide Mobile Home ... Depending on purchaser's development plans, Sellers may be willing to sell subject to multifamily, commercial, or mixed use zoning, depending upon terms and conditions.

5646-C State Road 16, St. Augustine

$1,500,000

2112022 MLS

DEVELOPMENT OPPORTUNITY! WORLD GOLF VILLAGE CORRIDER!!! Package total of 6.61 ACRES WITH 280 FEET OF ROAD FRONTAGE DIRECTLY ON HEAVILY TRAVELLED STATE ROAD 16 . This particular parcel is 1.97 Acres being sold as a package with the adjacent 4.94 Acres. Currently zoned multifamily, the parcel contains multiple buildings including a 4/2.5 Single Family residence, and a 2/2 doublewide Mobile Home ... Depending on purchaser's development plans, Sellers may be willing to sell subject to multifamily, commercial, or mixed use zoning, depending upon terms and conditions.

5646-C State Road 16, St. Augustine

$1,500,000

6 Beds ⋅ 5 Baths ⋅ 2112020 MLS

DEVELOPMENT OPPORTUNITY! WORLD GOLF VILLAGE CORRIDER!!! Package total of 6.61 ACRES WITH 280 FEET OF ROAD FRONTAGE DIRECTLY ON HEAVILY TRAVELLED STATE ROAD 16 . This particular parcel is 1.97 Acres being sold as a package with the adjacent 4.94 Acres. Currently zoned multifamily, the parcel contains multiple buildings including a 4/2.5 Single Family residence, and a 2/2 doublewide Mobile Home ... Depending on purchaser's development plans, Sellers may be willing to sell subject to multifamily, commercial, or mixed use zoning, depending upon terms and conditions.

5646-C State Road 16, St. Augustine

$1,999,000

4 Beds ⋅ 4 Baths ⋅ 2095639 MLS

*Private rooftop terraces redefine the living experience at Cortez on the Water, creating a seamless indoor-outdoor lifestyle with breathtaking panoramic views, private elevator access to the rooftop level, and the option for a builder upgrade to add an interior stairway connection* Welcome to 47 Cortez - the premier end unit within Cortez on the Water, an exclusive enclave of 30 luxury waterfront residences nestled on Anastasia Island along the Intracoastal Waterway. Capturing panoramic views of Salt Run, the Intracoastal, and the iconic St. Augustine Lighthouse, this coveted end-unit home is perfectly positioned just minutes from historic downtown, Anastasia State Park, and the city's most beloved coastal dining and attractions. This 2,872 SF three-story residence with rooftop living features a private in-unit elevator, deeded boat slip with deep water access, and an oversized two-car garage with sleek epoxy-coated flooring. A grand, wide-plank staircase with a flared entry design creates a striking first impression, while the paverstone driveway adds timeless curb appeal in harmony with the coastal architectural style.covered patio with marina and water views. The guest suite is also pre-plumbed for a bar area (optional upgrade).marina and water views. On the second floor, the expansive primary suite offers a serene retreat with a custom-designed walk-in closet, spa-inspired bath, oversized shower, dual vanities, and a private covered balcony with tranquil views of the Intracoastal and beyond. Two additional light-filled bedrooms and a full bath complete this level. The third floor is the heart of this exceptional residence, thoughtfully designed for both everyday living and elegant entertaining. The chef's kitchen features a striking waterfall-edge quartz island with abundant storage, tasteful modern backsplash, custom cabinetry, and upgraded stainless steel appliances. The adjacent dining area opens to a private balcony that captures sweeping views of the Intracoastal Waterway, heated pool, and the surrounding coastal community. The spacious living area extends onto a second large covered balcony overlooking the marina and intracoastal, while front-facing windows frame unobstructed vistas of the iconic St. Augustine Lighthouse. Distinctive ceiling treatments and modern finishes enhance the refined coastal aesthetic throughout this spectacular end unit. Additional features include wide-plank wood flooring throughout, a tankless water heater, and pre-plumbing for a water softener in the garage. Stylish details and modern finishes enhance the residence's refined coastal character. Enjoy resort-style amenities including a waterfront heated pool, hot tub, private marina access, and a covered poolside lanai featuring ample counter space for serving and an island with bar seating perfect for effortless outdoor entertaining. Cortez on the Water offers timeless design, exceptional craftsmanship, and the best of luxury island living in Northeast Florida. **Select builder upgrades still available.

47 Cortez Avenue, St. Augustine

$1,850,000

3 Beds ⋅ 5 Baths ⋅ 2076207 MLS

Oceanfront GATED living at its finest! Welcome to the Colonia where luxury meets coastal living. Located in the heart of Vilano Beach within walking distance to restaurants and shops! This three bedroom ocean view townhouse complete with ELEVATOR has been thoughtfully designed with top of the line finishes. Enjoy sunrises and the ocean breeze from your private roof top deck. Chefs kitchen complete with a large island, thermador appliances, quartz countertops, and custom hood. Designer finishes can be found throughout such as Visual Comfort and Palacek lighting and Shumacher wallpaper. The amenities and features at Colonia continue to impress! The upscale pool area is the perfect place to relax or entertain, and the community courtyard adds another inviting space for gathering. Private deeded beach access for the community!! This is it - your search is over! Ask about our Preferred Membership to Gate Hospitality - Ponte Vedra Inn & Club, The Lodge & Club, Epping Forest, and The River Club.

111 Relajado Way Unit 2, St. Augustine

$1,550,000

2066925 MLS

11 acres in World Golf Village with two mobile homes. This property is being marketed for value of land as the two mobile homes are aging and need work . an inground pool , carport, electricity , pool house, and a workshop . The workshop has multiple areas including a hydraulic lift in the end bay with a roll up door. The property is fenced in as it was previously used to house livestock . no HOA's or CDD fees. This property has the potential to be rezoned by a developer and houses can be built on lot. But it can also be used as a farm and a private retreat.

4540 N Francis Road, St. Augustine

St. Augustine Homes for Sale between $1,500,000 to $2,000,000

St. Augustine Homes for Sale Between $1,500,000 to $2,000,000