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$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
6 Beds 5 Baths 2160669 MLS
Discover the timeless appeal of coastal living at 207 Marshside Drive, tucked behind the private gates of Marsh Creek Country Club on Anastasia Island. Set along the marsh with tranquil views and beautifully landscaped grounds, this spacious estate offers a wonderful combination of privacy, comfort, and coastal charm. A circular driveway and mature landscaping create an inviting first impression. Inside, a welcoming entry opens to bright, expansive living spaces filled with natural light. High ceilings, large windows, and thoughtful architectural details create an open and airy atmosphere, while the fireplace adds warmth and character to the main living room. Designed for both everyday living and entertaining, the home features generous gathering spaces, a formal dining area, and a well-appointed kitchen with a large island and ample workspace. The open flow between the kitchen and adjoining living areas makes it easy to stay connected while entertaining or enjoying time with family. The spacious primary suite is conveniently located on the main level and offers a peaceful retreat with serene views and a beautifully appointed bath. A second en-suite bedroom on the first floor provides a comfortable and private space for guests. Upstairs, additional rooms offer flexibility for bedrooms, a home office, reading room, hobby space, or other lifestyle needs. Outdoor living takes center stage with the renovated screened-in pool and spa, surrounded by lush landscaping and stone accents. Multiple seating areas provide plenty of space for relaxing, dining, and entertaining while enjoying the peaceful marsh setting. Whether starting the morning with coffee outdoors or ending the day with a swim, this private retreat makes the most of Florida's coastal lifestyle. Thoughtfully maintained and updated, 207 Marshside Drive offers a rare blend of spacious interiors, peaceful natural surroundings, and desirable coastal living. Located on Anastasia Island, the home is just minutes from beaches, local restaurants, and the historic charm of downtown St. Augustine. A distinctive residence in a coveted gated community, this exceptional property invites you to enjoy the beauty, privacy, and relaxed elegance of coastal Florida living.

207 Marshside 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

$1,895,000
4 Beds 4 Baths 2157427 MLS
Nestled within the prestigious master planned community of Palencia, this exceptional custom built Mediterranean estate seamlessly blends timeless architecture, luxury finishes, and resort style living with an incredible sense of privacy. Offering 3,700 square feet of beautifully designed living space, this meticulously maintained home features four bedrooms, four full bathrooms, multiple entertaining spaces, and a spectacular backyard retreat that truly defines Florida living. From the moment you arrive, the grand iron entry doors, elegant arched windows, professionally designed landscaping, and sweeping paver driveway create an unforgettable first impression. Inside, soaring ceilings, premium Italian porcelain tile flooring, custom millwork, and a dramatic spiral staircase establish a warm yet sophisticated atmosphere. The chef's kitchen is designed to impress with striking onyx countertops, custom soft close cabinetry, stainless steel appliances, and a massive hidden pantry, making it equally suited for everyday living and entertaining on a grand scale. The owner's suite is a private sanctuary featuring two custom cedar closets and a spa inspired bathroom complete with a freestanding soaking tub and an oversized walk through shower. Step outside to one of the most private backyards in Palencia where a fully fenced resort style oasis awaits, featuring an expansive Tremron paver lanai, a fully equipped outdoor kitchen, a saltwater infinity pool with a cascading waterfall, a custom wood burning fire pit, and a covered gazebo, creating the perfect setting for year round entertaining or peaceful relaxation. Upstairs, a spacious loft opens onto a screened balcony overlooking the backyard while a dedicated media room provides the ideal space for movie nights, game days, and gatherings with family and friends. Additional premium upgrades include a freshly painted exterior, tankless natural gas water heater, natural gas generator connection, automatic organic mosquito misting system, and parking for up to eight vehicles. Beyond the home, Palencia offers one of Northeast Florida's most sought after lifestyles with miles of scenic walking and biking trails, the beautiful Tolomato River boardwalk leading to a fishing pier, resort style swimming pools, tennis and pickleball courts, a state of the art fitness center, and access to the Arthur Hills Championship Golf Course through membership. Located within the highly acclaimed St. Johns County School District and just minutes from Historic Downtown St. Augustine, pristine beaches, exceptional dining, shopping, and Jacksonville, 751 Promenade Pointe presents a rare opportunity to experience luxury living at its finest in one of the area's most coveted communities.

751 Promenade Pointe Drive, 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

$1,850,000
3 Beds 5 Baths 2163898 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.

103 Relajado Way Unit 3, 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

$1,714,000
5 Beds 4 Baths 2147795 MLS
SEE VIDEO under 'Facts & Features -Virtual Tour'. Welcome to Coastal Living at Its Finest on St. Augustine Beach's Prestigious ''Golden Mile'' *** Rare STR Investor Alert*** This home is perfect for someone looking to live in one part of the property (perhaps the first floor) and rent out the other half (second floor) as a short-term rental. By occupying part of this home, you could also benefit from Florida's Homestead Exemption and no state income taxes--ideal for those looking for a great place to live while generating rental income. This stunning 5-bedroom, 4-bathroom home offers over 2,600 square feet of living space spread across two stories built with durable concrete block construction with ocean views and over 1,900 square feet of deck space--ideal for soaking in the sea breeze. Recently upgraded and turn-key (fully furnished), this property also features a commercially zoned status, allowing for short-term rentals, making it an exceptional investment opportunity. See the "Updates" document in the documents tab for a list of details regarding recent updates/repairs, totaling over $130,000. Located just steps from the beach, this home epitomizes beach living. With ease of accessibility, a convenient wooden walkway at the end of 3rd Street takes you directly over the dunes and onto the beach, offering a seamless transition from your doorstep to the shore. Step inside to find a flexible layout that could easily be utilized as two separate units. The first floor features a recently updated kitchen, a luxurious owner's suite, and a guest bedroom with a private bath. Enjoy ample storage and access to a two-car garage. Step outside to the private deck with an outdoor shower, surrounded by fragrant jasmine vines, perfect for entertaining, grilling, or simply unwinding. The second floor boasts a modern kitchen with stainless steel appliances and a comfortable living room with cathedral ceilings and skylights. Choose from one of the three spacious bedrooms, or take in breathtaking ocean views and sunsets from the rooftop deck. Please Note: The 5th bedroom is non-conforming, and showing availability is subject to current vacation rentals.

10 3rd Street, St. Augustine

$1,700,000
2158449 MLS
A once-in-a-lifetime opportunity to build along St. Augustine's iconic Bayfront in the nation's oldest city. Located at 156 Avenida Menendez, this rare vacant lot offers the chance to construct the first new structure on this coveted stretch in over 100 years. Enjoy breathtaking views of Matanzas Bay, the St. Augustine Lighthouse, and spectacular sunrises, all just steps from world-class dining, shopping, marinas, and historic attractions. Zoned for multifamily use, this unique property offers endless possibilities, including a luxury residence or boutique investment (subject to applicable approvals). Opportunities to build new on the Bayfront are exceptionally rare, making this an extraordinary chance to own one of downtown St. Augustine's most desirable locations and create a legacy property in one of Florida's most historic and sought-after destinations.

156 Avenida Menedez, St. Augustine

$1,685,000
4 Beds 6 Baths 2155840 MLS
An Elite Masterpiece in Clubview Estates at King & Bear! Welcome to an address of true distinction. Situated within Clubview Estates, the highly coveted, gated enclave of only 10 custom homes lining Registry Boulevard; this magnificent 5,456 sq. ft. residence represents the absolute pinnacle of luxury golf-community living. Positioned perfectly on a sprawling 0.60-acre lot right on the 10th hole, this estate seamlessly balances dramatic fairways with serene waterfront views. Nestled amongst majestic mature trees that offer unmatched privacy and a timeless natural canopy, the thoughtfully designed floor plan offers an intelligent layout. All bedrooms are located downstairs, providing optimal privacy and single-story ease for daily living. The private primary suite serves as a true sanctuary, featuring an opulent bathroom that overlooks a private garden area for a serene, spa-like experience. Upstairs, the home transitions into an entertainment powerhouse, hosting a spacious media room and game room. This elevated secondary level opens up to a private balcony directly overlooking the 10th hole, serving as the ultimate vantage point for sunset views and championship golf. Step outside to your private screened lanai to experience a true resort lifestyle, complete with a heated pool, private spa, and summer kitchen set against a dramatic, nature-rich backdrop. A rare opportunity to own a piece of St. Augustine's finest architectural legacy.

1160 Registry Boulevard, St. Augustine

$1,650,000
5 Beds 4 Baths 2158434 MLS
Welcome to Marsh Point, an intimate gated community tucked along Casa Cola Creek, where this custom-built Riverside Homes residence sits on just over an acre with its own private dock offering direct creek access perfect for small vessels. Designed for both everyday living and entertaining, the open-concept floor plan showcases wood-grain tile flooring throughout the main living areas, soaring vaulted ceilings with decorative beams in the family room, and a wall of windows that fills the home with natural light. An office with custom built-in cabinetry creates an ideal work-from-home space. At the center of the home, the gourmet kitchen features an oversized quartz island, designer range hood, accent lighting, a full Bosch appliance package, and a spacious pantry complete with a built-in beverage cooler. The adjoining café offers picturesque backyard views while providing the perfect spot for gathering family and friends. The thoughtfully designed split-bedroom layout offers privacy for both owners and guests. The primary suite is a relaxing retreat with vaulted ceilings, a sitting area and a spa-inspired bath featuring dual vanities and an oversized floor-to-ceiling tiled shower with frameless glass. Upstairs, a versatile bonus room with a full bath serves as an ideal fifth bedroom, media room, or guest suite. Step outside to the covered lanai with a retractable screen, overlooking the expansive backyard and providing the perfect place to enjoy morning coffee or unwind at the end of the day. Combining timeless Southern architecture with modern finishes and a waterfront lifestyle, this exceptional home is a rare opportunity.

199 Canopy Hall Drive, St. Augustine

$1,649,999
5 Beds 6 Baths 2161940 MLS
Experience elevated Florida living. An exceptional Toll Brothers Abigail residence in Newbrook at SilverLeaf. Dramatic architecture, refined finishes and resort-style outdoor living come together in a home designed for both impressive entertaining and comfortable everyday living. A soaring two-story foyer introduces the light-filled, open-concept interior. At the heart of the home, the chef-inspired kitchen features an oversized statement island, abundant cabinetry, generous counter space and an expansive walk-in pantry. The kitchen flows seamlessly into the dining area and magnificent two-story great room, where walls of sliding glass doors create a striking connection to the outdoor retreat. Above, the gallery overlooks the foyer and great room one of the Abigail design's signature architectural features. The luxurious primary and well-appointed secondary bedroom suites provide exceptional privacy and comfort, while flexible living areas can accommodate a home office, media room etc. Step outside to your own private resort. The expansive covered lanai opens to a spectacular screened pool and spacious entertaining area--perfect for relaxed afternoons, evening gatherings and year-round enjoyment of the Florida lifestyle. A three-car garage and thoughtfully designed storage complete this remarkable residence. Located in the exclusive gated Newbrook neighborhood within SilverLeaf, residents enjoy expansive homesites, beautiful natural surroundings, no CDD fees and convenient access to highly rated St. Johns County schools, shopping, dining and major roadways. Combining Toll Brothers craftsmanship with an extraordinary floor plan and private resort-style setting, this is more than a home. It is a distinctive luxury retreat.

236 Heritage Pines Way, St. Augustine

$1,645,999
4 Beds 8 Baths 2159152 MLS
This Palencia home needs some love to bring it back to life, but with 7,134 sq. ft. on a private, nearly one-acre lot, the possibilities are endless. This Mediterranean-style estate was built with , spray foam insulation, and imported travertine flooring throughout, including the stair treads. Designed for multi-generational living, the property features a detached casita with a private bath and kitchenette, plus a separate living area above the garage with its own staircase and full bath. Every bedroom features an ensuite bath, with a secondary bedroom offering the potential for a second primary suite. The chef's kitchen features double islands, a 48'' Wolf 6-burner range with griddle and double ovens, Wolf microwave/convection oven, built-in Wolf steamer, 48'' Sub-Zero refrigerator, and custom range hood. Outside, a European-inspired courtyard creates a grand entrance, while the full-width covered lanai offers an outdoor kitchen, gas fireplace, and full pool bath. The expansive backyard provides plenty of space for a future pool. Additional features include surround sound and surveillance wiring. With incredible bones, high-end finishes, and endless potential, this Palencia estate is ready for someone to bring it back to its full glory. Home was purchased through foreclosure. The current owner has no prior knowledge of the property's history or condition beyond what is visibly observable

164 N River Drive, St. Augustine

$1,634,900
3 Beds 3 Baths 2142474 MLS
To-be-built AR Homes Bella Vista in Madeira at St. Augustine. This thoughtfully designed home showcases elegant, open-concept living with the exceptional craftsmanship AR Homes is known for. The Bella Vista floor plan offers spacious living areas, a private owner's suite, and well-appointed secondary bedrooms--perfect for both everyday comfort and entertaining. Outdoor living features, including pool, screen enclosure, and outdoor kitchen, are not included. This allows buyers the flexibility to design and add outdoor living options to suit their personal preferences. Buyers will also have the opportunity to select colors and finishes and may customize this plan or choose an alternative floor plan from the AR Homes collection, creating a truly personalized home. Ideally located in the desirable Madeira at St. Augustine, close to historic downtown, beaches, shopping, and dining. Pricing and features subject to change based on final selections.

238 Pantano Drive, 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

$1,555,000
2149909 MLS
SEE VIDEO under 'Facts & Features' & 'Virtual Tour'. Please note: This is one listing that includes two adjacent parcels with separate addresses, being sold together as a single offering totaling nearly 2 acres. Positioned along the rapidly growing State Road 16 corridor, this exceptional commercial opportunity offers outstanding visibility and future development potential in one of St. Johns County's most active growth areas. The property is strategically located between Mill Creek, Murabella, World Golf Village, and the new Elevation Pointe development currently under construction. Directly across from Elevation Pointe's multifamily community, the site is strategically positioned to benefit from ongoing residential and commercial expansion. Less than 1,200 feet east of the property, the recently opened Publix-anchored shopping center provides a strong retail draw within Elevation Pointe, a master-planned development expected to feature approximately 750 multifamily units and more than 196,000 square feet of commercial space. Adding to the area's momentum, State Road 16 is planned for expansion to five lanes, further improving accessibility and traffic flow. The property's Commercial PUD zoning provides flexibility for a wide range of commercial uses, including banks with drive-thru facilities, convenience stores with fuel sales, car washes, quick-service restaurants with drive-thru service, retail establishments, and other permitted commercial uses, subject to applicable PUD requirements. Included in the sale are Lot 2950 (Parcel ID 0874100030) and Lot 2960 (Parcel ID 0874100000), offered together as one development opportunity in a high-growth corridor. Seller financing available.

2960 State Road 16, St. Augustine

$1,490,000
3 Beds 3 Baths 2162354 MLS
Don't miss this updated MULITIGENERATIONAL WATERFRONT home in the gated Summer Island community on the Intracoastal Waterway in St. Augustine. Featuring a semi-private dock (shared with one neighbor), boat lift, and jet ski storage, this is a true boater's retreat just minutes from Matanzas Inlet. Enjoy sunrise views from the front and sunset water views from the backyard, with beach access across the neighborhood entrance and community amenities including pool, tennis, basketball, playground, and community dock. The flexible multigenerational layout includes a lower-level suite with full kitchen and large bedroom, updated bathroom, and living area opening to a screened-in heated pool and jacuzzi overlooking the Intracoastal--ideal for guests or extended family. The upper level offers an open-concept living, dining, and kitchen space which is great space for entertaining! There are two large additional bedrooms, two renovated bathrooms, and a balcony off the living room. The house lives larger than it is and is great for entertaining and hosting lots of people! The upstairs chef's kitchen is fully renovated and upgraded with a 7-burner Wolf gas range, double ovens, individual oversized refrigerator/freezer combo, extra-long kitchen island, custom cabinetry, under-cabinet lighting, and granite countertops with matching granite backsplash. Built-in dining cabinetry adds more storage and entertaining space. Additional features include a brand-new modern glass elevator, wood flooring and updated lighting and fans throughout the home. The washer and dryer are located in the left oversized garage and the elevator comes down to the right garage. There is still plenty of room to park a car in each garage with plenty of additional storage. Conveniently located approximately 25 minutes to historic downtown St. Augustine, 15 minutes to the St. Augustine Amphitheatre, and directly across the street from St. Augustine Beach, with a neighborhood path providing direct access to Matanzas Inlet. This home would be great for multi-generational living, a second home, vacationing or relaxing and enjoying time with friends and family!

9151 June Lane, St. Augustine

$1,490,000
5 Beds 4 Baths 2142057 MLS
This custom three-story residence sits on a private 100x100 lot just a short stroll from the beach, offering a level of space, flexibility, and craftsmanship that is rarely found in Vilano Beach. Set within a uniquely desirable neighborhood with no HOA, the location delivers true coastal living with one-block access to both the Atlantic Ocean to the east and the Intracoastal Waterway to the west. From the moment you arrive, wide wraparound porches, paddle fans, mature trees, extensive paver work, and new privacy fencing create a setting that feels relaxed, private, and secure. The ground level is anchored by an expansive 1,373-square-foot, 3 car garage designed with function in mind, featuring ample room for vehicles, fishing gear, boat, storage, and a custom California Closets workbench wall, along with a fully separate in-law suite with its own private entrance and thoughtfully designed kitchenette. Whether used for multi-generational living, long-term guests, or additional income, this is real, usable flexibility. The main living level is where the home truly comes to life. A chef's kitchen equipped with stainless steel appliances, a six-burner range, dual ovens, custom cabinetry, and a large pantry flows seamlessly into the living and dining areas, creating a space that works well for everyday living and entertaining. Brazilian cherry hardwood floors run throughout, adding warmth and character, while a beautifully built fireplace with an electric insert creates a natural focal point. A formal dining room sits just off the kitchen, and the primary suite offers a true retreat with a custom California Closets walk-in, a cast iron soaking tub, travertine floors, a glass-enclosed rain shower, and multiple access points to the surrounding porches where coastal breezes move effortlessly through the home. The third floor adds three additional bedrooms and a full bathroom, providing ample room for family and guests. A whole house generator with its own in-ground tank adds peace of mind, while the oversized lot continues to deliver privacy and ample parking, a rarity in this area. An exterior elevator lift adds everyday convenience. Located just minutes from Cap's on the Water, Aunt Kate's, Reefs, and Lynda's at the Ocean Club, this home is also near Publix and just around the corner from the beach. Offered fully furnished, it presents a seamless move-in-ready opportunity. This is a property that delivers space, lifestyle, and flexibility in one of Vilano Beach's most sought-after settings.

216 Fifth Street, St. Augustine

$1,475,000
3 Beds 3 Baths 2158222 MLS
The National Register of Historic Places recognizes the circa 1886 Horace Walker House in downtown St. Augustine. This landmark gem designed by architect Franklin W. Smith who also designed the Casa Monica Hotel and Villa Zorayda in Moorish Revival design has been fully restored to the luxury and opulence of bygone days while melding modern conveniences of kitchen and baths. The rear of the house was expanded to feature fabulous outdoor living with outdoor kitchen, patio that can be open or enclosed and a courtyard backyard for event and guest entertainment. The property is zoned commercial and is currently used as a high end Air B&B and private event venue. If your goal is for a historic primary residence in the country's oldest continuously occupied city then enjoy 3 large bedrooms, 2 of which are ensuites, an upstairs rear balcony, large living room, dining room and all new kitchen with European appliances and flair, then this is it!

33 Old Mission Avenue, St. Augustine

$1,475,000
7 Beds 5 Baths 2155822 MLS
Historic Downtown isn't just a place to visit... it's a lifestyle. Start your morning with a walk to your favorite coffee shop, spend the afternoon exploring local boutiques or the bayfront, meet friends for brunch, enjoy dinner and live music, then stroll home without ever getting in your car. That's everyday life at 13 Rohde Avenue. Situated on an exceptional corner lot in the heart of Uptown, this unique property offers over 3,200 combined square feet between the beautifully updated main residence and detached apartment. The main home features 5 bedrooms and 3.5 bathrooms, while the detached 2-bedroom, 1-bath apartment offers its own kitchen, laundry, private entrance, separate electric meter, and separate HVAC system. Whether you're looking for a primary residence, a second home, multi-generational living, or an investment opportunity, this property offers exceptional flexibility. Both the main home and detached apartment currently operate as successful short-term rentals generating annual gross rental income exceeding six figures combined. Below the apartment, an oversized storage area offers endless possibilities for a workshop, hobby space, additional storage, or future customization. Multiple porches, balconies, and outdoor living spaces create the perfect setting to relax after a day downtown. Add abundant parking--an uncommon convenience this close to Historic Downtown--and you have a property that's as practical as it is enjoyable. This isn't simply a home in Historic Downtown St. Augustine... it's the opportunity to live where people vacation.

13 Rohde Avenue, St. Augustine

$1,450,900
5 Beds 5 Baths 2141333 MLS
Our stunning Stella II model in Courtney Oaksis for sale!!! The home is situated on a large water to preserve view homesite. This home has it all, 4 bedrooms, 5 baths, insulated 3 car split garage, downstairs recreation room, upstairs bonus and loft, study and formal dining room. Every designer detail you could imagine including a spectacular lighting package and wood flooring. The entry is flanked with the dining & study, all have tray ceilings with tongue and groove inserts. A stunning water view from the front entry through the huge 16' slider. The gorgeous kitchen has a pot filler, large 36' gas range, Thermador refrigerator, double oven, wall microwave, farm sink, massive pantry AND butler's pantry and designer wood vent. The large mud bench is opposite the oversized laundry with ample cabinets, counter space and a sink. The owner suite with sitting room has a beautiful view and a spa bath with free standing tu The oversized pavered lanai includes a fireplace with room for a TV directly above. The huge upstairs bonus includes a wet bar, cabinets and under cabinet beverage center - all overlooking the water and preserve. The garage includes a golf cart charging circuit, perfect for getting to all of the SilverLeaf social events or the new amenities Now Open in Johns Island. The floor plan as built is in the documents. POOL CONCEPTUAL RENDERING ONLY Artist's illustration for marketing purposes. Not to scale. Subject to engineering, survey, permitting, HOA approval, zoning, setbacks, and all applicable governmental requirements. No representation or warranty is made that the improvements shown can be constructed as depicted.

37 Courtney Oaks Drive, St. Augustine

$1,450,000
15 Baths 2165031 MLS The Equinox Motel BLDG.
VALUE-ADD HOSPITALITY OPPORTUNITY IN PRIME UPTOWN ST. AUGUSTINE LOCATION! Introducing The Equinox--a rare opportunity to acquire and reimagine a legacy hospitality property in one of St. Augustine's most desirable tourism corridors. Set on .37 acres along highly visible San Marco Avenue, this 14-unit motel offers CM-2 zoning, a coveted Entry Corridor location, and a prominent position along a primary gateway to Historic Downtown St. Augustine. With an allowable building height of up to 35 feet, the property offers meaningful potential for vertical expansion, including a second and potentially third story, subject to zoning approvals and development requirements. Ideally positioned within walking or biking distance of shops, dining, attractions, and the iconic historic district, The Equinox offers investors, developers, and hospitality entrepreneurs the opportunity to acquire, renovate, reposition, and unlock value in a prime St. Augustine location. Approximately 7,200 vehicles travel this corridor daily, according to 2025 AADT data, providing exceptional visibility along a major commercial and tourism corridor. Currently configured with 14 units, including two apartment-style units, the property offers multiple revenue-enhancement and repositioning opportunities. 18 parking spaces and a covered front patio gathering area offer valuable on-site infrastructure, while an additional room creates flexibility for a 15th guest room, café, game area, spa/wellness space, or other revenue-generating amenity. The utility room presents further upside with the potential to add an on-site guest laundry facility. LOCATION IS EVERYTHING. As an established Entry Corridor location, The Equinox benefits from its position along one of the primary gateways into the heart of St. Augustine, situated along a highly traveled route between US-1 and Historic Downtown and surrounded by iconic attractions including the Old Jail, Fountain of Youth, Mission Nombre de Dios, historic landmarks, restaurants, boutiques, and more. With beautiful Vilano Beach just 5 minutes away, guests can easily enjoy the sun, sand, and coveted coastal lifestyle that makes St. Augustine a premier destination. Existing improvements--including updated flooring and tile, newer windows, updated HVAC units, CPVC plumbing repipe, and a 2014 roof--provide a head start on modernization. Reimagine The Equinox as a refreshed boutique hotel concept or other permitted hospitality use--with the potential to drive revenue, increase NOI, and unlock long-term property value in one of St. Augustine's most recognizable locations. ACQUIRE. MODERNIZE. REPOSITION. STABILIZE. CREATE VALUE. The location is established. The opportunity is yours!

306 San Marco Avenue, St. Augustine

$1,450,000
6 Beds 2154005 MLS
Turn-Key 5-Unit Airbnb Property in the Heart of Historic Downtown St. Augustine - Fully Furnished & Ready for Immediate Income! Step into a rare opportunity to own a successful, established short-term rental property just steps from St. Augustine's iconic attractions. This meticulously restored multi-unit gem has been thoughtfully operated as a high-performing Airbnb, delivering consistent bookings and glowing guest reviews thanks to its unbeatable location and charming, private accommodations. Offered fully furnished, equipped, and completely turn-key, the new owner can seamlessly continue operations without missing a beat. Nestled in the heart of downtown St. Augustine, guests are surrounded by world-class history, dining, shopping, and entertainment. Rental history and performance data are available upon request, along with a detailed list of extensive updates and upgrades completed over the years. No flooding - FLOOD ZONE X. No HOA. Walk to everything downtown!

53 Sanford Street, St. Augustine

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