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$1,050,000
4 Beds 4 Baths 2163379 MLS
A distinctive St. Augustine home in a location that lets you experience the city--not simply live near it. Set in the sought-after Uptown/Nelmar Terrace area, 4 E San Carlos Ave captures the character that makes St. Augustine so desirable: mature oaks draped in Spanish moss, palms, charming architecture, and the ability to move easily between the historic city, local dining and shops, waterfront activities, and the beaches beyond. From the street, the home's coastal-inspired architecture, metal roof, welcoming covered front porch, and mature landscape immediately set it apart. Inside, the home offers four bedrooms, three-and-a-half baths, and a spacious bonus/game room, creating a versatile layout for full-time living, welcoming family and friends, or simply enjoying a home with room to spread out. The main living spaces are bright and inviting, with an open-concept design connecting the living room and beautifully appointed kitchen. White cabinetry, quartz-style countertops, stainless appliances, a detailed glass-tile backsplash, and a large island create a kitchen that is both functional and polished. A walk-in pantry adds valuable storage, while a separate, cozy office provides a quiet space for working from home, reading, or simply having a dedicated place to retreat. A fireplace adds warmth and character to the living space, creating a natural gathering place for everyday life and entertaining. Upstairs, the primary suite offers a private retreat complete with its own balcony, creating a quiet place to enjoy the morning or unwind in the evening. The bonus/game room adds an entirely different dimension to the home--ideal for recreation, movie nights, guests, or simply giving everyone a little more room to spread out. Outdoor living is one of this home's defining features. Rather than one ordinary backyard, the property offers multiple distinct spaces to enjoy the outdoors, including the covered front porch, rear porch, private primary-suite balcony, and a beautifully designed pavered courtyard alongside the home. Tropical landscaping, comfortable seating, and a dedicated grilling area create an intimate setting for morning coffee, evening gatherings, or entertaining friends, while additional lawn areas provide even more room to enjoy the Florida sunshine. The home is equally well suited to everyday practicality, with an extended driveway, 2.5-car garage, no HOA, and a generator inlet. There is room for vehicles, storage, bikes, a golf cart, and the extras that come with enjoying the Florida lifestyle. And then there's the location. Historic St. Augustine becomes part of everyday life here. Walk to iconic landmarks and museums, the Fountain of Youth, and beautiful oak-canopied Magnolia Avenue, where centuries-old live oaks draped in Spanish moss create one of the city's most memorable settings. From here, historic streets, local restaurants, galleries, shops, and the waterfront are all part of the experience, while a bike ride opens the door to even more--from downtown to the coast and beaches beyond. The surrounding mature trees and distinctive mix of homes add to the character of a neighborhood that feels authentically St. Augustine--a place where history, natural beauty, and coastal living are woven into everyday life. Some homes are best understood in person. Come experience the setting, walk the porches, step into the courtyard, take in the surrounding character, and discover what makes 4 E San Carlos Ave a truly special St. Augustine offering. Schedule your private showing today.

4 E San Carlos Avenue, St. Augustine

$740,000
4 Beds 3 Baths 2162822 MLS
Two homes, one property--minutes to Historic district and beach. This North City/Uptown gem offers a charming 2BR/2BA main residence plus a separate 2BR/1BA apartment above the garage for true flexibility. The main house showcases original hardwood floors, a brick wood-burning fireplace, and a flowing plan with a front sitting/sun room, living room, dining area, office/flex room, and an all-season room. The updated kitchen features new cabinetry, counters, and appliances; lighting and doors have been refreshed throughout. Each bedroom functions as an owner suite, and both open directly to decks overlooking the newly fully fenced backyard under grand live oaks and Spanish moss--perfect for morning coffee, evening wine, or weekend gatherings. This property is ideal for multigenerational living, guest quarters, a home office, or generating potential income as a short-term or long-term rental.

6 E San Carlos Avenue, 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

$2,350,000
6 Beds 5 Baths 2118296 MLS
178 Avenida Menendez - An Iconic Flagler-Era Residence with Panoramic Bayfront Views Exquisitely restored and meticulously maintained. The Bodley/Bennett residence is a rare Flagler-era treasure, originally built in 1910 and thoughtfully renovated between 2010 and 2012. Perched along the Matanzas River, this historic legal home commands sweeping, panoramic vistas of the St. Augustine Bayfront and the legendary Bridge of Lions, offering a lifestyle defined by elegance, heritage, and unmatched waterfront charm. Boasting 6 bedrooms and 5 full baths, this residence seamlessly blends historic character with modern comforts. Yellow pine flooring, 8'' hardwood baseboards, original five-panel doors, and grand staircases evoke timeless craftsmanship while updated systems and finishes ensure contemporary luxury. Optional 1 year home warranty provided by Fidelity National Home Warranty. The First-Floor Residence is an ideal suite for generational living or distinguished guests, featuring 2 bedrooms, 1 full bath, a spacious living room with a period gas fireplace, and a formal dining room. The chef-inspired kitchen includes a Jenn-Air gas range, stainless steel appliances, granite countertops, and espresso-finished cabinetry accented with period hardwaremarrying modern convenience with classic detail. The Second-Floor Main Residence is Designed for refined living and entertaining. This level offers 2 bedrooms, 3 full baths, an inviting living room, formal dining, and a beautifully remodeled kitchen with gas range, updated cabinetry, and rich butcher block counters. Thoughtful layouts and elevated finishes create a sense of sophistication and comfort throughout. The Third-Floor Retreat is also the pinnacle of luxury living. This floor provides 2 bedrooms, 1 full bath, and a generous walk-out terrace framing some of the most breathtaking views of the Bayfront and Bridge of Lionsa private sanctuary perfect for morning coffee, sunset entertaining, or simply soaking in St. Augustine's timeless beauty. A rare convergence of history, architecture, and premier waterfront location, this residence is not just a homeit is a statement. Perfect for collectors of historic properties, lovers of fine craftsmanship, and those who seek an elevated lifestyle in one of Florida's most cherished cities. Experience St. Augustine living at its finestwhere every detail tells a story, every view inspires, and every moment is extraordinary.

178 Avenida Menendez, St. Augustine

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