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$1,150,000
6 Beds ⋅ 4 Baths ⋅ 2166351 MLS
Built in 1899 and beautifully restored, this iconic ''Pink House'' is gracefully positioned along the picturesque shores of Lake Maria Sanchez, offering a rare opportunity to own a distinguished piece of St. Augustine's history in one of Historic Downtown's most coveted settings. Original hardwood floors, spacious gathering rooms, period architecture, and authentic historic details create an atmosphere that simply cannot be replicated. Every room tells a story, embracing the craftsmanship and character of a bygone era. Spanning six generously sized bedrooms, the home offers remarkable flexibility for hosting family and guests. Multiple covered porches overlook the tranquil lake, providing the perfect setting to enjoy morning coffee while watching horse-drawn carriages make their way through the Historic District. Currently operating as a successful short-term rental and offered fully furnished. Each bedroom features antique furnishings and artwork that pay tribute to St. Augustine's remarkable past, creating an authentic living experience unlike any other. The open-concept kitchen features crisp white cabinetry, stainless steel appliances, and flows seamlessly into the formal dining room, creating an inviting space for both everyday living and entertaining. The expansive fenced backyard offers a private retreat for entertaining, family gatherings, or simply enjoying the peaceful surroundings. A recently added driveway provides the rare convenience of private off-street parking for up to six vehicles--an exceptional amenity in Historic Downtown. Perhaps the home's greatest luxury is its location. Just a short stroll from Flagler College, acclaimed restaurants, boutique shopping, museums, art galleries, and the cobblestone streets of America's oldest city, you'll enjoy the very best of downtown living while returning home to the serenity of Lake Maria Sanchez. Here, the energy of Historic St. Augustine is only moments away, yet the setting remains peaceful, private, and undeniably charming. Rich in history, timeless in character, and unmatched in location, this extraordinary waterfront residence offers a once-in-a-generation opportunity to own one of Historic St. Augustine's most iconic homes.

340 Charlotte Street, St. Augustine

$525,000
3 Beds ⋅ 3 Baths ⋅ 2165996 MLS
Welcome home to 29 Grant St, a lovingly restored gem in the heart of historic St. Augustine that's never flooded. Original hardwood floors and soaring 9' ceilings greet you, with light pouring through plantation shutters into a serene great room. A dining room with glass pocket doors offers quiet privacy, flowing into a beautifully updated kitchen and family room built for gathering. Out back, enjoy a fenced yard with a fire pit, and garage. A charming guest bath tucks under the stairs, while upstairs holds a spacious primary suite, rare for this era, with updated bath and walk-in closet. Sip your morning coffee as the oldest city wakes up, with downtown dining and shops all within walking distance. RG-1 zoning opens the door to nightly rental potential, or simply enjoy it as a warm, character-filled home. Beach is under 10 minutes away!

29 Grant Street, 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

$899,000
3 Beds ⋅ 2 Baths ⋅ 2161241 MLS
Discover the timeless elegance of this beautifully preserved Victorian residence nestled in the heart of St. Augustine's coveted Historic Abbott Tract. Situated high and dry beneath a magnificent canopy of mature oak trees, this exceptional home blends historic charm with modern comforts in one of the city's most desirable neighborhoods. Inside, rich spilled honey hardwood floors flow throughout the home, creating a warm and inviting atmosphere. The updated kitchen features quality finishes, an inviting breakfast area, and effortless access to the living spaces, making it ideal for both everyday living and entertaining Multiple covered porches provide the perfect setting to relax with a morning coffee or unwind in the evening while enjoying the tranquil surroundings and timeless beauty of the Historic District. Outside, the expansive yard offers endless possibilities, with ample space to add a resort-style pool, create lush gardens, or design your own private outdoor oasis. A detached two-car garage provides excellent storage and parking while also offering the potential for future expansion or a guest suite. Rich in character, thoughtfully updated, and ideally located just moments from Historic Downtown St. Augustine's renowned restaurants, boutique shopping, galleries, and waterfront, this remarkable Victorian offers a rare opportunity to own a true piece of the nation's oldest city's history.

18 Locust Street, St. Augustine

$1,150,000
4 Beds ⋅ 3 Baths ⋅ 2160596 MLS
Step into a rare opportunity to own a beautifully restored piece of St. Augustine history in the desirable Abbot Tract neighborhood. Originally built in 1900, this stunning 4-bedroom, 2.5-bath home has been completely remodeled from top to bottom while thoughtfully preserving the timeless character and architectural charm that make historic homes so special. Situated on one of the largest lots in the area, this exceptional property offers the perfect blend of historic elegance and modern peace of mind. Extensive renovations include a new metal roof, new HVAC system, new structural piers, new decking, new subflooring and flooring, new windows, fresh interior and exterior paint, new appliances, and countless additional upgrades throughout the home. Enter through the side entrance from the driveway into a welcoming landing area that sets the tone for the home's inviting atmosphere. Inside, new luxury engineered flooring flows throughout most of the home, while beautiful wainscoting adds character and sophistication to the living room. The spacious primary suite is conveniently located on the first floor and features an elegant coffered ceiling, creating a private retreat within the home. A conveniently located half bath completes the main level. Upstairs, you'll find the additional bedrooms along with a second-floor laundry area for added convenience. Step outside onto the newly rebuilt upper deck, complete with outdoor ceiling fans, creating the perfect space to enjoy coastal breezes and views of the surrounding historic neighborhood. New decking on both levels, including the expansive wraparound porch on the first floor, provides abundant opportunities for outdoor entertaining and relaxation. Located just a short distance from the Intracoastal Waterway and within walking distance of Historic Downtown St. Augustine, you'll enjoy easy access to renowned restaurants, boutique shopping, local attractions, and entertainment while still enjoying the charm and tranquility of one of the city's most treasured historic neighborhoods. This is a rare chance to own a turnkey historic home that offers the beauty of the past with the comfort and reliability of modern construction updates.

22 Joiner 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

$799,000
3 Beds ⋅ 2 Baths ⋅ 2157793 MLS
Fabulous fully-renovated and furnished 2-story 3 BR, 2 baths turn of century Victorian in heart of downtown St. Augustine -- close walk to Flagler College, Cathedral, restaurants and shops, and bayfront. Short-term rental income-producing, and ideal for empty nesters or second homeowners. Enjoy the breezes from the rocking chair of your front porch or upstairs balcony. Much of this classic design remains original, from doors, hardware to hardwood floors, which sparkle on first and second floor. Furnished and move-in ready, home flows seamlessly -- combining historic charm with contemporary comforts, making it a truly special find in the heart of the city. Bright updated kitchen that features SS appliances, white cabinets and beautiful countertops.A must see on your downtown St. Augustine showing list!

4 St. Andrews Court, St. Augustine

$899,000
3 Beds ⋅ 3 Baths ⋅ 2157738 MLS
Step into the timeless charm of historic St. Augustine with this beautifully updated 3-bedroom, 3-bathroom home located on prestigious Charlotte Street--one of the city's most sought-after addresses. Built in 1900, this exceptional two-story residence showcases the classic architectural character that makes St. Augustine so unique while offering the modern updates today's homeowners desire. Spanning well over 2,000 square feet, the home features solid flooring throughout and a thought fully renovated interior that perfectly balances historic elegance with contemporary comfort. The updated kitchen offers a clean, slightly modern aesthetic, making it an inviting space for both everyday living and entertaining. The luxurious primary bathroom has been beautifully remodeled, creating a spa-like retreat within the home. Outside, the property's historic exterior blends seamlessly into one of St. Augustine's most charming and desirable neighborhoods. Enjoy the convenience of being just a 10-minute walk from the heart of historic downtown, where you'll find award-winning restaurants, boutique shopping, art galleries, waterfront attractions, and year-round events. Whether you're searching for a primary residence, second home, or an opportunity to own a piece of St. Augustine's rich history, this remarkable Charlotte Street home offers an unmatched combination of location, character, and modern living. All major items are newer! New ACs in 2022 and 2024, New Windows and Exterior Paint in 2024. Both water heaters are under 18 months old. Roof is 13 years old. Stress free living awaits!

348 Charlotte Street, St. Augustine

$399,000
3 Beds ⋅ 2 Baths ⋅ 2155801 MLS
Some homes have a soul you can feel the moment you walk in. This 1930 home is one of them. Step inside and you feel it immediately: the way morning light pours across the floors, the timeless finishes, the quiet character that no new construction can imitate. This is the kind of charm only time can bring, earned over decades, not manufactured in a showroom. Three bedrooms, two baths, and 1,207 square feet of thoughtfully restored living space, where every detail honors the home's history while keeping it comfortable, livable, and ready for its next chapter. You'll also find the kind of practical touches that are genuinely hard to come by in a home of this era: a one-car garage with a rare attached storage space. A bonus you won't find on every historic block plus a fully fenced yard and a versatile side yard to call your own. Beyond the walls, the story only gets richer. You're minutes from the heart of the nation's oldest city where brick streets wind past centuries of history, horse-drawn carriages still roll by, the salt air drifts in from the coast, and the sunsets look painted. Coffee on the porch in the morning, a short stroll to St. Augustine's celebrated restaurants, galleries, and waterfront by evening. This isn't just a location. It's a lifestyle people travel across the world to experience. And here's what sets this property apart: it already has a foundation in place as a short-term rental. The home has welcomed guests as a getaway retreat, and with the right attention and marketing, there's real room to grow it into a strong income producer. Whether you're looking for an investment with genuine upside, a second home in a city you'll never tire of, or a full-time residence with true character, 2 Clark Street gives you the flexibility to make it your own. These walls have held stories for nearly a hundred years. The next story could be yours.

2 Clark Street, St. Augustine

$375,000
2 Beds ⋅ 1 Baths ⋅ 2151750 MLS
Nestled beneath a canopy of mature oak trees in the highly sought-after Fullerwood neighborhood, this charming 1938 cottage offers a rare blend of historic character, modern updates, and an unbeatable St. Augustine lifestyle. Thoughtfully maintained and full of personality, the home welcomes you with a classic front porch that feels perfectly suited for morning coffee, evening conversations, and enjoying the peaceful surroundings that make Fullerwood so special. Inside, original wood floors, abundant natural light, and timeless architectural details create a warm and inviting atmosphere. The updated kitchen serves as the heart of the home, featuring stainless steel appliances, two-tone cabinetry, decorative tile backsplash, and a center island ideal for gathering with family and friends. Recent improvements, including a brand-new roof, provide added peace of mind while preserving the home's historic charm. Step outside and discover one of the property's most appealing features--a spacious rear deck overlooking a deep backyard shaded by mature trees. Whether you're hosting friends, grilling on the weekend, gardening, or simply relaxing outdoors, the yard offers plenty of room to enjoy Florida's year-round lifestyle. A long paver driveway provides ample off-street parking, while the detached storage shed adds convenience and functionality. Located in one of St. Augustine's most desirable neighborhoods, Fullerwood is loved for its historic charm, walkability, and proximity to everything that makes the area special. From your front door, you're just minutes from Historic Downtown, Vilano Beach, the Intracoastal, neighborhood parks, local coffee shops, and an incredible selection of restaurants and entertainment. Whether you're looking for a primary residence, weekend retreat, or investment opportunity, this home offers the chance to enjoy the very best of St. Augustine in a setting that feels both timeless and authentic.

11 Hildreth Drive, St. Augustine

$950,000
3 Beds ⋅ 2 Baths ⋅ 2147239 MLS
Some homes are built to blend in -- others are meant to stand out. Welcome to 7370 Woodward Road, a truly one-of-a-kind Fort Matanzas replica offering multigenerational living on 20 private acres in St. Johns County. Even better, this unique property is priced under appraised value! Designed for those who want space, freedom, and flexibility, this property offers multigenerational living, outdoor recreation, and room to create the lifestyle you've been looking for. Features include ATV trails, a shooting berm, 2 separate septic systems, a shared artesian well, and a mechanic garage with a chain hoist and an upstairs studio apartment complete with a kitchenette -- ideal for guests, extended family, hobbies, storage, or workspace. The main home offers a distinctive fortress-inspired design with a wraparound concrete block porch and a functional layout featuring 2 bedrooms and 1 bathroom. Downstairs, you'll find new flooring, real wood cabinets, a new water heater, and an updated bathroom with a new shower and flooring. Upstairs is a blank slate, ready for you to create whatever fits your vision -- additional living space, office, studio, game room, or private retreat. With 20 rare acres in St. Johns County, multiple living spaces, workshop potential, outdoor recreation, and unmatched character, this property is anything but ordinary. Opportunities like this do not come around often. Open House Saturday from 11:00 AM - 3:00 PM. Come see what makes this property so special! Some of the photo's inside the home have been virtually edited.

7370 Woodward Road, St. Augustine

$350,000
2 Beds ⋅ 1 Baths ⋅ 2129032 MLS
Charming 2-Bedroom Home in Historic Downtown St. Augustine Step into the perfect blend of historic charm and modern convenience with this delightful 2-bedroom, 1-bath home in the heart of downtown St. Augustine. Nestled in Lincolnville surrounded by timeless beauty this home places you in the center of the city's rich history and vibrant culture. Relax on front porch, perfect for sipping morning coffee or unwinding in the evening while enjoying the warm Florida breeze. Inside, the home offers a comfortable layout with plenty of space to personalize and make your own. Located just steps from boutique shops, cozy cafés, top-rated restaurants, and iconic historic landmarks, every day feels like a vacation. Whether strolling the historic streets, taking in waterfront views, or exploring the local art and dining scene, this home offers a lifestyle unlike any other. Updated photos coming soon!

173 Riberia Street Unit B, 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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