322-Downtown St Augustine Homes with St. Augustine High School

322-Downtown St Augustine Homes with St. Augustine High School

Welcome to the heart of St. Augustine, where history and charm converge in the vibrant neighborhood of 322-Downtown St. Augustine. Nestled in the nation’s oldest city, this area is steeped in rich cultural heritage, showcasing stunning Spanish colonial architecture and a lively atmosphere that draws residents and visitors alike.

Living in Downtown St. Augustine means you’re just a stone’s throw away from the iconic landmarks that define this picturesque city. From the majestic Castillo de San Marcos to the enchanting streets lined with unique boutiques, art galleries, and delightful cafes, there’s always something to explore. The neighborhood is known for its friendly community vibe, making it an ideal place for families, young professionals, and retirees.

One of the many advantages of residing in this charming area is its proximity to St. Augustine High School, which is known for its commitment to academic excellence and a well-rounded educational experience. Families will appreciate the convenience of having quality education just a short distance away, fostering a strong sense of community and connection.

For those seeking a home in 322-Downtown St. Augustine, you'll find a diverse range of properties, from historic homes with character to modern condos with breathtaking views. Whether you’re looking for a cozy retreat or a spacious family residence, this neighborhood has something for everyone.

Embrace the enchanting lifestyle of Downtown St. Augustine, where every day feels like a celebration of history, culture, and community. Discover your dream home in this remarkable area and make it your own!

Newest 322-Downtown St Augustine Homes with St. Augustine High School

$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

$549,000
2 Beds ⋅ 2 Baths ⋅ 2164994 MLS
Welcome to this charming one-story concrete block cottage, ideally situated on a quiet street just a short walk from the heart of historic St. Augustine. Set back from the road, this inviting home offers a peaceful setting with a fenced backyard, screened-in porch, and private patio--perfect for relaxing, dining outdoors, or grilling while enjoying the beautiful Florida sunshine. Recent upgrades include a new roof, new HVAC and hot water heater. The open-concept floor plan is enhanced by soaring ceilings in the living and dining areas, creating an exceptional sense of space and openness. The home features 2 bedrooms and 2 full bathrooms, including a primary bath with a a walk-in shower and a second bath with a tub/shower combination. The kitchen offers ample cabinet and granite counter and is equipped with a range, microwave, refrigerator, dishwasher, and ice maker. A raised breakfast bar with seating separates the kitchen from the dining area and provides a natural gathering spot. The dining area comfortably seats six. The cottage is fully furnished and equipped with dishes, glassware, cookware, utensils, a coffeemaker, toaster, linens, and other household essentials--making it truly move-in ready or an excellent opportunity for a furnished vacation rental.The primary bedroom features a queen-size bed, chair, built-in closet, and bedside tables with lamps. The second bedroom includes a full-size bed and twin bed, easy chair, dresser, built-in closet, and bedside lighting. A convenient utility closet off the kitchen includes a washer and dryer, while the linen closet provides additional storage for towels, bedding, paper goods, and supplies. Outside, the fenced backyard offers privacy and security, while the screened porch provides a comfortable space for morning coffee or evening meals. The back patio is ideal for outdoor entertaining and grilling. A private driveway provides off-street parking for two vehicles. Enjoy an exceptional St. Augustine location just a short stroll to historic St. George Street, the Castillo de San Marcos, shops, restaurants, and the many attractions of the nation's oldest city. Magnificent Atlantic Ocean beaches, the St. Augustine Lighthouse, and additional recreational and cultural destinations are just a short drive away. Fully furnished, exceptionally located, and ready to enjoy--whether as a personal St. Augustine getaway, full-time residence, or investment property.

22 Bernard Street, St. Augustine

$305,000
2 Beds ⋅ 2 Baths ⋅ 2164724 MLS
For buyers looking for a condo with a deeded boat slip and direct water access, this is one of the best values you will find in St. Augustine. Located on the San Sebastian River in Sebastian Harbor Villas, this turnkey 2BR/2BA tri-level residence includes a deeded 35-foot deepwater boat slip with approximately 10.5 feet of depth, giving you convenient access to the river and surrounding waterways right outside your door. The location is just as impressive. You are only 1 mile from historic downtown St. Augustine, less than 5 miles from the beaches, and within walking distance of several phenomenal restaurants. The community also features a waterfront pool overlooking the San Sebastian River with beautiful views toward downtown St. Augustine. Inside, the condo offers a flexible layout along with an attached 1-car garage. The second floor serves as the main living level with a bright family and dining area, private balcony, full bath, and updated kitchen. A built-in Murphy bed in the living room provides additional sleeping space for guests. Laminate flooring adds durability throughout, while newer windows and a sliding glass door provide added efficiency and protection. The third-floor primary loft overlooks the living area and includes an office nook and private bath. On the first floor, the second bedroom can serve as a guest room, office, or flex space and is conveniently located near the laundry area and garage access. The HVAC was replaced in 2026, and the exterior has also been refreshed with new paint. Currently operated as a short-term rental, the property is being sold turnkey and weekly rentals are allowed, offering excellent flexibility as a primary residence, second home, or investment property. With a deeded deepwater boat slip, direct river access, garage, waterfront amenities, and close proximity to both downtown and the beach, it is difficult to find this combination of features at this price point in St. Augustine.

943 S Ponce De Leon Boulevard, St. Augustine

$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

$549,000
2 Beds ⋅ 3 Baths ⋅ 2162138 MLS
Wake up to endless views of the San Sebastian River and experience waterfront living just minutes from the heart of historic St. Augustine. This beautifully reimagined 2-bedroom, 2.5-bath residence offers the opportunity to enjoy life on the water with your own private boat slip with electric and navigable access to the Intracoastal Waterway and Atlantic Ocean. Inside, extensive improvements and a high level of craftsmanship create a refined yet comfortable home where thoughtful design is evident throughout. Renovated down to the concrete firewalls, the residence features soaring 12-foot ceilings on the main level, custom carpentry, imported finishes, bespoke wood vanities, designer tilework, elevated lighting, luxury flooring, and high-end appliances, including a double-drawer dishwasher. Motion-activated LED stair lighting illuminates each step, adding another distinctive detail to the home's design. Thoughtfully designed storage is found throughout, including custom pull-out under stair storage with wood shelving, custom closets in both bedrooms, and a full walk-in attic with spray foam insulation and a dehumidifier. Additional improvements include updated plumbing and electrical, sound-dampening enhancements, an in-line water filtration system, and a newer HVAC system. A towel warmer in the secondary bath adds another thoughtful touch, while an assigned parking space and private single-car garage provide added convenience. Upstairs, the primary suite continues the waterfront experience with its own private balcony overlooking the San Sebastian River. Step outside and take in the views, spend the day boating from your own slip, explore the dining, shopping, history, and charm of downtown St. Augustine, or head across the Bridge of Lions to Anastasia State Park and the beach-all just minutes from home. Whether enjoyed as a primary residence, St. Augustine getaway, or investment property, this waterfront home offers a distinctive combination of thoughtful design, boating access, and an incredible location. The residence also offers the opportunity to be purchased furnished.

927 S Ponce De Leon Boulevard, 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

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