322-Downtown St Augustine Homes for Sale

322-Downtown St Augustine Homes for Sale

Welcome to 322 Downtown St. Augustine, a vibrant neighborhood steeped in rich history and charm. Nestled in the heart of the nation’s oldest city, this area offers a unique blend of old-world elegance and modern convenience. As you stroll through the cobblestone streets, you’ll be captivated by the stunning Spanish colonial architecture, quaint boutiques, and inviting cafes that line the thoroughfares. The historic district is not just a visual feast; it’s also a cultural hub, with art galleries, museums, and live music venues that keep the spirit of St. Augustine alive.

Living in Downtown St. Augustine means you’re just a stone's throw away from some of the city’s most iconic landmarks, including the Castillo de San Marcos and the picturesque waterfront. Enjoy leisurely afternoons at the nearby parks or take a short walk to the beach for sun-soaked relaxation. The community is known for its friendly atmosphere, making it easy to get to know your neighbors and partake in local events.

For those considering a move, there are a variety of homes for sale in this enchanting neighborhood. From charming historic houses with character to modern condos that offer stunning views, there’s something to suit every lifestyle. Whether you’re looking for a cozy retreat or a vibrant place to entertain, Downtown St. Augustine has it all. With its rich history, lively atmosphere, and beautiful homes, this neighborhood is more than just a place to live—it’s a lifestyle waiting to be embraced. Come explore the possibilities and make your dream home a reality in this captivating corner of Florida!

Newest 322-Downtown St Augustine Homes for Sale

$1,075,000
4 Beds ⋅ 4 Baths ⋅ 2159488 MLS
Just a few homes from Magnolia Avenue, one of North America's most photographed streets, sits a property that perfectly captures the charm and lifestyle of St. Augustine. Built in 2022, this thoughtfully designed four-bedroom, 3.5-bath pool home blends modern construction with one of the city's most iconic and walkable neighborhoods. Offered fully furnished and turn-key, this is a rare opportunity to step into a home that's ready to be enjoyed from day one. Opportunities to own newer construction in this historic setting are few and far between, making 34 E. San Carlos an exceptionally rare offering. The heart of the home is the second floor, where the kitchen, dining area, and living room flow effortlessly together to create an inviting space for everyday living and entertaining. A conveniently located half bath serves the main living area, making hosting family and friends a breeze. The third floor features three bedrooms, including a spacious primary suite complete with a beautifully appointed ensuite bath and generous closet space, along with two additional guest bedrooms and a full guest bathroom. On the first floor, an oversized one-car garage is complemented by a private fourth bedroom and full bathroom, creating an ideal guest suite. Whether used for visiting family and friends, multigenerational living, a home office, fitness room, or even as a pool cabana, the flexibility of this space is a tremendous bonus. As impressive as the interior is, the backyard is where this home truly shines. Centered around an L-shaped pool and spa, the outdoor living space was designed for Florida living, featuring multiple lounging areas, space to entertain, backyard barbecues, and afternoons spent soaking up the Florida sunshine. Beyond the home itself is a lifestyle that's difficult to replicate. Stroll beneath the iconic oak canopy of Magnolia Avenue, grab a coffee or fresh lemonade at the Fountain of Youth, enjoy dinner at some of St. Augustine's most celebrated restaurants, explore the city's rich history, or take a quick bike ride to Vilano Beach. It's the perfect blend of historic charm, vibrant local culture, and coastal living. Whether you're searching for a full-time residence, a second home, or a property with the added flexibility of desirable RS-1 zoning for short-term rentals, 34 E. San Carlos offers a rare opportunity to own a newer home in one of St. Augustine's most treasured neighborhoods. Schedule your private showing today.

34 E San Carlos Avenue, St. Augustine
$889,000
7 Beds ⋅ 5 Baths ⋅ 2158460 MLS
A rare opportunity in the heart of historic Lincolnville, this exceptionally well-maintained property offers seven bedrooms and five full baths across a flexible three-part layout that opens the door to income, extended family, or both. The first-floor lives beautifully on its own with three bedrooms, two full baths, a full kitchen, and a dedicated laundry room. Upstairs mirrors it with another three bedrooms, two full baths, a kitchen, and laundry area. A separate guest cottage rounds out the property with its own bedroom, full bath, and kitchenette. Pride of ownership shows throughout. Recent improvements include fresh exterior paint, newer windows, and a brand-new rear second-floor porch. Inside, original wood floors pair with tile and wood laminate for a blend of character and easy living. Covered porches on both the first and second floors invite slow mornings and long evenings, while generous patio areas extend the living space outdoors with six-foot wood privacy fence. Parking, so often the challenge in this part of town, is a non-issue here with room for up to nine vehicles on site. Just blocks from Historic Downtown, Flagler College, and a long list of local restaurants, the location puts everything St. Augustine is known for within easy reach. Whether you envision multi-generational living under one roof, a rental income strategy, or a combination of the two, the possibilities here. The seller is also offering an optional one-year home warranty for added peace of mind.

31 Sanford 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 opulaence 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
$950,000
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.

348 Charlotte Street, St. Augustine
$667,000
3 Beds ⋅ 2 Baths ⋅ 2155896 MLS
28 Joiner Street presents a rare opportunity to own an authentic Craftsman home in the heart of Uptown St. Augustine, where original 1900 character meets modern comfort and true in-town walkability. Offering three bedrooms, two bathrooms, fully furnished and 1,378 square feet of well-arranged living space, this home showcases the craftsmanship that defines the neighborhood's most beloved residences: nine-foot ceilings, yellow pine floors, picture rail trim, eight-inch baseboards, and beautifully preserved period millwork throughout the main living areas. The welcoming covered front porch sets the tone from the moment you arrive, offering the classic St. Augustine ritual of morning coffee and evening conversation with neighbors. Inside, the updated kitchen and both renovated bathrooms deliver the convenience today's buyers expect while remaining true to the home's historic character. . A dedicated laundry area and rear-entry mudroom add the kind of everyday functionality that's hard to find in homes of this era. Behind the scenes, the major systems have been thoughtfully updated, providing the confidence buyers seek in a historic property. The electrical was updated in 2017 and the plumbing in 2018, a new water heater was installed indoors in 2025, and a durable metal roof was added in 2016, complementing the home's wood siding and classic Craftsman exterior. Set on a high and dry lot, the property offers welcome peace of mind -- a genuine advantage in this part of historic St. Augustine. The location truly sets this property apart. From your front door, you're a short stroll to the downtown waterfront, the Castillo de San Marcos, and Uptown's locally owned restaurants, coffee shops, boutiques, and galleries. Whether you're searching for a primary residence, a second home, or a flexible property with short-term rental potential, 28 Joiner Street delivers genuine historic character, thoughtful updates, and one of the most walkable lifestyles in America's oldest city.

28 Joiner Street, St. Augustine
$1,499,000
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
$439,000
3 Beds ⋅ 2 Baths ⋅ 2155438 MLS
Beautifully renovated and thoughtfully updated, this charming historic cottage in the heart of Lincolnville seamlessly blends timeless character with modern comfort. Ideally located just moments from the vibrant downtown historic district of St. Augustine, you'll enjoy easy access to renowned restaurants, art galleries, boutique shopping, waterfront attractions, and convenient Trolley stops. The home is also approximately one-half mile from the Willie Galimore Recreation Center and community pool. Inviting outdoor spaces include a spacious covered front porch, perfect for relaxing and enjoying the neighborhood's historic charm, along with off-street paved parking for added convenience. Whether you're searching for a full-time residence, a weekend retreat, or an income-producing property, this home offers exceptional flexibility. With its desirable location and timeless appeal, it is perfectly suited as a primary residence, vacation getaway, or short-term rental investment.

255 Riberia Street, St. Augustine
$520,000
4 Beds ⋅ 3 Baths ⋅ 2155194 MLS
Qualified buyers can receive up to $7,500 toward closing costs or rate buy-down with our preferred lender. Tucked in the heart of St. Augustine's storied downtown, this beautifully renovated 1910 home blends timeless character with modern comfort. With 4 bedrooms and 3 full baths across 1,830 sq ft, there's plenty of room for family life to unfold -- from morning coffee on the porch to weekend walks to the marina, historic fort, and downtown's shops and restaurants. Walking distance to several annual festivals in the area. House Hack? This property has 2 private entrances. Every updated detail means you can move in and simply enjoy it, no renovation checklist required. This is a rare chance to own a piece of America's oldest city while living in a home that's truly turnkey. Did you see the rooftop porch facing the sunsets? Perfect for families who want walkable, historic living with modern peace of mind.

110 De Haven Street, St. Augustine
$819,000
4 Beds ⋅ 4 Baths ⋅ 2153241 MLS
Fabulous professional renovation by local builder equates to newer home with historical significance. Imagine daily encounters along Lake Maria Sanchez and the historic bayfront! Stunning sunlight and beautiful finishes throughout! A chef's kitchen opens to a beautiful sunroom, large laundry room, powder room. The family room offers original brick, light and beautiful hardwood floors. Every bath offers a spa experience. Large rooms, filled with light and modern convenience with old world styling. Large private back yard with outdoor vistas of one of the prettiest streets in town. A study or library on first floor for your office AND a first floor suite with bathroom plus sunroom. Peeks of Lake Maria Sanchez from the Owner's Suite! Priced below neighboring homes, this offers you the best of both worlds: Old world luxury and modern conveniences with STR income possibilities! Just staged by Simply Dwell!

142 Washington Street, St. Augustine
$1,390,000
4 Beds ⋅ 4 Baths ⋅ 2151988 MLS
A rare opportunity for turn-key investment; top rated, Short Term Rental located near historic downtown St. Augustine cash flowing tens of thousands per year. Built in 2023, ''Magnolia View'' located on the picturesque tree-lined street of Magnolia Avenue features 4 bedrooms, 3.5 baths, 2413sqft of living space, heated saltwater pool, wood flooring throughout, stunning kitchen, and impressive master bath with glass enclosed shower, dual vanities, and deep freestanding tub. Walking distance to the shops and restaurants of the Uptown neighborhood, and less than 1 mile to the heart of historic downtown, 2 miles to the beach. No HOA or historic restrictions. This property delivers the perfect blend of luxury, location, and proven returns, making it an exceptional addition to any portfolio. Home next door is also available, same floor plan.

40 Magnolia Avenue, St. Augustine
$1,390,000
4 Beds ⋅ 4 Baths ⋅ 2151989 MLS
A rare opportunity for turn-key investment; top rated, Short Term Rental located near historic downtown St. Augustine cash flowing tens of thousands per year. Built in 2023, ''Canopy Oaks'' located on the picturesque tree-lined street of Magnolia Avenue features 4 bedrooms, 3.5 baths, 2413sqft of living space, heated saltwater pool, wood flooring throughout, stunning kitchen, and impressive master bath with glass enclosed shower, dual vanities, and deep freestanding tub. Walking distance to the shops and restaurants of the Uptown neighborhood, and less than 1 mile to the heart of historic downtown, 2 miles to the beach. No HOA or historic restrictions. This property delivers the perfect blend of luxury, location, and proven returns, making it an exceptional addition to any portfolio. Home next door is also available, same floor plan.

38 Magnolia Avenue, St. Augustine
Start Your Search
© 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved. This data is up-to-date as of . For the most current information, contact Re/Max Unlimited.