322-Downtown St Augustine Real Estate

322-Downtown St Augustine Real Estate

Welcome to the vibrant neighborhood of 322-Downtown St. Augustine, located in the heart of the historic city of St. Augustine, Florida. This charming area is a perfect blend of rich history, cultural attractions, and modern amenities, making it a highly sought-after location for both residents and visitors alike.

Nestled in St. Johns County, 322-Downtown St. Augustine offers a unique living experience with its cobblestone streets, Spanish colonial architecture, and picturesque waterfront views. Residents can enjoy a leisurely stroll through the historic district, where they will find an array of boutique shops, art galleries, and gourmet restaurants showcasing the local flavors.

For history enthusiasts, 322-Downtown St. Augustine is a treasure trove of landmarks such as the Castillo de San Marcos, the Lightner Museum, and the Fountain of Youth Archaeological Park. Nature lovers can explore the nearby beaches, parks, and nature reserves, providing endless opportunities for outdoor activities.

With its convenient location, residents of 322-Downtown St. Augustine have easy access to top-rated schools, healthcare facilities, and entertainment options. Whether you are looking for a cozy historic home or a modern condominium with waterfront views, this neighborhood offers diverse real estate options to suit every lifestyle.

Experience the unique charm and beauty of 322-Downtown St. Augustine, where history meets modern living in a vibrant and welcoming community. Come and discover why this neighborhood is a hidden gem in the Sunshine State.

Newest Listings in 322-Downtown St Augustine

$997,000
4 Beds ⋅ 3 Baths ⋅ 2157070 MLS
Discover the perfect blend of privacy, space, and historic charm at 158 Washington St., ideally located on a quiet private street in the heart of historic downtown St. Augustine. Built in 2004 and elevated with durable concrete block construction, this spacious 4-bedroom, 2.5-bath home offers 2,409 square feet of comfortable living space and an oversized two-car garage. Inside features an electric fireplace, beautiful wood floors that add warmth and character throughout the home. Enjoy breathtaking direct marsh views from both the inviting front porch and the upper deck--perfect spots to relax, take in the scenery, and enjoy St. Augustine's natural beauty. The very private backyard (artificial grass low maintenance) provides a peaceful retreat and plenty of space to enjoy outdoor living and with its generous floor plan and excellent separation of living spaces. This home offers an ideal setup for accommodating extended family or creating flexible spaces for guests, a home office, or additional living needs. just minutes from the unique shops, restaurants, cultural attractions, and historic landmarks of downtown St. Augustine, 158 Washington St. offers a rare opportunity to enjoy a private residential setting while being close to everything this iconic city has to offer. With its generous floor plan and excellent separation of living spaces, this home offers an ideal setup for multigenerational living.

158 Washington Street, St. Augustine
$688,888
2147805 MLS
SEE VIDEO under 'Facts & Features' & Virtual Tour. It's hard to imagine an 80' x 110' buildable lot complete with sewer, water, and electrical hookups in the midst of downtown St Augustine so close to the famous historic district, but that's exactly what is available to the discerning buyer who is fortunate enough to purchase 164 Marine Street. The previous onsite building has been removed leaving a cleared lot with the necessary connections ready for you to build your dream home with a marsh view convenient to all that the Nation's Oldest City has to offer. Whether it's a beautiful sunrise over Matanzas Bay highlighting a distant Lighthouse landmark; the slapping sails of a pirate ship silhouetted against a darkening sky and sailing under a bridge protected by Lions; quaint shops and artists' galleries nestled among the tropical foliage along cobblestone streets; award-winning restaurants filled with the mixed aromas of Europe as well as the Caribbean Sea; and the clip clop of horses hooves on stone streets which have felt the boots of several ruling countries; faint strains of street musicians and historical re-enactors heralding the night-watch as whispers of by-gone eras of our Nation's history; you cannot help but stand amazed to think "I could actually LIVE here!" Treat yourself to living history, to the romance of a European styled town as your own back yard in the gracious home you build at 164 Marine Street, St. Augustine, Florida.

164 Marine 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 St. Augustine Home With Detached Apartment | Prime Corner Lot | Abundant Parking | Exceptional Flexibility! One of the lowest price-per-square-foot opportunities currently available downtown. This distinctive home offers the perfect blend of historic charm, contemporary style, and established income potential. Situated on a desirable corner lot with abundant parking -- a truly valuable advantage in the downtown area -- it is just a short walk to City Gates, St. George Street, Castillo de San Marcos, shops, restaurants, nightlife, and live music. This unique offering combines a stylish main residence with a detached income-producing apartment, providing exceptional flexibility for an owner-occupant, investor, multi-generational living arrangement, or anyone seeking a downtown lifestyle with income potential. Both spaces are currently operating as successful short-term rentals with annual gross rental income exceeding six figures. The spacious main residence offers approximately 2,590 square feet with 5 bedrooms and 3.5 bathrooms, featuring a stylish blend of historic character and modern updates. Thoughtful finishes, unique design elements, and versatile living spaces create a home full of personality and charm. The detached 2-bedroom, 1-bath apartment adds approximately 624 square feet of additional living space and includes its own full kitchen, laundry, and private entrance. Multiple balconies, decks, and patio areas provide exceptional outdoor spaces for entertaining and relaxing. Additional flexible space located below the apartment provides valuable storage and utility space with potential for future customization. With a prime corner lot, abundant parking, a walkable downtown location, historic appeal, multiple living spaces, and proven income from both residences, this is an exceptional opportunity to own a distinctive downtown home offering lifestyle, flexibility, and investment potential.

13 Rohde Avenue, 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
$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
$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
$549,000
2 Beds ⋅ 2 Baths ⋅ 2152587 MLS
SELLER MOTIVATED! Rare opportunity to own a fully renovated, move-in-ready home in Historic Lincolnville, just minutes from downtown St. Augustine. This charming cottage features 2 private primary suites, updated designer bathrooms, original hardwood floors, and a beautifully remodeled kitchen. The standout feature is the detached garage--a rare find in Historic Lincolnville--providing secure parking, storage, a workshop, or hobby space. Durable metal roof and concrete siding offer low-maintenance living. Relax on the spacious front and rear porches overlooking the large backyard. Perfect as a primary residence, vacation home, second home, student housing, or investment property with short-term rental potential. Walk to restaurants, shopping, museums, and historic attractions, with St. Augustine Beach less than 6 miles away. Furnishings negotiable.

181 Martin Luther King Avenue, St. Augustine
$290,000
1 Beds ⋅ 1 Baths ⋅ 2152025 MLS
Wonderful remodeled second floor 1 bed 1 bathroom located in one of the best Anastasia Island areas and just minutes away from Bridge of Lions, Historic Downtown, Flagler College, Museums, Lighthouse, Amphitheater, Anastasia State Park, the pier, St.Augustine Beach, local restaurants, shopping, nightlife and much more! This special, cozy and peaceful place is close to everything and just in front of Sea Salt Run, Anastasia State Park and the sea making it perfect to enjoy the ocean breeze on the balcony. This move-in ready unit has been nicely remodeled, new bathroom and kitchen, plumbing and electrical, appliances, cabinets, outlets, paint, ceiling fan and lights, door and screen door, and has hurricane windows, the balcony was also remodeled. The roof was replaced in 2023. Laundry facilities are outside the unit. This property located in a highly desirable growing area for strong investment is an excellent opportunity for a personal retreat as well as for short-term rentals

22 Comares Avenue Unit 6 C, 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
$449,900
2 Beds ⋅ 2 Baths ⋅ 2151479 MLS
Fully renovated 2-bedroom, 2-bathroom home with bonus space offering 997 square feet in the Lincolnville neighborhood of St. Augustine. Recent improvements include a new roof, HVAC system, tankless water heater, electrical system, and plumbing. The kitchen features new cabinets, appliances, and quartz countertops. Luxury vinyl plank flooring is installed throughout the home. Bathrooms have been updated, and a laundry hookup is provided.

153 Twine Street, 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 Keller Williams Atlantic Partners.