322-Downtown St Augustine Real Estate

322-Downtown St Augustine Real Estate

Welcome to 322 Downtown St. Augustine, a vibrant neighborhood that beautifully marries rich history with modern living. Nestled in the heart of the nation’s oldest city, this area offers a unique blend of charming architecture, cultural attractions, and a lively atmosphere that captivates residents and visitors alike.

St. Augustine, Florida, is renowned for its cobblestone streets, historic landmarks, and stunning waterfront views. Living in Downtown St. Augustine means you’re just a stone’s throw away from iconic sites such as the Castillo de San Marcos and the enchanting Lightner Museum. The neighborhood is steeped in history, making it a perfect backdrop for leisurely strolls and exploration.

Foodies will delight in the diverse culinary scene, with an array of restaurants, cafes, and bistros offering everything from fresh seafood to international cuisine. The local farmers’ market is a weekend favorite, where you can find fresh produce, artisanal goods, and a sense of community that makes this area feel like home.

For those who enjoy the outdoors, the nearby waterfront provides opportunities for kayaking, fishing, and simply soaking up the sun. With beautiful parks and scenic walking paths, residents can enjoy the natural beauty of St. Augustine year-round.

322 Downtown St. Augustine is not just a place to live; it’s a lifestyle. Whether you’re sipping coffee at a quaint café, exploring local art galleries, or enjoying live music at a nearby venue, this neighborhood offers an unparalleled experience that is both charming and vibrant. Come discover the magic of Downtown St. Augustine, where history meets modern living!

Newest Listings in 322-Downtown St Augustine

$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
$540,000
2 Beds ⋅ 1 Baths ⋅ 2165533 MLS
Live in the heart of historic St. Augustine in this 1900's cottage on a corner lot in the Abbott Tract. The current owner bought it as a vacation rental, then loved it enough to move in instead. Stroll to the Castillo de San Marcos, the bayfront, and the shops and cafés on San Marco Avenue, then come home to driveway parking, a rare find downtown. The enclosed front porch makes a sunny office or reading nook. Warm wood floors run through a living and dining space spanning the width of the house, anchored by a fireplace. The renovated kitchen pairs a bead board ceiling and shiplap walls with a workstation sink and stacked laundry. The updated bath offers a walk-in glass tile shower and floating wood vanity. Step outside to a private brick courtyard. Metal roof, central air, no HOA or CDD. Full-time home, second home, or investment; short-term rental buyers should confirm current City of St. Augustine requirements. Room measurements are approximate; please verify any that matter to you.

61 Abbott 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
$570,000
2 Beds ⋅ 2 Baths ⋅ 2164989 MLS
This beautifully updated 3-bedroom, 2-bath pool home offers exceptional charm in an amazing location near downtown St. Augustine. The home has been thoughtfully updated throughout while maintaining its distinctive character, creating inviting and comfortable spaces for everyday living or entertaining. Step outside to the charming back porch overlooking a private pool, fenced backyard and patio--the perfect setting for relaxing after a day exploring the city. Tucked beneath a canopy of mature oaks in a peaceful historic neighborhood, the property is conveniently located near the Fountain of Youth and just minutes from downtown St. Augustine's renowned restaurants, shopping and attractions. Currently operating as the highly rated ''Oak Canopy Escape,'' with a 4.85-star rating across 100 Airbnb reviews, this home presents an outstanding opportunity as an established short-term rental, distinctive second home or primary residence.

17 Dufferin 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
$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 ⋅ 3 Baths ⋅ 2162808 MLS
This stunning house is in the heart of historic St. Augustine. A wide paver driveway, layered landscape lighting, and manicured grounds set the tone before you reach the door. Inside, 3 bedrooms, 2.5 baths, and a versatile bonus family room/office are finished with luxury vinyl flooring throughout. The kitchen is the showpiece: stainless steel appliances, crisp white shaker cabinetry, and striking leathered granite. Out back, an expansive paver patio invites long evenings at the grill or quiet mornings with coffee and a good book. The location is the kind you simply cannot build. Stroll to St. George Street, Flagler College, the Castillo de San Marcos, and the city's best restaurants, bars, and nightly entertainment. The Lightner Museum sits just minutes away, and Vilano Beach, St. Augustine Beach, and major shopping are each a 10-15 minute drive. Completely turnkey as a well-established short-term rental. Move in and enjoy, or keep the calendar booked from day one. There is also potential to add a bathroom downstairs, creating the opportunity for a fourth sleeping space and increasing occupancy to approximately 10 guests. Offering a greater income. Homes with this kind of flexibility and investment upside don't last. Schedule your private showing today.

67 Oneida Street, St. Augustine
$849,900
3 Beds ⋅ 2 Baths ⋅ 2161602 MLS
Discover the charm and character of this historic 3-bedroom, 2-bath home, set on a generous lot in a secluded residential neighborhood with close proximity to the bayfront and town. Enjoy the appeal of a peaceful setting while still being near local dining, shopping, and waterfront attractions. The multi-family lot classification also provides added potential for future development opportunities. Completely remodeled in 2020-2021, including updates to the electrical, insulation, and mechanical systems, this home offers historic character with modern improvements. A new patio and planter were added in 2022, while the roof and AC were replaced in 2024. Window tinting was added in 2026 with 20% film to help reduce solar heat transfer and glare while supporting AC efficiency. Don't miss the opportunity to own a piece of history with modern updates and incredible potential!

249 Charlotte Street, St. Augustine
$550,000
3 Beds ⋅ 2 Baths ⋅ 2162182 MLS
RARE land + location play in the heart of St. Augustine's Historic District. Zoned HP-5 (residential or commercial per city code) on a street where sales are rare. Vacant for years, in poor/uninhabitable condition; sellers have not occupied the property and make no representations as to its full condition. Priced for land value. Rebuild, renovation, STR, or business use subject to City of St. Augustine zoning, HARB, and permitting approval -- not confirmed by seller. Sold AS-IS, WHERE-IS, all faults. Cash or renovation/rehab financing only. Buyer to independently verify zoning, HARB, STR, and permitted uses with the City prior to offer, and to conduct own due diligence. Access by appointment only.

37 Grove Avenue, St. Augustine
$5,000,000
2162158 MLS
5 ACRES IN THE PATH OF GROWTH - PRIME ST. AUGUSTINE LOCATION! Incredible opportunity to own approximately 5 acres strategically located directly behind Target and adjacent to the exciting new Shipyards area in one of St. Augustine's rapidly developing corridors. The property is currently zoned Open Rural (OR) with a Mixed Use Future Land Use designation, offering a unique opportunity for an investor, developer, or owner/user to explore future possibilities. Currently going through a rezoning to commercial zoning. The surrounding area is experiencing significant investment and growth, including new Toll Brothers residential development featuring single-family homes and townhomes, The Southerly apartments, Asado Life restaurant, marina and waterfront activity, and additional nearby development creating an increasingly vibrant, walkable destination. The property offers approximately 800 feet of length and 290 feet of width, providing substantial acreage.

1470 Arapaho Avenue, St. Augustine
$529,000
2 Beds ⋅ 3 Baths ⋅ 2162147 MLS
Waterfront living with a relaxed coastal feel, just minutes from downtown St. Augustine. This beautifully updated 2-bedroom, 2.5-bath residence overlooks the San Sebastian River and includes a private boat slip #2 and navigable access to the Intracoastal Waterway and Atlantic Ocean. The home has been thoughtfully upgraded with quality finishes throughout, including 12-foot ceilings, custom carpentry, wood vanities, designer tile, upgraded lighting, luxury flooring, and luxury flooring. Additional improvements include updated plumbing and electrical, sound-dampening enhancements, in-line water filtration, custom closets, and excellent storage. The primary suite opens to a private balcony overlooking the river, while a private garage and assigned parking add convenience. Enjoy boating from your own slip, then head downtown for dining, shopping, and historic St. Augustine, with the beach just minutes away. Option to purchase fully furnished.

915 S Ponce De Leon Boulevard, St. Augustine
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