322-Downtown St Augustine Real Estate

322-Downtown St Augustine Real Estate

Welcome to 322 Downtown St. Augustine, a vibrant neighborhood steeped in history and charm. Nestled in the heart of the nation’s oldest city, this area offers a unique blend of old-world allure and modern convenience, making it an ideal place to call home.

St. Augustine is renowned for its rich cultural heritage, characterized by cobblestone streets, Spanish colonial architecture, and stunning waterfront views. As you stroll through the neighborhood, you'll discover an array of boutique shops, art galleries, and charming cafes, each exuding a warm and inviting atmosphere. The lively energy of the local community is palpable, with events and festivals celebrating everything from music to food throughout the year.

For those who appreciate outdoor activities, the nearby beaches offer sun-soaked days and picturesque sunsets, while the historic Castillo de San Marcos provides a glimpse into the area’s storied past. Nature enthusiasts will find plenty of parks and trails, perfect for hiking, biking, or simply enjoying a leisurely afternoon.

322 Downtown St. Augustine is also conveniently located near top-rated schools, healthcare facilities, and a variety of dining options, ensuring that residents have everything they need within reach. Whether you’re looking for a cozy condo or a charming historic home, this neighborhood offers a diverse selection of properties to suit any lifestyle.

Experience the magic of St. Augustine at 322 Downtown, where history meets modern living in a community that truly feels like home. Come explore the possibilities and discover why this enchanting area is the perfect place for you!

Newest Listings in 322-Downtown St Augustine

8 Mulvey Street, St. Augustine
$630,000
4 Beds ⋅ 4 Baths ⋅ 2167560 MLS
Welcome to this charming multi-family home nestled in the heart of historic downtown St Augustine! This exceptional property offers an incredible opportunity for both investors and homeowners looking to enjoy the downtown lifestyle while generating rental income. Built in 1923 and situated in the historic district, this duplex is a quintessential piece of local history. Enjoy the convenience of living in a vibrant and culturally rich neighborhood with shops, restaurants, and entertainment options just a stone's throw away. Updated with a metal roof in 2023 and ongoing maintenance make this an easy turn key property. Each unit offers 960 sf of living space and 2BR/1BA designed with one unit upstairs and one unit downstairs. As you arrive, you will be greeted by an inviting front porch that is ideal for visiting with neighbors as they pass by on their evening stroll. Step inside the downstairs unit adorned with hardwood floors to find yourself in the bright and cozy living room that flows into the dining and kitchen space, making entertaining a breeze. Down the hall you will find two good-sized bedrooms and a shared bathroom. Back onto the front porch a second door opens to stairs that lead to the upstairs unit. The living room extends to the kitchen with a breakfast bar that allows guests to spread out and chat. Two inviting bedrooms offer plenty of space and natural light with a well-appointed bathroom, ensuring residents have everything they need. Enjoy outdoor living with a back balcony for intimate gatherings and a balcony at the front where you can enjoy your morning coffee with a sunrise backdrop. You also have the option of accessing the upstairs unit from the exterior back stairs. Each unit also offers its own utility room with a washer and dryer for added convenience. Outside you will find that you have plenty of green space to have a garden, or for your resident's furry friends. With two separate units, this duplex provides an excellent opportunity for generating rental income. Welcome!

8 Mulvey Street, St. Augustine
8 Mulvey Street, St. Augustine
$630,000
4 Beds ⋅ 1 Baths ⋅ 2167548 MLS
Welcome to this charming duplex nestled in the heart of historic downtown St Augustine! This exceptional property offers an incredible opportunity for both investors and homeowners looking to enjoy the downtown lifestyle while generating rental income. Built in 1923 and situated in the historic district, this duplex is a quintessential piece of local history. Enjoy the convenience of living in a vibrant and culturally rich neighborhood with shops, restaurants, and entertainment options just a stone's throw away. Updated with metal roof in 2023 and ongoing maintenance make this an easy turn key property. Each unit offers 960 sf of living space and 2BR/1BA designed with one unit upstairs and one unit downstairs. As you arrive, you will be greeted by an inviting front porch that is ideal for visiting with neighbors as they pass by on their evening stroll. Step inside the downstairs unit adorned with hardwood floors to find yourself in the bright and cozy living room that flows into the dining and kitchen space, making entertaining a breeze. Down the hall you will find two good-sized bedrooms and a shared bathroom. Back onto the front porch a second door opens to stairs that lead to the upstairs unit. The living room extends to the kitchen with a breakfast bar that allows guests to spread out and chat. Two inviting bedrooms offer plenty of space and natural light with a well-appointed bathroom, ensuring residents have everything they need. Enjoy outdoor living with a back balcony for intimate gatherings and a balcony at the front where you can enjoy your morning coffee with a sunrise backdrop. You also have the option of accessing the upstairs unit from the exterior back stairs. Each unit also offers its own utility room with a washer and dryer for added convenience. Outside you will find that you have plenty of green space to have a garden, or for your resident's furry friends. With two separate units, this duplex provides an excellent opportunity for generating rental income. Welcome!

8 Mulvey Street, St. Augustine
96 De Haven Street, St. Augustine
$670,000
3 Beds ⋅ 3 Baths ⋅ 2167293 MLS
Welcome to 96 De Haven Street, a beautifully appointed coastal retreat in the heart of St. Augustine's historic Lincolnville neighborhood. Built in 2015, this charming 3-bedroom, 2.5-bath residence offers the character and ambiance buyers love about historic St. Augustine, paired with the modern construction, comfort, and efficiency of a newer home. Thoughtfully designed with inviting outdoor spaces, stylish finishes, and an easy-flowing floor plan it is equally suited for a full-time residence, second home, or vacation rental investment. Step inside to discover a bright and welcoming interior featuring an open-concept living area, recessed lighting, and beautiful flooring. The kitchen is a standout, offering generous cabinetry, granite countertops, stainless-steel appliances, and a large breakfast bar with ample seating. Upstairs, the comfortable bedroom spaces provide privacy and flexibility for owners and guests alike. The primary suite offers a relaxing retreat, while the additional bedrooms provide excellent accommodations for visitors or family. A spacious covered porch extends the living space outdoors and creates the perfect setting for morning coffee, afternoon relaxation, or evening conversations while enjoying the peaceful residential surroundings. For investors, this home is already registered as a short-term rental with the City of St. Augustine, offering an opportunity to purchase a property with an established vacation-rental path already in place. Whether you're looking for a primary residence, a St. Augustine getaway, or a short-term rental property, this home offers a rare combination of modern comfort, distinctive character, and investment flexibility in one of the city's most desirable settings.

96 De Haven Street, St. Augustine
48 Osceola Street, St. Augustine
$1,195,000
3 Beds ⋅ 3 Baths ⋅ 2167088 MLS
A rare gem in St. Augustine's highly coveted Abbott Tract, this circa-1900 residence captures the timeless allure of historic downtown living with the ease of modern updates. Beautifully preserved and thoughtfully enhanced, the property offers a sparkling blue lap pool surrounded by tropical foliage, the 2-bedroom, 2-bath main home along with a detached 1-bedroom, 1-bath guest suite featuring a private entrance and kitchenette--ideal for elegant guest accommodations, multigenerational living, or premium short-term rental income. Rich hardwood flooring, historic architectural details, and an undeniable sense of character define the interiors, while the open-concept rear living area creates a seamless setting for relaxed living and entertaining. The two bedrooms are gracefully situated at the front of the home, each with en-suite bath access, with one bath also conveniently serving visitors from the main hall. The kitchen is a perfect blend of style and function, featuring stainless steel appliances, ample prep space, and a breakfast bar that invites casual dining and conversation. Glass sliders off the living room open to a screened-in porch overlooking a serene backyard retreat, complete with a private pool--ideal for unwinding under the Florida sun. The detached guest suite offers flexibility and privacy, featuring a full bedroom and bath, along with a kitchenette to accommodate long or short stays. An extended driveway allows for rare off-street parking for two or more vehicles--a highly sought-after amenity in the historic district. Perfectly situated, this residence is just blocks from St. Augustine's most iconic landmarks, including the Castillo de San Marcos and the Mission Nombre de Dios. A short walk takes you to the waterfront at the end of Locust Street, where you can launch a kayak and explore the tranquil waters of Matanzas Bay. Zoned RS-2, the property also allows for weekly short-term rentals, further enhancing its value as both a personal retreat and a savvy investment. Offering historic charm, premium location, and modern livability, this is your opportunity to own a piece of St. Augustine's enduring legacy--an exceptional lifestyle awaits.

48 Osceola Street, St. Augustine
23 Sanchez Avenue, St. Augustine
$525,000
2166790 MLS
Located in the heart of historic Uptown St. Augustine, this income-producing duplex presents an exceptional investment opportunity in one of the city's most sought-after locations. With tenants already in place, this property offers immediate rental income. Unit A is situated on the lower level and features 2 bedrooms and 1 bathroom, while Unit B occupies the upper level with 1 bedroom and 1 bathroom. The downstairs Unit B also enjoys direct access to both the front and rear porches, creating inviting outdoor spaces for relaxing and entertaining. Adding even more value, the property includes a dedicated owner's shed, providing convenient storage for tools, maintenance equipment, or personal belongings. Whether you're looking to expand your investment portfolio or own a turnkey rental property in a prime St. Augustine location, this duplex checks all the boxes. Just moments from the vibrant shops, restaurants, attractions, and waterfront that make historic Uptown so desirable, this is a rare opportunity to own an established income-producing property in one of Northeast Florida's most iconic neighborhoods.

23 Sanchez Avenue, St. Augustine
78 Martin Luther King Avenue, St. Augustine
$595,000
3 Beds ⋅ 2 Baths ⋅ 2166768 MLS
Your St. Augustine dream home or a proven income property! Set on a quiet, charming street in historic Lincolnville, this fully furnished 3 bed/2 bath + office home is a 5-minute walk to downtown dining, shopping and attractions, with the beaches a short drive away. Renovated in 2023 through a full permitting process with new windows, plumbing, electrical and A/C. Fresh paint inside and out, updated bathrooms, LVP floors and modern fixtures throughout. The remodeled kitchen features quartz countertops, soft-close cabinets, tile backsplash and stainless steel appliances. The office is ideal for working from home, and the large fenced backyard with custom-built deck is perfect for kids, pets and entertaining, plus parking for up to 5 cars. For investors: Airbnb gross income of $70K+ in the last 12 months, rated 4.98 stars across 127 reviews as a Guest Favorite in the top 5% of homes. Full P&L available upon request; buyer to verify all income

78 Martin Luther King Avenue, St. Augustine
47 Osceola Street, St. Augustine
$1,295,000
4 Beds ⋅ 4 Baths ⋅ 2166519 MLS
Situated in the coveted Abbott Tract in historic St. Augustine, this immaculately maintained home offers the rare combination of a private saltwater pool, detached guest villa, and detached 1½-car garage--all just one block from Castillo De San Marcos fort, the Bayfront, and St. Augustine's renowned restaurants, galleries, and boutiques. Built in 1920, the main residence offers 1,963 square feet with three bedrooms and three full baths, including a spacious first-floor owner's suite. Original wood floors, a gas fireplace, crown molding, and a wide covered and screened front porch preserve the home's timeless character, while impact-resistant windows, a metal roof, and fresh interior and exterior paint provide modern comfort and peace of mind. The light-filled kitchen features white cabinetry, stainless steel appliances, and a distinctive blue tile backsplash. Upstairs offers a cozy office or reading area, full bath and separate guest quarters. Just beyond the main home, the detached poolside guest suite (deemed the Villa) with a full bath creates a flexible fourth bedroom and fourth bath--ideal for visiting guests, a private office, studio, or independent retreat. Outdoor living is centered around the screen-enclosed saltwater pool with built-in spa seating, complemented by mature landscaping, a spacious and private fenced backyard, and a gas fire-pit for relaxed evenings and entertaining. Additional highlights include an extended paver driveway with valuable off-street parking and RS-2 zoning that allows for short-term rental use, offering flexibility for both personal enjoyment and income potential. The property is offered with or without the adjoining buildable lot at 45 Osceola Street, creating the opportunity for additional privacy, future development, expanded grounds, or a one-of-a-kind private compound in one of St. Augustine's most desirable neighborhoods. Welcome home.

47 Osceola Street, St. Augustine
61 Abbott Street, St. Augustine
$530,000
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
22 Bernard Street, St. Augustine
$519,000
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
17 Dufferin 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
943 S Ponce De Leon Boulevard, 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
4 E San Carlos Avenue, St. Augustine
$1,050,000
4 Beds ⋅ 4 Baths ⋅ 2163379 MLS
A distinctive St. Augustine home with the space, character, and location to experience the city in a way that few properties can offer. Located in the sought-after Uptown/Nelmar Terrace area, 4 E San Carlos Ave combines coastal-inspired architecture, mature oak trees draped in Spanish moss, multiple outdoor living spaces, and an exceptional location near historic St. Augustine and the breathtaking beach. From the welcoming covered front porch and mature landscape to the private pavered courtyard, this home makes an immediate impression. Inside, the 4-bedroom, 3.5-bath layout offers 2,772 square feet of thoughtfully designed living space, including a spacious bonus/game room, separate cozy office, and open living areas designed for both everyday life and entertaining. The heart of the home is the bright, open kitchen featuring white cabinetry, quartz countertops, stainless-steel appliances, glass-tile backsplash, a large island, and a walk-in pantry. The kitchen opens naturally to the living and dining areas, while a fireplace adds warmth and character to the main living space. Upstairs, the private primary suite includes its own balcony, creating a peaceful and relaxing outdoor retreat overlooking the surrounding mature landscape. The spacious bonus/game room adds valuable flexibility for a media room, recreation space, guests, or a second living area. Outdoor living is a true highlight. Enjoy the covered front porch, rear porch, private primary-suite balcony, and beautifully designed pavered courtyard, complete with tropical landscaping, comfortable seating, and a dedicated grilling area. Additional yard space provides room to enjoy the outdoors without sacrificing the home's convenient location. Practical features are equally well considered, including an extended driveway, 2.5-car garage, no HOA, and generator inlet—with room for vehicles, bikes, a golf cart, storage, and the extras that come with enjoying life in St. Augustine. And then there is the location. Historic St. Augustine is part of everyday life here. Walk to historic landmarks and museums, the Fountain of Youth, and beautiful Magnolia Avenue, where centuries-old live oaks create one of the city's most iconic settings. Enjoy nearby restaurants, galleries, shops, waterfront activities, and fishing along the Matanzas. From this location, a bike ride can take you toward historic downtown or in the direction of the coast and beaches. This is not simply a home near historic St. Augustine. It is a home that allows you to experience it. Mature trees, distinctive architecture, multiple outdoor spaces, thoughtful interior amenities, and a location connected to the history and coastal lifestyle of the city come together in a property that is truly distinctive. 4 bedrooms | 3.5 baths | 2,772 SF | Bonus/Game Room | Office | Private Primary Balcony | Pavered Courtyard | 2.5-Car Garage | No HOA Come experience 4 E San Carlos Ave in person and discover the character, space, and location that photographs alone cannot fully capture.

4 E San Carlos Avenue, St. Augustine
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