Courtesy: ONE SOTHEBYS INTERNATIONAL
386-276-9200
For more than 35 years, this oceanfront property has been the backdrop for generations of family memories, with the beach serving as an extension of the backyard. Now, the time is ripe for a new owner with their own vision to create a own coastal haven, whether as a private family retreat, an income-producing investment or a combination of both. Located at 3096 Coastal Highway, this legally zoned duplex is centrally positioned on a deep 275-foot lot, leaving ample space for the addition of a pool, expansive decking and outdoor entertaining areas to be enjoyed nearly all year-round. The upper-level residence serves as the primary living space and is accessed through a large foyer. A generous kitchen overlooks the dining and living areas, all oriented toward inviting vistas of the Atlantic Ocean. Large windows fill the home with natural light, and nearly every room enjoys a water view. The living room and primary bedroom open through sliding glass doors to an expansive deck spanning the width of the home. No better place to greet the sun and ocean breeze with morning coffee in hand. From here, a private boardwalk leads across the lawn directly to the sand and surf. The guest bedroom and bath are situated off the dining area, providing privacy and separation from the primary suite. Additional conveniences include a dedicated laundry closet and a small front porch where two can watch the brilliant sunset skies. The first-floor apartment features a private entrance on the north side of the home. Its open-concept kitchen, dining, and living area extends to a covered patio through sliding glass doors. Two bedrooms share a full bath, and the unit includes its own laundry room, making it well-suited for guests, extended family, or rental income. For buyers seeking a single-family configuration, the home's layout naturally lends itself to multi-generational living, with distinct spaces that offer both togetherness and privacy. A single-car garage provides valuable storage or sheltered parking for your beach vehicle and recreational gear. Just ten blocks from the heart of Vilano Beach, residents enjoy convenient access to the area's vibrant commercial district, featuring restaurants, shops, live music venues, hotels and a major grocery store. A short drive across the bridge leads to the historic charm of St. Augustine, where renowned dining, shopping, cultural attractions and exploration of historic sites await. Whatever your intended use or uses might be, this oceanfront duplex offers versatile options to explore. Just don't forget your straw hat!
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.
Step into a rare piece of St. Augustine history with this charming duplex built in 1885, offering a unique blend of historic character and income-producing potential. Located just minutes from the heart of downtown, this property features two separate units, making it an ideal opportunity for investors, owner-occupants, or those seeking flexible rental options. The downstairs unit is currently occupied by a long-term tenant, providing immediate and stable rental income. The upstairs unit offers versatility and can be utilized as either a long-term rental or a short-term vacation rental, allowing the next owner to maximize revenue potential based on their investment strategy. Showcasing timeless architectural details and historic charm, this property presents a rare opportunity to own an established income-producing asset in one of Florida's most sought-after historic destinations.
Exceptional investment opportunity in the heart of downtown St. Augustine! This fully renovated 4-plex is zoned for nightly rentals, offering tremendous income potential in one of Florida's most sought-after historic destinations. The property features four updated units, including two spacious 2-bedroom, 2-bath units and two well-appointed 1-bedroom, 1-bath units. All units have been renovated and are equipped with newer HVAC systems and propane tankless water heaters, providing modern comfort and efficiency for tenants or guests. Ideally located just steps from popular local destinations including The Ice Plant and St. Augustine Fish Camp, and within easy walking distance of shopping, dining, entertainment, and all the attractions that make downtown St. Augustine a year-round destination. The sale also includes the adjacent parcel at 179 Riberia Street, featuring a large garage/storage building and a multi-unit laundry facility.
Courtesy: ROMAN'S PRO REALTY LLC
407-610-1970
Step into the timeless character of Uptown St. Augustine with this beautifully restored 1920s residence, ideally situated on sought-after San Marco Avenue. Rich in historic appeal yet thoughtfully updated for modern living, this exceptional property offers a rare blend of flexibility, comfort, and investment opportunity in one of the nation’s oldest and most treasured cities. Designed to accommodate a variety of lifestyles, the home features five generously sized bedrooms and four full bathrooms across a versatile layout with two separate kitchens and living spaces. Whether utilized as one expansive private residence, a multi-generational setup, or an income-producing property, the possibilities are endless. The upper level offers three bedrooms, two bathrooms, a full kitchen, and spacious living area, while the lower level includes two bedrooms, one bathroom, its own kitchen, and comfortable gathering space. Original architectural details and vintage charm are complemented by tasteful renovations that enhance both style and functionality. Enjoy peaceful mornings and evening gatherings on the inviting wraparound porch overlooking the fully fenced yard, offering privacy and room to entertain. Ample off-street parking and a large on on site parking and gathering space and the property is being offered fully furnished for a seamless transition. Located just moments from St. Augustine’s renowned dining, shopping, attractions and waterfront scenery, this property delivers the ultimate historic downtown lifestyle. Seller states property has experienced no flooding.
Courtesy: EXP REALTY LLC
888-883-8509
Turnkey Triplex in the Heart of Historic St. Augustine. Fully Remodeled, Fully Furnished & Proven Income Producer Opportunities like this don't come around often. Welcome to 9 Saragossa Street, a stunning, fully remodeled triplex situated in one of St. Augustine's most coveted in-town locations, turnkey and ready to generate income from day one. Every inch of this 1920-built property has been thoughtfully updated new finishes, updated systems, and a design sensibility that earns the kind of five-star reviews that keep the calendar full. With $130,000–$150,000 in proven gross annual STR revenue, the numbers speak for themselves. The reviews back it up. The repeat guests prove it. Sold fully furnished, this is a true plug-and-play investment. Walk in, hand over the keys, and let it work for you or hold it for personal use and let it pay for itself when you're not there. Step outside and you'll find one of the property's most exciting untapped opportunities: a generous yard with serious potential to become an extraordinary outdoor retreat. Imagine a resort-style backyard oasis. There's ample room to make it happen. Already anchoring the outdoor experience is a fantastic rooftop deck, framed by magnificent mature trees that deliver privacy, shade, and serious curb appeal. The location is simply unmatched. Walk to the best restaurants, shops, and attractions in the historic St. Augustine. Guests return again and again not just for the property but for the lifestyle. At this price point, with this level of renovation, this income track record, and this location. Don't let it pass you by.
At this price point, finding a home in St. Augustine Beach is rare. Finding a duplex with strong income potential is almost impossible. This concrete block, single-story property features two units, each offering two bedrooms, one bathroom, private garage, backyard space, laundry hookups, generous living areas, individual front patios, and additional off-street parking. Move right in or update each side to reflect your own style and vision. Whether you choose to live in one side and rent the other, or lease both units for an attractive return on investment, this property offers exceptional flexibility. With a complete re-pipe, 2016 roof and new windows, the hard work is done.
Upscale mixed-use townhouse with office, townhome and loft apartment. Well built structure with low maintenance. Superb amenities and tenants in place or ability to occupy yourself.
At this price point, duplexes on the island are incredibly rare--and finding one with a coveted, active short-term rental (STR) license is nearly impossible. This turnkey, fully furnished property is an absolute powerhouse. Each unit features 2 bedrooms, 2 bathrooms, an oversized driveway, and a spacious, fully fenced backyard. Tucked away on a quiet dead-end street, it offers guests a peaceful, secluded oasis that is still just an effortless stroll from the beach and the premier new dining options at Anastasia Plaza. It is no surprise this has been a stellar, high-yield income producer since 2023. Schedule your private tour today! Buyer to verify all measurements.
Just a 3–5 minute walk to Vilano Beach, this beautifully restored duplex blends coastal charm with modern updates, offering exceptional flexibility for both residential and commercial use. The property features two thoughtfully designed 2-bedroom, 1-bath units—one upstairs and one downstairs—each showcasing stylish finishes and efficient layouts. Recent upgrades include stainless steel appliances, new flooring, new windows, and fully updated electrical and plumbing systems. The downstairs unit is zoned Coastal Highway Tourist (CHT), allowing for certain types of low-impact commercial use—ideal for a boutique shop, creative studio, or small business. Upstairs, the residential unit offers a comfortable living space or income-producing rental, complete with a cozy porch perfect for relaxing outdoors.
11 Aviles Street is a fully restored mixed use property located in the heart of historic downtown St. Augustine on the oldest street in North America. The building features 18 units, including 7 commercial spaces and 11 residential apartments, all renovated between 2015 and 2023 with updated systems including HVAC, plumbing, electrical, and fire suppression. Originally the Hamlin Hardware Building, the property blends historic character with modern functionality and sits within the city’s premier art district, benefiting from strong foot traffic, tourism, and consistent demand. This is a rare opportunity to acquire a stabilized asset in one of Florida’s most iconic and high growth markets. Visit 11AvilesStreet.com for for more details.
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!
A rare opportunity to own a duplex just steps from the beach in the heart of St. Augustine Beach. 207 9th St offers a highly functional layout with two mirrored units, each featuring three bedrooms and one bathroom, creating a versatile setup for a wide range of living situations. The upstairs unit was fully renovated in 2021, is vacant and move-in ready, while the downstairs unit is well appointed with white shaker cabinets, granite countertops, and hardwood flooring throughout. Whether you are looking to house hack and offset your monthly expenses, create a multigenerational living setup with privacy between spaces, or simply enjoy the flexibility of a separate living area for guests or extended family, this property delivers. Major updates have already been taken care of: both units connect to city sewer and a metal roof was installed in 2018, giving you a solid and low-maintenance foundation.
Welcome to your dream investment at 9 Sevilla St. in historic downtown St. Augustine. Location in the heart of everything- just steps from Flagler College, shopping, dining, and historic attractions. This fully furnished property is an established and highly productive VRBO/Airbnb income property all 5-star. This exceptional property features three beautifully appointed units each thoughtfully designed with comfort, luxury, historic charm in mind. The ground-floor unit offers two spacious bedrooms, w/3 baths with luxe amenities, vaulted ceilings, and spectacular hardwood floors that create warmth and elegant atmosphere. The second unit also a two-bedroom, two-bath layout, comfortably accommodates four to five guests. This space blends modern convenience with the charm and character of early 1900s cottage style giving guests a rich sense of culture and history while enjoying updated modern features. One of the most standout features of this property is the prime location.
Rare investment opportunity in the heart of St. Augustine Beach! This mixed-use property offers stable income at a prime location just a short walk from the ocean, local dining, and shopping. Upstairs level includes two well-maintained apartments, each with 2 bedrooms and 1 bathroom, ideal for long-term rentals or vacation income. The ground floor features three commercial spaces, all fully occupied with established tenants, providing reliable rental income from day one. Property was just painted Feb of 26’ , property has impact glass throughout with roof, gutters and full apartment upgrades in 2015 With excellent street visibility, high year-round foot traffic, and close proximity to the beach, this property is perfectly positioned for continued growth and strong returns. Whether you’re seeking a turnkey income property or a long-term investment in one of Florida’s most desirable coastal communities, 711 A1A Beach Blvd checks all the boxes.
Step into a rare offering where timeless architecture, rich history, and modern opportunity converge. Nestled on a lush, maturely landscaped .30-acre corner parcel with abundant parking, this extraordinary multi-unit estate has been lovingly held within the same family since 1951—an enduring testament to its character and charm. At the heart of the property stands the iconic 24 & 26 Saragossa duplex; a two-story Mediterranean Revival residence (circa 1910–1914), originally constructed by C. M. Milburn of St. Augustine. Each residence offers approximately 2,152 square feet of conditioned living space, featuring 3 bedrooms, 1 full bath, and 1 half bath. From the moment you arrive, the double front staircases with ornate cast iron railings set the tone for the craftsmanship found throughout.
Beautiful Duplex for sale within very close proximity to downtown St Augustine! Zoned CL-2 with Commercial Zoning, the possibilities are endless with this amazing property! Build a restaurant, retail, store, let your imagination and vision come to life! Also, currently a proven Airbnb short-term-rental which features 2 total bedrooms and bathrooms. Completely turn key property on A1A/Anastasia Blvd in Davis Shores neighborhood. Very convenient walk to multiple restaurants, shops and bars around the old city of St. Augustine. Multiple upgrades include new exterior doors, windows, bathroom vanities, toilets, paint, appliances, heating/ac wall mounted units installed by Glacier Heating and Air and fenced back yard. Some updated electric and plumbing. Encapsulated crawl space with dehumidifier installed by Alpha Foundations. All furniture and appliances stay, turn key opportunity. Buyer to verify info.
Price Adjustment! Desirable duplex just a hop, skip and a plunge from St. Augustine Beach! Experience effortless coastal living and dependable rental income in this inviting duplex, set on one of the area’s most sought-after numbered streets. The property offers two generously sized 3-bedroom, 1-bath residences, thoughtfully maintained and surrounded by refreshed landscaping. Expansive backyard, and ample parking elevate both comfort and value. With long-term tenants already in place, this property stands as a rare opportunity to own a refined, income-producing asset in one of St. Augustine’s most desirable coastal neighborhoods.
INVESTORS- Here is your opportunity to purchase a duplex that is in a great location that is sought after for rentals. Each side is a 2 bedroom, 1 bathroom home that has a laundry room inside for the convenience of the tenants. Off street parking, and in close proximity to shopping, and the beaches. Current tenant in side A is a 7 month lease at $1,400/month and tenant in side B is 12 month lease at $1,400/month. We will need 48 hours notice to see. Metal roof, and no carpets inside.
Historic charm meets modern performance in this 1925 St. Augustine treasure. Fully restored and upgraded with a new roof, windows, electrical, plumbing, siding, and more--bringing it up to 2025 standards. The first floor is leased as office space through October 2026, providing steady income. Upstairs, a beautifully furnished two-bedroom apartment operates as a vacation rental, consistently achieving nearly 250 booked nights each year. Located within easy reach of St. Augustine's historic district, dining, and attractions, this property offers a rare combination of character and cash flow. Showings by appointment only. Financial details available to qualified buyers.
Rare downtown St. Augustine duplex — fully furnished, fully restored, and full of opportunity. Just one block from the nation's oldest street and two blocks from the bayfront, this historic property delivers an unbeatable location with flexible income potential. Each of the two apartments features 2 bedrooms, 1 bath, a full kitchen, living room, eat-in area, and private laundry. Property has up to four parking spots. The owner has preserved the historic character while upgrading electrical, plumbing, and HVAC — each unit has its own electric meter and central heat & air. Enjoy over 1,880 sqft of living space with covered porches, a balcony, and a private back patio perfect for grilling or pets. Rent both units for maximum returns, live in one and rent the other, or convert to a single-family home with ease. All appliances included. Minutes to the beaches, steps to dining, shopping, and everything that makes St. Augustine one of the most desirable locations in Florida.
Welcome to Inlet Place! This is rare and exceptional investment opportunity in the heart of St. Augustine, Florida. Presenting three newly built luxury homes (16, 18, and 20 Inlet Pl), meticulously designed and sold collectively as an upscale boutique hotel, ideal for hosting multifamily vacations, reunions, corporate retreats, and group events. Built in 2023, these stunning coastal properties offer a combined 16 spacious bedrooms and 14 elegantly appointed bathrooms. Each home features modern architecture, impeccable finishes, and expansive, open-concept layouts perfect for entertaining large groups. Two of the homes (16 and 20 Inlet) boast remarkable 1,500 sq ft rooftop decks accessible via stairs or private elevators, providing panoramic views ideal for relaxation, celebrations, or simply enjoying breathtaking sunsets.
Ocean breezes, strolls along the sand, and coastal cuisine are just the beginning of the activities surrounding this St Augustine Beach property with multifamily zoning, allowing for many options & commercial uses. The sought-after enclave of Anastasia Lodge includes a large fenced yard room for a pool and privacy for all. Complete updates offer refreshing furnishings, open spaces, and space for everyone. Currently used as two units sleeping 12, many options are available for this one-of-a-kind property s including but not limited to short-term rentals, and additional spaces, ideas are endless.
Ocean breezes, strolls along the sand, and coastal cuisine are just the beginning of the activities surrounding this St Augustine Beach property with multifamily zoning, allowing for many options & commercial uses. The sought-after enclave of Anastasia Lodge includes a large fenced yard room for a pool and privacy for all. Complete updates offer refreshing furnishings, open spaces, and space for everyone. Currently used as two units sleeping 12, many options are available for this one-of-a-kind property s including but not limited to short-term rentals, and additional spaces, ideas are endless.
SEVEN UNITS IN TOTAL TO BE PURCHASED ALL TOGETHER FOR $1,350,000, as follows : 4 units at 4420 CARTER ROAD and 3 units at 1845 OLD MOULTRI ROAD: (OR1633/1263) THE OAKS AT WILDWOOD CONDOCONDO UNIT 9 OR2569/1360 & 4551/1502 (OR1633/1263) THE OAKS AT WILDWOOD CONDOCONDO UNIT 10 OR2569/1378 & 4551/1502 (OR1633/1263) THE OAKS AT WILDWOOD CONDOCONDO UNIT 11 OR2569/1396 & 4551/1502 (OR1633/1263) THE OAKS AT WILDWOOD CONDOCONDO UNIT 12 OR2569/1413 & 4551/1502 MOULTRIE LAKES (OR1633/1203)CONDO UNIT 18 OR2366/1177& 4551/1502 MOULTRIE LAKES (OR1633/1203)CONDO UNIT 47 OR2366/1& 4551/1502 MOULTRIE LAKES (OR1633/1203)CONDO UNIT 77 OR2366/131& 4551/1502
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St Augustine is located in Florida. St Augustine, Florida has a population of 13,994. St Augustine is less family-centric than the surrounding county with 12.99% of the households containing married families with children. The county average for households married with children is 34.16%.
The median household income in St Augustine, Florida is $67,269. The median household income for the surrounding county is $88,794 compared to the national median of $69,021. The median age of people living in St Augustine is 46.2 years.
The average high temperature in July is 90.6 degrees, with an average low temperature in January of 45.2 degrees. The average rainfall is approximately 50.9 inches per year, with 0 inches of snow per year.
