Refine Search
Map
Sort by
$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

Listing courtesy of PONTE VEDRA CLUB REALTY, INC..

$949,000
3 Beds ⋅ 3 Baths ⋅ 2147750 MLS
Turnkey Triplex in the Heart of Historic St. Augustine. Fully Remodeled, Fully Furnished & Proven Income Producer 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 seri

9 Saragossa Street, St. Augustine

Listing courtesy of EXP REALTY LLC.

$1,250,000
5 Beds ⋅ 3 Baths ⋅ 2116776 MLS
Own a piece of St. Augustine charm with this well-maintained triplex located just steps from Flagler College and the heart of downtown. Perfectly situated for investors or owner-occupants, this income-producing property features three separate apartments with private entrances and paved off-street parking for all residents. Two of the apartments each offer 2 bedrooms and 1 bathroom, while the third unit is a 1 bedroom, 1 bathroom. The current owner occupies one of the 2-bedroom units, another is vacant and ready for a new tenant or owner, and the 1-bedroom apartment is rented month-to-month. This turn-key property has been carefully maintained over the years, with a newer roof (approximately 2 years old) and thoughtful updates throughout. Two apartments share an on-site laundry area, while one unit includes its own washer and dryer. The ground-level garage/storage area provides added convenience and includes a full bathroom—offering flexibility for future use. A shared covered patio creates an inviting outdoor space, perfect for relaxing or entertaining. Located within walking distance of restaurants, shops, and the historic district, this property offers both immediate income potential and long-term value in one of Florida's most desirable coastal markets.

62 1/2 Valencia Street, St. Augustine

Listing courtesy of IHEART REALTY INC.

$585,000
2 Beds ⋅ 1 Baths ⋅ 2104691 MLS
Just reduced! Great income producing property. Charming, fully-furnished, turnkey and renovated cottage is a gem downtown St. Augustine property. Near Flagler College and downtown restaurants, walk distance to bayfront and Fort. (Owner also has 4 St. Andrews Ct for sale -- see MLS #2117047) Enjoy as income-producing short term rental, weekend getaway or your dream downtown home sweet home on quiet dead-end street. Purchaser eligible for discount pricing for membership to Ponte Vedra Inn & Club, The Lodge & Club, Epping Forest Yacht and Country Club, and The River Club.

7 St Andrews Court, St. Augustine

Listing courtesy of PONTE VEDRA CLUB REALTY, INC..

Selling Office: .

$619,000
2 Beds ⋅ 2 Baths ⋅ 2101244 MLS
Welcome to St. Andrews Court—one of the most charming and walkable streets in the heart of historic St. Augustine! Just steps away from the city's most celebrated restaurants, boutique shops, and famous landmarks, this one-of-a-kind home offers the perfect blend of history, comfort, and location. Originally built over 100 years ago, this beautifully preserved property is filled with character and charm. From cozy reading nooks to a peaceful bonus room, every space invites you to relax and feel at home. Enjoy breathtaking views of Flagler College and the bell tower of Grace United Methodist Church right from your windows. The home features two traditional bedrooms plus a flexible third room that can be used as a guest space, office, or creative studio. Whether you're looking for a full-time residence, vacation getaway, or income-producing rental, this home fits the bill. Rental projections are available upon request.

2 St Andrews Court, St. Augustine

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS.

Selling Office: .

$760,000
3 Beds ⋅ 2 Baths ⋅ 2079924 MLS
Built in 1885 in Henry Flagler's ''MODEL LAND COMPANY'' - tastefully and extensively renovated. From the studs in, the home has spray-foam insulation (even in the attic), new drywall and paint. The heavy lifting has been completed in the kitchen featuring a 4-Burner Gas Cooktop under a wall-mount range hood, replaced cabinets & counters and both full baths are totally redone. Electric and plumbing done. Metal roof. done. Two A/C units, water softener, central vac, windows, aluminum attic stairs - you name it - except for the exterior siding, this home is renovated! It even includes the original 1905 Sears Catalog fireplace mantle.

44 Carrera Street, St. Augustine

Listing courtesy of CENTURY 21 ST AUGUSTINE PROPERTIES.

Selling Office: .

$530,000
3 Beds ⋅ 4 Baths ⋅ 2048989 MLS
What an opportunity to bring this historic home on beautiful Saragossa Street back to life! In an absolutely enviable location practically right behind St. George Street and its history, shops and restaurants, 7 Saragossa is still currently zoned as multi-family, making the options pretty wide open for this property. Already with separate meters for the upstairs and downstairs, this can be an excellent property for vacation/short term rentals, student housing, or make it into your own dream home. Most of the beautiful wood trim and stairs are still in good condition, and the house still has its classic fireplace and mantel as well as a generous number of windows throughout the house to bring in the wonderful Florida sunshine. The house has been cleaned out and is just waiting for its new makeover for the next 100 years, so schedule a time to come by and spark your vision to restore this wonderful piece of history. Buyer to do their own due diligence with the City regarding zoning/use.

7 Saragossa Street, St. Augustine

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS.

Selling Office: .

$1,100,000
5 Beds ⋅ 4 Baths ⋅ 2036041 MLS
Don't miss your chance to own this fully renovated, historic multi-family gem in the heart of St. Augustine—and be sure to stop by our **Broker Open on Wednesday, April 23rd from 11AM-2PM**! Tour the property, enjoy refreshments, and enter to win a gift basket filled with local St. Augustine goodies—perfect for treating yourself or a client. Now featuring a brand new metal roof on both the main house and the Carrera Cottage, this property is turnkey and ready for your next investment move. Priced at $1,145,000—well below its appraised value—it offers incredible potential for multi-generational living, house hacking, or generating short- or long-term rental income, The main house includes 2 bedrooms and 2 baths, while the Carrera Cottage offers two private-entry 1-bedroom, 1-bath apartments with their own outdoor spaces. The Carrera Courtyard is an Instagram-worthy oasis, beautifully landscaped and designed for relaxing or entertaining. Smart home features, off-street parking, and a prime location near Flagler College and historic downtown make this a standout opportunity. Whether you're looking to invest, live in one unit and rent the others, or offer premium vacation stays, the numbers speak for themselvesprojected rental income ranges from $96,000-$120,000 for short-term and $69,600-$81,600 for long-term leases. Come experience all the charm and income potential this property has to offer!

64 Carrera Street, St. Augustine

Listing courtesy of ONE SOTHEBY'S INTERNATIONAL REALTY.

Selling Office: .

$660,000
3 Beds ⋅ 2 Baths ⋅ 2031399 MLS
All New permitted Electric & Electrical Panels, New roof installed on main House and Garage. This is a one of a kind Historic Home in Downtown Saint Augustine. Originally built for the banker of the town of Saint Augustine in 1917, the home still has the original floors & windows. As soon as you step into this beautiful home, you'll feel all the history & beauty this home has to offer. Zoned RG1 for Nightly short term rentals, comes turn key fully furnished. Located in the downtown area of St. Augustine, everything is walkable in this quiet & beautiful neighborhood. Two Car Garage & Four Car Driveway Parking. This house has been extremely well maintained and loved. Successful vacation rental as well as family vacation home. Home was made world famous by Airbnb because of its beauty and charm.

61 Almeria Street, St. Augustine

Listing courtesy of CHARLES RUTENBERG REALTY FORT LAUDERDALE.

Selling Office: .

$888,500
4 Beds ⋅ 4 Baths ⋅ 2020725 MLS
Welcome to 14 Saragossa Street, nestled on one of the most prestigious and desirable streets in historic Downtown Saint Augustine. This exceptional property boasts an array of features that make it a truly one-of-a-kind opportunity. The home is situated on an oversized, deep lot with ample parking—an extraordinary find in this area—and benefits from zoning that allows for nightly rentals, enhancing its investment potential. Crafted with timeless quality, this home showcases nearly 2,600 square feet of meticulously utilized space. It includes five bedrooms—one non-conforming—and four bathrooms, complemented by generous outdoor and deck areas. The classic wrap-around porch sets the stage for serene relaxation or sociable gatherings, offering a perfect spot to unwind and enjoy the neighborhood's ambiance. Step inside to discover a versatile floorplan featuring multiple living quarters adorned with hardwood floors throughout. Original fireplaces in the kitchen and living room not only add to the home's historic charm but also serve as stunning focal points for social interaction and cozy evenings. The well-appointed kitchen is designed to inspire your culinary adventures, offering both style and functionality. The property's deep backyard is a blank canvas, presenting ample space for a pool, accessory dwelling unit (ADU), or detached garagerare luxuries in this urban setting. Living here means embracing a lifestyle enriched by the proximity to exceptional restaurants, bars, and the cultural vibrancy of Flagler College. Everything you love about the historic charm of Downtown St. Augustine is just a walk away, with the beautiful beaches a short drive or bike ride distant. Don't miss the chance to experience this captivating home and the lifestyle it offers. Schedule your tour today and see why 14 Saragossa is not just a residence, but a gateway to a cherished way of life.

14 Saragossa Street, St. Augustine

Listing courtesy of THE NEWCOMER GROUP.

Selling Office: .

$909,000
2 Beds ⋅ 3 Baths ⋅ 2019350 MLS
Best investment opportunity in the Historic City. Once the Memorial Lutheran Church, this awe-inspiring property with RG-1 Zoning (nightly rentals allowed) is currently a single family home that is divided into two distinct areas: The Church and The Annex. Built between 1918 and 1930, the redesign of this architecturally significant structure maintains its original context and character. With distinctive pointed windows and a flat steeple, the open living concept is taken to the next level. The entryway leads to a great room with soaring cathedral ceilings, original woodwork details and gracefully-aged hardwood floors. The loft bedroom was once the gallery housing the church bells and music. The annex building, a separate concrete block suite, feels like an urban pied-à-terre with courtyard and beautifully designed new landscape. The home is nestled in the Model Land Company's well-defined neighborhood immediately west of the St. Augustine National Historic Landmark District. This area represents the finest collection of nineteenth and twentieth century Flagler-era buildings in St. Augustine. Recently updated in 2022 with brand new metal roof, upgraded plumbing and electric and more, this income-producing property is operating as a successful nightly short term rental. Don't miss the opportunity to become the new custodian of this notable historic treasure in Historic St. Augustine, FL. The possibilities are endless for this Landmark Historic Church, with the flexibility to convert into two separate highly successful short-term rentals or reconfigure for multigenerational living. Nothing compares.

58 Saragossa Street, St. Augustine

Listing courtesy of ONE SOTHEBY'S INTERNATIONAL REALTY.

Selling Office: .

$1,046,000
4 Beds ⋅ 2 Baths ⋅ 2006542 MLS
Historic Elegance Revived: Charming 4-Bedroom Home with timeless appeal in the heart of Henry Flagler's original neighborhood. This enchanting residence, circa 1910, stands as a testament to Saint Augustine's rich history. Beyond the white picket fence and landscaping, discover a meticulously restored four-bedroom, two-bath home that seamlessly merges the allure of its historic era with modern conveniences. A welcoming entry sets the tone, leading to a spacious living room adorned with a gas fireplace, built-in bookshelves, and an eye-catching staircase, showcasing the timeless charm of this two-story downtown home. The newly remodeled kitchen is a chef's dream, featuring quartz countertops, high-end stainless appliances, a state-of-the-art double oven, upgraded cabinetry, custom light fixtures, and breathtaking stained-glass windows. A recently added breakfast nook enhances the space. The formal dining room, adjacent to the kitchen, provides an ideal space for entertaining, boasting crown molding, upgraded lighting, coffered ceilings, and a convenient wet bar. The first level also hosts a full bath, laundry room with doors originating from the Henry Flagler Building, original heart wood flooring throughout, and numerous custom-built-ins. Ascending the eye-catching staircase, the second level reveals a generous master bedroom, three additional bedrooms, and a lavish bath featuring a custom walk-in shower with stained glass transom windows and a seamless glass enclosure. Situated on a corner lot, brick- paved walkways, and patios, creating a picturesque setting. while the low-maintenance, pollinator-friendly gardens are thoughtfully irrigated, creating a serene and Eco-friendly oasis. A carriage house and an expansive newly restored, wrap-around porch add to the character and functionality of the property. This home seamlessly combines historic charm with modern luxury.

26 Riberia Street, St. Augustine

Listing courtesy of ENDLESS SUMMER REALTY.

Selling Office: .

$720,000
5 Beds ⋅ 2 Baths ⋅ 1227371 MLS
Charming Historic Victorian Home in Model Subdivision.built in 1900. The building has been completely updated with all new plumbing, electrical, A/C, New roof June 2023. Original's wood flooring on first floor and steps has been refurbished. Classic Fireplace, full service kitchen with quartz tops and stainless appliances. Being classified as mixed use can be used as Bed and Breakfast, Residential, Residential combo, Office, (live where you work), Retail or VRBO. Place has plenty of parking behind building and along side. Walking distance to restaurants. Beaches. Walk to Old City. ZONING IS CM-2

97 Orange Street, St. Augustine

Listing courtesy of ALSOP PROPERTIES INC.

Selling Office: .

$1,475,000
5 Beds ⋅ 6 Baths ⋅ 1249593 MLS
Welcome to your dream investment property located at 9 Sevilla St, St Augustine, FL 32082! This gorgeously renovated turnkey, fully furnished Airbnb property is a golden opportunity that you simply cannot afford to miss. With three units ready to welcome guests, all you need to do is step in as the new owner and start reaping the rewards. Let's start with the management aspect. Rest assured, a highly experienced and reputable super host is already in place, ensuring a seamless transition for you. This means you can sit back and relax while your investment generates passive income. The hard work has already been done, and now it's your turn to enjoy the benefits. Unit A boasts two spacious bedrooms, two and a half baths, and can comfortably accommodate up to six guests. Unit B offers the same luxurious amenities, with two bedrooms, two baths, and the capacity to sleep six as well. Unit C, the cozy one-bedroom, one-bath unit, can accommodate up to four guests. With such versatile options, you can cater to a wide range of travelers, from families to couples and solo adventurers. But it's not just the property itself that makes this investment so enticing. St Augustine, FL, is a city steeped in rich culture and history. As an Airbnb investor, you'll have the opportunity to immerse yourself in this vibrant community and share its wonders with your guests. From the charming cobblestone streets to the awe-inspiring architecture, every corner of St Augustine tells a story. When it comes to entertainment, this city has it all. Explore the local parks, where you can enjoy picnics, bike rides, and leisurely strolls. With the rivers and beaches just a stone's throw away, your guests will have endless opportunities for water activities, from fishing to kayaking and everything in between. One of the standout features of this property is its location in a quiet neighborhood. Your guests will appreciate the tranquility and privacy, ensuring a peaceful stay. And with an oversized driveway, parking will never be an issue, providing convenience and ease for both you and your guests. We also want to mention that if you aren't looking for an amazing investment opportunity, you can also purchase this home as a multi-generational home for you and your entire family! Don't let this incredible opportunity slip through your fingers. Become the proud owner of this Airbnb property at 9 Sevilla St, St Augustine, FL 32082, and embark on a journey of financial success and personal fulfillment. The time is now, and the rewards are waiting for you. *Buyer to verify all items that are important to them (sq. ft, zoning, etc.) *Current and active guests are reserved and any showing requests or tours must be requested directly with the Listing Agents. *Seller will entertain a possible interest rate buy down or a closing cost credit with an acceptable offer using our preferred Lender. Please ask for Details. *Try Before You Buy Available! Contact us for Details! **Looking for Multiple Airbnb Opportunities? You're in Luck! Check out our other listing at MLS#1249560

9 Sevilla Street, St. Augustine

Listing courtesy of SANDBAR REALTY LLC.

Selling Office: .

$615,000
3 Beds ⋅ 2 Baths ⋅ 1209594 MLS
Unique turnkey home or investor Airbnb located in the desirable Flagler Model Land Company district. New metal roof, multi-zone HVAC, plumbing and furnishings in 2021. This property serves as an Airbnb (4.94 rating on Airbnb) with a lockout door to create two income producing units, with separate entrances, increasing its earning potential by over 40%. More important are the four full sized on-site parking spaces in the heart of downtown for your guests.

56 Saragossa Street, St. Augustine

Listing courtesy of SAND DOLLAR REALTY GROUP INC.

Selling Office: .

$680,000
4 Beds ⋅ 3 Baths ⋅ 1234307 MLS
What an amazing opportunity to own a piece of Florida History in the Oldest City of our nation! This gorgeous home is conveniently located within walking distance to all Downtown St Augustine has to offer! Built in 1900 this charming Victorian as been renovated, and features original hardwood floors through out the downstairs, with newer wood flooring upstairs, 10ft ceilings and a whimsical and inviting private back yard. Perfect for a short term rental investment and has been operating as an Airbnb part time when the owners are in their home state. Don't miss the opportunity! Call your agent to schedule an appointment today!

77 Orange Street, St. Augustine

Listing courtesy of EAGLES WORLD REALTY, INC.

Selling Office: .

$625,000
3 Beds ⋅ 1254041 MLS
This duplex is a stone's throw away from the enchanting charm and history of downtown St. Augustine. Imagine stepping out of your front door to explore cobblestone streets, magnificent landmarks, and the vibrant energy of the nation's oldest city. And this is just not any duplex; it's your ticket to a lucrative investment. With zoning for nightly rentals, you can maximize your income potential by catering to tourists eager to experience the magic of St. Augustine. The downstairs short-term rental is a perfect rental apartment that combines comfort and style. We are thrilled to present this exquisite upgraded rental apartment that checks all the boxes for modern, urban living. This spacious lot provides plenty of room for outdoor entertainment, landscaping, or the possibility of expanding the property. Convenience is key. You and your guests will appreciate the ample off-street parking, ensuring a stress-free arrival and departure experience. Your imagination is the only limit when it comes to creating your oasis in the city. Don't miss out on this rare gem in the heart of St. Augustine.

63 Lemon Street, St. Augustine

Listing courtesy of ST AUGUSTINE REALTY.

Selling Office: .

© 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved. This data is up-to-date as of . For the most current information, contact Florida Coastal Team - LPT Realty.