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
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
SEVEN UNITS IN TOTAL TO BE PURCHASED ALL TOGETHER FOR $1,350,000 (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
Have your home and rent it too. Tucked just three blocks from the ocean at the end of a quiet, cul-de-sac-style street, this well-kept duplex delivers the best of St. Augustine Beach living with steady rental income, walkability, and that laid-back coastal vibe everyone wishes they had year-round. The coveted “numbered streets” are prized for a reason: you’re steps to the sand, zoned for a top-rated elementary school, and surrounded by a lifestyle most people only get on vacation. This multifamily setup gives you options: Live in one side and rent the other, or operate as a combination of long-term & 30 day rentals (no short term rental license). Both units are leased at strong monthly rates (Unit A: $1875/mo, Unit B: 1650$/mo).
Beautifully updated and highly functional duplex in the coveted ‘Letter Streets’ of Coquina Gables, just one block from the Atlantic Ocean and steps to St. Augustine Beach’s best restaurants, coffee shops, bars, and local retail, offering the quintessential beach lifestyle with exceptional investment potential. Opportunities like this rarely come to market. Each residence features a desirable townhome layout with no one above or below you, and Units A and B mirror one another with an open first-floor design that blends kitchen, living, and dining spaces seamlessly, all opening onto a covered back porch and fully fenced yard. This setup is ideal for primary living, long-term rental income, or a live-on-one-side and lease-the-other strategy to significantly reduce expenses in one of the most sought-after coastal locations on Anastasia Island.
Construction is complete on this investment opportunity in Vilano Beach! Four side-by-side NEW single-family pool homes. Each home features 1,800 sqft living space, 4 beds, 3.5 baths, one-car garage, saltwater pool, LVP flooring throughout, and impact resistant windows. Perfectly designed for vacation rentals, located walking distance to the beach and minutes from historic St. Augustine's top attractions, dining, and entertainment. Whether you're looking for an incoming producing rental property or your own beachside retreat, this prime location delivers both relaxation and strong investment potential. 2-10 Builders Home Warranty included with purchase. List price is for all four homes, but can also be sold individually.
In the very heart of downtown St. Augustine, just one block from the town square, sits a fully renovated, commercially zoned triplex that stands out as one of the city’s strongest-performing short-term rental investments. Freshly reimagined from the ground up in 2023–2024 with new kitchens, new baths and all new designs. Guana Carriage House is offered as a 100% turn-key property and requires no further capital expenditure to maintain peak operation. With unrestricted nightly rental zoning (CL-1), ample on-site parking and modern interiors, your guests will be just a short walk to restaurants, shops and attractions. Each unit has its own outdoor area and the front porch is for the afternoon breezes. No detail has been overlooked for our guests. This asset consistently achieves near-full occupancy during peak seasons and delivers robust year-round cash flow. Forward bookings are already secured and fully transferable, allowing a new owner to begin generating income the day of closing.
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.
Welcome to The Sister Cottages — two beautifully restored historic homes in St. Augustine’s sought-after Abbott Tract. Sold together as a turnkey short-term rental portfolio with a transferable LLC, this rare offering provides both flexible living and exceptional income potential in one of Florida’s most desirable destinations. Completely rebuilt from the ground up in 2019, these residences blend classic craftsmanship with modern comfort, creating a pair of timeless retreats that celebrate the city’s heritage while embracing today’s lifestyle. Big Sister Cottage, originally constructed in 1844, stands as a masterwork of preservation and design. Every detail reflects a deep respect for its storied past — from reclaimed wood beams and cypress accents to crystal chandeliers, as well as curated antiques and art. With three bedrooms and three full baths, the home offers high ceilings, sunlit living areas, and a gracious front porch that evokes the charm and soul of the Old City.
Investor's Dream by the Coast! This high-performing triplex in Crescent Beach offers an incredible opportunity just a short walk to both the river and the beach. With approx. $110K in gross income, it's ideal for short, mid, or long-term rental strategies. Each unit features its own entrance, kitchen, and private outdoor space. With a 4.9+ star Airbnb rating, a strong rental history, and consistent occupancy, this is a solid income-producing asset. Offered fully furnished with stylish interiors, it's a ready-made addition to any investment portfolio. Full financial summary available upon request.
This 5 (easily 6) bedroom, 4.5 bath GEM is an AMAZING OPPORTUNITY in historic St Augustine to own a SOURCE of STEADY INCOME! Property consists of 4 units with a proven rental income history that the owner is happy to share with a qualified buyer. One unit is leased annually, and the other 3 others are Airbnb/ VRBO rentals. A buyer may choose to live on site and enjoy running this profitable business in America's oldest city or keep it as it is currently a full rental property. One can walk to fine dining, shopping, boating, attractions and festivals (just a few blocks from the fairgrounds). You /your guests can enjoy the splendor of St Augustine's famous Nights of Lights from mid-November through late January every year. Seller has reservations from repeat visitors stretching into 2026. Seller happy to work with new owners for a seamless transition so you earn $$$ starting
FOR SALE: Charming Island Triplex – Ideal Income-Producing Property in Prime Location, Generating over 6k a month in rental income. An Island property full of potential and charm. This triplex—a unique combination of a duplex and a single-family unit—is nestled in a peaceful, tree-lined neighborhood just two streets off scenic A1A. Surrounded by mature landscaping, this property offers excellent income opportunities and a fantastic location. Property Overview: Duplex: Two mirrored 1 Bed / 1 Bath units (~567 sq ft each) Features: Hardwood floors, wood ceilings and walls, tile showers, private laundry/storage rooms Single-Family Unit (above garage): 2 Bed / 1 Bath (~858 sq ft) Same charming finishes with potential to add more living space Bonus Space: The entire ground floor of the single-family unit is wide open—perfect for creating into an additional unit, workshop, or use as oversized garage.
Located along the quiet, increasingly sought-after stretch of Riberia Street just north of Lincolnville, 251 Riberia offers a rare investment opportunity in the heart of historic St. Augustine. This fully furnished, income-producing property includes three distinct rental units, two garages, private outdoor areas, and ample parking—all just minutes from the waterfront and downtown. Zoned for nightly rentals, it's ready to generate strong returns from day one. The largest unit, “Family Tides,” is a spacious three-bedroom, two-bath home perched above the garages, with a balcony that looks out over the marina. Inside, a refined coastal palette sets the tone—white cabinetry, granite countertops, stainless appliances, and soft blue hues create a light, breezy feel. The primary bedroom features an en suite bath and generous closet space, while two additional bedrooms share a beautifully updated hall bath.
Three Homes – One Investment Package 160 Blanco Street, 110 Moore Street & 134 Moore Street Seller Financing Available Exceptional multifamily investment opportunity in the heart of St. Augustine. Offered together, 160 Blanco Street, 110 Moore Street, and 134 Moore Street create a rare portfolio for investors, 1031 exchange buyers, or those seeking income-producing real estate with long-term appreciation. Each home features modern upgrades and hurricane-resilient construction, designed for low-maintenance ownership and durability. Perfectly positioned near Flagler College, historic downtown, shopping, dining, and beaches, these properties benefit from strong demand for both short-term and long-term rentals. With seller financing available, this three-home package offers unmatched flexibility to expand your portfolio in one of Florida’s most dynamic markets.
Discover the best of St. Augustine living in this charming duplex, perfectly situated at 37 Evergreen Avenue! This duplex offers an incredible opportunity for homeowners and investors alike. With a desirable location in the heart of West St. Augustine, you'll enjoy a peaceful residential setting with the vibrant city at your fingertips. Each unit features: 2 bedrooms and 2 bath, providing comfortable and private living spaces. An eat-in kitchen, perfect for casual dining and gathering. Spacious living areas and bedrooms, offering plenty of room to relax. Convenient washer and dryer hookups in each unit. Central heating and air conditioning for year-round comfort. Built in 2002, this single-story duplex is situated on a 5,663 sq ft lot with off-street parking, providing ease and convenience for residents. The property's location offers easy access to major roads and is just a short distance from everything St. Augustine has to offer. This location is versatile in so many ways!
Mixed-use property in a prime downtown location in Florida's premier historic destination. This extensively upgraded property is made up of two buildings. One building, circa 1920, consists of a ground-floor commercial space currently used as a restaurant, with two residential apartments upstairs. The upstairs units have separate entrances and parking and are currently occupied with long-term tenants. The Highest and Best Use to maximize rental income could be a conversion to one or two short-term rentals. The proximity and walkability to the Historic area of St. Augustine make this a highly desirable option. The commercial tenant is in a long-term lease and has a reputation as one of the finest restaurants in North Florida! In addition, there is a separate, stand-alone cottage circa 1917, with a long-term tenant. The buildings have strong demand due to the excellent location and on-site parking. Tremendous opportunity to generate stable rental income.
Duplex for sale in the Heart of Downtown St Augustine! This two-story Victorian Home is currently set up as two separate units and offers 3 bedrooms and 1 bathroom in each unit. Recently updated and fully occupied, this property offers off street parking, two exterior porches and fully renovated upstairs unit! Prime location, just a short walk to downtown shops, restaurants and campus. Long term renters in place, with lots of potential at this location to continue as a long term rental, change to vacation rentals (weekly) or even convert back to single-family. Driveway gives access to parking in the rear of the property. 1 small space out front and street parking is available. Survey and updates list on file.
Exceptional Investment Opportunity - 6-Bedroom Income-Producing Property Near Downtown St. Augustine Discover a unique 5-bedroom home with an additional, separately leased 6th bedroom ideal for Airbnb - offering excellent income-producing potential. Each bedroom is individually leased, making it a strong cash-flowing investment. The shared living room, kitchen, bathrooms, and yard create a welcoming and communal atmosphere for tenants or guests. Located in close proximity to downtown St. Augustine, the Bridge of Lions, waterfront views, restaurants, and boutique shopping, this property is perfectly positioned for both long-term and short-term rental success. Whether you're an investor looking for consistent rental income or a buyer seeking a property with flexible living and leasing options, this home offers location, versatility, and high ROI potential. *** OWNER OPEN TO ALL REALISTIC OFFERS ***
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.
Exceptional Investment Opportunity on Anastasia Island! This well-maintained duplex offers immediate income potential with long-term tenants who treat the property as their own. Located just a short stroll to the beach and ocean, it's a rare chance to invest in one of Florida's most desirable coastal communities. Each unit features 2 bedrooms and 1 full bathroom with open-concept layouts designed for comfortable island living. Interiors include durable LVP and tile flooring, abundant wood cabinetry, stainless steel appliances, and dining areas that accommodate six. Bright living areas and spacious bedrooms provide room for both relaxation and remote work. Additional features include an epoxy-coated garage floor in Unit B,
Excellent Potential in the Heart of Historic Lincolnville! Nestled on a peaceful street in beloved Lincolnville—a neighborhood on the National Register of Historic Places—this charming 1920s two unit home offers the perfect blend of historic character, modern flexibility, and unbeatable location. Surrounded by historic homes, ancient oaks, and welcoming porches, this is true Old Florida living—with serious income potential. Directly next door to the Lincolnville Museum and Cultural Center, this two-unit property is a rare find. The ground floor features a beautifully maintained 3-bedroom, 1-bath vacation rental, while the upstairs hosts a cozy studio apartment with a full kitchen, currently leased to a long-term tenant. Whether you're looking to rent both units, live in one and lease the other, or maybe convert it to a full-time residence, the options here are endless.
BUILDERS LOSS-YOUR GAIN-Priced well below builders cost at 195 a foot. Bring your RV or Boat- NO HOA. Brand new construction-never been lived in. Welcome to this rare and lucrative investment opportunity — a full duplex offering two spacious, brand new units under one roof. Whether you're an investor looking for strong rental income or a homeowner seeking to live in one unit while renting the other, or a family compound ,this property delivers unbeatable value and flexibility. Each side of the duplex features 5 bedrooms and 3 bathrooms,2 car garages,new gourmet kitchens, and private entrances, providing both comfort & privacy for tenants or owner-occupants. The unit's new top of the line finishes include wood flooring & Quartz countertops. Located in a desirable neighborhood close to beaches, shopping, and major commuting routes, this duplex is ideally positioned for consistent rental demand or luxury family living. HIGHEST & BEST BY 10/30
Absolutely Stunning 1930's Waterfront historic gem with in-law suite or 2 separate units one upstairs and one downstairs. This fully restored vintage multifamily is looking for an owner that loves to relax waterfront. Picturesque sunroom with slide open windows allows you to enjoy heat, cool or nature at any time of the day. Jumbo party paver deck fenced with custom built mermaid salt water inground pool. Large spacious kitchen with custom woodwork to bring back its original beauty, newer appliances, granite countertops and sparkling backsplash. Separate In-law suite w/full kitchen. Both units share pool deck and pool. Main house offers 2 bedrooms, 1 bath plus a bonus kids' room and a bonus front room. This multifamily duplex is spacious in every room.
Newly renovated 2,500 SF duplex being offered fully furnished and just a block off St Augustine Beach! You'll hear the ocean from this fully renovated multi-family property. Each 1,250sf unit offers 2 bedrooms and 1.5 baths with luxury finishes including vinyl plank flooring, gorgeous kitchens with white shaker cabinets, granite tops and SS appliances. Plenty of driveway parking, paver front porches and fenced backyards with patios! This duplex is the perfect investment opportunity for long term rents. Located near coffee shops, dining, and shopping this is the ideal spot for anyone wanting to live the beach lifestyle. Seller financing available with 20% down, at market rate and 3 year balloon. Enjoy!
Welcome to 8 Davis Street, a versatile duplex offering two spacious 2 bed / 1 bath units—one upstairs and one downstairs—perfect for rental income, multigenerational living, or a full-time residence with guest accommodations. Enjoy the Florida lifestyle on the large covered back deck, ideal for outdoor dining, relaxing, or entertaining. With plenty of off-street parking, convenience meets charm in this well-located property. Situated just steps from the thriving West King Street corridor, you're a short walk to local favorites like Muggsy’s Bar, BOG Brewery, Blue Hen Café, and Buena Onda Café. Ride your bike or take a scenic stroll into historic downtown St. Augustine, or enjoy easy access to Interstate 95 and the beautiful beaches just a short drive away. Whether you're looking to invest, live in one unit and rent the other, or create a short-term rental opportunity, 8 Davis Street offers unmatched flexibility in one of St. Augustine’s most exciting neighborhoods.

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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.