Revealed: 9 Things You Need To Know About Moving To St. Augustine, FL

Founded in 1565, it predates Jamestown by 42 years and Plymouth Rock by 55 years, making it the oldest continuously occupied European settlement in the United States. Walking through the city feels like stepping back in time, with Spanish colonial architecture, cobblestone streets, and centuries-old buildings creating a living museum.

Living in St. Augustine, FL, is a seamless blend of rich history and modern conveniences. While you can explore the iconic Castillo de San Marcos (the oldest masonry fort in the continental US) in the morning, you can enjoy contemporary dining, shopping, and entertainment in the evening. The city has carefully preserved its historical character while evolving to meet the needs of today’s residents. The stunning historical charm, coupled with the natural, organic beauty of the area, paints a stunning canvas of what living in St. Augustine looks like.

Fun Fact: St. Augustine is home to Treasury Street, the narrowest street in America at just seven feet wide. Originally designed to be only wide enough for two people carrying goods to pass each other, it’s now a charming photo spot for visitors and a daily reminder of the city’s unique history for residents.

2. A Variety of Neighborhoods to Fit Different Lifestyles

The real estate in St. Augustine, FL, offers diverse neighborhoods to match plenty of different lifestyles and personal preferences. Each area has its own distinct character and appeal, allowing you to find the perfect fit for your needs. Here’s just a glimpse into some top neighborhoods in St. Augustine, FL:

Historic Downtown:

• Heart of St. Augustine with walkable streets

• Historic homes, museums, galleries, restaurants, and shops

• Mix of restored colonial homes, Victorian mansions, and cottages

• Ideal for culture enthusiasts and pedestrian-friendly lifestyle seekers

Anastasia Island:

• Quintessential Florida beach lifestyle

• Connected to the mainland by the Bridge of Lions

• Features beaches, Anastasia State Park, and St. Augustine Lighthouse

• Homes range from beach cottages to modern coastal residences

• Perfect for beach lovers wanting easy city access

St. Augustine South & Shores:

• Suburban feel with waterway access

• Tree-lined streets, community parks, and boat-accessible homes

• Quieter lifestyle, short drive to downtown and beaches

Palencia & World Golf Village:

• Newer, master-planned communities

• Resort-style amenities: golf courses, pools, tennis courts, fitness centers

• Modern homes with community amenities

• Appeals to those seeking structured community and recreational opportunities

3. The Coastal Lifestyle & Outdoor Activities

St. Augustine's coastal location offers a lifestyle rich in outdoor recreation. The city boasts beautiful beaches. St. Augustine Beach is perfect for swimming and sunbathing, while Vilano Beach provides a more secluded spot for surfing and fishing.

The Matanzas River, Intracoastal Waterway, and Atlantic Ocean create a haven for water enthusiasts, offering opportunities for boating, fishing, kayaking, and paddle boarding. Many waterfront restaurants even allow boat access, combining dining with water activities.

St. Augustine is also home to numerous parks and nature preserves. Anastasia State Park's 1,600 acres feature unspoiled beaches, tidal marshes, and hiking trails. Nearby, Washington Oaks Gardens State Park showcases formal gardens and unique coquina rock formations.

With a year-round warm climate, outdoor activities are possible in every season, despite summer's higher temperatures and humidity. This constant access to outdoor recreation is a major draw for active lifestyle enthusiasts considering a move to St. Augustine.

4. The Vibrant Arts, Culture & Dining Scene

St. Augustine's vibrant arts and culture scene thrives despite its small size, drawing artists and musicians to its rich history and natural beauty. The historic district features numerous galleries, with the monthly First Friday Art Walk transforming Downtown into an open exhibition. The St. Augustine Amphitheatre and Ponte Vedra Concert Hall host national acts, while local venues showcase diverse musical genres.

The city's dining scene reflects its multicultural heritage, with fresh seafood and influences from Spanish, Minorcan, Greek, and Southern cuisines. Restaurants range from upscale establishments to casual seafood shacks, offering a variety of culinary experiences.

St. George Street and its surroundings are lined with local shops and boutiques, selling handcrafted jewelry, artwork, gourmet foods, and unique home décor. The weekly St. Augustine Farmers Market at the Amphitheatre offers fresh produce, artisanal foods, and handcrafted items, further enriching the local cultural tapestry.

5. Community & Small-Town Feel with Big-City Access

Despite being a popular tourist destination, St. Augustine maintains a strong sense of community and small-town charm. Locals often know each other by name, and community events bring residents together throughout the year. The hospitality industry’s prominence means friendliness is woven into the fabric of daily life.

The city’s walkable scale, particularly in the historic district, encourages interaction and connection. Neighborhood associations are active throughout St. Augustine, organizing events and advocating for residents’ interests. Many neighborhoods host regular gatherings, from block parties to holiday celebrations, fostering a sense of belonging.

When you need the amenities of a larger city, Jacksonville is just 40 miles north, offering additional shopping, dining, entertainment, and an international airport. Daytona Beach and Orlando are also within easy driving distance, providing access to more beaches, theme parks, and cultural attractions. Living in St. Augustine—a friendly, manageable hometown with big-city conveniences just a short drive away.

6. Education & Schools

St. Augustine is located in St. Johns County, which boasts one of Florida’s top-rated school districts. Public school options include elementary, middle, and high schools with strong academic programs, athletics, and extracurricular activities. Several private and parochial schools offer alternative educational approaches, including Montessori, classical education, and faith-based instruction.

For higher education, Flagler College stands as a crown jewel in Downtown St. Augustine. Housed in the former Hotel Ponce de Leon, a Spanish Renaissance masterpiece built by Henry Flagler in 1888, the college offers undergraduate programs in a stunning historic setting. St. Johns River State College provides associate and bachelor’s degrees as well as vocational training. The University of North Florida and Jacksonville University are both within commuting distance for those seeking additional options.

The combination of strong K-12 schools and accessible higher education makes St. Augustine an excellent choice for education-minded homebuyers.

7. Weather & What to Expect Year-Round

St. Augustine enjoys a subtropical climate with distinct seasons, though much milder than those found in northern states.

• Summer (June-September): Hot, humid, 90s°F, brief afternoon thunderstorms

• Fall (October-December): Cooler, 70s°F, lower humidity

• Winter (January-February): Mild, 60s°F, occasional cold snaps to 20s°F

• Spring (March-May): Early warmth, ideal for outdoor activities

• Hurricane Season (June-November): Peak risk: August-October, recent major storms: Matthew (2016), Irma (2017), Ian (2022)

• The city shows resilience with:

• Stringent building codes for newer homes

• Well-established emergency management systems

• Resident preparedness:

- Know evacuation routes and keep emergency supplies

- Consider hurricane shutters or impact-resistant windows

While hurricanes are a reality of coastal living, they shouldn’t deter potential residents—with proper preparation, these infrequent events can be managed safely.

8. No State Income Tax & Florida’s Tax Benefits

One of the significant financial advantages of moving to St. Augustine is Florida’s favorable tax structure. Florida is one of seven states with no state income tax, which can result in substantial savings for residents, especially those relocating from high-tax states.

Homeowners in Florida benefit from the Homestead Exemption, which can reduce the taxable value of your primary residence by up to $50,000. This exemption not only lowers your annual property tax bill but also caps the amount your assessed value can increase each year (3% or the Consumer Price Index, whichever is lower), providing predictability for future tax obligations.

Additional exemptions are available for seniors, veterans, and disabled individuals, potentially further reducing property tax burdens. Florida also does not impose an estate tax, making it attractive for retirement and estate planning.

These tax advantages allow homeowners to potentially redirect thousands of dollars annually from tax payments to home improvements, recreation, or savings. When considering the long-term financial implications of a move to St. Augustine, these tax benefits represent a significant advantage over many other locations.

9. Events & Festivals That Make St. Augustine Special

St. Augustine’s calendar is filled with events and festivals that celebrate its history, culture, and natural beauty. These gatherings not only provide entertainment for residents but also strengthen community bonds and showcase the city’s unique character.

Key Events

• Nights of Lights (mid-November - January):

• Historic district illuminated with millions of white lights

• Popular among locals and visitors alike

• Spring:

• St. Augustine Race Week: Sailboat races for youth and adults

• St. Augustine Food and Wine Festival: Regional and national culinary showcase

• Summer:

• Fourth of July: Fireworks Over The Matanzas on historic bayfront

• Fall:

• Spanish Wine Festival

• Greek Festival

• St. Augustine Film Festival

• Ongoing Events:

• First Friday Art Walk

• Farmers markets

• Concert series

• Historical reenactments

For new residents, participating in these community gatherings provides a wonderful way to become integrated into the fabric of St. Augustine's life.

Fun Fact: St. Augustine is the only city in the United States exhibiting every recognized species of crocodilian—the St. Augustine Alligator Farm Zoological Park, which was established in 1893 and is one of Florida’s oldest continuously running attractions.

As you consider making St. Augustine your home, take time to explore its various neighborhoods, experience its seasonal rhythms, and imagine yourself as part of this special community. With its unique blend of past and present, natural and cultural attractions, St. Augustine offers a living experience unlike any other in Florida—or perhaps anywhere else.

Matt Strickland and his team provide expert real estate buying and selling services in the greater Jacksonville area. With their local expertise, the Matt Strickland Team is ready to guide you through the process of finding the perfect property, or maximize your property's value and ensure a hassle-free selling experience. Whatever your needs or real estate questions are, they are at your service and ready to help!