Just across the Bridge of Lions from historic downtown St. Augustine lies a coastal treasure with a laid-back lifestyle. It offers rich natural beauty and unique real estate opportunities, including homes for sale in St. Augustine FL. Anastasia Island is more than a destination — it’s a way of life.
Bordered by the Atlantic Ocean and the Matanzas River, this barrier island offers a lifestyle that balances conservation, recreation, and culture. Whether you’re searching for a waterfront estate, a vacation home with rental potential, or a quiet place to call home, Anastasia Island offers something truly special. Properties there are highly sought after in St. Augustine FL.
A Distinctive Real Estate Market
The real estate market on Anastasia Island is as varied as the landscape. You’ll find oceanfront estates with sweeping views, charming Old Florida beach cottages, modern townhomes, and homes with private docks. These are tucked along the Intracoastal Waterway, representing the diverse homes for sale.
Deep water access is a major draw for boaters and waterfront lovers. These homes not only offer unbeatable views but also the rare ability to launch right from your backyard. Consequently, properties with boating access and proximity to the beach are particularly sought after. Inventory tends to move quickly due to the island’s limited size and high demand.
Nature All Around You
What truly sets Anastasia Island apart is its preserved natural beauty. Anastasia State Park spans more than 1,600 acres of protected dunes, coastal hammocks, and tidal marshes. This provides endless opportunities to explore and unwind, for both residents and visitors drawn to homes for sale in this beautiful part of St. Augustine FL.
This is one of the few places in Florida where the pace of life slows down. Here, the natural world still takes center stage.
Drive-On Beach Access
Anastasia Island is one of the rare communities where you can drive directly onto the beach. For many locals, it’s a beloved ritual — loading up the car with chairs, coolers, and surfboards, and cruising out for a day in the sun. It’s not just convenient; it’s part of the island’s relaxed, no-fuss lifestyle, which is closely tied to real estate offerings.
Deep Water Access for Boaters
For those drawn to life on the water, Anastasia Island offers excellent access to the Intracoastal Waterway and beyond. Many homes are situated along canals and the Matanzas River. These offer deep water dockage perfect for sailboats, fishing vessels, or weekend cruisers, attracting those interested in waterside homes.
The ability to live just steps from your boat — and head out into the Atlantic or explore Florida’s waterways on a whim — is a major lifestyle advantage. This sets Anastasia apart from other beach communities.
Close to Historic Downtown St. Augustine
One of the biggest perks of living on Anastasia Island is its proximity to downtown St. Augustine — the nation’s oldest city. Just a short drive or bike ride over the Bridge of Lions, residents can enjoy the best of both worlds. The peaceful island living comes with quick access to vibrant culture and history, making homes for sale here quite attractive.
From cobblestone streets and Spanish colonial architecture to art galleries, local boutiques, and award-winning restaurants, downtown St. Augustine is a treasure trove of experiences. The city hosts festivals, concerts, and events year-round — and it’s all just minutes away.
St. Augustine Amphitheatre: A Cultural Hub on the Island
Located right on Anastasia Island, the St. Augustine Amphitheatre is one of the region’s most beloved venues. Tucked beneath a canopy of live oaks, the Amphitheatre hosts an impressive lineup of concerts, seasonal events, and a popular Saturday farmers market. This brings together island life with real estate aspirations.
Whether you’re seeing a favorite band under the stars or spending a morning browsing local produce and artisan goods, the Amphitheatre is an anchor of island life. It brings together music, community, and culture in a uniquely beautiful setting.
Conservation That Preserves Character
Anastasia Island isn’t just about beautiful homes and beaches — it’s a place that respects and protects its environment. Local efforts have kept development in check, preserving natural landscapes and wildlife habitats while maintaining the island’s low-key charm. This is a big draw for potential buyers looking at homes for sale in St. Augustine FL.
Places like Fort Matanzas National Monument, Anastasia State Park, and various estuarine reserves reflect a deep commitment to sustainability. This focus on conservation enhances the quality of life — and helps safeguard long-term property values in the area. For more information contact Kim and Jenn.
Looking for homes in Ponte Vedra, Neptune Beach, Atlantic Beach, or Jacksonville Beach? Contact KMF and JMF Real Estate. Kim and Jennifer are the founders of the the KMF | JMF Group and founding agents at the Douglas Elliman Ponte Vedra office with career sales over $1B. They have over 30 years of experience in the St Augustine area. Start your real estate journey with Kim 904-699-9993 and Jennifer 904-524-6000 today.
