Four Winds Condos for Sale

Welcome to Four Winds, an enchanting subdivision nestled in the heart of St. Augustine, Florida. Known for its charming coastal ambiance and rich historical tapestry, Four Winds offers a unique blend of tranquility and convenience, making it a perfect choice for those looking to embrace the Florida lifestyle.

This picturesque community is ideally situated just minutes away from the pristine beaches and vibrant downtown area of St. Augustine, where you can explore an array of delightful shops, exquisite dining, and captivating historical sites. Whether you're taking a leisurely stroll along the waterfront or indulging in the local cuisine, Four Winds places you at the center of it all.

The condos for sale in Four Winds present an exciting opportunity for both first-time buyers and seasoned investors. Each unit is thoughtfully designed with modern amenities and stylish finishes, ensuring comfort and elegance. Enjoy spacious living areas, well-appointed kitchens, and private balconies that offer stunning views of the surrounding landscape. Many condos feature community amenities such as swimming pools, fitness centers, and lush green spaces, fostering a vibrant community atmosphere.

Living in Four Winds means embracing a lifestyle filled with sunshine, outdoor adventures, and the warmth of friendly neighbors. Whether you’re looking for a vacation retreat or a permanent residence, this charming subdivision is a hidden gem that promises to exceed your expectations. Experience the best of St. Augustine living at Four Winds—where your dream home awaits!

Newest Four Winds Condos for Sale

$395,000

2 Beds ⋅ 2 Baths ⋅ 2149311 MLS

Wake up to ocean views from this beautifully updated, fully furnished 2-bedroom condo in the highly sought-after Crescent Beach. Located in the popular Four Winds community, this turnkey retreat offers the perfect blend of comfort, convenience, and coastal charm. If you want to use the property as a second home or in investment capital, the on-site management team at Four Winds can assist. Home direct beach access via 2 dune walkovers. A large gathering space, washer and dryer and a North-East facing covered patio with a partial ocean view. An updated kitchen with granite counters,& stainless steel appliances. Two spacious second level bedrooms. The property has two heated pools along with tennis courts and is income generating for the current owner. Home is being sold with all the furnishings and contents. located just minutes from historic Saint Augustine

8130 A1a Unit J12, Crescent Beach

$1,995,000

3 Beds ⋅ 4 Baths ⋅ 2143787 MLS

Set atop a privately gated island along the Intracoastal river, this south-facing waterfront penthouse occupies the premier position within an intimate six-residence luxury building. Rather than rising above the water like a high-rise, the residence sits at a height that keeps daily life closely connected to the river below, creating an immersive waterfront experience defined by movement, light, and nature. From its elevated vantage point, water and sky unfold in every direction as sunlight moves through the residence from morning through evening. A 150-foot wraparound terrace extends the living space outward, placing the river, passing wildlife, and boating activity directly into view. The setting offers a sense of escape while remaining grounded and livable. Spanning approx. 4,100 square feet, the penthouse lives with the scale, comfort, and presence of a true residence, equally well suited as a primary home or a refined secondary retreat.

2300 Front Street Unit 400, Melbourne

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The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of the Northeast Florida Multiple Listing Service, Inc. Real estate listings held by brokerage firms other than Realty Exchange LLC are marked with the listing broker’s name and detailed information about such listings includes the name of the listing brokers. Data provided is deemed reliable but is not guaranteed. © 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved. Data last updated