Surfwind Estates Real Estate

Welcome to Surfwind Estates, a hidden gem nestled in the heart of St. Augustine, Florida. This picturesque subdivision offers a perfect blend of coastal charm and modern convenience, making it an ideal place for families, retirees, and anyone looking to embrace the Florida lifestyle.

Located in St. Johns County, Surfwind Estates is just a stone's throw away from the stunning beaches of St. Augustine, where golden sands meet the sparkling Atlantic Ocean. Residents enjoy easy access to a wealth of outdoor activities, from surfing and paddleboarding to leisurely strolls along the shoreline. The area's natural beauty is complemented by lush parks and scenic trails, perfect for biking, walking, or simply soaking in the breathtaking views.

Surfwind Estates boasts a welcoming community atmosphere, where neighbors become friends and families thrive. The subdivision features well-designed homes that reflect Florida's coastal aesthetic, with open layouts, spacious backyards, and modern amenities that cater to today’s lifestyle. Whether you’re hosting a barbecue or enjoying a quiet evening under the stars, this community is designed for both relaxation and entertainment.

In addition to its idyllic setting, Surfwind Estates is conveniently located near top-rated schools, shopping centers, and dining options, ensuring that everything you need is within reach. Experience the rich history and vibrant culture of St. Augustine, with its charming streets, historic landmarks, and lively events.

Discover your dream home in Surfwind Estates, where coastal living meets community spirit. Come and experience the magic of St. Augustine—your paradise awaits!

Newest Listings in Surfwind Estates

$499,000

2 Beds ⋅ 2 Baths ⋅ FC319530 MLS

Welcome to this beautifully renovated beach house, where every detail has been thoughtfully updated inside and out. Whether you're searching for a primary residence, second home, or investment property, 208 Trade Wind offers the perfect blend of coastal charm and modern convenience. From the moment you arrive, you'll appreciate the home's inviting curb appeal, featuring mature landscaping, a new privacy fence, and a welcoming front porch with a brand-new deck and sitting area. Inside, the home shows like a model with luxury vinyl plank flooring (no carpet), smooth walls and ceilings, abundant natural light, and tasteful coastal finishes, including custom shiplap accents. The floor plan features two spacious bedrooms, each with its own en-suite bathroom, a formal dining room, and a versatile office/flex space that's perfect for working from home, accommodating guests, or a hobby room. The beautifully renovated kitchen and bathrooms feature stylish finishes like stainless steel appliances, soft-close cabinets, tiled showers, updated lighting, and a clean, timeless design that makes the home completely move-in ready. Step outside to the expansive screened lanai, offering the perfect space to entertain, dine outdoors, or simply enjoy Florida's beautiful weather, rain or shine. The backyard has been thoughtfully designed for low-maintenance living with attractive walkways, stepping stones, rain barrels, mature landscaping, and a sizeable storage shed. Major improvements provide peace of mind for years to come, including a new roof (2023), HVAC, Water heater, complete home re-pipe, updated electrical panel, water softener, and new windows throughout the home. Full list of upgrades available upon request! The home is high and dry in flood zone X (no flood insurance required), with no HOA or CDD fees, and no minimum leasing restrictions. Whether you're looking for a full-time residence, vacation home, or income-producing investment, this property offers outstanding potential. Ideally located just minutes from the beach, local restaurants, shopping, and historic downtown St. Augustine, this turnkey home is ready for its next owner. Showings begin June 27, 2026.

208 Trade Wind Lane, Saint Augustine

$499,000

2 Beds ⋅ 2 Baths ⋅ 2152450 MLS

208 Trade Wind Lane, St. Augustine

$460,000

3 Beds ⋅ 2 Baths ⋅ 2132619 MLS

Discover the epitome of island living at 241 Tropic Way, a charming and beautifully updated 3-bedroom, 2-bath home on Anastasia Island. This TURNKEY gem is perfect as a primary residence, a second home, or a savvy investment opportunity. With fresh updates including stainless steel appliances, granite countertops, and sleek laminate flooring throughout, this home offers modern style and effortless functionality. The open-concept kitchen flows seamlessly into the living area, creating a welcoming space to gather with family and friends. Step outside to your private backyard oasis, complete with a deck perfect for evening BBQs, a putting green for casual fun, and a cozy fire pit to enjoy under the stars.

241 Tropic Way, St. Augustine

$230,000

2124196 MLS

Prime Corner Lot on Anastasia Island - Your Beachside Dream Awaits! Nestled in the established coastal community of Surfview Estates, located on beautiful Anastasia Island, this spacious corner lot offers the perfect canvas for your dream home. Just minutes from the sandy shores, you can design a custom beach retreat with a private pool, lush tropical landscaping, and all the coastal-inspired touches you desire. With endless possibilities, this property provides the ideal setting for a laid-back island lifestyle—whether you envision a modern seaside escape, a charming coastal cottage, or a luxurious 2-story. Enjoy the ocean breeze, nearby dining and shopping, and the relaxed atmosphere that makes Anastasia Island one of Florida's most sought-after destinations. Don't miss this rare opportunity to build your dream home in paradise!

299 Tropic Way, St. Augustine

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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