Landing At Olde Florida Real Estate

Welcome to Landing at Olde Florida, a picturesque subdivision nestled in the heart of St. Augustine, Florida. This charming community is a hidden gem in St. Johns County, offering a perfect blend of serene natural beauty and modern convenience. With its lush landscapes and tranquil surroundings, Landing at Olde Florida is ideal for those seeking a peaceful retreat while still being close to the vibrant culture of historic St. Augustine.

The subdivision features a variety of beautifully designed homes, each thoughtfully crafted to complement the stunning environment. Residents enjoy spacious layouts, modern amenities, and the opportunity to personalize their living spaces. Whether you’re a growing family, a retiree, or a first-time homebuyer, Landing at Olde Florida has something to suit your lifestyle.

One of the standout features of this community is its proximity to some of Florida's most beautiful beaches. Just a short drive away, you can bask in the sun, enjoy water sports, or take leisurely strolls along the sandy shores. Additionally, the historic charm of St. Augustine is just minutes from your doorstep, with its cobblestone streets, unique shops, and renowned dining options.

For those who love the outdoors, the area is surrounded by scenic parks and nature trails, perfect for hiking, biking, or simply enjoying a picnic with family and friends. Furthermore, top-rated schools and essential amenities are conveniently located nearby, making Landing at Olde Florida an ideal place to call home.

Discover the enchanting lifestyle that awaits you in Landing at Olde Florida, where community spirit and natural beauty come together to create a truly exceptional living experience.

Newest Listings in Landing At Olde Florida

$629,990

4 Beds ⋅ 5 Baths ⋅ 2148413 MLS

MODEL HOME FOR SALE and LEASE BACK. Investment Loans or Cash ONLY.Discover the thoughtfully designed Crane II, where style meets effortless living. This spacious single-story home features an open-concept layout with a stunning gourmet kitchen at the heart, complete with a large island, quartz countertops, designer cabinetry, and seamless flow into the dining and family room with tray ceilings--perfect for entertaining. The private primary suite offers a relaxing retreat with a luxurious bath and generous closet space, while three additional bedrooms and a versatile home office provide flexibility for today's lifestyle. Enjoy indoor-outdoor living with an expansive covered lanai ideal for year-round gatherings. Call for details and terms.

37 Cypress Bluff Way, St. Augustine

$449,990

3 Beds ⋅ 2 Baths ⋅ 2135120 MLS

This to-be-built Crane II is one of the many floor plan offered. This is a unique opportunity to personalize your new home from the ground up. There is still time to select your preferred flooring, countertops, cabinetry, and other design finishes, allowing you to create a home that truly reflects your style. With I-95 only minutes away, everyday convenience is effortless. Spend the afternoon shopping at the St. Augustine Outlets, enjoy a round of golf at nearby courses such as Royal St. Augustine Golf & Country Club, or take a quick trip to the beach for sunset. As the final phase of the established Olde Florida community, homeowners benefit from a beautifully maintained neighborhood atmosphere without the added expense of CDD fees--a rare advantage in new construction communities. Discover the perfect blend of coastal lifestyle, modern home design, and convenient access to everything St. Augustine has to offer.

128 Cypress Bluff Way, St. Augustine

$390,900

3 Beds ⋅ 3 Baths ⋅ 2117593 MLS

Build to Order Opportunities! The Pelican is one of many plans available to build and personalize in Landing at Olde FL. Tucked away in the back of the beautifully established Olde Florida neighborhood, we have 25 total opportunities for you to find and build your perfect home! All lots back up to preserve, so you will have optimal privacy at all times. Call for more information TODAY! Pricing will vary depending on floor plan, lot premiums (if any) and options you choose to include in your brand new home. Photos are computer generated renderings. Colors and options will vary.

50 Cypress Bluff Way, St. Augustine

$469,990

4 Beds ⋅ 3 Baths ⋅ 2074385 MLS

This home qualifies for 2.99% financing with Seller's preferred lender. Conditions apply - call for details! The Hilton II has every space you need from 4 beds, 3.5 baths PLUS a study! This home includes the optional Super Shower as well as the powder bath and study up front. Landing at Olde Florida is a new construction home community that features a wide range of award-winning floor plans surrounded by a convenient location, only five miles from the pristine, white sand beaches and world-class shopping of historic downtown St. Augustine. Nestled just minutes from I-95, your new home will be a short drive to all the action, whether you prefer a quick visit to the St. Augustine Outlets, fancy a round of golf at the many nearby courses including Royal St. Augustine, or want to kick back at Vilano Beach, this neighborhood offers the perfect blend of convenience and charm. This is the final phase of the established and well-maintained Olde Florida neighborhood

113 Cypress Bluff Way 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