Landing At Olde Florida Homes for Sale

Welcome to Landing At Olde Florida, a picturesque subdivision nestled in the heart of St. Augustine, Florida. This charming community perfectly blends coastal living with modern conveniences, making it an ideal destination for families, retirees, and everyone in between. With its serene atmosphere and beautiful surroundings, Landing At Olde Florida offers a unique lifestyle that captures the essence of Florida living.

The homes for sale in Landing At Olde Florida are designed with elegance and functionality in mind. Featuring a variety of architectural styles, each residence boasts spacious layouts, inviting outdoor spaces, and high-quality finishes that cater to today’s discerning buyers. Whether you’re seeking a cozy cottage or a grand family home, you’ll find an array of options that suit your needs and preferences.

Situated just minutes away from the historic charm of downtown St. Augustine, residents enjoy easy access to world-class dining, shopping, and entertainment. The community is also conveniently located near pristine beaches, lush parks, and recreational areas, providing endless opportunities for outdoor enthusiasts. Imagine weekends spent exploring the nearby coastline or enjoying a leisurely stroll through the vibrant streets of America’s oldest city.

At Landing At Olde Florida, you’re not just purchasing a home; you’re investing in a lifestyle filled with warmth, community, and adventure. With homes for sale that are as diverse as the residents themselves, now is the perfect time to discover your dream home in this enchanting neighborhood. Come experience the magic of Landing At Olde Florida, where your ideal Florida lifestyle awaits!

Newest Landing At Olde Florida Homes for Sale

$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