Cypress Bay Condos for Sale

Welcome to Cypress Bay, a hidden gem nestled in the heart of St. Augustine, Florida. This charming subdivision offers a unique blend of tranquility and convenience, making it an ideal choice for those seeking a serene lifestyle without sacrificing access to the vibrant cultural offerings of the historic city. With its lush landscapes and picturesque views, Cypress Bay is a community that truly embodies the essence of Florida living.

Cypress Bay boasts a selection of stunning condos for sale, perfect for first-time buyers, retirees, or anyone looking to invest in a piece of paradise. Each condo is designed with modern living in mind, featuring open floor plans, updated kitchens, and spacious balconies that invite you to soak in the breathtaking views of the surrounding nature. Residents enjoy access to a variety of amenities, including a sparkling community pool, fitness center, and beautifully landscaped walking trails, ensuring a lifestyle filled with leisure and wellness.

Located just minutes away from St. Augustine’s pristine beaches, historic sites, and vibrant dining and shopping options, Cypress Bay offers the perfect balance of relaxation and excitement. Whether you’re exploring the charming cobblestone streets of the Old City or enjoying a sunset at the beach, you’ll find that this community is a gateway to endless adventures.

If you’re ready to embrace the Florida lifestyle, explore the condos for sale in Cypress Bay today. Your dream home awaits in this idyllic community, where comfort and convenience come together in perfect harmony. Don’t miss your chance to be part of this enchanting neighborhood!

Newest Cypress Bay Condos for Sale

$285,000

3 Beds ⋅ 2 Baths ⋅ 261865 MLS

Welcome to elevated coastal living in this beautifully upgraded 3-bedroom, 2.5-bathroom townhome offering 1,643 square feet of move-in ready comfort just minutes from everything St. Augustine is known for—historic charm, pristine beaches, and waterfront living. From the moment you step inside, you’ll notice the thoughtfully curated designer touches and high-end finishes that create a clean, modern coastal aesthetic throughout. The completely updated interior features all-new light fixtures in every space, complemented by luxury vinyl plank flooring that flows seamlessly from room to room. The kitchen is a true showpiece, boasting custom-built cabinetry extended to the ceiling with soft-close doors and drawers, a stylish backsplash, and stunning butcher block countertops finished for durability and water resistance. Whether entertaining or enjoying a quiet night in, this space blends beauty with functionality.

249 Whitland Way, St Augustine

Courtesy of Keller Williams Realty Atlantic Partners St Augustine

Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.