Cypress Bay Real Estate

Welcome to Cypress Bay, a hidden gem nestled in the picturesque city of St. Augustine, Florida. This charming subdivision offers a unique blend of serene living and modern convenience, making it an ideal choice for families, retirees, and anyone looking to enjoy the beauty of coastal Florida.

Cypress Bay is characterized by its lush landscapes and stunning waterfront views, providing residents with a tranquil retreat from the hustle and bustle of everyday life. The community features an array of beautifully designed homes, each thoughtfully crafted to complement the natural surroundings. With spacious lots, contemporary architecture, and a variety of floor plans, there’s something to suit every lifestyle.

One of the standout features of Cypress Bay is its prime location. Situated just a stone's throw from the historic charm of downtown St. Augustine, residents can easily explore the city's rich history, vibrant arts scene, and delectable dining options. Whether you're strolling along the cobblestone streets or soaking up the sun on one of the nearby beaches, the allure of St. Augustine is never far away.

Families will appreciate the excellent schools and recreational opportunities available in the area. With parks, nature trails, and community events, Cypress Bay fosters a strong sense of community and connection among its residents.

Embrace the Florida lifestyle in Cypress Bay, where coastal living meets community spirit. Discover your dream home in this idyllic subdivision and enjoy all that St. Augustine has to offer!

Newest Listings in Cypress Bay

$239,900

2 Beds ⋅ 3 Baths ⋅ 2166547 MLS

Welcome to low-maintenance living in Cypress Bay! This well-maintained 2-bedroom, 2.5-bathroom townhome was built in 2018 and features a desirable open floor plan designed for comfortable everyday living and easy entertaining. The kitchen offers wood cabinetry, stainless steel appliances, and a convenient peninsula with room for seating, creating a natural gathering space that opens to the living and dining areas. A half bathroom on the first floor adds convenience for guests. Upstairs, both the primary and guest bedrooms feature private en suite bathrooms, offering comfort and privacy for everyone. Step outside to the rear patio and fully fenced backyard, where vinyl privacy fencing creates a private outdoor retreat--with no grass to mow, making maintenance a breeze. With short-term rentals permitted with a 1-month minimum, this home offers flexibility for homeowners and investors alike. Cypress Bay is conveniently located near major highways, shopping, dining, and entertainment, including a nearby theater. Enjoy easy access to all that St. Augustine has to offer, with both St. Augustine Beach and historic downtown less than 20 minutes away. Whether you're looking for a primary residence, low-maintenance second home, or investment opportunity, this Cypress Bay townhome is ready to welcome you home! Furnishings are negotiable.

256 Whitland Way, St. Augustine

Start Your Search

The data relating to real estate listings on this website comes in part from the Internet Data Exchange (IDX) program of Multiple Listing Service of Southern Arizona. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listings provided by brokerages other than Integrity One Properties are identified with the MLSSAZ IDX Logo. All Information Is Deemed Reliable But Is Not Guaranteed Accurate. Listing information Copyright 2026 MLS of Southern Arizona. All Rights Reserved.