Island Cottages Homes for Sale

Welcome to Island Cottages, a charming subdivision nestled in the historic city of St. Augustine, Florida. This picturesque community offers a unique blend of coastal living and small-town charm, making it an ideal choice for families, retirees, and anyone seeking a tranquil lifestyle just moments from the Atlantic coast.

Island Cottages is characterized by its beautifully designed homes, each exuding a warm and inviting ambiance. With a variety of floor plans to choose from, potential homeowners can find the perfect fit for their needs. The homes are thoughtfully constructed with modern amenities, spacious layouts, and stunning outdoor spaces that are perfect for enjoying the Florida sunshine. Many properties feature lush landscaping, private patios, and even community access to serene natural areas.

Living in Island Cottages means embracing a lifestyle filled with outdoor adventures and cultural experiences. Residents can take leisurely strolls along the nearby beaches, explore the historic sites of St. Augustine, or indulge in the local culinary scene. The community is conveniently located near schools, shopping centers, and recreational facilities, ensuring that everything you need is just a short drive away.

Currently, there are fantastic homes for sale in Island Cottages, offering an excellent opportunity to invest in your dream home in this idyllic setting. Whether you're looking for a cozy retreat or a spacious family residence, Island Cottages has something for everyone. Don’t miss your chance to be part of this vibrant community—explore the available listings today and discover the enchanting lifestyle that awaits you in St. Augustine!

Newest Island Cottages Homes for Sale

$729,000

3 Beds ⋅ 2 Baths ⋅ FC320687 MLS

Welcome to 136 Island Cottage Way, an exceptional residence within Island Cottages — an exclusive gated enclave of just 23 homes on Anastasia Island. Majestic oaks frame the entrance, while refined coastal architecture defines this private, serene community, mere minutes from pristine beaches and the historic charm of St. Augustine. Distinguished as one of only two single-story homes in the neighborhood, this residence embodies timeless Key West-inspired coastal elegance. A welcoming front porch, classic white picket fence, metal roof, and thoughtfully designed landscape lighting create outstanding curb appeal and island character. Convenient rear-alley access leads to the two-car garage, preserving the home’s graceful front elevation. Situated at a desirable elevation in Flood Zone X, the home has been meticulously updated throughout. Recent enhancements include fresh exterior paint, new flooring, elegant bathrooms, and a refined kitchen featuring quartz countertops, ceiling-height custom cabinetry with convenient pull-outs, a counter-depth refrigerator, and a separate beverage refrigerator — ideal for both everyday living and effortless entertaining. An on-demand water heater adds modern efficiency and comfort. The primary suite bathroom stands as a true spa-like sanctuary. Plantation shutters and remote-operated blinds deliver sophisticated style, privacy, and ease throughout. Additional luxury appointments include custom closet systems, ceiling fans, a water softener, washer and dryer, security cameras, and a full complement of kitchen appliances (range, dishwasher, disposal, and microwave). The rear-entry two-car garage is finished with an epoxy floor, built-in cabinetry, and generous storage, elevating organization and everyday functionality. Island Cottages offers the ultimate low-maintenance lifestyle. The HOA maintains the landscaping, creating an ideal lock-and-go residence whether as a primary home or refined second residence. Residents also enjoy the beautiful community pool without the responsibility of private pool ownership. With its rare single-story floor plan, beautifully curated interiors, elevated Flood Zone X location, gated privacy, distinctive Key West-inspired character, and effortless coastal lifestyle, 136 Island Cottage Way presents a rare opportunity to experience the very best of Anastasia Island living — refined, convenient, and unmistakably luxurious.

136 Island Cottage Way Way, Saint Augustine

$729,000

3 Beds ⋅ 2 Baths ⋅ 2159873 MLS

Welcome to 136 Island Cottage Way, an exceptional residence within Island Cottages -- an exclusive gated enclave of just 23 homes on Anastasia Island. Majestic oaks frame the entrance, while refined coastal architecture defines this private, serene community, mere minutes from pristine beaches and the historic charm of St. Augustine. Distinguished as one of only two single-story homes in the neighborhood, this residence embodies timeless Key West-inspired coastal elegance. A welcoming front porch, classic white picket fence, metal roof, and thoughtfully designed landscape lighting create outstanding curb appeal and island character. Convenient rear-alley access leads to the two-car garage, preserving the home's graceful front elevation. Situated at a desirable elevation in Flood Zone X, the home has been meticulously updated throughout. Recent enhancements include fresh exterior paint, new flooring, elegant bathrooms, and a refined kitchen featuring quartz countertops, ceiling-height custom cabinetry with convenient pull-outs, a counter-depth refrigerator, and a separate beverage refrigerator -- ideal for both everyday living and effortless entertaining. An on-demand water heater adds modern efficiency and comfort. The primary suite bathroom stands as a true spa-like sanctuary. Plantation shutters and remote-operated blinds deliver sophisticated style, privacy, and ease throughout. Additional luxury appointments include custom closet systems, ceiling fans, a water softener, washer and dryer, security cameras, and a full complement of kitchen appliances (range, dishwasher, disposal, and microwave). The rear-entry two-car garage is finished with an epoxy floor, built-in cabinetry, and generous storage, elevating organization and everyday functionality. Island Cottages offers the ultimate low-maintenance lifestyle. The HOA maintains the landscaping, creating an ideal lock-and-go residence whether as a primary home or refined second residence. Residents also enjoy the beautiful community pool without the responsibility of private pool ownership. With its rare single-story floor plan, beautifully curated interiors, elevated Flood Zone X location, gated privacy, distinctive Key West-inspired character, and effortless coastal lifestyle, 136 Island Cottage Way presents a rare opportunity to experience the very best of Anastasia Island living -- refined, convenient, and unmistakably luxurious.

136 Island Cottage Way, St. Augustine

$879,000

4 Beds ⋅ 3 Baths ⋅ 2137985 MLS

Original Homeowner. Gated community of 23 homes. Unique properties where as the attached garages are located in the back alley way. 4 Bedrooms, (MBR main floor.) and office and a ''Flex'' room. The first 10 years of this home was used as only a 2nd home, Stayed 1-2 weeks per year. It has been lived in full time since 2016. Several upgrades when the home was built, such as central vacuum, Thermador appliances, Surround sound with controlled speakers in every room including the garage. Tankless water heater. Dual FAU. (One for each floor.) Porcelain tile. Timeless Granite counter tops. Kohler fixtures, Jacuzzi tub in the MBR.

117 Island Cottage 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