Trails Of Countryside Homes for Sale

Welcome to Trails of Countryside, a picturesque subdivision nestled in the heart of Clearwater, Florida. This charming community is a hidden gem in Pinellas County, offering residents a serene lifestyle surrounded by nature, yet conveniently close to urban amenities.

Trails of Countryside is characterized by its lush landscapes, winding pathways, and a welcoming atmosphere that fosters a strong sense of community. The neighborhood is perfect for families, retirees, and everyone in between, providing a tranquil retreat from the hustle and bustle of city life. Imagine evening strolls through tree-lined streets, where friendly neighbors greet each other, and children play in well-maintained parks.

The homes for sale in Trails of Countryside are as diverse as the community itself, featuring a range of architectural styles and sizes to suit various preferences and budgets. From charming single-family homes with spacious yards to contemporary townhouses with modern finishes, there is something for everyone. Many properties boast beautiful outdoor spaces, perfect for entertaining or simply enjoying the Florida sunshine.

Residents of Trails of Countryside enjoy easy access to top-rated schools, shopping centers, and recreational facilities, including nearby golf courses and nature trails. The beautiful Gulf Coast beaches are just a short drive away, offering endless opportunities for sun-soaked days and breathtaking sunsets.

If you’re looking for a vibrant community with a perfect blend of tranquility and convenience, Trails of Countryside is the ideal place to call home. Explore the available homes for sale today and discover your dream residence in this enchanting Clearwater neighborhood!

Newest Trails Of Countryside Homes for Sale

$745,000

4 Beds ⋅ 2 Baths ⋅ Trails Of Countryside SubDv. ⋅ 33761 Zip Code

GREAT PRICE DROP!! Welcome to this beautifully updated family home located in the highly desirable Trails of Countryside neighborhood. This spacious split-floor-plan residence offers 4 bedrooms, 2 baths, and a 3-car garage, thoughtfully designed for both everyday living and entertaining. The heart of the home features a remodeled kitchen with granite countertops, wood cabinetry, stainless steel appliances, and a brand-new stove, opening seamlessly to a light-filled family room with a cozy wood-burning fireplace and serene backyard views. The primary suite has been enhanced with a newly updated bath, while the second bathroom features a new bathtub. Luxury vinyl flooring has been installed in the bedrooms and the living and dining areas, as well as the bathrooms, creating a modern, durable, and cohesive feel throughout the main living spaces. Recent improvements include a new roof (2023), new lights and ceiling fans in every room (2023), a new digital water softener (2025), updated sprinkler system (2024–2025), completed stucco repairs, and fresh exterior paint, offering peace of mind and strong curb appeal. Step outside to the screened pool and outdoor living area—ideal for entertaining or unwinding—featuring pavers, a covered lanai, and an updated koi pond with new fish, creating a tranquil backyard oasis. Conveniently located in the Countryside area of Clearwater, this move-in-ready home is close to shopping, dining, beaches, and airports. A wonderful opportunity to own a thoughtfully updated home in one of Clearwater’s most sought-after communities.

3408 Fairfield Trail, Clearwater

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