Trailside Homes for Sale

Trailside Homes for Sale

Welcome to Trailside, a stunning new development nestled in the heart of Estero, Florida, where the sun shines brightly and the lifestyle is vibrant. This charming community boasts a perfect blend of modern living and natural beauty, making it an ideal destination for families, retirees, and everyone in between.

Trailside features an impressive selection of homes for sale, each thoughtfully designed to cater to your every need. From spacious single-family homes to stylish townhouses, you’ll find a variety of floor plans that offer both comfort and elegance. The homes are equipped with modern amenities, open-concept layouts, and luxurious finishes, ensuring that you can relax and entertain in style.

Living in Trailside means embracing the best of Florida’s outdoor lifestyle. The community is surrounded by lush landscapes, tranquil lakes, and scenic walking trails, perfect for morning jogs or evening strolls. Residents can also enjoy the nearby Estero River and the stunning beaches of the Gulf Coast, all just a short drive away.

In addition to its natural beauty, Trailside is conveniently located near shopping, dining, and entertainment options. With top-rated schools and a strong sense of community, you’ll find everything you need right at your doorstep.

Don’t miss the opportunity to call Trailside home. Explore our available homes for sale today and discover the perfect blend of comfort, convenience, and community in Estero, Florida. Your dream home awaits!

Newest Trailside Homes for Sale

$539,999
3 Beds 4 Baths 2026022141 MLS Trailside BLDG.
Wonderful Home with 5 Bedrooms Incredible Opportunity. This is not just a home it’s a rare opportunity to own a unique and versatile property in this zip code, designed for comfort, flexibility, and modern Florida living. Offering 3 bedrooms, 2 bathrooms, plus 2 private guest efficiencies with independent entrances, this property functions as a five-bedroom, four-bathroom residence, perfect for extended family, guests, or even rental income potential. Built in 2022, this almost-new home spans just under 2,000 square feet and showcases beautiful Key luxury finishes throughout. From the moment you step inside, you are welcomed by elegant flooring, detailed crown molding, and a bright, open layout that immediately feels warm and inviting. The kitchen is truly the heart of the home, featuring white shaker cabinetry, stainless steel appliances, granite countertops, and a spacious breakfast bar ideal for entertaining. A dedicated dining area flows seamlessly into the open-concept kitchen and living room, all designed in a spacious great room style that maximizes comfort and functionality. The private master suite offers a peaceful retreat with a walk-in closet and a beautifully designed ensuite bathroom complete with dual sinks and a large walk-in shower. Toward the front of the home, you’ll find two additional bedrooms, a full bathroom, and a convenient laundry room. Step outside to the oversized tiled lanai, perfect for relaxing or hosting gatherings. This space connects to a second lanai that leads to the two guest quarters. Each efficiency includes its own kitchenette, bedroom, and bathroom, offering privacy and independence for visitors or tenants. The property also features: Impact-resistant windows for added protection and energy efficiency, elegant, modern rear doors with beautiful views, a fully fenced yard, a two-car garage, a covered front porch with tile flooring — the perfect spot to enjoy your morning coffee and the beautiful Florida sunshine and the most important factor, is located in one of the most desirable and growing areas, this home offers easy access to major highways and is conveniently close to Naples Fort Myers, highways, including Southwest Florida International Airport, allowing you to get anywhere quickly and effortlessly. Another major advantage? The maintenance of this nearly new home is significantly more affordable compared to older properties, helping you avoid costly repairs and constant upkeep. This home is truly one of a kind, if you are looking to schedule a private tour, please schedule your showing today. Enjoy added financial benefits with no HOA fees and NO flood zone , helping keep your monthly costs lower.

20230 Trailside Dr, Estero

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