Trailside Homes for Sale

Trailside Homes for Sale

Welcome to Trailside, a vibrant community nestled in the heart of Estero, Florida, where nature meets modern living. This charming development is a hidden gem in Lee County, offering residents an unparalleled lifestyle surrounded by lush landscapes and stunning amenities.

Trailside features a diverse selection of homes for sale, each designed with elegance and comfort in mind. From spacious single-family residences to stylish townhomes, there’s something for everyone in this picturesque neighborhood. With floor plans that cater to a variety of lifestyles, prospective buyers will find homes that boast open-concept designs, gourmet kitchens, and luxurious outdoor spaces perfect for entertaining or simply enjoying the serene Florida weather.

One of the standout features of Trailside is its commitment to community living. Residents can take advantage of a host of amenities, including walking trails, a sparkling community pool, and recreational areas that encourage an active lifestyle. Families will appreciate the proximity to top-rated schools, parks, and shopping centers, making daily life both convenient and enjoyable.

Located in Estero, Trailside offers easy access to some of Florida's most beautiful beaches, golf courses, and natural parks. Whether you're looking to bask in the sun or explore the great outdoors, this community is the perfect launching point for your adventures.

Don't miss your chance to become part of the Trailside community. Explore the homes for sale today and discover the perfect place to call home in sunny Estero, Florida!

Newest Trailside Homes for Sale

$539,999
3 Beds 4 Baths 2026022141 MLS
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 Drive, Estero

Start Your Search