Trailside Homes with None Waterfront type

Trailside Homes with None Waterfront type

Welcome to Trailside, a vibrant and inviting subdivision nestled in the heart of Estero, Florida. Known for its picturesque landscapes and friendly atmosphere, Trailside offers a unique blend of comfort and community living, making it an ideal place for families, retirees, and anyone seeking a tranquil lifestyle in sunny Florida.

Trailside boasts a variety of beautifully designed homes, each showcasing modern architecture and thoughtful layouts. With none of the waterfront properties, residents can enjoy the serene beauty of the surrounding landscape without the maintenance demands of waterfront living. These homes are perfect for those who prefer a low-maintenance lifestyle while still enjoying the perks of Florida living.

The community is strategically located near top-rated schools, shopping centers, and recreational facilities, providing residents with easy access to everything they need. Whether you’re looking to explore the local parks, indulge in retail therapy, or savor delicious cuisine at nearby restaurants, Trailside puts you in the heart of it all.

Nature lovers will appreciate the lush greenery and well-maintained common areas that encourage outdoor activities and social gatherings. The friendly neighbors and active community spirit create an inviting atmosphere that makes it easy to forge lasting friendships.

If you're seeking a place that combines the charm of a close-knit community with the conveniences of modern living, Trailside in Estero is the perfect choice. Discover your dream home in this delightful subdivision and experience the best that Florida has to offer!

Newest Trailside Homes with None Waterfront type

$275,000
2026029617 MLS ⋅ Trailside BLDG.
Exceptional opportunity to build your dream home on over 2/3 of an acre in the heart of Estero! Located within the Estero city limits, west of US-41, this oversized homesite is nestled in the charming and historic Estero community. Enjoy the perfect balance of privacy and convenience with easy access to Coconut Point Mall, Miromar Outlets, FGCU, Hertz Arena, Gulf Coast Town Center, award-winning golf courses, beautiful Gulf beaches, and Southwest Florida International Airport. With plenty of room for a custom home, outdoor living space, a pool, or additional garage storage, the possibilities are endless. Large homesites in this prime location are becoming increasingly rare. Don't miss your chance to create the home and lifestyle you've been dreaming of in one of Southwest Florida's most sought-after communities.

20190 Trailside Dr, Estero
$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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