Trailside Homes for Sale

Trailside Homes for Sale

Welcome to Trailside, a hidden gem nestled in the heart of Estero, Florida. This charming subdivision offers a perfect blend of serene living and modern convenience, making it an ideal choice for families, retirees, and everyone in between. With its lush landscapes and friendly atmosphere, Trailside is a community where neighbors become friends and memories are made.

Trailside boasts a variety of homes for sale, each thoughtfully designed to cater to diverse lifestyles. From cozy single-family residences to spacious townhomes, there’s something for everyone in this vibrant community. Many homes feature open floor plans, gourmet kitchens, and private outdoor spaces, perfect for enjoying Florida’s year-round sunshine. With an array of amenities nearby, including parks, shopping centers, and dining options, residents can enjoy a balanced lifestyle that’s both active and relaxed.

One of the standout features of Trailside is its commitment to community living. Residents can take advantage of walking trails, playgrounds, and community events that foster a sense of belonging. The subdivision is conveniently located near major highways, providing easy access to the beautiful Gulf Coast beaches, as well as the cultural attractions of Fort Myers and Naples.

Whether you’re looking for a place to raise a family or a peaceful retreat to enjoy your golden years, Trailside in Estero, Florida, is the perfect place to call home. Explore the homes for sale today and discover the lifestyle you’ve been dreaming of in this enchanting community!

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 DR, Estero

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.