Trailside - Estero Florida Homes for Sale

2026029617 MLS

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 Drive, Estero

Courtesy of Realty One Group MVP

$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

Courtesy of RE/MAX Realty Team

$110,000

223087558 MLS

Vacant Land located in Estero, Florida. Can be split into 2 parcels.

20231 Northwest Drive, Estero

Courtesy of Exp Realty, LLC

Selling Office: .

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Trailside - Estero, FL Homes for Sale

Are you looking to buy or sell a home in Trailside Estero Florida? Call or Text (239) 880-8850 to schedule a showing on any Trailside Estero, FL home for sale or to sell your Trailside Estero Florida home! As Realtors specializing in the Trailside Estero area, we can take care of all of your Trailside Estero FL real estate needs including buying pre-existing homes, new construction homes, condominiums, land, commercial and multi-family homes in Trailside Estero Florida. We can also help you find distressed properties in Trailside Estero including HUD Homes, Short Sales and REO Bank Foreclosures. If you need help financing a home in Trailside Estero, we have access to some of the best lenders that service the Trailside Estero Florida area, including lenders that offer credit repair to buy a home and work with home builders in and near the Trailside Estero area to help you build your home while building up your credit. If you are going to buy or sell a home in Trailside Estero Ohio, then be sure to Call or Text (239) 880-8850 Today! We are a real estate team specializing in the Trailside Estero, FL area! Displayed are homes for sale in Trailside Estero, FL, a Subdivision located in Estero Florida. These Trailside Estero Listings are updated every 15 minutes from the Estero MLS.