Longleaf Homes with Pickleball Amenities

Welcome to Longleaf, a vibrant and inviting subdivision nestled in the heart of Estero, Florida. This charming community offers a perfect blend of serene living and active lifestyle, making it an ideal choice for families, retirees, and anyone in between. With its lush landscapes and friendly neighbors, Longleaf is not just a place to live; it's a place to thrive.

One of the standout features of Longleaf is its commitment to promoting an active lifestyle, particularly through its pickleball amenities. The sport has taken the world by storm, and here in Longleaf, residents have the unique opportunity to engage in this fun and social game right in their own backyard. The community boasts well-maintained pickleball courts, where residents can gather for friendly matches, skill-building sessions, or simply to enjoy the camaraderie of fellow enthusiasts. Whether you're a seasoned player or a curious beginner, you’ll find a welcoming environment that encourages participation and fosters friendships.

The homes in Longleaf are designed with comfort and style in mind, featuring modern layouts and high-quality finishes that cater to a variety of tastes. With a range of floor plans, there’s something for everyone – from cozy single-family homes to spacious residences perfect for entertaining.

Living in Longleaf means enjoying the best of both worlds: a tranquil suburban atmosphere with easy access to the vibrant lifestyle of Estero. With shopping, dining, and beautiful beaches just a short drive away, your new home in Longleaf is waiting to welcome you to a life of comfort, community, and endless opportunities for fun!

Newest Longleaf Homes with Pickleball Amenities

$741,500

3 Beds ⋅ 2 Baths ⋅ 225082392 MLS

Exclusive, Shadow Woods at the Brooks, waterfront home. Enjoy spectacular sunsets as you lounge on your private, poolside lanai. Featuring an open floor plan with plenty of natural light. Perfect for entertaining. or just quiet enjoyment. Shadow Wood Country Club memberships are available and offer a spectacular clubhouse, 3 championship golf courses and a top rated tennis program. Additional membership to The Commons Club at the Brooks offers a private beach club, fitness club, social activities and swimming pool. NEW amenity of the Lifestyle Center construction and expansion are underway and will include: indoor Pickleball courts, new tennis courts, a resort-style pool with poolside seating, a firepit lounge, poolside restaurant with full kitchen and a brand-new racquets pro shop (projected completion is Fall 2026. this project will be done with no assessment to the Members. Fees for the community are $5000 per year and the individual neighborhood is $950 per quarter which includes exterior painting, trash, cable and landscaping.

22140 Long Leaf Trail DR, Estero

$849,000

4 Beds ⋅ 2.5 Baths ⋅ 225078768 MLS

This stunning home features a spacious screened lanai with south exposure, offering breathtaking lake and preserve views, complemented by a gas-heated pool—creating an ideal outdoor sanctuary for morning coffee or relaxing during the day. An 3 bedroom plus den Kingfisher model home located in the highly desirable Shadow Wood at The Brooks community, it offers the perfect balance of comfort, style, and Florida lifestyle living. The open-concept Great Room design on the first floor features soaring ceilings, abundant natural light, and spacious living and dining areas—perfect for relaxing and entertaining. The updated kitchen boasts new granite countertops, a pantry, breakfast bar, and ample storage, seamlessly flowing into the dining area and out to the outdoor oasis. The primary suite and den are conveniently located on the first floor, while upstairs offers two guest bedrooms and a versatile loft space, ideal for family or visitors. The Shadow Wood Club has been completely renovated, providing world-class amenities, and there is no current assessment for the community. Residents enjoy optional golf and country club memberships, tennis, pickleball, fitness, and access to The Commons Club with a private beach club, spa, and dining. This home truly captures the essence of luxury Florida living—a peaceful retreat surrounded by nature and community, where every day feels like a getaway.

21900 Longleaf Trail 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.