Longleaf Homes with Tennis Court(s) Community Type

Welcome to Longleaf, a vibrant community nestled in the heart of Estero, Florida, where the sun shines bright and the lifestyle is nothing short of extraordinary. Longleaf is designed for those who appreciate the finer things in life, offering a unique blend of luxury, comfort, and an active lifestyle.

This charming community is known for its stunning homes, many of which feature private tennis courts, making it a haven for sports enthusiasts and families alike. Imagine stepping out of your back door to enjoy a friendly match with neighbors or practicing your serve under the warm Florida sun. The tennis courts are not just a feature; they are a lifestyle choice that promotes health, wellness, and social interaction.

Longleaf is surrounded by lush landscapes and beautifully manicured gardens, creating an inviting atmosphere that encourages outdoor living. Residents enjoy access to various amenities, including walking trails, community parks, and recreational facilities, ensuring that there’s always something to do. The community is also conveniently located near top-rated schools, shopping centers, and dining options, making it an ideal place for families and professionals.

Estero is renowned for its friendly atmosphere, and Longleaf embodies this spirit perfectly. Here, neighbors become friends, and community events foster a sense of belonging. Whether you are looking to relax by the pool, engage in a spirited game of tennis, or simply enjoy the beautiful Florida weather, Longleaf offers the perfect backdrop for your new chapter. Come and discover the charm of Longleaf—where your dream home awaits!

Newest Longleaf Homes with Tennis Court(s) Community Type

$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 Drive, Estero

$849,000

4 Beds ⋅ 3 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 Drive, Estero

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