Longleaf Homes with Tennis Community Type

Longleaf Homes with Tennis Community Type

Welcome to Longleaf, a picturesque subdivision nestled in the heart of Estero, Florida, within the vibrant Lee County. This charming community is a haven for those who seek a blend of serene living and active lifestyle, making it an ideal choice for families, retirees, and everyone in between.

Longleaf is renowned for its captivating homes that exude warmth and character. Each residence is thoughtfully designed, showcasing modern amenities alongside classic architectural elements. With a variety of floor plans to choose from, you’re sure to find the perfect home that suits your lifestyle and preferences.

One of the standout features of Longleaf is its commitment to an active lifestyle, highlighted by its exclusive tennis community. Whether you’re a seasoned player or just looking to pick up a racket, the well-maintained courts provide an excellent opportunity to engage with neighbors and enjoy friendly matches. The community fosters a spirit of camaraderie, making it easy to meet fellow tennis enthusiasts and participate in events throughout the year.

Beyond tennis, Longleaf offers an array of amenities that encourage outdoor living and recreation. Stroll along the scenic walking trails, relax by the community pool, or enjoy a picnic in the beautifully landscaped parks. The convenient location puts you in close proximity to shopping, dining, and pristine beaches, ensuring that you have everything you need at your fingertips.

Discover the charm of Longleaf, where a vibrant community spirit meets an active lifestyle in the heart of Estero. Your dream home awaits!

Newest Longleaf Homes with Tennis Community Type

21750 Longleaf Trail DR, Estero
$849,000
4 Beds ⋅ 2.5 Baths ⋅ 226003803 MLS
Nestled on a beautiful, oversized cul-de-sac lot in sought-after Estero, 21750 Longleaf Trail Dr offers a thoughtfully upgraded home that blends modern improvements with lasting comfort and style. The exterior was just painted along with the interior offering a bright refreshed aesthetic from the moment you arrive. Step inside to discover a beautifully updated interior, featuring a tastefully refreshed kitchen with new countertops, sleek sinks, a stylish backsplash, and refinished cabinetry—creating a space that is both functional and refined. New flooring was put in the primary bedroom and entry bedroom. Major systems have been meticulously upgraded for peace of mind and efficiency, including a new roof (2023), HVAC system (2025), and water heater (2025). A whole-house water filtration system with an additional under-sink filter (2025) provides clean, high-quality water throughout the home. With its extensive updates, inviting interior, and peaceful outdoor setting, this home offers an exceptional opportunity to enjoy comfortable, stylish living in a desirable Estero location.Outside, your private retreat awaits. A sparkling pool is perfect for relaxation and entertaining, enhanced by a new pool heater (2024) and filter (2025) for year-round enjoyment. The spacious cul-de-sac lot offers added privacy, tranquility, and room to enjoy Florida’s outdoor lifestyle. The garage is equipped for modern living with a Tesla charger and a new garage door opener (2025). Recent appliance updates—including the washer, dryer, refrigerator, dishwasher, microwave, and cooktop—ensure a truly move-in-ready experience. With its peaceful location, exceptional upgrades, and inviting outdoor space, 21750 Longleaf Trail Dr delivers not just a home, but a lifestyle of comfort, convenience, and serenity.

21750 Longleaf Trail DR, Estero
22140 Long Leaf Trail DR, Estero
$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
21900 Longleaf 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.

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