Longleaf Homes for Sale

Longleaf Homes for Sale

Welcome to Longleaf, a picturesque subdivision nestled in the heart of Estero, Florida. This charming community offers a harmonious blend of natural beauty and modern living, making it an ideal choice for families, retirees, and anyone seeking a serene lifestyle in sunny Southwest Florida.

Longleaf is characterized by its lush landscaping, tree-lined streets, and a warm sense of community. The subdivision is conveniently located near major highways, providing easy access to the vibrant culture and amenities of nearby Fort Myers and Naples. Residents enjoy proximity to pristine beaches, world-class shopping, and a variety of dining options that cater to every palate.

The homes for sale in Longleaf are as diverse as the residents themselves, featuring a range of architectural styles and floor plans to suit various lifestyles. From cozy single-family homes to more spacious options, each residence is designed with comfort and functionality in mind. Many homes boast modern finishes, open-concept layouts, and private outdoor spaces perfect for entertaining or simply enjoying the Florida sunshine.

Living in Longleaf also means enjoying community amenities that enhance your lifestyle. Residents have access to parks, walking trails, and recreational facilities, promoting an active and engaged community. Whether you’re taking a leisurely stroll through the neighborhood or enjoying a weekend barbecue with friends, Longleaf fosters a sense of belonging and camaraderie.

If you’re looking for a place that combines the tranquility of nature with the convenience of urban living, explore the homes for sale in Longleaf today. Your dream home awaits in this idyllic Estero community!

Newest Longleaf Homes for Sale

21891 Longleaf Trail Dr, Estero
$860,000
3 Beds ⋅ 2.5 Baths ⋅ 226030561 MLS ⋅ Shadow Wood At The Brooks BLDG.
Imagine waking up to your beautiful private lanai with lake view and preserve beyond, with the popular Kingfisher model in the Longleaf neighborhood of Shadow Wood? Freshly painted throughout, this home is ready for you to move in and enjoy Season. The kitchen boasts gorgeous quartz countertops, stainless appliances including newer GE Cafe gas range and double drawer dishwasher, tons of white cabinetry storage and a pantry. 2024 roof. Natural gas. New whole home generator. New gas pool heater. Interior recently painted throughout. Master bedroom suite new flooring. Master bath has been beautifully renovated. Enjoy all southwest Florida has to offer in this beautiful home. Member owned Shadow Wood Country Club offers 54 holes of championship golf, 2 club houses, 8 Har Tru tennis courts, bocce, outdoor fire pits, access to a private beach club, fitness center, full-service spa, pickle ball, and private restaurant. New Lifestyle Amenity Center will add 2 resort style pools with zero-depth entry, lap lanes and dedicated kids pool, poolside restaurant & bar, 6 indoor pickleball courts, new racquets pro shop and a grab & go cafe. Great location close to shopping, airport, beaches and much, much more.

21891 Longleaf Trail Dr, Estero
22140 Long Leaf Trail Dr, Estero
$741,500
3 Beds ⋅ 2 Baths ⋅ 225082392 MLS ⋅ Shadow Wood At The Brooks BLDG.
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 ⋅ Shadow Wood At The Brooks BLDG.
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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