Longleaf Homes with Private Membership Amenities

Welcome to Longleaf, a charming subdivision nestled in the heart of Estero, Florida. This picturesque community is perfectly positioned in Lee County, offering residents a tranquil lifestyle while being just minutes away from the vibrant energy of Southwest Florida. Longleaf is known for its lush landscapes, welcoming atmosphere, and a strong sense of community, making it an ideal place to call home.

One of the standout features of Longleaf is its exclusive private membership amenities. Residents enjoy access to a range of top-tier facilities designed to enhance their lifestyle. Picture yourself lounging by the sparkling community pool, enjoying a refreshing swim under the warm Florida sun, or gathering with friends and family at the clubhouse for social events and activities. The beautifully landscaped parks and walking trails provide the perfect backdrop for leisurely strolls or invigorating morning jogs, ensuring that outdoor enthusiasts feel right at home.

Longleaf offers a variety of thoughtfully designed homes, each crafted to meet the needs of modern families while maintaining a sense of charm and character. With spacious layouts, contemporary finishes, and beautiful outdoor spaces, these residences are perfect for both relaxation and entertainment.

Living in Longleaf means embracing a lifestyle filled with comfort, convenience, and community spirit. With its prime location in Estero, residents are just a short drive away from pristine beaches, world-class shopping, and dining options. Experience the best of Florida living in Longleaf, where your dream home awaits!

Newest Longleaf Homes with Private Membership Amenities

$875,000

4 Beds ⋅ 3.5 Baths ⋅ 226011976 MLS ⋅ Shadow Wood At The Brooks BLDG.

Just reduced to $349./per square foot. Owner will include GOLD COMMONS CLUB membership for newly built Beach Club!! Brand new HVAC system (2 units) was installed July 2026 which includes a 12-year warranty. Exterior painting was completed mid-May…thanks to the Longleaf HOA. Whether scaling down from a larger custom home or moving-up from a condo you will love the living space provided by the Kingfisher floor plan- and this one particularly on the cul-de-sac gives you extra privacy with a extra long drive-way and front yard plus LAKE & ISLAND from the lanai. Rare to find 2 FULL BATHS on the 2nd floor which accommodates your guests. A large 1st floor Master Suite offers walk-in closets, a large bathroom space with separate vanities and separate walk-in shower and corner bathtub. Kitchen offers GE STAINLESS STEEL Profile Refrigerator, Dishwasher, Microwave and GAS range. Pantry. and there is an extra storage closet in Laundry room. Washer and Dryer are Samsung. Also on the first floor is the office/den has wood flooring and a walk-in closet. 4 BATHROOMS TOTAL as one is a powder room by the foyer/Great Room. There is also a Rinnai GAS Water heater and GAS POOL HEATER. Electric hurricane shutters are on the lanai. electric shutters over the from Door. The home also has hurricane sliding doors off the lanai!!!! A new tile ROOF as of 2020. Homeowners only used the home for a few weeks each year / it was never rented. Shadow Wood Country Club offers 54 holes of championship golf, 2 clubhouses, Har Tru tennis courts. 2 Bocce courts. Shadow Wood is in the process of building a Brand new Lifestyle Centering opening Fall-2026 with 6 new Indoor PiICKLEBALL Courts, Brand new RESORT POOL with poolside dining and bar, a dedicated KIDS POOL and pool with lap lanes. This 26 Million dollar world class facility comes with NO assessment to Members.

21780 Longleaf Trail Drive, 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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