Longleaf Homes with Tennis Court(s) Amenities

Longleaf Homes with Tennis Court(s) Amenities

Welcome to Longleaf, a picturesque subdivision nestled in the heart of Estero, Florida, within the vibrant Lee County. This charming community offers a perfect blend of tranquility and modern living, making it an ideal place for families, retirees, and anyone seeking a serene lifestyle in sunny Florida.

Longleaf is renowned for its beautifully designed homes, many of which feature private tennis courts, catering to both the sport enthusiast and those who appreciate the active lifestyle. Imagine stepping out of your backdoor onto your own court, ready for a friendly match or a solo practice session under the Florida sun. With ample space for entertaining and enjoying the outdoors, these homes are perfect for hosting gatherings with friends and family.

The subdivision is surrounded by lush landscaping, creating a peaceful atmosphere that invites relaxation. Residents can enjoy scenic walking trails, community parks, and nearby recreational facilities, all while being just a short drive away from the stunning beaches of Southwest Florida. Longleaf is more than just a place to live; it's a community where neighbors become friends.

In addition to the tennis amenities, Longleaf offers a variety of local shops, restaurants, and entertainment options, ensuring that everything you need is within reach. Whether you're an avid tennis player or simply love the idea of having such a fantastic amenity at your fingertips, Longleaf is the perfect place to call home. Come explore the charm of this delightful subdivision and discover your dream home today!

Newest Longleaf Homes with Tennis Court(s) 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 and Great Room. There is also a Rinnai GAS Water heater and GAS POOL HEATER. POOL DEPTH is 6 feet. Electric hurricane shutters are on the lanai. electric shutters over the from Door. The home also has hurricane rated sliding doors off the lanai for the kitchen, great room and master bedroom. Garage has a split AC. 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 PICKLEBALL 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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