Longleaf Homes with Golf Course Amenities

Longleaf Homes with Golf Course Amenities

Welcome to Longleaf, a picturesque subdivision nestled in the heart of Estero, Florida, where the charm of suburban living meets the allure of golf course amenities. This vibrant community is situated in Lee County, just a stone's throw away from some of the most beautiful beaches and recreational areas that Southwest Florida has to offer.

Longleaf is a haven for golf enthusiasts and families alike, boasting stunning homes that cater to a variety of lifestyles. Each residence is designed with elegance and comfort in mind, often featuring spacious layouts, modern finishes, and serene outdoor spaces that invite you to unwind and soak in the beautiful Florida sunshine. Many homes in Longleaf come with direct access to lush golf courses, providing residents with an exceptional opportunity to indulge in their passion for the game while enjoying breathtaking views right from their backyards.

Beyond the golf, Longleaf is conveniently located near an array of shopping, dining, and entertainment options, making it easy for residents to enjoy the best of both worlds—relaxation and recreation. The community fosters a warm and welcoming atmosphere, perfect for families looking to connect with neighbors and create lasting memories.

Whether you’re seeking a permanent residence or a seasonal retreat, Longleaf offers a unique blend of luxury and leisure. Experience the vibrant lifestyle that awaits you in this idyllic Estero community—where every day feels like a vacation, and the fairways are just a few steps away from your door. Come discover your dream home in Longleaf today!

Newest Longleaf Homes with Golf Course 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
$749,000
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.)

22140 Long Leaf 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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