Longleaf Homes with Bike And Jog Path Amenities

Welcome to Longleaf, a picturesque subdivision nestled in the heart of Estero, Florida, where the charm of suburban living meets the vibrancy of nature. This enchanting community is designed for those who appreciate the beauty of the outdoors, offering residents a peaceful retreat with a strong sense of community.

Longleaf boasts a variety of beautifully crafted homes, each designed with modern living in mind. The architecture reflects a blend of classic Florida styles, creating an inviting atmosphere that welcomes families and individuals alike. One of the standout features of Longleaf is its extensive network of bike and jog paths, perfect for those who enjoy an active lifestyle. Whether you’re looking to take a leisurely stroll, enjoy a morning jog, or explore the area on two wheels, the scenic paths winding through the neighborhood provide an ideal setting for your outdoor adventures.

In addition to the stunning homes and recreational amenities, Longleaf is conveniently located near shopping, dining, and entertainment options, making it easy to enjoy all that Estero has to offer. With its close-knit community feel and access to nature, Longleaf is more than just a place to live; it’s a lifestyle choice.

Experience the perfect blend of tranquility and convenience in Longleaf, where you can embrace the outdoors and create lasting memories in a vibrant community. Come and discover your new home in this charming subdivision today!

Newest Longleaf Homes with Bike And Jog Path 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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