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, within Lee County. This charming community is a hidden gem that offers the perfect blend of tranquility and vibrant living, making it an ideal choice for families, retirees, and golf enthusiasts alike.

Longleaf is renowned for its stunning homes that exude elegance and comfort. The properties are thoughtfully designed, featuring spacious layouts, modern finishes, and lush landscaping that harmonizes beautifully with the surrounding natural beauty. Many homes in Longleaf come with exclusive golf course amenities, allowing residents to indulge in their passion for the sport right at their doorstep. Imagine waking up to panoramic views of meticulously maintained fairways, where every day feels like a vacation.

Beyond the golf course, Longleaf boasts an array of community amenities that enhance the lifestyle of its residents. Enjoy leisurely strolls along scenic walking trails, take a refreshing dip in the community pool, or engage with neighbors at the clubhouse. This welcoming atmosphere fosters a true sense of community, where friendships flourish and memories are made.

Located just minutes from Estero's vibrant shopping, dining, and entertainment options, Longleaf offers the perfect balance of seclusion and accessibility. With its prime location, residents can easily explore the beautiful beaches of Southwest Florida or partake in the numerous recreational activities that the area has to offer.

Discover your dream home in Longleaf, where a fulfilling lifestyle and breathtaking surroundings await. Experience the joys of golf course living in this idyllic Estero community today!

Newest Longleaf Homes with Golf Course Amenities

$875,000
4 Beds 3.5 Baths 226011976 MLS ACTIVE Status
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 ACTIVE Status
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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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.