Longleaf Homes with Tennis Court(s) Community Type

Longleaf Homes with Tennis Court(s) Community Type

Welcome to Longleaf, a premier residential development located in Estero, Lee County, Florida. This vibrant community offers an exceptional living experience with its unique blend of modern amenities, beautiful surroundings, and convenient location.

Longleaf is nestled in the heart of Estero, a city known for its warm climate, stunning natural beauty, and thriving economy. With its close proximity to major highways and airports, residents enjoy easy access to the rest of Lee County and beyond. Whether you're looking for a peaceful retreat or a place to raise a family, Longleaf offers the perfect balance of tranquility and convenience.

One of the standout features of Longleaf is its Homes with Tennis Court(s) Community Type. Tennis enthusiasts will be delighted to find top-notch tennis facilities right within the community. Whether you're a seasoned player or just starting out, you'll have the opportunity to hone your skills and enjoy friendly matches with neighbors and friends. The tennis courts are meticulously maintained and provide the perfect setting for a challenging game or a leisurely hit.

In addition to the tennis courts, Longleaf offers a range of amenities for residents to enjoy. These include a clubhouse, swimming pool, fitness center, walking trails, and more. The community is also surrounded by lush green spaces, providing a tranquil backdrop for outdoor activities and relaxation.

If you're looking for a home in Estero, Longleaf is a community worth considering. With its desirable location, exceptional amenities, and Homes with Tennis Court(s) Community Type, it offers a lifestyle that is both luxurious and active. Come and discover the beauty and charm of Longleaf today.

Newest Longleaf Homes with Tennis Court(s) Community Type

4 Beds ⋅ 4 Baths ⋅ 226011976 MLS

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

3 Beds ⋅ 2 Baths ⋅ 225082392 MLS

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 Drive, Estero

4 Beds ⋅ 3 Baths ⋅ 225078768 MLS

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 Drive, Estero

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Gina "Jenna" Billman

Growing up in a small town in central Illinois, I was raised with the simple Midwestern values that still guide me today: be honest, work hard, do what you say you'll do, help others when you can, and always thank God for His blessings. Loyalty has always been important to me — I’m proud to say I’m still happily married to my high school sweetheart. In 1985, we made the move to Southwest Florida, where we raised our children, built our business, and made this beautiful community our home. I know the area well and truly enjoy helping others put down roots here too. Buying or selling a home is one of life’s biggest decisions. You need someone you can trust — someone who understands the process from beginning to end and will be a true advocate for your best interests. My job is to help you achieve the best possible price, terms, and conditions. Whether you're looking for your dream home or trying to find the right buyer, your goals are my priority. I hold a Bachelor's Degree from Eastern Illinois University. I’m also a member of the National Association of Realtors (NAR), Florida Association of Realtors, and the Royal Palm Coast Realtor® Association. I enjoy being busy enough to be successful earning top producer awards, but never so busy that I can’t take a personal interest in every client I serve. Let’s work together to make your real estate journey smooth, successful, and rewarding.

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Lisa A. Sawyer

Full-time real estate professional since 1996. Top producing award winner with the experience to service your real estate needs. Specializing in residential, investment, rehab, commercial, and waterfront properties. My goal is to provide outstanding client service tailored to individual customer needs. With a focus on honesty and integrity, I provide exceptionally high-quality service and valuable insight into the real estate market. Exceptional service will guarantee that clients have a highly positive and satisfactory experience that exceeds their personal and financial objectives. Customer service that will encourage them to refer me to their friends and family. 27+ Years of sales and marketing expertise Bachelor’s degree in Marketing Relocation Specialist Excellent Communication Skills Superior Real Estate Knowledge Over a decade of personal experience in home renovation, home construction, and investment property procurement.

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