Community Amenities

Learn more about the amenities and lifestyle of our community.

Clubhouse

The Clubhouse at Winding Cypress is the heart of the community, offering an elegant and inviting space for residents to connect, socialize, and unwind. With its sophisticated design and comfortable lounge areas, the Clubhouse serves as the perfect backdrop for community events, casual gatherings, and personal relaxation. The Clubhouse also provides convenient access to the resort-style pool, allowing residents to enjoy the luxurious amenities and serene atmosphere that make Winding Cypress a truly special place to live.

Winding Cypress HOA Amenities Club House
Winding Cypress HOA Amenities Pool and Spa

Pool & Spa

The pool and spa offer a luxurious and tranquil retreat within the heart of the community. Surrounded by lush palm trees and pristine landscaping, the resort-style pool invites residents to enjoy refreshing swims or relax in the sun on the comfortable lounge chairs. The serene spa, with its soothing waters, provides the perfect spot for unwinding after a long day, allowing residents to soak in the peaceful ambiance. Whether enjoying the cascading waterfall feature or simply basking in the warm Florida sun, the pool and spa area at Winding Cypress creates an idyllic setting for relaxation and rejuvenation.

Hours

Pool Hours

Sunrise to Sunset, and is electronically monitored.

Rules

Pool Rules

Please remember to respect and adhere to all rules, and maintain the swim lane for lap swimmers at all times.

  • No diving, jumping, running or horseplay

  • No food or drinks in the pool

  • All visitors must be accompanied by a resident

  • Please be advised there is NO lifeguard on site

Shady Palm Café

The Shady Palm Café at Winding Cypress is a vibrant poolside bar and restaurant that serves as a central gathering spot for residents to enjoy good food, refreshing drinks, and great company. Whether you’re stopping by for a casual meal, relaxing with a cold beverage by the pool, or catching up with neighbors, the Shady Palm Café offers the perfect setting for fun, laughter, and camaraderie. With its inviting atmosphere and delicious menu, it’s more than just a place to eat—it’s where memories are made and friendships are forged, all under the warm Florida sun.

Hours

Shady Palm Café Hours

Monday:  closed 

Tuesday:  closed

Wednesday: 12 – 5 (Summer hours effective 5/22)

Thursday: 12 – 8* 

Friday: 12 – 8* 

Saturday: 12 – 8*

Sunday: 12 – 5*   

* Last food order 30 minutes prior to close

Happy Hour Specials 

Wednesday – Sunday: 3-5 pm

Learn more about the shady cafe
Winding Cypress HOA Amenities Shady Palm Cafe
Winding Cypress HOA Amenities Fitness Center

Fitness Center

The Fitness Center is a state-of-the-art facility designed to cater to the health and wellness needs of the community. With a wide array of modern exercise equipment, including cardio machines, strength training stations, and free weights, it offers something for everyone, whether you’re a fitness enthusiast or just beginning your fitness journey. The spacious, well-lit environment is inviting and energizing, with large windows that bring in natural light and provide scenic views of the surrounding landscape. This vibrant space encourages physical activity and fosters a sense of community, where residents can connect, support each other, and stay motivated in their fitness journeys.

Hours

Fitness Center Hours

Open daily from 5:00 am to midnight.

Rules

Fitness Center Rules

For the enjoyment and safety of all residents, please observe the following rules and requirements in the Fitness Center:

General

  • Fitness Center hours are 5 am to midnight
  • Non-resident guests must be accompanied by a resident when using the Fitness Center
  • NO ONE UNDER THE AGE OF 13 IS ALLOWED IN THE FITNESS CENTER!
  • Children aged 13 to 18 must be accompanied by a resident when using the Fitness Center
  • Do not take Fitness Center equipment out of the Fitness Center and do not bring Movement Room equipment into the Fitness Center
  • If you are conversing with others or on your phone, please stop using it and step away from equipment so that others may use it
  • Please use cleaning wipes before and after using the equipment
  • Return cleaned equipment to its proper location
  • Report any equipment in poor or inoperable condition to Winding Cypress staff
  • Take only the equipment you intend to use immediately to your exercise spot
  • Do NOT DROP weights
  • Use the equipment ONLY FOR ITS INTENDED PURPOSE
  • Turn equipment (Aerobic Machines) ON or OFF using the proper buttons. Please do not pull the emergency cord unless it is an emergency!

Televisions and Music

  • Please be considerate of those around you and ask for permission to TURN ON, TURN OFF, CHANGE CHANNELS OR CHANGE VOLUME OF televisions and music
  • Use headphones or earbuds to listen to your audio content

Our beautiful Fitness Center belongs to all of us. Be considerate, courteous, and neighborly when using the Facility.

Movement Room

The Movement Room is a versatile and inviting space within the community’s fitness center, designed to accommodate a wide range of activities. Whether it’s fitness classes, dance sessions, or personal stretching routines, this room provides the perfect environment for residents to stay active and engaged. With its spacious layout, mirrored walls, and ample natural light, the Movement Room is ideal for both group exercises and individual workouts. The room is equipped with weights, providing residents with all the resources needed to elevate their fitness routines in a motivating and dynamic setting.

Rules

Movement Room Rules

The Movement Room is used for fitness classes, dance classes, personal use for stretching, and designated hand weights.

Any fitness equipment located in this room must be left in this room. Please feel free to use the equipment, but please place it back where you found it.

Children 16 and under are not permitted without adult supervision. NO CHAIRS OR TABLES ARE ALLOWED IN THIS ROOM OTHER THAN THOSE USED FOR CHAIR YOGA.

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Winding Cypress HOA Amenities Movement Room
Winding Cypress HOA Amenities Pickleball and Tennis

Pickleball & Tennis Courts

The Pickleball & Tennis courts at Winding Cypress is a dynamic hub for pickleball and tennis enthusiasts, featuring five top-quality clay tennis courts and four well-maintained pickleball courts. This premier facility offers residents the perfect environment for competitive matches and casual play, fostering a strong sense of community and active living. Surrounded by the natural beauty of Winding Cypress, the complex provides a scenic and inviting setting where residents can enjoy their favorite racquet sports, connect with neighbors, and participate in organized events or friendly games. Whether you’re a seasoned player or just starting out, this is the perfect place to stay active and engaged.

Hours

Pickleball & Tennis Court Hours

Courts are open from 7:00 am to 11 pm. All overhead lighting on the courts will automatically turn off at 11:00 p.m

Rules

Bocce Courts

The Bocce Courts at Winding Cypress offers a delightful space for residents to enjoy this classic game in a relaxed, social setting. Nestled within the beautifully landscaped surroundings of the community, the court provides an ideal spot for friendly competition and casual gatherings. Whether you’re a seasoned bocce player or new to the game, the court’s well-maintained surface and inviting atmosphere make it a popular destination for residents seeking leisurely outdoor activities. The Bocce Courts at Winding Cypress is not just a place for play but also a hub for community bonding and shared enjoyment of life’s simple pleasures.

Hours

Bocce Hours

The bocce court has lights that allow evening play. All lights automatically turn off at 11 p.m. Timers are available at each entrance to the courts.

Rules

Bocce Rules

  • Please be kind to others and discard any trash prior to departing either area.

  • Please replace furniture to its original location after each use.

  • No food allowed on the courts.

  • Smoking is prohibited on the courts.

  • Proper athletic footwear is required.

  • Proper dress required.

  • No bicycles, scooters, skateboards, skates or anything with wheels is allowed on the courts.

  • Please report any issues to the HOA office immediately for timely resolution.

  • Children 17 and under must be accompanied by a resident homeowner.

Winding Cypress HOA Amenities Bocce Courts
Winding Cypress HOA Amenities Dog Park

Dog Park

The Winding Cypress Dog Park is a spacious and secure area where residents can bring their furry friends to run, play, and socialize. Surrounded by lush greenery, the park offers a peaceful setting where dogs can enjoy off-leash freedom while their owners relax and connect with fellow pet lovers. The park is well-maintained and equipped with all the essentials, ensuring a safe and enjoyable experience for both pets and their owners. It’s a perfect spot for dogs to burn off energy and for the community to come together in a shared appreciation for their four-legged companions.

Rules

Dog Park Rules

  • All pets should be on a leash prior to entering the dog park.

  • Two designated parks are available to owners (Small & Large Pets). Please bring your dog to the appropriate designated area.

  • All owners are required to clean and pick up after your pets.

  • Owners are responsible for the safety and security of your pets while using the parks.

Boardwalk

The boardwalk is a serene and picturesque pathway that winds through the lush, natural beauty of the community’s preserved landscapes. This wooden walkway offers residents a tranquil escape, immersing them in the surrounding wetlands and wooded areas. As the boardwalk meanders through the verdant scenery, it leads to a peaceful, sheltered overlook where residents can pause to take in the stunning views or enjoy a quiet moment in nature. Whether for a stroll, birdwatching, or simply enjoying the outdoors, the Winding Cypress boardwalk provides a perfect blend of relaxation and connection with the natural environment.

Hours

Boardwalk Hours

Closes promptly at sunset

Rules

Boardwalk Rules

  • No entry to the preserve area at any time

  • Please be aware the preserve is home to many species of wildlife; use at your own risk.

Winding Cypress HOA Amenities Boardwalk