Winding Cypress Homes with Bike And Jog Path Amenities

Welcome to Winding Cypress, an enchanting neighborhood nestled in the heart of Naples, Florida, in the picturesque Collier County. This vibrant community boasts a perfect blend of natural beauty and modern conveniences, making it an ideal destination for families, retirees, and everyone in between.

Winding Cypress is renowned for its stunning landscapes, featuring lush greenery and serene water views that create a tranquil environment. The neighborhood is thoughtfully designed with a strong emphasis on outdoor living, offering residents an array of amenities that promote an active lifestyle. One of the standout features of Winding Cypress is its extensive network of bike and jog paths, perfect for morning jogs, evening strolls, or leisurely bike rides with family and friends. Imagine starting your day with a refreshing run surrounded by the soothing sounds of nature or unwinding in the evening with a scenic bike ride as the sun sets over the horizon.

In addition to the beautiful trails, Winding Cypress fosters a strong sense of community. Residents enjoy access to a clubhouse, fitness center, and resort-style pool, providing countless opportunities for social gatherings and recreational activities. The neighborhood’s prime location means you’re just a short drive away from Naples’ renowned beaches, shopping, and dining options, ensuring you have everything you need right at your fingertips.

Whether you’re seeking a peaceful retreat or an active lifestyle, Winding Cypress offers the perfect blend of both. Come discover your dream home in this charming neighborhood and experience the best of Naples living!

Newest Winding Cypress Homes with Bike And Jog Path Amenities

$940,000

3 Beds ⋅ 2 Baths ⋅ 226022635 MLS

This meticulously maintained Mystique features 3 bedrooms + den, 2 bathrooms, 2 car garage with a pool and spa overlooking a lake! This home is situated on a spacious corner lot making it ideal for privacy while maintaining a stunning lake view. The turnkey designer furnishings have hardly been used and it's a pet free home. Outside the private oasis features a spa with waterfall, plenty of covered seating areas, and a top of the line outdoor kitchen. Recent updates include an upgraded 400 BTU pool heater (heats up pool quicker), new pool pump, and updated outdoor grill components. While located in the newest section of Winding Cypress - it is in a quiet location with convenient access to both gates. Winding Cypress is a natural gas community with resort-style amenities! Dine at Shady Palm, the onsite restaurant, or enjoy pickleball, bocce, tennis, a state-of-the-art fitness center, a resort-style pool, a community garden, and even 2 dog parks for your furry friend. This pet-friendly community allows rentals, has low fees, and boasts a prime location—convenient to Marco Island, 5th Avenue, and I-75.

6727 Pennyroyal DR, Naples

$575,000

2 Beds ⋅ 2 Baths ⋅ 226008768 MLS

Experience elevated resort-style living in the highly desirable community of Winding Cypress. This impeccably maintained and tastefully updated 2-bedroom plus den, 2-bath villa offers soaring 9’4” ceilings and an attached two-car garage, delivering both comfort and functionality in a truly move-in-ready residence. Thoughtful upgrades include a newer refrigerator and hot water heater, upgraded pavers, plantation shutters, and additional enhancements that add both style and peace of mind. The flexible den provides the perfect space for a home office, guest retreat, or additional lounge area. Winding Cypress is designed for those who value lifestyle. Nearly two-thirds of the community is preserved as tranquil natural landscape and wooded conservation, creating a serene, private atmosphere rarely found this close to everything. Ideally located just 8 miles from Downtown Naples and 9 miles from Marco Island, you are moments from world-class dining, shopping, and Gulf beaches. Residents enjoy an impressive amenity package featuring pickleball, bocce, clubhouse, resort-style pool and spa, community park, social rooms, and more. Opportunities like this are rare. Schedule your private showing today.

7666 Jacaranda LN, Naples

$949,900

3 Beds ⋅ 2 Baths ⋅ 226005365 MLS

Welcome to newest and last phase of homes built in 2020 in the vibrant well maintained community of Winding Cypress. Located just off Collier and 41 and minutes to 75 , Marco Island and downtown Naples This summer wood model is sure to please with 3 bdrms den and 2 baths with full showers , primary bath with custom mirrors. custom closet , plantation shutters mini a/c in garage, whole house water purifier, generator, storm screens on lanai ,outdoor kitchen , pool and spa. with private views to the preserve ,vaulted ceilings, ceiling fans in every room , and oversized neutral tile through out placed on the diagonal . some furniture can remain with the house . exlcuded dining light fixture

6844 Winding Cypress DR, Naples

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