Winding Cypress Homes with Bike And Jog Path Amenities

Welcome to Winding Cypress, a picturesque neighborhood located in the heart of Naples, Florida, within the beautiful Collier County. This charming community is designed for those who appreciate the great outdoors and seek a vibrant lifestyle. Winding Cypress offers an idyllic blend of serene natural beauty and modern conveniences, making it the perfect place to call home.

One of the standout features of Winding Cypress is its extensive network of bike and jog paths, allowing residents to immerse themselves in the stunning Florida landscape. Whether you’re an avid cyclist or simply enjoy a leisurely stroll, the winding trails provide an invigorating way to explore the area while soaking in the warm sunshine and fresh air. The lush greenery and tranquil surroundings create an inviting atmosphere for both exercise and relaxation.

In addition to the recreational amenities, Winding Cypress boasts a strong sense of community. Neighbors often gather for events, fostering connections that make this neighborhood feel like a close-knit family. The nearby amenities include shopping, dining, and top-rated schools, ensuring that everything you need is just a stone's throw away.

With its combination of beautiful homes, active lifestyle options, and friendly atmosphere, Winding Cypress is more than just a neighborhood—it's a place where you can truly thrive. Come discover the joys of living in this vibrant community, where every day offers a new opportunity to explore, connect, and enjoy 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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