Winding Cypress Homes with Bike And Jog Path Amenities

Welcome to Winding Cypress, a picturesque subdivision nestled in the heart of Naples, Florida, within the beautiful Collier County. This charming community offers a harmonious blend of natural beauty and modern living, making it an ideal choice for those seeking a serene yet vibrant lifestyle.

Winding Cypress is renowned for its stunning homes that blend seamlessly with the lush surroundings. Each residence is thoughtfully designed to provide comfort and style, featuring open floor plans, spacious living areas, and contemporary finishes. Whether you’re looking for a cozy retreat or a family-friendly abode, Winding Cypress has a variety of options to suit your needs.

One of the standout features of this community is its extensive bike and jog path amenities. Imagine waking up to the gentle sounds of nature and stepping outside to enjoy a peaceful morning jog or an invigorating bike ride along beautifully maintained trails. The paths wind through scenic landscapes, offering residents a chance to connect with nature while staying active. It’s not just about exercise; it’s about embracing a lifestyle that prioritizes health and wellness.

In addition to the outdoor amenities, Winding Cypress fosters a strong sense of community. Residents enjoy social gatherings, events, and a welcoming atmosphere that makes it easy to forge lasting friendships. The nearby attractions of Naples, including pristine beaches, gourmet dining, and boutique shopping, further enhance the appeal of living in this idyllic subdivision.

Discover the charm of Winding Cypress—where your dream home awaits, and an active, fulfilling lifestyle is just outside your door.

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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