Winding Cypress Homes with Villa Attached Building design

Welcome to Winding Cypress, a serene and picturesque subdivision nestled in the heart of Naples, Florida, within the beautiful Collier County. This charming community offers a perfect blend of luxury, comfort, and convenience, making it an ideal place for families, retirees, and anyone seeking a vibrant lifestyle in sunny Florida.

Winding Cypress is renowned for its stunning homes featuring villa-attached building designs, which provide both privacy and a sense of community. These thoughtfully crafted residences are designed with modern elegance and functional living in mind, offering spacious floor plans, high-end finishes, and abundant natural light. Residents enjoy the convenience of single-story living, with many homes boasting open-concept layouts that seamlessly connect indoor and outdoor spaces.

Life in Winding Cypress is enriched by an array of amenities that cater to an active lifestyle. The community features a beautiful clubhouse, resort-style pool, fitness center, and walking trails that wind through lush landscaping, creating a tranquil environment for relaxation and recreation. Residents can also take advantage of various social events and activities that foster a strong sense of community.

Located just minutes away from Naples’ pristine beaches, world-class shopping, and fine dining, Winding Cypress offers the perfect balance of tranquility and accessibility. Whether you’re enjoying a leisurely stroll through the neighborhood or hosting a gathering in your stylish villa, this community embodies the essence of Florida living. Discover your dream home in Winding Cypress and experience the best of Naples living!

Newest Winding Cypress Homes with Villa Attached Building design

$599,900

3 Beds ⋅ 2 Baths ⋅ 226024508 MLS ⋅ Winding Cypress BLDG.

Welcome to your private paradise in the highly sought-after, resort-style community of Winding Cypress! This TURNKEY FURNISHED true 3-bedroom, 2-bathroom villa offers the ultimate blend of luxury, comfort, and effortless living is move-in ready for your immediate enjoyment. The 2-car attached garage—complete with convenient overhead storage racks and additional utility sink—offer great convenience. Discover a bright, open-concept living space featuring seamless tile flooring throughout. The spacious great room flows effortlessly into your own private outdoor oasis. The enlarged screened lanai offers you enjoyment of a private pool and outdoor grill kitchen, located on a exceptionally private lot that offers a serene, peaceful retreat for relaxation or entertaining. The owner’s suite serves as a tranquil escape, boasting elegant tray ceilings and an ensuite bath complete with a dual-sink vanity, a walk-in shower, a linen closet, and a generous walk-in closet. Two additional bedrooms provide ample space and privacy for visitors and guests. Key upgrades and features include: Brand-NEW HVAC Unit for year-round comfort and energy efficiency. Storm Smart ELECTRIC STORM SHUTTERS on the rear lanai. ACCORDION SHUTTERS on all exterior windows for ultimate peace of mind and storm protection. Winding Cypress is renowned for its world-class amenities, including a resort-style pool, a resident-only restaurant, pickleball, tennis, bocce, a state-of-the-art fitness center, two dog parks, and a vibrant social calendar. Perfectly positioned just minutes from the award-winning beaches of both Naples and Marco Island, as well as shopping, dining, and entertainment, this property is an ideal choice for a full-time residence, a seasonal retreat, or a savvy investment option. Don't miss this rare opportunity to live the Florida dream!

7156 Live Oak Dr, Naples

$575,000

2 Beds ⋅ 2 Baths ⋅ 226008768 MLS ⋅ Winding Cypress BLDG.

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

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