Winding Cypress Homes with Landscaped Area View

Welcome to Winding Cypress, a picturesque subdivision nestled in the heart of Naples, Florida, where tranquil living meets modern elegance. This vibrant community offers an idyllic retreat for families, retirees, and anyone seeking a serene lifestyle in one of the most sought-after areas of Collier County.

Winding Cypress is renowned for its stunning homes that seamlessly blend contemporary design with the natural beauty of the surrounding landscape. Each residence is thoughtfully crafted to provide a harmonious living experience, featuring spacious floor plans, high-end finishes, and an abundance of natural light. Many homes boast beautifully landscaped areas, allowing residents to enjoy breathtaking views right from their backyards. Imagine sipping your morning coffee while overlooking lush greenery and vibrant florals, or hosting evening gatherings under a starlit sky.

The community’s amenities enhance the Winding Cypress experience, offering residents access to a resort-style pool, a state-of-the-art fitness center, and walking trails that wind through the picturesque scenery. Social events and activities foster a sense of camaraderie among neighbors, making it easy to forge lasting friendships.

Located just minutes from Naples’ stunning beaches, upscale shopping, and fine dining, Winding Cypress strikes the perfect balance between tranquility and convenience. Whether you’re looking for a seasonal getaway or a permanent residence, this charming subdivision invites you to discover the lifestyle you’ve always dreamed of. Come explore Winding Cypress, where every day feels like a vacation in paradise!

Newest Winding Cypress Homes with Landscaped Area View

$1,295,000

3 Beds ⋅ 3 Baths ⋅ 226027501 MLS ⋅ Winding Cypress BLDG.

PRICED TO SELL! Discover exceptional value in one of Naples’ most desirable lifestyle communities, Winding Cypress. Ideally situated on an oversized preserve lot with peaceful pond views, this beautifully maintained Pinnacle floor plan offers over 2,500 square feet of living space with 3 spacious bedrooms, 3 full bathrooms, and a versatile den. Built in 2020, this move-in-ready residence combines elegant finishes, thoughtful upgrades, and outstanding indoor-outdoor living. The expansive outdoor area features a large picture-window screened lanai, gas-heated saltwater pool and spa, custom outdoor kitchen, and generous brick-paver lanai with a covered entertaining area—perfect for enjoying the Naples lifestyle year-round. A newly installed electric hurricane screen provides additional protection and convenience. The home is equipped with whole-house hurricane shutters, a whole-house generator capable of supporting the pool and spa, and an oversized 3-car garage with epoxy flooring and hurricane-rated, insulated garage doors. Additional attic insulation and a separate garage A/C system provide the option for climate-controlled storage or workspace. The beautifully appointed kitchen features white quartz countertops, premium stainless steel appliances, a gas cooktop, and a beverage refrigerator. The spacious primary suite offers exceptional organization with a custom California Closets design, while the custom pantry provides additional storage and functionality. Beyond the residence, Winding Cypress offers an exceptional resort-style lifestyle. The impressive clubhouse features a heated resort pool and spa, poolside dining at The Shady Palm, state-of-the-art fitness center, library, and elegant gathering rooms. Residents also enjoy tennis and pickleball courts, bocce, dog parks, a community garden, and scenic walking and nature trails. Beautifully maintained grounds and a welcoming atmosphere create a true sense of community, all while being conveniently located near the best of Naples. Located in an X flood zone, with no flood insurance required, this exceptional home offers the perfect combination of luxury, privacy, recreation, and peace of mind. Priced to sell and offering tremendous value, this is an opportunity to own a beautifully upgraded home in one of Naples’ premier communities.

6907 Cocoplum St, Naples

$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

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