Winding Cypress Homes with Landscaped Area View

Welcome to Winding Cypress, a picturesque neighborhood nestled in the heart of Naples, Florida, within the vibrant Collier County. This charming community is renowned for its serene landscapes, where nature and modern living harmoniously blend to create an idyllic lifestyle.

Winding Cypress offers an array of beautifully designed homes, many of which feature stunning landscaped area views that enhance the overall allure of the neighborhood. Imagine waking up each morning to the gentle rustle of palm trees and the vibrant colors of blooming flowers just outside your window. These homes are not just residences; they are sanctuaries that invite you to relax and unwind in your own private oasis.

The community is thoughtfully designed to foster a sense of connection among its residents. With amenities that include walking trails, a state-of-the-art clubhouse, and a resort-style pool, Winding Cypress encourages an active and social lifestyle. Enjoy leisurely strolls through meticulously maintained green spaces or gather with neighbors for community events that celebrate the vibrant spirit of this neighborhood.

Located just a stone's throw from Naples' pristine beaches and world-class dining and shopping, Winding Cypress offers the perfect balance of tranquility and convenience. Whether you’re a young professional, a growing family, or looking to retire in style, this community has something for everyone.

Discover the charm of Winding Cypress, where your dream home awaits amidst lush landscapes and a welcoming community. Experience the best of Naples living today!

Newest Winding Cypress Homes with Landscaped Area View

$599,900

2 Beds ⋅ 2 Baths ⋅ 226030016 MLS

Attached villa in the highly sought after community of Winding Cypress. This home boasts 2 bedrooms plus a den which can be used as a 3rd bedroom, 2 full bathrooms and a 2 car garage. Well maintained and fully furnished including household items (kitchen, linens, etc.) The community is situated off of Collier Blvd close to US41 (Tamiami Trl) which is a 15 minute drive to either downtown Naples or Marco Island. You get the best of both worlds and short drive to I-75 takes you to the airport within 40 minutes. This 2019 home is equipped with a full gas kitchen indoors and out. Enjoy a relaxing evening in your own heated pool/spa. This neighborhood is sure to cure boredom with it's miles and miles of hiking/biking/walking paths, nature trails and overlooks, dog park, fully equipped fitness center, tennis, pickleball and bocce ball courts, resort style pool with lap lane which is adjacent to the on-site restaurant. You don't ever have to leave this well appointed community but if you want to venture out - there is lots of fine dining, shopping, beaches and entertainment within a short drive to Naples or Marco Island. A brand new Costco and Whole Foods are soon to open as well. Your coastal paradise is awaiting your stay!

7674 Jacaranda LN, Naples

$1,295,000

3 Beds ⋅ 3 Baths ⋅ 226027501 MLS

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

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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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.