Winding Cypress Real Estate Search

Winding Cypress Homes for Sale

Winding Cypress is a resort style community in South Naples.  Developed by Divosta, Winding Cypress offers a variety of floor plans ranging from attached villas around 1500 square feet, to single family homes over 4000 square feet.  Winding Cypress is situated on over 800 acres and offers walking paths, a community garden, a fabulous amenity complex that includes a resort style pool, poolside restaurant, fire pit, state of the art fitness center, tennis, pickle ball, dog park and more.

For more information on Winding Cypress or to find out what your Winding Cypress home may be worth, contact Mindy today at (239) 784-4868.

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Newest Winding Cypress Homes for Sale

$1,600,000
3 Beds 3 Baths 224039811 MLS
Welcome to your dream home in the coveted natural gas community of Winding Cypress. This stunning residence epitomizes luxury living in paradise. Prepare to be captivated as you step through the leaded glass door into a haven of elegance and comfort. This meticulously crafted Pinnacle Model features an array of upgrades, ensuring a lifestyle of sophistication, convenience and peace of mind. You're secure with the hurricane impact windows, zero corner slider, and whole house generator. From the moment you enter, the attention to detail is evident with the expansive 11-foot ceilings adorned with coffered trays, crown molding, LED lighting and wood flooring throughout. The open-concept layout seamlessly blends indoor and outdoor living, creating a space perfect for both relaxation and entertaining. The chef's kitchen, where culinary delights await include Quartz countertops, 42-inch luxury cabinets with soft closures and pull-out drawers, under-cabinet lighting, top-of-the-line appliances ,a natural gas cooktop and separate wall oven. A built in entertainment area with wine or beverage cooler adds a touch of glamour, perfect for hosting gatherings with friends and family. Retreat to the spacious owner's suite, with custom California Closets and luxurious ensuite bathroom with enlarged shower, upgraded fixtures and faucets. Two additional large bedrooms with custom closets systems, including a second ensuite, offer ample space for guests or family members. The additional den or study provides the ideal setting for productivity and creativity. Step outside to your own private oasis, where breathtaking long lake sunset views are unobstructed through the panoramic screen. The outdoor living area is a true sanctuary, featuring a custom heated saltwater pool with additional water features, a custom gas summer kitchen, and expansive dining and sitting areas. Electric Storm Smart Kevlar Screens provide added comfort and protection, allowing you to fully enjoy the Florida lifestyle year-round. Beyond the luxurious amenities of the home, Winding Cypress offers a wealth of community features, including a residents-only restaurant, resort-style pool with spa and cabanas, pickleball, tennis, and bocce courts. The expansive community center boasts an event room with catering kitchen, library, internet cafe, awesome fitness center, and lounge areas with gas fireplaces. Nature enthusiasts will appreciate the boardwalk nature trail, providing a serene escape into the preserve. Conveniently located just minutes from the pristine beaches of Marco Island and the vibrant dining, shopping, and entertainment of downtown Olde Naples it's the perfect blend of tranquility and convenience. Enjoy plenty of golf options just around the corner. Don't miss this opportunity to make this exquisite home your own. With all the features and upgrades already in place and no wait to move in, this property represents an exceptional value compared to new construction.

6909 Winding Cypress DR, Naples

$1,575,000
3 Beds 3 Baths 224036699 MLS
Introducing a stunning home for sale in the prestigious Winding Cypress community of Naples, Florida, crafted by the renowned DiVosta Builders. This exquisite property presents the highly sought-after Infinity Model, an exceptional residence celebrated for its expansive open floor plan and unparalleled luxury features. Nestled within the coveted Winding Cypress community, this home stands out as one of only three Infinity Models among over 750 homes, making it a rare gem in an already exclusive neighborhood. Boasting meticulous attention to detail and an array of upgrades, this residence offers a lifestyle of opulence and sophistication. Step inside to discover an inviting ambiance accentuated by soaring 11-foot plus tray ceilings adorned with elegant crown molding. The vast living space encompasses a generously proportioned great room, a gourmet kitchen, separate dining and eat-in areas, as well as a casual and inviting conversation space, perfect for hosting guests or simply relaxing in style. The chef-inspired kitchen is a culinary masterpiece, featuring top-of-the-line Thermador gas cooktop and range, a luxurious Liebherr refrigerator encased in custom built-in cabinets, quartz-leather finish countertops, and a spacious center island with a breakfast bar, ideal for entertaining with flair. Designed for luxury, convenience, and peace of mind, this home boasts an array of upgrades, including hurricane impact windows and doors, a zero-corner slider, custom closets and shelving, a built-in outdoor kitchen, whole house generator, tankless water heater, extended 3-car garage with epoxy floor and additional cabinets, insulated door, and mini-split air conditioner. Further enhancing the living experience are the whole house water filtration system, central vacuum, solid 8-foot doors, custom floor tiles, built-in Sonos surround sound package, home security system, extended lanai, laundry tub, plus a utility tub in the garage, custom faucets and fixtures, designer window treatments and shades, and upgraded attic insulation throughout. Winding Cypress offers an unparalleled lifestyle with its wealth of amenities and prime location. Just 10 minutes from the pristine beaches of Marco Island and 15 minutes to the vibrant downtown area of Olde Naples, residents enjoy easy access to fine dining, boutiques, and entertainment options. Within the gated confines of Winding Cypress, residents are treated to resort-style amenities, including a spectacular pool and spa, residents-only restaurant, state-of-the-art fitness center, pickleball, tennis, and bocce courts, as well as a community center with conference rooms, library, internet cafe, gas fireplaces, and a picturesque boardwalk along a nature trail. Spanning over 1200 acres, with 800 acres dedicated to green space, Winding Cypress offers a serene and private setting, ensuring residents will enjoy the ultimate Florida lifestyle surrounded by natural beauty and luxury amenities.

7478 Winding Cypress DR, Naples

$609,900
2 Beds 2 Baths 224036315 MLS
Welcome to your serene and private retreat in Naples! This charming lake view and corner villa is nestled within a gated community, offering both privacy and security and lots of natural light. Inside, you'll find sophisticated touches such as an upgraded kitchen with Stainless Steel appliances, 9" x 40" wood plank style porcelain tiles throughout the entire home in a neutral tone, modern plantation shutters, and crown moulding throughout the home. The entire villa has been freshly painted, both inside and out and fresh, new landscaping has been installed. There is plenty of storage available with custom closet organization in the master bedroom, second bedroom and the garage with heavy duty shelving. Enjoy purified drinking water from a Reverse Osmosis System from Kinetico. The paved and screened lanai was extended and has been pre-plumbed for your future outdoor kitchen and ready for your outdoor TV. The Winding Cypress community offers a range of amenities to enrich your lifestyle. Stay active with access to a fitness center, tennis courts, and pickleball courts. There is a beautiful resort style pool, hot tub, and the Shady Palm Cafe serving delicious food and refreshing drinks. The Clubhouse has a wonderful library and can be rented out for events with a full kitchen. There is dog park and community garden that all residents can enjoy. Winding Cypress is centrally located near Marco Island, Downtown Naples, I-75, and plenty of shopping options.

7561 Jacaranda LN, Naples

$1,375,000
3 Beds 3 Baths 224033347 MLS
Welcome to your dream home in the heart of Naples, Florida's coveted Winding Cypress community, where luxury living meets natural splendor. Nestled on a spacious estate lot along a tranquil cul-de-sac, this stunning residence is your choice for Florida living. Step into the highly desired Pinnacle model, crafted by the esteemed builders DiVosta and prepare to be enchanted by its elegant design and thoughtful upgrades. Boasting 3 bedrooms plus den/office and 3 full bathrooms, including an expansive owner's suite with a custom built-in closet system along with additional built in vanity area, this home offers both comfort and style at every turn. As you explore, you'll discover a chef's kitchen that will delight culinary enthusiasts, complete with dovetail and soft closure cabinets, a separate bar/ wine cooler, quartz countertops, and under-cabinet lighting. The attention to detail is evident throughout, from the 11 ft coffered-tray ceilings to the custom Granite Wall, double crown moldings. Plantation shutters, 8-foot doors, custom draperies and designer light fixtures throughout. No luxury has been spared in this residence, with custom tile adorning every room, hurricane impact windows and a whole house generator ensuring peace of mind during storm season. Enjoy the convenience of a tankless hot water heater, reverse osmosis water purifier, whole house surge protector, security system and built in overhead surround sound system making everyday living effortless and efficient. Entertain guests in style with a zero-corner slider seamlessly connecting the indoor and outdoor living spaces and complete outdoor kitchen for an alfresco dining option. Private rear area offers you plenty of space to design your own custom pool or extended outdoor living area of your choice. Beyond the confines of this exceptional home lies the vibrant community of Winding Cypress, where residents enjoy an unparalleled array of amenities. Dive into relaxation at the resort-style pool and spa, savor delicious meals at the residents-only restaurant, or host gatherings in the expansive community center with event room, library and outdoor fireplace. Stay active and connected with state-of-the-art fitness facilities and a boardwalk nature trail within the 800 acres of preserved green space. With its prime location just 15 minutes from iconic downtown Olde Naples and 10 minutes from the pristine shores of Marco Island, Winding Cypress offers the perfect blend of luxury, convenience, and natural beauty. Don't miss your chance to call this exquisite property home and experience the best that Naples has to offer. Start living the Florida lifestyle of your dreams.

7415 Chenille CT, Naples

$665,000
3 Beds 2 Baths 224032420 MLS
Welcome to the ultimate villa in Winding Cypress. This is the rare opportunity to own the unique and wildly popular Serenity model with the fully expanded lanai screened and paver play deck with the bonus third bedroom den option and newly added whole-home generator powered by direct natural gas. Enjoy outstanding privacy and ample space inside and out, with a fully landscaped private lanai featuring a large roof covered seating and entertaining area. The layout inside includes an extremely spacious owner's suite, along with a modern, open natural gas cook's kitchen and convenient breakfast bar setup. Guests’ privacy is ensured with a split floor plan en-suite bed and bath. This nearly new home boasts builder-installed upgrades, including quartz finishes throughout, high-end porcelain floors, a glass-tiled backsplash, hurricane Kevlar sliders and motorized retractable lanai storm shutter doors. The Club at Winding Cypress is a must-see, offering a massive resort pool, sunset sand cabanas, bocce ball, eight pickleball courts, clay tennis courts, a yoga deck, a massive gym facility, fire pits, a boardwalk nature trail, locker rooms, a full-time activities director, a sand bar pool side restaurant and more. Winding Cypress stands out as one of Naples' most unique, resort-style, non-golf communities, encompassing over 800 acres of pristine preserve, ensuring an ideal location. Perfectly in the center point between Marco Island and 5th Avenue in downtown Naples, this community offers a lifestyle of unparalleled luxury and convenience.

7663 Jacaranda LN, Naples

$1,050,000
4 Beds 2 Baths 224031113 MLS
Welcome to your FULLY FURNISHED TURNKEY dream home nestled in the amenity rich community of Winding Cypress, where luxury living meets serene surroundings in beautiful Naples. This meticulously maintained residence presents a rare opportunity to indulge in modern elegance and comfort. Upon entering through the leaded glass front door, you're greeted by an inviting atmosphere accentuated by the spectacular open floor plan living. The seamless integration of space creates an airy ambiance, perfect for both relaxation and entertainment. The unique custom detailed millwork interior adds a touch of sophistication, elevating the home's aesthetic appeal. The heart of the home lies in its chef-inspired kitchen, you will be delighted with abundant storage, granite counters, gas cooking, while a breakfast bar offers a casual dining option. Whether preparing a gourmet meal or enjoying a quick snack, this kitchen is sure to inspire culinary creativity. This residence offers plenty of space for family and guests alike. The master retreat is a sanctuary of comfort, featuring a spacious layout, walk-in closets, and a spa-like ensuite bath, providing the perfect retreat after a day of coastal adventures. Step outside to discover where relaxation and recreation blend seamlessly. A pristine heated saltwater pool offers a refreshing swim from the sun-drenched afternoons. Host gatherings with ease in the full outdoor kitchen, complete with a grill, and ample seating space. Covered sitting areas provide shade and tranquility, ideal for unwinding with a good book or enjoying alfresco dining under the stars. You will enjoy the ease of accordion hurricane shutters along with electric Kevlar Storm Smart screens that provide added safety and peace of mind. Winding Cypress offers an array of resort-style amenities for residents to enjoy. From scenic walking trails, a resident's only restaurant, pickleball and tennis courts, to a state-of-the-art fitness center and clubhouse, there's something for everyone to indulge in. Located just 10 minutes from the pristine beaches of Marco Island and a short drive from the vibrant boutiques, restaurants, and shops of iconic 5th Avenue in Olde Naples, this home offers the perfect blend of tranquility and convenience. Don't miss your chance to own a piece of paradise in Winding Cypress.

7592 Winding Cypress DR, Naples

$1,775,000
3 Beds 3 Baths 224028845 MLS
A staggering mix of natural beauty and fabulous Naples living. This jewel box home is situated on one of the most desirable lots in Winding Cypress. Look at the aerial view, simply breathtaking. Lot location had a $125,000 premium.Coveted Southern exposure Peaceful and full of nature. Well-designed, expansive floor plan offering generous size rooms, an outstanding white kitchen that is perfect for the serious cook or entertaining. You will love the large island, wine cooler, massive pantry, and natural gas. Split living area with unique closets and storage everywhere. Soaring ceilings. The west wing encompasses an impressive size Owner suite complete with massive walk-in closet. More than 2 cars? No worries, there is garage parking for 3. For the enjoyment of nature spend time in your southern exposure, spacious salt water pool/spa or patio with outdoor kitchen or relax on your lounger in the pool. A patio you can use year round unlike west facing patios that are so hot . Additional peace of mind is offered with impact windows and a generator. Please note this is not the base Pinnacle floor plan, this is top of the line and highly upgraded. Located off the main road on a cul de sac street. You must see this home. Winding Cypress is a wonderful community. Amenity rich with a low HOA. Amenity rich with low HOA Look what the community offers: Neighborhood Features Natural Gas Community ,800+ Acres of Natural Preserves, Heated Resort-Style Pool & Spa Poolside. sugar-sand beach and cabanas ,17,500 sq. ft. Clubhouse with Activity Room, Catering Kitchen & Library, State of the Art Fitness Center & Movement Studio. Outdoor Barefoot Bar and Grill, Natural Gas Fire Pit , Activity Director, 4 Bocce Ball Courts ,Tennis Courts, 4 Pickleball Courts, Dog Park, Community Garden, Boardwalk with Pavilion and Bird Wading. Overlook 80 Acres of Lakes.Home Lawn Maintenance included. Entry Gate with Guard House. Less than 3 miles from US-41 ,10 Minutes to I-75 ,15 Minutes to Fifth Avenue and Third Street Shopping & Dining, 20 Minutes to Naples Pier and magnificent area beaches. 20 Minutes to Marco Island prepared with care but subject to errors and ommissions Buyer to verify everything to their satisfaction

6932 Cocoplum ST, 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.