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Winding Cypress Naples Florida Homes for Sale

Naples Florida Real Estate

Winding Cypress Naples Real Estate

Homes For Sale27$585K - $1.7M
Sold19$521K - $1.6M
Last updated at 9:15pm 12/21/2024

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$1,699,000
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Winding Cypress

6851 Winding Cypress Dr, Naples, FL 34114

Homes - 2,789 ft² / 3,479 ft² - 3 Car Garage

3+Den / 3 Baths / Pool

Built 2020
Winding Cypress Naples Homes for Sale: Indulge in breathtaking lake and sunset views from this exquisite Stonewater model home, ideally on a premium lot in the prestigious guard-gated low HOA fee community of Winding Cypress. From the moment you step inside, the meticulous attention to detail and timeless elegance will captivate you. This sophisticated residence features three bedrooms plus a den, three full baths and a spacious three-car garage, blending luxury and functionality seamlessly. The chef-inspired open kitchen is the heart of the home, showcasing KitchenAid appliances, quartz countertops, white cabinetry, a walk-in pantry, and natural gas cooktop, designed for everyday comfort and entertaining. Step out onto the expansive covered lanai, equipped with an upgraded natural gas summer kitchen, ideal for hosting gatherings. The extended screened enclosure boasts a large heated saltwater pool with three spillover waterfall features, creating an entertainer’s dream space with ample room for dining, lounging and relaxation. Inside, the open-concept great room design offers an effortless flow between indoor and outdoor living spaces, making it ideal for family gatherings and celebrations. The luxurious spacious primary suite features a custom-designed walk-in closet system, dual sinks and an oversized walk-in shower, embodying comfort and sophistication. Other exceptional highlights of the home include volume coffered ceilings, upgraded tile plank-style flooring, custom light fixtures and ceiling fans, a striking impact-resistant custom front door, landscape lighting, a whole home water filtration and softener system, and rolldown storm shades on the outdoor covered lanai for peace of mind and effortless living to name a few. Winding Cypress is renowned for its impressive amenities, offering an active and vibrant lifestyle. Enjoy the resort-style pool, on-site restaurant Shady Palm, tennis, bocce and pickleball, along with additional features like a dog park, state-of-the-art fitness center, internet café and over 800 acres of lush natural preserves to explore. Conveniently just minutes from world-class dining, shopping, pristine beaches, boating and spectacular sunsets, this home delivers the ultimate Florida lifestyle. Don’t miss the opportunity to make this piece of paradise your own!



$1,649,000
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$201K
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Winding Cypress

6823 Winding Cypress Dr, Naples, FL 34114

Homes - 2,515 ft² / 3,077 ft² - 3 Car Garage

3+Den / 3 Baths / Pool / Spa

Built 2021
Winding Cypress Naples Homes for Sale: Massive $200K price reduction!! STUNNING lake and sunset views await from the lanai of this Pinnacle model home situated on an oversized lot in Winding Cypress. At just over 2,500 square feet, you will notice the attention to detail from the moment you walk in the front door. Features of this gorgeous home include: 3 bedrooms and 3 full baths, 3 car garage, faux paint accents on walls & ceilings, custom light fixtures and ceiling fans, zero corner slider, impact resistant doors and windows, KitchenAid appliances, Quartz countertops, natural gas (cooktop, grill and pool equipment), dry bar with wine fridge, high-end carpeting in the bedrooms, plantation shutters throughout and SO MUCH MORE! This home is perfect for entertaining! The large, open kitchen & living room is ideal for family gatherings. Open the sliders to seamlessly bring the indoor living space, outdoors. The summer kitchen and large dining area is perfect after a day of relaxing by the pool & spa. The primary suite features a massive walk-in closet that will fit the needs of those with the largest of wardrobes. There are plenty of amenities in Winding Cypress for those looking to stay active outside of the residence, featuring a resort-style pool, on-site restaurant (Shady Palm), tennis, bocce, and the hottest new sport - pickleball. Additional amenities include a dog park, well-appointed fitness center, and internet cafe. All of this is just a short drive to some of the finest dining, shopping, beaches, boating and sunsets in all of Florida - Downtown Naples/5th Ave and Marco Island. Close to I-75 and 30 minutes to Southwest Florida International Airport. Come live in paradise!



$1,550,000
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Winding Cypress

6883 Cocoplum St, Naples, FL 34114

Homes - 2,519 ft² / 3,510 ft² - 3 Car Garage

3+Den / 3 Baths / Pool / Spa

Built 2021
Winding Cypress Naples Homes for Sale: This popular DiVosta Pinnacle Model is situated in the amenity rich community of Winding Cypress. It is possible to purchase this beauty furnished or turnkey furnished as negotiated and agreed upon. This property is a one owner home that's loaded with builder and owner upgrades to include: custom tile plank flooring throughout, 12'+ coffered/tray ceilings with crown molding and custom detail wall, saltwater pool w/integral spa, whole house generator, hurricane impact windows, zero corner slider with impact glass, Storm Smart Kevlar screen across lanai, leaded glass front door, upgraded kitchen appliance package, upgraded kitchen & bath cabinet package, plantation shutters throughout, home security system, extended 3 car garage w/epoxy floor, additional refrigerator/freezer & built in cabinets, custom closet and pantry storage systems, upgraded laundry room w/built in cabinets and utility sink, den complete with built in desk & storage system, upgraded electrical include custom fixtures, ceiling fans and dimmer switches. The exterior has beautiful Bohemian shutters along with a paver walkaround. This gorgeous home sits on an oversized private lot at the end of a dead-end cul-de-sac. Winding Cypress boasts one of the most outstanding community amenities anywhere in Naples and at an incredible value. They include a private, residents only restaurant, spectacular resort pool, spa & beach cabana, expansive clubhouse w/an amazing fitness center w/men's/women's locker rooms, conference & meeting rooms, library, community kitchen, pickleball, tennis, & bocce courts, dog park, nature boardwalk, and a community garden. Winding Cypress is perfectly located 10 minutes from Marco Island & 15 minutes from downtown Olde Naples.



$1,550,000
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Winding Cypress

7788 Winding Cypress Dr, Naples, FL 34114

Homes - 2,496 ft² / 4,768 ft² - 3 Car Garage

3+Den / 3 Baths / Pool / Spa

Built 2019
Winding Cypress Naples Homes for Sale: Nestled within an exclusive gated community and surrounded by a serene nature preserve, this elegant 3-bedroom, 3-bathroom home with a spacious den/office is the epitome of refined Florida living. The open, airy floor plan flows seamlessly, with high ceilings and large windows that capture abundant natural light and offer unobstructed views of the lush preserve behind the home. This home has natural gas, generator, Sentricon system, central vac system, and many more upgrades. Step into the gourmet kitchen, complete with premium appliances, custom cabinetry, and an expansive island that's perfect for entertaining or family gatherings. Each bedroom is generously sized, featuring high-end finishes and ample storage, while the den/office provides an ideal, private space for working from home or additional relaxation. The master suite is a tranquil retreat with a luxurious en-suite bathroom featuring dual vanities, and a walk-in shower. Outdoors, your private paradise awaits, with a sparkling gas heated salt water pool and spa surrounded by a spacious patio, perfect for sunbathing, al fresco dining, or evening cocktails under the stars. The 3-car garage offers plenty of room for vehicles, storage, and hobbies. Living in this community comes with exceptional amenities that rival a luxury resort. Enjoy an on-site restaurant, a spectacular resort-style pool, tennis courts, pickleball, bocce, and a dog park, all thoughtfully designed to elevate your lifestyle. The well-appointed fitness center, internet café, and an engaging calendar of year-round social events ensure that there's always something to do. Centrally located between the pristine beaches of Marco Island and Naples, this home places you just moments away from world-class shopping, dining, and entertainment, yet offers a peaceful, nature-filled escape in your own backyard. Don't miss the opportunity to make this luxurious haven yours!



$1,395,000
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Winding Cypress

7716 Winding Cypress Dr, Naples, FL 34114

Homes - 2,923 ft² / 3,997 ft² - 3 Car Garage

3+Den / 3 Baths / 1 Half / Pool / Spa

Built 2018
Winding Cypress Naples Homes for Sale: Welcome to the rare opportunity to own the prestigious Stonewater model home in the desirable, amenity filled community of Winding Cypress. This property sits on one of the most beautiful and private waterfronts lots. View spectacular sunsets over a big water lake with a wildlife-rich preserve as a private backdrop. As soon as you walk through the double-door front entrance, your breath will be taken away as you marvel at the grandeur of the open living space highlighted by a 12-foot ceiling accented with built-in trays. The split bedrooms and open living area floorplan is most popular and sought after as it is perfect for large gatherings and entertaining with family and friends while offering a quiet and separate space for guests during the overnights. The primary suite is expansive, big enough for king bed furniture and additional sitting area. The bath area boasts a beautiful walk-in tiled shower, large dual sink vanity, and oversized walk-in closet. The entrance to the two other bedrooms and baths can be closed off from the main living area by pocket doors giving a private feel of additional suites. The chef's kitchen boasts a beautiful quartz center island with sink, upgraded appliances that include a natural gas cook top, double built-in oven, custom cabinets with underside lighting and a huge walk-in pantry. There's also a formal dining area adjacent to kitchen and great room gathering space. Open up the French doors and enjoy the quaintness of your added den, study or office. This is an extra-large space perfect to be set up with your personal wants and needs in mind. Nothing helps out a homeowner more than a three-car garage. This one has a ton of built-in ceiling and wall storage racks for everything imaginable including bicycles. The garage doors are insulated as well as the attic above. As you step outside onto the custom upgraded pavers and look out over the big water lake, you can't help but admire the beautiful saltwater pool with optional integral infinity spa. On the far side of the lake is a stunning and private preserve that speaks to tranquility, relaxation, and peacefulness as you sit in your lanai, swim in your pool, or unwind in your spa. Winding Cypress is a well-designed community of over 1200 acres total with 850 acres of green space. It is amenity rich to include a resident's only full-scale restaurant, pickleball, tennis, & bocce courts, a spectacular community pool and clubhouse, awesome fitness center, dog park, community garden, boardwalk nature trail, and a full-time activities program that offers something for everyone on a weekly, regular basis. Located just 15 minutes to the beaches of Marco Island and 20 minutes to restaurants and shoppes in Olde Naples.



$1,299,000
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Winding Cypress

6767 Pennyroyal Dr, Naples, FL 34114

Homes - 2,185 ft² / 2,895 ft² - 2 Car Garage

3+Den / 2 Baths / Pool

Built 2021
Winding Cypress Naples Homes for Sale: Wow! This beautifully designed and meticulously maintained home checks all the right boxes. Featuring the highly desirable Summerwood floor plan with Great Room extension, it is perfect for entertaining or simply relaxing at home after a nice day out in beautiful Naples, FL. The kitchen features upgraded appliances, quartz countertops, an oversized island and walk-in pantry. The two guest bedrooms provide enough room for guests. The office/den can easily serve as a 4th bedroom if desired. Other interior features include high-grade porcelain tile throughout, a laundry/utility room with plenty of storage and natural gas for cooking, heated water and clothes drying. Exterior upgrades abound with a one-of-a-kind extended lanai with custom pavers and a built-in outdoor kitchen. There is plenty of space for outdoor gatherings, cookouts, an afternoon nap, a dip in the pool or just taking in some Florida sunshine. Looking through the huge portrait "no-see" lanai screen is one of the very best long water views in the entire community. The view is simply gorgeous, inspiring "wows" from all. The driveway and side walkway are extended. There is over $100k in upgrades to this magnificent home. And it is offered fully furnished. Just pack your bags and head on down to enjoy our very special slice of tropical paradise. Worried about maintenance and insurance costs, and/or storms? Newer construction (2021) negates a large future roof replacement cost for some time. And a newer A/C system should provide many more years of solid service. Hurricane impact doors and windows are throughout providing for great energy efficiency and home protection. Also, the lot of this property is elevated. It is not in a mandatory flood insurance zone. And there is a whole home gas generator too should the need ever arise. All aforementioned should assist in obtaining lower insurance premiums and keep maintenance costs down. This home offers easy peasy and worry-free living by any measure. To top it all off, this sensational home resides in the highly prized community of Winding Cypress. An onsite restaurant, modern fitness center, community pool and a full calendar of social gatherings with some of the best Naples residents around are a nice walk, bike or golf cart ride away. Also, located conveniently between downtown Naples and Marco Island, opportunities to visit some of our finest beaches, shopping and dining locations are just minutes away. Great home. (Check.) Great view. (Check.) Great community. (Check.) Great location. (Check.) This property checks all the right boxes for the time of your life in beautiful Naples, FL.



$1,250,000
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Winding Cypress

7404 Winding Cypress Dr, Naples, FL 34114

Homes - 2,062 ft² / 2,493 ft² - 2 Car Garage

2+Den / 2 Baths / Pool / Spa

Built 2016
Winding Cypress Naples Homes for Sale: The most private homesite in Winding Cypress Resort community, this exceptional home offers views abundant with trees and lake, bordered by a lush preserve and expansive buffer zones. Breathtaking southwestern water views provide the ideal backdrop, rivaling the most stunning beach sunsets. Step outside to the largest covered lanai in the community, complete with a sparkling pool and spa, creating an idyllic space for relaxation and entertaining. Step inside to discover a home that has been expanded and meticulously designed, with raised ceilings and professionally finished interiors that exude sophistication. This home is equipped with premium features, including whole house generator, reverse osmosis water system, impact-resistant glass, natural gas and top-tier finishes throughout. The expansive layout offers views from every angle, ensuring that every room feels connected to the beautiful outdoor surroundings. Residents can indulge in the luxurious Winding Cypress Club, which features a state-of-the-art fitness center, catering kitchen, community room and activity room. Outdoor amenities abound, including pickleball, a resort-style pool with a lap section, spa, outdoor movement studio, barefoot bar, bocce ball courts, five Har-Tru tennis courts, a fire pit, a bird-watching overlook and a nature boardwalk with a picnic pavilion. At the center point between the pristine shores of Marco Island and the vibrant downtown Naples, this incredible resort location provides the ideal backdrop for an unparalleled lifestyle.



$1,199,900
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Winding Cypress

6906 Winding Cypress Dr, Naples, FL 34114

Homes - 2,124 ft² / 2,961 ft² - 2 Car Garage

3+Den / 3 Baths / Pool

Built 2022
Winding Cypress Naples Homes for Sale: This exquisite 3-bedroom + den, 3-bathroom pool home offers a perfect blend of luxury and comfort in the prestigious gated community of Winding Cypress. As you step inside, you'll be greeted by a spacious open floor plan with elegant tile flooring, neutral tones, and designer fixtures that create a warm and inviting atmosphere. The beautifully designed two-toned kitchen is a chef's dream, featuring a large center island, breakfast bar, and an adjoining dining room, making it ideal for both casual family meals and entertaining guests. The expansive living area flows seamlessly to the screened lanai, where you'll find a pavered patio and a heated saltwater pool, providing the perfect setting for relaxation and outdoor gatherings. Enjoy the serene views of the private preserve, offering a peaceful backdrop to your daily life. The master suite is a true retreat, with ample space, a luxurious en-suite bathroom, and plenty of closet space. The additional guest rooms are equally spacious, ensuring comfort and privacy for family and friends. Winding Cypress offers a wealth of amenities, including dining at the onsite Shady Palm restaurant, multiple sports options like pickleball, bocce, and tennis, and a state-of-the-art fitness center. Residents can also relax by the resort-style pool, enjoy the internet café, participate in community social events, or explore the community garden. For pet lovers, there's even a dedicated dog park for fido to exercise and play. With low HOA fees and a central location between the pristine beaches of Marco Island, the vibrant 5th Avenue, and convenient access to I-75, this home is a rare find that perfectly balances luxury, convenience, and community living.



$1,150,000
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Winding Cypress

7544 Winding Cypress Dr, Naples, FL 34114

Homes - 2,532 ft² / 3,518 ft² - 3 Car Garage

3+Den / 3 Baths

Built 2018
Winding Cypress Naples Homes for Sale: Welcome to a beautiful Pinnacle Model in the desirable, amenity rich community of Winding Cypress. This waterfront home is offered at an incredible value. Original owner care is apparent throughout. Builder and owner upgrades include; chef's kitchen with upgraded appliances, sink & faucet, soft close pull out cabinets including under-side lighting, custom quartz countertops, custom plank tile flooring, hurricane impact windows, slider, and entry door, upgraded & expansive lanai outdoor living area with Storm Smart Kevlar screen enclosure & ready for you to design your own outdoor kitchen, upgraded bathrooms with custom showers, faucets & fixtures, custom lighting & window treatments, 3 car garage with epoxy floor with additional refrigerator included. Winding Cypress is a guard gated natural gas community full of popular amenities including; a resident's only restaurant, amazing resort pool & spa, pickleball, tennis, & bocce courts, incredible fitness center loaded with all the training features including men' and women's locker rooms, a beautiful community center with conference rooms, a prep kitchen, library, lounge with fireplace, a dog park, nature trail boardwalk, and a community garden. The community is perfectly located just 10 minutes to the beaches and entertainment of Marco Island, and 15 minutes to the shoppes and restaurants of the renowned 5th Avenue in downtown Olde Naples. This home is perfect to start enjoying the lifestyle living of Winding Cypress!



$1,150,000
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Winding CypressNEW

7355 Mockingbird Ct, Naples, FL 34114

Homes - 2,198 ft² / 2,640 ft² - 2 Car Garage

3+Den / 2 Baths / Pool / Spa

Built 2016
Winding Cypress Naples Homes for Sale: Welcome to your new home in Winding Cypress, a vibrant community in the heart of Southeast Naples. Surrounded by 800 acres of lush preserves and 80 acres of peaceful lakes, this is the ideal setting to enjoy a serene, nature-filled lifestyle. Yet, with Downtown Naples and the iconic 5th Avenue—one of America’s most beautiful streets—just 20 minutes away, you’ll always be close to the best of city living. This tastefully furnished home offers a neutral palette, spacious enough for guests yet cozy enough for just you and your significant other. Triple sliders open to a stunning outdoor oasis, featuring a heated pool and spa, along with a spacious seating area perfect for unwinding in the evenings while taking in a breathtaking Southwest Florida sunset. Built to the highest standards, this home offers enhanced hurricane protection, including four electric Storm Smart Screens on the lanai, impact-resistant windows and doors throughout, and a 20KW whole-house generator for added peace of mind. The vibrant Winding Cypress community offers a wealth of amenities, including a luxurious clubhouse with a state-of-the-art fitness center, catering kitchen, activity room, and community room. Outdoor enthusiasts will love the bocce ball courts, five tennis courts, four pickleball courts, a fire pit, and a nature boardwalk with a bird-watching overlook and picnic pavilion. The community Dog Park is a spacious and secure area where residents can bring their furry friends to run, play, and socialize. Winding Cypress is mere minutes from the sandy beaches of Marco Island and Naples and is the ideal spot for both relaxation and recreation!



$1,045,000
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Winding Cypress

6949 Winding Cypress Dr, Naples, FL 34114

Homes - 2,185 ft² / 2,895 ft² - 2 Car Garage

3+Den / 2 Baths / Pool

Built 2020
Winding Cypress Naples Homes for Sale: Welcome to this stunning Summerwood floor plan with an extended great room. As you enter this 3 bedroom plus den home the quality of finishes is evident. The great room open plan concept allows for a great entertainment area with a large island kitchen and beautiful quartz countertops open to the dining and living area. Step out onto the large paver lanai area and enjoy the exceptional location of this lot looking across the lake to a preserve area with landscaping providing excellent privacy from adjoining homes. Relax in the heated pool or lounge on the spacious pool deck. This home offers Florida living at its best with a custom outdoor kitchen featuring a gas grill, fridge, vent hood and sink. The community offers natural gas for cooking, water heater and clothes dryer. The lanai is protected by electric rolling hurricane impact screens making preparation for storms easy. The community of Winding Cypress is nestled amongst 800 acres of natural preserve and 80 acres of serene lakes. This community offers residents a tranquil lifestyle surrounded by nature. Residents enjoy a wide array of amenities, including the Shady Palm Café, a spacious Clubhouse, and a luxurious resort-style pool and spa, fitness center, social program, movement room, pickle ball, tennis courts, bocce and the boardwalk walking trail. Surrounded by many restaurants and grocery stores and only a short drive to Downtown Naples this community checks all the boxes.



$998,000
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Winding Cypress

7683 Winding Cypress Dr, Naples, FL 34114

Homes - 2,018 ft² / 2,502 ft² - 2 Car Garage

3+Den / 2 Baths

Built 2018
Winding Cypress Naples Homes for Sale: Welcome to this stunning Summerwood model in the desirable gated community of Winding Cypress. This 3 Bedroom + Den, 2 Bath home is loaded with upgrades and is sited on an oversized premier lot with stunningly gorgeous lake views. Enter home into a dramatic entry hallway which truly captures the incredible lake vistas. Light and bright open-concept living space with soaring 11.5 foot ceilings. Spacious living room with custom coffered ceiling, custom millwork accent wall and transom windows. Wall of sliding glass opens out to tranquil lanai blending indoor/outdoor living. Custom outdoor granite bar with seating for 7 and built-in KitchenAid grill plus lounge area is ideal for outdoor entertaining. A true chef's eat-in kitchen features stainless steel appliances, shaker cabinetry, contemporary quartz counters, oversized island and pantry. Lovely dining room with custom millwork accent wall with gorgeous lake vistas. Contemporary glass doors open to a den ideal for home office, media room or additional guest quarters. Master suite oasis boasting a spacious bedroom overlooking the lake opens to a spa-like en-suite bath including oversized walk-in shower, double vanity and separate water closet. 2 additional guest bedrooms with a shared full bath. Full-size laundry room with a side-by-side washer/dryer, custom counter and cabinetry is great for storage. Oversized 2-car attached garage Enjoy state of the art amenities including resort-style pool and spa, Shady Palm restaurant, Har-Tru tennis courts, pickleball courts, bocce, fitness center, club room and even a dog park. Convenient to downtown Naples renowned for its world class dining, shopping and beaches and also close to Marco Island. East access to I-75 and only 30 minutes to RSW airport. Truly exceptional paradise living!



$995,000
Decrease*
$130K
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Winding Cypress

7235 Live Oak Dr, Naples, FL 34114

Homes - 2,640 ft² / 4,444 ft² - 2 Car Garage

3+Den / 3 Baths / Pool

Built 2015
Winding Cypress Naples Homes for Sale: Luxury living in this extraordinary Naples FL home and coveted community of Winding Cypress! Built in 2015 by Divosta homes this 3 bed, 3 bath, plus a den with a second story loft known as the Martin Ray flood plan. This home with over 2,600 sq feet under air, it's the perfect layout. Walk into a beautiful foyer entrance, that leads to the custom open layout kitchen, featuring premium granite countertops, Kenicto water system, custom cabinets, gas stove, and a butler pantry with beverage refrigerator and custom wine rack. The spacious living area with crown and base moldings, leads to the screened in lanai and custom 13X28 pool with 3 sunning shelf's. An east exposure for lots morning sun and with a lake and preserve view to enjoy. The screened in outdoor lanai area encompasses over 1,000 sq feet. The lush landscaping and pool is a tropical oasis to entertain and enjoy. Custom electric roll down hurricane shutters for maximum storm protection. Primary bedroom located on the 1st floor with beautiful tray ceiling and a view of the tropical back yard with a huge walk in closest with custom drawers and shelving.Primary bath has dual sinks and walk in shower. This split bedroom floor plan has so much privacy for guests with an upstairs loft that leads to the 3rd bedroom and en-suite bath. This home has 2 air conditioners with dual zone A/C system, plantation shutters through the home for the tropical feel, solid core doors with upgraded handles. Winding Cypress is a lifestyle community offering an array of amenities, including a resort-style pool and spa, pickleball and tennis courts, a residents-only restaurant, an expansive community center with an event room, library, outdoor fireplace, state-of-the-art fitness facilities, and a boardwalk nature trail for serene strolls. Sitting on 800 acres of preserved green space, this prime location is just 15 minutes from downtown Olde Naples and 10 minutes from Marco Island, offering the perfect blend of convenience and tranquility.



$970,000
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Winding Cypress

6763 Winding Cypress Dr, Naples, FL 34114

Homes - 2,107 ft² / 2,390 ft² - 2 Car Garage

3+Den / 2 Baths / Pool

Built 2021
Winding Cypress Naples Homes for Sale: The Martin Ray floor plan is a breathtaking home located in the serene Winding Cypress community, overlooking a picturesque lake. This exquisite 2021 residence showcases the meticulous care of its single owner and boasts numerous upgrades throughout. It features a heated pool, three bedrooms, two bathrooms, and a den, providing ample space for living and entertaining. The heart of the home is a spacious, light-filled living area and a large kitchen with a generous island for seating. Culinary enthusiasts will appreciate the five-burner natural gas stove and the convenience of a butler's pantry. The exquisite quartz countertops complete the perfect setting for entertaining and everyday living. The home is adorned with impact windows and sliders, allowing natural light to flood in, and is accented with 8-foot doors and custom crown molding in the primary bedroom. The large primary bathroom features a walk-in shower, dual sinks, a dedicated toilet room, and access to the large walk-in closet with built in shelves, and enough room for a small crafts station. Additional highlights include two spacious guest bedrooms, elegant tile flooring throughout, and a two-car garage with a durable epoxy finish. Relax in your well-placed den with views of the natural preserve across the street or convert the space into a spacious home office. Outdoors, you can unwind in your private pool and enjoy the exquisite under-truss patio area. The electric roll-down screens and remote-controlled awning provide a perfect spot to relax poolside, savor the shade, and take in the tranquil lake views. The paver driveway has been widened and extended, while the pool deck pavers have recently been power washed and sealed for added appeal. The pie shaped lot is an added bonus giving you a large front yard and plenty of room between you and your neighbors. The conveniently situated lot location is not far from the resident's entrance, providing easy access in and out of the community. Winding Cypress is conveniently located near shopping and dining options and is enveloped by 800 acres of natural preserve and 80 acres of stunning lakes. Winding Cypress enhances the community experience with a wonderful dog park making it an ideal place for pet lovers This dedicated space allows residents and their furry friends to enjoy the outdoors socialize and stay active. Residents can avail themselves of various amenities, including the Shady Palm Café, a resort-style pool and spa, a fitness center, social programs, and sports facilities such as pickleball, tennis courts, and bocce ball. There is also a walking trail for those who love to explore nature. This home exemplifies the essence of Southwest Florida living at its finest. Schedule a showing today. BE SURE TO CLICK THE FULL VIRTUAL TOUR LINKS FOR DETAILS!



$810,000
Decrease*
$25K
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Winding Cypress

6852 Winding Cypress Dr, Naples, FL 34114

Homes - 1,804 ft² / 2,237 ft² - 2 Car Garage

2+Den / 2 Baths / Pool

Built 2021
Winding Cypress Naples Homes for Sale: This pristine Abbeyville home in Winding Cypress has it all and is not to be missed! Built in 2021, this property has a fresh neutral palate and features a spacious open split bedroom floor plan with 2 bedrooms + den + sunroom and 2 full bathrooms. The 2-car garage has upgraded features including AC, an insulated garage door, a 4' extension, and extra lighting. 10' ceilings add to the spaciousness of this home! Wood look plank tile flooring throughout, crown molding, tray & coffered ceilings, extra canned lighting throughout, and plantation shutters in the front bedrooms, den, and over the kitchen sink elevate this home. The contemporary kitchen offers white shaker cabinets, quartz countertops, subway tile backsplash, stainless steel appliances including a gas range & hood, dishwasher, built-in microwave, stainless steel sink, undercabinet lighting, and a large extended kitchen island with additional cabinets on one side. The primary bath features a walk-in shower, granite countertop with dual vanities & drawers, comfort height toilet, and a large walk in closet with a built-in organizer. The guest bath includes granite countertop, a comfort height toilet and an upgraded walk-in shower with glass enclosure. The spacious laundry room has plenty of storage with built-in cabinets and organizers. Relax and enjoy your own heated pool with its lovely serene preserve view. Extra clusia hedges on both sides of the pool cage provide ultimate privacy. Move in ready, the sellers have thought of it all including added features such as a widened driveway, a paved walkway from the driveway to the lanai, lush landscaping with solar outdoor lighting, whole house gutters, Ring doorbell, and even a Generac 18KW whole home generator with a warranty! Winding Cypress is a highly sought after natural gas community containing 800 acres of natural preserves and 80 acres of lakes. Top notch amenities include a resort style pool with lap lanes & spa, a screened in outdoor bar and grill The Shady Palm, fire pits & fireplace, 2 dog parks, community garden, tennis, bocce, pickleball courts, in addition to a beautiful clubhouse featuring a fitness center and community & event rooms. Conveniently located within close proximity to downtown Naples, several beaches, Marco Island, & US-41.



$799,900
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Winding Cypress

7670 Jacaranda Ln, Naples, FL 34114

Homes - 1,594 ft² / 1,964 ft² - 2 Car Garage

3 Bed / 2 Baths / Pool

Built 2018
Winding Cypress Naples Homes for Sale: Step into the lap of luxury with this stunning villa in Winding Cypress. This exquisite property is not just a home; it's an embodiment of sophistication and comfort, offering a lifestyle that is truly unparalleled. The villa is being offered fully furnished, ensuring that every inch of this residence reflects a tasteful and cohesive design. As you enter, you'll be captivated by the elegance that defines every detail. The gas-heated pool beckons, inviting you to relax and unwind in your private oasis. The outdoor kitchen adds a touch of opulence, making it an ideal space for entertaining guests or enjoying alfresco dining under the clear Florida skies. The chef's dream kitchen is a masterpiece in itself, featuring top-of the-line Samsung appliances and stunning quartz countertops. The list of updates is extensive, a testament to the commitment to maintaining this villa in peak condition. While it's impossible to detail every enhancement, rest assured that no expense has been spared in ensuring that this property remains at the pinnacle of luxury living.



$789,000
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Winding Cypress

7247 Live Oak Dr, Naples, FL 34114

Homes - 1,910 ft² / 2,435 ft² - 2 Car Garage

2+Den / 2 Baths

Built 2015
Winding Cypress Naples Homes for Sale: Welcome to one of the most desirable neighborhoods in Naples. Winding Cypress boasts resort style living with pickleball, tennis, bocci, large gym, movement room, library, internet cafe, banquet room with kitchen, restaurant, and resort style pool with waterfall and lap lane. Currently the only Summerwood model for sale with peaceful panoramic water and preserve views. This impeccably kept two bedrooms with a den that could easily be a third bedroom, 2 bath home with large laundry room with tons of custom cabinetry. The oversized garage with four-foot extension makes one side of the garage 37' which can accommodate a 21' boat and trailer or third car, custom storage gives you plenty of room for all your toys. A real must-see home!



$725,000
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Winding CypressNEW

7263 Live Oak Dr, Naples, FL 34114

Homes - 1,685 ft² / 2,086 ft² - 2 Car Garage

2+Den / 2 Baths / Pool

Built 2017
Winding Cypress Naples Homes for Sale: WOW! HERE IS A GORGEOUS RESIDENCE THAT WAS PROFESSIONALLY DECORATED AND IS IN PRISTINE CONDITION. THE HOME HAS A RESORT STYLE LARGE PAVER DECK SALT WATER POOL WITH A PICTURE FRAME SCREENED LANAI. ENJOY AN EXPANSIVE DECK AREA TO RELAX, SOAK UP THE SUN, OR JUST TAKE IN THE STUNNING LAKE VIEW. THE GOURMET KITCHEN HAS STATE OF THE ART APPLIANCES, QUARTZ COUNTERS, TILE BACK SPLASH WITH HAND CRAFTED WOOD CABINETRY. THE LUXURIOUS PRIMARY SUITE HAS A VIEW OF THE POOL AND LAKE WITH CUSTOM WOOD FLOORING AND A HUGE WALK IN CLOSET. THE HOTEL INSPIRED OWNERS BATH IS SURE TO IMPRESS. ON THE FRONT END OF THE HOME IS A GUEST BEDROOM WITH LOTS OF NATURAL LIGHT, AND A IMPRESSIVE GUEST BATH. ADDITIONALLY THE RESIDENCE HAS A NICE SIZED DEN, OR POSSIBLE THIRD BEDROOM. ADDITIONAL UPGRADES INCLUDE, WHOLE HOUSE GENERATOR, ACCORDION SHUTTERS, EXTENDED GARAGE, HARD WOOD AND TILE FLOORS THROUGHOUT, DESIGNER FIXTURES AND MORE. WINDING CYPRESS IS A GATED COMMUNITY RICH IN AMENITIES, WITH A RESTAURANT AND POOL BAR RIGHT ON SITE.



$699,000
Decrease*
$200K
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Winding Cypress

7267 Live Oak Dr, Naples, FL 34114

Homes - 2,230 ft² / 2,634 ft² - 2 Car Garage

3+Den / 2 Baths

Built 2015
Winding Cypress Naples Homes for Sale: Sellers to provide a $10,000 credit to Buyers who successfully negotiate a purchase contract of this property no later than 12/30/24 and close no later than 02/01/25. Best-Valued Single-Family Home with Quality Finishes and Resort-Style Amenities in Winding Cypress! This beautifully crafted 3-bedroom, 2-bathroom home, complete with a private office, is the best-valued single-family residence in the desirable Winding Cypress community. Thoughtfully designed with quality finishes, this home features tile flooring throughout, plantation shutters, crown molding, high-end granite countertops and stainless-steel appliances with huge island/breakfast bar in a gourmet kitchen, equipped with natural gas cooking. The separate dining area offers an inviting space for meals and entertaining. Outside, enjoy the private, screened-in lanai surrounded by lush tropical gardens and a raised herb garden. This home is equipped with full hurricane protection on all windows and doors, including Storm Smart hurricane screens on the lanai, ensuring peace of mind in stormy weather. The Sellers have shared that their home has never incurred damage from any of the recent storms. Pre-inspected and move-in ready, with low HOA fees, this home is a true value. Winding Cypress is an amenity-rich, pet-friendly community, featuring a resort-style pool and spa, outdoor bar and grill, tennis, pickleball, bocce courts, and two gated, off-leash dog parks. With a vibrant social calendar, there are endless ways to connect and enjoy the neighborhood. Conveniently located near downtown Naples, with its beautiful beaches, dining, and entertainment, as well as the scenic Marco Island coastline, this home blends luxury, security, and community lifestyle. Don’t miss your chance to make this tropical retreat your own!



$639,900
Decrease*
$59.1K
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Winding Cypress

7702 Jacaranda Ln, Naples, FL 34114

Homes - 1,554 ft² / 1,898 ft² - 2 Car Garage

2+Den / 2 Baths / Pool

Built 2019
Winding Cypress Naples Homes for Sale: What's Special: *Open floor plan *Epoxy garage floor *Granite countertops *3 ft. bathroom countertops *Remote controlled garage screen *Remote controlled hurricane shutters on the lanai *California Closets in all bedrooms *Pool. Den can be converted to a 3rd bedroom too. Come see this beautifully designed pool home boasting of an inviting open floor plan, perfect for entertaining and family living. The kitchen highlights its elegant backsplash and granite countertops that provide both beauty and durability. Each bathroom has been designed with 3 ft. of countertops for added space and comfort. California Closet's custom-design can be found in each closet to maximize storage and organization throughout. The home has also been designed with 8' doors, adding to the modern, airy feel. The garage is finished with epoxy flooring and comes with remote controlled garage screen for added ventilation and convenience. Step out to the back lanai where you will find remote controlled weather/hurricane shutters for those rainy afternoons or storm seasons, giving you peace of mind. Enjoy the private pool. perfect for relaxation and entertainment. The home has been smoke-free and pet-free, ensuring a clean, fresh environment for the next owners. With thoughtful upgrades and premium features, this home is ready to welcome you. Winding Cypress includes: *Over 800 acres *Natural preserve *Nature trails *Dog park, *Low HOA *Clubhouse activity room *Fitness center *Heated resort-style pool *White sandy lounge area *Bar and grill *Library *Catering kitchen *Tennis and pickleball courts *Natural gas *15 minutes from 5th Ave. *20 minutes from Marco Island *Major shopping brands 5 minutes away.



$635,000
Decrease*
$84K
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Winding Cypress

7113 Live Oak Dr, Naples, FL 34114

Homes - 1,554 ft² / 2,748 ft² - 2 Car Garage

2+Den / 2 Baths / Pool

Built 2016
Winding Cypress Naples Homes for Sale: BIG PRICE REDUCTION! THIS IS THE LOWEST PRICED VILLA POOL HOME! Discover this stunning 3-bedroom, 2-bathroom villa with a 2-car garage and a luxurious gas heated pool that is ideally situated on a premium pie-shaped lot adjacent to nature preserve and near to the vibrant Winding Cypress Amenity Center is the perfect place to make your own paradise. The flex room offers endless possibilities as a third bedroom or as a home office/den. The Serenity Model offers the perfect blend of charm and sophistication, whether you seek a year-round haven or a seasonal escape to enjoy Florida's renowned lifestyle. Indulge in effortless entertaining as the seamless open floor plan leads you to a covered lanai and expansive brick paver pool deck that gazes out onto a serene nature preserve. Witness breathtaking sunsets that paint the sky in hues of warmth while serenaded by the harmonious symphony of nature within your private screened enclosure in the prestigious Winding Cypress community. This home has features including stainless-steel appliances, elegant granite countertops, a beautifully tiled backsplash in the kitchen, and 20" ceramic tile flooring throughout the main living spaces. Noteworthy accents such as plantation shutters, rich wood flooring in the den, accordion hurricane shutters, an electric rolldown hurricane shutter at the lanai, and a host of other upscale finishes. Nestled within a secure, amenity-rich enclave, residents enjoy access to a lavish Community Center, overseen by a full-time activities’ director, offering an array of recreational facilities from card/game rooms and a library to a poolside bar and restaurant. Stay active with a state-of-the-art gym, outdoor Yoga and movement studios, group exercise classes, a resort-style pool with a dedicated lap lane, inviting fire pits, dog parks for both large and small dogs, illuminated tennis courts, pickleball and bocce courts, and sprawling lakes and nature preserves spanning nearly 800 acres, providing boundless walking and riding trails for outdoor enthusiasts. Perfectly positioned in proximity to upscale shopping, dining venues, the sandy beaches of Naples and nearby Marco Island, the ambiance of downtown Naples along 5th Avenue & 3rd Street, as well as convenient access to medical facilities, educational institutions, places of worship, I-75, RSW International Airport, and the breathtaking wonders of the Florida Everglades.



$620,000
Decrease*
$45K
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Winding Cypress

7663 Jacaranda Ln, Naples, FL 34114

Homes - 1,554 ft² / 1,898 ft² - 2 Car Garage

3 Bed / 2 Baths

Built 2017
Winding Cypress Naples Homes for Sale: Welcome to your new home, a rare opportunity to own a unique three-bedroom Serenity model with a newly added whole-home generator powered by direct natural gas and motorized retractable lanai storm shutter screens. Enjoy the outstanding ample space inside and out, with a fully expanded screened and paver lanai with beautiful, lush landscaping for privacy. 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 bedroom with en suite and bath. This nearly new home boasts builder-installed upgrades, including quartz finishes throughout, tray and volume ceilings, high-end porcelain floors, a glass-tiled kitchen backsplash, double vanity, huge walk-in closet and French 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 poolside restaurant/bar and more. This is the ultimate villa in Winding Cypress. This incredible community stands out as one of Naples' most unique, resort-style, non-golf communities, encompassing over 800 acres of pristine preserve, ensuring an ideal location. Ideally in the center point between Marco Island and 5th Avenue in downtown Naples, this community offers a lifestyle of unparalleled luxury and convenience.



$604,500
Decrease*
$30K
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Winding Cypress

7658 Jacaranda Ln, Naples, FL 34114

Homes - 1,554 ft² / 1,914 ft² - 2 Car Garage

2+Den / 2 Baths

Built 2018
Winding Cypress Naples Homes for Sale: This beautiful Winding Cypress Serenity Villa home offers 1,554 sq. ft. of comfort with 2 bedroom plus den, 2 bathrooms, screened lanai, and a 2-car garage. It features multiple quality upgrades including stainless appliances with both gas and electric connectivity for the stove, 22" porcelain tile on the diagonal throughout, plantation shutters, Quartz countertops in kitchen and bathrooms, den with French doors, and much more. The full list of upgrades is in supplements. Located near downtown Naples and Marco Island, the community features a clubhouse with a resort style pool, spa, state of the art fitness room, restaurant, tennis, bocce and pickleball. Shopping and restaurants are nearby. The 800+ acre preserve with a boardwalk adds to the outdoor appeal. Ideal for those seeking a stylish home in a prime location.



$599,900
Decrease*
$29.1K
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Winding Cypress

7638 Jacaranda Ln, Naples, FL 34114

Homes - 1,574 ft² / 1,977 ft² - 2 Car Garage

2+Den / 2 Baths

Built 2017
Winding Cypress Naples Homes for Sale: Introducing the incredibly rare Winding Cypress model, the Cressida villa, now available with expansive private yard and lanai space. This unique villa features a dedicated private front entrance and an expanded foyer, complemented by an open yet defined living concept. The home boasts a wealth of builder-installed upgrades, including granite finishes, high-end porcelain floors, a glass-tiled backsplash, top-of-the-line cabinetry and crown molding throughout. The spacious backyard provides ample room to add a pool or a large sundeck of your choice. Winding Cypress stands out as one of Naples' most distinctive resort communities, encompassing over 800 acres of pristine preserve in an ideal location between Marco Island and downtown Naples 5th Avenue. Community amenities include a dog park and a vegetable garden. The Club at Winding Cypress is must-see, featuring a resort-style pool, sunset sand cabanas, bocce ball, pickleball, clay tennis courts, a yoga deck, a large gym facility, fire pits, a nature trail, locker rooms and a dedicated activities director. Enjoy a vibrant lifestyle with a sand bar, restaurant and a professional activity director on staff!



$599,000
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Winding Cypress

7602 Jacaranda Ln, Naples, FL 34114

Homes - 1,554 ft² / 1,914 ft² - 2 Car Garage

2+Den / 2 Baths

Built 2017
Winding Cypress Naples Homes for Sale: Welcome to this stunning 2+Den, 2 Bath home in the preserve-like community of Winding Cypress. As its name suggests, you will be ushered away from the worries of the world as you are greeted by this serene and natural, resort-style community boasting a poolside restaurant, 5 tennis courts, 4 bocce courts, 4 pickle ball courts, an atteneded fitness center, and an engaging social event calendar. Enjoy leisurely strolls at the nature boardwalk or take your furry companions to the community’s dog park. The property boasts generous yard space, a relaxing screened-in lanai, and meticulously maintained landscaping. Inside, you'll find a modern kitchen equipped with stainless-steel Whirlpool appliances and a newer washer and dryer. Whether you're entertaining or seeking tranquility, this home offers the perfect balance of comfort and convenience in an unbeatable location. Optimally located to experience the best that Naples and Marco Island have to offer, you'll find yourself ideally positioned between the shores of Marco Island's white sandy beaches and Naples' 5th Avenue, featuring lavish and upscale dining and shopping. An elegant home in a vibrant tropical paradise, come and experience southwest Florida at its finest.



$592,500
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Winding Cypress

7619 Jacaranda Ln, Naples, FL 34114

Homes - 1,554 ft² / 1,914 ft² - 2 Car Garage

2+Den / 2 Baths

Built 2016
Winding Cypress Naples Homes for Sale: No storm damage from recent hurricanes! This impeccably maintained residence, boasting serene lake vistas, presents an array of desirable features. Comprising two bedrooms, two bathrooms, a den complete with a Murphy bed, a two-car garage, and a utility-equipped laundry room, this property epitomizes comfort and functionality. Nestled within the highly coveted and rapidly flourishing community of Winding Cypress in Naples, the home has been thoughtfully enhanced to offer an elevated living experience. Highlights include a meticulously designed kitchen outfitted with a gas range, maple cabinets, quartz countertops, a breakfast bar, pantry, and stainless steel appliances. The owner has upgraded the windows to impact glass and installed an electric hurricane shade for the lanai area, prioritizing safety and convenience. Winding Cypress stands out as one of Naples' premier residential developments, boasting top-tier resort-style amenities such as a poolside bar and grill, outdoor yoga deck, fire pit, dog parks, community garden, and extensive nature trails traversing an 800-acre natural preserve. Offering an unparalleled lifestyle, now is the opportune moment to seize the chance to reside on Jacaranda Lane in Winding Cypress.



$585,000
Increase*
$10K
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Winding Cypress

7171 Live Oak Dr, Naples, FL 34114

Homes - 1,554 ft² / 1,554 ft² - 2 Car Garage

3 Bed / 2 Baths

Built 2016
Winding Cypress Naples Homes for Sale: Here is the best priced villa at this time! A lovely, comfortable 3 bedroom home, located in the amenity-filled Winding Cypress community, one of only a few that offer natural gas. Loaded with upgrades, it features stainless steel appliances, granite counters and vanities, under cabinet lighting, custom kitchen pantry with pull out shelves, full glass panel front door, custom walk-in closets and IMPACT GLASS throughout the home. The extra wide lot is lushly landscaped and you can enjoy the peaceful preserve view from the extended paver lanai. It is all plumbed and wired for a summer kitchen as well as inside being wired for surround sound. The garage is ready for cars or even a workshop area with an insulated garage door, utility sink with hot & cold water, epoxy floor, cabinets and suspended storage shelves. Winding Cypress offers resort-style amenities including a clubhouse, resort-style pool, pool cabanas, fitness center, tennis, pickle ball, shaded bocce ball courts, a dog park, community garden, outdoor yoga studio, fire pit and the Shady Palm restaurant and bar. The social calendar has lots of activities for everyone and every interest. A short drive to dining, shopping and our sugar-sand beaches in both Naples & Marco Island. Winding Cypress is a beautiful, natural community with 800 of its 1100 acres dedicated as preserves. Furnishings are negotiable and can allow you to move in and start enjoying the South Florida lifestyle right away.



$1,579,000
Sold Price:
$1,450,000
Sold Date:
09/17/2024
View Details

Winding Cypress

6903 Cocoplum St, Naples, FL 34114

Homes - 3,656 ft² / 5,000 ft² - 3 Car Garage

4+Den / 4 Baths / Pool / Spa

Built 2021
Winding Cypress Naples Homes: Welcome to an unparalleled blend of luxury and comfort in the prestigious Winding Cypress community. This exquisite 2-story furnished Pinnacle model home, boasting over 3,600 square feet of meticulously designed living space, offers an extraordinary lifestyle experience. As you enter this breathtaking residence, you'll be captivated by the open floor plan that seamlessly connects the living room and kitchen, perfect for both everyday living and entertaining. The kitchen is a chef’s dream, featuring a premium gas cooktop, quartz countertops, soft-close cabinets, and a generous island that serves as a focal point for gatherings. The zero corner impact glass sliders create the perfect Florida indoor/outdoor lifestyle by extending the living space into the private outdoor oasis. Here, you’ll find an incredible pool with a raised spa featuring an infinity edge, a sun shelf, and fountains. The premier outdoor kitchen makes alfresco dining a pleasure, set against the backdrop of a panoramic screen that offers unobstructed views of the serene estuary. Retreat to the opulent owner's suite, where luxury meets tranquility. The spa-like ensuite bathroom is designed to pamper, with dual vanities, a spacious shower, and a walk-in custom closet that provides ample storage. Two additional well-appointed bedrooms on the first floor offer comfort and privacy; one with its own en-suite bath, and the other with a bathroom conveniently located just outside the door. The second floor adds an impressive 1,168 square feet of living space, featuring an additional bedroom and full bathroom. This area is an entertainer’s dream, offering a flexible space that can be tailored to your specific needs—be it a guest suite, home office, or media room. Practicality is not forgotten in this luxurious setting. A whole-house on-demand natural gas generator ensures you’re never without power, adding peace of mind to the comfort and elegance of your home. The extended 3-car garage with epoxy floor has Wi-fi enabled garage door openers, a large utility sink, and plywood decking in the attic for extra storage. Winding Cypress is more than just a neighborhood; it’s a community designed to enhance your lifestyle. Enjoy the resort-style clubhouse with its expansive swimming pool, state-of-the-art fitness center, community garden, boardwalk trail, and poolside restaurant and bar. Relax by the fire pits or take advantage of the various recreational facilities. Pet owners will be delighted with the special park dedicated to dogs, ensuring every member of the family feels at home. Discover the epitome of modern living in this resort-style, amenity-rich community. Embrace a lifestyle of luxury and leisure in your new home at Winding Cypress, where every detail is designed with your utmost comfort and enjoyment in mind. Welcome home.



$1,550,000
Sold Price:
$1,525,000
Sold Date:
09/20/2024
View Details

Winding Cypress

6932 Cocoplum St, Naples, FL 34114

Homes - 2,515 ft² / 3,400 ft² - 3 Car Garage

3+Den / 3 Baths / Pool / Spa

Built 2019
Winding Cypress Naples Homes: 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



$1,500,000
Sold Price:
$1,400,000
Sold Date:
09/10/2024
View Details

Winding Cypress

6909 Winding Cypress Dr, Naples, FL 34114

Homes - 2,522 ft² / 3,501 ft² - 3 Car Garage

3+Den / 3 Baths / Pool / Spa

Built 2019
Winding Cypress Naples Homes: Welcome to your dream home in Winding Cypress. This stunning residence epitomizes luxury living in paradise. As you step through the door into a haven of elegance and comfort. This meticulously crafted residence features an array of upgrades.



$1,495,000
Sold Price:
$1,495,000
Sold Date:
10/08/2024
View Details

Winding Cypress

6962 Winding Cypress Dr, Naples, FL 34114

Homes - 2,952 ft² / 4,247 ft² - 3 Car Garage

3+Den / 3 Baths / 1 Half / Pool

Built 2020
Winding Cypress Naples Homes: HURRICANCE READY!!!! NEW PRICE Improvement.This home is truly a showstopper , priced below market value and offering a "wow" factor that is hard to beat. The Stonewater model is the largest home built in Winding Cypress built in 2020 and still looks and feels like brand new. With approx.3000 sq. ft. of grand open space you'll be captivated from the moment you walk through the double front doors into the gracious foyer. The home features 13ft. coffered ceiling in the great room , formal dining area or custom for your use, office with glass French doors , 3 bdrms , 3 baths three car garage The lanai boasts POOL BATH WITH STORAGE ,a relaxing backdrop of the lake and peaceful preserve complete with an outdoor kitchen and hurricane shutter. Lanai furniture included in sale. A FEELING OF LIGHT AND SPACIOUSNESS IS WHAT YOU FEEL WHEN YOU WALK IN THE FRONT DOOR WITH ITS SOARING 13FT CEILING IN FOYER AND AND GREATROOM. This home is impeccable maintained and in like new condition. HURRICANE READY WITH ITS BRAND NEW whole house generator for peace of mind. Winding Cypress offers a wealth of amenities including a beautiful resort pool and restaurant. Don't miss the opportunity to see and appreciate the beauty of this exceptional home. Winding Cypress is conveniently located just 15 min to Marco Island , 75 and Downtown Naples



$1,299,000
Sold Price:
$1,175,000
Sold Date:
08/07/2024
View Details

Winding Cypress

7628 Winding Cypress Dr, Naples, FL 34114

Homes - 2,496 ft² / 3,496 ft² - 3 Car Garage

3+Den / 3 Baths / Pool / Spa

Built 2018
Winding Cypress Naples Homes: Enjoy stunning peaceful views of the long lake and natural preserve from your spacious screened-in lanai with private pool and spa. This beautiful Pinnacle model home offers 3 bedrooms plus den/office, 3 full bathrooms and 3-car garage. Freshly painted inside and out and featuring luxury upgrades throughout, including Zero Corner sliders to lanai, wood-look tile in living areas and plush carpet in the bedrooms, plantation shutters, custom light fixtures, impact resistant windows & doors, natural gas (cooktop, pool, spa, water heater, full house generator) and more! The stunning chef’s kitchen includes upgraded stainless-steel appliances, center island with extra cabinet space, tile backsplash and crisp white cabinets. Enjoy your private backyard with brick pool deck, a large sitting area that has been pre plumbed for outdoor kitchen, heated pool and spa, and tranquil views. The large laundry room was completely built out with cabinets and utility sink. Located in the beautiful gated community of Winding Cypress with world-class amenities. Featuring an on-site restaurant, the Shady Palm, a resort-style pool, tennis, pickleball & bocce courts, a dog park, well-appointed fitness center, internet café and an array of social events. Centrally located and just a short drive to Naples pristine beaches, shops and dining.



$1,250,000
Sold Price:
$1,120,000
Sold Date:
06/21/2024
View Details

Winding Cypress

7493 Winding Cypress Dr, Naples, FL 34114

Homes - 2,914 ft² / 3,892 ft² - 2 Car Garage

4+Den / 3 Baths / Pool / Spa

Built 2020
Winding Cypress Naples Homes: Gorgeously appointed turnkey furnished 2 story Summerwood for sale featuring 4 bedrooms, 3 bathrooms, den, loft, extended 2 car garage, pool & spa! This home has it all when it comes to upgrades, from the zero corner sliders, built in appliances, plantation shutters, in ceiling Sonos speakers, crown molding, storm smart shutters all around, 2 separate living rooms with the loft and so much more. The outdoor oasis features an extended covered lanai, outdoor kitchen, mounted tv, pool and spa overlooking a gorgeous preserve for the utmost privacy! Winding Cypress has amenities galore...Enjoy dining at Shady Palm, the onsite restaurant, play pickleball, bocce, tennis, workout in the state of the art fitness center or lounge by the resort style pool, garden at the community garden, or take fido to the dog park! Winding Cypress is pet friendly, allows rentals, has low fees and is centrally located between Marco Island, 5th Ave, & I75 making it an ideal location!



$1,100,000
Sold Price:
$1,000,000
Sold Date:
08/20/2024
View Details

Winding Cypress

7554 Blackberry Dr, Naples, FL 34114

Homes - 2,867 ft² / 3,648 ft² - 2 Car Garage

3+Den / 3 Baths / Pool

Built 2017
Winding Cypress Naples Homes: Welcome to the award-winning Martin Ray home in the prestigious and central Winding Cypress resort community in Naples. This exceptional home boasts a stunning custom pool and lanai, complete with an in-water sundeck, ideal for soaking the Florida sunshine. Relax and unwind as you enjoy the picturesque views of the private waterfront. Inside, you'll find a bright and airy ambiance, highlighted by top-of-the-line quartz finishes and gourmet appliances powered by natural gas. Whether you're hosting a lavish gathering or enjoying a quiet evening in, this home offers the ideal blend of elegance and comfort. A bonus loft offers a cool option for guests or in-home entertainment with plenty of room for a pool table or even a home theater! Residents will enjoy the luxurious Winding Cypress clubhouse, offering a state-of-the-art fitness center, catering kitchen, community room and activity room. Outdoor amenities abound, from pickleball, resort-style and lap pools to a spa, outdoor movement studio, barefoot bar, bocce ball courts, five Har-Tru tennis courts, fire pit, bird-watching overlook and a nature boardwalk with a picnic pavilion. In ideal proximity to the pristine shores of Marco Island and vibrant downtown Naples, this amazing resort location provides the ideal backdrop for an unparalleled lifestyle.



$1,075,000
Sold Price:
$995,000
Sold Date:
11/15/2024
View Details

Winding Cypress

7063 Winding Cypress Dr, Naples, FL 34114

Homes - 2,496 ft² / 3,656 ft² - 3 Car Garage

3+Den / 3 Baths

Built 2016
Winding Cypress Naples Homes: Ready for immediate occupancy! home is now vacant and has a nice clean open slate to custom this home to your liking .Take a look at this Pinnacle style home located in the sought after community of Winding Cypress features 3 bdrms 3 baths, office and 3 car garage , hurricane protection measures include whole house generator , impact doors and windows and hurricane storm screen on lanai. Extended oversized Lanai facing the lake has plenty of room for entertaining , practice your putting , or custom a new pool or spa. come and take a look at this Pinnacle style home in Winding Cypress, use your vision to custom this home to your own personal taste, You can't beat the floor plan with almost 2500 soft of living space and is a great value compared to other Pinnacle models sold here in Winding Cypress. Home is located within walking distance to all the amenities Winding Cypress has to offer,, beautiful resort pool , pool side resturant and bar, gym, sports courts and more . Walk to to the dog park and community garden. P



$999,000
Sold Price:
$945,000
Sold Date:
09/30/2024
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Winding Cypress

6801 Greenbriar Ct, Naples, FL 34114

Homes - 2,152 ft² / 2,582 ft² - 2 Car Garage

4 Bed / 3 Baths / Pool

Built 2022
Winding Cypress Naples Homes: Like new, two years old four bedroom, three-bathroom residence in Winding Cypress. House has been totally custom remodeled. This furnished home showcases new furniture and TVs, finished with 9’ ceilings, 8’ doors, pristine tile floors. The gourmet kitchen features high end appliances with gas cooking, pullout drawer cabinets, designer backsplash, pantry, and a large center island. Each bedroom has an in-suite bathroom. Outside, you’ll find a WiFi-controlled heated pool and screened lanai with build- in barbeque grill. Extended driveway, two-car garage , epoxy floor, and overhead storage. Winding Cypress residents have access to a clubhouse with a social room, library, fitness center, resort-style pool and spa, outdoor bar and grill, tennis, pickleball, bocce, dog park, and a full social calendar. Just 15 minutes to downtown Naples and Marco Island. CDD paid in full.



$995,000
Sold Price:
$950,000
Sold Date:
08/01/2024
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Winding Cypress

7592 Winding Cypress Dr, Naples, FL 34114

Homes - 2,159 ft² / 2,550 ft² - 2 Car Garage

4 Bed / 2 Baths / Pool

Built 2021
Winding Cypress Naples Homes: 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 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. 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.



$899,999
Sold Price:
$850,000
Sold Date:
07/17/2024
View Details

Winding Cypress

7454 Winding Cypress Dr, Naples, FL 34114

Homes - 2,673 ft² / 3,682 ft² - 3 Car Garage

3+Den / 3 Baths

Built 2016
Winding Cypress Naples Homes: As you enter this 2 Story Martin Ray model located in beautiful Winding Cypress, the long water view is breathtaking not to mention the peaceful sunset views from the SSW exposure. This home has many Upgrades and Storage Galore!! Hurricane Impact Windows throughout the house, Master Bedroom on First Floor, Foam insulation upstairs, 4 Extra feet of length in the Tandem Garage allow for Plenty of space for a Golf cart or your Boat. Porcelain tile throughout the downstairs and Wood Floors upstairs. Crown molding, Built-in Kitchen appliances, 8ft door downstairs. Oversized Lot with 67' frontage makes it easy to add a Pool. Extended Paver Lanai, Paver walkway on the side of the home, Full house Generator, Split Unit A/C in the Garage, Additional insulation over the garage, Pull down stairs to attic, Widened Driveway, Ballistic Nylon Hurricane Shutters for the covered part of the Lanai, Plus additional Shade Flower Trees Planted. All this and more make this home Your piece of Paradise! Seller is a Florida licensed Real Estate Broker.



$899,000
Sold Price:
$860,000
Sold Date:
11/01/2024
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Winding Cypress

7420 Winding Cypress Dr, Naples, FL 34114

Homes - 2,198 ft² / 2,626 ft² - 2 Car Garage

4 Bed / 2 Baths / Pool / Spa

Built 2017
Winding Cypress Naples Homes: Winding Cypress is the ultimate Naples resort community, and this home serves as the ultimate poolside retreat. The long southwest water views seamlessly blend waterfront serenity, preserved nature, and privacy. Adorning the oversized covered lanai is a deluxe outdoor kitchen complete with every conceivable feature and top-grade finishes. This award-winning Summerwood floor plan boasts every builder upgrade, including a double oven gourmet kitchen, top-of-the-line cabinets, crown molding, tray ceilings, easy-glide retractable storm shutters, and more. The open concept layout is enhanced with strategically placed windows, optimizing natural light and facilitating flexible furniture arrangement, making this home an ideal canvas for any decor. Residents can indulge in the luxurious Winding Cypress clubhouse, featuring a state-of-the-art fitness center, catering kitchen, community room, and activity room. Outdoor amenities abound, encompassing pickleball courts, resort-style and lap pools, a spa, an outdoor movement studio, a barefoot bar, bocce ball courts, five Har-Tru tennis courts, a fire pit, bird-watching overlook, and a nature boardwalk with a picnic pavilion. Ideally situated near the pristine shores of Marco Island and the vibrant downtown Naples, this resort community offers an unparalleled lifestyle.



$895,000
Sold Price:
$850,000
Sold Date:
06/20/2024
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Winding Cypress

7673 Jacaranda Ln, Naples, FL 34114

Homes - 2,063 ft² / 2,539 ft² - 2 Car Garage

3+Den / 3 Baths / Pool

Built 2019
Winding Cypress Naples Homes: Furnished, 1-1/2 story, 2019 pool home at Winding Cypress blends luxurious amenities with top-tier safety features. Nestled on a preserve and corner lot, it offers extra privacy at the pool and a serene environment. The main floor presents a versatile layout with (1) the primary suite with a lavish bath and large walk-in closet, (2) a second bedroom and full guest bath, and (3) a den with double doors, which may be converted to a guest room. The bright, modern kitchen seamlessly connects to the dining and living areas, perfect for entertaining. Upstairs, a spacious loft, 3rd bedroom and additional full bath ensure ample living space. Modern conveniences like central vac, plantation shutters and keyless entry enhance comfort and security. Outside, the 1,000+ square foot lanai, heated pool and outdoor kitchen (with natural gas grill) allow for year-round enjoyment. With a whole home generator & impact windows/sliders, it guarantees peace of mind. Set in a popular and active resort-style community, residents gain access to various amenities such as a resort-style pool, poolside restaurant, fitness center, bocce, tennis & pickleball courts.



$799,000
Sold Price:
$785,000
Sold Date:
12/18/2024
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Winding Cypress

6792 Bromeliad Dr, Naples, FL 34114

Homes - 1,774 ft² / 2,433 ft² - 2 Car Garage

2+Den / 2 Baths / Pool

Built 2021
Winding Cypress Naples Homes: Welcome to Winding Cypress, where modern elegance meets comfort in this stunning Abbeyville model, Pulte home built in 2021. A beautiful lake view frames the backyard of this meticulously maintained, well designed residence featuring two spacious bedrooms plus a versatile den, perfect for a home office or additional guest space. Step inside to discover a thoughtfully laid out floor plan, highlighting an abundance of natural light, neutral colors, tile flooring and high-end finishes throughout. The heart of the home is the open-concept living area, seamlessly connecting the kitchen, dining, and 2 living spaces—ideal for entertaining family and friends. Enjoy the luxury of your gas heated salt water pool, perfect for soaking up the sun or hosting summer gatherings. The home is equipped with natural gas, ensuring efficient cooking and heating, while hurricane windows and doors provide peace of mind during storm season. The garage boasts abundant storage options and an epoxy floor, adding both durability and style, and there are countless upgrades including a widened driveway to accommodate 3 across parking, a screened entry, custom closet organizer system in main bedroom and chrome pullout shelving in all kitchen and bathroom cabinets that elevate its charm and functionality. In addition, Winding Cypress is a Luxury Community offering Resort style amenities such as a heated pool with zero entry and lap lanes, restaurant, tennis, pickleball, clubhouse, fitness center and so much more. Perfectly located only 8 miles to downtown Naples attractions and beaches and also convenient to shopping, dining and Marco Island. Don't miss the opportunity to make this exquisite property your own, where every detail has been carefully curated for a sophisticated lifestyle in a serene community. Note: This home is a great opportunity with $25,000 in upgrades and listed below appraised value! *Appraisal report available upon request



$795,000
Sold Price:
$775,000
Sold Date:
10/15/2024
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Winding Cypress

7507 Blackberry Dr, Naples, FL 34114

Homes - 1,805 ft² / 2,160 ft² - 2 Car Garage

2+Den / 2 Baths / Pool / Spa

Built 2017
Winding Cypress Naples Homes: In the prestigious Naples community of Winding Cypress, this exceptional property stands out for its distinctive features, seamlessly blending nature and luxury with a resort lifestyle. Complemented by the rare convenience of direct natural gas, the award-winning Abbeyville floor plan boasts multiple builder upgrades. The unique custom pool and spa integration with bench seating offers a relaxing respite at the end of the day. Enjoy meticulous landscaping through your “picture window” lanai screen, effortlessly merging indoor and outdoor living spaces. A thoughtfully designed open concept optimizes natural light through an abundance of windows. Additional amenities include laundry area with utility sink, walk-in closet and cabinets. Built-in custom closets are throughout, including cabinetry and Murphy bed in your bonus flex room. Other amenities include diagonal tile flooring, crown molding and primary tray ceiling, wainscoting in the sunroom and a Lennox Fresh-Aire UV purifier. The epoxy-finished garage offers plenty of storage. For peace of mind, a natural gas-powered whole-house Generac generator ensures reliable power on demand. You’ll enjoy Winding Cypress’s luxurious amenity center, featuring a state-of-the-art fitness center, catering kitchen, community great room and activity room. Outdoor enthusiasts can take advantage of pickleball, tennis, bocce, resort-style waterfall pool, spa/cabana area, outdoor café with classically trained executive chef, fire pit and fireplace areas, dog park and nature boardwalk with picnic pavilion. Ideally just 20 minutes from the pristine shores of Marco Island and vibrant downtown Naples, this sought-after resort community offers an unparalleled lifestyle against a backdrop of natural beauty.



$725,000
Sold Price:
$690,000
Sold Date:
09/30/2024
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Winding Cypress

7793 Jacaranda Ln, Naples, FL 34114

Homes - 1,554 ft² / 1,898 ft² - 2 Car Garage

2+Den / 2 Baths / Pool

Built 2019
Winding Cypress Naples Homes: Rare opportunity to own the crème de la crème villa in Winding Cypress. This pool home features 2 bedrooms, plus den, 2 bathrooms and a 2 car garage and is being offered turnkey furnished! The property boasts exceptional upgrades, including impact windows, a whole-house generator, crown molding, tile throughout, electric hurricane screens, upgraded appliances, closet systems throughout and so much more. The outdoor oasis features a gorgeous outdoor kitchen, remote control awning for additional shade, and arguably one of the best lake views in all of Winding Cypress! Winding Cypress has amenities galore! Enjoy dining at Shady Palm, the onsite restaurant, play pickleball, bocce, tennis, workout in the state of the art fitness center or lounge by the resort style pool, garden at the community garden, or take fido to the dog park! Winding Cypress is pet friendly, allows rentals, has low fees and is centrally located between Marco Island, 5th Ave, & I75 making it an ideal location!



$689,000
Sold Price:
$690,000
Sold Date:
11/08/2024
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Winding Cypress

7256 Live Oak Dr, Naples, FL 34114

Homes - 1,685 ft² / 2,081 ft² - 2 Car Garage

3 Bed / 2 Baths / Pool / Spa

Built 2015
Winding Cypress Naples Homes: Welcome to this stunning 3-bedroom, 2-bathroom oasis, perfectly designed for both relaxation and entertaining. Step inside to find a beautifully appointed open floor plan featuring elegant crown molding, recessed lighting, and gleaming tile laid on the diagonal, creating a seamless flow throughout the home. The heart of the house is the gourmet kitchen, where you'll be inspired to cook and gather. It boasts sleek granite countertops, a stylish tile backsplash, stainless steel appliances, and a spacious island with extra storage and a convenient breakfast bar. Retreat to your private backyard paradise with a sparkling screened-in heated salt-water pool and spa, perfect for year-round enjoyment. The large laundry room was completely built out with cabinets and utility sink. Located in the beautiful gated community of Winding Cypress with world-class amenities. Featuring an on-site restaurant, the Shady Palm, a resort-style pool, tennis, pickleball & bocce courts, outdoor yoga deck, a dog park, fitness center, community garden and nature trails, internet café and an array of social events. Centrally located and just a short drive to Naples pristine beaches, shops and dining.



$610,000
Sold Price:
$600,000
Sold Date:
09/30/2024
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Winding Cypress

7574 Jacaranda Ln, Naples, FL 34114

Homes - 1,554 ft² / 1,898 ft² - 2 Car Garage

2+Den / 2 Baths / Pool

Built 2016
Winding Cypress Naples Homes: Villa w/ PEACEFUL view! Attached villa Serenity floor plan that lives like a single family home w/ luxury features throughout- tray ceilings, 18" tile flooring, quartz countertops, custom tile backsplash in kitchen, convection double oven, designer light fixtures, high-end cabinetry, crown molding, French door entry to den, frameless glass enclosure in master shower, custom built heated pool, & a built-in Generac generator system & transferrable home warranty. The outdoor living space is the GEM of the home- massive pool deck, solar & gas heated pool, large covered area w/ enough room for dining set & lounging area, & having a serene lake view. Meticulously maintained & updated w/ new accordion hurricane shutters, whole home water filtration system for optimum water quality, & freshly painted exterior. The roof was just power washed this past summer. This natural gas community has over 800 acres of lakes & preserve, resort- style pool, fire pit, community rm, restaurant, tennis, bocce ball, pickleball, cabanas, yoga deck, fitness facility, locker rooms, full time activities director, catering room, catering kitchen, activity room, nature board walk, garden, small & large dog parks.



$520,900
Sold Price:
$485,000
Sold Date:
09/04/2024
View Details

Winding Cypress

7202 Live Oak Dr, Naples, FL 34114

Homes - 1,554 ft² / 1,914 ft² - 2 Car Garage

3 Bed / 2 Baths

Built 2015
Winding Cypress Naples Homes: Nestled End Unit, Next to The Preserve! This Villa is a true masterpiece of design and comfort. Enjoy your new Naples lifestyle, total relaxation and resort living or use it as a rental income property investment. A gorgeous end unit featuring a tasteful interior that's highlighted with palm trees, tropical flowers & foliage to view from a private lanai with room to add a pool! This highly desirable unit has a weather protected automated screened lanai with automated blinds for privacy! Amazing open concept living, granite counter tops, Gas Stove for cooks, crown molding throughout. Located close to the Amenity Center complete with Pickle Ball, Bocce Ball, Resort Style Pool, Bar & Restaurant. Order drinks at the pool! New Home Generator December 2023. Fabulous amenities include the Clubhouse, Restaurant, Community Pool, Close to 2 Dog Parks, Complete Gym!




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