Winding Cypress Homes with Outdoor Grill Exterior

Winding Cypress Homes with Outdoor Grill Exterior

Welcome to Winding Cypress, a stunning community nestled in the heart of Naples, Florida, within the picturesque Collier County. This vibrant neighborhood is designed for those who seek a harmonious blend of luxurious living and natural beauty, offering a unique lifestyle that embodies the essence of Southwest Florida.

Winding Cypress features an array of thoughtfully designed homes that cater to every lifestyle. Each residence is meticulously crafted with modern aesthetics and high-end finishes, ensuring comfort and elegance. One of the standout features of these homes is the outdoor grill, perfect for entertaining friends and family under the warm Florida sun. Imagine hosting summer barbecues or cozy evening dinners al fresco, surrounded by lush landscaping and the tranquil sounds of nature.

Beyond the stunning homes, Winding Cypress boasts an impressive array of amenities designed to enhance your living experience. Residents enjoy access to a resort-style pool, state-of-the-art fitness center, and a vibrant clubhouse that hosts social events throughout the year. The community is also surrounded by beautiful nature preserves and walking trails, providing the perfect backdrop for outdoor enthusiasts.

Located just a short drive from the pristine beaches of Naples and the bustling downtown area, Winding Cypress offers both convenience and serenity. Whether you are looking to retire in style or find a family-friendly neighborhood, this community has something for everyone. Discover your dream home at Winding Cypress and embrace the Florida lifestyle you've always envisioned!

Newest Winding Cypress Homes with Outdoor Grill Exterior

$1,200,000
3 Beds ⋅ 3 Baths ⋅ 226029565 MLS
Positioned on a premier waterfront lot with sweeping western sunset views, this pristine Stonewater home combines modern sophistication with effortless Florida outdoor living in one of Naples’ premier resort communities. This Home highlights include a spacious layout of 3 bedrooms all ensuite by pocket doors, plus a private den/ flex room with French doors, 3 full custom baths, and an oversized 3-car garage with storage racks. The gourmet kitchen is outfitted with Stainless steel appliances package, natural gas cooktop, quartz counters, under cabinet lighting, walk-in pantry with plenty of storage, and expansive central island for entertaining guest. Upscale Details include: Coffered ceilings, plank tile flooring in the main living area, designer lighting, lead glass front door, and primary suite with large walk-in closet. Integrated water filtration/softener system, custom landscape lighting, and motorized roll-down storm shades on the rear lanai. The resort outdoor living includes a breathtaking saltwater pool with waterfall feature set against panoramic lake views, extended covered sitting and dining areas complete with a custom built in natural gas summer kitchen ideal for alfresco dining and sunset cocktails with year round Florida hosting. Enjoy the exceptionally low HOA fees paired with world-class amenities: on-site dining at The Shady Palm, resort pool with lap swimming, spa, active pickleball, tennis, and bocce, fitness center, dog parks, and over 800 acres of natural preserves —just minutes from 5th Ave South, Marco Island, and Gulf beaches. Don't miss out on the chance to enjoy all that Winding Cypress has to offer with plenty of room for family and guest to visit.

6851 Winding Cypress Drive, Naples
$599,900
2 Beds ⋅ 2 Baths ⋅ 226030016 MLS
Attached villa in the highly sought after community of Winding Cypress. This home boasts 2 bedrooms plus a den which can be used as a 3rd bedroom, 2 full bathrooms and a 2 car garage. Well maintained! The community is situated off of Collier Blvd close to US41 (Tamiami Trl) which is a 15 minute drive to either downtown Naples or Marco Island. You get the best of both worlds and short drive to I-75 takes you to the airport within 40 minutes. This 2019 home is equipped with a full gas kitchen indoors and out. Enjoy a relaxing evening in your own heated pool/spa. This neighborhood is sure to cure boredom with it's miles and miles of hiking/biking/walking paths, nature trails and overlooks, dog park, fully equipped fitness center, tennis, pickleball and bocce ball courts, resort style pool with lap lane which is adjacent to the on-site restaurant. You don't ever have to leave this well appointed community but if you want to venture out - there is lots of fine dining, shopping, beaches and entertainment within a short drive to Naples or Marco Island. A brand new Costco and Whole Foods are soon to open as well. Your coastal paradise is awaiting your stay!

7674 Jacaranda Lane, Naples
$1,295,000
3 Beds ⋅ 3 Baths ⋅ 226027501 MLS
PRICED TO SELL! Discover exceptional value in one of Naples’ most desirable lifestyle communities, Winding Cypress. Ideally situated on an oversized preserve lot with peaceful pond views, this beautifully maintained Pinnacle floor plan offers over 2,500 square feet of living space with 3 spacious bedrooms, 3 full bathrooms, and a versatile den. Built in 2020, this move-in-ready residence combines elegant finishes, thoughtful upgrades, and outstanding indoor-outdoor living. The expansive outdoor area features a large picture-window screened lanai, gas-heated saltwater pool and spa, custom outdoor kitchen, and generous brick-paver lanai with a covered entertaining area—perfect for enjoying the Naples lifestyle year-round. A newly installed electric hurricane screen provides additional protection and convenience. The home is equipped with whole-house hurricane shutters, a whole-house generator capable of supporting the pool and spa, and an oversized 3-car garage with epoxy flooring and hurricane-rated, insulated garage doors. Additional attic insulation and a separate garage A/C system provide the option for climate-controlled storage or workspace. The beautifully appointed kitchen features white quartz countertops, premium stainless steel appliances, a gas cooktop, and a beverage refrigerator. The spacious primary suite offers exceptional organization with a custom California Closets design, while the custom pantry provides additional storage and functionality. Beyond the residence, Winding Cypress offers an exceptional resort-style lifestyle. The impressive clubhouse features a heated resort pool and spa, poolside dining at The Shady Palm, state-of-the-art fitness center, library, and elegant gathering rooms. Residents also enjoy tennis and pickleball courts, bocce, dog parks, a community garden, and scenic walking and nature trails. Beautifully maintained grounds and a welcoming atmosphere create a true sense of community, all while being conveniently located near the best of Naples. Located in an X flood zone, with no flood insurance required, this exceptional home offers the perfect combination of luxury, privacy, recreation, and peace of mind. Priced to sell and offering tremendous value, this is an opportunity to own a beautifully upgraded home in one of Naples’ premier communities.

6907 Cocoplum Street, Naples
$599,900
3 Beds ⋅ 2 Baths ⋅ 226024508 MLS
Welcome to your private paradise in the highly sought-after, resort-style community of Winding Cypress! This TURNKEY FURNISHED true 3-bedroom, 2-bathroom villa offers the ultimate blend of luxury, comfort, and effortless living is move-in ready for your immediate enjoyment. The 2-car attached garage—complete with convenient overhead storage racks and additional utility sink—offer great convenience. Discover a bright, open-concept living space featuring seamless tile flooring throughout. The spacious great room flows effortlessly into your own private outdoor oasis. The enlarged screened lanai offers you enjoyment of a private pool and outdoor grill kitchen, located on a exceptionally private lot that offers a serene, peaceful retreat for relaxation or entertaining. The owner’s suite serves as a tranquil escape, boasting elegant tray ceilings and an ensuite bath complete with a dual-sink vanity, a walk-in shower, a linen closet, and a generous walk-in closet. Two additional bedrooms provide ample space and privacy for visitors and guests. Key upgrades and features include: Brand-NEW HVAC Unit for year-round comfort and energy efficiency. Storm Smart ELECTRIC STORM SHUTTERS on the rear lanai. ACCORDION SHUTTERS on all exterior windows for ultimate peace of mind and storm protection. Winding Cypress is renowned for its world-class amenities, including a resort-style pool, a resident-only restaurant, pickleball, tennis, bocce, a state-of-the-art fitness center, two dog parks, and a vibrant social calendar. Perfectly positioned just minutes from the award-winning beaches of both Naples and Marco Island, as well as shopping, dining, and entertainment, this property is an ideal choice for a full-time residence, a seasonal retreat, or a savvy investment option. Don't miss this rare opportunity to live the Florida dream!

7156 Live Oak Drive, Naples
$940,000
3 Beds ⋅ 2 Baths ⋅ 226022635 MLS
This meticulously maintained Mystique features 3 bedrooms + den, 2 bathrooms, 2 car garage with a pool and spa overlooking a lake! This home is situated on a spacious corner lot making it ideal for privacy while maintaining a stunning lake view. The turnkey designer furnishings have hardly been used and it's a pet free home. Outside the private oasis features a spa with waterfall, plenty of covered seating areas, and a top of the line outdoor kitchen. Recent updates include an upgraded 400 BTU pool heater (heats up pool quicker), new pool pump, and updated outdoor grill components. While located in the newest section of Winding Cypress - it is in a quiet location with convenient access to both gates. Winding Cypress is a natural gas community with resort-style amenities! Dine at Shady Palm, the onsite restaurant, or enjoy pickleball, bocce, tennis, a state-of-the-art fitness center, a resort-style pool, a community garden, and even 2 dog parks for your furry friend. This pet-friendly community allows rentals, has low fees, and boasts a prime location—convenient to Marco Island, 5th Avenue, and I-75.

6727 Pennyroyal Drive, Naples
$1,349,500
3 Beds ⋅ 3 Baths ⋅ 226021460 MLS
BRING OFFERS! Welcome to this highly upgraded Infinity Model, a rare offering in the prestigious Winding Cypress community of Naples. Built by renowned DiVosta Builders, this residence is one of only three Infinity Models within a community of more than 750 homes, making it an exceptionally unique opportunity. Featuring an extra-wide three-car garage with a dedicated third bay ideal for a golf cart, hobby vehicle, or additional storage, this home has been significantly enhanced with premium upgrades throughout and offers a level of quality rarely found in today's market. Designed for both luxury and everyday comfort, the expansive open-concept floor plan showcases soaring tray ceilings exceeding 11 feet, custom faux painting, extensive crown molding, and elegant designer finishes throughout. The spacious great room seamlessly connects to the gourmet kitchen, highlighted by a six-burner Thermador gas range and cooktop, premium Liebherr refrigerator, custom cabinetry, and a massive leather-finished quartzite island perfect for entertaining. The seller's extensive investment in upgrades is evident in every detail. Designer window treatments, custom bed coverlets, built-in features, and custom closets throughout create a refined, move-in-ready environment. The completely remodeled primary bath offers a spa-inspired retreat featuring a curbless walk-in shower, floating vanity, premium fixtures, designer tilework, and stunning 48-inch porcelain tile flooring throughout. Outdoor living is equally impressive. The expansive lanai with desirable western exposure captures spectacular Naples sunsets and provides ample space for a custom pool, spa, and additional outdoor living areas. Pool plans and contractor quotes are available, making it easy for the next owner to create their ideal backyard oasis. The fully equipped outdoor kitchen provides the perfect setting for entertaining family and friends while enjoying the privacy and tropical surroundings. Additional upgrades include hurricane-impact windows and doors, a dramatic zero-corner sliding glass door, whole-house generator, tankless water heater, Kinetico water filtration system, Sonos surround sound system, epoxy-coated garage floors, insulated garage doors, built-in garage storage, and a dedicated air-conditioning system for the garage. As one of Naples' premier natural gas communities, Winding Cypress offers an unmatched lifestyle with a residents-only restaurant, resort-style pool and spa, fitness center, pickleball, tennis and bocce courts, and over 800 acres of protected preserve. Ideally located just 10 minutes from Marco Island's white sand beaches and approximately 15 minutes from Olde Naples, this exceptional residence combines rarity, luxury, and location in one extraordinary offering. This is more than a home—it's a statement of quality, craftsmanship, and lifestyle. One or more photos have been virtually staged, AI-generated, or rendered.

7478 Winding Cypress Drive, Naples
$949,900
3 Beds ⋅ 2 Baths ⋅ 226005365 MLS
Welcome to newest and last phase of homes built in 2020 in the vibrant well maintained community of Winding Cypress. Located just off Collier and 41 and minutes to 75 , Marco Island and downtown Naples This summer wood model is sure to please with 3 bdrms den and 2 baths with full showers , primary bath with custom mirrors. custom closet , plantation shutters mini a/c in garage, whole house water purifier, generator, storm screens on lanai ,outdoor kitchen , pool and spa. with private views to the preserve ,vaulted ceilings, ceiling fans in every room , and oversized neutral tile through out placed on the diagonal . some furniture can remain with the house . exlcuded dining light fixture

6844 Winding Cypress Drive, Naples
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