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Winding Cypress Naples Florida Homes for Sale

Naples Florida Real Estate

Winding Cypress Naples Real Estate

Homes For Sale25$549K - $1.9M
Sold32$529K - $1.9M
Last updated at 2:15pm 04/19/2024

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$1,850,000
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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 for Sale: 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. 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. 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. 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 thier satisfaction



$1,699,500
Decrease*
$196K
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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 for Sale: .An exquisite residence offering a blend of timeless elegance & resort-style living that sets it apart in a class of its own in Winding Cypress. The open floor plan harmoniously integrates the kitchen, dining area & great room, creating a central hub where daily life unfolds w/effortles s elegance. The gourmet kitchen is a chef's dream, complete w/a gas cooktop, wall oven & large island w/extra storage for your cookware. The magic unfolds as you open the pocketing sliders, dissolving the boundaries between the interior & enchanting outdoor lanai. Enjoy 5-star resort amenities right at home, from the azure pool waters & sun shelf that beckons to a rejuvenating spa & cascading waterfall features. The putting green adds a touch of recreation, while an outdoor kitchen beckons culinary enthusiasts. Discover a sprawling game room & media room upstairs, transforming your home into a haven for recreation & relaxation. The 2nd floor offers a bed & bath, making it a versatile area suitable for family & guests alike. A whole home generator is included. A world of luxury awaits!



$1,599,900
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Winding CypressNEW

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 for Sale: Heres your opportunity to own the largest model built at Winding Cypress the prestigious Stonewater. This homes features almost 3000 sq. ft of grand space from the front entry double doors to 13 ft high ceilings , a separate dining room , massive kitchen with breakfast area , home office 3 bdrms 3 baths plus pool bath 3 car garage and so much more. The beautiful lanai and pool overlooks the lake and the preserve to enjoy. Winding Cypress is rich with amenities and its own private restaurant. This home is lovingly maintained and is like brand new . Must be seen to appreciate its beauty .



$1,499,900
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Winding CypressNEW

7039 Winding Cypress Dr, Naples, FL 34114

Homes - 2,496 ft² / 3,600 ft² - 3 Car Garage

3 Bed / 3 Baths / Pool

Built 2016
Winding Cypress Naples Homes for Sale: Beautiful Pinnacle style Estate home located within walking distance to Winding Cypress beautiful amenity center, dog park and the community gardens. When you enter this home you will be pleasantly surprised with the attention to details thoughtfully placed in this home. A few of the upgraded extras are custom California Closets, motorized shades in primary bedroom and dining room , impact resistance doors and windows , storm screens in lanai and front entry, heated pool overlooking the lake with outdoor kitchen and plenty of seating room for entertaining , a whole house generator and many more.custome features. Winding Cypress is a beautiful gated community with an abundance of events, full amenities including pickle ball , bocci, tennis gym , event room , resort pool plus a pool side restaurant open for lunch and dinner. Winding Cypress is just east off collier and 15 minutes to Marco Island or downtown. This home and community is a must to see. Schedule your private showing today



$1,375,000
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Winding CypressNEW

7415 Chenille Ct, Naples, FL 34114

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

3+Den / 3 Baths

Built 2016
Winding Cypress Naples Homes for Sale: Welcome to your dream home in the heart of Naples, Florida's coveted Winding Cypress community, where luxury living meets natural splendor. Nestled on a spacious estate lot along a tranquil cul-de-sac, this stunning residence is your choice for Florida living. Step into the highly desired Pinnacle model, crafted by the esteemed builders DiVosta and prepare to be enchanted by its elegant design and thoughtful upgrades. Boasting 3 bedrooms plus den and 3 full bathrooms, including an expansive owner's suite with a custom built-in closet system along with additional vanity area, this home offers both comfort and style at every turn. As you explore, you'll discover a chef's kitchen that will delight culinary enthusiasts, complete with dovetail and soft closure cabinets, a separate bar/ wine cooler, quartz countertops, and under-cabinet lighting. The attention to detail is evident throughout, from the coffered-tray ceilings to the custom Granite Wall, double crown moldings. Plantation shutters, 8-foot doors with volume 10 ft ceilings, custom draperies and designer light fixtures flow throughout. No luxury has been spared in this residence, with custom tile adorning every room, hurricane impact windows and a whole house generator ensuring peace of mind during storm season. Enjoy the convenience of a tankless hot water heater, reverse osmosis water purifier, whole house surge protector, security system and built in overhead surround sound system making everyday living effortless and efficient. Entertain guests in style with a zero-corner slider seamlessly connecting the indoor and outdoor living spaces and complete outdoor kitchen for a private alfresco dining option. Beyond the confines of this exceptional home lies the vibrant community of Winding Cypress, where residents enjoy an unparalleled array of amenities. Dive into relaxation at the resort-style pool and spa, savor delicious meals at the residents-only restaurant, or host gatherings in the expansive community center with event room, library and outdoor fireplace. Stay active and connected with state-of-the-art fitness facilities and a boardwalk nature trail within the 800 acres of preserved green space. With its prime location just 15 minutes from iconic downtown Olde Naples and 10 minutes from the pristine shores of Marco Island, Winding Cypress offers the perfect blend of luxury, convenience, and natural beauty. Don't miss your chance to call this exquisite property home and experience the best that Naples has to offer. Start living the Florida lifestyle of your dreams.



$1,350,000
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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 gorgeous Mystique pool home is being offered turnkey furnished and was inspired by the model home. It features 3 bedrooms, plus a den, 3 full bathrooms, and a 2 car extended garage. The endless upgrades feature zero corner sliders, tile throughout, Hunter Douglas electric blinds, exterior cameras, two toned cabinets, upgraded and built in appliances, whole home water filtration system, cabinets in the laundry room, extended garage, extra long driveway, and so much more! The outdoor oasis features a saltwater pool with an upgraded Pentair MT400 rodent proof heater, gorgeous lanai and landscape (front and backyard) lighting, preserve view, and additional landscaping to ensure 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!



$1,199,900
Decrease*
$75.1K
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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 for Sale: Look no further. This Pinnacle model in the beautiful community of Winding Cypress rarely comes available and features a great open floor plan for entertaining. 3 bdrms den/office 3 full baths and a 3 car garage plenty of space for guests and family. Some of the extras include an oversize extended lanai overlooking the pond, storm protection screens and a whole house generator,plus hurricane impact door and windows all added for peace of mind. Trey ceilings, ceiling fans, crown molding glass doors in office are just a few of the upgrades in this home. An added bonus is the location for those who enjoy walking to everything as its just a short walk to the community gardens, dog park and the beautiful WC Amenity Center with its resort style pool , gym , sports facilities, event and motion rooms and more. Enjoy lunch/ dinner and fabulous entertainment at the Shady Palm restaurant. There is something to do for everyone at Winding Cypress with a full list of activities put forth from the full time Activity director. This home is a must see to appreciate and will not last



$1,150,000
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Winding CypressNEW

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 for Sale: Welcome to your FULLY FURNISHED TURNKEY dream home nestled in the amenity rich community of Winding Cypress, where luxury living meets serene surroundings in beautiful Naples. This meticulously maintained residence presents a rare opportunity to indulge in modern elegance and comfort. Upon entering through the leaded glass front door, you're greeted by an inviting atmosphere accentuated by the spectacular open floor plan living. The seamless integration of space creates an airy ambiance, perfect for both relaxation and entertainment. The unique custom detailed millwork interior adds a touch of sophistication, elevating the home's aesthetic appeal. The heart of the home lies in its chef-inspired kitchen, you will be delighted with abundant storage, granite counters, gas cooking, while a breakfast bar offers a casual dining option. Whether preparing a gourmet meal or enjoying a quick snack, this kitchen is sure to inspire culinary creativity. With 4 bedrooms and 2 full baths, including a luxurious owner's suite, this residence offers plenty of space for family and guests alike. The master retreat is a sanctuary of comfort, featuring a spacious layout, walk-in closets, and a spa-like ensuite bath, providing the perfect retreat after a day of coastal adventures. Step outside to discover where relaxation and recreation blend seamlessly. A pristine heated saltwater pool with corner lot privacy 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. Enjoy the comfort and ease of the accordion hurricane shutters and the dramatic landscape lighted exterior. Storage cabinets and additional refrigerator located in the garage. Winding Cypress offers an array of resort-style amenities for residents to enjoy. From scenic walking trails, a resident's only restaurant, pickleball and tennis courts, to a state-of-the-art fitness center and clubhouse, there's something for everyone to indulge in. Located just 10 minutes from the pristine beaches of Marco Island and a short drive from the vibrant boutiques, restaurants, and shops of iconic 5th Avenue in Olde Naples, this home offers the perfect blend of tranquility and convenience. Don't miss your chance to own a piece of paradise in Winding Cypress.



$1,099,000
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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 for Sale: Like new, two years old three-bedroom plus den, 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.



$998,000
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Winding CypressNEW

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 for Sale: 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!! 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 insulationover the garage, Split Unit A/C in the garage, Pull down stairs to attic, Widened Driveway, Ballistic Nylon 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.



$925,000
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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 for Sale: 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.



$899,900
Decrease*
$50K
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Winding Cypress

7467 Blackberry Dr, Naples, FL 34114

Homes - 2,198 ft² / 2,663 ft² - 2 Car Garage

3 Bed / 2 Baths

Built 2017
Winding Cypress Naples Homes for Sale: Welcome home to the popular Winding Cypress gated community! Spectacular private water and nature preserve views from your own premium lot’s lanai and backyard. This fresh and pristine home will exceed your expectations. An impressive custom door welcomes you inside to an open great room with elevated, coffered ceilings & high end finishes throughout. Great flow and spaciousness, expanding through the sunroom. The kitchen showcases a huge island, SS appliances, premium cabinetry, marble backsplash, quartz countertops, & pantry. The dining area has an elegant crystal chandelier. The primary suite features a tray ceiling, crystal chandeliers, and European wide plank wood flooring. (This flooring is in all bedrooms). The luxury bath is complete with double sinks, frameless shower, linen closet, and special Ballard Design fitted closet. The Study/den has French doors & wood floors. Large tile set on the diagonal complete the upgraded flooring (no carpet). Plantation shutters in all 3 bedrooms and study. Upgraded laundry room. Motorized weather protection panels installed (lanai & sunroom). This community consists of 1100 acres, 800 acres of which are preserved and natural. Resort Amenities. Landscape maintenance included. Close to hospitals, restaurants, shopping, beaches and the posh downtown area. Come See!



$825,000
Decrease*
$24.9K
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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
Decrease*
$110K
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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: Incredible value in Naples located in an intimate community with lovely amenities yet low HOA fees. This state-of-the art designed single family home enjoys both privacy and a lush botanical view, with its glorious gardens and plantings. The gourmet kitchen boasts walnut cabinets, high-end granite countertops, a large center island with breakfast bar and stainless-steel appliances including natural gas cooking. You will find ample room to entertain your family and guests with three bedrooms; the Owners Suite is generously sized with double vanity sinks and large shower. Finishes include plantation shutters, wainscoting, crown moldings and tile floors everywhere. Dine at the breakfast bar and also separate dining area. French Doors lead to a private office/den. Relax or entertain in the bright and spacious gathering room with an added sunroom that walks out to a screened lanai. Step outdoors and savor a sanctuary of comfort and tranquility from another paver-lined outdoor patio where you can enjoy a raised herb garden and colorful flowering trees of many varieties while you sip your morning coffee or afternoon tea. And not to worry…there is hurricane protection on the windows including Storm Smart hurricane screens on the lanai. 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. It is a pet friendly neighborhood with two off-leash dog runs. This home is conveniently located between Marco Island and downtown Naples and is in the perfect location to enjoy all that Southwest Florida has to offer.



$789,000
Increase*
$43K
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Winding Cypress

7465 Winding Cypress Dr, Naples, FL 34114

Homes - 1,910 ft² / 2,488 ft² - 2 Car Garage

2+Den / 2 Baths

Built 2018
Winding Cypress Naples Homes for Sale: Beautiful selected finishes and colors. A peaceful beach sand pallet will take away the stress and bring you to your happy place. Casual comfort. 3 bedrooms presently featuring one designed as a den open to living area. Custom upgraded Kitchen cabinets. Stainless appliance with a GAS range. Nice size pantry. Generous laundry room. The Living dining great room is perfect for entertaining and overlook your own private backyard, Outdoor Kitchen on generous screen patio. Oversized garage allows for 3 vehicles. This home is located on one of the nicest streets in the community. Lovely preserve location allows for ultimate privacy. The community center rivals a 5-star resort. Pickle ball, tennis, state of the art fitness, banquet room/kitchen. Pool with cabanas and restaurant. Dog play area. Garden area. Nature trail. 24 hours gated. Look at the low fees. This is a wonderful opportunity. prepared with care but subject to errors and ommissions Buyer to verify everything to thier satisfaction



$745,900
Decrease*
$23.1K
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Winding Cypress

7248 Live Oak Dr, Naples, FL 34114

Homes - 1,685 ft² / 2,300 ft² - 2 Car Garage

2+Den / 2 Baths

Built 2016
Winding Cypress Naples Homes for Sale: You will think this home is new. So well cared for. 2+Den but den could have a closet making it a 3/2. Enjoy the private park like back yard. Extended screened patio with outdoor kitchen perfect for dining al fresco. Light bright home with all the goodies. Community even has a dog park for Fido. Amenity rich community 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 thier satisfaction



$700,000
Decrease*
$20K
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Winding Cypress

7781 Jacaranda Ln, Naples, FL 34114

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

2+Den / 2 Baths / Pool

Built 2018
Winding Cypress Naples Homes for Sale: Arguably one of the best views in Winding Cypress! Don't miss your chance to snag this 2 bedroom plus den, 2 bath, 2 car garage Serenity villa with a heated saltwater pool! This home features a view that can't be beat, a huge pie shaped lot offering extensive privacy, a pool water feature, granite countertops, trey ceilings, tile on the diagonal, glass French doors to the den, and so much more. This home has never had pets and has hardly been lived in! 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!



$687,000
Decrease*
$32K
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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: Step into your own slice of paradise with this stunning 2-bedroom + den, 2-bathroom villa boasting a 2-car garage and a luxurious gas heated pool, nestled on a premium pie-shaped lot adjacent to the vibrant Winding Cypress Amenity Center. The Serenity Model, a highly coveted gem, offers the perfect blend of charm and sophistication, whether you seek a year-round haven or a seasonal escape to savor 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 paint the sky in hues of warmth while serenaded by the harmonious symphony of nature and birdsong within your private screened enclosure in the prestigious Winding Cypress community. This abode is adorned with top-tier features including gleaming 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 elevate the aesthetic allure of this residence. 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 and invigorated with a state-of-the-art fitness hub, outdoor Yoga and movement studios, group exercise classes, a resort-style pool with a dedicated lap lane, inviting fire pits, a well-appointed dog park, 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, delectable dining venues, the sandy shores of Naples and Marco Island, the dynamic 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, the enchanting community of Winding Cypress beckons you to embrace an unparalleled lifestyle of luxury and leisure.



$679,000
Decrease*
$70K
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Winding Cypress

7627 Jacaranda Ln, Naples, FL 34114

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

2+Den / 2 Baths / Pool

Built 2017
Winding Cypress Naples Homes for Sale: This stunning lake view villa pool home with 2 car garage in the low fee community of Winding Cypress offers a luxurious lifestyle with its serene lake views and exceptional amenities. Home features include: Premium Wide Lake View: Step out onto your patio and soak in the breathtaking vistas of the tranquil lake. Whether it’s morning coffee or evening sunsets, this view will captivate you. Tile on the Diagonal: The elegant diagonal tile flooring flows seamlessly throughout the home, adding a touch of sophistication. Recessed and Cabinet Lighting: Illuminate your living spaces with style. Whether you’re hosting a dinner party or enjoying a quiet evening, the lighting sets the mood just right. Heated Pool: Take a refreshing dip in the heated pool year-round. Imagine relaxing by the water, surrounded by lush greenery and the soothing sounds of nature. Trey Ceiling: The main living area features a trey ceiling, adding architectural interest and a sense of spaciousness. White Cabinetry Throughout: The timeless white cabinetry complements any decor and keeps the home bright and airy. Gorgeous Sunsets: As the day winds down, enjoy spectacular sunsets from your own backyard oasis. New Quartz Countertops: The kitchen, master bath, and guest bath have been upgraded with beautiful quartz countertops. The sinks and faucets are also new. New Tile Plank: The master bedroom, master bath, and guest bedroom now feature stylish tile plank flooring. LED Lanai Lights: Illuminate your pool area for evening gatherings and relaxation. Custom Garage Shelving: Organize your garage space efficiently. New Dishwasher and Clothes Washer: Modern appliances for your convenience. New Pool Cage Screens: Fresh screens enhance the pool area. Motorized Sunscreen for Lanai: Control sunlight and create a comfortable outdoor space. Whole House Water Filter System: Enjoy pure filtered throughout your home. Winding cypress features include: Shady Palm Restaurant: Onsite dining for residents. Treat yourself to delicious meals without leaving the community. Pickleball, Bocce, Tennis: Stay active and social. Engage in friendly matches with neighbors and friends. State-of-the-Art Fitness Center: Achieve your fitness goals. Whether it’s cardio, strength training, or yoga, the fitness center has you covered. Resort-Style Pool: Lounge by the pool, soak up the sun, and enjoy the Florida weather. Community Garden: Green thumbs welcome! If you love gardening, this is the place to nurture your plants. Dog Park: Fido-approved fun! Let your furry friend run and play in the designated dog park. Location: Centrally situated between Marco Island, 5th Ave, and I75, this home offers convenience and easy access to all that Naples, Florida, has to offer. Don’t miss out on this exceptional opportunity! Contact your agent today to schedule a viewing.



$665,000
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Winding CypressNEW

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



$650,000
Decrease*
$75K
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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 for Sale: 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.



$615,000
Decrease*
$65K
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Winding Cypress

7579 Jacaranda Ln, Naples, FL 34114

Homes - 1,554 ft² / 1,934 ft² - 2 Car Garage

2+Den / 2 Baths

Built 2016
Winding Cypress Naples Homes for Sale: Beautiful, well-kept, light-and-bright villa with a long lake view to the Southwest to catch the all-day sun. Tile floors throughout for comfort and cleanliness. Lanai has no-see-um netting for year-round use. Bright kitchen with desirable gas cooktop. Split bedroom floor plan for guest privacy. Den and office with glass doors. Superb seasonal home or full-time Florida living. The clubhouse has a large pool, exercise facility, tennis and pickleball courts, and bar and restaurant for convenient stay-in community living. Short drive to Marco Island beaches or downtown Naples and beaches. Make the Florida lifestyle yours in this gorgeous villa.



$614,500
Decrease*
$20K
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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.



$609,900
Decrease*
$15K
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Winding Cypress

7602 Jacaranda Ln, Naples, FL 34114

Homes - 1,554 ft² / 2,142 ft² - 2 Car Garage

2+Den / 2 Baths

Built 2017
Winding Cypress Naples Homes for Sale: NEW IMPROVED PRICE...WHAT A DEAL! Discover EXCEPTIONAL VALUE in this captivating attached villa nestled in the HIGHLY SOUGHT-AFTER Naples locale within the vibrant community of Winding Cypress. Boasting 2 bedrooms, 2 full bathrooms, a den, and a two-car garage, this residence is meticulously designed for comfort and style. The bright and white kitchen, adorned with popular finishes, complements the seamless tile flooring in main areas and plush carpeting in bedrooms. An ideal home or vacation retreat, the property enjoys proximity to 5th Avenue, Marco Island, I-75, shopping, dining, beaches, and entertainment. Immerse yourself in the dream-like lifestyle provided by Winding Cypress' resort amenity campus, featuring a resort-style pool and spa, a pool side restaurant, yoga lawn, outdoor fireplace, tennis and pickleball courts, a state-of-the-art fitness center, and more. Furniture is negotiable. Seize the opportunity to relish the quintessential Florida lifestyle in this splendid Naples home.



$549,000
Decrease*
$10K
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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 for Sale: 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 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 screened lanai with automated blinds for privacy! The remote control in the dish on the coffee table with an up and down arrow, controls the installed, automated privacy shades that go all the way down to the ground, for privacy. Step further inside this home, feel the open layout & be impressed. The open concept design encompasses a gourmet kitchen, adorned with granite countertops & island that looks out onto the living room & dining room for entertaining friends and family. This Villa Retreat is a compliment of tasteful interior & tranquility. Updates throughout include tray ceiling in primary, crown molding, plantation shutters, quartz countertops. New Home Generator 2023. Fabulous amenities include the Clubhouse, Restaurant, Community Pool, Dog Park, Community Room, Exercise Room, Streetlights, Tennis Courts, and Library. This Community is centrally located just North of Marco & East of downtown 5th Avenue Naples & Beaches! Enjoy your new Naples lifestyle, total relaxation and resort living.



$845,000
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Winding Cypress

6828 Winding Cypress Dr, Naples, FL 34114

Homes - 2,089 ft² / 2,536 ft² - 2 Car Garage

3 Bed / 2 Baths

Built 2021
Winding Cypress Naples Homes Under Contract: The luxury, nature and privacy is waiting for you on our Paradise Coast! Every upgrade has been selected for this immaculate home. To start, it has an upgraded lot, 8ft doors, crown molding, 6" base boards, trey ceiling in family room, upgraded waterproof laminate flooring in main living area, 22×22 porcelain tile in bathrooms and laundry room, 42" upper shaker soft closing cabinets, Kitchen Aid appliances, marble splash-back, owned solar electric system, 50 Amp plug in garage for electric vehicle charger, extended patio with forest view. Hurricane impact windows and sliders extended driveway capable of parking four cars, modern light fixtures and ceiling fans, tankless water heater, and the list goes on. Winding Cypress is a community like no other. You have seen the rest, now come see the best.



$760,000
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Winding Cypress

7682 Jacaranda Ln, Naples, FL 34114

Homes - 1,594 ft² / 1,962 ft² - 2 Car Garage

2+Den / 2 Baths / Pool

Built 2018
Winding Cypress Naples Homes Under Contract: Must See this Beautiful two bedrooms, two bathroom, plus den Cresida Model. Features include pro series cabinets in the 2 car garage, french doors, kitchen with quartz counter tops, breakfast island, large pantry, stainless steel appliances, tile back splash , accent wall with built in bar and wine cooler , tile throughout, led lights, built in outdoor kitchen for enteraining, full ensuite with dual sinks, walk -in shower, custom walk- in closet. Winding Cypress is a natural gas community with over 800 acres of lakes and preserve. Perfect location between Marco Island and Downtown Naples, close to RSW. ammenities include resort- syle pool, fire pit, community room, restaurant, tennis, bocce ball, pickleball,cabanas,yoga deck, fitness facility, locker rooms, full time activiities director, catering room, catering kitchen, activity room. There is also a nature board walk, small and large dog parks, and a community garden.



$529,000
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Winding Cypress

7191 Live Oak Dr, Naples, FL 34114

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

2+Den / 2 Baths

Built 2015
Winding Cypress Naples Homes Under Contract: Incredible opportunity to own an attached villa in amenity rich Winding Cypress in spectacular Naples Florida. This home features 2 split bedrooms, each with walk in closets, plus a den with French doors. Granite countertops in both bathrooms, Plantation Shutters, tile flooring throughout and designer light fixtures. Kitchen has upgraded 42” cabinets, granite countertops and stainless steel appliances. The laundry room has overhead cabinets and utility sink. The attached 2 car garage includes built in cabinets and shelving. Enjoy the extended lanai with private preserve views. There is a natural gas full house generator and accordion storm shutters on all windows and electric storm screen on the lanai. Indulge in the amazing amenities Winding Cypress has to offer. It includes 800 acres of preserve and is centrally located between the beaches of Marco Island and the beaches of gorgeous downtown Naples. It includes a dog park and community vegetable garden. The Club at Winding Cypress boasts a resort-style pool, sunset sand cabanas, bocce ball, pickleball, clay tennis courts, yoga deck, exercise facility, fire pits, restaurant, and nature boardwalk. Resort living at its finest!



$1,600,000
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Winding Cypress

6880 Cocoplum St, Naples, FL 34114

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

3+Den / 3 Baths / Pool / Spa

Built 2020
Winding Cypress Naples Homes Under Contract: An amazing opportunity to purchase a Pinnacle estate home in Winding Cypress! This home features 3 bedrooms, den, 3 bathrooms, pool & spa with a 3 car garage! No expense has been spared in this meticulously maintained home with tons of upgrades including built in appliances, hard flooring throughout, zero corner slider, crown molding, trey ceilings, electric hurricane shutters on lanai, natural gas, and so much more! The outdoor oasis features a large pool and spa with water features, huge backyard, built-in outdoor kitchen and a gorgeous lake view. 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!



$1,150,000
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Winding Cypress

7615 Winding Cypress Dr, Naples, FL 34114

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

3+Den / 2 Baths / Pool / Spa

Built 2019
Winding Cypress Naples Homes Under Contract: Ideally located equidistant between Downtown Naples and Marco Island, Winding Cypress coexists with the natural flora and fauna of Southwest Florida. Enjoy bird songs along with deer and wild turkey sightings while walking or biking through the community. Get to know your neighbors while basking in the sun at the resort style community pool complete with gorgeous waterfall and cabana beach area or grabbing a bite to eat at the Shady Palm Cafe. There's never a dull moment with non-stop neighborhood activities and groups. And if tennis, pickleball, or bocce ball are your sport, we have you covered. Call this 3 bedroom plus a den, 2 bath, 2 car garage Summerwood model residence your home and you can enjoy all Winding Cypress has to offer. On quiet days relax on the ample lakefront lanai and swim or soak in the gas heated pool and spa. Delight in trying out new recipes in the well appointed kitchen with granite countertops, stainless steel appliances, and gas stove. With the ADT home security system and impact glass doors and windows this house will be your sanctuary.



$1,075,000
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Winding Cypress

7634 Arrowhead Way, Naples, FL 34114

Homes - 2,230 ft² / 2,940 ft² - 2 Car Garage

3+Den / 2 Baths / Pool

Built 2019
Winding Cypress Naples Homes Under Contract: Discover Your Dream Home Nestled W/in The Prestigious Community Of Winding Cypress. This Exquisite Residence Epitomizes Luxury Living W/ Its Open-Concept Design Seamlessly Integrating The Spacious Living Areas, Creating An Inviting Atmosphere For Both Relaxation & Entertainment. As You Step Inside, You'll Be Greeted By A Breathtaking Long Lake View That Sets The Stage For Tranquil Living. You'll Enjoy Peace Of Mind & Security During Stormy Seasons With Hurricane Impact Windows & Doors Throughout. The Home Is Adorned W/ Meticulously Crafted Upgrades Throughout. From The Gourmet Kitchen Featuring Stainless Steel Appliances, Quartz Countertops & White Shaker Cabinets, To The Master Suite That Is A Sanctuary Of Comfort, Offering Tranquility & Style, This Home Is A Testament To Luxury. Step Outside To Your Private Oasis, Where A Sparkling Pool Awaits, Inviting You To Take A Refreshing Dip Or Soak Up The FL Sun On The Large Screened Lanai. This Naples Gem Is Not Just A Home; It's A Lifestyle. Winding Cypress Offers A Wealth Of Amenities, Including A Clubhouse, Fitness Center, Tennis & Pickleball Courts, Restaurant, & Much More, Ensuring That Every Day Is Filled W/ Leisure & Recreation.



$998,500
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Winding Cypress

7123 Lily Way, Naples, FL 34114

Homes - 2,998 ft² / 3,860 ft² - 2 Car Garage

3+Den / 3 Baths / Pool

Built 2015
Winding Cypress Naples Homes Under Contract: Welcome to the ultimate Naples resort community of Winding Cypress. Presenting this lakeview Summerwood home, set on an exceptionally private homesite with a beautiful, long lake view. Features include every builder option and upgrade, plus a very cool upstairs bonus loft bedroom and living room, perfect for guests or as a homeowner's retreat. This home includes top-level finishes throughout along with easy glide window shutters from top to bottom, motorized lanai storm shutters, an oversized covered lanai, a two-car tandem storage garage, a whole house generator, and a beautiful lakefront pool. Residents can indulge in the luxurious Winding Cypress clubhouse, offering a state-of-the-art fitness center, catering kitchen, community room, and activity room. Outdoor amenities abound, offering pickleball, 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, a bird-watching overlook, and a nature boardwalk with a picnic pavilion. In ideal proximity to the pristine shores of Marco Island and the vibrant downtown Naples, this amazing resort location provides the ideal backdrop for an unparalleled lifestyle.



$895,000
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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 Under Contract: 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.



$865,000
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Winding Cypress

7346 Mockingbird Ct, Naples, FL 34114

Homes - 2,230 ft² / 2,667 ft² - 2 Car Garage

4 Bed / 2 Baths

Built 2016
Winding Cypress Naples Homes Under Contract: In the ultimate Naples resort community, this exceptional property in Winding Cypress stands out for its distinctive features, offering an ideal blend of waterfront tranquility, preserved nature and the allure of privacy. This award-winning Summerwood floor plan boasts every builder option and upgrade, on a completely private corner lot on a tranquil cul-de-sac. Highlights include top-level finishes, impact windows throughout, and a perfectly designed open great room concept with strategically placed windows for optimal natural light and furniture layout. Residents can indulge in 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 the vibrant downtown Naples, this amazing resort location provides the ideal backdrop for an unparalleled lifestyle.



$639,900
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Winding Cypress

7175 Live Oak Dr, Naples, FL 34114

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

3 Bed / 2 Baths / Pool / Spa

Built 2016
Winding Cypress Naples Homes Under Contract: This beautiful Winding Cypress Villa home offers 1,554 sq. ft. of comfort has 3 bedrooms, 2 full bathrooms, Screened in lanai, salt water pool and spa and a 2-car garage also has lots of upgrades. The list is attached in the Supplements section. Located just minutes to Marco Island and downtown Naples, the community features a clubhouse with a resort style pool, spa, state of the art fitness center, very nice restaurant, tennis, bocce and Pickle Ball of course. 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. Upgrades include: Hurricane windows and doors through out including Lanai sliders, automated Hurricane shutter's on lanai,A.C Unit in garage, Framed mirror's in bathrooms,new pool heater in 2/24, plantation shutter's thru out,full storm door with screen on front door,keyless entry on front door,UV lights in HVAC.



$619,000
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Winding Cypress

7790 Jacaranda Ln, Naples, FL 34114

Homes - 1,554 ft² / 1,962 ft² - 2 Car Garage

2+Den / 2 Baths

Built 2019
Winding Cypress Naples Homes Under Contract: Beautiful, like-new furnished single family attached villa with long lake view. Built in 2019, this move-in ready Serenity floor plan includes two bedrooms plus den, two bathrooms, upgraded tile floors, extended lanai with Storm Smart hurricane screens, hurricane impact windows/doors throughout. Southern exposure. Natural gas community. Quartz countertops, stainless appliances, plantation shutters. A highly sought after community, Winding Cypress has over 800 acres of lakes and preserves, resort-style pool and spa, restaurant, tennis, bocce & pickleball, fire pit, state-of-the-art fitness center, nature boardwalk, small & large dog parks. Restaurants and shopping nearby. Enjoy resort-style living at its best in this lovely home.



$1,895,000
Sold Price:
$1,895,000
Sold Date:
01/04/2024
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Winding Cypress

7513 Winding Cypress Dr, Naples, FL 34114

Homes - 2,900 ft² / 9,148 ft² - 3 Car Garage

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

Built 2018
Winding Cypress Naples Homes: A world of sophistication & style awaits in this Winding Cypress masterpiece w/lake views. As you navigate the open-concept home, the marriage of textures, materials & high-end furnishings creates a sensory experience, where each turn reveals a new awe-inspiring surprise. Stunning coffered ceilings w/tongue & groove designs & shiplap accent walls grace the living spaces, while designer lighting fixtures serve as works of art, casting a warm & inviting glow throughout. For the culinary enthusiast, a natural gas kitchen awaits. The expansive lanai is a destination in itself, where luxury & nature seamlessly converge w/a saltwater pool/spa, outdoor kitchen w/built-in gas grill & al fresco dining. Whether it's a quiet dinner under the stars or a lively celebration w/friends & family, the peaceful outdoor ambiance enhances every moment. The master suite is a testament to the designer's vision, with a blend of textures & colors that create a harmonious retreat. The master bath, w/its gorgeous tile work, becomes a spa-like sanctuary, inviting relaxation & indulgence. Discover the epitome of high-end living in this one of a kind home in the amenity-rich community of Winding Cypress.



$1,649,000
Sold Price:
$1,550,000
Sold Date:
03/25/2024
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Winding Cypress

6920 Cocoplum St, Naples, FL 34114

Homes - 2,952 ft² / 3,513 ft² - 3 Car Garage

3+Den / 3 Baths / 1 Half

Built 2019
Winding Cypress Naples Homes: Discover luxury living in this exquisite Stonewater resort home in one of the most outstanding communities in South Naples on one of the best lakefront land sites imaginable. Boasting nearly 3,000 square feet of living space, this residence offers a spacious and open floor plan with high tray ceilings, architecturally stunning alcoves and arches, and top-level finishes throughout adorned in high-end, custom-designed light fixtures. Enjoy the tranquility of southern exposure and breathtaking lake views from the oversized covered lanai. The interior features a designer kitchen with soft-close cabinets, quartz countertops and natural gas cooking. Residents enjoy exclusive access to the Winding Cypress Club, complete with restaurant and bar, full-time activity director, a state-of-the-art fitness center, resort-style pool, lap pool, spa, outdoor movement studio, bocce ball courts, pickleball and tennis courts, fire pit, bird-watching overlook and nature boardwalk with a picnic pavilion. This home showcases the best in Florida living and is conveniently located at an ideal counterpoint between downtown Naples and Marco Island.



$1,599,000
Sold Price:
$1,550,000
Sold Date:
10/18/2023
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Winding Cypress

6907 Cocoplum St, Naples, FL 34114

Homes - 2,515 ft² / 3,818 ft² - 3 Car Garage

3+Den / 3 Baths / Pool / Spa

Built 2020
Winding Cypress Naples Homes: Welcome to your DREAM HOME in the prestigious and highly sought after Naples lifestyle community of WINDING CYPRESS. Located on an oversized preserve lot with a pond view, this stunning  ''Pinnacle floor plan'' boasts over 2,500 sq feet under air with 3 large bedrooms 3 bathrooms plus a spacious den. This beautiful and well cared for home was built in 2020 and has everything already anyone could possibly want including a large ''picture window'' screened in gas heated saltwater pool and spa, custom outdoor kitchen, brick paver large lanai with a perfect covered area for entertaining. Hurricane shutters on the entire home for protection and newly installed electric hurricane screen for the covered lanai. Park all of your vehicles in the oversized and epoxy 3 car garage with hurricane rated/insulated garage doors with additional insulation in the attic to accommodate the separate garage A/C for optional cooling.  Brand new whole house generator that was recently installed which also accommodates additional power for the pool and spa. Plenty of space in your custom designed closet in the master bedroom and pantry done by one of the finest in the industry, California Closets. Stunning white quartz countertop kitchen with high end stainless steel KitchenAid appliances including an additional beverage refrigerator and gas cooktop. Located in an X flood zone with no flood insurance required.



$1,500,000
Sold Price:
$1,500,000
Sold Date:
11/08/2023
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Winding Cypress

7383 Mockingbird Ct, Naples, FL 34114

Homes - 3,696 ft² / 3,914 ft² - 3 Car Garage

4+Den / 4 Baths / Pool / Spa

Built 2016
Winding Cypress Naples Homes: Impressive 4bed/4 bath Home in the highly sought after community of Winding Cypress! Pinnacle, two-story model w/ many upgrades. End lot provides great privacy. Outdoor living space offers extended lanai area, outdoor gas kitchen, beautiful pool/spa & premium LONG lake views. Storm Smart electric lanai screens, wood-like tile flooring throughout & expanded kitchen island with bar seating for 5 or more. Kitchen includes: wine fridge and custom cabinetry w/ soft-close, & stainless steel appliance package. Sizable Master Suite with walk-in closet and large Master bathroom. Upstairs loft has a massive living area featuring a sitting area, bathroom, and separate bedroom. Big garage where you can park three cars. Winding Cypress features: An AMAZING active lifestyle community with something for everyone. Beach entry pool, waterfalls, poolside bar and grill, state-of-the-art fitness center, tennis, bocce, pickleball, social activities (off-site events, clubs, groups, classes) & miles of walking paths and boardwalks. Act fast this property is sure not to last!



$1,250,000
Sold Price:
$1,200,000
Sold Date:
04/11/2024
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Winding Cypress

7565 Blackberry Dr, Naples, FL 34114

Homes - 2,948 ft² / 3,239 ft² - 2 Car Garage

3+Den / 3 Baths / Pool / Spa

Built 2017
Winding Cypress Naples Homes: Located in the highly sought after and amenity rich community of Winding Cypress, this 3 Bedroom + Den, 3 Bath Summerwood boasts a hard to find spacious loft that adds an additional 900+ sq ft of living area. The meticulously maintained home has numerous upgrades that include an extended finished garage with utility sink and space for a golf cart, upgraded flooring, cabinetry, countertops and appliances, extended kitchen island, crown molding, built in speaker system, outdoor kitchen and much, much more. The beautifully appointed lanai is a haven with a covered living area next to the heated pool and spa with gorgeous views of the preserve. Residents enjoy access to an exceptional Amenity Center complete with a state-of-the-art fitness center, resort style pool and spa, restaurant, bocce ball, tennis and pickleball courts, and full time activity director. It is a pet friendly neighborhood with 2 off-leash dog runs. This home is conveniently located between Marco Island and downtown Naples and is in the perfect location to enjoy all that Southwest Florida has to offer. Why wait for a new home when you can make this yours now!



$1,150,000
Sold Price:
$1,145,000
Sold Date:
02/06/2024
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Winding Cypress

6818 Greenbriar Ct, Naples, FL 34114

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

3+Den / 3 Baths / Pool / Spa

Built 2021
Winding Cypress Naples Homes: Meticulously maintained three-bedroom plus den, three-bathroom residence in Winding Cypress with breathtaking lake views. You’ll be greeted by an open layout bathed in natural light from a corner pocketing impact glass slider. This furnished home showcases new furniture and TVs, finished with 9’ ceilings, 8’ doors, pristine tile floors, closet built-ins, and plantation shutters throughout. The gourmet kitchen features KitchenAid appliances with gas cooking, pullout drawer cabinets, designer backsplash, pantry, and a large center island. Each bedroom boasts an en-suite bathroom. Outside, you’ll find a WiFi-controlled heated pool and spa under a screened lanai with a stunning backdrop of the lake. Additional features include Vitex smart home, StormSmart electric shutters, 22kW whole home generator, water filtration system, extended driveway, and a two-car garage with AC, 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.



$1,150,000
Sold Price:
$1,200,000
Sold Date:
04/05/2024
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Winding Cypress

6695 Pennyroyal Dr, Naples, FL 34114

Homes - 2,148 ft² / 3,200 ft² - 2 Car Garage

3+Den / 3 Baths / Pool / Spa

Built 2022
Winding Cypress Naples Homes: Beautifully appointed TURNKEY FURNISHED 3 bedroom plus den, 3 full bath, single family pool home in sought after Winding Cypress. The home is finished with meticulously crafted upgrades including luxury designer furnishings and fixtures throughout. Chef's kitchen features quartz counters, Kitchen Aid SS appliance package, natural gas, large island & breakfast room. The extended gathering room leads to the covered lanai with summer kitchen, bar and pool/spa with water features. Zero corner sliding glass doors seamlessly integrate the living areas, creating an inviting atmosphere for relaxation & entertainment. Amenity rich Winding Cypress features a resort style pool, restaurant/bar, fire pit, fitness center, out door yoga deck, pickle-ball, tennis, bocce ball, community garden, dog park, and a nature trail boardwalk.



$1,100,000
Sold Price:
$1,043,000
Sold Date:
02/21/2024
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Winding Cypress

6846 Greenbriar Ct, Naples, FL 34114

Homes - 2,107 ft² / 2,525 ft² - 2 Car Garage

3+Den / 2 Baths / Pool / Spa

Built 2020
Winding Cypress Naples Homes: This excessively upgraded Martin Ray floorplan features 3 bedrooms, den, 2 baths, extended 2 car garage, pool, spa, lake view and more! Inside this home you will find endless luxury from built in appliances, impact windows & doors, custom closets in master & laundry room, tile floor throughout, built in bar, crown molding, trey ceiling, surround sound, Murphy bed, screened front door, A/C garage and insulated garage door. The outdoor oasis has a picture window screen to appreciate the gorgeous lake view, built in outdoor kitchen with extra large hood, salt water pool and spa with autofill, hurricane screens for double protection, extended pavers between house and pool, landscape and lanai cage lighting, rock speakers, irrigation to potted plants on deck and so much more. 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!



$1,090,000
Sold Price:
$1,050,000
Sold Date:
04/19/2024
View Details

Winding Cypress

6830 Greenbriar Ct, Naples, FL 34114

Homes - 2,105 ft² / 2,528 ft² - 2 Car Garage

2+Den / 2 Baths / 1 Half / Pool

Built 2021
Winding Cypress Naples Homes: LIKE NO OTHER FOR SALE IN WINDING CYPRESS! This "PRESTIGE MODEL" POOL home must be seen to be appreciated for all that it has to offer! BEING SOLD TURNKEY WITH ALL DESIGNER DECOR ALL YOU NEED TO DO IS BRING YOUR TOOTHBRUSH AND CLOTHES! GORGEOUS LAKE VIEWS THROUGH THE PICTURE WINDOW SCREEN! This home has over 2,100 square feet of living space with 2 Bedrooms Plus Den (Den is a 3rd Bedroom option) and 2.5 baths complete this space. Lots of upgrades that will give you no reason to do anything but move in and enjoy all the work that was put into this home. The Gourmet Kitchen creates the perfect gathering area and expands into the Living and Dining Area providing tons of room for entertaining. It offers wood cabinets with soft close doors, crown molding on the cabinets, tile backsplash, upgraded Quartz counters, pantry, and stainless steel appliances. Oversized tile on a diagonal throughout the entire home! Plantation Shutters, Crown Molding, IMPACT WINDOWS & DOORS, and a Roll Down Hurricane screen across the back. HOME IS PRE-PLUMBED FOR OUTDOOR KITCHEN! The gorgeous lake views beyond the large heated pool will help you relax the day away creating your own tropical oasis.



$1,025,000
Sold Price:
$1,015,000
Sold Date:
12/12/2023
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Winding Cypress

6723 Pennyroyal Dr, Naples, FL 34114

Homes - 2,094 ft² / 3,129 ft² - 2 Car Garage

3 Bed / 2 Baths / Pool / Spa

Built 2021
Winding Cypress Naples Homes: Welcome to this single-family home, a mere 2 years old, offering a slice of paradise. The popular Mystique floor plan boasts almost 2,100 sq ft of indoor living space, with 3 bedrooms, a den, and two bathrooms. Additionally, you'll find a sprawling spectacular outdoor living area, featuring a Saltwater custom pool and spa, complete with a sun shelf and water feature, and a picturesque water view from the screened-in extended lanai and patio. The zero corner sliding doors seamlessly blend the indoor and outdoor living spaces. This home is loaded with upgrades, including tile and carpet flooring, an extended and epoxied garage, overhead lighting & ceiling fans throughout, custom blinds, upgraded appliances, and a Kinetico water filtration system. Perfectly situated in the VERY DESIRABLE COMMUNITY of WINDING CYPRESS, you'll be conveniently close to 5th Avenue, Marco Island, I-75, shopping, dining, beaches, and entertainment. However, there's little reason to venture far, as Winding Cypress offers a dream-like lifestyle with its resort amenity campus. You can revel in the delights of a resort-style pool and spa, restaurant, yoga lawn, outdoor fireplace, tennis or pickleball, state-of-the-art fitness center and exercise studios, and more. This property is offered turnkey furnished, waiting for your personal touches to make it your own. Simply pack your bags and move in to start living the Florida dream.



$949,000
Sold Price:
$900,000
Sold Date:
11/17/2023
View Details

Winding Cypress

7408 Winding Cypress Dr, Naples, FL 34114

Homes - 2,198 ft² / 2,584 ft² - 2 Car Garage

4 Bed / 2 Baths / Pool / Spa

Built 2016
Winding Cypress Naples Homes: This coveted SW exposure pool home with has a beautiful long lake view! This Summerwood floorplan features 4BR/2BA and a 2 car garage. Impressive upgrades including electric storm smart hurricane screens, built in summer kitchen, expanded driveway, trey ceiling, crown molding, security system, cameras, finished laundry room and more! Winding Cypress has amazing amenities; onsite restaurant, pickle ball, bocce, tennis, state of the art fitness center and a resort style pool! Winding Cypress has no condos and is low density and is centrally located with easy access to Marco Island, 5th Ave, & I75 making it an ideal location! Homes is sold furnished – turnkey!



$895,000
Sold Price:
$875,000
Sold Date:
04/05/2024
View Details

Winding Cypress

7491 Blackberry Dr, Naples, FL 34114

Homes - 2,282 ft² / 3,586 ft² - 2 Car Garage

3+Den / 3 Baths / Pool / Spa

Built 2017
Winding Cypress Naples Homes: This rarely available two-story “Abbeyville” model with a Premium Waterfront Location has a preferred Southern Exposure and has been meticulously maintained. Located in the highly sought-after, gated, amenity rich community of Winding Cypress. There is a ground floor Primary Suite with spacious walk-in closet, a guest bedroom and bath, and a den/office. Plus, the home also boasts a hard-to-find large loft area with a third bedroom and full bath upstairs. This home features a heated saltwater pool and spa, (New heater and filter 2023) stainless steel appliances, gas range and tankless water heater (added 2021). Recent improvements include new washer dryer 2022, and all new smoke and carbon monoxide detectors. Residents enjoy access to an exceptional Amenity Center complete with a state-of-the-art fitness center, resort pool and spa, restaurant, bocce ball, tennis and pickleball courts, and a full-time activity director. This home is conveniently located at an ideal counterpoint between the beautiful Gulf beaches and fine dining options of both Naples and Marco Island.




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