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Winding Cypress Naples Florida Homes for Sale

Naples Florida Real Estate

Winding Cypress Naples Real Estate

Homes For Sale21$521K - $1.6M
Sold32$529K - $1.6M
Last updated at 1:45am 07/27/2024

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$1,589,999
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$60K
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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: 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.



$1,175,000
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$75K
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Winding Cypress

7343 Mockingbird Ct, Naples, FL 34114

Homes - 2,107 ft² / 2,533 ft² - 2 Car Garage

3+Den / 2 Baths / Pool / Spa

Built 2016
Winding Cypress Naples Homes for Sale: Experience luxury living in this spectacular residence, on oversized, corner lot with SW exposure,  nestled in  the coveted Winding Cypress community in Naples. This spacious 3-bedroom, 2-bathroom home with a den boasts an open layout kitchen featuring premium granite countertops, custom cabinets with roll-out trays, gas stove, and a butler pantry with beverage refrigerator. The bright living area offers incredible views of the pool and opens onto a lanai with shutters to shield from the sun. Relax and unwind by the oversized saltwater pool custom built pool (34’ long) with flush spa and luxurious waterfall features, while enjoying the private views of the lake, preserve and abundant wildlife.  A dedicated home office provides a quiet workspace for productivity. The large master bedroom serves as a serene retreat. Extra driveway area for parking of  5 cars and extended garage  offering plenty of room for multiple cars and guests.  Enjoy peace of mind with Generac whole house generator.   Winding Cypress is a vibrant community offering an unparalleled 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. Nestled 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.



$1,125,000
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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.



$1,075,000
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$25K
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Winding Cypress

7063 Winding Cypress Dr, Naples, FL 34114

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

3 Bed / 3 Baths

Built 2016
Winding Cypress Naples Homes for Sale: 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
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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 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.



$899,900
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$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!



$795,000
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$5K
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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 for Sale: 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.



$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. An oversized garage with golf cart area and four foot extension, custom storage gives you plenty of room for all your toys.



$725,000
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$44K
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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 for Sale: 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!



$725,000
Decrease*
$174K
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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: Perfectly situated between Marco Island and downtown Naples, this home is intelligently priced and boasts of 2230 square feet of living space. Stunning landscaping greets you at the front door, and you can step outdoors and savor a sanctuary of comfort and tranquility from the botanical plantings on your paver-lined outdoor patio with a raised herb garden. And not to worry…you will find hurricane protection on the windows as well as motorized Storm Smart screens on the lanai. Finishes in this lovely home include plantation shutters, wainscoting, crown moldings and tiled floors throughout. The Great Room floor plan includes a gourmet kitchen complete with granite countertops, abundant cabinetry, stainless steel appliances with gas cooking, and a large center island with breakfast bar and an attached Dining area. Relax or entertain in the bright and spacious Gathering room with an added “Sunroom” which leads to the screened-in lanai. In addition to the generously sized Owners’ Suite, there is ample room for your guests with two more bedrooms. French doors lead to a private office or den. Pet friendly Winding Cypress Community offers two dog parks, tennis, pickleball, bocce, outdoor bar and grill room, and a resort-style pool. Residents also have access to a clubhouse with a social room, library, fitness center and a full social calendar. This is the one you’ve waiting for!!



$699,900
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$69.1K
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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: Live the good life. Time to enjoy life. 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



$687,000
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$32K
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Winding Cypress

7113 Live Oak Dr, Naples, FL 34114

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

3 Bed / 2 Baths / Pool

Built 2016
Winding Cypress Naples Homes for Sale: 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.



$675,000
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Winding Cypress

7666 Jacaranda Ln, Naples, FL 34114

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

2+Den / 2 Baths

Built 2018
Winding Cypress Naples Homes for Sale: The Finest in Resort Style Living! You do not want to miss this opportunity to own a find like this in the Community of Winding Cypress. This Beautifully updated 2+Den/2 Bath Gem has 9' 4" ceilings with a two car garage is move in ready and it has everything you need to call this sought after Villa your Home. New refrigerator, new hot water tank, new pavers, plantation shutters and much more. Almost 2/3 of this Amazing Community is set aside just for a tranquil preserve/wooded area. Only 8 miles to Downtown Naples + 9 miles to Marco Island. Just a few Amenities include Pickleball, Bocce Court, Clubhouse, Community Park, Community Pool/Spa/Hot Tub + Community Room and much, much more! What are you waiting for.. Call Now to set up your showing cause this Unique Property won't be on the market long!



$650,000
Decrease*
$15K
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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.



$649,500
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Winding Cypress

7626 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: Welcome to your dream home in the highly sought-after Winding Cypress community! This beautifully maintained 2-bedroom plus den, 2-bathroom pool home features an inviting open floor plan, perfect for modern living and entertaining. The kitchen is a chef's delight, boasting a breakfast bar and sleek stainless steel appliances. The generous primary bedroom offers a serene retreat with an ensuite bathroom that includes dual vanities and a spacious shower. An additional bedroom and a full bathroom provide ample space for guests or a home office. Enjoy the Florida lifestyle year-round in the enclosed lanai with a heated pool. Recent updates include Storm Smart Shutters, an upgraded shower door in the primary bathroom, a rescreened lanai (March 2024), and new carpet in the bedrooms. Winding Cypress offers an array of amenities, including tennis and pickleball courts, a state-of-the-art fitness center, a clubhouse, and more. Don't miss the opportunity to own this stunning home in a vibrant community!



$615,000
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$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.



$610,000
Decrease*
$115K
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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.



$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: SELLER OFFERING CLOSING COST INCENTIVE!!! 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.



$609,500
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$25K
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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.



$595,000
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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: 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 unit has upgraded impact windows and an electric hurricane shade on the lanai. Winding Cypress stands out as one of Naples' premier residential developments, boasting top-tier resort-style amenities such as a poolside bar and grill, gym/exercise room, 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.



$520,900
Decrease*
$38.1K
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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: 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!



$995,000
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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 Under Contract: Welcome to your FULLY FURNISHED TURNKEY dream home nestled in the amenity rich community of Winding Cypress, where luxury living meets serene surroundings in beautiful Naples. This meticulously maintained residence presents a rare opportunity to indulge in modern elegance and comfort. Upon entering through the leaded glass front door, you're greeted by an inviting atmosphere accentuated by the spectacular open floor plan living. The seamless integration of space creates an airy ambiance, perfect for both relaxation and entertainment. The unique custom detailed millwork interior adds a touch of sophistication, elevating the home's aesthetic appeal. The heart of the home lies in its chef-inspired kitchen, you will be delighted with abundant storage, granite counters, gas cooking, while a breakfast bar offers a casual dining option. Whether preparing a gourmet meal or enjoying a quick snack, this kitchen is sure to inspire culinary creativity. This residence offers plenty of space for family and guests alike. The master retreat is a sanctuary of comfort, featuring a spacious layout, walk-in closets, and a spa-like ensuite bath, providing the perfect retreat after a day of coastal adventures. Step outside to discover where relaxation and recreation blend seamlessly. A pristine heated saltwater pool offers a refreshing swim from the sun-drenched afternoons. Host gatherings with ease in the full outdoor kitchen, complete with a grill, and ample seating space. Covered sitting areas provide shade and tranquility, ideal for unwinding with a good book or enjoying alfresco dining under the stars. You will enjoy the ease of accordion hurricane shutters along with electric Kevlar Storm Smart screens that provide added safety and peace of mind. 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.



$1,500,000
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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 Under Contract: Welcome to your dream home in the coveted natural gas community of Winding Cypress. This stunning residence epitomizes luxury living in paradise. As you step through the leaded glass door into a haven of elegance and comfort. This meticulously crafted Pinnacle Model features an array of upgrades, ensuring a lifestyle of sophistication, convenience and peace of mind. You're secure with the hurricane impact windows, zero corner slider, and whole house generator. From the moment you enter, the attention to detail is evident with the expansive 11-foot ceilings with coffered trays, crown molding, LED lighting and wood flooring throughout. The open-concept layout seamlessly blends indoor and outdoor living, creating a space perfect for both relaxation and entertaining. The chef's kitchen, include Quartz countertops, 42-inch luxury cabinets with soft closures and pull-out drawers, under-cabinet lighting, top-of-the-line appliances , natural gas cooktop and separate wall oven. A built in entertainment area with wine or beverage cooler is perfect for hosting gatherings with friends and family. The spacious owner's suite, with custom California Closets and luxurious ensuite bathroom with enlarged shower, upgraded fixtures and faucets. Two additional large bedrooms, including a second ensuite, offer ample space for guests or family members. Step outside to your own private oasis, where breathtaking long lake sunset views are unobstructed through the panoramic screen, custom heated saltwater pool with water features, a custom gas summer kitchen, and expansive dining and sitting areas. Electric Storm Smart Kevlar Screens provide added comfort and protection. Winding Cypress offers a wealth of community features, including a residents-only restaurant, resort-style pool with spa and cabanas, pickleball, tennis, and bocce courts, an event room with catering kitchen, library, internet cafe, awesome fitness center, and lounge areas with gas fireplaces. Nature enthusiasts will appreciate the boardwalk nature trail, providing a serene escape into the preserve. Conveniently located just minutes from the pristine beaches of Marco Island and the vibrant dining, shopping, and entertainment of downtown Olde Naples. Enjoy plenty of golf options just around the corner. Don't miss this opportunity to make this exquisite home your own. With all the features and upgrades already in place and no wait to move in, this property represents an exceptional value compared to new construction.



$1,495,000
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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 Under Contract: 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
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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 Under Contract: 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.



$1,100,000
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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 Under Contract: 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.



$1,649,000
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.



$1,600,000
Sold Price:
$1,565,000
Sold Date:
05/20/2024
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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: 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!



$1,250,000
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!



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



$1,150,000
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.



$1,150,000
Sold Price:
$1,150,000
Sold Date:
05/28/2024
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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: 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.



$1,100,000
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
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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.



$1,075,000
Sold Price:
$1,000,000
Sold Date:
04/30/2024
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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: 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
Sold Price:
$1,000,000
Sold Date:
05/10/2024
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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: 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.



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



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



$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.



$865,000
Sold Price:
$845,000
Sold Date:
04/19/2024
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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: 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.



$845,000
Sold Price:
$840,000
Sold Date:
04/30/2024
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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: 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.



$789,000
Sold Price:
$775,000
Sold Date:
05/16/2024
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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: 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



$760,000
Sold Price:
$740,000
Sold Date:
04/23/2024
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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: 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.



$749,900
Sold Price:
$749,900
Sold Date:
02/13/2024
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Winding Cypress

7807 Jacaranda Ln, Naples, FL 34114

Homes - 1,574 ft² / 2,204 ft² - 2 Car Garage

2+Den / 2 Baths / Pool / Spa

Built 2019
Winding Cypress Naples Homes: Opulence is the word for this villa nestled in the prestigious Winding Cypress community. The modern foyer sets a sophisticated tone for the elegance that permeates the 1,574 sq ft floor plan. French Doors gracefully welcome you to the den, a refined workspace unfold with a quartz countertop desk. The chef's kitchen is a masterpiece boasting marble countertops, upgraded white cabinets that flows with the center island. Step into your private oasis, the gas heated pool & spa beckon with a tranquil waterfall & the outdoor kitchen, adorned with a gas grill, sink, refrigerator & stacked stone accents. Culinary heaven.Revel in long views of your lake. The master bath offers dual vanities, glass shower & voluminous closet. Plantation shutters ensure both privacy & sophistication. With hurricane windows, crown molding, & upgraded 8' doors throughout, this home epitomizes refined living in a community that boasts a gated enclave, the Shady Palm Cafe, two community pools, a spa & beach area with private day beds. A gym, activities center, library, are all yours to enjoy. Take advantage of bocce ball, pickleball, tennis courts, scenic walking trails, dog park, & a private community garden.



$749,900
Sold Price:
$730,000
Sold Date:
03/15/2024
View Details

Winding Cypress

7601 Blackberry Dr, Naples, FL 34114

Homes - 1,805 ft² / 2,341 ft² - 2 Car Garage

2+Den / 2 Baths

Built 2018
Winding Cypress Naples Homes: Enjoy the relaxing and private views of the lake and preserve with no houses across from you. Some of the many upgrades in this lightly used, two-bedroom plus den, two-bath home are tile throughout, a sunroom addition, all California Closets, volume ceilings, huge walk-in shower, upgraded cabinets and an extended garage. The club at Winding Cypress is a must-see and offers a full-time social activity director, a beautiful resort-style pool, sunset sand cabanas, outdoor bar and grill, pickleball, bocce, clay tennis courts, state-of-the-art gym, fire pit, dog parks, community garden and nature trails set among an 800-acre natural preserve.



$749,900
Sold Price:
$714,000
Sold Date:
03/18/2024
View Details

Winding Cypress

7108 Lily Way, Naples, FL 34114

Homes - 1,685 ft² / 2,034 ft² - 2 Car Garage

2+Den / 2 Baths / Pool

Built 2015
Winding Cypress Naples Homes: Located within the amenity-rich Winding Cypress community, this 2-bedroom plus den, 2-bathroom Abbeyville has been meticulously maintained. Builder upgrades include additional drawers added in primary bathroom dual sink vanity, outdoor kitchen plumbed for water along with gas line, floor tile set on diagonal, Whirlpool stainless appliances, granite, garage utility sink, upgraded lighting package in garage with GFCIs on dedicated circuit. Free-form pool with plenty of screened lanai space, view of landscaped area and pond. A perfect spot to watch beautiful FL sunsets. Solar pool heater added in 2020. Gas pool heater hook-up also available. Accordion hurricane shutters on all windows; electric hurricane shutters on lanai controlled by interior switch. Custom queen-size Murphy bi-fold bookcase bed with tilting headboard and bed lights installed in Flex/Den. Privacy doors added to ensure your guests total privacy. All interior recessed lighting and pendants recently updated to LED fixtures. Custom drop zone bench seat with drawers, coat hooks, storage cabinets offer convenience and additional storage. Board and batten wall details added in foyer. Scenic Winding Cypress is a gated natural gas community, with full-time activities director, offering resort-style pool, tennis, pickleball, bocce ball, a pool-side restaurant, fitness center, dog park, walking/biking trails and more.



$679,000
Sold Price:
$675,000
Sold Date:
05/23/2024
View Details

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: 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.




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