Winding Cypress Real Estate Sold

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Winding Cypress, 7675 Winding Cypress Dr, Naples, Florida 34114, image 1
Sold - Jul 24, 2025
$1,255,000 $50K
  • 3 Beds
  • 3 Baths
  • 2,496 SqFt
  • $503/SqFt
House sold in Winding Cypress
7675 Winding Cypress Dr, Naples, FL 34114
Discover luxury living in this breathtaking pinnacle estate home, situated on one of the most coveted lakefront sites in the south naples resort community of winding cypress. Step inside to an open and spacious floor plan, enhanced by soaring tray ceilings, architecturally stunning alcoves and graceful arches. The home’s designer kitchen serves as the centerpiece, featuring every upgrade possible — soft-close cabinetry, quartz countertops, a fully vented natural gas range and hood and an all-premium kitchenaid appliance package with pull-outs in all lower cabinets. Adjacent is a large pantry complete with a water filter system for added convenience. The primary suite is a private oasis with towering ceilings and full walk-in shower and massive walk-in closet, while guest quarters include an expansive bay window en suite, ensuring comfort and privacy for family and friends. Additional living spaces include a versatile den or hobby room with upgraded french glass doors and foyer layout. Outdoor living is equally impressive. Relax by the saltwater pool and spa while enjoying serene wide-open lake views. Host gatherings with ease, thanks to a fully equipped outdoor kitchen featuring an integrated hood, all set within an expansive lanai with an upgraded oversized pocket slider door. The screened front porch, extended paver paths and custom landscaping further enhance the home’s curb appeal. Practical features include a 4-foot garage extension with custom flooring for three cars, all-impact glass windows, storm smart kevlar shutters and energy-efficient led lighting throughout. Additional upgrades include raised tray with crown-trimmed ceilings, a heated fireplace with customizable colors and custom state-of-the-art lighting systems that add a touch of sophistication to every room. Located in the resort-style community of winding cypress, residents enjoy exclusive access to a wealth of amenities, including a restaurant and bar, state-of-the-art fitness center, resort-style and lap pools, a spa and sports facilities for bocce, pickleball and tennis. The community also boasts a fire pit, bird-watching overlooks, a nature boardwalk and a picnic pavilion. Perfectly positioned between downtown naples and marco island, this home offers the ultimate in luxurious florida living. From its high-end finishes to its extraordinary location, it’s a property that truly has it all.
Winding Cypress, 7650 Jacaranda Ln, Naples, Florida 34114, image 1
Sold - Jul 16, 2025
$510,000 $39K
  • 2 Beds
  • 2 Baths
  • 1,579 SqFt
  • $323/SqFt
Villa sold in Winding Cypress
7650 Jacaranda Ln, Naples, FL 34114
Welcome to your dream home in the heart of one of naples' most sought-after communities! This stunning front entrance cressida villa offers the perfect blend of comfort, style, and convenience. Featuring two spacious bedrooms, two full baths, and a versatile den/flex room that can be used as an in-home office or guest area. The open concept living/dining space includes a custom-built dry bar/coffee station, light tile flooring, and sliders that open to a private screened lanai. The covered lanai area is plumbed for an outdoor kitchen, allowing you to create the perfect space for entertaining. Winding cypress offers a plethora of activities to enjoy the florida lifestyle.
Winding Cypress, 6906 Winding Cypress Dr, Naples, Florida 34114, image 1
Sold - Jul 11, 2025
$855,000 $10K
  • 3 Beds
  • 3 Baths
  • 2,124 SqFt
  • $403/SqFt
House sold in Winding Cypress
6906 Winding Cypress Dr, Naples, FL 34114
Built in 2022, this 2, 124-square-foot mystique model by divosta offers a rare turnkey opportunity, fully furnished with over $100, 000 in luxury personal property, including indoor and outdoor furniture, artwork, decor, cookware, bedding, and more. Virtually everything photographed is included, ensuring effortless move-in-ready elegance. The residence blends sophisticated design with functionality, featuring porcelain tile flooring, premium finishes, and custom furnishings throughout. The chef’s kitchen, a centerpiece, showcases two-tone cabinetry, a quartz island, and stainless-steel appliances, ideal for culinary enthusiasts. The open-concept living area flows to a screened lanai, where a heated saltwater pool and paver deck are framed by serene wilderness preserve views, perfect for relaxation or entertaining. The primary suite offers a spa-inspired bathroom with dual vanities and an expansive walk-in closet. Practical features include hurricane storm protection, a spacious laundry room with built-in storage, and a two-car garage. Dramatic landscape lighting adds vibrant depth to the exterior, enhancing curb appeal and creating a refined nighttime ambiance. This meticulously crafted home elevates modern luxury with timeless comfort. This 3-bedroom, 3-bathroom residence, complete with a den, balances elegance and practicality. The two guest bedrooms, each with full bathroom access, ensure privacy and comfort. The den, ideal as a home office, features built-in shelving and natural light. The great room, with 10-foot ceilings and large windows, frames tranquil preserve views. Smart-home technology, including automated lighting and climate control, enhances efficiency. The heated saltwater pool, with a sun shelf and lighting, and the paver deck with manicured landscaping, create a refined outdoor retreat. Upgraded fixtures, such as rainfall showerheads in the primary bathroom and recessed lighting throughout, elevate the home’s sophisticated aesthetic. The exterior features low-maintenance tropical landscaping, complementing the preserve backdrop. Nestled in the gated winding cypress community in southeast naples, this home is part of a prestigious enclave of 766 residences. Spanning 800 acres of preserves and 80 acres of lakes, winding cypress blends natural beauty with luxury. Residents enjoy low hoa fees and amenities, including a resort-style pool with cabanas, a fitness center with modern equipment, and courts for pickleball, bocce, and tennis. The clubhouse, a social hub, offers an internet café, event spaces, and a catering kitchen. A dog park, community garden, and trails through lush preserves cater to diverse lifestyles. Located minutes from marco island’s beaches, naples’ vibrant 5th avenue, and i-75, this home ensures access to fine dining, shopping, and cultural attractions. Winding cypress offers a close-knit community, making this turnkey home a standout in naples luxury living.
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Winding Cypress, 7686 Jacaranda Ln, Naples, Florida 34114, image 1
Sold - Jun 20, 2025
$453,000 $15K
  • 2 Beds
  • 2 Baths
  • 1,574 SqFt
  • $288/SqFt
Villa sold in Winding Cypress
7686 Jacaranda Ln, Naples, FL 34114
Don’t miss this exceptional opportunity to own an upgraded cressida villa in the sought-after community of winding cypress! This front-entry home lives like a single-family residence, offering 2 bedrooms + den, 2 bathrooms, a 2-car garage, and a stunning expanded patio with extra covered space—more than most villas. Inside, enjoy luxury upgrades including white cabinetry, quartz countertops, crown molding, and more. The outdoor space is equally impressive, featuring a built-in hood for effortless grilling and gorgeous mature landscaping. Winding cypress is a natural gas community with resort-style amenities! Dine at shady palm, the onsite restaurant, or enjoy pickleball, bocce, tennis, a state-of-the-art fitness center, a resort-style pool, a community garden, and even a dog park for your furry friend. This pet-friendly community allows rentals, has low fees, and boasts a prime location—central to marco island, 5th avenue, and i-75.
Winding Cypress, 7530 Geranium Way, Naples, Florida 34114, image 1
Sold - Jun 20, 2025
$975,000 $200K
  • 3 Beds
  • 3 Baths
  • 2,496 SqFt
  • $391/SqFt
House sold in Winding Cypress
7530 Geranium Way, Naples, FL 34114
This home is an amazing value for winding cypress!! Once you compare, you'll agree. The pinnacle model is clearly the most popular floorplan in the community. The sought after "open area concept" footprint boasts 3 expansive bedrooms including a most impressive owner's suite, 3 full baths, a large den, desirable 3 car garage, and 2496 square feet of indoor living space under air. Builder and owner upgrades include an executive waterfront premium lot, kitchen appliance package, pool with new heater integral spa, quartz counters, upgraded cabinet package, den/office, zero corner sliding glass doors, plank tile flooring, plumbed for a summer kitchen, inviting lead glass front entry door.
Winding Cypress, 7702 Jacaranda Ln, Naples, Florida 34114, image 1
Sold - Jun 20, 2025
$530,000 $5K
  • 2 Beds
  • 2 Baths
  • 1,554 SqFt
  • $341/SqFt
Villa sold in Winding Cypress
7702 Jacaranda Ln, Naples, FL 34114
Absolutely the best deal on a 2 bedroom plus den with french doors, 2 baths, 2 car garage attached villa with your own pool in winding cypress. You better hurry. Furniture negotiable too, move right in for season, nicely furnished. What's special: *open floor plan *epoxy garage floor *granite countertops *3 ft. Bathroom countertops *remote controlled garage screen *remote controlled hurricane shutters on the lanai *california closets in all bedrooms *pool. Den can be converted to a 3rd bedroom too. Come see this beautifully designed pool home boasting of an inviting open floor plan, perfect for entertaining and family living. The kitchen highlights its elegant backsplash and granite countertops that provide both beauty and durability. Each bathroom has been designed with 3 ft. Of countertops for added space and comfort. California closet's custom-design can be found in each closet to maximize storage and organization throughout. The home has also been designed with 8' doors, adding to the modern, airy feel. The garage is finished with epoxy flooring and comes with remote controlled garage screen for added ventilation and convenience. Step out to the back lanai where you will find remote controlled weather/hurricane shutters for those rainy afternoons or storm seasons, giving you peace of mind. Enjoy the private pool. Perfect for relaxation and entertainment. The home has been smoke-free and pet-free, ensuring a clean, fresh environment for the next owners. With thoughtful upgrades and premium features, this home is ready to welcome you. Winding cypress includes: *over 800 acres *natural preserve *nature trails *dog park, *low hoa *clubhouse activity room *fitness center *heated resort-style pool *white sandy lounge area *bar and grill *library *catering kitchen *tennis and pickleball courts *natural gas *15 minutes from 5th ave. *20 minutes from marco island *major shopping brands 5 minutes away.
Winding Cypress, 6909 Winding Cypress Dr, Naples, Florida 34114, image 1
Sold - Sep 10, 2024
$1,400,000 $200K
  • 3 Beds
  • 3 Baths
  • 2,522 SqFt
  • $555/SqFt
House sold in Winding Cypress
6909 Winding Cypress Dr, Naples, FL 34114
Welcome to your dream home in winding cypress. This stunning residence epitomizes luxury living in paradise. As you step through the door into a haven of elegance and comfort. This meticulously crafted residence features an array of upgrades.
Winding Cypress, 7346 Mockingbird Ct, Naples, Florida 34114, image 1
Pending
$865,000
  • 4 Beds
  • 2 Baths
  • 2,230 SqFt
  • $388/SqFt
House for sale in Winding Cypress
7346 Mockingbird Ct, Naples, FL 34114
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.
Winding Cypress, 6695 Pennyroyal Dr, Naples, Florida 34114, image 1
Pending
$1,200,000 $50K
  • 3 Beds
  • 3 Baths
  • 2,148 SqFt
  • $559/SqFt
House for sale in Winding Cypress
6695 Pennyroyal Dr, Naples, FL 34114
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.
Winding Cypress, 7491 Blackberry Dr, Naples, Florida 34114, image 1
Pending
$895,000
  • 3 Beds
  • 3 Baths
  • 2,282 SqFt
  • $392/SqFt
House for sale in Winding Cypress
7491 Blackberry Dr, Naples, FL 34114
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.
Winding Cypress, 6920 Cocoplum St, Naples, Florida 34114, image 1
Pending
$1,649,000
  • 3 Beds
  • 3 1/2 Baths
  • 2,952 SqFt
  • $559/SqFt
House for sale in Winding Cypress
6920 Cocoplum St, Naples, FL 34114
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.
Winding Cypress, 7108 Lily Way, Naples, Florida 34114, image 1
Pending
$749,900
  • 2 Beds
  • 2 Baths
  • 1,685 SqFt
  • $445/SqFt
House for sale in Winding Cypress
7108 Lily Way, Naples, FL 34114
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.
Winding Cypress, 7601 Blackberry Dr, Naples, Florida 34114, image 1
Pending
$749,900
  • 2 Beds
  • 2 Baths
  • 1,805 SqFt
  • $415/SqFt
House for sale in Winding Cypress
7601 Blackberry Dr, Naples, FL 34114
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.
Winding Cypress, 7694 Jacaranda Ln, Naples, Florida 34114, image 1
Pending
$635,000
  • 2 Beds
  • 2 Baths
  • 1,554 SqFt
  • $409/SqFt
Villa for sale in Winding Cypress
7694 Jacaranda Ln, Naples, FL 34114
Fully furnished and ready to move in. Built in 2019, this light, bright, fresh villa is ideal for seasonal or permanent florida living. Upgraded cabinets, countertops and flooring. Bright, light cabinets, paint and flooring for more contemporary design. Lush, tropical landscaping with a private and peaceful backyard just off the screened lanai. Split bedroom plan for privacy when you have family visiting. Large walk-in shower in primary bath. Great clubhouse with restaurant and community pool for gracious in-community living. Close to marco island and a short drive to naples beaches provides the best of all worlds, private, quiet living and quick access to all the fun, sun and amenities southwest florida is known for.
Winding Cypress, 6846 Greenbriar Ct, Naples, Florida 34114, image 1
Sold - Feb 21, 2024
$1,043,000
  • 3 Beds
  • 2 Baths
  • 2,107 SqFt
  • $495/SqFt
House sold in Winding Cypress
6846 Greenbriar Ct, Naples, FL 34114
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!
Winding Cypress, 6818 Greenbriar Ct, Naples, Florida 34114, image 1
Sold - Feb 06, 2024
$1,145,000
  • 3 Beds
  • 3 Baths
  • 2,152 SqFt
  • $532/SqFt
House sold in Winding Cypress
6818 Greenbriar Ct, Naples, FL 34114
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.
Winding Cypress, 7244 Live Oak Dr, Naples, Florida 34114, image 1
Sold - Jan 08, 2024
$692,500
  • 2 Beds
  • 2 Baths
  • 1,878 SqFt
  • $369/SqFt
House sold in Winding Cypress
7244 Live Oak Dr, Naples, FL 34114
Nestled within naples' scenic winding cypress community, this 2-bedroom plus den, 2-bathroom home, built in 2016, embodies the quintessential florida lifestyle. The interior boasts coffered ceilings, impact-resistant windows and doors, and an extended kitchen island - a chef's dream! Natural gas availability enhances cooking and heating efficiency, while the primary bedroom features a charming beadboard accent wall. Crown molding adds an elegant finish throughout, and the master bath boasts double sinks for added luxury. Tile floors! Practical features include a golf cart parking area in the garage and a 13kw generac generator, ensuring uninterrupted comfort during power outages. Step into the backyard oasis, where a heated pool beckons beneath a vast screen enclosure, ideal for year-round enjoyment. Winding cypress offers an array of amenities, including a community restaurant, pool, scenic walking trails, pickleball and tennis courts, all enhancing your quality of life. It is time to enjoy all that swfl has to offer!
Winding Cypress, 7513 Winding Cypress Dr, Naples, Florida 34114, image 1
Sold - Jan 04, 2024
$1,895,000
  • 3 Beds
  • 3 1/2 Baths
  • 2,900 SqFt
  • $653/SqFt
House sold in Winding Cypress
7513 Winding Cypress Dr, Naples, FL 34114
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.
Winding Cypress, 7370 Mockingbird Ct, Naples, Florida 34114, image 1
Sold - Dec 29, 2023
$735,000
  • 2 Beds
  • 2 Baths
  • 1,805 SqFt
  • $407/SqFt
House sold in Winding Cypress
7370 Mockingbird Ct, Naples, FL 34114
Priced to sell!!! This beautiful home in highly desirable neighborhood of winding cypress boasts beautiful lake and preserve views and located on a quiet cul-de-sac. Sit on your lanai and enjoy watching all the wildlife. Amenities galore with large community pool, hot tub, restaurant, large gym, separate work out room, wireless internet café, library, tennis, bocce, and pickleball. Very active community with full time activity director. Ten minutes to marco island and 20 minutes to 5th ave makes this home close to everything that makes naples living unique. Winding cypress has over 800 acres of preserve that gives this home tons of privacy. A must see.
Winding Cypress, 7097 Live Oak Dr, Naples, Florida 34114, image 1
Sold - Dec 18, 2023
$545,000
  • 2 Beds
  • 2 Baths
  • 1,542 SqFt
  • $353/SqFt
Villa sold in Winding Cypress
7097 Live Oak Dr, Naples, FL 34114
Special financing available.  Contact a sales consultant for more information. Your final opportunity to own a new home at winding cypress is here! This serenity villa home features 2 bedrooms, 2 baths, a den, and a covered lanai on a preserve view just a short distance away from the incredible amenity center. Inside the home you will find granite countertops throughout, stainless steel gas appliances, tile flooring throughout, exterior door to an extended covered lanai from owner's suite, impact glass windows, and a private nature view. From the moment you arrive at the stunning entry, winding cypress invites you in. This natural gas, resort-style community, remaining almost 2/3 preserve, welcomes you with a streetscape of superb views and new homes designed for the way you live. This premier naples location offers highly attractive fees for the variety of world-class amenities right in your own backyard, including a grand clubhouse, resort pool, sports courts, dog park, community garden, and more. Photos are for illustration purposes only, options may vary.
Winding Cypress, 6723 Pennyroyal Dr, Naples, Florida 34114, image 1
Sold - Dec 12, 2023
$1,015,000
  • 3 Beds
  • 2 Baths
  • 2,094 SqFt
  • $485/SqFt
House sold in Winding Cypress
6723 Pennyroyal Dr, Naples, FL 34114
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.
Winding Cypress, 7408 Winding Cypress Dr, Naples, Florida 34114, image 1
Sold - Nov 17, 2023
$900,000
  • 4 Beds
  • 2 Baths
  • 2,198 SqFt
  • $409/SqFt
House sold in Winding Cypress
7408 Winding Cypress Dr, Naples, FL 34114
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!
Winding Cypress, 7441 Winding Cypress Dr, Naples, Florida 34114, image 1
Sold - Nov 16, 2023
$745,000
  • 2 Beds
  • 2 Baths
  • 1,685 SqFt
  • $442/SqFt
House sold in Winding Cypress
7441 Winding Cypress Dr, Naples, FL 34114
This rarely available abbeyville with a premium waterfront location has been meticulously maintained. The open concept will astound while walking into the light kitchen featuring quartz counters, sleek stainless-steel appliances and large center island perfect for entertainment. Custom detailed shiplap wall in the dining area sets this apart. Spacious primary suite complete with a walk-in closet, double vanity, walk in shower and separate water closet. Your ensuite guest bedroom offers an adjoining full bath for guests' privacy. The den could easily be a 3rd bedroom. Upgrades include screen enclosed foyer, leaded glass front door, elegant tray ceilings, crown molding, energy saving quiet dc fans, full house surge protection along with a new 22kw generator (with warranty) oversized to accommodate everything here plus more. With the best private waterfront and preserve views you have the option to plan your own custom pool with plenty of space. Extended driveway flows into the garage with newly installed epoxy flooring and plenty of storage. Amenity rich community offering full time activities will keep you entertained and living the florida lifestyle right in your own neighborhood.
Winding Cypress, 7383 Mockingbird Ct, Naples, Florida 34114, image 1
Sold - Nov 08, 2023
$1,500,000
  • 4 Beds
  • 4 Baths
  • 3,696 SqFt
  • $406/SqFt
House sold in Winding Cypress
7383 Mockingbird Ct, Naples, FL 34114
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!
Winding Cypress, 6907 Cocoplum St, Naples, Florida 34114, image 1
Sold - Oct 18, 2023
$1,550,000
  • 3 Beds
  • 3 Baths
  • 2,515 SqFt
  • $616/SqFt
House sold in Winding Cypress
6907 Cocoplum St, Naples, FL 34114
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.
Winding Cypress, 6818 Greenbriar Ct, Naples, Florida 34114, image 1
Sold - Oct 02, 2023
$965,000
  • 3 Beds
  • 3 Baths
  • 2,152 SqFt
  • $448/SqFt
House sold in Winding Cypress
6818 Greenbriar Ct, Naples, FL 34114
H10980 enter the brick paved driveway to this gorgeous three bedroom three bath plus den home in the prestigious community of winding cypress. This lake view home offers a large living area with plantation shutters throughout, 90 degree corner sliders to bring the outside in, whole house water filtration and impact windows and sliders, open kitchen with island, stainless kitchenaide appliances, include a gas stove and plentiful cabinetry with adjacent dining area. The bedrooms are spacious each with their own bath and a large den with built in murphy bed. The master en-suite offers a large walk in shower and his and her sinks with an expansive walk in closet. Expansive lanai, also with brick pavers and under cover area for dining and lots of sunning spots around the pool and spa with beautiful waterfall feature. Oversized garage. Winding cypress is conveniently located in south naples, just a 15 minute ride to marco island or 5th ave and the beaches. Offering a very active lifestyle with miles of walking paths, boardwalk, beautiful clubhouse with fitness, resort style pool, pickleball, tennis and plenty of social gatherings.
Winding Cypress, 7714 Jacaranda Ln, Naples, Florida 34114, image 1
Sold - Sep 05, 2023
$710,000
  • 2 Beds
  • 2 Baths
  • 1,554 SqFt
  • $457/SqFt
Villa sold in Winding Cypress
7714 Jacaranda Ln, Naples, FL 34114
Welcome to your new home in paradise. This must see serenity villa is a 2 bedroom & den/bedroom with french doors, 2 bath, has a 2 car garage, with a heated saltwater pool and extended covered lanai. Gas cooking for all you chefs. Lots of upgrades including, 20" tile on the diagonal, outdoor kitchen, whole house gas generator, crown molding, quartz counters with white cabinets, 5 upgraded fans, designer light fixtures and pendants, water filtration system, ring doorbell, 2 nest cameras front and back of home, window coverings, and updated closets, garage is insulated and has an a/c unit, workbench, storage lockers, slat walls, and an epoxy floor. Winding cypress is a fabulous active lifestyle community with something for all, a poolside bar and grill, beach entry pool, hot tub, waterfalls, state-of-the-art fitness center, tennis, bocce, pickleball, lots of activities with social director, miles of walking paths, boardwalks, and is a short drive to marco island and downtown naples.
Winding Cypress, 7594 Jacaranda Ln, Naples, Florida 34114, image 1
Sold - Aug 29, 2023
$590,000
  • 2 Beds
  • 2 Baths
  • 1,554 SqFt
  • $380/SqFt
Villa sold in Winding Cypress
7594 Jacaranda Ln, Naples, FL 34114
Presenting resort living at its best with the extremely popular divosta serenity model in winding cypress of naples. This home is set on a tremendous private, pie-shaped lot with a large, covered lanai. The extra space surrounding the home makes it unique to the neighborhood. The home includes a modern, fully upgraded kitchen and breakfast bar setup alongside an open dining area. This nearly new home includes an immense amount of builder-installed upgrades as well. The split layout inside allows guests privacy and features a large owners' suite, guest bedroom suite and two full baths. The club at winding cypress is a must-see and boasts a massive resort pool, sunset sand cabanas, bocce ball, pickleball, clay tennis courts, yoga deck, large gym workout facility, fire pits, nature trail, locker rooms, a full-time activities director, sandbar restaurant and much more. Winding cypress is one of naples most unique resort-style, non-golf communities ever built. It includes over 800 acres of pristine preserve, insulating the ideal location. It is perfectly situated in the heart of marco island and close to 5th avenue in downtown naples.
Winding Cypress, 6919 Cocoplum St, Naples, Florida 34114, image 1
Sold - Aug 24, 2023
$1,690,000
  • 3 Beds
  • 3 1/2 Baths
  • 2,923 SqFt
  • $578/SqFt
House sold in Winding Cypress
6919 Cocoplum St, Naples, FL 34114
Spectacular stonewater well appointed home. Located in winding cypress a premier community with 800 acres of natural preserves. Coffered volume ceilings. Gourmet kitchen with wolf steam oven + additional full oven & warming drawer. Luxurious primary suite. Guest bedrooms with ensuite's. Outdoor living at it's best. Panoramic sunsets over a tropical lake & preserve view from your lanai. Large heated pool with swim platform, spa & fountain. Impact windows & doors. Tankless gas water heater & generac natural gas whole house generator. And more...Amenities include community center, shady palm bar & grille, fitness center, heated pool & spa. Pickle ball, tennis, bocce ball, nature trail & bird sanctuary. Dog park. Short distance from marco island & naples beaches & restaurants. Must see!!!
1 - 29 of 55 Results

Similar Communities & Listings

Results 3 of 43

Valencia Trails, 12406 Dahlia Ct, Naples, Florida 34120, image 1
$789,900 $20K
  • 2 Beds
  • 2 Baths
  • 1,772 SqFt
  • $446/SqFt
House for sale in Valencia Trails
12406 Dahlia Ct, Naples, FL 34120
Free furniture!! Now furnished with no increase in price!! Ready for immediate occupancy!! “flamingo” floor plan has 2 bdrms + den and 2 baths. This home offers a gourmet kitchen with stainless steel appliances & quartz countertops, impact glass, 2” ext garage, tankless water heater, soft close cabinets and 42” knee wall with summer kitchen stub-out and gas pre-plumb on the patio. The master bdrm has a view of the lake, 2 large walk-in closets. Amenities includes fitness center, resort style pool, lap pool, tennis courts, pickle ball courts, restaurant, dog park and so much more! Prices subject to increase without notice. Photos are stock/model photos & are not of the actual house. We do not warrant the accuracy of fees & measurements, information provided is for information only & subject to errors, omissions, assessments, or change of fees without notice. This material is based upon information, which we consider reliable, but because third parties have supplied it, we cannot represent that it is accurate or complete, & should not be relied upon as such. It is the responsibility of the buyers’ agent and/or their client to verify all information including, but not limited to: fees potential assessments, and measurements.
Terreno At Valencia, 1894 Mesa Ln, Naples, Florida 34120, image 1
$550,000
  • 2 Beds
  • 2 Baths
  • 1,655 SqFt
  • $332/SqFt
House for sale in Terreno At Valencia
1894 Mesa Ln, Naples, FL 34120
Special financing available. Call terreno home! This hallmark features 2 bedrooms, a den, white cabinets, quartz countertops throughout, tile flooring in the main living, extended patio, full laundry upgrade, whole house impact glass, 4' garage extension with epoxy finish, and so much more.
Valencia Trails, 12456 Purple Ficus Way, Naples, Florida 34120, image 1
$789,900 $15K
  • 2 Beds
  • 2 Baths
  • 1,772 SqFt
  • $446/SqFt
House for sale in Valencia Trails
12456 Purple Ficus Way, Naples, FL 34120
Your dream lifestyle is calling, in naples' premiere 55+ community of valencia trails. New home, currently under construction, with expected delivery date of august/september '24, you can be settled in your new home in time to enjoy for the holidays. This "flamingo" floorplan offers 2 bedrooms + den, 2 baths and open floor plan. Enjoy plenty of upgraded features, including a spacious gourmet style kitchen, with undercabinet and above cabinet lighting, vented microwave to exterior, stainless steel appliances, quartz counters and soft-close cabinets throughout, 12 x 24 tile in main living areas, gas tankless water heater, pre-plumb for laundry sink, and impact windows throughout. The lot has a lake view and has room to build your custom pool or extended lanai. The valencia trails community features an exceptional lifestyle with resort-style amenities at the 43, 000 sq.Ft. Stunning clubhouse, including the resort-style pool, 70 ft. Lap pool and resistance pool, outdoor firepit, onsite restaurant, social hall with dance floor and stage, fitness center, spa/nail salon, and much more. There's an abundant activity schedule for all to enjoy and make new friends, situated on 160 acres of pristine preserve with over 3 miles of walking trails, pickleball, tennis, bocce, dog park, and much more. Photos are of the builder's model and not the actual home.
1 - 3 of 43 Results

Subdivision Amenities

Bike And Jog Path
Bocce Court
Business Center
Cabana
Clubhouse
Community Room
Dog Park
Fitness Center
Hobby Room
Internet Access
Library
Park
Pickleball
Play Area
Pool
Private Membership
Restaurant
Shuffleboard Court
Sidewalk
Spa/Hot Tub
Streetlight
Tennis Court(s)
Underground Utility
Barbecue
Bike And Jog Path
Bocce Court
Clubhouse

Frequently Asked Questions

The current monthly maintenance fee at Winding Cypress is ~0.22 per unit SqFt.

The single_family_home dues at Winding Cypress cover: Irrigation Water, Lawn/Land Maintenance, Legal/Accounting, Manager, Reserve, Street Lights, Street Maintenance, Rec Facilities, Pest Control Exterior, Repairs, Master Assn. Fee Included, Sewer, Security, Trash Removal, Insurance, Irrigation Water, Lawn/Land Maintenance, Cable, Internet/Wi Fi Access, .

Winding Cypress Interior features include: Laundry Tub, Walk-In Closet(s), Window Coverings, Pantry, Smoke Detectors, Wired for Sound, Built-In Cabinets, French Doors, Laundry Tub, Pantry, Tray Ceiling(s), French Doors, Pull Down Stairs, Volume Ceiling, Vaulted Ceiling(s), Foyer, Closet Cabinets, Coffered Ceiling(s), Foyer, Coffered Ceiling(s), Zero/Corner Door Sliders, Bar, Closet Cabinets, Built-In Cabinets

Winding Cypress unit views: Lake, Landscaped Area, Preserve, Landscaped Area, Privacy Wall, Water, Preserve, Trees/Woods

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Scores

Walk Score®

Car-Dependent. Almost all errands require a car.

0

100

Transit Score®

No data.

N/A

Bike Score®

Somewhat Bikeable. Minimal bike infrastructure.

29

100

Sound Score®

No data.

N/A

Naples
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