Winding Cypress Real Estate

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All Sold in Winding Cypress, Naples, FL

$800,000
3 Beds ⋅ 2 Baths ⋅ 225068633 MLS
Enjoy resort-style living in this Winding Cypress community near 5th Avenue and Marco Island. This home features a private pool, sunroom and the community’s largest covered lanai. Designed for year-round comfort, it offers a new air-conditioning system with additional cooling in the primary suite, impact glass throughout, and natural gas for efficiency and gourmet cooking. Inside, the oversized primary shower, upgraded tile and premium counters elevate everyday living. Set on a quiet street just a short distance to the Club at Winding Cypress, you’ll have dining, pickleball, tennis, bocce and a resort pool at your fingertips. Mature landscaping and preserve views ensure privacy while the open layout makes entertaining effortless. With nearly 2,300 square feet of living space, this residence blends comfort, convenience and the best of the Florida lifestyle with resort living just around the corner.

7049 Live Oak DR, Naples
$793,000
2 Beds ⋅ 2 Baths ⋅ 223002759 MLS
H8344. Desirable 2021 built Summerwood within the gated natural gas community of Winding Cypress. Wood plank laminate floor throughout common living spaces and den. Brown/grey shaker cabinets and white quartz countertops in kitchen and bathrooms. Luxurious carpet in bedrooms, extra storage space in garage, upgraded higher ceiling with coffered design in the living area. Enjoy the pool with custom water feature while admiring the private water and preserve view. Must see to appreciate. Take advantage of everything Winding Cypress has to offer: resort-style pool, tennis, pickleball, dining venue, fitness center, dog park, trails and more.

7768 Winding Cypress DR, Naples
$785,000
2 Beds ⋅ 2 Baths ⋅ 224074690 MLS
Welcome to Winding Cypress, where modern elegance meets comfort in this stunning Abbeyville model, Pulte home built in 2021. A beautiful lake view frames the backyard of this meticulously maintained, well designed residence featuring two spacious bedrooms plus a versatile den, perfect for a home office or additional guest space. Step inside to discover a thoughtfully laid out floor plan, highlighting an abundance of natural light, neutral colors, tile flooring and high-end finishes throughout. The heart of the home is the open-concept living area, seamlessly connecting the kitchen, dining, and 2 living spaces—ideal for entertaining family and friends. Enjoy the luxury of your gas heated salt water pool, perfect for soaking up the sun or hosting summer gatherings. The home is equipped with natural gas, ensuring efficient cooking and heating, while hurricane windows and doors provide peace of mind during storm season. The garage boasts abundant storage options and an epoxy floor, adding both durability and style, and there are countless upgrades including a widened driveway to accommodate 3 across parking, a screened entry, custom closet organizer system in main bedroom and chrome pullout shelving in all kitchen and bathroom cabinets that elevate its charm and functionality. In addition, Winding Cypress is a Luxury Community offering Resort style amenities such as a heated pool with zero entry and lap lanes, restaurant, tennis, pickleball, clubhouse, fitness center and so much more. Perfectly located only 8 miles to downtown Naples attractions and beaches and also convenient to shopping, dining and Marco Island. Don't miss the opportunity to make this exquisite property your own, where every detail has been carefully curated for a sophisticated lifestyle in a serene community. Note: This home is a great opportunity with $25,000 in upgrades and listed below appraised value! *Appraisal report available upon request

6792 Bromeliad DR, Naples
$775,000
2 Beds ⋅ 2 Baths ⋅ 224089763 MLS
This pristine Abbeyville home in Winding Cypress has it all and is not to be missed! Built in 2021, this property has a fresh neutral palate and features a spacious open split bedroom floor plan with 2 bedrooms + den + sunroom and 2 full bathrooms. The 2-car garage has upgraded features including AC, an insulated garage door, a 4' extension, and extra lighting. 10' ceilings add to the spaciousness of this home! Wood look plank tile flooring throughout, crown molding, tray & coffered ceilings, extra canned lighting throughout, and plantation shutters in the front bedrooms, den, and over the kitchen sink elevate this home. The contemporary kitchen offers white shaker cabinets, quartz countertops, subway tile backsplash, stainless steel appliances including a gas range & hood, dishwasher, built-in microwave, stainless steel sink, undercabinet lighting, and a large extended kitchen island with additional cabinets on one side. The primary bath features a walk-in shower, granite countertop with dual vanities & drawers, comfort height toilet, and a large walk in closet with a built-in organizer. The guest bath includes granite countertop, a comfort height toilet and an upgraded walk-in shower with glass enclosure. The spacious laundry room has plenty of storage with built-in cabinets and organizers. Relax and enjoy your own heated pool with its lovely serene preserve view. Extra clusia hedges on both sides of the pool cage provide ultimate privacy. Move in ready, the sellers have thought of it all including added features such as a widened driveway, a paved walkway from the driveway to the lanai, lush landscaping with solar outdoor lighting, whole house gutters, Ring doorbell, and even a Generac 18KW whole home generator with a warranty! Winding Cypress is a highly sought after natural gas community containing 800 acres of natural preserves and 80 acres of lakes. Top notch amenities include a resort style pool with lap lanes & spa, a screened in outdoor bar and grill The Shady Palm, fire pits & fireplace, 2 dog parks, community garden, tennis, bocce, pickleball courts, in addition to a beautiful clubhouse featuring a fitness center and community & event rooms. Conveniently located within close proximity to downtown Naples, several beaches, Marco Island, & US-41.

6852 Winding Cypress DR, Naples
$775,000
2 Beds ⋅ 2 Baths ⋅ 224051672 MLS
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.

7507 Blackberry DR, Naples
$775,000
2 Beds ⋅ 2 Baths ⋅ 224027020 MLS
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

7465 Winding Cypress DR, Naples
$760,000
2 Beds ⋅ 2 Baths ⋅ 225023743 MLS
This beautifully upgraded 2-bedroom plus den, 2-bath Mystique floorplan home in Winding Cypress offers the perfect blend of style, comfort, and functionality. The open-concept design features a zero-corner slider, seamlessly connecting indoor and outdoor spaces, while impact windows and doors provide security and energy efficiency. A whole-home generator ensures uninterrupted comfort and peace of mind. Inside, thoughtful upgrades enhance every space. The gourmet kitchen boasts built-in appliances and a spacious island, perfect for entertaining. Additional highlights include crown molding, built-in speakers, a custom living room accent wall, and built-in drop zone cabinetry for added style and organization. The den features a Murphy bed, making it a flexible space for a home office or extra bedroom. The laundry room is equipped with built-in cabinets, offering ample storage. Outside, the private backyard is a true retreat, featuring a pool and spa for ultimate relaxation. The outdoor kitchen is perfect for entertaining, while lush landscaping enhances the home’s peaceful ambiance. A tandem garage has the ability to accommodate up to three cars, providing plenty of parking and storage. 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.

6758 Pennyroyal DR, Naples
$750,000
2 Beds ⋅ 2 Baths ⋅ 225031142 MLS
Thoughtful price improvements, upgraded finishes throughout, an expanded kitchen island & a rare 4-foot extension in the garage sets this home apart - topped off by a stunning private pool overlooking the lake. This property offers exceptional appeal. This is a stunning Abbeyville home in Winding Cypress, a move-in ready! This immaculate residence is a must-see, featuring a fresh neutral palette, offering a spacious open split-bedroom floor plan with 2 bedrooms, a flex/den & 2 full bathrooms. Entertainment is elevated with flat-screen TVs mounted in both bedrooms & living area. Soaring ceilings enhanced by elegant molding, tray & coffered details, along with extra recessed lighting. Plantation shutters in the front bedroom, flex/den & over the kitchen sink add both privacy & style. Enjoy matching tile flooring throughout the main areas, with warm wooden plank flooring accentuating the flex/den room. A new HVAC unit, installed in December 2021 & serviced bi-annually ensures year-round comfort. The gourmet kitchen is a chef’s delight with upgraded white shaker cabinets, quartz countertops, a stylish subway tile backsplash & stainless steel appliances including a gas range & hood, dishwasher, built-in microwave, & a stainless steel sink with in-sink disposal. Exquisite cabinet lighting brightens the space, while a large extended kitchen island with additional cabinets provides ample storage. The primary suite features a luxurious walk-in shower with a glass enclosure, dual vanities with a quartz countertop, leading onto a fabulous walk-in closet with built-in organizers. The guest bathroom similarly boasts upgraded features with a tub & shower/glass enclosure, quartz countertop & spacious linen closet. The convenient laundry room is outfitted with upgraded front-load washer & dryer along with built-in cabinets & organizers. Outside, the stunning outdoor oasis beckons with a crystal-clear kidney-shaped pool offering serene lake views. Privacy hedges frame the pool cage, which features both covered & uncovered lanai areas - the perfect balance for year-round enjoyment. Upgrades include new pool cage screens & a pool heater (December 2022). Additional features include built-in easy-to-slide high-end accordion hurricane shutters & an extended 2-car garage with epoxy flooring. Located in the premier Winding Cypress community - A highly sought-after natural gas community set among 800 acres of natural preserves & 80 acres of lakes - this home offers resort-style amenities including a lap pool with spa, screened-in outdoor bar & grill (The Shady Palm), fire pits, fireplace, two dog parks, a community garden, tennis, bocce & pickleball courts, a state-of-the-art clubhouse with a fitness center plus event rooms. Ideally situated just minutes from Downtown Naples, several beaches, Marco Island & US-41/I-75, this property blends luxury & convenience effortlessly. Don’t miss out on this incredible opportunity!

7128 Lily WAY, Naples
$749,900
2 Beds ⋅ 2 Baths ⋅ 223094200 MLS
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.

7807 Jacaranda LN, Naples
$745,000
2 Beds ⋅ 2 Baths ⋅ 223069455 MLS
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.

7441 Winding Cypress DR, Naples
$740,000
2 Beds ⋅ 2 Baths ⋅ 223089295 MLS
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.

7682 Jacaranda LN, Naples
$735,000
2 Beds ⋅ 2 Baths ⋅ 223042888 MLS
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.

7370 Mockingbird CT, Naples
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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.