Winding Cypress, FL homes for sale & real estate

Winding Cypress, FL Homes for Sale

The most private homesite in Winding Cypress Resort community, this exceptional home offers views abundant with trees and lake, bordered by a lush preserve and expansive buffer zones. Breathtaking southwestern water views provide the ideal backdrop, rivaling the most stunning beach sunsets. Step outside to the largest covered lanai in the community, complete with a sparkling pool and spa, creating an idyllic space for relaxation and entertaining. Step inside to discover a home that has been expanded and meticulously designed, with raised ceilings and professionally finished interiors that exude sophistication. This home is equipped with premium features, including impact-resistant glass, na

Winding Cypress, FL Homes for Sale

Nestled within an exclusive gated community and surrounded by a serene nature preserve, this elegant 3-bedroom, 3-bathroom home with a spacious den/office is the epitome of refined Florida living. The open, airy floor plan flows seamlessly, with high ceilings and large windows that capture abundant natural light and offer unobstructed views of the lush preserve behind the home. This home has natural gas, generator, Sentricon system, central vac system, and many more upgrades. Step into the gourmet kitchen, complete with premium appliances, custom cabinetry, and an expansive island that's perfect for entertaining or family gatherings. Each bedroom is generously sized, featuring high-end fini

Winding Cypress, FL Homes for Sale

Welcome to a beautiful Pinnacle Model in the desirable, amenity rich community of Winding Cypress. This waterfront home is offered at an incredible value. Original owner care is apparent throughout. Builder and owner upgrades include; chef's kitchen with upgraded appliances, sink & faucet, soft close pull out cabinets including under-side lighting, custom quartz countertops, custom plank tile flooring, hurricane impact windows, slider, and entry door, upgraded & expansive lanai outdoor living area with Storm Smart Kevlar screen enclosure & ready for you to design your own outdoor kitchen, upgraded bathrooms with custom showers, faucets & fixtures, custom lighting &a

Winding Cypress, FL Homes for Sale

This popular DiVosta Pinnacle Model is situated in the amenity rich community of Winding Cypress. It is possible to purchase this beauty either furnished or turnkey furnished as negotiated and agreed upon. This property is a one owner home that's loaded with builder and owner upgrades to include: custom tile plank flooring throughout, 12'+ coffered/tray ceilings with crown molding and custom detail wall, saltwater pool w/ integral spa, whole house generator, hurricane impact windows, zero corner slider with impact glass, Storm Smart Kevlar screen across lanai, leaded glass front door, upgraded kitchen appliance package, upgraded kitchen & bath cabinet package, plantation shutters thro

Winding Cypress, FL Homes for Sale

Welcome to this stunning Summerwood model in the desirable gated community of Winding Cypress. This 3 Bedroom + Den, 2 Bath home is loaded with upgrades and is sited on an oversized premier lot with stunningly gorgeous lake views. Enter home into a dramatic entry hallway which truly captures the incredible lake vistas. Light and bright open-concept living space with soaring 11.5 foot ceilings. Spacious living room with custom coffered ceiling, custom millwork accent wall and transom windows. Wall of sliding glass opens out to tranquil lanai blending indoor/outdoor living. Custom outdoor granite bar with seating for 7 and built-in KitchenAid grill plus lounge area is ideal for outdoor entert

Winding Cypress, FL Homes for Sale

Here is the best priced villa at this time! A lovely, comfortable 3 bedroom home, located in the amenity-filled Winding Cypress community, one of only a few that offer natural gas. Loaded with upgrades, it features stainless steel appliances, granite counters and vanities, under cabinet lighting, custom kitchen pantry with pull out shelves, full glass panel front door, custom walk-in closets and IMPACT GLASS throughout the home. The extra wide lot is lushly landscaped and you can enjoy the peaceful preserve view from the extended paver lanai. It is all plumbed and wired for a summer kitchen as well as inside being wired for surround sound. The garage is ready for cars or even a workshop ar

Winding Cypress, FL Homes for Sale

Introducing the incredibly rare Winding Cypress model, the Cressida villa, now available with expansive private yard and lanai space. This unique villa features a dedicated private front entrance and an expanded foyer, complemented by an open yet defined living concept. The home boasts a wealth of builder-installed upgrades, including granite finishes, high-end porcelain floors, a glass-tiled backsplash, top-of-the-line cabinetry and crown molding throughout. The spacious backyard provides ample room to add a pool or a large sundeck of your choice. Winding Cypress stands out as one of Naples' most distinctive resort communities, encompassing over 800 acres of pristine preserve in an ideal l

Winding Cypress, FL Homes for Sale

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 maxi

Winding Cypress, FL Homes for Sale

Wow! This beautifully designed and meticulously maintained home is absolutely spectacular. Featuring the highly desirable Summerwood floor plan with Great Room extension, it is perfect for entertaining or simply relaxing at home after a nice day out in beautiful Naples, FL. The kitchen features upgraded appliances, quartz countertops, an oversized island and walk-in pantry. The two guest bedrooms provide ample room for guests. The office/den can easily serve as a 4th bedroom if desired. Other interior features include high-grade porcelain tile throughout, a laundry/utility room with plenty of storage and natural gas for cooking, heated water and clothes drying. Exterior upgrades abound with

Winding Cypress, FL Homes for Sale

Step into the lap of luxury with this stunning villa in Winding Cypress. This exquisite property is not just a home; it's an embodiment of sophistication and comfort, offering a lifestyle that is truly unparalleled. The villa is being offered fully furnished, ensuring that every inch of this residence reflects a tasteful and cohesive design. As you enter, you'll be captivated by the elegance that defines every detail. The gas-heated pool beckons, inviting you to relax and unwind in your private oasis. The outdoor kitchen adds a touch of opulence, making it an ideal space for entertaining guests or enjoying alfresco dining under the clear Florida skies. The chef's dream kitchen is a masterpi

Winding Cypress, FL Homes for Sale

No storm damage from recent hurricanes! 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 owner has upgrad

Winding Cypress, FL Homes for Sale

Massive $200K price reduction!! STUNNING lake and sunset views await from the lanai of this Pinnacle model home situated on an oversized lot in Winding Cypress. At just over 2,500 square feet, you will notice the attention to detail from the moment you walk in the front door. Features of this gorgeous home include: 3 bedrooms and 3 full baths, 3 car garage, faux paint accents on walls & ceilings, custom light fixtures and ceiling fans, zero corner slider, impact resistant doors and windows, KitchenAid appliances, Quartz countertops, natural gas (cooktop, grill and pool equipment), dry bar with wine fridge, high-end carpeting in the bedrooms, plantation shutters throughout and SO MUCH

Winding Cypress, FL Homes for Sale

Welcome to the rare opportunity to own the prestigious Stonewater model home in the desirable, amenity filled community of Winding Cypress. This property sits on one of the most beautiful and private waterfront lots. View spectacular sunsets over a big water lake with a wildlife-rich preserve as a private backdrop. As soon as you walk through the double-door front entrance, your breath will be taken away as you marvel at the grandeur of the open living space highlighted by a 12 foot ceiling accented with built-in trays. The split bedrooms and open living area floorplan is most popular and sought after as it is perfect for large gatherings and entertaining with family and friends while offer

Winding Cypress, FL Homes for Sale

Time to enjoy life. This home is a true single famly NOT an attached villa. Wonderful community with over 800 acres giving room for custom homes and large back yards, nature trails and room to relax. So well cared for. 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. Even gas kitchen. Open floor plan plenty of storage. 3rd Bedroom is being used as Den but Can easily be converted to 3rd bedroom. The community 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-

Winding Cypress, FL Homes for Sale

No storm damage from recent hurricanes! 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 S

Winding Cypress, FL 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 a

Winding Cypress, FL 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. The oversized garage with four-foot extension makes one side of the garage 37' which can accommodate a 21' boat and trailer or third car, custom storage gives you plenty of room

Winding Cypress, FL 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

Winding Cypress, FL Homes for Sale

BIG PRICE REDUCTION! THIS IS THE LOWEST PRICED VILLA POOL HOME! 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 la

Winding Cypress, FL 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 ne

Winding Cypress, FL Homes for Sale

Best-Valued Single-Family Home with Quality Finishes and Resort-Style Amenities in Winding Cypress! This beautifully crafted 3-bedroom, 2-bathroom home, complete with a private office, is the best-valued single-family residence in the desirable Winding Cypress community. Thoughtfully designed with quality finishes, this home features tile flooring throughout, plantation shutters, crown molding, high-end granite countertops and stainless-steel appliances with huge island/breakfast bar in a gourmet kitchen, equipped with natural gas cooking. The separate dining area offers an inviting space for meals and entertaining. Outside, enjoy the private, screened-in lanai surrounded by lush tropical