Winding Cypress Real Estate 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 gardens and a raised herb garden. This home is equipped with full hurricane protection on all windows and doors, including storm smart hurricane screens on the lanai, ensuring peace of mind in stormy weather. The sellers have shared that their home has never incurred damage from any of the recent storms. Pre-inspected and move-in ready, with low hoa fees, this home is a true value. Winding cypress is an amenity-rich, pet-friendly community, featuring a resort-style pool and spa, outdoor bar and grill, tennis, pickleball, bocce courts, and two gated, off-leash dog parks. With a vibrant social calendar, there are endless ways to connect and enjoy the neighborhood. Conveniently located near downtown naples, with its beautiful beaches, dining, and entertainment, as well as the scenic marco island coastline, this home blends luxury, security, and community lifestyle. Don’t miss your chance to make this tropical retreat your own!

Welcome to the award-winning martin ray home in the prestigious and centrally located winding cypress resort community in naples. This exceptional home features an expansive lanai set on a protected and private preserve, with room for a pool, providing the perfect space to enjoy the serene florida sunshine. Inside, the bright and airy ambiance is enhanced by a newly enlarged center island with top-of-the-line quartz finishes throughout the kitchen, gourmet natural gas appliances, reverse osmosis water system, high-quality wood grain ceramic tile flooring and impact-resistant glass. Elegant design upgrades also include custom dining area millwork, crown molding, new lighting, plantation shutters, custom drapes and a professionally built closet system in the primary bedroom. Whether you’re hosting a lavish gathering or enjoying a quiet evening at home, this residence seamlessly blends elegance and comfort. A bonus loft offers a versatile space for guests or in-home entertainment, with ample room for a pool table or home theater. Residents of winding cypress enjoy an array of luxurious amenities, including a clubhouse with a state-of-the-art fitness center, catering kitchen, community room and activity space. Outdoor amenities abound, featuring pickleball courts, a lap pool, spa, outdoor movement studio, the shady palm café poolside restaurant, bocce ball courts, five har-tru tennis courts, a fire pit, bird-watching overlook and a nature boardwalk with a picnic pavilion. Ideally located near the pristine shores of marco island and vibrant downtown naples, this resort-style community provides the perfect backdrop for an unparalleled lifestyle.

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.

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!

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.

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

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 jem has 9'4" ceilings with a two car garage is move-in ready and it has everything you need to call the sought after villa your home. Newer refrigerator + hot water tank, pavers, plantation shutters and much more. Almost 2/3 of this amazing community is set aside just for a tranquil preserve and wooded area. Only 8 miles to downtown naples and 9 miles to marco island. Just a few amenities include pickle ball, bocce court, clubhouse, community park, community pool/spa/hot tub, community room and much more. What are you waiting for! Call now to set up your showing because this unique property won't be on the market long!

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.

Now being offered furnished! Welcome to this meticulous light and bright two bedroom plus den, two bathroom property located in the preserve style, amenity rich community of winding cypress. Featuring stainless steel appliances, roomy kitchen, in residence laundry room with newer washer and dryer, screened in lanai, and open floor plan this home has multiple indoor and outdoor spaces for entertaining guests and hosting family. Pet parents rejoice as winding cypress offers a dog park and various walking paths for your fur babies to enjoy in addition to the manicured back yard. A plethora of amenities ensures there’s something for everyone, with a resort style pool, attended fitness center, restaurant, five tennis courts, four bocce ball courts, four pickleball courts, and a packed social calendar to name a few. Conveniently located between iconic marco island and historic downtown naples, the dining and shopping opportunities at your fingertips are endless. Priced to sell!

Price negotiable! Seller is highly motivated!! Discover your slice of paradise in this stunning 2-bedroom plus den villa, located in the resort-style community of winding cypress. With exquisite builder-installed upgrades, this home features a sleek open floor plan, granite countertops, and elegant porcelain tile throughout. The kitchen is outfitted with stainless appliances and gas stove complemented by a stylish backsplash. The spacious den, equipped with french doors, can easily transform into a third bedroom, while california closets in every room provide exceptional storage and organization and plantation shutters. Your attached 2-car garage is enhanced with monkey bar storage for maximum efficiency! Step outside to enjoy a wealth of amenities, including a restaurant and bar, a state-of-the-art fitness center, resort-style pools, and vibrant sports facilities for bocce, pickleball, and tennis. Unwind by the fire pit or explore the nature boardwalk and bird-watching overlooks. Perfectly situated between downtown naples and marco island, this beautifully upgraded home offers the ultimate florida lifestyle. Don’t miss out on this incredible opportunity

Sophisticated villa living in winding cypress – over 100k in saftey and security upgrades! Priced to sell and fully furnished. An extraordinary opportunity awaits in the highly sought-after winding cypress community—this impeccably upgraded 3-bedroom, 2-bathroom villa is set on the largest homesite in the neighborhood, offering both privacy and an expansive outdoor retreat. Thoughtfully enhanced with luxury upgrades and high-end finishes, this residence is a rare find, now priced competitively for discerning buyers seeking exceptional value. From the moment you step inside, you’ll appreciate the seamless open-concept design, accentuated by elegant crown molding and designer window treatments. The chef’s kitchen features stunning granite countertops, a specialty tile backsplash, and a well-appointed summer kitchen with a paradise grill, bar seating, refrigerator, and a 5-year transferable warranty—perfect for effortless entertaining. The home is designed for both comfort and peace of mind, featuring an integrated whole-house backup generator, carbon monoxide detectors, an advanced security system with perimeter cameras and video doorbell, electronic front door lock, and accordion shutters on all windows. The extended, screened-in lanai—complete with ceiling fans, lighting, and electronic roll-down hurricane/security shutters—invites you to unwind in a serene outdoor sanctuary. Additional premium upgrades include a brand-new state-of-the-art extra-large capacity washer/dryer (2024) with a 5-year transferable warranty, epoxy-coated garage flooring and custom storage system (2024), split-fin garage a/c (2024) for year-round climate control, garage door and attic insulation (2024) for enhanced energy efficiency, and lush upgraded landscaping and exterior lighting for impeccable curb appeal. Resort-style living is at your doorstep with access to winding cypress’ world-class amenities, including a 5-star clubhouse with dining, resort and lap pools, a jacuzzi, fitness center, tennis, pickleball, bocce courts, a dog park, and more. This is a rare chance to own a premier villa in one of the area’s most coveted communities—offered at an exceptional value for those ready to make it their own. Schedule your private tour today and experience the elegance, comfort, and convenience of this one-of-a-kind residence.

Winding cypress – resort-style living in naples - priced to sell! Welcome to your florida dream home in the sought-after gated community of winding cypress! This immaculate residence built in 2016, offers the perfect blend of modern luxury and relaxed coastal living. Featuring 2, 230’sq under air, 3 bedrooms plus a den, 2 full baths, and an open-concept floor plan, this home is designed for comfort and entertaining. Step inside to find upgraded tile flooring, a gourmet kitchen with granite countertops, stainless steel appliances, and a large center island ideal for gathering with friends and family. The spacious great room opens through sliding glass doors to a screened lanai, creating seamless indoor-outdoor living. This home also features a "sunroom" addition and an oversized garage. Enjoy peaceful views of the lush landscaping and lake—the perfect backdrop for morning coffee or sunset cocktails. The primary suite offers a spa-like bath with dual sinks, walk-in shower, and large walk-in closet. Additional features include plantation shutters, crown molding, impact-resistant windows and doors, new electric hurricane screens, a "sunroom" addition not included in other floor plans, and an oversized garage.And a 2-car extended garage with epoxy flooring. Located within minutes of downtown naples and the gulf beaches, winding cypress offers resort-style amenities including a lagoon-style pool, on-site restaurant, tennis, pickleball, fitness center, dog park, and miles of nature trails. Move-in ready and priced to sell quickly — this home combines style, value, and an unbeatable location.

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.

Ready for new owners to enjoy -welcome home to this charming abbeyville model featuring its inviting open-floor concept where natural light streams through the windows. The kitchen boasts granite counters, stainless appliances and a center island with pendant lights and extra storage for everyday use and easy entertaining. The pantry closet has plenty of space for all of your staple goods. Low maintenance tile floors are throughout much of the space. There's a den/flex room with french doors that can be used as an office, hobby or quiet sitting room. It can also be used as a third bedroom if desired. A separate guest bedroom and bathroom with combined tub and shower and granite topped vanity offers privacy for your family and guests. The laundry room is complete with washer, dryer, sink and features a spacious storage area with shelving for your cleaning supplies and more. There are storage racks in the two car garage to house all of your toys. Be sure to take time to relax and enjoy your morning beverage and the beautiful sunsets on the screened, pavered lanai that overlooks the delightful oversized lot with mature landscaping complete with an outdoor kitchen with grill, sink, and fridge for your convenience. Winding cypress is a sought after, gated community and is appreciated for its active, social lifestyle and world class amenities. It’s nestled within 800 acres of natural preserve and 80 acres of serene lakes teeming with migratory wildlife. Head over to the clubhouse with state-of-the-art fitness center, locker rooms with showers, movement room for classes, internet café, event room, catering kitchen, resort-style pool with spa and cabanas, restaurant with bar, firepit, pickleball, tennis and bocce courts. Take the pups to play in the dog park. Walk or ride your bike on the many paths including the peaceful preserve boardwalk. If gardening is your passion, there is a community garden to grow your favorite vegetables. Hoa management and friendly staff are onsite to assist and coordinate regular events for all to enjoy. Minutes from beaches, golfing, fishing, boating, shopping, and cultural activities. It's time to enjoy the florida lifestyle!

Rare villa opportunity in winding cypress! This turnkey, fully furnished villa sits on an extra-large, ultra-private lot with exceptional spacing between neighbors, creating a peaceful and open feel that is hard to find. The backyard is a retreat, featuring a saltwater private pool framed by mature cypress trees, colorful landscaping and wide natural preserve views. Inside, the home offers thoughtful upgrades including 8-foot interior doors, new bedroom flooring, refreshed landscaping and built-in garage storage that helps keep everything organized. As a natural gas home, it features gas cooking and provides flexibility for future enhancements, offering efficiency and convenience. Living in winding cypress means enjoying resort-style amenities without the high fees. Residents have access to an expansive resort pool with beach entry, a full-service restaurant and bar, a state-of-the-art fitness center, pickleball, tennis and bocce courts, a dog park, and miles of scenic walking and biking trails. The beautifully designed clubhouse includes a social hall, gathering spaces and a library, creating opportunities to connect and engage with neighbors. This home blends nature, privacy, comfort and community into one exceptional offering.

Discover your dream home in the prestigious winding cypress community! This newly constructed, pet-friendly residence boasts 3 spacious bedrooms plus a versatile den, perfect for guests or a home office. Designed for seamless entertaining, the open-concept floor plan flows effortlessly, with zero-corner sliders merging the indoor living area with a stylish outdoor kitchen and bar—ideal for hosting family and friends. The living room and kitchen showcase beautiful tile flooring, adding elegance and durability to these high-traffic spaces. As you enter through the gated winding cypress entrance, you’re greeted by lush, resort-style grounds that instantly evoke a vacation vibe. Enjoy unparalleled amenities, including a resort-style pool, restaurant/bar, fire pit, state-of-the-art fitness center, outdoor yoga deck, pickleball, tennis, bocce ball, community garden, dog park, and a serene nature trail boardwalk winding through protected preserves. Perfectly situated between marco island and fifth avenue south, this home offers unmatched convenience, just minutes from pristine sandy beaches, world-class shopping, dining, and entertainment. Don’t miss the opportunity to own this exquisite retreat in one of naples’ most sought-after communities!

Pristine like new condition! This two bedroom, two bath plus den and two car garage attached villa home built in 2017 is offered fully furnished and features a roomy 1, 542 air conditioned living space, kitchen with quartz counter tops, tile back-splash, breakfast bar, stainless steel appliances, 42" upper cabinets, natural gas range, plantation shutters, large block tile in the main living areas and baths, plush carpeted bedrooms, recessed lighting, modern ceiling fans and light fixtures, tray ceiling in the primary bedroom with frameless shower door and double sink vanity in it's en suite bath, laundry room with wash basin, manual shutters, a private screened lanai and brick paver driveway. Awesome casual living at winding cypress offers an impressive clubhouse, resort-style pool, spa, fitness center, tennis, pickleball, bocce and pool-side full service restaurant. The community is comprised of 1, 100 acres with 800 acres of preserve and lakes. Residents enjoy an untouched natural setting, from the boardwalk, pavilion and bird wading overlook, to the linear park and community garden. Just minutes to naples and marco island beaches, 5th ave and rsw airport!

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.

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

Just reduced and priced to sell! 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 for all your toys. A real must-see home!

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.

Don't miss out on this stunning impeccably maintained summerwood model in the highly coveted winding cypress community. This beautifully designed home offers 3 bedrooms, plus a dedicated home office, perfect for today’s lifestyle. The charming front porch, an inviting space to unwind with your morning coffee, and be greeted by a designer glass entry door. Inside, you’ll find a bright and open layout enhanced by crown moldings, luxury tile flooring, and classic plantation shutters, creating an atmosphere of elegance throughout. Take full advantage of the abundant space and natural light pouring in through the sunroom. The extended 2-car garage is more than just a place to park—it includes a mini-split a/c system and epoxy flooring, offering extra room for storage.

Big price reduction! This is one of 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 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.

Welcome to this stunning 3-bedroom, 2-bathroom oasis, perfectly designed for both relaxation and entertaining. Step inside to find a beautifully appointed open floor plan featuring elegant crown molding, recessed lighting, and gleaming tile laid on the diagonal, creating a seamless flow throughout the home. The heart of the house is the gourmet kitchen, where you'll be inspired to cook and gather. It boasts sleek granite countertops, a stylish tile backsplash, stainless steel appliances, and a spacious island with extra storage and a convenient breakfast bar. Retreat to your private backyard paradise with a sparkling screened-in heated salt-water pool and spa, perfect for year-round enjoyment. 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, outdoor yoga deck, a dog park, fitness center, community garden and nature trails, internet café and an array of social events. Centrally located and just a short drive to naples pristine beaches, shops and dining.

Set against private garden views with tranquil eastern exposure, this beautifully appointed villa in winding cypress offers a peaceful retreat and effortless indoor-outdoor living. Featuring two bedrooms plus a den, two baths, and a two-car garage, this thoughtfully designed residence combines quiet luxury with meticulous updates in one of naples’ most dynamic lifestyle communities. The screened lanai is ideal for entertaining or unwinding, complete with brick paver flooring, a saltwater pool with waterfall feature, pool heater, and recent upgrades including a new salt generator and pool pump. A custom outdoor kitchen with a stainless steel gas grill with matching hood and sink further enhances the outdoor living experience. Electric hurricane shutters protect the lanai, while manual shutters cover the remainder of the home. Inside, tile flooring extends throughout, accented by crown molding, recessed lighting, and white plantation shutters. The living room opens to the lanai through expansive glass sliders, anchored by a modern ceiling fan. The kitchen features white shaker-style cabinetry, quartz countertops, a tile backsplash, pantry, and stainless steel appliances including a gas range, refrigerator with icemaker, microwave, and dishwasher. A modern chandelier defines the dining area, which flows easily into the main living space. The primary suite is a private haven with a tray ceiling, garden views, custom closet, and a spa-inspired bath featuring dual quartz vanities, full-width mirrors, and a frameless glass walk-in shower. The second bedroom includes a walk-in closet and an adjacent bath with a shower-tub combination. A den with french doors offers flexible space for a home office or reading room. Additional highlights include a mini-split air conditioning system in the garage, a brand-new water heater, and recent property updates including a full exterior repaint (approximately two years ago) and interior paint touch-ups. Residents of winding cypress enjoy access to resort-style amenities including a pool, an attended fitness center, an on-site restaurant, five tennis courts, four bocce ball courts, four pickleball courts, a community garden, and a dog park. With a vibrant social calendar, low hoa fees, rental-friendly policies, and a prime location near marco island, downtown naples, 5th avenue, and i-75, this villa offers elevated living in a premier naples community.

This beautiful winding cypress villa home offers 1, 554 sq. Ft. Of comfort has 3 bedrooms, 2 full bathrooms, screened in lanai, salt water pool and spa and a 2-car garage also has lots of upgrades. The list is attached in the supplements section. Located just minutes to marco island and downtown naples, the community features a clubhouse with a resort style pool, spa, state of the art fitness center, very nice restaurant, tennis, bocce and pickle ball of course. Shopping and restaurants are nearby. The 800+ acre preserve with a boardwalk adds to the outdoor appeal. Ideal for those seeking a stylish home in a prime location. Upgrades include: hurricane windows and doors through out including lanai sliders, automated hurricane shutter's on lanai, a.C unit in garage, framed mirror's in bathrooms, new pool heater in 2/24, plantation shutter's thru out, full storm door with screen on front door, keyless entry on front door, uv lights in hvac.

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

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.

Rare villa opportunity in winding cypress! For the first time in over a year, a villa with a private pool and spa on an extra-large lot is available. Enjoy unmatched privacy with huge space between neighbors and serene ultra-private preserve views. This turnkey, fully furnished home features impact windows, 8-foot doors, new bedroom flooring, fresh landscaping and more. This natural gas community offers all hookups for an outdoor kitchen on your lanai, with gas, water and drain ready. Plus, extra garage storage is built in, making organization a breeze. Step into your own backyard oasis with a heated pool and spa, ideal for relaxing or entertaining in the florida sunshine. Whether hosting guests or unwinding solo, this home offers the ideal blend of comfort and luxury. In the sought-after winding cypress community, residents enjoy resort-style amenities without the high fees. Dive into the expansive resort pool, stay active in the state-of-the-art fitness center, or explore miles of scenic nature with recreational and biking trails. The full-service restaurant and bar provide a social hub, while the tennis and bocce courts, garden and pickleball courts offer endless recreation options. The clubhouse also features a stunning social hall, library, and event spaces to connect with neighbors and friends or hold special celebrations.