128 properties for sale in Winding Cypress

Brand new luxury townhome offering deeded single-family ownership — you own the land your townhome sits on — providing the privacy of a home with the convenience of low-maintenance living. CURRENT BUYER INCENTIVE SPECIALS – $20,000 in Designer Upgrades & Up to $10,000 in Lender Incentives when using our preferred lender. New Construction in the Heart of Naples, Available for Fall 2026 Occupancy! One or more photo(s) has been virtually staged or an architectural rendering. The Clubhouse heated pool is under construction, with excavation completed, further enhancing the resort-style lifestyle planned for this community. Sophisticated Townhome Living in Gated Southeast Naples Brand New Community, Santa Barbara Place! The emery. Model type e. Experience the best of brand-new construction in this 2-story townhome offering 3 spacious bedrooms, a large loft, 2.5 baths, and a 2-car garage. Designed for comfort and convenience, the primary suite is located on the first floor, creating a private

Beautiful second floor condo at Tropic Schooner with views of the pool area and furnished with a tropical flair. The kitchen features white cabinets and appliances plus a breakfast nook to enjoy your morning coffee. Move in ready. There are two bedrooms, two bathrooms, a utility area with washer and dryer plus a large storage closet. BRAND NEW AC installed in 2026. Tropic Schooner offers tennis, pickleball, bocce, a community room with gas grills and car wash area, and two lovely pool areas. Tropic Schooner is located close to The Isle of Capri, Marco Island, and minutes away from all the activities of Naples. You will have no shortage of restaurants, beaches, shopping, and entertainment available. Welcome to your piece of Paradise

Here is a sub penthouse that is professionally decorated and being offered fully turnkey furnished providing you an instant lifestyle. The large lanai has electric storm shutters for your convenience and peace of mind. Sit on this lanai and enjoy year round sunsets and breathtaking views. The designer kitchen has upgraded cabinetry and newer appliances complimented with granite countertops. Designer furnishings by restoration hardware set the tone for this plush and relaxing setting. The primary suite has lanai access, a big king bed and a luxurious hotel inspired bath. Bedroom two also has lanai access and is generous in size. Bedroom three is located off of the living room with twin beds, and a big window. This sky home has it all and the 20th floor offers some of the best views at hammock bay. The serano is rich with amenities including, theater, guest suites, fitness center, social room, large lanai setting area, grilling stations, and a resort style pool and spa, and more

Experience the best of Southwest Florida living in this beautifully designed 2021-built pool home located in the desirable Royal Palm Golf Estates. Situated on an oversized lot with picturesque golf course and lake views, this 4-bedroom, 3-bath residence offers 2,419 sq. Ft. of thoughtfully designed living space. The open-concept great room seamlessly connects to a gourmet kitchen featuring quartz countertops, stainless steel appliances, a large center island, pantry, and abundant cabinetry-perfect for everyday living and entertaining. The spacious primary suite offers a walk-in closet and a spa-inspired bath, while the split-bedroom floor plan provides privacy for family and guests. Step outside to your private screened lanai showcasing a heated pool and spa with a solar pool heater, lush tropical landscaping, and an outdoor fireplace, creating the ultimate setting for relaxing or hosting gatherings. Additional highlights include impact-resistant windows and doors, tray ceilings, a 3-

Lowest price 1u002f1 in naples. CALLING 1st TIME Buyers, VACATION OWNERS, 2nd HOME Owners, Discover this wonderful one bedroom one bath ALL TILE residence located on the top floor of a quiet three story building with no neighbors above you. Enjoy fantastic views overlooking the seventh green, fairway, and shimmering lake. The western exposure provides beautiful sunsets every evening and a peaceful outdoor setting. This community is situated on a public golf course with the option to join, and there are no required golf fees. Pay as you play and enjoy the luxury of having the course right behind the property. No fee, golf course views (whoa! )Residents also enjoy a relaxing pool and spa area with scenic golf course views. The building offers an elevator and the unit includes one covered carport space. This is an excellent opportunity for a first time buyer, seasonal resident, or investor looking for strong rental potential. Publix is located next door along with convenient nearby shoppi

Gracefully positioned on the second floor with sweeping, tranquil views of the JW Marriott Hammock Bay golf course, this refined residence captures the essence of elevated coastal living. Nearly 2,500 square feet of thoughtfully designed interior space unfolds in a light-filled, open-concept layout featuring three bedrooms plus a den, soaring vaulted ceilings, and elegant flooring throughout. The gourmet kitchen is appointed with custom cabinetry and designed to both inspire and entertain, seamlessly connecting to expansive living and dining areas. Walls of pocketing sliders open to a generously sized screened balcony, creating a seamless indoor-outdoor living experience and framing breathtaking western sunsets over the manicured fairways. Built in 2003, the home offers a private elevator, attached two-car garage, newer hurricane-impact windows, a newer roof, updated appliances, and a newer HVAC system—delivering comfort, convenience, and peace of mind. Set within the gated and impecca

Beautifully maintained 3-bedroom, 2-bathroom pool home located in the highly desirable gated community of Moon Lake. Featuring a split-bedroom floor plan, 2-car garage, covered lanai and numerous updates throughout, this home offers comfortable living both inside and out while helping reduce energy costs. The spacious kitchen is equipped with rustic concrete countertops, stainless steel appliances, ample cabinet storage, and bar seating, making it ideal for everyday living and entertaining. The open-concept layout, high ceilings, and large sliding glass doors fill the home with natural light and create a seamless connection to the outdoor living space. The primary suite includes a walk-in closet, private access to the lanai, and an updated ensuite bathroom with dual vanities and a walk-in shower. Both bathrooms have been remodeled within the last two years. Step outside to enjoy the screened pool area, expansive patio, and outdoor kitchen complete with a grill, sink, and bar seating un

Enjoy immediate access to Eagle Creek's coveted GOLF IN WAITING PROGRAM while embracing one of Naples' most active and welcoming private golf and lifestyle communities. This beautifully updated second-floor condominium offers 2,050 square feet of thoughtfully designed living space with sweeping southwestern lake views and a fully enclosed 16' x 43' lanai with vinyl sliders, creating an expansive year-round living area. Over $80,000 in upgrades include beautifully remodeled en-suite bathrooms, hardwood flooring in both bedrooms, porcelain tile throughout the main living areas, and designer furnishings. A versatile floor plan with the Master bedroom thoughtfully separated from the Guest bedroom. The updated kitchen features granite countertops, white cabinetry, under-cabinet lighting, a pantry, breakfast bar, and generous workspace for entertaining. Additional highlights include a private one-car garage, separate storage unit, and elevator access. Residents enjoy a newly renovated clubho

Arrive in style as your private elevator opens directly into this beautifully furnished Stock Construction residence, setting the stage for the luxury, privacy and convenience found throughout. Ideally behind the guarded gates of Tasori within The Classics at Lely Resort, this home offers the spacious feel of a single-family residence combined with low-maintenance ease. The private elevator, installed in 2021, opens to a thoughtfully designed floor plan featuring three spacious bedrooms, three full baths and an expansive club room ideal as a media room, home office, library or additional gathering space. The chef-inspired kitchen is designed for everyday living and entertaining, showcasing upgraded cabinetry with designer island panels, premium stainless steel appliances and a professional hood vented to the exterior. Elegant marble countertops and a matching marble backsplash create a sophisticated focal point while seamlessly connecting to the open-concept living and dining areas. Se

Waterfront elegance meets resort-style living in this exquisite residence in the sought-after community of Naples Reserve. Showcasing the desirable open-concept Wheaton floor plan, this thoughtfully upgraded and immaculately maintained home offers a refined blend of comfort, sophistication and serene water views. Designed to elevate everyday living, the residence features three bedrooms plus a den, three full baths, two half baths and a three-car garage. A welcoming foyer sets the tone with shiplap accent walls and striking double tray ceilings, while crown molding, designer lighting, ceiling fans and expansive 24-inch tile flooring enhance the bright, open living spaces throughout. The beautifully upgraded kitchen is stylish and functional, offering white cabinetry, granite countertops, a custom tile backsplash, upgraded appliances, a wine refrigerator and a spacious walk-in pantry with custom lighting, ideal for entertaining or effortless daily living. A well-appointed laundry area i

Sleek and contemporary best describes this four bedrooms plus denu002F three and a half bath, original DiVosta, extended Carlyle, single family home. Conveniently located in the gated community of VeronaWalk in East Naples, all the updates are in place for a move in ready experience. The home boasts three entertaining areas (one with coffered ceilings) perfect for hosting company. One room has a feature wall that holds a fireplace and large TV flanked by backlit shelving. Floors are tile throughout, plantation shutters shade the windows and the ceilings have stylish lighting and fan fixtures. An updated kitchen with abundant cabinetry has stone counters, tile backsplash and newer stainless appliances. The baths have all been updated with stone topped vanities, custom tile in the showers, seamless glass shower enclosures and modern mirrors. A deep soaking tub in the primary suite bath adds a statement piece. This home has a newer roof for years of worry free living from weather. Accordi

Investors & out-of-state buyers, take note! No waiting period to lease after purchase! Whether you're looking for an investment property, a Florida getaway, or a home you can enjoy when you're in town and rent when you're away, this Reflection Lakes gem offers incredible flexibility. Located in the prestigious gated community of Reflection Lakes, this stylish, move-in-ready home features 2 spacious bedrooms, 2 full baths, a versatile den, and a 2-car garage. Nestled on a quiet cul-de-sac, it offers the perfect blend of comfort, privacy, and location. Enjoy resort-style amenities and low HOA fees that include cable, internet, and lawn care. Rental flexibility + desirable location + exceptional value make this opportunity one you won't want to miss!

One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to 14731 Nautilus Place, a beautifully upgraded 3-bedroom plus den residence in the highly sought-after resort-style community of Naples Reserve. Designed for effortless indoor-outdoor living, this exceptional home offers western exposure, providing abundant natural light throughout the day and breathtaking sunset views in the evening. The outdoor living space is truly a standout feature, showcasing a saltwater pool with remote-controlled filtration, fountains, and lighting, a fully equipped outdoor kitchen with weather-resistant cabinetry, retractable electronic screens, a luxury hot and cold outdoor shower with rainfall feature, and an extended screened lanai perfect for entertaining or relaxing. The property also features three mature coconut trees and a larger homesite with 63 feet of frontage. Built with safety and peace of mind in mind, the home includes impact-resistant windows and doors, $21,000 i

This former model home is lightly lived-in and packed with designer upgrades. It features a spacious floor plan with three large bedrooms, a den, and three and a half baths. The home boasts custom window treatments and lighting throughout, with numerous upgrades that enhance style and comfort and peace of mind of impact-resistant windows and doors. In Tasori, an exclusive neighborhood of only 56 units and is just steps from Tasori/Hawthorne clubhouse, you'll enjoy access to a large community pool, hot tub, gym and barbecue area while also benefiting from full access to the award-winning Players Club & Spa with three resort-style pools, dining, huge fitness center, tennis, pickleball, spa services and a full time activities director

Discover this vibrant 1,400+ square foot residence located in a desirable 55+ community in Naples, Florida, offering the perfect blend of comfort, convenience, and coastal charm. An open floor plan paired with abundant natural light creates a bright, airy ambiance, seamlessly connecting indoor and outdoor living spaces. Unwind in the screened Florida room, the ideal setting to enjoy gentle breezes and embrace the relaxed Florida lifestyle. The home has been thoughtfully refreshed with new paint, upgraded flooring, and a beautifully updated kitchen featuring modern appliances-making it truly move-in ready. Enjoy direct access to the water with a private community boat ramp, perfect for launching your boat or kayak and exploring scenic Henderson Creek, with the Gulf of Mexico just a peaceful 20-minute ride away. Ideally situated near pristine beaches, dining, shopping, and endless recreational opportunities, this well-maintained home in Riverwood Estates offers a rare balance of active c

Full Golf Membership Included! An exclusive opportunity awaits in Naples award-winning, amenity-rich Eagle Creek Country Club, a one-of-a-kind two-home family compound designed for multi-generational living and exceptional entertaining. Secluded on three private estate lots, approximately one acre of lush preserve, this seven-bedroom, 8.5-bath estate offers more than 6,000 square feet under air and an additional 6,000 square feet of outdoor living space. Two distinct residences are connected by a breezeway bordering a lushly landscaped front yard and surrounded by resort-inspired amenities that create a private oasis. The outdoor experience is defined by two heated pools and a spa highlighted by authentic Saltillo tile, multiple gathering areas and expansive lounging spaces ideal for hosting events, family celebrations or relaxing in total privacy. The main residence features a gourmet kitchen with premium stainless-steel appliances, granite surfaces and a breakfast bar that opens to a

Beautifully updated first-floor lakefront residence in Laguna at Fiddler's Creek, featuring three en-suite bedrooms, natural gas cooking, impact glass and an extraordinary custom-designed entertaining area highlighted by a spectacular built-in granite bar, custom cabinetry, display shelving, wood accent walls and striking wood-beam coffered ceilings. Designed for effortless entertaining and casual sophistication, this one-of-a-kind gathering space is the centerpiece of the home, perfect for socializing or privacy. The inviting living space captures peaceful lake views, while crown molding, custom window treatments and designer finishes throughout create an atmosphere of timeless elegance. The spacious kitchen blends style and function with granite counters, rich wood cabinetry, a natural stone backsplash, recessed lighting, breakfast area, bar seating and a natural gas five-burner range. The adjacent laundry room offers custom cabinetry, tile backsplash, utility sink, washer and dryer.

One or more photo(s) has been virtually staged, AI generated or rendered. Experience luxurious waterfront living in this impeccably maintained home boasting a stunning long lake view in the sought-after Chiasso neighborhood of Fiddler's Creek. Fresh interior paint completed in 2026. Elegant details include coffered ceilings, crown molding, and decorative niches, complemented by impact-resistant windows and sliders throughout. At the heart of the home, the open-concept chef's kitchen features new stainless steel appliances (2024), gas cooking, granite countertops, solid wood cabinetry, a butler's pantry, a dry bar with custom wine shelving, and a spacious island ideal for entertaining. The split-bedroom layout ensures privacy, with the primary suite offering a jetted tub, a walk-in shower with multiple shower heads and massaging jets, and two guest ensuites-one showcasing four built-in, extra-length bunk beds. A versatile den with an adjacent full bath can easily serve as a fourth bedro

Set on a quiet, private cul-de-sac, this 2nd-floor end-unit coach home in the Varenna section of Fiddler's Creek offers over 3,000 sq. Ft. a 2-car garage, and stunning water views. One of the largest coach homes in Varenna, it features 3 spacious bedrooms plus a den and 3 full baths, combining generous living space with style and thoughtful design. As an end unit, it is filled with natural light through its abundant windows. The kitchen, open to the family room, showcases crisp white cabinetry, new lighting, granite countertops, stainless steel appliances with gas cooking, a built-in pantry, bar seating, and bay window. The large lanai, accessible from the great room and primary suite, provides plenty of room to entertain or relax while enjoying serene water and palm-lined views. The primary suite includes two walk in closets with custom closet systems, a spa bath with dual vanities, new lighting, a large soaking tub, and a separate shower. Additional highlights include impact windows,

Experience the best of Florida living in this meticulously upgraded attached villa, where luxury meets effortless maintenance. The heart of this home is the newly extended western-facing lanai. An expansive outdoor private sanctuary designed for entertaining or enjoying quiet evenings while watching the world famous Naples sunsets over a panoramic lake view. This open concept, 2+Den, 2 bath villa, has 1,731 sq ft, extended living room layout plus extended 2 feet in depth-2 car garage. The current owner has put in impact resistant, low-e insulated windows and sliders throughout, hurricane electric screen on the lanai, hurricane resistant glass front door, retractable phantom front door screening, crown molding, utility sink and cabinets in laundry room, new kitchen backsplash and under counter LED lighting. The whole interior has recently been painted. Artesia is an amazing gated community with only 660 homes! The amenities include a 3-acre club house campus (a wonderful place to meet y

Enjoy peaceful eastern exposure and serene lake views from this spacious three-bedroom plus den, three-bath end-unit residence in the desirable Varenna neighborhood of Fiddler's Creek. With a generous 3,029 square feet of living space, a two-car garage, impact windows and ability to add an elevator, this beautifully maintained second-floor coach home, quality-built by Gulf Bay, offers exceptional comfort, privacy, and livability. A paver driveway and new tile roof enhance the exterior, while a large screened-in lanai overlooking the lake provides an inviting space for sunrises, morning light, outdoor dining, and relaxation, complete with porcelain tile flooring, two ceiling fans, roll-down shades, shutters for slider protection, and an electric cooktop/griddle with stainless steel hood. Inside, a spacious foyer with two walk-in closets introduces the bright, open interior, where diagonal-set tile flooring, crown molding and window coverings enhance the main living areas. The kitchen fe

Experience luxurious waterfront living in this impeccably maintained home boasting a stunning long lake view in the sought-after Chiasso neighborhood of Fiddler's Creek. Fresh interior paint completed in 2026. Elegant details include coffered ceilings, crown molding, and decorative niches, complemented by impact-resistant windows and sliders throughout. At the heart of the home, the open-concept chef's kitchen features new stainless steel appliances (2024), gas cooking, granite countertops, solid wood cabinetry, a butler's pantry, a dry bar with custom wine shelving, and a spacious island ideal for entertaining. The split-bedroom layout ensures privacy, with the primary suite offering a jetted tub, a walk-in shower with multiple shower heads and massaging jets, and two guest ensuites-one showcasing four built-in, extra-length bunk beds. A versatile den with an adjacent full bath can easily serve as a fourth bedroom. Recent 2025 upgrades include two high-efficiency Trane A/C units, a Na

Positioned to capture desired southern exposure and sweeping long lake views, this beautifully appointed residence in the Millbrook village of the award-winning community of Fiddler’s Creek offers an exceptional blend of natural light, privacy and resort-style living. Sunlight fills the home throughout the day while the pool and lanai enjoy all-day sun, an ideal setting for relaxed Southwest Florida outdoor living without harsh late-afternoon heat. Offered furnished and impeccably maintained, this four-bedroom, three-bath residence with a two-car garage is ready for immediate enjoyment. Designed for comfort and entertaining, the home showcases soaring ceilings, refined architectural details, and seamless indoor-outdoor living. Expansive sliding glass doors frame tranquil lake views and open to the spectacular screened lanai, where a gas-heated saltwater pool and spa with spillover overlook the water and are surrounded by a paver pool deck. The covered lanai offers shaded comfort with r

Location, location, location! Expansive golf and water view coach home with sunset western exposure in Cherry Oaks and exceptional privacy. Experience refined living in this spacious second-floor end-unit residence, quality-built by reputable Gulf Bay and offered furnished with recently redecorated interiors and like-new, barely used furniture in the desirable community of Fiddler's Creek. Offering over 3,000 square feet under air with three spacious bedrooms plus a study, three full baths, and an attached private two-car garage, this tranquil, light-filled home lives like a single-family residence and captures breathtaking Rookery golf course and water views with desired western exposure for spectacular nightly sunsets. Ideal adjacent to the community pool, the home offers the rare convenience of enjoying poolside living just steps away, like having your own pool without the maintenance, while the building's unique positioning provides added privacy on the lanai with no neighboring la

Overlooking the stunning 12th fairway of the Rookery Golf Course, this absolutely gorgeous and nicely furnished Cotton Green residence offers extensive upgrades, impeccable renovations, exceptional privacy, serene views and desired southwestern exposure with glowing sunset skies. Designed for effortless luxury living, the three-bedroom, two-full-bath home with attached two-car garage showcases a refined blend of modern upgrades and timeless elegance, beginning with a gated courtyard entry that opens to a light-filled interior featuring wood-look luxury vinyl plank flooring, new baseboards, arched walkways, recessed LED lighting and crisp white plantation shutters. The open living and formal dining areas flow seamlessly to the screened lanai, accented by crown molding, modern lighting and ceiling fans, while the chef-inspired kitchen impresses with sleek cabinetry, quartz countertops, mosaic tile backsplash, a window over the sink, pantry and stainless steel KitchenAid appliances includ