The community of Winding Cypress is situated in Naples. Superbly situated for access to all of the Naples area amenities and comforts has to offer.

Hide Map
New Search Refine Search Save Search
101 listings match your search criteria.
Search Options
  • 10 per page
  • 25 per page
  • 50 per page
  • 100 per page
  • View All
  • Sort by
  • Lower Price
  • Higher Price
  • Fewest Beds
  • Most Beds
  • Fewest Baths
  • Most Baths
  • Smaller Area
  • Larger Area
  • Newer Built
  • Older Built
Active
224069026
  • 3Bedrooms
  • 2124Sq Ft
  • 2022Year Built
$1,199,900

This exquisite 3-bedroom + den, 3-bathroom pool home offers a perfect blend of luxury and comfort in the prestigious gated community of Winding Cypress. As you step inside, you'll be greeted by a spacious open floor plan with elegant tile flooring, neutral tones, and designer fixtures that create a warm and inviting atmosphere. The beautifully…

Active
224091808
  • 3Bedrooms
  • 2107Sq Ft
  • 2021Year Built
$970,000

The Martin Ray floor plan is a breathtaking home located in the serene Winding Cypress community, overlooking a picturesque lake. This exquisite 2021 residence showcases the meticulous care of its single owner and boasts numerous upgrades throughout. It features a heated pool, three bedrooms, two bathrooms, and a den, providing ample space for living and…

Active
224091859
  • 3Bedrooms
  • 2789Sq Ft
  • 2020Year Built
$1,699,000

Indulge in breathtaking lake and sunset views from this exquisite Stonewater model home, ideally on a premium lot in the prestigious guard-gated low HOA fee community of Winding Cypress. From the moment you step inside, the meticulous attention to detail and timeless elegance will captivate you. This sophisticated residence features three bedrooms plus a den,…

Active
224092803
  • 2Bedrooms
  • 1554Sq Ft
  • 2017Year Built
$599,000

Welcome to this stunning 2+Den, 2 Bath home in the preserve-like community of Winding Cypress. As its name suggests, you will be ushered away from the worries of the world as you are greeted by this serene and natural, resort-style community boasting a poolside restaurant, 5 tennis courts, 4 bocce courts, 4 pickle ball courts,…

Closed
224055933
  • 3Bedrooms
  • 2496Sq Ft
  • 2016Year Built
$0

Ready for immediate occupancy! home is now vacant and has a nice clean open slate to custom this home to your liking .Take a look at this Pinnacle style home located in the sought after community of Winding Cypress features 3 bdrms 3 baths, office and 3 car garage , hurricane protection…

Active
224091138
  • 3Bedrooms
  • 2185Sq Ft
  • 2020Year Built
$1,045,000

Welcome to this stunning Summerwood floor plan with an extended great room. As you enter this 3 bedroom plus den home the quality of finishes is evident. The great room open plan concept allows for a great entertainment area with a large island kitchen and beautiful quartz countertops open to the dining and living area.…

Active
224089763
  • 2Bedrooms
  • 1804Sq Ft
  • 2021Year Built
$835,000

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…

Closed
224074239
  • 3Bedrooms
  • 1685Sq Ft
  • 2015Year Built
$0

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…

Active
224090027
  • 2Bedrooms
  • 2062Sq Ft
  • 2016Year Built
$1,250,000

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…

Closed
224023546
  • 4Bedrooms
  • 2198Sq Ft
  • 2017Year Built
$0

Winding Cypress is the ultimate Naples resort community, and this home serves as the ultimate poolside retreat. The long southwest water views seamlessly blend waterfront serenity, preserved nature, and privacy. Adorning the oversized covered lanai is a deluxe outdoor kitchen complete with every conceivable feature and top-grade finishes. This award-winning Summerwood floor plan boasts every…

Active
224088928
  • 3Bedrooms
  • 2496Sq Ft
  • 2019Year Built
$1,550,000

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…

Active
224083667
  • 3Bedrooms
  • 2532Sq Ft
  • 2018Year Built
$1,150,000

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…

Active
224083615
  • 3Bedrooms
  • 2519Sq Ft
  • 2021Year Built
$1,550,000

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…

Active
224082513
  • 3Bedrooms
  • 2018Sq Ft
  • 2018Year Built
$998,000

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.…

Closed
224051672
  • 2Bedrooms
  • 1805Sq Ft
  • 2017Year Built
$0

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…

Active
224079881
  • 3Bedrooms
  • 1554Sq Ft
  • 2016Year Built
$585,000

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…

Closed
224034128
  • 3Bedrooms
  • 2952Sq Ft
  • 2020Year Built
$0

HURRICANCE READY!!!! NEW PRICE Improvement.This home is truly a showstopper , priced below market value and offering a "wow" factor that is hard to beat. The Stonewater model is the largest home built in Winding Cypress built in 2020 and still looks and feels like brand new. With approx.3000 sq. ft. of grand…

Active
224079403
  • 2Bedrooms
  • 1574Sq Ft
  • 2017Year Built
$599,900

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…

Closed
224041080
  • 2Bedrooms
  • 1554Sq Ft
  • 2019Year Built
$0

Rare opportunity to own the crème de la crème villa in Winding Cypress. This pool home features 2 bedrooms, plus den, 2 bathrooms and a 2 car garage and is being offered turnkey furnished! The property boasts exceptional upgrades, including impact windows, a whole-house generator, crown molding, tile throughout, electric hurricane screens, upgraded appliances, closet…

Active
224045959
  • 3Bedrooms
  • 2515Sq Ft
  • 2021Year Built
$1,649,000

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…

Closed
224052264
  • 4Bedrooms
  • 2152Sq Ft
  • 2022Year Built
$0

Like new, two years old four bedroom, three-bathroom residence in Winding Cypress. House has been totally custom remodeled. This furnished home showcases new furniture and TVs, finished with 9’ ceilings, 8’ doors, pristine tile floors. The gourmet kitchen features high end appliances with gas cooking, pullout drawer cabinets, designer backsplash, pantry, and a large center…

Closed
224008394
  • 2Bedrooms
  • 1554Sq Ft
  • 2016Year Built
$0

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…

Closed
224050943
  • 4Bedrooms
  • 3656Sq Ft
  • 2021Year Built
$0

Welcome to an unparalleled blend of luxury and comfort in the prestigious Winding Cypress community. This exquisite 2-story furnished Pinnacle model home, boasting over 3,600 square feet of meticulously designed living space, offers an extraordinary lifestyle experience. As you enter this breathtaking residence, you'll be captivated by the open floor plan that seamlessly connects the…

Active
224076682
  • 2Bedrooms
  • 1554Sq Ft
  • 2019Year Built
$639,900

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…

Closed
224028845
  • 3Bedrooms
  • 2515Sq Ft
  • 2019Year Built
$0

A staggering mix of natural beauty and fabulous Naples living. This jewel box home is situated on one of the most desirable lots in Winding Cypress. Look at the aerial view, simply breathtaking. Lot location had a $125,000 premium.Coveted Southern exposure Peaceful and full of nature. Well-designed, expansive floor plan offering generous size rooms,…

Active
224075106
  • 3Bedrooms
  • 2185Sq Ft
  • 2021Year Built
$1,299,000

Wow! This beautifully designed and meticulously maintained home checks all the right boxes. 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…

Closed
224039811
  • 3Bedrooms
  • 2522Sq Ft
  • 2019Year Built
$0

Welcome to your dream home in Winding Cypress. This stunning residence epitomizes luxury living in paradise. As you step through the door into a haven of elegance and comfort. This meticulously crafted residence features an array of upgrades.

Active
224072222
  • 3Bedrooms
  • 1594Sq Ft
  • 2018Year Built
$799,900

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.…

Active
224072503
  • 2Bedrooms
  • 1554Sq Ft
  • 2016Year Built
$592,500

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…

Closed
224015195
  • 3Bedrooms
  • 1554Sq Ft
  • 2015Year Built
$0

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 &…

Closed
224039468
  • 3Bedrooms
  • 2867Sq Ft
  • 2017Year Built
$0

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…

Active
224064900
  • 3Bedrooms
  • 2923Sq Ft
  • 2018Year Built
$1,395,000

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…

Closed
224048727
  • 3Bedrooms
  • 2496Sq Ft
  • 2018Year Built
$0

Enjoy stunning peaceful views of the long lake and natural preserve from your spacious screened-in lanai with private pool and spa. This beautiful Pinnacle model home offers 3 bedrooms plus den/office, 3 full bathrooms and 3-car garage. Freshly painted inside and out and featuring luxury upgrades throughout, including Zero Corner sliders to lanai, wood-look tile…

Closed
224031113
  • 4Bedrooms
  • 2159Sq Ft
  • 2021Year Built
$0

This meticulously maintained residence presents a rare opportunity to indulge in modern elegance and comfort. Upon entering through the leaded glass front door, you're greeted by an inviting atmosphere accentuated by the spectacular open floor plan living. The heart of the home lies in its chef-inspired kitchen, you will be delighted with abundant storage, granite…

Closed
224032357
  • 3Bedrooms
  • 2673Sq Ft
  • 2016Year Built
$0

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,…

Active
224056764
  • 2Bedrooms
  • 1554Sq Ft
  • 2017Year Built
$649,500

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…

Closed
224036182
  • 4Bedrooms
  • 2914Sq Ft
  • 2020Year Built
$0

Gorgeously appointed turnkey furnished 2 story Summerwood for sale featuring 4 bedrooms, 3 bathrooms, den, loft, extended 2 car garage, pool & spa! This home has it all when it comes to upgrades, from the zero corner sliders, built in appliances, plantation shutters, in ceiling Sonos speakers, crown molding, storm smart shutters all around, 2…

Active
224052130
  • 3Bedrooms
  • 2640Sq Ft
  • 2015Year Built
$995,000

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…

Closed
224017405
  • 3Bedrooms
  • 2063Sq Ft
  • 2019Year Built
$0

Furnished, 1-1/2 story, 2019 pool home at Winding Cypress blends luxurious amenities with top-tier safety features. Nestled on a preserve and corner lot, it offers extra privacy at the pool and a serene environment. The main floor presents a versatile layout with (1) the primary suite with a lavish bath and large walk-in closet, (2)…

Closed
224008485
  • 3Bedrooms
  • 2018Sq Ft
  • 2019Year Built
$0

Ideally located equidistant between Downtown Naples and Marco Island, Winding Cypress coexists with the natural flora and fauna of Southwest Florida. Enjoy bird songs along with deer and wild turkey sightings while walking or biking through the community. Get to know your neighbors while basking in the sun at the resort style community…

Closed
224015477
  • 2Bedrooms
  • 1554Sq Ft
  • 2019Year Built
$0

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…

Closed
223069630
  • 2Bedrooms
  • 1554Sq Ft
  • 2015Year Built
$0

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…

Closed
224025231
  • 3Bedrooms
  • 2515Sq Ft
  • 2020Year Built
$0

An amazing opportunity to purchase a Pinnacle estate home in Winding Cypress! This home features 3 bedrooms, den, 3 bathrooms, pool & spa with a 3 car garage! No expense has been spared in this meticulously maintained home with tons of upgrades including built in appliances, hard flooring throughout, zero corner slider, crown molding, trey…

Closed
224016819
  • 2Bedrooms
  • 1554Sq Ft
  • 2017Year Built
$0

This stunning lake view villa pool home with 2 car garage in the low fee community of Winding Cypress offers a luxurious lifestyle with its serene lake views and exceptional amenities. Home features include: Premium Wide Lake View: Step out onto your patio and soak in the breathtaking vistas of the tranquil lake. Whether it’s morning…

Closed
224027020
  • 2Bedrooms
  • 1910Sq Ft
  • 2018Year Built
$0

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…

Closed
224023526
  • 3Bedrooms
  • 2998Sq Ft
  • 2015Year Built
$0

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…

Closed
224023172
  • 3Bedrooms
  • 1554Sq Ft
  • 2016Year Built
$0

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…

Active
224041079
  • 2Bedrooms
  • 1910Sq Ft
  • 2015Year Built
$789,000

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…

Closed
224024540
  • 3Bedrooms
  • 2089Sq Ft
  • 2021Year Built
$0

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, 22Ă—22 porcelain tile in bathrooms…

Closed
223065392
  • 3Bedrooms
  • 2230Sq Ft
  • 2019Year Built
$0

Discover Your Dream Home Nestled W/in The Prestigious Community Of Winding Cypress. This Exquisite Residence Epitomizes Luxury Living W/ Its Open-Concept Design Seamlessly Integrating The Spacious Living Areas, Creating An Inviting Atmosphere For Both Relaxation & Entertainment. As You Step Inside, You'll Be Greeted By A Breathtaking Long Lake View That Sets The Stage For…

Closed
223089295
  • 2Bedrooms
  • 1594Sq Ft
  • 2018Year Built
$0

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…

Closed
223092117
  • 4Bedrooms
  • 2230Sq Ft
  • 2016Year Built
$0

In the ultimate Naples resort community, this exceptional property in Winding Cypress stands out for its distinctive features, offering an ideal blend of waterfront tranquility, preserved nature and the allure of privacy. This award-winning Summerwood floor plan boasts every builder option and upgrade, on a completely private corner lot on a tranquil cul-de-sac. Highlights include…

Closed
224009153
  • 2Bedrooms
  • 2105Sq Ft
  • 2021Year Built
$0

LIKE NO OTHER FOR SALE IN WINDING CYPRESS! This "PRESTIGE MODEL" POOL home must be seen to be appreciated for all that it has to offer! BEING SOLD TURNKEY WITH ALL DESIGNER DECOR ALL YOU NEED TO DO IS BRING YOUR TOOTHBRUSH AND CLOTHES! GORGEOUS LAKE VIEWS THROUGH THE PICTURE WINDOW SCREEN! This home has…

Active
224032420
  • 3Bedrooms
  • 1554Sq Ft
  • 2017Year Built
$620,000

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.…

Closed
223094938
  • 3Bedrooms
  • 2948Sq Ft
  • 2017Year Built
$0

Located in the highly sought after and amenity rich community of Winding Cypress, this 3 Bedroom + Den, 3 Bath Summerwood boasts a hard to find spacious loft that adds an additional 900+ sq ft of living area. The meticulously maintained home has numerous upgrades that include an extended finished garage with utility…

Closed
224000329
  • 3Bedrooms
  • 2282Sq Ft
  • 2017Year Built
$0

This rarely available two-story “Abbeyville” model with a Premium Waterfront Location has a preferred Southern Exposure and has been meticulously maintained. Located in the highly sought-after, gated, amenity rich community of Winding Cypress. There is a ground floor Primary Suite with spacious walk-in closet, a guest bedroom and bath, and a den/office. Plus, the home…

Closed
223078079
  • 3Bedrooms
  • 2148Sq Ft
  • 2022Year Built
$0

Beautifully appointed TURNKEY FURNISHED 3 bedroom plus den, 3 full bath, single family pool home in sought after Winding Cypress. The home is finished with meticulously crafted upgrades including luxury designer furnishings and fixtures throughout. Chef's kitchen features quartz counters, Kitchen Aid SS appliance package, natural gas, large island & breakfast room. The extended gathering…

Closed
223072512
  • 3Bedrooms
  • 2952Sq Ft
  • 2019Year Built
$0

Discover luxury living in this exquisite Stonewater resort home in one of the most outstanding communities in South Naples on one of the best lakefront land sites imaginable. Boasting nearly 3,000 square feet of living space, this residence offers a spacious and open floor plan with high tray ceilings, architecturally stunning alcoves and arches, and…

Closed
223086331
  • 2Bedrooms
  • 1685Sq Ft
  • 2015Year Built
$0

Located within the amenity-rich Winding Cypress community, this 2-bedroom plus den, 2-bathroom Abbeyville has been meticulously maintained. Builder upgrades include additional drawers added in primary bathroom dual sink vanity, outdoor kitchen plumbed for water along with gas line, floor tile set on diagonal, Whirlpool stainless appliances, granite, garage utility sink, upgraded lighting package in garage…

Closed
224001602
  • 2Bedrooms
  • 1554Sq Ft
  • 2019Year Built
$0

Fully furnished and ready to move in. Built in 2019, this light, bright, fresh villa is ideal for seasonal or permanent Florida living. Upgraded cabinets, countertops and flooring. Bright, light cabinets, paint and flooring for more contemporary design. Lush, tropical landscaping with a private and peaceful backyard just off the screened lanai. Split bedroom plan…

Active
224025546
  • 2Bedrooms
  • 1554Sq Ft
  • 2016Year Built
$635,000

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…

Closed
224002265
  • 2Bedrooms
  • 1805Sq Ft
  • 2018Year Built
$0

Enjoy the relaxing and private views of the lake and preserve with no houses across from you. Some of the many upgrades in this lightly used, two-bedroom plus den, two-bath home are tile throughout, a sunroom addition, all California Closets, volume ceilings, huge walk-in shower, upgraded cabinets and an extended garage. The club at Winding…

Closed
223074303
  • 2Bedrooms
  • 1542Sq Ft
  • 2017Year Built
$0

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…

Active
224016350
  • 2Bedrooms
  • 1554Sq Ft
  • 2018Year Built
$604,500

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…

Closed
223086995
  • 3Bedrooms
  • 2107Sq Ft
  • 2020Year Built
$0

This excessively upgraded Martin Ray floorplan features 3 bedrooms, den, 2 baths, extended 2 car garage, pool, spa, lake view and more! Inside this home you will find endless luxury from built in appliances, impact windows & doors, custom closets in master & laundry room, tile floor throughout, built in bar, crown molding, trey ceiling,…

Closed
223094200
  • 2Bedrooms
  • 1574Sq Ft
  • 2019Year Built
$0

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…

Closed
224000268
  • 3Bedrooms
  • 2152Sq Ft
  • 2021Year Built
$0

Meticulously maintained three-bedroom plus den, three-bathroom residence in Winding Cypress with breathtaking lake views. You’ll be greeted by an open layout bathed in natural light from a corner pocketing impact glass slider. This furnished home showcases new furniture and TVs, finished with 9’ ceilings, 8’ doors, pristine tile floors, closet built-ins, and plantation shutters throughout.…

Closed
223043262
  • 2Bedrooms
  • 2117Sq Ft
  • 2021Year Built
$0

Rare Prestige model for sale with every imaginable upgrade! This home features 2 bedrooms (second bedroom has convenience of an ensuite bath) a den, 2.5 bath, pool and spa. The upgrades are endless including soaring ceilings, a whole house generator, impact windows and doors, electric hurricane screens, outdoor kitchen, picture window lanai screen, trey ceilings,…

Closed
222068098
  • 3Bedrooms
  • 2884Sq Ft
  • 2021Year Built
$0

LOWEST PRICE PER SQUARE FOOT IN WINDING CYPRESS. 2884 square feet under air. Stunning Summerwood POOL home with EXPANSIVE LOFT (1000 sqft) in Winding Cypress, a premier Naples Location. Better than new, barely lived in 3 BEDROOM plus DEN, 3 FULL BATH home. Live Naples at its best. This is…

Closed
220081100
  • 2Bedrooms
  • 2046Sq Ft
  • 2018Year Built
$0

Surrounded by an 800 acre nature preserve, this 2926 sq ft (2046 under A/C) Summerwood model home with a pool in Winding Cypress is styled with fieldstone accents, brick pavers, and includes over $130,000 in upgrades. Designed for its flexible and outdoor living space, this home features 2 bedrooms, 2 baths, den or 3rd bedroom,…

Closed
220079860
  • 3Bedrooms
  • 2488Sq Ft
  • 2020Year Built
$0

From the moment you arrive at the stunning entry, Winding Cypress invites you in. This natural gas, resort-style community, remaining almost 2/3 preserve, welcomes you with a streetscape of superb views and new homes designed for the way you live. Make the move this January 2021! This Pinnacle home offers whole home impact…

Closed
220077750
  • 4Bedrooms
  • 2922Sq Ft
  • 2016Year Built
$0

Your New Home Located in Beautiful Winding Cypress a Natural Gas Community with 800 Acres of Pristine Preserve. Single Story Living with a Bonus Room, Bedroom & Bath on the 2nd Floor. Lake & Preserve View from your Spacious Private Lanai. Outdoor Living at it's Best. Large Heated Salt Pool & Spa, Outdoor Kitchen with…

Closed
220076667
  • 2Bedrooms
  • 1685Sq Ft
  • 2020Year Built
$0

From the moment you arrive at the stunning entry, Winding Cypress invites you in. This natural gas, resort-style community, remaining almost 2/3 preserve, welcomes you with a streetscape of superb views and new homes designed for the way you live. Move into Winding Cypress this Jan! This Abbeyville features impact glass throughout, den with french…

Closed
220076608
  • 3Bedrooms
  • 2927Sq Ft
  • 2020Year Built
$0

From the moment you arrive at the stunning entry, Winding Cypress invites you in. This natural gas, resort-style community, remaining almost 2/3 preserve, welcomes you with a streetscape of superb views and new homes designed for the way you live. Make the move this February 2021! This Stonewater home offers gourmet kitchen with built-in gas…

Closed
220076504
  • 3Bedrooms
  • 1554Sq Ft
  • 2017Year Built
$0

Enjoy this beautiful villa with tons of upgrades. This two plus den can easily be used as a 3 bedroom while entertaining guests. Winding Cypress is a 24-hour manned gated community, featuring incredible amenities including an on-site restaurant, pickleball, bocce, tennis courts, large gym, exercise room and a resort style pool. This pet friendly community…

Closed
220070872
  • 2Bedrooms
  • 1554Sq Ft
  • 2019Year Built
$0

Move right in to this beautiful, barely lived in villa in the highly desirable Winding Cypress community. This two bedroom plus den, two bath smart home features quartz countertops, stainless steel appliances and natural gas for cooking. Relax on your extended lanai with pool and hot tub. The lanai is plumbed and ready for an…

Closed
220066645
  • 4Bedrooms
  • 1805Sq Ft
  • 2015Year Built
$0

ABBEYVILLE CLASSIC SERIES EC1B MODEL LOADED WITH UPGRADES OPTIONS! Stunning and rarely available coveted Abbeyville floor plan has been custom designed to include 4 bedroom 3 bathroom + Upstairs Loft/Den and Bonus Office area, Large modern Kitchen with Natural Gas appliances. Panoramic Lake and Preserve View from your Spacious Private Lanai. Spacious Gourmet Kitchen with…

Closed
220050320
  • 3Bedrooms
  • 2107Sq Ft
  • 2016Year Built
$0

Offered in one of Naples fastest-growing new communities, this Martin-Ray floor plan with three bedrooms and a den is available to call your very own. Winding Cypress is a natural gas, resort-style community tucked away among the trees off of Collier Blvd (just north of 41) in Naples. Two-thirds of the community is a protected…

Closed
220049208
  • 3Bedrooms
  • 2938Sq Ft
  • 2020Year Built
$0

H.16205 The Tangerly Oak is a more traditional design that features a library/den, a morning room, and a spacious open-concept gathering and dining room. The kitchen is an entertainer's dream, with over sized center island and elegant quartz counter tops. This single-story layout offers a guest suite as well as a spacious Owner’s Suite with…

Closed
220017492
  • 3Bedrooms
  • 1554Sq Ft
  • 2016Year Built
$0

H.15711 This BEAUTIFUL Serenity Villa is complete with EXTENDED covered lanai, IMPACT WINDOWS including glass paneled FRONT DOOR, electric STORM SMART hurricane protection screens on the lanai, plantation shutters, upgraded appliances, tile on the diagonal throughout (NO carpet), remote controlled Hunter Douglas shades, golf cart and portable generator hook-ups and room to ADD A POOL!…

Closed
222044889
  • 2Bedrooms
  • 1554Sq Ft
  • 2017Year Built
$0

Rare lake view pool villa for sale! This home boasts 2 bedrooms plus den, 2 bathrooms, 2 car attached garage and is being offered furnished. It features a premium wide lake view, tile on the diagonal, recessed and cabinet lighting, heated pool, trey ceiling, white cabinetry throughout, finished laundry room, gorgeous sunsets, and so much…

Closed
222038762
  • 2Bedrooms
  • 1554Sq Ft
  • 2018Year Built
$0

Great opportunity to purchase a pool villa which boasts 2 bedroom plus den, 2 bathrooms, and a 2 car garage! The villa is tastefully decorated and being offered turnkey furnished. It features gorgeous flooring throughout, salt water pool with fountain and heater, plantation shutters, outdoor kitchen, designer lighting and Minka ceiling fans, custom painting, stainless…

Closed
222036657
  • 3Bedrooms
  • 1554Sq Ft
  • 2015Year Built
$0

Rare 3 bedroom, 2 bath, 2 car garage pool villa available for sale in Winding Cypress. This home is being offered turnkey furnished and features tile floor throughout, storm smart shutters, extra large lanai, outdoor kitchen, screens on front door and sliders to allow for a worry-free breeze through house, tray ceiling, garage utility sink…

Closed
222030785
  • 2Bedrooms
  • 1554Sq Ft
  • 2015Year Built
$0

This meticulously maintained Serenity villa boasts 2 bedroom plus den, 2 bathrooms, and a 2 car garage! The villa is tastefully decorated and being offered Turnkey furnished. It features impact windows and doors, has a large yard with room for a pool, trey ceiling, stainless steel appliances, built in cabinets in the laundry room, beautiful…

Closed
220080566
  • 2Bedrooms
  • 1554Sq Ft
  • 2019Year Built
$0

Don't miss this stunning lake view with southern exposure villa for sale! This perfectly appointed 2 bedroom plus den, 2 bathroom, with a 2 car garage home is being offered turnkey furnished! It could be the perfect seasonal rental or just bring your toothbrush and settle in - the home has hardly been lived in…

Closed
222039602
  • 2Bedrooms
  • 1579Sq Ft
  • 2018Year Built
$0

RARELY AVAILABLE CRESSIDA MODEL! Come see this 1579 sqft attached villa located in the gated community of Winding Cypress! This 2 bedroom + den, 2 bath home features a two car attached garage, paver driveway, open concept floorplan and tile throughout the main living area. The light and bright living area provides direct lanai access…

Active
224004192
  • 3Bedrooms
  • 2230Sq Ft
  • 2015Year Built
$699,000

Sellers to provide a $10,000 credit to Buyers who successfully negotiate a purchase contract of this property no later than 12/30/24 and close no later than 02/01/25. 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…

Closed
223069737
  • 2Bedrooms
  • 1878Sq Ft
  • 2016Year Built
$0

Nestled within Naples' scenic Winding Cypress community, this 2-bedroom plus den, 2-bathroom home, built in 2016, embodies the quintessential Florida lifestyle. The interior boasts coffered ceilings, impact-resistant windows and doors, and an extended kitchen island - a chef's dream! Natural gas availability enhances cooking and heating efficiency, while the primary bedroom features a charming beadboard…

Closed
223084084
  • 3Bedrooms
  • 2900Sq Ft
  • 2018Year Built
$0

A world of sophistication & style awaits in this Winding Cypress masterpiece w/lake views. As you navigate the open-concept home, the marriage of textures, materials & high-end furnishings creates a sensory experience, where each turn reveals a new awe-inspiring surprise. Stunning coffered ceilings w/tongue & groove designs & shiplap accent walls grace the living spaces,…

Closed
223042888
  • 2Bedrooms
  • 1805Sq Ft
  • 2016Year Built
$0

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 cafĂ©, library, tennis,…

Closed
223080921
  • 3Bedrooms
  • 2094Sq Ft
  • 2021Year Built
$0

Welcome to this single-family home, a mere 2 years old, offering a slice of paradise. The popular Mystique floor plan boasts almost 2,100 sq ft of indoor living space, with 3 bedrooms, a den, and two bathrooms. Additionally, you'll find a sprawling spectacular outdoor living area, featuring a Saltwater custom pool and spa, complete with…

Closed
223046001
  • 4Bedrooms
  • 2198Sq Ft
  • 2016Year Built
$0

This coveted SW exposure pool home with has a beautiful long lake view! This Summerwood floorplan features 4BR/2BA and a 2 car garage. Impressive upgrades including electric storm smart hurricane screens, built in summer kitchen, expanded driveway, trey ceiling, crown molding, security system, cameras, finished laundry room and more! Winding Cypress has amazing amenities; onsite…

Closed
223069455
  • 2Bedrooms
  • 1685Sq Ft
  • 2017Year Built
$0

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…

Closed
223065846
  • 4Bedrooms
  • 3696Sq Ft
  • 2016Year Built
$0

Impressive 4bed/4 bath Home in the highly sought after community of Winding Cypress! Pinnacle, two-story model w/ many upgrades. End lot provides great privacy. Outdoor living space offers extended lanai area, outdoor gas kitchen, beautiful pool/spa & premium LONG lake views. Storm Smart electric lanai screens, wood-like tile flooring throughout & expanded kitchen island…

Closed
223064337
  • 3Bedrooms
  • 2515Sq Ft
  • 2020Year Built
$0

Welcome to your DREAM HOME in the prestigious and highly sought after Naples lifestyle community of WINDING CYPRESS. Located on an oversized preserve lot with a pond view, this stunning  ''Pinnacle floor plan'' boasts over 2,500 sq feet under air with 3 large bedrooms 3 bathrooms plus a spacious den. This beautiful and well cared…

Closed
223050442
  • 3Bedrooms
  • 2152Sq Ft
  • 2021Year Built
$0

H10980 Enter the brick paved driveway to this gorgeous three bedroom three bath plus den home in the prestigious community of Winding Cypress. This lake view home offers a large living area with Plantation shutters throughout, 90 degree corner sliders to bring the outside in, whole house water filtration and impact windows and sliders, open…

Closed
223047593
  • 2Bedrooms
  • 1554Sq Ft
  • 2019Year Built
$0

Welcome to your new home in paradise. This MUST SEE Serenity villa is a 2 bedroom & den/bedroom with French doors, 2 bath, has a 2 car garage, with a heated saltwater pool and extended covered lanai. Gas cooking for all you chefs. Lots of upgrades including, 20" tile on the diagonal, outdoor kitchen, whole…

Closed
223029622
  • 2Bedrooms
  • 1554Sq Ft
  • 2017Year Built
$0

Presenting resort living at its best with the extremely popular DiVosta Serenity model in Winding Cypress of Naples. This home is set on a tremendous private, pie-shaped lot with a large, covered lanai. The extra space surrounding the home makes it unique to the neighborhood. The home includes a modern, fully upgraded kitchen and breakfast…

Closed
223039927
  • 3Bedrooms
  • 2923Sq Ft
  • 2020Year Built
$0

Spectacular Stonewater Well Appointed Home. Located in Winding Cypress a Premier Community with 800 Acres of Natural Preserves. Coffered Volume Ceilings. Gourmet Kitchen with Wolf Steam Oven + Additional Full Oven & Warming Drawer. Luxurious Primary Suite. Guest Bedrooms with Ensuite's. Outdoor Living at it's Best. Panoramic Sunsets over a Tropical Lake & Preserve View…

Closed
223002759
  • 2Bedrooms
  • 1893Sq Ft
  • 2021Year Built
$0

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…

Closed
223044659
  • 2Bedrooms
  • 1554Sq Ft
  • 2017Year Built
$0

Stunning Serenity villa in Winding Cypress for sale! This home features 2 bedrooms plus a den, 2 bathrooms, with a 2 car garage - and some of the furniture is negotiable. This light an airy villa features tile floor throughout, recessed lighting, upgraded cabinets and counters in all areas, 8 foot doors, gorgeous landscaping, room…

No results found

Search Options
  • 10 per page
  • 25 per page
  • 50 per page
  • 100 per page
  • View All
  • Sort by
  • Lower Price
  • Higher Price
  • Fewest Beds
  • Most Beds
  • Fewest Baths
  • Most Baths
  • Smaller Area
  • Larger Area
  • Newer Built
  • Older Built

Wordpress IDX Plugin