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Browse All Winding Cypress Properties for Sale
Meticulously maintained Pinnacle model. This home features 3 bedrooms plus a den, 3 full baths, 3 car garage with a 4ft extension located in the highly desirable gas comm...
- 3 Beds
- 3 Baths
- 223018217 MLS
V8905 Beautiful Cressida villa with two bedrooms, den with glass French doors, two bathrooms, kitchen with island and outdoor kitchen with built-in gas grill. The prima...
- 2 Beds
- 2 Baths
- 223012831 MLS
Rare opportunity to purchase an upgraded Cressida villa in Winding Cypress with negotiable furnishings. This home features 2 bedrooms+den, 2 bathrooms, 2 car garage, and ...
- 2 Beds
- 2 Baths
- 223010458 MLS
H8665 - New improved pricing!! Make this stunning 3-bedroom 3-bathroom home your "forever home" in the exclusive gated community called Winding Cypress. This one owner...
- 3 Beds
- 3 Baths
- 223009227 MLS
Presenting the rare opportunity to own a luxury villa Serenity model with saltwater pool and hot tub spa set on a breathtaking view over water and sunset. This highly sou...
- 2 Beds
- 2 Baths
- 223004659 MLS
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 ...
- 3 Beds
- 3 Baths
- 222068098 MLS
NICER THAN A MODEL HOME!!! Spacious 3 bedroom + den, 3 FULL bathroom house with FULL impact glass doors and windows. $138,000 in builder upgrades PLUS over $110,000 in CU...
- 3 Beds
- 3 Baths
- 223004832 MLS
Just water and trees. This ultra-premium home and lot has waterfront, preserve, and sunset western views set in the ultimate Naples resort community of Winding Cypress. T...
- 4 Beds
- 3 Baths
- 223004315 MLS
H8344. Desirable 2021 built Summerwood within the gated natural gas community of Winding Cypress. Wood plank laminate floor throughout common living spaces and den. Brown...
- 2 Beds
- 2 Baths
- 223002759 MLS
Wow! This beautifully designed and meticulously maintained home is spectacular. Featuring the highly desirable and rarely available Stonewater floor plan, you are welcome...
- 3 Beds
- 3.5 Baths
- 223002560 MLS
Combining the unique privacy of a long lake view with the unparalleled value offered in Winding Cypress, this Pinnacle model is everything you are seeking in your new Nap...
- 3 Beds
- 3 Baths
- 222089855 MLS
Presenting the rarely offered Martin Ray model with upgraded tray-raised ceilings in Winding Cypress. This best-selling Divosta home plan features three bedrooms, a den, ...
- 3 Beds
- 2 Baths
- 222090729 MLS
This is your Next Home 4bed/4 bath + den. Gorgeous Pulte/DeVosta expanded, Pinnacle, two-story model with many upgrades. This is the largest home on the street built w/ a...
- 4 Beds
- 4 Baths
- 222090919 MLS
- Winding Cypress Bldg.
Immaculate pool home with breathtaking sunsets! Featuring over 150k in builder upgrades, including zero corner sliding glass doors, pool fountain, extended lanai, upgrade...
- 3 Beds
- 2 Baths
- SWFL-223000012 MLS
Beautifully appointed Summerwood floorplan, with over $150,000.00 in builder design option upgrades, heated pool and spa, raised ceilings, and more. The owners have added...
- 3 Beds
- 2 Baths
- 222086983 MLS
The rarely available Winding Cypress villa floor plan features a dedicated private front entrance and foyer. The long water view from the pool deck is a must-see. The ope...
- 2 Beds
- 2 Baths
- 222086547 MLS
Situated on a cul de sac, this Stunning and elegantly appointed home shows like a model and features over $440,000 in upgrades! This is a rare opportunity to own the cov...
- 3 Beds
- 3 Baths
- 222083134 MLS
Immaculate Move-In-Ready 2019 Pool Home, Preserve & Corner Lot. An absolute safe haven with Generac Whole Home Generator & all hurricane impact windows & sliders. During ...
- 3 Beds
- 3 Baths
- 222082395 MLS
Rare opportunity to purchase a meticulously maintained and upgraded Cressida villa in Winding Cypress. This home features 2 bedrooms+den, 2 bathrooms, 2 car garage, and a...
- 2 Beds
- 2 Baths
- 222082266 MLS
Rare opportunity to purchase a meticulously maintained and massively upgraded Cressida villa in Winding Cypress. This home features 3 bedrooms, 2 bathrooms, 2 car garage,...
- 3 Beds
- 2 Baths
- 222074620 MLS
Expanded Pinnacle model with nearly every builder's upgrade possible. The home includes zero-corner sliding glass doors with a beautiful pool, spa and lake views. All imp...
- 4 Beds
- 4 Baths
- 222073264 MLS
Beautiful Martin Ray Residence in Winding Cypress. This 3/2 with Den sits on a nice lot with a preserve on one side. Many upgrades including a gorgeous stone wall in th...
- 3 Beds
- 2 Baths
- 222067409 MLS
A furnished stunner in Winding Cypress. Move right in. Upgrades galore! Whole home impact glass, high ceilings and plank tile floors. Kitchen includes, quartz countertops...
- 3 Beds
- 2.5 Baths
- 222062900 MLS
One of a kind...Enjoy stunning lake views with southern exposure in this immaculate attached Villa in the award winning Winding Cypress Community. Two well appointed bedr...
- 2 Beds
- 2 Baths
- 222062041 MLS
Beautifully appointed 3+ den single family in sought after Winding Cypress Community. Built in 2019 with over 85k in builder options. Kitchen features Quartz countertops,...
- 3 Beds
- 2 Baths
- 222061355 MLS
Welcome to stunning and peaceful Winding Cypress of Naples. This lovely 2 bedroom, 2 bathroom plus den villa shows beautifully and is meticulous inside and out. This prop...
- 2 Beds
- 2 Baths
- 222038024 MLS
- Winding Cypress Bldg.
Absolutely stunning Serenity 2+Den Villa in very desirable Winding Cypress Development. The large open concept features tile throughout this two bedrooms, two bathrooms, ...
- 2 Beds
- 2 Baths
- 221058167 MLS
- Winding Cypress Bldg.
PINNACLE MODEL WITH UPGRADES GALORE!! Over $85,000 in upgrades after closing! Stunning coveted Pinnacle floor plan has been custom designed! Expanded 3 car garage! Upgra...
- 3 Beds
- 3 Baths
- 220026970 MLS
- Winding Cypress Bldg.
Fabulous better than new 2 Bedroom plus a den pool with long lake view. Over $100,000 in upgrades and improvements. Furniture is available at full price. Just bring your ...
- 2 Beds
- 2 Baths
- 220045717 MLS
- Winding Cypress Bldg.
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 wi...
- 2 Beds
- 2 Baths
- 222005876 MLS
- Winding Cypress Bldg.
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 wi...
- 3 Beds
- 3 Baths
- 221015361 MLS
- Winding Cypress Bldg.
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 wi...
- 2 Beds
- 2.5 Baths
- 221015365 MLS
- Winding Cypress Bldg.
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 w...
- 3 Beds
- 3 Baths
- 220079860 MLS
- Winding Cypress Bldg.
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 wi...
- 2 Beds
- 2.5 Baths
- 220077716 MLS
- Winding Cypress Bldg.
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 wi...
- 3 Beds
- 2 Baths
- 220077008 MLS
- Winding Cypress Bldg.
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 wi...
- 2 Beds
- 2 Baths
- 220076667 MLS
- Winding Cypress Bldg.
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 wi...
- 3 Beds
- 3.5 Baths
- 220076608 MLS
- Winding Cypress Bldg.
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 wi...
- 4 Beds
- 3 Baths
- 220064966 MLS
- Winding Cypress Bldg.
Come experience world class coastal living in the amenity rich community of Winding Cypress. From the moment you arrive, this highly manicured development invites you in...
- 2 Beds
- 2 Baths
- 222055601 MLS
Highly sought after, custom designed Pinnacle model in Winding Cypress! Southwest lake and preserve views, plus UPGRADES GALORE! Extended 3-car garage with Polymer coat...
- 3 Beds
- 3 Baths
- 222056403 MLS
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 la...
- 2 Beds
- 2 Baths
- 222044889 MLS
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 tw...
- 2 Beds
- 2 Baths
- 222039602 MLS
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 f...
- 2 Beds
- 2 Baths
- 222038762 MLS
Just listed is this two story, Abbeyville Classic, single-family home located in the gated community of Winding Cypress. This custom designed, seven-year-old home lives l...
- 4 Beds
- 3 Baths
- 222036775 MLS
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, st...
- 3 Beds
- 2 Baths
- 222036657 MLS
incoming
- 2 Beds
- 2 Baths
- 222031822 MLS
WELL MAINTAINED 2 BEDROOM PLUS DEN SINGLE FAMILY HOME AT THE END OF ONE OF THE CUL DE SACS IN THE BEAUTIFUL WINDING CYPRESS COMMUNITY. THIS HOME HAS BEEN METICULOUSLY MAI...
- 2 Beds
- 2 Baths
- 222031437 MLS
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 furnis...
- 2 Beds
- 2 Baths
- 222030785 MLS
Pinnacle by Pulte on premium lot with water views. Property is pie shaped approx 125' wide making it one of the largest parcels in Winding Cypress. This 3 Bedroom, 3 Bath...
- 3 Beds
- 3 Baths
- 222028718 MLS
The incredibly rare signature Winding Cypress model, the Cressida, is now available for the first time in months. This is the only villa model featuring a dedicated priva...
- 2 Beds
- 2 Baths
- 222025954 MLS
Winding Cypress Real Estate
Winding Cypress, Naples FL is our specialty. Diane Palermo is committed to making the buying and selling of real estate in Winding Cypress, Naples FL a pleasurable and rewarding experience. Our website allows you to search all active Winding Cypress real estate, homes, condos, townhouses, income properties & land for sale. It is easy to use and navigate through property searches. You can also save searches and get daily email alerts of new listings as they become available.
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