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36 Properties Available In Winding Cypress
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
$8,500
Single Family Home
7103 Lily WAY, Naples, FL 34114
Welcome to Spacious Abbeyville Classic home, located in the prestigious gated community of Winding Cypress. This custom-...
Listed by Berkshire Hathaway FL Realty
$1,395,000
Single Family Home
7716 Winding Cypress DR, Naples, FL 34114
Welcome to the rare opportunity to own the prestigious Stonewater model home in the desirable, amenity filled community ...
Listed by William Raveis Real Estate
$12,000
Single Family Home
6770 Pennyroyal DR, Naples, FL 34114
This newly completed and spacious PET FRIENDLY home offers 3 bedrooms (King, King & 2 Twins) plus a den that is equipped...
Listed by William Raveis Real Estate
$995,000
Single Family Home
7235 Live Oak DR, Naples, FL 34114
Luxury living in this extraordinary Naples FL home and coveted community of Winding Cypress! Built in 2015 by Divosta ho...
Listed by Premiere Plus Realty Company
$7,000
Single Family Home, Commercial
7627 Jacaranda LN, Naples, FL 34114
Available for season 2025. Light, bright and beautifully updated two bedroom plus den, two bath attached villa pool home...
Listed by Grice Realty Inc
$1,649,000
Single Family Home
6823 Winding Cypress DR, Naples, FL 34114
Massive $200K price reduction!! STUNNING lake and sunset views await from the lanai of this Pinnacle model home situated...
Listed by Premiere Plus Realty Company
$789,000
Single Family Home
7247 Live Oak DR, Naples, FL 34114
Welcome to one of the most desirable neighborhoods in Naples. Winding Cypress boasts resort style living with picklebal...
Listed by Coldwell Banker Realty
$620,000
Single Family Home
7663 Jacaranda LN, Naples, FL 34114
Welcome to your new home, a rare opportunity to own a unique three-bedroom Serenity model with a newly added whole-home ...
Listed by Premier Sotheby's Int'l Realty
$635,000
Single Family Home
7113 Live Oak DR, Naples, FL 34114
BIG PRICE REDUCTION! THIS IS THE LOWEST PRICED VILLA POOL HOME! Discover this stunning 3-bedroom, 2-bathroom villa with ...
Listed by Realty One Group MVP
$604,500
Single Family Home
7658 Jacaranda LN, Naples, FL 34114
This beautiful Winding Cypress Serenity Villa home offers 1,554 sq. ft. of comfort with 2 bedroom plus den, 2 bathrooms,...
Listed by Downing Frye Realty Inc.
$7,000
Single Family Home
6787 Winding Cypress DR, Naples, FL 34114
Home away from home! Enjoy a newly built, barely lived in home, in one of the most amenity rich communities in all of N...
Listed by William Raveis Real Estate
$699,000
Single Family Home
7267 Live Oak DR, Naples, FL 34114
Sellers to provide a $10,000 credit to Buyers who successfully negotiate a purchase contract of this property no later t...
Listed by John R Wood Properties