Winding Cypress Homes & Real Estate

Included below are homes for sale and real estate in Winding Cypress, Naples, FL.

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Winding Cypress

Situated in Naples, Florida, Winding Cypress stands as an enchanting residential enclave celebrated for its tranquil ambiance and extraordinary amenities. This exclusive gated haven encompasses over 1,100 acres, enveloped by more than 80 acres of serene lakes and an expansive 800-acre natural preserve. Presenting an assortment of home models, exquisite designs, and an array of recreational facilities, Winding Cypress Naples promises an exceptionally remarkable living experience. Developed by the reputable builder, DiVosta, this community embodies a harmonious fusion of opulence, comfort, and the splendor of nature. Read More

Winding Cypress Homes for Sale March 1, 2024
25
Listed
55
Avg. DOM
$462.74
Avg. $ / Sq.Ft.
$869,000
Med. List Price
25 Properties
Page 1 of 3
$1,795,000
Neighborhood: Winding Cypress
4
Beds
4
Baths
3,656
Sq.Ft.
2021
Year Built
50
Days on Site
223093257
MLS
Open 3/3
6962 Winding Cypress Dr Naples,  FL 34114
$1,629,000
Neighborhood: Winding Cypress
3
Beds
3F11/2
Baths
2,952
Sq.Ft.
2020
Year Built
151
Days on Site
223069971
MLS
$1,450,000
Neighborhood: Winding Cypress
3
Beds
3
Baths
2,948
Sq.Ft.
2017
Year Built
65
Days on Site
223094938
MLS
$1,275,000
Neighborhood: Winding Cypress
4
Beds
3
Baths
2,152
Sq.Ft.
2022
Year Built
15
Days on Site
224016122
MLS
Open 3/3
7063 Winding Cypress Dr Naples,  FL 34114
$1,275,000
Neighborhood: Winding Cypress
3
Beds
3
Baths
2,496
Sq.Ft.
2016
Year Built
10
Days on Site
224014000
MLS
$1,200,000
Neighborhood: Winding Cypress
3
Beds
2
Baths
2,018
Sq.Ft.
2019
Year Built
30
Days on Site
224008485
MLS
$1,190,000
Neighborhood: Winding Cypress
2
Beds
2F11/2
Baths
2,105
Sq.Ft.
2021
Year Built
22
Days on Site
224009153
MLS
$1,095,000
Neighborhood: Winding Cypress
3
Beds
2
Baths
2,230
Sq.Ft.
2019
Year Built
151
Days on Site
223065392
MLS
$999,000
Neighborhood: Winding Cypress
3
Beds
3
Baths
2,063
Sq.Ft.
2019
Year Built
9
Days on Site
224017405
MLS
$924,900
Neighborhood: Winding Cypress
3
Beds
2
Baths
2,198
Sq.Ft.
2017
Year Built
101
Days on Site
223085477
MLS
Open 3/2
7491 Blackberry Dr Naples,  FL 34114
$895,000
Neighborhood: Winding Cypress
3
Beds
3
Baths
2,282
Sq.Ft.
2017
Year Built
59
Days on Site
224000329
MLS
Open 3/3
7346 Mockingbird Ct Naples,  FL 34114
$875,000
Neighborhood: Winding Cypress
4
Beds
2
Baths
2,230
Sq.Ft.
2016
Year Built
57
Days on Site
223092117
MLS

Variety of Homes at Winding Cypress

Winding Cypress showcases an assortment of meticulously designed floor plans, each crafted with meticulous attention to detail and top-notch craftsmanship. The community offers single-family homesites within both the Classic Series featuring 50’ homesites and the Estate Series featuring 65’ homesites. All residences boast steel-reinforced concrete block construction and professionally engineered roof trusses with hurricane tie-downs, ensuring durability and safety. The spacious and thoughtfully designed layouts guarantee comfortable and elegant living spaces for residents.

Single-Family Residences

Winding Cypress' single-family residences are available in a range of distinctive models. The Classic Series encompasses the Abbeville, Summerwood, and Martin Ray models, offering living spaces spanning from 1,671 to 2,763 square feet under air-conditioning. The size varies based on the customization preferences of the original purchaser. The Estate Series features the Pinnacle, Tangerly Oak, and Stonewater models, boasting living spaces ranging from 2,488 to 3,905 square feet under air-conditioning. These homes showcase refined architecture, open-concept layouts, lofty ceilings, and an abundance of natural light. A noteworthy feature for many buyers is the availability of natural gas. Explore the diverse floor plans and customization options for Winding Cypress.

Exceptional Amenities

Winding Cypress boasts an impressive array of amenities catering to a range of interests, fostering an active and vibrant lifestyle. The heart of the community is the breathtaking clubhouse, serving as a social focal point for gatherings and activities. Residents can savor delectable fare at the Shady Palm Café, which offers both lunch and dinner options. The resort-style pool provides relaxation, while the sports courts facilitate friendly games. Fitness enthusiasts can partake in classes at the cutting-edge fitness center. Nature enthusiasts will revel in the community's 800-acre preserve, which offers scenic walking trails, leisurely bike rides, and tranquil moments at the bird-watching overlook. Outdoor sports include Pickle Ball, Bocce Ball, and Tennis courts. A dedicated Activities Director coordinates special events, club gatherings, and group outings.

Schools

Public schools in Collier County are zoned by address. Those K-12 students living in Winding Cypress and attending public school would be zoned for Parkside Elementary, Manatee Middle School, and Lely High School. In addition to these public schools, families also have the option of excellent Charter Schools and Private Schools regardless of residential address. For more information on schools in Collier County, visit our School Page.

Shopping and Dining

Winding Cypress enjoys a strategic location in close proximity to a plethora of shopping and dining options, all just minutes away. 5th Avenue South Naples offers a diverse culinary scene, showcasing a wide array of restaurants serving exquisite global cuisine, alongside upscale shopping boutiques. Throughout the year, 5th Avenue South hosts various art and car shows, adding to the vibrant cultural tapestry of the area.

Builder: DiVosta

DiVosta, the esteemed builder behind Winding Cypress, is renowned for its unwavering commitment to excellence and meticulous craftsmanship. With over six decades of experience, DiVosta has established a legacy of crafting enduring, finely detailed homes. This dedication to quality ensures that each residence within Winding Cypress is constructed to the highest standards, providing residents with a profound sense of security and tranquility.

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