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7445 Winding Cypress Drive, 
Naples, FL 34114

$799,000


3

Beds


2

Baths


2,198

Sq Ft


Single Family

Active

Listed by

Drayton Herold

Timothy Logiovino

Kw Elevate Luxury

Keller Williams Elevate Luxury

Last updated:

June 21, 2025, 03:22 PM

MLS#

225050266

Source:

FL GFMB

About This Home

7445 Winding Cypress Drive

Welcome to this beautifully appointed 3-bedroom, 2-bathroom + den home in the vibrant and sought-after community of Winding Cypress in Naples. Perfectly positioned on a prime lakefront lot, this residence offers serene, long water views that extend to the untouched beauty of the preserve beyond. Thoughtfully designed for both comfort and style, this home features tall interior doorways, an extended screened-in lanai, and a fully equipped outdoor kitchen—ideal for entertaining or enjoying peaceful evenings overlooking the lake. Storm shutters provide added security and peace of mind, while the open and versatile layout includes a den perfect for a home office or flex space. The well-appointed kitchen boasts a gas range, catering to culinary enthusiasts, and a natural gas whole-home generator ensures uninterrupted comfort during any weather event. Additional conveniences include an HOA that covers landscaping and irrigation water, allowing for low-maintenance living. Winding Cypress is a gated, resort-style community offering an exceptional array of amenities. Residents enjoy a luxurious clubhouse, a tropical pool with waterfall features, a soothing spa, and a state-of-the-art fitness center. Recreational and social opportunities abound with pickleball, tennis, bocce, and a full calendar of community events. The Shady Palm Café serves delicious food and drinks poolside, while a scenic boardwalk winds through the community’s pristine natural surroundings. A spacious, secure dog park makes this neighborhood perfect for pet lovers as well. Conveniently located just off US-41, Winding Cypress offers easy access to world-class dining, shopping, entertainment, and the white-sand beaches that define Naples living. Experience the perfect blend of privacy, luxury, and vibrant community life in this exceptional home.

Home Facts

Single Family

2 Baths

3 Bedrooms

Built in 2016

Price Summary

799,000

$363 per Sq. Ft.

MLS #:

225050266

Last Updated:

June 21, 2025, 03:22 PM

Added:

24 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

2

Full Bathrooms:

2

Interior

Living Area:

2,198 Sq. Ft.


Structure

Structure

Architectural Style:

One Story, Ranch

Building Area:

3,006 Sq. Ft.

Year Built:

2016


Finances & Disclosures

Finances

Price:

$799,000

Price per Sq. Ft:

$363 per Sq. Ft.

Source:FL GFMB
The source of the information about real property available for sale or rent is the copyrighted and proprietary database of the Florida Gulf Coast Multiple Listing Service, Inc.. Copyright 2025 Florida Gulf Coast Multiple Listing Service, Inc.; all rights reserved. The data is provided by the IDX Program, and the Information is Deemed Reliable But Not Guaranteed.

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By clicking Contact I agree a Coldwell Banker Agent may contact me by phone or text message including by automated means and prerecorded messages about real estate services, and that I can access real estate services without providing my phone number. I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.