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$674,000
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Property Description
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, a fully equipped outdoor kitchen-ideal for entertaining or enjoying peaceful evenings overlooking the lake, and Enjoy the convenience of an extended garage - perfect for extra storage, a workshop space, or oversized vehicles.. 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.
Full Property Details
Full Property Details for 7445 Winding Cypress Dr
General
- Sold For: $674,000
- HOA FEE: $520/month
- HOA FEE FREQ.: Quarterly
- Taxes: (2024)
- Status: Closed
- Type: Single Family
- Source: Bonita_Springs
- MLS ID: 225050266
- Added to Site: 232 day(s) ago
Rental Information
- Lease/Rent Term: 30
- Min. Lease (Days): 30
Interior
- Interior Features: Split Bedrooms, Den - Study, Family Room, Entrance Foyer, Pantry, Tray Ceiling(s)
- Appliances: Gas Cooktop, Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator/Freezer, Washer
- Furnishings: Unfurnished
- Flooring: Carpet, Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
- Primary Bathroom: Dual Sinks, Shower Only
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Kitchen: Kitchen Island
- Dining Room: Breakfast Bar, Dining - Living
- Laundry: Inside
Additional Information
- Shared Amenities: Bike And Jog Path, Bocce Court, Clubhouse, Pool, Community Room, Community Spa/Hot tub, Dog Park, Fitness Center, Pickleball, Restaurant, See Remarks, Sidewalks, Street Lights, Tennis Court(s), Gated
- Pool: Yes
- Pool Description: Community Lap Pool
- Tennis: Yes
- Equipment: Generator
Exterior
- Exterior Features: Gas Grill, Outdoor Kitchen, Room for Pool, Automatic Sprinkler
- Porch/Patio/Deck: Screened Lanai/Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Driveway Paved, Garage Door Opener, Attached
Location
- Area: NA37 - East Collier S/O 75 E/O 9
- County: Collier
- Subdivision: WINDING CYPRESS
- Building Name: WINDING CYPRESS
- Driving Directions: From Collier Blvd turn into Winding Cypress subdivision (Winding Cypress Blvd). Turn left onto Winding Cypress Dr. Follow as the road curves around; the home will be on your left, after you pass Blackberry Dr.
- Direction Faces: Southwest
Community
- Association: Yes
- Assoc. Fees Include: Irrigation Water, Maintenance Grounds, Legal/Accounting, Manager, Rec Facilities, Security, Street Lights
- Units Assoc/Comm: 766
- Pets Allowed: Yes
- Number of Pets: 3
- Management Type: Professional
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Ceiling Fan(s), Central Electric
- Heating Type: Central Electric
Utilities
- Gas: Natural
- Sewer: Central
- Water: Central
- Cable Available: Yes
- Utility Description: Underground Utilities, Natural Gas Connected, Cable Available
Structural Information
- Description/Design: Single Family Residence
- Exterior Const.: Concrete Block, Stucco
- Roof: Tile
- Windows: Single Hung, Sliding, Shutters, Window Coverings
- Entry Floor Number: 1
- Stories/Levels: 1
- Stories in Building: 1
- Square Feet: 2,198
- Sq. Ft. Source: Property Appraiser Office
- Living Area: 2,198 Sq. Ft.
- Year Built: 2016
Lot Features
- Property View: Lake, Preserve
- Lot Size (Acres): 0.16
- Lot Size (Sq. Ft.): 6,969
- Lot Size Source: Property Appraiser Office
- Lot Dimensions: 50 x 50 x 135 x 135
- Frontage: Private Road
- Frontage Feet: 50
- Street/Road Desc.: Paved
- Irrigation System: Reclaimed
- Lot Features: Regular
- Lot Description: Regular
Water Features
- Water Front: Yes
- Water Front Desc.: Lake Front, Rip-Rap
- Lake Front: Yes
- Canal Width: None
Financial Considerations
- Association Fee: $1,559
- Assoc Fee Freq.: Quarterly
- Application Fee: $250
- Tax Year: 2024
- Terms: Buyer Finance/Cash, FHA, VA Loan
Disclosures and Reports
- Ownership: Single Family
- Legal Description: WINDING CYPRESS PHASE 2 LOT 46
- Property ID: 82679009722
- Section: 35
- Lot Number: 46
Listed by KW Elevate Luxury and Keller Williams Elevate Luxury
Sold by Edgewater Realty & Homes LLC
Get Pre-Approved Today
Schools
Schools serving 7445 Winding Cypress Dr
School District:Collier County School District
| Name | Grades | Distance |
|---|---|---|
Lely Elementary School 8125 Lely Cultural Parkway, Naples, FL 34113 | PK-5 | 2.9 mi |
Manatee Middle School 1920 Manatee Road, Naples, FL 34114 | 6-8 | 1.5 mi |
Lely High School 1 Lely High School Boulevard, Naples, FL 34113 | 9-12 | 3.2 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 7445 Winding Cypress Dr
Date
Details
Price
Change
Source
8/19/2025
Sold
$674,000
-12.92%
MLS
7/07/2025
Price Reduced
$774,000
-3.13%
MLS
5/29/2025
Listed
$799,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
7445 Winding Cypress Dr, Naples, FL 34114 (MLS# 225050266) is a Single Family property that was sold at $674,000 on August 19, 2025. Want to learn more about 7445 Winding Cypress Dr? Do you have questions about finding other Single Family real estate for sale in Naples? You can browse all Naples real estate or contact a Coldwell Banker agent to request more information.

