Date
Details
Price
Change
Source
7/20/2026
Listed
$1,400,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$1,400,000 Just Listed
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Property Description
Welcome to one of the most prestigious, stately, and expansive offerings throughout the entire, always-desirable community of Winding Cypress. This exclusive Stonewater Model, with a full 2nd floor of living space, is a DiVosta Builder's flagship luxury home and a very rare find. This property sits on the most exceptional 1/4 acre lot with a spectacular large lake view and full preserve backdrop across the water. Quiet, serene privacy is what you should expect all day long, especially as you witness the incredible early morning sunrises. As soon as you enter the home's grand 2 story foyer via the front double doors, you can't help but notice the opulent main gathering area highlighted by soaring 13 foot ceilings with stylish tray surrounds. With luxury detail, convenience features, and ownership peace of mind everywhere you look, this property has it all. The waterfront, 4+ bedroom, 4 1/2 bath, and 3 car garage with 4 foot extension residence is loaded with custom upgrades. Builder and owner added features include: HURRICANE RESISTANT/IMPACT WINDOWS DOORS & SLIDERS, WHOLE HOUSE GENERATOR, HEATED BUILT-IN POOL W/INTEGRAL SPA, CUSTOM KITCHEN CABINETS W/ABOVE & UNDER CABINET LIGHTING, QUARTZ COUNTERTOPS, UPGRADED APPLIANCE PACKAGE, WALK-IN PANTRY, UPGRADED LANAI W/PICTURE WINDOW SCREEN, HURRICANE RESISTANT ELECTRIC SHADES, POOL BATH, POOL STORAGE ROOM & SUMMER KITCHEN, CUSTOM PLANK TILE THROUGHOUT ENTIRE 1ST FLOOR, EXPANSIVE OWNER'S SUITE W/SITTING AREA, TRAY CEILING, FRENCH DOORS TO HUGE OWNER'S BATH W/DUAL VANITY, EXTENDED WALK-IN SHOWER, MAKEUP VANITY, LARGE WALK-IN CLOSET, BREAKFAST AREA W/CABINETS & BEVERAGE COOLER, DESIREABLE OPEN FIRST FLOOR GATHERING SPACE W/SPECTACULAR HIGH CEILINGS ENCOMPASSING GREAT ROOM, DINING AREA, KITCHEN & BREAKFAST NOOK, GLASS WALL OF DOUBLE SLIDERS THAT OPENS OUT TO LANAI & OUTDOOR LIVING SPACE, UPGRADED LIGHTING AND PLUMBING FIXTURES, 2 OTHER DOWNSTAIRS BEDROOMS CONVERT TO ENSUITES, LAUNDRY CENTER W/CABINETS & CUSTOM TUB, EXPANSIVE 2ND FLOOR LIVING SPACE INCLUDING THE 4TH BEDROOM & FULL BATHROOM, HUGE THEATER/MEDIA ROOM SPACE W/ ADDITIONAL SITTING AREA & WALK-IN CLOSET, BONUS ADDED DEN/OFFICE W/FRENCH DOORS, DUAL ZONED COOLING/HEATING W/2 HVAC UNITS, DESIRABLE 3 CAR EXTENDED GARAGE WITH RUBBER TILE FLOORING & 6 CEILING MOUNTED STORAGE RACKS. Winding Cypress is a most sought after, newer gated community renowned for it's amazing amenities at a great value. Of the total 1250 acres making up the community, Winding Cypress boasts over 825 acres of green space, mature landscape, lakes and preserve. Conveniently located just 15 minutes to downtown Olde Naples, 10 minutes to Marco Island, and 10 minutes to I75, you are close to the best beaches, dining, and boutique shopping that Southwest Florida has to offer.
Full Property Details
Full Property Details for 7759 Winding Cypress Dr
General
- Price: $1,400,000
- HOA FEE: $549/month
- HOA FEE FREQ.: Quarterly
- Taxes: (2025)
- Status: Active
- Type: Single Family
- Source: Bonita_Springs
- MLS ID: 226024563
- Updated: 7/20/2026
- Added to Site: 3 day(s) ago
Rental Information
- Lease/Rent Term: 30
- Min. Lease (Days): 30
Interior
- Interior Features: Split Bedrooms, Great Room, Den - Study, Media Room, Built-In Cabinets, Wired for Data, Cathedral Ceiling(s), Closet Cabinets, Coffered Ceiling(s), Entrance Foyer, Pantry, Tray Ceiling(s), Volume Ceiling, Walk-In Closet(s)
- Appliances: Gas Cooktop, Dishwasher, Disposal, Double Oven, Dryer, Microwave, Range, Refrigerator with Icemaker, Self-Cleaning Oven, Wall Oven, Washer
- Furnishings: Negotiable
- Flooring: Carpet, Tile
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 4
- Half Bathrooms: 1
- Primary Bathroom: Dual Sinks, Shower Only
Bedrooms
- Total Bedrooms: 4
- Primary Bedroom: Master BR Sitting Area, Master BR Ground
Other Rooms
- Kitchen: Kitchen Island, Walk-In Pantry
- Dining Room: Dining - Family, Eat-in Kitchen
- Laundry: Inside, Sink
Additional Information
- Shared Amenities: Bocce Court, Cabana, Clubhouse, Pool, Community Room, Dog Park, Fitness Center Attended, Internet Access, Library, Pickleball, Restaurant, Sidewalks, Street Lights, Tennis Court(s), Gated
- Pool: Yes
- Private Pool: Yes
- Pool Description: Community Lap Pool, In Ground, Concrete, Equipment Stays, Gas Heat, Pool Bath
- Tennis: Yes
- Security/Safety: Smoke Detector(s), Smoke Detectors
- Equipment: Generator
Exterior
- Exterior Features: Gas Grill, Outdoor Kitchen, Automatic Sprinkler
- Porch/Patio/Deck: Screened Lanai/Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Covered Spaces: 3
- 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: Please use the Main Entrance to Winding Cypress off of Collier Blvd. Once you enter into community , turn LEFT at stop sign in front of amenity center, follow Winding Cypress Drive down, property will be located on the Left
- Direction Faces: Southwest
Community
- Association: Yes
- Assoc. Fees Include: Internet, Irrigation Water, Maintenance Grounds, Legal/Accounting, Manager, Rec Facilities, Repairs, Reserve, Security, Street Lights, Street Maintenance
- Units Assoc/Comm: 766
- Pets Allowed: Yes
- Number of Pets: 3
- Management Type: On-Site
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Ceiling Fan(s), Central Electric, Zoned
- Heating Type: Central Electric, Zoned
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: Impact Resistant, Single Hung, Impact Resistant Windows, Shutters - Screens/Fabric, Window Coverings
- Doors: Impact Resistant Doors
- Stories/Levels: 2
- Stories in Building: 2
- Square Feet: 3,464
- Sq. Ft. Source: Property Appraiser Office
- Living Area: 3,464 Sq. Ft.
- Year Built: 2020
Lot Features
- Property View: Lake, Preserve, Trees/Woods
- Lot Size (Acres): 0.23
- Lot Size (Sq. Ft.): 10,018
- Lot Size Source: Property Appraiser Office
- Lot Dimensions: 62 x 86 x 135 x 135
- Frontage: Private Road
- Frontage Feet: 62
- Street/Road Desc.: Paved
- Irrigation System: Central
- Lot Features: Cul-De-Sac
- Lot Description: Cul-De-Sac
Water Features
- Water Front: Yes
- Water Front Desc.: Lake Front, Pond
- Lake Front: Yes
Financial Considerations
- Association Fee: $1,646
- Assoc Fee Freq.: Quarterly
- Application Fee: $250
- Tax Year: 2025
- Terms: Buyer Finance/Cash
Disclosures and Reports
- Ownership: Single Family
- Legal Description: WINDING CYPRESS PHASE 2 REPLAT LOT 405
- Property ID: 82679019741
- Section: 2
- Lot Number: 405
Listed by William Raveis Real Estate
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Listing agents
— 7759 Winding Cypress Dr —
William Raveis Real Estate
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Schools
Schools serving 7759 Winding Cypress Dr
School District:Collier County School District
| Name | Grades | Distance |
|---|---|---|
Lely Elementary School 8125 Lely Cultural Parkway, Naples, FL 34113 | PK-5 | 3.5 mi |
Manatee Middle School 1920 Manatee Road, Naples, FL 34114 | 6-8 | 0.8 mi |
Lely High School 1 Lely High School Boulevard, Naples, FL 34113 | 9-12 | 3.6 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 7759 Winding Cypress Dr
Tax History
Tax History for 7759 Winding Cypress Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$10,830
5%
$828,637
3%
2024
$10,308
1%
$805,284
3%
2023
$10,242
3%
$781,829
6%
2021
$9,968
1%
$736,949
-3%
2022
$9,892
-1%
$759,057
1323%
2021
$9,968
242%
$53,325
10%
2019
$2,911
337%
$48,477
10%
2018
$666
-60%
$44,070
9%
2017
$1,670
—
$40,397
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 7759 Winding Cypress Dr
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- Single Family
- Active
- Updated 11 days ago
- 4Beds
- 5Total Baths
- 2,803Sq. Ft.
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- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 2Total Baths
- 1,650Sq. Ft.
- Residential Lots
- Active
- Updated 5 days ago
- 0.19Acres
- Single Family
- Active
- Updated 5 days ago
- 3Beds
- 2Total Baths
- 1,181Sq. Ft.
- Single Family
- Active
- Updated 5 days ago
- 3Beds
- 2Total Baths
- 1,716Sq. Ft.
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- Single Family
- Active
- Updated 3 days ago
- 3Beds
- 3Total Baths
- 2,719Sq. Ft.
- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 2Total Baths
- 2,418Sq. Ft.
- Single Family
- Active
- Updated 4 days ago
- 2Beds
- 2Total Baths
- 1,406Sq. Ft.
- Single Family
- Active
- Updated 4 days ago
- 3Beds
- 2Total Baths
- 1,593Sq. Ft.
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- Single Family
- Closed
- 4Beds
- 5Total Baths
- 3,447Sq. Ft.
Listed and Sold courtesy of RE/MAX Alliance Group
- Single Family
- Closed
- 4Beds
- 4Total Baths
- 2,704Sq. Ft.
Listed and Sold courtesy of RE/MAX Alliance Group
7759 Winding Cypress Dr, Naples, FL 34114 (MLS# 226024563) is a Single Family property with 4 bedrooms, 4 full bathrooms and 1 partial bathroom. 7759 Winding Cypress Dr is currently listed for $1,400,000 and was received on July 20, 2026. Want to learn more about 7759 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.