Recently Listed Open House 7/26 1pm - 4pm
7759 Winding Cypress DR
Naples, FL, 34114 $ 1,400,000
Bedrooms4 Baths4.1 Sq 3,464 Monthly Estimate*
$ 8,840
for $1,400,000 with 4 bedrooms and 4 full baths, 1 half bath. This 3,464 square foot home was built in 2020 on a lot size of 0.23.
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.
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Open House
7/26/2026 1:00 PM - 4:00 PM
7759 Winding Cypress DR Naples, FL
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesInteriorInterior Amenities Built-In Cabinets Cathedral Ceiling(s) Closet Cabinets Coffered Ceiling(s) Foyer Laundry Tub Pantry Smoke Detectors Tray Ceiling(s) Volume Ceiling Walk-In Closet(s) Window Coverings
Flooring Carpet Tile
Furnished Y/N Negotiable
Total Stories 2
Air Conditioning Y/N Y
Heating Y/N Y
Window Features Window Coverings
Fireplace Y/N N
Half Baths 1
Laundry Features Laundry in Residence Laundry Tub
Total Bedrooms 4
Total Baths 5
Dining Room Features Dining - Family Eat-in Kitchen Other
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GeneralHeating Central Electric Zoned
Cooling Ceiling Fan(s) Central Electric Zoned
Roof Tile
Appliances Gas Cooktop Dishwasher Disposal Double Oven Dryer Grill - Gas Microwave Range Refrigerator/Icemaker Self Cleaning Oven Wall Oven Washer
HOA Fee 7068
Garage Spaces 3
Gas Y/N Natural
Architectural Style Two Story Single Family
Pool Features Community Below Ground Concrete Equipment Stays Gas Heat Pool Bath
Security Features Smoke Detector(s) Gated Community
Construction Materials Concrete Block Stucco
Pets Allowed Limits
Year Built 2020
View Lake Preserve Trees/Woods
Levels 2
Property Subtype Single Family Residence
Tax Year 2025
Waterfront Features Lake
Community Features Clubhouse Pool Dog Park Fitness Center Restaurant Sidewalks Street Lights Tennis Court(s) Gated
County Collier
New Construction N
Property Type Residential
Association Amenities Bocce Court Cabana Clubhouse Pool Community Room Dog Park Fitness Center Internet Access Library Pickleball Restaurant Sidewalk Streetlight Tennis Court(s) Underground Utility
HOA Y
Attached Garage Y
Subdivision Name WINDING CYPRESS
Garage Y/N Y
Building Features DSL/Cable Available
Other Structures Cabana Tennis Court(s) Outdoor Kitchen
Total Rooms 0
Full Baths 4
Status Active
City NAPLES
Senior Community Y/N N
Number Of Units Total 1
MLS Area WINDING CYPRESS
Lot Size Units Acres
Lot Size Square Feet 10019
Carport Spaces 0
Carport Y/N N
Land Lease Y/N N
Tax Annual Amount 10830.27
Ok to Lease Buyer Finance/Cash
Additional Parcels Y/N N
Structure Type House
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Virtual Tour https://media.contextmd.com/sites/rmomojqx/unbranded
Legal Description WINDING CYPRESS PHASE 2 REPLAT LOT 405
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ExteriorExterior Amenities Screened Lanai/Porch Outdoor Kitchen
Parking Features Driveway Paved Attached
Lot Features Cul-De-Sac
Water Source Central
Total Parking 3
Lot Size Area 0.23
Foundation Details Concrete Block
Park Name WINDING CYPRESS
Spa N
Building Area Total 4102
Lot Size Acres 0.23
Road Surface Type Paved
Frontage Type Lakefront
Waterfront Y/N Y
Covered Spaces 3
Other Equipment Generator
Horse Y/N N
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* Excluded FeaturesList ByWilliam Raveis Real EstateBroker
Affordability Calculator
- Monthly Principal & Interest
- $8,840
- Monthly Property Taxes
- $903
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Naples, FL
Average List Price $2,233,576
Percent of Sale Price 60%
About Naples, FL 20,223 Population
-8% Since 2002
$ 92,989 Median Income
66.65 Median Age
8% Households with Children
Trends Information provided by ATTOM Data Solutions.
1023012 Elementary School
1023173 Middle School
Unknown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 7/20/2026 | $1,400,000 | | Listed Price |