7759 Winding Cypress DR NAPLES FL 34114 MLS #226024563

7759 Winding Cypress DR
NAPLES, FL, 34114
$1,400,000
4 Beds
4.5 Baths
3,464 SqFt
0.23 Acres
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MLS #226024563 image #0
Listing Provided Courtesy of William Raveis Real Estate
Open House Jul 26, 2026
01:00 – 04:00
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.

Property Details

Price:
$1,400,000
MLS #:
226024563
Status:
Active
Beds:
4
Baths:
4.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WINDING CYPRESS
Neighborhood:
windingcypress
Listed Date:
Jul 20, 2026
Finished Sq Ft:
3,464
Total Sq Ft:
4,102
Lot Size:
10,019 sqft / 0.23 acres (approx)
Year Built:
2020
WaterfrontLakefrontPoolTennisCommunity GatedCommunity Club HouseWinding CypressWindingcypressWinding CypressLimits

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Schools

Interior

Appliances
Gas Cooktop, Dishwasher, Disposal, Double Oven, Dryer, Grill – Gas, Microwave, Range, Refrigerator/Icemaker, Self Cleaning Oven, Wall Oven, Washer
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
Ceiling Fan(s), Central Electric, Zoned
Flooring
Carpet, Tile
Heating
Central Electric, Zoned
Interior Features
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
Laundry Features
Laundry in Residence, Laundry Tub
Levels
2

Exterior

Architectural Style
Two Story, Single Family
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
Attached Garage YN
1
Building Features
DSL/Cable Available
Community Features
Clubhouse, Pool, Dog Park, Fitness Center, Restaurant, Sidewalks, Street Lights, Tennis Court(s), Gated
Construction Materials
Concrete Block, Stucco
Covered Spaces
3
Exterior Features
Screened Lanai/Porch, Outdoor Kitchen
Garage Spaces
3
Lot Features
Cul-De-Sac
Other Structures
Cabana, Tennis Court(s), Outdoor Kitchen
Parking Features
Driveway Paved, Attached
Parking Spots
3
Parking Total
3
Roof
Tile
Security Features
Smoke Detector(s), Gated Community
View
Lake, Preserve, Trees/Woods
Waterfront Features
Lake
Window Features
Window Coverings

Financial

HOA Fee
$7,068
Tax Year
2025
Taxes
$10,830

Map

Community

Subdivisions in NAPLES

Market Summary

Current real estate data for Single Family in NAPLES as of Jul 26, 2026
2,501
Single Family Listed
149
Avg DOM
679
Avg $ / SqFt
$2,435,620
Avg List Price

Property Summary

    Located in the WINDING CYPRESS subdivision, 7759 Winding Cypress DR NAPLES FL is a Single Family for sale in NAPLES, FL, 34114. It is listed for $1,400,000 and features 4 beds, 5 baths, and has approximately 3,464 square feet of living space, and was originally constructed in 2020. The current price per square foot is $404. The average price per square foot for Single Family listings in NAPLES is $679. The average listing price for Single Family in NAPLES is $2,435,620. To schedule a showing of MLS#226024563 at 7759 Winding Cypress DR in NAPLES, FL, contact your Century 21 Carioti agent at 2392986550.

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7759 Winding Cypress DR
NAPLES, FL