7759 Winding Cypress Dr, Naples, FL 34114
For Sale $1,400,000
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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.
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
Bocce Court
Cabana
Clubhouse
Pool
Community Room
Dog Park
Fitness Center
Internet Access
Library
Pickleball
Restaurant
Sidewalk
Streetlight
Tennis Court(s)
Underground Utility
Taxes: $10,830.27
Tax Year: 2025
Association Fee: $7,068.00
Association Description: Mandatory
Screened Lanai/ Porch
Outdoor Kitchen
Gas Cooktop
Dishwasher
Disposal
Double Oven
Dryer
Grill - Gas
Microwave
Range
Refrigerator/ Icemaker
Self Cleaning Oven
Wall Oven
Washer
Y
Lake
Building Description: Two Story, Single Family
Community Type: Gated
MLS Area: Winding Cypress
Total Square Footage: 4,102
Total Floors: 2
Water: Central
Construction: Concrete Block, Stucco
Date Listed: 2026-07-20 00:00:00
Pool: Y
Pool Description: Community, Below Ground, Concrete, Equipment Stays, Gas Heat, Pool Bath
Furnished: Negotiable
Kitchen Description: Island, Walk- In Pantry
Windows: Window Coverings
Parking: Driveway Paved, Attached
Garage Description: Y
Garage Spaces: 3
Attached Garage: Y
Flooring: Carpet, Tile
Roof: Tile
Heating: Central Electric, Zoned
Cooling: Ceiling Fan(S), Central Electric, Zoned
Storm Protection: Impact Resistant Doors, Impact Resistant Windows, Shutters - Screens/ Fabric
Security: Smoke Detector(S), Gated Community
Laundry: Laundry In Residence, Laundry Tub
Irrigation: Central
Pets: Limits
Restrictions: Architectural, Deeded
Maintenance: Internet/ Wi Fi Access, Irrigation Water, Lawn/ Land Maintenance, Legal/ Accounting, Manager, Rec Facilities, Repairs, Reserve, Security, Street Lights, Street Maintenance
Rear Exposure: Ne
Lot Desc.: Cul- De- Sac
Amenities: Bocce Court, Cabana, Clubhouse, Pool, Community Room, Dog Park, Fitness Center, Internet Access, Library, Pickleball, Restaurant, Sidewalk, Streetlight, Tennis Court(S), Underground Utility
Listing Courtesy Of: William Raveis Real Estate
theresa.bocka@raveis.com
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
Sq Ft: 3,464
($404 per
sqft)
Bedrooms: 4
Bathrooms: 4
Partial Baths: 1
City: Naples
County: Collier
Type: Single Family
Development: Winding Cypress
Acres: 0.2300
Virtual Tour/Floorplan: View
Year Built: 2020
Listing Number: 226024563
Status Code: A-Active
Taxes: $10,830.27
Tax Year: 2025
Garage:
3
/
Y
Furnishings: Negotiable
Pets Allowed: Limits
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
Amenities:
Bocce Court
Cabana
Clubhouse
Pool
Community Room
Dog Park
Fitness Center
Internet Access
Library
Pickleball
Restaurant
Sidewalk
Streetlight
Tennis Court(s)
Underground Utility
Financial Information:
Taxes: $10,830.27
Tax Year: 2025
Association Fee: $7,068.00
Association Description: Mandatory
Exterior Features:
Screened Lanai/ Porch
Outdoor Kitchen
Equipment:
Gas Cooktop
Dishwasher
Disposal
Double Oven
Dryer
Grill - Gas
Microwave
Range
Refrigerator/ Icemaker
Self Cleaning Oven
Wall Oven
Washer
View:
Y
Waterfront Description:
Lake
Additional Information:
Building Description: Two Story, Single Family
Community Type: Gated
MLS Area: Winding Cypress
Total Square Footage: 4,102
Total Floors: 2
Water: Central
Construction: Concrete Block, Stucco
Date Listed: 2026-07-20 00:00:00
Pool: Y
Pool Description: Community, Below Ground, Concrete, Equipment Stays, Gas Heat, Pool Bath
Furnished: Negotiable
Kitchen Description: Island, Walk- In Pantry
Windows: Window Coverings
Parking: Driveway Paved, Attached
Garage Description: Y
Garage Spaces: 3
Attached Garage: Y
Flooring: Carpet, Tile
Roof: Tile
Heating: Central Electric, Zoned
Cooling: Ceiling Fan(S), Central Electric, Zoned
Storm Protection: Impact Resistant Doors, Impact Resistant Windows, Shutters - Screens/ Fabric
Security: Smoke Detector(S), Gated Community
Laundry: Laundry In Residence, Laundry Tub
Irrigation: Central
Pets: Limits
Restrictions: Architectural, Deeded
Maintenance: Internet/ Wi Fi Access, Irrigation Water, Lawn/ Land Maintenance, Legal/ Accounting, Manager, Rec Facilities, Repairs, Reserve, Security, Street Lights, Street Maintenance
Rear Exposure: Ne
Lot Desc.: Cul- De- Sac
Amenities: Bocce Court, Cabana, Clubhouse, Pool, Community Room, Dog Park, Fitness Center, Internet Access, Library, Pickleball, Restaurant, Sidewalk, Streetlight, Tennis Court(S), Underground Utility
Map of 7759 Winding Cypress Dr, Naples, FL 34114
Listing Courtesy Of: William Raveis Real Estate
theresa.bocka@raveis.com