Listing Provided Courtesy of William Raveis Real Estate
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.
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
See this Listing
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
- Address7759 Winding Cypress DR NAPLES FL
- SubdivisionWINDING CYPRESS
- CityNAPLES
- CountyCollier
- Zip Code34114
Subdivisions in NAPLES
- 291675 – ESPLANADE BY THE ISL PH2
- ACREAGE HEADER
- ARBORETUM A CONDO
- AVERSANA AT HAMMOCK BAY
- BAYVIEW ESTATES
- BRITTANY, THE A CONDO
- FAIRWAYS AT PRCL FOUR-ONE
- FOREST PARK
- FURSE LAKES CLUB
- GLADES COUNTRY CLUB APTS 2,THE
- GOLDEN GATE CITY
- GOLDEN GATE EST UNIT 76
- GOLDEN GATE ESTATE UNIT 1
- GOLDEN GATE ESTATE UNIT 10
- GOLDEN GATE ESTATE UNIT 23
- GOLDEN GATE ESTATE UNIT 26
- GOLDEN GATE ESTATE UNIT 37
- GOLDEN GATE ESTATE UNIT 39
- GOLDEN GATE ESTATE UNIT 40
- GOLDEN GATE ESTATE UNIT 43
- GOLDEN GATE ESTATE UNIT 46
- GOLDEN GATE ESTATE UNIT 59
- GOLDEN GATE ESTATE UNIT 64
- GOLDEN GATE ESTATE UNIT 67
- GOLDEN GATE ESTATE UNIT 70
- GOLDEN GATE ESTATE UNIT 76
- GOLDEN GATE ESTATE UNIT 78
- GOLDEN GATE ESTATE UNIT 79
- GOLDEN GATE ESTATE UNIT 83
- GOLDEN GATE ESTATE UNIT 84
- GOLDEN GATE ESTATE UNIT 86
- GOLDEN GATE ESTATE UNIT 87
- GOLDEN GATE ESTATE UNIT 88
- GOLDEN GATE ESTATE UNIT 89
- GOLDEN GATE ESTATE UNIT 9
- GOLDEN GATE ESTATE UNIT 91
- GOLDEN GATE ESTATE UNIT 92
- GOLDEN GATE ESTATE UNIT 96
- GOLDEN GATE ESTATES
- GOLF COTTAGES WYNDEMERE PH 1&2
- GOODLAND ISLES
- GULF HARBOR
- HUNTINGTON LAKES SIX
- ISLES OF CAPRI UNIT 2
- ISLES/COLLIER PRESERVE PH 17
- KEY ROYAL CONDO
- LAKE PARK
- MARIPOSA AT WHIPPOORWILL
- MILLBROOK FIDDLERS CREEK REPL
- N G & T C L F UNIT 2
- NAPLES MIMOSA CLUB
- NAPLES SANDPIPER BAY CLUB
- NAPLES WINTERPARK NORTH
- ORANGE BLOSSOM RANCH PH 1A
- PALM RIVER ESTATE UNIT 1
- PALM RIVER ESTATE UNIT 5
- PINE RIDGE
- PRESERVE AT THE SHORES
- REGENCY RESERVE A CONDO
- REGENCY WOODS CONDO
- REGENT PARK REP
- ROYAL PALM GOLF ESTATE UNIT 1
- SATURNIA LAKES 1
- STRATFORD PLACE
- TRAIL ACRES
- VALENCIA GOLF & CC PH 2
- VENTURA PH 2
- VILLAGE WALK PH 4
- WILDERNESS COUNTRY CLUB VII
- WILSHIRE LAKES PH 2
- WINDSTAR CONDO SEC
Market Summary
Current real estate data for Single Family in NAPLES as of Aug 13, 2026
2,359
Single Family Listed
152
Avg DOM
779
Avg $ / SqFt
$2,444,989
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 $779. The average listing price for Single Family in NAPLES is $2,444,989. To schedule a showing of MLS#226024563 at 7759 Winding Cypress DR in NAPLES, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
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