7700 Winding Cypress DR
NAPLES, FL, 34114
$1,250,000
BEAUTIFUL AND METICULOUSLY MAINTAINED 5 BEDROOM, 3 BATH HOME IN DIVOSTA’S GATED WINDING CYPRESS COMMUNITY, ONE OF NAPLES MOST DESIRABLE LOCATIONS, CONVENIENT TO DOWNTOWN NAPLES, MARCO ISLAND’S PRISTINE BEACHES AS WELL AS NEARBY SHOPPING AND RESTAURANTS, THIS SUMMERWOOD FLOORPLAN FEATURES A MASTER ON MAIN LIVING FLOOR WITH LARGE BATH AND WALK-IN CLOSET, A LARGE LOFT SPACE UPSTAIRS WITH A SEPARATE BEDROOM AND FULL BATH, AND 3 OTHER BEDROOMS AND BATH ON THE MAIN LIVING LEVEL. NUMEROUS UPGRADES INCLUDE OVERSIZED POOL AND SPA, EXTENDED LANAI AND GARAGE, ZERO CORNER SLIDING DOORS LEADING TO LANAI, FRAMED DROP SOFFIT IN MASTER, FLOOR OUTLET, DECORATIVE GLASS FRONT DOOR, OVERSIZED KITCHEN ISLAND, OUTDOOR KITCHEN WITH BUILT-IN GRILL AND COOLER, TANKLESS WATER HEATER, AND CUSTOM CABINETRY AND TILE. WINDING CYPRESS FEATURES A GATED ENTRANCE WITH GUARD, DOG PARK, COMMUNITY GARDEN, TENNIS, PICKLEBALL, BEAUTIFUL CLUBHOUSE WITH BAR AND GRILL, LARGE RESORT POOL AND DECKS…TRULY A GEM IN SOUTH NAPLES! AND NO FLOOD INSURANCE REQUIRED!!
Current real estate data for Single Family in NAPLES as of Oct 25, 2026
2,414
Single Family Listed
135
Avg DOM
712
Avg $ / SqFt
$2,424,934
Avg List Price
Property Details
Price:
$1,250,000
MLS #:
226032436
Status:
Active
Beds:
5
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WINDING CYPRESS
Neighborhood:
windingcypress
Listed Date:
Sep 9, 2026
Finished Sq Ft:
2,950
Total Sq Ft:
4,429
Lot Size:
6,970 sqft / 0.16 acres (approx)
Year Built:
2021
Schools
Interior
Appliances
Cooktop, Dishwasher, Disposal, Grill – Gas, Microwave, Refrigerator/Icemaker, Tankless Water Heater, Wall Oven, Washer
Bathrooms
3 Full Bathrooms
Cooling
Central Electric
Flooring
Carpet, Tile
Heating
Central Electric
Interior Features
Built-In Cabinets, Other, Smoke Detectors
Laundry Features
Laundry in Residence
Levels
2
Exterior
Architectural Style
Two Story, Single Family
Association Amenities
Bocce Court, Clubhouse, Park, Pool, Dog Park, Fitness Center, Pickleball, Restaurant, See Remarks, Sidewalk, Tennis Court(s)
Attached Garage YN
1
Community Features
Clubhouse, Park, Pool, Dog Park, Fitness Center, Restaurant, Sidewalks, Tennis Court(s), Gated
Construction Materials
Concrete Block, Stone
Covered Spaces
2
Exterior Features
Screened Lanai/Porch, Built In Grill, Outdoor Kitchen
Garage Spaces
2
Lot Features
Regular
Other Structures
Tennis Court(s), Outdoor Kitchen
Parking Features
Attached
Parking Spots
2
Parking Total
2
Patio And Porch Features
Patio
Roof
Tile
Security Features
Gated Community, Smoke Detector(s)
Spa Features
Below Ground
View
Lake
Waterfront Features
Lake
Financial
HOA Fee
$6,656
Tax Year
2025
Taxes
$10,871
Listing Details
Listing Provided Courtesy of Anchor Real Estate
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7700 Winding Cypress DR
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