7700 Winding Cypress Dr, Naples, FL 34114
For Sale $1,250,000
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Contact the Listing Agent directly:
Listing Agent: Tim Sykes
Agent Phone:
239-394-6000
Agent Email:
tim.sykes@comcast.net
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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!!
Built- In Cabinets
Other
Smoke Detectors
Bocce Court
Clubhouse
Park
Pool
Dog Park
Fitness Center
Pickleball
Restaurant
See Remarks
Sidewalk
Tennis Court(s)
Taxes: $10,871.11
Tax Year: 2025
Association Fee: $6,656.00
Screened Lanai/ Porch
Built In Grill
Outdoor Kitchen
Cooktop
Dishwasher
Disposal
Grill - Gas
Microwave
Refrigerator/ Icemaker
Tankless Water Heater
Wall Oven
Washer
Y
Lake
Building Description: Two Story, Single Family
Community Type: Gated, Tennis
MLS Area: Winding Cypress
Total Square Footage: 4,429
Total Rooms: 2
Total Floors: 2
Water: Central
Construction: Concrete Block, Stone
Date Listed: 2026-09-09 00:00:00
Pool: Y
Pool Description: Community, Below Ground
Private Spa: Y
Furnished: Turnkey
Kitchen Description: Island, Pantry
Parking: Attached
Garage Description: Y
Garage Spaces: 2
Attached Garage: Y
Flooring: Carpet, Tile
Roof: Tile
Heating: Central Electric
Cooling: Central Electric
Storm Protection: Shutters
Security: Gated Community, Smoke Detector(S)
Laundry: Laundry In Residence
Irrigation: Central
Pets: Limits
Restrictions: Deeded
Maintenance: Internet/ Wi Fi Access, Irrigation Water, Lawn/ Land Maintenance, Legal/ Accounting, Manager, Rec Facilities, Reserve, Security, Street Lights, Street Maintenance
Rear Exposure: Sw
Lot Desc.: Regular
Amenities: Bocce Court, Clubhouse, Park, Pool, Dog Park, Fitness Center, Pickleball, Restaurant, See Remarks, Sidewalk, Tennis Court(S)
Listing Courtesy Of: Anchor Real Estate
tim.sykes@comcast.net
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!!
Property Details
Price: $1,250,000
Sq Ft: 2,950
($424 per
sqft)
Bedrooms: 5
Bathrooms: 3
City: Naples
County: Collier
Type: Single Family
Development: Winding Cypress
Acres: 0.1600
Virtual Tour/Floorplan: View
Year Built: 2021
Listing Number: 226032436
Status Code: A-Active
Taxes: $10,871.11
Tax Year: 2025
Garage:
2
/
Y
Furnishings: Turnkey
Pets Allowed: Limits
Interior Features:
Built- In Cabinets
Other
Smoke Detectors
Amenities:
Bocce Court
Clubhouse
Park
Pool
Dog Park
Fitness Center
Pickleball
Restaurant
See Remarks
Sidewalk
Tennis Court(s)
Financial Information:
Taxes: $10,871.11
Tax Year: 2025
Association Fee: $6,656.00
Exterior Features:
Screened Lanai/ Porch
Built In Grill
Outdoor Kitchen
Equipment:
Cooktop
Dishwasher
Disposal
Grill - Gas
Microwave
Refrigerator/ Icemaker
Tankless Water Heater
Wall Oven
Washer
View:
Y
Waterfront Description:
Lake
Additional Information:
Building Description: Two Story, Single Family
Community Type: Gated, Tennis
MLS Area: Winding Cypress
Total Square Footage: 4,429
Total Rooms: 2
Total Floors: 2
Water: Central
Construction: Concrete Block, Stone
Date Listed: 2026-09-09 00:00:00
Pool: Y
Pool Description: Community, Below Ground
Private Spa: Y
Furnished: Turnkey
Kitchen Description: Island, Pantry
Parking: Attached
Garage Description: Y
Garage Spaces: 2
Attached Garage: Y
Flooring: Carpet, Tile
Roof: Tile
Heating: Central Electric
Cooling: Central Electric
Storm Protection: Shutters
Security: Gated Community, Smoke Detector(S)
Laundry: Laundry In Residence
Irrigation: Central
Pets: Limits
Restrictions: Deeded
Maintenance: Internet/ Wi Fi Access, Irrigation Water, Lawn/ Land Maintenance, Legal/ Accounting, Manager, Rec Facilities, Reserve, Security, Street Lights, Street Maintenance
Rear Exposure: Sw
Lot Desc.: Regular
Amenities: Bocce Court, Clubhouse, Park, Pool, Dog Park, Fitness Center, Pickleball, Restaurant, See Remarks, Sidewalk, Tennis Court(S)
Map of 7700 Winding Cypress Dr, Naples, FL 34114
Listing Courtesy Of: Anchor Real Estate
tim.sykes@comcast.net