7564 Winding Cypress Dr, Naples, FL 34114
$1,060,000 - For Sale
Property Details
Price: $1,060,000
Sq Ft: 2,230
($475 per sqft)
Bedrooms: 4
Bathrooms: 2
City:Naples
County:Collier
Type:Single Family
Development:Winding Cypress
Subdivision:Winding Cypress
Acres:0.1550
Virtual Tour/Floorplan:View
Year Built:2018
Listing Number:2026039825
Status Code:A-Active
Taxes:$7,263.08
Tax Year: 2025
Application Fee:$250.00
Garage: 2
/ Y
Furnishings: Negotiable
Pets Allowed: Limits
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Interested in Membership Opportunities?
Contact our Membership Team to learn more about becoming part of Wildcat Run Golf & Country Club and the exceptional lifestyle enjoyed by our members.
Janet Sherwood
Director of Member Relations
239.947.6066
Like this listing?
Contact the Listing Agent directly:
Listing Agent: Alex Ollila
Agent Phone:
720-275-0160
Agent Email:
alex@gordonpass.com
Scheduled Open Houses
2026-09-27 1:00 pm - 4:00 pm
2026-10-04 1:00 pm - 4:00 pm
Equipment:
Gas Cooktop
Dishwasher
Disposal
Dryer
Freezer
Washer
Wine Cooler
Grill - Gas
Microwave
Refrigerator
Refrigerator/ Freezer
Refrigerator/ Icemaker
Interior Features:
Bar
Built- In Cabinets
Pantry
Smoke Detectors
Walk- In Closet(s)
Window Coverings
Exterior Features:
Screened Lanai/ Porch
View:
Y
Waterfront Description:
Lake
Amenities:
Bocce Court
Cabana
Clubhouse
Park
Pool
Community Room
Pickleball
Restaurant
Sidewalk
Streetlight
Tennis Court(s)
Underground Utility
Dog Park
Fitness Center
Internet Access
Library
Financial Information:
Taxes: $7,263.08
Tax Year: 2025
Association Fee: $6,656.00
Association Description: Mandatory
Room Dimensions:
Laundry: Laundry in Residence
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View Virtual Tour
Most lake lots give you water. This one gives you the sunset. The western exposure at 7564 Winding Cypress Drive turns the back of the house into the best seat in the community every evening, and the extended lanai is built with no-see-um mesh in picture-window construction, so the horizon comes through without a frame across it. Behind that view is a one-owner 2018 DiVosta Summerwood, offered for the first time since it was built and expanded well past the standard plan: 2,230 square feet, four bedrooms, ten-foot ceilings, eight-foot doors, and an extended great room under a coffered ceiling with crown molding carried through every room. Arched openings, plantation shutters on every window, and porcelain plank floors give the interior a finished, architectural quality that reads as both coastal and modern. The kitchen was renovated after purchase and it shows: white shaker cabinetry, salt-and-pepper granite, a counter-to-ceiling white subway backsplash, an externally vented stainless chimney hood over a natural gas range, under-cabinet lighting, a wine fridge, a walk-in pantry, and an extended island with seating under glass pendants. The dining area sits beneath its own cluster chandelier, and the great room holds a full sectional, a game table, and a bar cabinet with room to spare. Outside, the lanai is a true second living room. A resort-style saltwater pool with an in-water sundeck, a spa placed on the sight line so the water reads as one composition from inside the house, a Silver River travertine deck, and a covered section deep enough for an outdoor sectional and a six-seat dining table. Natural gas outdoor is included as well. Foxtail and Christmas palms frame the lake beyond. New pool motor in 2024. Then the part that separates a Florida house from a Florida headache. Impact windows, custom window treatments and impact doors are installed throughout. StormSmart electric screens on the lanai and front vestibule. A whole-house and pool Generac generator. A flat concrete tile roof, tankless water heater, and centrally wired alarm. Close the house in May, fly north, and stop watching the tropics. The extended garage has its own split-system A/C; the attic has pull-down stairs and added insulation. The owner's suite carries a California Closets build-out, and every closet in the house has extra shelving. Dimmer switches throughout. The designer furnishings shown, indoors and out, are available under separate negotiation. Bring a suitcase if you like. Winding Cypress is a gated, natural-gas community of 766 homes set inside 800 acres of protected preserve and 80 acres of lakes. Residents have an on-site restaurant and bar, resort and lap pools with a spa and fire pit, an oversized fitness center, tennis, pickleball, bocce, two dog parks, a full activities calendar, and miles of boardwalk and preserve trail. Lawn care is included in the dues. Marco Island's beaches are ten minutes out; Fifth Avenue South is about fifteen.
Building Description: Ranch, Single Family
Community Type: Gated, Tennis
MLS Area: Winding Cypress
Total Square Footage: 6,750
Total Floors: 1
Water: Central
Construction: Concrete Block, Stucco
Short Sale: No
Date Listed: 2026-09-21 00:00:00
Pool: Y
Pool Description: Community, Below Ground, Concrete, Equipment Stays
Private Spa: Y
Furnished: Negotiable
Kitchen Description: Island, Walk- In Pantry
Windows: Window Coverings
Parking: Deeded, Driveway Paved, Paved, On Street, Attached
Garage Description: Y
Garage Spaces: 2
Attached Garage: Y
Flooring: Tile
Roof: Tile
Heating: Central Electric
Cooling: Ceiling Fan(S), Central Electric
Storm Protection: Impact Resistant Windows, Shutters Electric
Security: Smoke Detector(S), Security System, Gated Community
Laundry: Laundry In Residence
Irrigation: Assessment Paid
Pets: Limits
Restrictions: Architectural, Deeded
Maintenance: Insurance, Internet/ Wi Fi Access, Lawn/ Land Maintenance, Legal/ Accounting, Manager, Pest Control Exterior, Street Maintenance, Trash Removal, Water, Rec Facilities, Repairs, Reserve, Security, Sewer, Street Lights
Rear Exposure: Nw
Lot Desc.: Regular
Amenities: Bocce Court, Cabana, Clubhouse, Park, Pool, Community Room, Pickleball, Restaurant, Sidewalk, Streetlight, Tennis Court(S), Underground Utility, Dog Park, Fitness Center, Internet Access, Library
Listing Courtesy Of: Gordon Pass Realty Llc
alex@gordonpass.com
Most lake lots give you water. This one gives you the sunset. The western exposure at 7564 Winding Cypress Drive turns the back of the house into the best seat in the community every evening, and the extended lanai is built with no-see-um mesh in picture-window construction, so the horizon comes through without a frame across it. Behind that view is a one-owner 2018 DiVosta Summerwood, offered for the first time since it was built and expanded well past the standard plan: 2,230 square feet, four bedrooms, ten-foot ceilings, eight-foot doors, and an extended great room under a coffered ceiling with crown molding carried through every room. Arched openings, plantation shutters on every window, and porcelain plank floors give the interior a finished, architectural quality that reads as both coastal and modern. The kitchen was renovated after purchase and it shows: white shaker cabinetry, salt-and-pepper granite, a counter-to-ceiling white subway backsplash, an externally vented stainless chimney hood over a natural gas range, under-cabinet lighting, a wine fridge, a walk-in pantry, and an extended island with seating under glass pendants. The dining area sits beneath its own cluster chandelier, and the great room holds a full sectional, a game table, and a bar cabinet with room to spare. Outside, the lanai is a true second living room. A resort-style saltwater pool with an in-water sundeck, a spa placed on the sight line so the water reads as one composition from inside the house, a Silver River travertine deck, and a covered section deep enough for an outdoor sectional and a six-seat dining table. Natural gas outdoor is included as well. Foxtail and Christmas palms frame the lake beyond. New pool motor in 2024. Then the part that separates a Florida house from a Florida headache. Impact windows, custom window treatments and impact doors are installed throughout. StormSmart electric screens on the lanai and front vestibule. A whole-house and pool Generac generator. A flat concrete tile roof, tankless water heater, and centrally wired alarm. Close the house in May, fly north, and stop watching the tropics. The extended garage has its own split-system A/C; the attic has pull-down stairs and added insulation. The owner's suite carries a California Closets build-out, and every closet in the house has extra shelving. Dimmer switches throughout. The designer furnishings shown, indoors and out, are available under separate negotiation. Bring a suitcase if you like. Winding Cypress is a gated, natural-gas community of 766 homes set inside 800 acres of protected preserve and 80 acres of lakes. Residents have an on-site restaurant and bar, resort and lap pools with a spa and fire pit, an oversized fitness center, tennis, pickleball, bocce, two dog parks, a full activities calendar, and miles of boardwalk and preserve trail. Lawn care is included in the dues. Marco Island's beaches are ten minutes out; Fifth Avenue South is about fifteen.
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Additional Information:
Building Description: Ranch, Single Family
Community Type: Gated, Tennis
MLS Area: Winding Cypress
Total Square Footage: 6,750
Total Floors: 1
Water: Central
Construction: Concrete Block, Stucco
Short Sale: No
Date Listed: 2026-09-21 00:00:00
Pool: Y
Pool Description: Community, Below Ground, Concrete, Equipment Stays
Private Spa: Y
Furnished: Negotiable
Kitchen Description: Island, Walk- In Pantry
Windows: Window Coverings
Parking: Deeded, Driveway Paved, Paved, On Street, Attached
Garage Description: Y
Garage Spaces: 2
Attached Garage: Y
Flooring: Tile
Roof: Tile
Heating: Central Electric
Cooling: Ceiling Fan(S), Central Electric
Storm Protection: Impact Resistant Windows, Shutters Electric
Security: Smoke Detector(S), Security System, Gated Community
Laundry: Laundry In Residence
Irrigation: Assessment Paid
Pets: Limits
Restrictions: Architectural, Deeded
Maintenance: Insurance, Internet/ Wi Fi Access, Lawn/ Land Maintenance, Legal/ Accounting, Manager, Pest Control Exterior, Street Maintenance, Trash Removal, Water, Rec Facilities, Repairs, Reserve, Security, Sewer, Street Lights
Rear Exposure: Nw
Lot Desc.: Regular
Amenities: Bocce Court, Cabana, Clubhouse, Park, Pool, Community Room, Pickleball, Restaurant, Sidewalk, Streetlight, Tennis Court(S), Underground Utility, Dog Park, Fitness Center, Internet Access, Library
Map of 7564 Winding Cypress Dr, Naples, FL 34114
Listing Courtesy Of: Gordon Pass Realty Llc
alex@gordonpass.com
The data relating to real estate for sale on this Website comes in part from the Broker Reciprocity Program (BR Program) of these sources: M.L.S. of Naples, Inc., Bonita Springs-Estero Association of REALTORS®, Southwest Florida MLS (Gulf Coast), My Florida Regional MLS DBA Stellar MLS, Sanibel and Captiva Island Association of Realtors®. Properties listed with brokerage firms other than Featured Home Listings are marked with the BR House Icon and detailed information about them includes the name of the Listing Brokers. The properties displayed may not be all the properties available through the BR Program. The data is updated every 4 hours, but can be influenced by delays from various real estate companies entering data in MLS. Some properties that appear for sale on this website may subsequently have sold or may otherwise no longer be available. All properties are subject to price or other changes without notice. For the most current information, please contact us using this form, or click on the "Request Info or Appointment" button on the search results and detailed property pages.
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