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7564 Winding Cypress DR photos

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7564 Winding Cypress DR, NAPLES

Single Family Residence

Active

$1,060,000

4

Beds

2

Baths

2,230

Sqft

Est. $6,142/mo · Get pre-qualified

Home Type: Single Family ResidenceYear Built: 2018Sqft: 2,230Price/Sqft: $475Lot Size: 0.155 acresHOA: $1,543 / quarterly

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.

6 days on market · Listing updated September 22, 2026

Location

Facts & Features

Interior Features:
Split Bedrooms, Great Room, Guest Bath, Guest Room, Bar, Built-In Cabinets, Pantry, Walk-In Closet(s)
Appliances:
Gas Cooktop, Dishwasher, Disposal, Dryer, Freezer, Washer, Wine Cooler, Microwave, Refrigerator, Refrigerator/Freezer, Refrigerator/Icemaker
Flooring:
Tile
Laundry:
Inside
Primary Bedroom:
Master BR Sitting Area
Primary Bathroom:
Dual Sinks, Shower Only
Kitchen:
Kitchen Island, Walk-In Pantry
Dining Room:
Dining - Family, Dining - Living
Entry Level:
0
Heating:
Central Electric
Cooling:
Ceiling Fan(s), Central Electric
Gas:
Natural
Utilities:
Underground Utilities, Natural Gas Connected, Cable Available
Sewer:
Central
Water Source:
Central
Security:
Smoke Detector(s), Security System, Smoke Detectors
Exterior Features:
Gas Grill
Construction:
Concrete Block, Stucco
Roof:
Tile
Patio / Porch:
Screened Lanai/Porch, Patio
View:
Lake
Waterfront:
Lake Front
Direction Faces:
Southeast
Lot Features:
Regular
Irrigation:
Assessment Paid
Road Surface:
Paved
Road Frontage:
Private Road
Parking:
2+ Spaces, Deeded, Driveway Paved, Paved, On Street, Garage Door Opener, Attached
Garage Spaces:
2
Pool:
Community Lap Pool, In Ground, Concrete, Equipment Stays
Spa:
In Ground, Concrete, Equipment Stays
Windows:
Impact Resistant, Impact Resistant Windows, Shutters Electric, Window Coverings
Community Features:
Bocce Court, Cabana, Clubhouse, Park, Pool, Community Room, Pickleball, Restaurant, Sidewalks, Street Lights, Tennis Court(s), Dog Park, Fitness Center Attended, Internet Access, Library, Gated, Tennis
Subdivision:
WINDING CYPRESS
Annual Taxes:
$7,263
Pets Allowed:
Number Limit
Furnished:
Negotiable
Possession:
Close Of Escrow
Listing Terms:
Buyer Finance/Cash

Price History

DateEventPrice
Sep 21, 2026Original list price$1,060,000

Reflects listing data on file, not a complete transaction history.

Listed by Alex Ollila, Gordon Pass Realty LLC

$1,060,000

7564 Winding Cypress DR, NAPLES

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$6,142

est. monthly payment

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The data relating to real estate for sale displayed on this Website comes in part from the Multiple Listing Service of the Bonita Springs-Estero Association of REALTORS®, Inc., under License No. BK3468074. Properties displayed on this Website include properties listed with brokerage firms other than Sands Real Estate & Property Management. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Bonita Springs-Estero Association of REALTORS® Multiple Listing Service, or contained in the database compilation of the Bonita Springs-Estero Association of REALTORS® Multiple Listing Service.