Residence

1 / 46

7788 Winding Cypress Dr., Naples, FL 34114

$975,000 Sold

Beds
3
Baths
3
Sq Ft
2,496
Built
2019

MLS# 224088928 Listed at $1,195,000 Sold September 9, 2025

Fees & taxes

Annual fees
$6,644
One-time fees
$1,300
Seller’s 2023 taxes
$6,575

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Listing description

Nestled within an exclusive gated community and surrounded by a serene nature preserve, this elegant 3-bedroom, 3-bathroom home with a spacious den/office is the epitome of refined Florida living. The open, airy floor plan flows seamlessly, with high ceilings and large windows that capture abundant natural light and offer unobstructed views of the lush preserve behind the home. This home has natural gas, generator, upgraded oversized garage, Sentricon system, central vac system, and many more upgrades. Step into the gourmet kitchen, complete with premium appliances, custom cabinetry, and an expansive island that's perfect for entertaining or family gatherings. Each bedroom is generously sized, featuring high-end finishes and ample storage, while the den/office provides an ideal, private space for working from home or additional relaxation. The master suite is a tranquil retreat with a luxurious en-suite bathroom featuring dual vanities, and a walk-in shower. Outdoors, your private paradise awaits, with a sparkling gas heated salt water pool and spa surrounded by a spacious patio, perfect for sunbathing, al fresco dining, or evening cocktails under the stars. The 3-car garage offers plenty of room for vehicles, storage, and hobbies. Living in this community comes with exceptional amenities that rival a luxury resort. Enjoy an on-site restaurant, a spectacular resort-style pool, tennis courts, pickleball, bocce, and a dog park, all thoughtfully designed to elevate your lifestyle. The well-appointed fitness center, internet café, and an engaging calendar of year-round social events ensure that there's always something to do. Centrally located between the pristine beaches of Marco Island and Naples, this home places you just moments away from world-class shopping, dining, and entertainment, yet offers a peaceful, nature-filled escape in your own backyard. Don't miss the opportunity to make this luxurious haven yours!

Property details

Building & ownership

Ownership
Single Family
Furnishings
Partially
Building style
Ranch, Single Family
Floor plan
Split Bedrooms
Construction
Concrete Block, Stucco
Roof
Tile
Lot size
0.27 acres
Lot description
Cul-De-Sac

Interior

Features
Foyer, French Doors, Laundry Tub, Pantry, Smoke Detectors
Flooring
Carpet, Tile
Cooling
Ceiling Fan(s), Central Electric
Bedroom details
Split Bedrooms
Additional rooms
Den - Study, Laundry in Residence, Screened Lanai/Porch

Kitchen & dining

Appliances
Gas Cooktop, Dishwasher, Disposal, Double Oven, Dryer, Microwave, Refrigerator/Freezer, Washer
Dining
Breakfast Bar, Dining - Living

Outdoor & view

View
Preserve
Rear exposure
West
Exterior
Screened Lanai/Porch
Storm protection
Impact Resistant Doors, Impact Resistant Windows

Parking

Garage
Yes
Car port
No
Spots
3
Description
Attached

Pool & spa

Private pool
Yes
Private spa
Yes
Community pool
Yes
Pool description
Community, Below Ground, Equipment Stays, Gas Heat, Salt Water, Screen Enclosure
Spa description
Community, Heated Gas, Screened

Waterfront

Waterfront
No
Description
None
Gulf access
No
Canal
None
Boat / dock
None

Community amenities

Amenities
Bike And Jog Path, Bocce Court, Cabana, Clubhouse, Pool, Community Room, Spa/Hot Tub, Dog Park, Fitness Center, Internet Access, Pickleball, Restaurant, Sidewalk, Streetlight, Tennis Court(s), Underground Utility
Elevator
None
Security
Smoke Detector(s), Gated Community

What the fees cover

Maintenance
Irrigation Water, Lawn/Land Maintenance, Manager, Rec Facilities, Security, Street Lights, Street Maintenance

Pets & leasing

Pets allowed
Limits
Number allowed
3
Leases per year
2
Minimum lease
90 days
Restrictions
Deeded, No Commercial, No RV

Additional details

Parcel number
82679019084
Potential short sale
No

Listing last updated September 9, 2025

Listing courtesy of Royal Shell Real Estate, Inc. · 239-261-9101

Destinations & driving times from 7788 Winding Cypress Dr

Every destination named here is described in the Destinations chapter of the 2027 Naples Buyer’s Guide.

Driving times are estimated from this home’s location, using OpenStreetMap road data.

Dining & Shopping near 7788 Winding Cypress Dr., Naples, FL 34114 – #224088928, by driving distance
NameMilesETA
Fifth Avenue South 12.2 mi 27 min
Third Street South 13.3 mi 30 min
Coastland Center 14.3 mi 31 min
Venetian Village 16.4 mi 35 min
Waterside Shops 18.5 mi 35 min
Galleria Shoppes at Vanderbilt 18.7 mi 35 min
Mercato 20.9 mi 39 min
Miromar Outlets 30.6 mi 46 min
Coconut Point 31.3 mi 49 min
Gulf Coast Town Center 35 mi 50 min

Flood zones & evacuation

Two different things, measured by two different agencies. Evacuation zones are about storm surge and who leaves first. Flood zones are FEMA’s insurance rating, and they vary from home to home.

Hurricane evacuation zone

Zone D Collier

Called in the fourth wave, for stronger storms.

Called firstCalled last
FEMA flood zone

Zone AE

1% annual chance, with a set base flood elevation

The lot is inside a Special Flood Hazard Area, where a federally backed mortgage requires flood insurance.

FEMA flood maps and Collier County Emergency Management. A revised Collier County flood map is in preparation and may change these zones.

A starting point, not a determination. Your lender will require its own flood zone determination before closing, and your insurer will normally require an elevation certificate — a surveyor’s measurement of how high the building actually sits — before quoting. Those documents govern; this does not replace either. Zones can also be amended individually through FEMA.

Flood zones, evacuation, and insurance are explained in the Risk, Resilience & Insurance chapter of the 2027 Naples Buyer’s Guide.

Flood zones across Winding Cypress

Jeffrey Waldman

Jeffrey Waldman

REALTOR® and Owner, Naples Abodes

Call (239) 450-3763 Text (239) 450-3763

Florida License SL3295589

“I hit the jackpot with Jeff Waldman.”
Jim Yanci

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