- Overview
- Description
- Property Details
- Location
- HOA Management
- Facts & Features
- Getting Around
- Nearby Homes
$1,030,000
Monthly Est:$5,127
4 Beds
- 2 Baths
2 full baths
2,230sqft
7564 Winding Cypress Dr, Naples, FL 34114
$1,030,000
$5,127/moEst:
Get Pre-Approved
Single Family Residence
Built in 2018
$514.33/mo HOA
0.15 acre lot
$462/sq.ft
Description
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.
- Houzeo last checked: 6 hours ago
- Listing updated: October 8, 2026 at 12:55 pm
- Listing Provided by: Alex Ollila (720) 275-0160 DRE #230024248 | Gordon Pass Realty LLC (702) 275-0160
- Source: Florida Gulf Coast MLS, Fort Myers-FL | MLS#: 2026039825

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
1
County
City
Neighborhood
--
Year Built
2018
HOA Fees
$514.33/mo
Finished Area
2,230 sqft
Lot Size
0.15 acre lot
Basement Area
- sqft
MLS Name
Florida Gulf Coast MLS, Fort Myers
MLS Number
2026039825
MLS Status
Active
Days on Market
16
Cumulative Days on Market
17

Continue Your Journey in App
Find your dream home, receive real-time updates, and many more!
Download App
Continue Your Journey in App
Find your dream home, receive real-time updates, and many more!
Location
HOA Management
N/A
HOA Fees
$1,543/ Quarterly
Amenities
Amenities and services may be covered by one or multiple associations and service providers.
Insurance
Park Playground
Pool
Tennis
Spa
Trash Pickup
Water
Internet
Club House
Maintenance
Gym
Sewer
Road Maintenance
Security Guard
Library
Restaurant
Walk path
Sports Court
LegalAccounting
PestControl
ReserveFund
AssociationManagement
StreetLights
RecreationFacilities
Cabana
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 4
Bathrooms: 2
Interior
Sewer
Public Sewer
Exterior Features
Outdoor Grill, Patio, Shutters Electric, Gas Grill
Interior Features
Built In Features, Bedroom On Main Level, Dual Sinks, Family Dining Room, Kitchen Island, Living Dining Room, Main Level Primary, Pantry, Sitting Area In Primary, Shower Only, Separate Shower, Walk In Pantry, Bar, Walk In Closets, Window Treatments, High Speed Internet, Split Bedrooms
Flooring
Tile
Window Features
Impact Glass, Window Coverings
Heating
Central, Electric
Cooling
Central Air, Ceiling Fans, Electric
Appliances
Dryer, Dishwasher, Freezer, Gas Cooktop, Disposal, Ice Maker, Microwave, Refrigerator, Refrigerator With Ice Maker, Wine Cooler, Washer
Construction
Year Built
Year Built: 2018
Home type
Single Family Residence
Roof
Tile
Architectural Style
Ranch, One Story
Construction Materials
Block, Concrete, Stucco
Property Condition
Resale
Utilities & Energy
Pool Features
Concrete, In Ground, Pool Equipment, Community
Security Features
Security System, Smoke Detectors
Parking Features
Attached, Deeded, Driveway, Garage, Paved, Two Spaces, On Street, Garage Door Opener
Laundry Features
Inside
Association Amenities
Bocce Court, Cabana, Clubhouse, Dog Park, Fitness Center, Library, Pickleball, Park, Pool, Restaurant, Spa Hot Tub, Sidewalks, Tennis Courts
Water Source
Public
Utilities
Cable Available, High Speed Internet Available, Underground Utilities
Other Features
Community Features
Gated, Tennis Courts, Street Lights
Patio And Porch Features
Lanai, Patio, Porch, Screened
Lot Features
Rectangular Lot
Subdivision Name
Winding Cypress
Price History
| Date | Event | Price |
|---|---|---|
09/21/2026 Source: | Price Decreased | $1,030,000 -2.83% $462/sqft |
09/21/2026 Source: | Listed for Sale | $1,060,000 $475/sqft |
Nearby Homes
Find Homes by Property Features in Naples, FL
Nearby New Homes For Sale
Based on information from the Florida Gulf Coast Multiple Listing Service, Inc. through Oct 08, 2026, 11:00AM. IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Some IDX listings have been excluded from this website. © 2026 Florida Gulf Coast Multiple Listing Service - All Rights Reserved.
Advertising Broker: Moe Mossa (Savvy Avenue) | Savvy Avenue, LLC