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$990,000
3 Days On Site

7775 Winding Cypress DR
NAPLES, FL 34114

For Sale|Single Family Residence|Active
4
Beds
3
Total Baths
3
Full Baths
3,206
SqFt
$309
/SqFt
2019
Built
Subdivision:
WINDING CYPRESS
County:
Collier
Call Now: 239.287.2576
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239.287.2576
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Sun, Nov 1, 1:00 PM - 4:00 PM
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Thank you for taking a look at the best value in sought after Winding Cypress! This pristine, 2-Story Summerwood Model, is loaded with options and is located on one of the nicest, private, and quiet lots in the entire community. This amazing home is perfectly situated on a lake's edge with a preserve backdrop. It's on a cul-de-sac with no thru traffic, and miles off of major roadways so it's incredibly quiet, private, with no road noise. If you are looking for a luxurious and functional space to entertain guests, or have them spend some overnights visiting, this is the property for you. Pride of original ownership is clear. With over 3200 square feet there's incredible room to entertain while also providing privacy for visitors. This home boasts 4 bedrooms, 3 full baths, and a large office or flex room that can be used as the new owner desires. The upstairs area is expansive with a huge gathering space that can be used as a theater room, craft area, media room, or office. The upstairs has it's own large bedroom and full bathroom. The 2nd floor also has it's own zoned climate control with a dedicated additional HVAC unit. The upgrades and amenities that this property offers are impressive. These features include: an upgraded kitchen package that adds optional cabinets, quartz counters & premium appliances, plank tile flooring, an incredible extended great room gathering space, built-in saltwater pool w/integral spa, a whole house generator, easy-use accordion shutters, hurricane rated electric shades enclosing the lanai, an outdoor summer kitchen, surround sound ceiling speakers, an upgraded, private owner's suite, built-in closet organizers, convenient interior plantation shutters, and a deep 2 car garage with epoxy flooring and a must have 2nd refrigerator. Winding Cypress is an amenity rich, natural gas community and a hidden gem of Naples. Meet friends and neighbors at the resident's only, full-service restaurant and bar that's conveniently located at the edge of the incredible resort pool. Play pickleball, tennis, or bocce on the premium lighted courts. Take advantage of the world-class fitness center. Enjoy the nature trail boardwalk, dog parks, and community garden. Participate in any of the huge selection of activities that the community and HOA offers. Speaking of the HOA, you will not find a better value for cost anywhere in Naples. It's not even close. The HOA General Manager, Assistant Manager, Activities Director, and Support Staff are all full-time and on site to better assist the residents. Winding Cypress is conveniently located just 10 minutes to the beaches and entertainment on Marco Island, 15 minutes to all that downtown Olde Naples has to offer, 10 minutes to I75, and just 35 minutes to RSW Airport.

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Listing Snapshot
Price 
$990,000
Days On Site 
3 Days
Bedrooms 
4
Inside Area (SqFt) 
3,206 sqft
Total Baths 
3
Full Baths 
3
Partial Baths 
N/A
Lot Size 
0.2 Acres
Year Built 
2019
MLS Number 
226037594
Status 
Active
Property Tax 
$8,560.16
HOA/Condo/Coop Fees 
$514.48 monthly
Sq Ft Source 
N/A
Friends & Family
Recent Activity
yesterdayListing updated with changes from the MLS
3 days agoStatus changed to Active
3 days agoListing first seen on site
General Features
Acres 
0.2
Attached Garage 
Yes
Garage 
Yes
Garage Spaces 
2
Number Of Stories 
2
Parking 
Garage Door OpenerPavedAttached
Parking Spaces 
2
Property Sub Type 
Single Family Residence
Security 
Smoke Detector(s)Gated Community
SqFt Total 
3206
Style 
Two StorySingle Family
Utilities 
Natural Gas Available
Interior Features
Appliances 
OvenGas CooktopCooktopDishwasherDisposalDouble OvenDryerMicrowaveRangeRefrigeratorWasherSelf Cleaning Oven
Cooling 
Ceiling Fan(s)
Flooring 
CarpetTile
Furnished 
Unfurnished
Heating 
CentralElectricNatural GasZoned
Interior 
Breakfast BarEat-in KitchenPantryWired for SoundWalk-In Closet(s)
Spa 
Yes
Window Features 
Window Coverings
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Exterior Features
Construction Details 
BlockStucco
Exterior 
Tennis Court(s)Outdoor Kitchen
Frontage 
Lakefront
Gulf Access 
No
Lot Features 
WaterfrontCul-De-Sac
Other Structures 
Tennis Court(s)Outdoor Kitchen
Patio And Porch 
ScreenedPatio
Pool Features 
HeatedCommunityGas HeatSalt WaterPrivate
Private Pool 
Yes
Roof 
Tile
Spa 
Yes
Spa Features 
Community
View 
Lake
Waterfront 
Yes
Waterfront Features 
Lake FrontWaterfront AccessLake
Waterview 
Lake
Windows/Doors 
Window Coverings
Community Features
Association Amenities 
ClubhousePoolDog ParkFitness CenterTennis Court(s)
Association Fee 
$1543.44
Association Fee Frequency 
Quarterly
Community Features 
GatedPoolClubhouseFitness CenterRestaurantSidewalksStreet LightsTennis Court(s)
MLS Area 
WINDING CYPRESS
Roads 
Paved
Listing courtesy of William Raveis Real Estate

The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS organizations. Copyright © 2026Southwest Florida MLS organizations. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it. The data relating to real estate for sale on this limited electronic display come in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than are marked with the BR Program Icon or 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 accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it. Some properties that appear for sale on this website may no longer be available. For the most current information, contact .

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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