Open House LogoIn-Person: 11/15 1:00 PM - 4:00 PM
$990,000
 $5,315 est/mo Sourced by Back At You

7775 Winding Cypress Dr,NAPLES, FL 34114

NAPLES, FL 34114

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Description

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.

Details

MLS #226037594
Listing TypeFor Sale
StyleHouse
HOA Dues$6,656
Sub-TypeResale
StatusActive
Year2019
Days On Site18
Listing Provided ByWilliam Raveis Real Estate | Theresa Bocka

Features

Bed(s)4
Bath(s) 3 Total
SQ Feet3,206
Garage2
PoolYes
Story(s)2
Units1
Acreage0.20
Water FrontYes
Property ViewYes

Interior

Rooms Total0
Cooling Yes / NoYes
CoolingCeiling Fan(s), Central Electric
Heating Yes / NoYes
HeatingCentral Electric, Natural Gas, Zoned
Interior FeaturesBuilt-In Cabinets, French Doors, Pantry, Smoke Detectors, Wired for Sound, Walk-In Closet(s), Window Coverings
Window FeaturesWindow Coverings
FurnishedUnfurnished
AppliancesGas Cooktop, Dishwasher, Disposal, Double Oven, Dryer, Microwave, Range, Refrigerator/Icemaker, Self Cleaning Oven, Wall Oven, Washer
Fireplace Yes / NoNo
Laundry FeaturesLaundry in Residence
Room Dining Room FeaturesBreakfast Bar, Dining - Family, Eat-in Kitchen

Exterior

Exterior FeaturesScreened Lanai/Porch, Outdoor Kitchen
RoofTile
Security FeaturesSmoke Detector(s), Gated Community
Construction MaterialsConcrete Block, Stucco
Foundation DetailsConcrete Block
Lot FeaturesAcross From Waterfront, Cul-De-Sac
Patio And Porch FeaturesPatio

Parking

Garage Yes / NoYes
Attached Garage Yes / NoYes
Parking FeaturesDriveway Paved, Attached

Utilities

GasNatural

Location

Community FeaturesClubhouse, Pool, Dog Park, Fitness Center, Restaurant, Sidewalks, Street Lights, Tennis Court(s), Gated

Taxes

Tax Annual Amount8560.16
Tax Legal DescriptionWINDING CYPRESS PHASE 2 REPLAT LOT 409
Tax Year2025

Area Information

StateFL
CountyCollier
CityNAPLES
Zip Code34114
AreaWINDING CYPRESS
Community NameWINDING CYPRESS
Listing VS Median (in WINDING CYPRESS)
Price:
$990,000
low | high
Med:
$935,000
55.555555555556% of Average
sqft:
3,206
low | high
Med:
2,668
66.781035558328% of Average
$ / sqft:
$309
low | high
Med:
$357
34.48057651615% of Average
On site:
18
low | high
Med:
39
46.153846153846% of Average
Sourced by Back At You

Market Activity 34114

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Learn More About This Property

Open House
In-Person
11/15 1:00 PM - 4:00 PM
StateFL
CountyCollier
CityNAPLES
Zip Code34114
AreaWINDING CYPRESS
Community NameWINDING CYPRESS
Listing VS Median (in WINDING CYPRESS)
Price:
$990,000
low | high
Med:
$935,000
55.555555555556% of Average
sqft:
3,206
low | high
Med:
2,668
66.781035558328% of Average
$ / sqft:
$309
low | high
Med:
$357
34.48057651615% of Average
On site:
18
low | high
Med:
39
46.153846153846% of Average
Sourced by Back At You
Nearby Listings (Within 1/4 mile)
Price: $742K - $1.237M
sqft: 2,000 - 4,000
Nearby Listings Property ImageNearby Listings Details
7700 Winding Cypress DR Property Photo 1
$1,125,000
7700 Winding Cypress Dr
Naples, FL 34114
Listing Updated: November 9, 2026 at 7:36:48 AM PST