About This Home

This 4-bedroom, 3-bathroom single family at 7775 Winding Cypress Dr in Naples, FL is listed for $990,000 ($309 per sqft). Built in 2019, the home offers 3,206 sqft of living space on a 0.20 acres lot.

Key Features

  • Built in 2019
  • 0.20 acre lot
  • 2 stories
  • 2 parking spaces
  • Private pool
  • Waterfront

Property Details

2 stories
3 full
2-car garage
2019

Amenities

PoolWaterfrontViewSpaA/C
Listing 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 shutte

rs, 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.

Monthly Cost Estimate

$11,951/mo

20% down · 6.5% · 30 years

Principal$716
Interest$4,290
Insurance$289
HOA$6,656

Estimates only. Actual payments may vary.

Location

7775 Winding Cypress Dr

Naples, FL 34114

WINDING CYPRESS

Features & Amenities

Interior Features

Built-In CabinetsFrench DoorsPantrySmoke DetectorsWired for SoundWalk-In Closet(s)Window Coverings

Exterior Features

Screened Lanai/PorchOutdoor Kitchen

Property Details

Flooring

CarpetTile

Construction

Concrete Block Stucco

Views

Lake

Pool Features

Pool

Outdoor Features

PorchPatio

Parking

Driveway

Heating

ZonedElectric (Heating)Natural GasCentral

Cooling

ElectricCeiling Fan(s)Central Air

Appliances

Gas CooktopDishwasherDisposalDouble OvenDryerMicrowaveRangeRefrigerator/IcemakerSelf Cleaning OvenWall OvenWasher

Questions & Answers

This 4-bedroom, 3-bathroom single family at 7775 Winding Cypress Dr is listed at $990,000 ($309/sqft). The estimated monthly payment is $11,951 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance, HOA fees.

HOA fees are $6656/month.

Key features include: Built in 2019, 0.20 acre lot, 2 stories, 2 parking spaces, Private pool, Waterfront. Interior Features: Built-In Cabinets, French Doors, Pantry. Exterior Features: Screened Lanai/Porch, Outdoor Kitchen.

This property is listed by Theresa Bocka.

TB

Theresa Bocka

Agent at William Raveis Real Estate

Listed by William Raveis Real Estate · Broker phone: (239) 293-6225 · View on Broker Site · Broker website

MLS# 226037594· Source: Naples Area Board of REALTORS· 4 days on PropertySimple

Copyright © 2026 Naples Area Board of REALTORS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

7775 Winding Cypress Dr, Naples, FL 34114

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