For sale Home

Listed Oct 25, 2026

$990,000 Est. $6,548/mo

7775 Winding Cypress Drive

  • 4

    Beds

  • 3

    Baths

  • 3,206

    Sq ft

The story

  • Pool
  • Waterfront

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.

Facts & features

Home type

Home

Year built

2019

Floors

2

Price per sq ft

$309

Parking

2-car garage

Included features

  • Pool

    Yes

  • Cooling

    Central Air, Ceiling Fans, Electric

  • Heating

    Central, Electric, Gas, Zoned

  • Appliances

    Built In Oven, Double Oven, Dryer, Dishwasher, Gas Cooktop, Disposal, Ice Maker, Microwave, Range, Refrigerator, Refrigerator With Ice Maker, Self Cleaning Oven, Washer

  • Flooring

    Carpet, Tile

  • Roof

    Tile

  • Lot Information

    Cul De Sac, Dead End, Sprinklers Automatic

  • Exterior

    Irrigation Sprinklers, Outdoor Kitchen, Patio, Shutters Electric, Shutters Manual, Water Feature

  • Water Source

    Public

  • Sewer

    Public Sewer

Mortgage calculator

Estimated monthly payment

$6,548 /mo

7% rate · 30-yr fixed · 20% down

  • Principal & interest $5,269
  • Property tax $990
  • Insurance $289

Includes principal, interest, taxes & insurance.

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Listing Broker

William Raveis Real Estate

Broker Name

William Raveis Real Estate

Agent

Theresa Bocka