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$899,900

7544 Winding Cypress Dr Naples, FL 34114

3 beds
3 full
2,532 sqft
0.2 acres
$355 / sqft
House

Property details

About 7544 Winding Cypress Dr

Welcome to a beautiful Pinnacle Model in the desirable, amenity rich community of Winding Cypress. This waterfront home is offered at an incredible value. Original owner care is apparent throughout. Builder and owner upgrades include; chef's kitchen with upgraded appliances, sink & faucet, soft close pull out cabinets including under-side lighting, custom quartz countertops, custom plank tile flooring, hurricane impact windows, slider, and entry door, upgraded & expansive lanai outdoor living area with Storm Smart Kevlar screen enclosure & ready for you to design your own outdoor kitchen, upgraded bathrooms with custom showers, faucets & fixtures, custom lighting & window treatments, 3 car garage with epoxy floor with additional refrigerator included. Winding Cypress is a guard gated natural gas community full of popular amenities including; a resident's only restaurant, amazing resort pool & spa, pickleball, tennis, & bocce courts, incredible fitness center loaded with all the training features including men's and women's locker rooms, a beautiful community center with conference rooms, a prep kitchen, library, lounge with fireplace, a dog park, nature trail boardwalk, and a community garden. The community is perfectly located just 10 minutes to the beaches and entertainment of Marco Island, and 15 minutes to the shoppes and restaurants of the renowned 5th Avenue in downtown Olde Naples. This home is perfect to start enjoying the lifestyle living of Winding Cypress!

Highlights

Home typeSingle Family Residence
HeatingCentral, Electric
StatusSale Pending
(Pending)
CoolingCentral Air, Ceiling Fan(s), Electric
Size2,532 sqft
Lot size0.21 Acres
Year built2018
ParkingAttached, Driveway, Garage, Paved, Garage Door Opener
MLS #224083667
Attached garage3 spaces
WaterfrontLake Front
ViewLake

Summary

  • Full Bathrooms: 3
  • Appliances: Oven, Double Oven, Dryer, Dishwasher, Freezer, Gas Cooktop, Disposal, Ice Maker, Microwave, Refrigerator, Self Cleaning Oven, Washer
  • Flooring Type: Carpet, Tile
  • Interior: Breakfast Bar, Built-in Features, Bedroom on Main Level, Breakfast Area, Tray Ceiling(s), Dual Sinks, Eat-in Kitchen, French Door(s)/Atrium Door(s), Kitchen Island, Living/Dining Room, Main Level Primary, Pantry, Sitting Area in Primary, Shower Only, Separate Shower, Cable TV, Walk-In Pantry, Walk-In Closet(s), Window Treatments, High Speed Internet, Home Office
  • Total Bedroom Count: 3
  • Garage Space: 3 spaces
  • Attached Garage: Yes
  • Private Pool: No
  • Parking: Attached, Driveway, Garage, Paved, Garage Door Opener
  • Waterfront: Lake Front
  • View: Lake
  • Exterior: Security/High Impact Doors, Sprinkler/Irrigation, Outdoor Grill, Room For Pool, Shutters Electric, Gas Grill
  • Architectural Style: Ranch, One Story
  • Heating: Central, Electric
  • Cooling: Central Air, Ceiling Fan(s), Electric
  • List Price: $899,900
  • Price/SqFt: $355
  • HOA Amount: $0 Quarterly
  • Annual Tax Amount: $5,843
  • Tax Year: 2023
  • Lot: Oversized Lot, Sprinklers
  • Directions: Enter Winding Cypress via the Main Gate off of Collier Blvd. Must show ID. Continue into the community to the stop sign and turn Left, follow Winding Cypress Dr, property will be on the Right. The Gate off of Tamiami Trail East is for residents only.
  • Year Built: 2018
  • Stories: 1
  • Living Area: 2,532 SqFt
  • Lot Size: 0.21 Acres
  • MLS Number: 224083667
  • MLS Name: FGC
  • Office Name: William Raveis Real Estate
  • Office Phone: (239) 231-3380
  • Office Email: Seagate@raveis.com
  • Listing Agent: Theresa Bocka

IDX The data relating to real estate for sale on this website comes in part from the Southwest Florida Multiple Listing Service. The information being provided is for consumers` personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information has not been verified, is not guaranteed, and is subject to change. Real estate listings held by other brokerage firms other are marked with the IDX logo and detailed information about them includes the name of the listing brokers.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 7/31/2025, 4:45:27 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

Price information

Property sales

DateEventPrice
Aug 29, 2018
Home Sold
$604,605

Tax history

YearAssessmentProperty Tax
2023$402,256$5,843
2022$390,540$5,367
2021$379,165$5,367
2020$373,930$5,399
2018$36,147$1,625
2017$32,861$1,584

History based on county public records data.

Nearby schools

7

Manatee Elementary School

Public District PK-5

1.3 mi

1880 Manatee Rd

6

Parkside Elementary School

Public District PK-5

3.1 mi

5322 Texas Ave

6

Lely Elementary School

Public District PK-5

3.1 mi

8125 Lely Cultural Pkwy

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $63,446. The most common annual income of people living in Naples, FL is between $35k-100k. Residents typically live in married, no kids family. Residents of this area typically have high school diploma education.

How much money do the neighbors make?

21%
<35k
58%
35k-100k
18%
100k-200k
3%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree
Doctorate

What types of families live nearby?

36%
Single, No Kids
7%
Single, with Kids
46%
Married, No Kids
11%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

10%
<11 yrs old
4%
12-17 yrs old
17%
18-34 yrs old
40%
35-64 yrs old
29%
65+ yrs old

What do the neighbors do for fun?

  • NASCARNASCAR
  • HuntingHunting
  • Figure SkatingFigure Skating

Where do the neighbors shop?

  • Bass Pro ShopsBass Pro Shops
  • Academy Sports & OutdoorsAcademy Sports & Outdoors
  • Wal-MartWal-Mart

Where do the neighbors go to eat?

  • Hardee'sHardee's
  • Jimmy JohnsJimmy Johns
  • ApplebeesApplebees

What do the neighbors drive?

  • GMCGMC
  • ChevroletChevrolet
  • RamRam

What do the neighbors listen to?

  • Classic CountryClassic Country
  • New CountryNew Country
  • OldiesOldies
All data provided by Home Junction and Claritas

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Frequently asked questions

Living in Naples, FL

Naples provides a range of transportation options, including local bus services with established routes and schedules. The city's layout and infrastructure support a comfortable driving experience, with well-maintained roads and easy access to major highways. While Naples is known for its walkable downtown area, the city also has areas that are more car-dependent. Ride-sharing services are readily available, offering an alternative mode of transportation for residents and visitors alike.

The city is served by a number of educational institutions, including public and private schools that cater to a range of educational needs. Healthcare is well-represented with several hospitals and clinics offering a variety of services from emergency care to specialized treatments. Naples also boasts a rich assortment of retail and dining options, with an emphasis on luxury shopping and gourmet cuisine that mirrors the city's affluent culture.

Naples is celebrated for its upscale ambiance and relaxed coastal living. The community prides itself on its pristine beaches, world-class golf courses, and vibrant arts scene. Annual events such as the Naples Winter Wine Festival and the Mercato Wine & Food Festival highlight the city's appreciation for fine living and culinary excellence.

Naples offers a diverse array of housing options, with a significant emphasis on single-family homes that make up a large portion of the market. These homes often feature Mediterranean and coastal architectural styles, reflecting the city's seaside heritage. Luxury condominiums and villas are also prevalent, providing alternatives for those seeking a maintenance-free lifestyle. The housing market here is dynamic, with a mix of both historic homes and newer developments.

About 7544 Winding Cypress Dr

The listing price of 7544 Winding Cypress Dr property is $899,900.

The property 7544 Winding Cypress Dr is a house located in Naples, Florida, 34114.

Sale Pending: 7544 Winding Cypress Dr is Sale Pending (Pending), which means that the seller has accepted an offer but the sale is not finalized.

The nearby schools for 7544 Winding Cypress Dr are: Manatee Elementary School (GreatSchools Rating 7/10), Parkside Elementary School (GreatSchools Rating 6/10), Lely Elementary School (GreatSchools Rating 6/10), Manatee Middle School (GreatSchools Rating 6/10), East Naples Middle School (GreatSchools Rating 7/10), New Beginnings - Naples (GreatSchools Rating 5/10), Lely High School (GreatSchools Rating 5/10), Golden Gate High School (GreatSchools Rating 6/10), Beacon High School (GreatSchools Rating 2/10).

According to the records, the last property tax for 2023 is $5,843 (source: MLS/based on county public records data).

The last sale was on August 29, 2018 for $604,605 (source: MLS/tax record).

The property at 7544 Winding Cypress Dr has 3 bedrooms and 3 bathrooms.

The property 7544 Winding Cypress Dr is 2,532 SqFt (source: MLS/tax record).

The year of construction for 7544 Winding Cypress Dr is 2018.

This home is located at 7544 Winding Cypress Dr in Naples, FL and zip code 34114. This 2,532 square foot home, which was built in 2018, sits on a 0.21 acre lot. Features: 3 bedrooms, 3 bathrooms. It has been listed on Rocket Homes since November 5, 2024 and is currently priced at $899,900.

Over 24 listings were sold over their listed price in June 2025 in Naples, FL. In the same period over 580 listings were sold below the listed price and 47 listings were sold for the listed price. The inventory of homes for sale in Naples, FL between May and June 2025 decreased by 2.4%. Listings spent 99 days on the market in June 2025, and had a median list price of $627,689 during the same period.

From Rocket Homes Real Estate and based on county public records data.

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