Seller's Agent in 2025
Justine Hine
John R. Wood Properties
(239) 784-3298
2 in this area
20 Total Sales
7788 Winding Cypress Dr Naples, FL 34114
Winding Cypress Neighborhood
3
Beds
3
Baths
2,496
Sq Ft
0.27
Acres
Highlights
- Community Cabanas
- View of Trees or Woods
- Lanai
- Fitness Center
- Clubhouse
- Tennis Courts
About This Home
As of September 2025Nestled within an exclusive gated community and surrounded by a serene nature preserve, this elegant 3-bedroom, 3-bathroom home with a spacious den/office is the epitome of refined Florida living. The open, airy floor plan flows seamlessly, with high ceilings and large windows that capture abundant natural light and offer unobstructed views of the lush preserve behind the home. This home has natural gas, generator, upgraded oversized garage, Sentricon system, central vac system, and many more upgrades. Step into the gourmet kitchen, complete with premium appliances, custom cabinetry, and an expansive island that's perfect for entertaining or family gatherings. Each bedroom is generously sized, featuring high-end finishes and ample storage, while the den/office provides an ideal, private space for working from home or additional relaxation. The master suite is a tranquil retreat with a luxurious en-suite bathroom featuring dual vanities, and a walk-in shower. Outdoors, your private paradise awaits, with a sparkling gas heated salt water pool and spa surrounded by a spacious patio, perfect for sunbathing, al fresco dining, or evening cocktails under the stars. The 3-car garage offers plenty of room for vehicles, storage, and hobbies. Living in this community comes with exceptional amenities that rival a luxury resort. Enjoy an on-site restaurant, a spectacular resort-style pool, tennis courts, pickleball, bocce, and a dog park, all thoughtfully designed to elevate your lifestyle. The well-appointed fitness center, internet cafe, and an engaging calendar of year-round social events ensure that there's always something to do. Centrally located between the pristine beaches of Marco Island and Naples, this home places you just moments away from world-class shopping, dining, and entertainment, yet offers a peaceful, nature-filled escape in your own backyard. Don't miss the opportunity to make this luxurious haven yours!
Last Agent to Sell the Property
John R. Wood Properties License #3371893 Listed on: 11/05/2024
Last Buyer's Agent
Of Realtors 08-Naples Area Board
Local Associations
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $6,575
Year Built
- Built in 2019
Lot Details
- 0.27 Acre Lot
- Lot Dimensions are 81x173x70x154
- Cul-De-Sac
- West Facing Home
- City Sprinkler System
HOA Fees
- $521 Monthly HOA Fees
Parking
- 3 Car Attached Garage
- Garage Door Opener
Home Design
- Tile Roof
- Concrete Block And Stucco Construction
Interior Spaces
- 2,496 Sq Ft Home
- 1-Story Property
- Central Vacuum
- Partially Furnished
- Ceiling Fan
- Mechanical Sun Shade
- French Doors
- Combination Dining and Living Room
- Views of Woods
Kitchen
- Breakfast Bar
- Oven
- Microwave
- Dishwasher
- Disposal
Flooring
- Carpet
- Tile
Bedrooms and Bathrooms
- 3 Bedrooms
- 3 Full Bathrooms
- Dual Vanity Sinks in Primary Bathroom
- Private Water Closet
- Shower Only
Laundry
- Laundry in unit
- Dryer
- Washer
Home Security
- Security Gate
- High Impact Windows
- High Impact Door
Pool
- Pool and Spa
- Gas Heated Pool
- Saltwater Pool
- Screen Enclosure
Utilities
- Central Heating and Cooling System
- Power Generator
Additional Features
- Lanai
- In Flood Plain
Listing and Financial Details
- Tax Lot 372
- Assessor Parcel Number 82679019084
Community Details
Overview
- Application Fee Required
- Winding Cypress Community
- Winding Cypress Subdivision
Amenities
- Clubhouse
Recreation
- Tennis Courts
- Pickleball Courts
- Bocce Ball Court
- Fitness Center
- Community Cabanas
- Community Pool
- Community Spa
- Dog Park
Security
- Security Guard
- 24 Hour Access
Ownership History
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Nov 5, 2024
Closed on
Sep 9, 2025
Sold by
James Raymond Shattuck Living Trust and James R Shattuck Living Trust
Bought by
Kontorouhas Emanuel and Kontorouhas Katina
Seller's Agent
Justine Hine
John R. Wood Properties
Buyer's Agent
Of Realtors 08-Naples Area Board
Local Associations
List Price
$1,550,000
Sold Price
$975,000
Premium/Discount to List
-$575,000
-37.1%
Views
78
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
7421.25%
Purchase Details
Closed on
Mar 29, 2019
Sold by
Divosta Homes Lp
Bought by
Shattuck James R
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Home Values in the Area
Average Home Value in this Area
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $975,000 | None Listed On Document | |
| Warranty Deed | $615,855 | Dba Pgp Title |
Source: Public Records
Property History
| Date | Event | Price | Change | Sq Ft Price |
|---|---|---|---|---|
| 09/09/2025 09/09/25 | Sold | $975,000 | -18.4% | $391 / Sq Ft |
| 08/25/2025 08/25/25 | Pending | -- | -- | -- |
| 08/07/2025 08/07/25 | Price Changed | $1,195,000 | -4.4% | $479 / Sq Ft |
| 06/26/2025 06/26/25 | Price Changed | $1,250,000 | -10.4% | $501 / Sq Ft |
| 03/31/2025 03/31/25 | Price Changed | $1,395,000 | -10.0% | $559 / Sq Ft |
| 11/05/2024 11/05/24 | For Sale | $1,550,000 | -- | $621 / Sq Ft |
Source: Marco Island Area Association of REALTORS®
Tax History Compared to Growth
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $6,623 | $1,090,839 | $652,747 | $438,092 |
| 2024 | $6,575 | $487,393 | -- | -- |
| 2023 | $6,575 | $473,197 | $0 | $0 |
| 2022 | $6,117 | $459,415 | $0 | $0 |
| 2021 | $6,157 | $446,034 | $0 | $0 |
| 2020 | $6,048 | $439,876 | $0 | $0 |
| 2019 | $2,695 | $55,593 | $0 | $0 |
| 2018 | $1,782 | $50,539 | $50,539 | $0 |
| 2017 | $1,738 | $46,327 | $46,327 | $0 |
Source: Public Records
Agents Affiliated with this Home
-
Justine Hine
-
O
Buyer's Agent in 2025
Of Realtors 08-Naples Area Board
Local Associations
Map
Source: Marco Island Area Association of REALTORS®
MLS Number: 2242184
APN: 82679019084
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