NOT LISTED FOR SALE

Estimated Value: $666,000 - $739,000

3 Beds
2 Baths
2,198 Sq Ft
$324/Sq Ft Est. Value

Sale Details

Date Sold: August 19, 2025

Last sale price $674,000 $307 Per Sq Ft

Est. 6% increase in value since last sale

Current estimated payment $4,793 / mo

65 Days on Market

Highlights

  • Lake Front
  • Lap Pool
  • Outdoor Kitchen
  • Gated with Attendant
  • Clubhouse
  • Screened Porch

About This Home

As of August 2025

Welcome to this beautifully appointed 3-bedroom, 2-bathroom + den home in the vibrant and sought-after community of Winding Cypress in Naples. Perfectly positioned on a prime lakefront lot, this residence offers serene, long water views that extend to the untouched beauty of the preserve beyond. Thoughtfully designed for both comfort and style, this home features tall interior doorways, an extended screened-in lanai, a fully equipped outdoor kitchen—ideal for entertaining or enjoying peaceful evenings overlooking the lake, and Enjoy the convenience of an extended garage — perfect for extra storage, a workshop space, or oversized vehicles.. Storm shutters provide added security and peace of mind, while the open and versatile layout includes a den perfect for a home office or flex space. The well-appointed kitchen boasts a gas range, catering to culinary enthusiasts, and a natural gas whole-home generator ensures uninterrupted comfort during any weather event. Additional conveniences include an HOA that covers landscaping and irrigation water, allowing for low-maintenance living. Winding Cypress is a gated, resort-style community offering an exceptional array of amenities. Residents enjoy a luxurious clubhouse, a tropical pool with waterfall features, a soothing spa, and a state-of-the-art fitness center. Recreational and social opportunities abound with pickleball, tennis, bocce, and a full calendar of community events. The Shady Palm Cafe serves delicious food and drinks poolside, while a scenic boardwalk winds through the community’s pristine natural surroundings. A spacious, secure dog park makes this neighborhood perfect for pet lovers as well. Conveniently located just off US-41, Winding Cypress offers easy access to world-class dining, shopping, entertainment, and the white-sand beaches that define Naples living. Experience the perfect blend of privacy, luxury, and vibrant community life in this exceptional home.

Last Agent to Sell the Property

Drayton Herold

KW Elevate Luxury Listed on: 05/29/2025

KW Elevate Luxury

Co-Listed By

Timothy Logiovino

Keller Williams Elevate Luxury

Last Buyer's Agent

Maurice Cossairt

Edgewater Realty & Homes LLC

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $4,969

Year Built

  • Built in 2016

Lot Details

  • 6,970 Sq Ft Lot
  • Lot Dimensions are 50 x 135
  • Lake Front
  • Northeast Facing Home
  • Gated Home
  • Paved or Partially Paved Lot
  • Sprinkler System

HOA Fees

  • $520 Monthly HOA Fees

Parking

  • 2 Car Attached Garage
  • Automatic Garage Door Opener

Property Views

  • Lake Views
  • Views of Preserve

Home Design

  • Entry on the 1st floor
  • Concrete Block With Brick
  • Stucco
  • Tile

Interior Spaces

  • 2,198 Sq Ft Home
  • 1-Story Property
  • Tray Ceiling
  • Ceiling Fan
  • Shutters
  • Single Hung Windows
  • Sliding Windows
  • Entrance Foyer
  • Family Room
  • Combination Dining and Living Room
  • Den
  • Screened Porch

Kitchen

  • Breakfast Bar
  • Gas Cooktop
  • Microwave
  • Dishwasher
  • Kitchen Island
  • Disposal

Flooring

  • Carpet
  • Tile

Bedrooms and Bathrooms

  • 3 Bedrooms
  • Split Bedroom Floorplan
  • 2 Full Bathrooms
  • Dual Sinks
  • Shower Only

Laundry

  • Laundry Room
  • Dryer
  • Washer

Pool

  • Lap Pool
  • Room in yard for a pool

Outdoor Features

  • Rip-Rap
  • Outdoor Kitchen
  • Outdoor Gas Grill

Utilities

  • Central Heating and Cooling System
  • Underground Utilities
  • Power Generator
  • Internet Available
  • Cable TV Available

Listing and Financial Details

  • Assessor Parcel Number 82679009722

Community Details

Overview

  • $1,050 Secondary HOA Transfer Fee
  • Winding Cypress Community
  • Mandatory home owners association

Amenities

  • Restaurant
  • Clubhouse
  • Meeting Room

Recreation

  • Tennis Courts
  • Pickleball Courts
  • Bocce Ball Court
  • Exercise Course
  • Community Pool or Spa Combo
  • Dog Park
  • Bike Trail

Security

  • Gated with Attendant

Home Details

Home Type

Single Family

Est. Annual Taxes

$4,969

Year Built

Built in 2016

Lot Details

6,970 Sq Ft Lot

HOA Fees

$520 per month

Parking

2

Listing Details

  • Legal Description: WINDING CYPRESS PHASE 2 LOT 46
  • Property Type: Residential
  • Table: Residential
  • Building Design: Single Family
  • Building Description: 1 Story/Ranch
  • Storm Protection: Shutters
  • Year Built: 2016
  • Directions: From Collier Blvd turn into Winding Cypress subdivision (Winding Cypress Blvd). Turn left onto Winding Cypress Dr. Follow as the road curves around; the home will be on your left, after you pass Blackberry Dr.
  • Special Features: None
  • Property Sub Type: Detached
  • Stories: 1

Interior Features

  • Furnished Description: Unfurnished
  • Num Unit Floor: 1
  • Price Per Sq Ft: 306.64
  • Total Floors: 1
  • Additional Rooms: Den/Study, Family Room, Laundry in Residence, Other, Screened Lanai/Porch
  • Estimated Living Area: 2198
  • Full Bathrooms: 2
  • Total Bathrooms: 2.00
  • Bedrooms: 3+Den
  • Total Bedrooms: 3
  • Dining Room: Breakfast Bar, Living Dining
  • Equipment: Auto Garage Door, Cooktop - Gas, Dishwasher, Disposal, Dryer, Generator, Gas Grill, Microwave, Range, Refrigerator/Freezer, Washer
  • Flooring: Carpet, Tile
  • Floor Plan: Split Bedrooms
  • Interior Amenities: Foyer, Internet Available, Pantry, Tray Ceiling, Window Coverings
  • Kitchen: Island
  • Primary Bathroom: Dual Sinks, Shower Only
  • Windows: Single Hung, Sliding

Exterior Features

  • Gulf Access: No
  • Private Pool: No
  • Private Spa: No
  • Roof: Tile
  • Construction: Concrete Block
  • Irrigation: Reclaimed
  • Road: Paved Road, Private Road
  • View: Lake, Preserve
  • Exterior Features: Outdoor Kitchen, Room for Pool, Sprinkler Auto
  • Exterior Finish: Stucco
  • Waterfront Type: Lake, Rip Rap

Garage/Parking

  • Garage Description: Attached
  • Garage Spaces: 2
  • Parking: Driveway Paved

Utilities

  • Cable Available: Yes
  • Cooling: Ceiling Fans, Central Electric
  • Heat: Central Electric
  • Security: Gated, Guard At Gate
  • Sewer: Central
  • Water: Central
  • Gas Description: Natural

Condo/Co-op/Association

  • Approval: Application Fee
  • Management: Professional
  • Mandatory HOA: Yes
  • Restrictions: Architectural, No Commercial, No RV
  • Sub Condo Name: WINDING CYPRESS
  • HOA Fees: 1558.89
  • HOA Fee Frequency: Quarterly
  • Maintenance: Irrigation Water, Lawn/Land Maintenance, Legal/Accounting, Manager, Recreational Facilities, Security, Street Lights
  • Development Name: WINDING CYPRESS

Association/Amenities

  • Pets: Limits
  • Pets Limit Max Number: 3
  • Development: Winding Cypress
  • Amenities: Bike And Jog Path, Bocce Court, Clubhouse, Community Pool, Community Room, Community Spa/Hot tub, Dog Park, Exercise Room, Lap Pool, Pickleball, Restaurant, Sidewalk, Streetlight, Tennis Court, Underground Utility
  • Community Type: Gated
  • Units In Building: 1
  • Total Number of Units: 766

Fee Information

  • Transfer Fees: 1050.00
  • Application Fee: 250.00

Lot Info

  • Builder Product: No
  • Section: 35
  • Total Area: 3006
  • Waterfront: Yes
  • Acres: 0.1600
  • Rear Exposure: Northeast
  • Lot Description: Regular
  • Lot Dimensions: 50 X 135
  • Parcel Number: 82679009722

Rental Info

  • Lease Limits: Yes
  • Leases Per Year: 3
  • Min Days Of Lease: 30

Tax Info

  • Tax Description: County Only, Homestead
  • Tax District Type: Community Development District
  • Taxes: 4968.64
  • Tax Year: 2024

Matterport 3D Tour

Floorplan

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
May 29, 2025
Closed on
Aug 19, 2025
Sold by
Wilson Susan
Bought by
Oglesby Shannon
Seller's Agent
Drayton Herold
KW Elevate Luxury
Buyer's Agent
Maurice Cossairt
Edgewater Realty & Homes LLC
List Price
$799,000
Sold Price
$674,000
Premium/Discount to List
-$125,000
-15.64%
Views
184
Current Estimated Value
$713,049

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$39,049
Avg. Annual Appreciation
7.59%

Purchase Details

Closed on
Oct 23, 2023
Sold by
Wilson Susan
Bought by
Wilson Susan and Wilson Amanda Lynn

Purchase Details

Closed on
Nov 23, 2016
Sold by
Divosta Homes Lp
Bought by
Schmitz William M and Wilson Susan
Source: Public Records
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Buyer Sale Price Title Company
Oglesby Shannon $674,000 Tiago Title
Wilson Susan -- None Listed On Document
Schmitz William M $472,250 Pgp Title Of Florida Inc
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
08/19/2025 08/19/25 Sold $674,000 -12.9% $307 / Sq Ft
08/02/2025 08/02/25 Pending -- -- --
07/07/2025 07/07/25 Price Changed $774,000 -3.1% $352 / Sq Ft
05/29/2025 05/29/25 For Sale $799,000 -- $364 / Sq Ft
Source: Naples Area Board of REALTORS®

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 $4,969 $348,465 -- --
2024 $4,980 $338,644 -- --
2023 $4,980 $328,781 -- --
2022 $4,480 $319,205 $0 $0
2021 $4,502 $309,908 $0 $0
2020 $4,424 $305,629 $0 $0
2019 $4,364 $298,758 $0 $0
2018 $4,208 $293,187 $0 $0
2017 $4,157 $287,157 $0 $0
2016 $1,403 $26,000 $0 $0
Source: Public Records

Agents Affiliated with this Home

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Map

Source: Naples Area Board of REALTORS®

MLS Number: 225050266

Naples Area Board of REALTORS®

APN: 82679009722

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