$599,999

Estimated payment $3,946/month

Total Views 757
2 Beds
2 Baths
1,554 Sq Ft
$386 Price per Sq Ft

Highlights

  • Lake Front
  • Gated Community
  • Great Room
  • Fitness Center
  • Clubhouse
  • Screened Porch

About This Home

Welcome to effortless luxury in this meticulously maintained villa—your personal slice of paradise in one of Naples' most sought-after communities, Winding Cypress. This inviting 2-bedroom + den, 2-bath home delivers exceptional comfort and flexibility. Each bedroom features generous walk-in closets, while the guest suite offers true privacy thanks to a hallway pocket door that transforms it into a secluded en-suite retreat. Both bathrooms showcase floor-to-ceiling porcelain tile, frameless glass shower doors, and spa-like sophistication. The master bath elevates mornings with a dramatic full-wall custom mirror and elegant drop-down designer lighting. The versatile den, enclosed by beautiful glass panel doors, adapts seamlessly as a home office or third bedroom if needed. Step into the expansive Great Room with high ceilings that create an open, airy atmosphere—perfect for entertaining or unwinding after a day out in Naples. The chef's kitchen impresses with premium quartz countertops, solid wood soft-close cabinets, and natural gas cooking. High-traffic porcelain tile flooring flows throughout this villa, complemented by smooth-finish walls for a clean, modern aesthetic that's both stylish and easy to live in. Outside, enjoy a premium lot with generous spacing between villas and breathtaking views over the community's second-largest lake. The west-facing rear captures spectacular sunsets, while the south-facing primary wall bathes the interior in abundant natural light. And there is plenty of room for an extended lanai or private pool. Built for peace of mind, this home features impact windows and doors for energy efficiency, noise reduction, and lower insurance premiums—no flood insurance required thanks to its FEMA Zone X designation. Appliances, A/C, and water heater have been maintained well and have performed flawlessly since new. Fiber optic connectivity delivers ultra-fast internet and flawless 4K streaming. Natural gas powers cooking, clothes drying, and hot water, as well as preps for a whole home generator if desired. Nestled in the gated Winding Cypress community—praised as Naples' best lifestyle value with low HOA fees covering comprehensive maintenance like lawn care, irrigation, and community upkeep—you'll love the pet-friendly vibe with two dedicated dog parks, miles of scenic walking/biking trails through 800+ acres of preserved natural land, and a full calendar of social events. Enjoy the on-site Shady Palm Café for casual dining, state-of-the-art fitness center, sparkling pool, tennis and pickleball courts, community garden, and more. Stroll, bike, or golf-cart to all community amenities. A short drive puts you on pristine beaches, at upscale shopping, and enjoying fine dining. Residing between downtown Naples and Marco Island, the southeast Naples location puts all Naples has to offer at your fingertips. Paradise is calling. Just pack your bags and come on down to enjoy your very own slice of heaven on earth.

Listing Agent

Jeff Waldman

Premiere Plus Realty Company Listed on: 02/14/2026

Premiere Plus Realty Company

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $4,608

Year Built

  • Built in 2018

Lot Details

  • 5,227 Sq Ft Lot
  • 60 Ft Wide Lot
  • Lake Front
  • Oversized Lot
  • Irregular Lot

HOA Fees

  • $480 Monthly HOA Fees

Parking

  • 2 Car Attached Garage

Home Design

  • Villa
  • Concrete Block With Brick
  • Concrete Foundation
  • Stucco
  • Tile

Interior Spaces

  • Property has 1 Level
  • Custom Mirrors
  • Window Treatments
  • French Doors
  • Great Room
  • Combination Dining and Living Room
  • Den
  • Library
  • Screened Porch
  • Tile Flooring
  • Lake Views
  • Fire and Smoke Detector

Kitchen

  • Breakfast Bar
  • Self-Cleaning Oven
  • Range
  • Microwave
  • Dishwasher
  • Kitchen Island
  • Built-In or Custom Kitchen Cabinets
  • Disposal

Bedrooms and Bathrooms

  • 2 Bedrooms
  • Walk-In Closet
  • 2 Full Bathrooms

Laundry

  • Laundry in unit
  • Dryer
  • Washer

Outdoor Features

  • Patio

Utilities

  • Central Air
  • Heating Available
  • Underground Utilities
  • Gas Available
  • Internet Available
  • Cable TV Available

Listing and Financial Details

  • Assessor Parcel Number 82679017840

Community Details

Overview

  • Winding Cypress Subdivision
  • Mandatory home owners association

Amenities

  • Restaurant
  • Clubhouse

Recreation

  • Tennis Courts
  • Pickleball Courts
  • Bocce Ball Court
  • Fitness Center
  • Community Pool
  • Community Spa
  • Dog Park

Security

  • Gated Community

Home Details

Home Type

Single Family

Est. Annual Taxes

$4,608

Year Built

Built in 2018

Lot Details

5,227 Sq Ft Lot

HOA Fees

$480 per month

Parking

2

Listing Details

  • Property Type: Residential
  • Year Built: 2018
  • Property Sub Type: Villa Attached
  • Community Features: Clubhouse, Pool, Dog Park, Fitness Center, Restaurant, Sidewalks, Street Lights, Tennis Court(s), Gated
  • Frontage: Lakefront
  • Horses: No
  • Lot Features: Irregular Lot, Oversize
  • Park Name: WINDING CYPRESS
  • Is Senior Community?: No
  • Spa Features: Community
  • Has View?: Yes
  • Security Features: Smoke Detector(s), Gated Community
  • Association Amenities: Bocce Court, Clubhouse, Pool, Community Room, Spa/Hot Tub, Dog Park, Fitness Center, Internet Access, Library, Pickleball, Private Membership, Restaurant, Sidewalk, Streetlight, Tennis Court(s), Underground Utility
  • Association Fees: 6248
  • Has H O A?: Yes
  • Co List Office Mls Id: NPPR
  • Standard Status: Active
  • Subdivision Name: WINDING CYPRESS
  • Architectural Style: Ranch, Villa Attached
  • Has Fireplace?: No
  • Unit Levels: 1
  • Is New Construction?: No
  • Structure Type: Villa Attached
  • Elevator: None
  • Boat Access: None
  • LastChangeTimestamp: 2026-02-14T11:00:53.950Z
  • Community Type: Gated
  • BridgeModificationTimestamp: 2026-02-21T16:59:06.643Z
  • ListAgent_MUI: 25711337
  • CDOM: 7
  • Building Desc: 1 Story/Ranch
  • Equipment: Auto Garage Door, Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator/Freezer, Refrigerator/Icemaker, Self Cleaning Oven, Smoke Detector, Washer
  • DOM: 7
  • Additional Rooms: Den - Study, Great Room, Guest Bath, Laundry in Residence, Screened Lanai/Porch
  • NABOR_ListPrice: 599999
  • Pets Limit Other: Nonaggressive Breeds
  • Special Features: None

Interior Features

  • Flooring: Tile
  • Interior Amenities: Built-In Cabinets, Custom Mirrors, French Doors, Pantry, Smoke Detectors, Walk-In Closet(s), Window Coverings
  • Private Spa: No
  • Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator/Freezer, Refrigerator/Icemaker, Self Cleaning Oven, Washer
  • Full Bathrooms: 2
  • Total Bedrooms: 2
  • Door Features: French Doors
  • Total Bedrooms: 8
  • Stories: 1
  • Window Features: Window Coverings
  • Room Dining Room Features: Breakfast Bar, Dining - Living
  • Kitchen Description: Gas Available, Island, Pantry

Exterior Features

  • Roof: Tile
  • View: Lake
  • Exterior Features: Screened Lanai/Porch
  • Pool Features: Community
  • Has Private Pool?: No
  • Waterfront Features: Lake
  • Construction Type: Concrete Block, Stucco
  • Foundation Details: Concrete Block
  • Other Structures: Tennis Court(s)
  • Patio And Porch Features: Patio

Garage/Parking

  • Garage Spaces: 2
  • Has Attached Garage?: Yes
  • Has Carport?: No
  • Covered Parking Spaces: 2
  • Has Attached Garage?: Yes
  • Parking Features: Driveway Paved, Attached
  • Total Parking Spaces: 2

Utilities

  • Cooling: Central Electric
  • Cooling Y N: Yes
  • Heating Yn: Yes
  • Laundry Features: Laundry in Residence
  • Green Building Features: DSL/Cable Available
  • Heating: Central Electric
  • Water Source: Central
  • Gas: Natural

Condo/Co-op/Association

  • Pets Allowed: Limits

Lot Info

  • Waterfront: Yes
  • Parcel Number: 82679017840
  • Lot Size Sq Ft: 5227
  • Land Lease Expiration Date: 2027-02-13
  • Additional Parcels: No

Rental Info

  • Lease Term: Buyer Finance/Cash

Tax Info

  • Tax Year: 2025
  • Tax Annual Amount: 4607.54

Multi Family

  • Number Of Units Furnished: Unfurnished
  • Number Of Units Total: 1

Map

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

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 $4,594 $315,750 -- --
2024 $4,557 $306,851 -- --
2023 $4,557 $297,914 $0 $0
2022 $4,046 $289,237 $0 $0
2021 $4,065 $280,813 $0 $0
2020 $3,995 $276,936 $0 $0
2019 $3,940 $270,710 $72,754 $197,956
2018 $2,325 $97,769 $97,769 $0
2017 $1,222 $19,378 $19,378 $0
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
02/14/2026 02/14/26 For Sale $599,999 -- $386 / Sq Ft
Source: Naples Area Board of REALTORS®

Purchase History

Date Type Sale Price Title Company
Warranty Deed $138,725 Accommodation
Warranty Deed $363,075 Pgp Title Of Florida Inc
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $277,450 New Conventional
Previous Owner $290,460 New Conventional
Source: Public Records

Source: Naples Area Board of REALTORS®

MLS Number: 226006913

Naples Area Board of REALTORS®

APN: 82679017840

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