$585,000
$15K PRICE DROP

Estimated payment $3,987/month

Total Views 2,072
2 Beds
2 Baths
1,554 Sq Ft
$376 Price per Sq Ft

Highlights

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

About This Home

Discover effortless luxury in this impeccably maintained villa—your private oasis in Naples' premier gated community, Winding Cypress. This inviting 2-bedroom + den, 2-bath home delivers exceptional comfort and versatility. Both bedrooms feature generous walk-in closets. The guest suite offers true privacy with a hallway pocket door that creates a secluded en-suite retreat. Bathrooms showcase floor-to-ceiling porcelain tile, frameless glass showers, and spa-like sophistication. The master bath elevates your routine with a dramatic full-wall custom mirror and elegant drop-down designer lighting. The flexible den, enclosed by beautiful glass panel doors, adapts effortlessly as a home office or third bedroom. Step into the expansive Great Room with soaring ceilings for an open, airy vibe—perfect for entertaining or unwinding after a day 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, paired with smooth-finish walls for a clean, modern, low-maintenance aesthetic. Outside, a premium lot provides generous spacing between villas and captivating views over the community's second-largest lake—where the serene water vistas create an unparalleled sense of tranquility and timeless appeal. West-facing orientation captures breathtaking sunsets reflecting off the shimmering waters, while south-facing exposure floods the interior with natural light. Plenty of space awaits an extended lanai or private pool, all enhanced by the soothing backdrop of the lake. Built for peace of mind: impact windows and doors boost energy efficiency, reduce noise, and lower insurance premiums—no flood insurance required in FEMA Zone X. Appliances, A/C, and water heater have performed flawlessly since new. Fiber optic connectivity ensures ultra-fast internet and seamless 4K streaming. Natural gas powers cooking, drying, hot water, and preps for a whole-home generator. Nestled in gated Winding Cypress—praised as Naples' best lifestyle value with remarkably low HOA fees that cover comprehensive maintenance (lawn care, irrigation, community upkeep) plus full access to extensive high-end amenities—you'll embrace the pet-friendly lifestyle with two dedicated dog parks, miles of scenic walking/biking trails across 800+ acres of preserved natural land, and a vibrant social calendar with events curated by the on-site activities director. Resort-style perks include the on-site Shady Palm Café for casual dining and drinks, state-of-the-art fitness center with movement/yoga room, sparkling resort pool and spa, lighted tennis and pickleball courts, bocce courts, community garden, fire pit, and more—all accessible by foot, bike, or golf cart. Conveniently located between downtown Naples and Marco Island, you're minutes from pristine beaches, upscale shopping, and fine dining. Paradise is calling.

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: 2026-03-28T12:01:04.997Z
  • Community Type: Gated
  • BridgeModificationTimestamp: 2026-04-02T14:51:45.029Z
  • ListAgent_MUI: 25711337
  • CDOM: 47
  • 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: 47
  • Additional Rooms: Den - Study, Great Room, Guest Bath, Laundry in Residence, Screened Lanai/Porch
  • NABOR_ListPrice: 585000
  • Pets Limit Other: Non-aggressive 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
03/28/2026 03/28/26 Price Changed $585,000 -2.5% $376 / 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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