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253 Cheshire WAY, NAPLES FL 34110

$4,495,000

6026 sqft
4 Beds
4 Baths
3 Garages

General Information

List Price : $4,495,000
City : NAPLES
Acres : 0.41
MLS Area : 8271
Status Type : Resale Property
Approx. Living Area : 6026
Furnished : Negotiable
Date Created : 2026-01-02

MLS Number : 225084896
State Or Province : FL
Subdivision : AUDUBON COUNTRY CLUB
County : Collier
Bedrooms : 4
Approx. Total Area : 8271
Year Built : 2002
Potential Short :
DOM : 9

Address : 253 Cheshire WAY, NAPLES FL 34110
Postal Code : 34110
Development : Array
Property Type : Residential
Bath Full : 4
Price per Sq Ft : $252
Property Id : 22510006750
Status : Active
CDOM : 326

Description

Your Naples Sanctuary Awaits – Completely Reimagined for 2026 Imagine your perfect Naples winter: morning coffee overlooking championship fairways, afternoons by your resort pool, sunset cocktails as Gulf Coast skies ignite in color. This meticulously transformed Audubon estate delivers it all—turnkey and move-in ready. No Expense Spared Every surface, every finish thoughtfully updated to today's most discerning standards. Fresh paving, new exterior and interior paint, soaring ceilings, gleaming marble floors, and custom finishes throughout. Expansive pocketing doors erase boundaries between indoor and outdoor living, framing spectacular southern golf course views. Chef's Kitchen & Living Spaces The show-stopping kitchen features custom cabinetry, professional appliances, and dual oversized islands—the natural gathering spot. Floor-to-ceiling windows bathe living and dining areas in natural light while showcasing panoramic views. Master Suite Sanctuary Your private retreat offers a sitting area perfect for morning reflection or remote work. The completely reimagined spa bathroom showcases modern finishes, while his-and-hers facilities ensure personal luxury. Resort-Style Outdoor Living Newly renovated pool with sun shelf and spa. Designer gazebo with full outdoor kitchen and bar. Spectacular golf course backdrop. Lush landscaping ensures privacy while showcasing sweeping views. Every sunset becomes an event. Guest Wing Excellence Dedicated upstairs wing with two elegant suites, private baths, living room with kitchenette, and balcony offering panoramic Gulf Coast views. Audubon Country Club Private, gated community featuring championship 18-hole golf, tennis, pickleball, fitness center, heated lap pool, courtside café, vibrant social events, scenic nature trails, and kayak launch. The Opportunity 4 bedrooms | 6 bathrooms | Southern golf course views | Completely updated | Fresh to market January 2026 After extensive renovations, this estate represents exceptional value in Naples' most desirable private golf community. Your winter escape awaits.

Provided by Downing Frye Realty Inc.

Detailed Property Information

Ownership : Single Family
Waterfront Y/N :
Boat Access : None
Cooling : Ceiling Fan(s), Central Electric
Kitchen :
Amenities : Bocce Court, Cabana, Clubhouse, Park, Pool, Community Room, Fitness Center, Fishing Pier, Golf Course, Internet Access, Library, Pickleball, Putting Green, Restaurant, Sidewalk, Streetlight, Tennis Court(s), Underground Utility
Restrictions : Deeded

Building Design :
View : Golf Course
Waterfront Desc : None
Elementary School : NAPLES PARK
High School : AUBREY ROGERS
Floor Plan Type : 2 Story
Private Pool Y/N : 1
Bedroom Desc : Master BR Ground, Master BR Sitting Area
Equipment : Auto Garage Door, Cooktop - Gas, Dishwasher, Disposal, Double Oven, Dryer, Freezer, Generator, Grill - Gas, Home Automation, Microwave, Range, Refrigerator/Icemaker, Reverse Osmosis, Security System, Smoke Detector, Washer, Wine Cooler
Additional Rooms : Balcony, Den - Study, Family Room, Guest Bath, Guest Room, Home Office, Laundry in Residence, Loft, Screened Lanai/Porch
Storm Protection : Impact Resistant Windows, Other, Shutters Electric

Building Features :
Community Type : Gated, Golf Course, Tennis
Gulf Access Y/N :
Gulf Access Type :
Middle School : NORTH NAPLES
Pets : Yes
Heating :
Windows : Window Coverings
Flooring : Marble, Wood
Private Spa Y/N : 1
Dining Desc : Eat-in Kitchen, Formal
Exterior Features : Balcony, Screened Lanai/Porch, Built In Grill, Outdoor Kitchen

Unit / Building Information

Unit Floor :
Unit Number :
Construction : Concrete Block, Wood Frame, Stucco

Total Floors : 2
Units in Building : 1
Elevator : None
Building Desc : 2 Story

Units in Complex : 1
Roof : Tile

Lot Information

Rear Exposure : S
Range :
Sewer :
Lot Unit :

Section :
Irrigation : Other
Block : D

Township :
Water : Central
Lot Desc : Golf Course, Oversize

Financial Information

Condo Fee : 0
Approval :

Tax Year : 2024
Condo Fee Freq :
Management : Professional
Possession : Array

Tax Desc :
Maintenance : Cable, Internet/WiFi Access, Legal/Accounting, Manager, Master Assn. Fee Included, Reserve, Security, Street Lights, Street Maintenance

Additional Details

Amenities :
County Or Parish : Collier
Foreclosed REOYN :
Gulf Access YN :
Irrigation : Other
Legal Unit :
Lot Type :
Management : Professional
Master HOA Fee Freq : Annually
Original List Price : 4495000
Parcel Number : 22510006750
Planned Use :
Postal Code Plus :
Property Type : Residential
Restrictions : Deeded
Section :
Source of Measurements :
State Or Province : FL
Street Dir Prefix :
Street Number : 253
Sub Condo Name :
Unit Number :
View : Golf Course
Waterfront YN :

CDOM : 326
Close Date :
Community Type : Gated, Golf Course, Tennis
Date Created : 2026-01-02
Full Address : 253 Cheshire WAY, NAPLES FL 34110
Last Change Timestamp : 2026-01-03T03:49:14.567Z
List Price : $4,495,000
Lot Unit :
Mandatory Club Fee Freq : Annually
MLS Area Major : NA01 - N/O 111th Ave Bonita Beach
Photo Count : 50
Possession : Array
Potential Short Sale YN :
Range :
Road :
Sewer :
Status : Active
Street Dir Suffix :
Subdivision Info : AUDUBON COUNTRY CLUB
Table : Residential
Township :
Water : Central
Zoning Code:

Association Mngmt Phone : 239-261-2244
Boat Access : None
Canal Width : $None
City : NAPLES
Condo Fee : 0
Condo Fee Freq :
Current Price : $4,495,000
DOM : 9
Elevation :
Gulf Access Type :
Master HOA Fee Freq : 8575
Land Lease Fee Freq :
Last Change Type : New Listing
Legal Desc :
Maintenance : Cable, Internet/WiFi Access, Legal/Accounting, Manager, Master Assn. Fee Included, Reserve, Security, Street Lights, Street Maintenance
Mandatory HOA Y/N : 0
Matrix Modified DT : 2026-01-11T22:41:44.762Z
MLS Number : 225084896
Other PI Ds :
Photo Modification Timestamp : 2026-01-11T22:41:44.752Z
Postal Code : 34110
Price Per Acre : 10,963,415
Rear Exposure : S
Room Count : 0
Source of Measure Lot Dimensions :
Status Type : Resale Property
Street Name : Cheshire
Street Suffix : WAY
Tax Desc :
Tax Year : 2024
Trees :
Utilities Available :
Waterfront Desc :