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253 Cheshire Way, Naples, FL 34110 - 4 Bedroom Pool Home in Audubon Country Club at Audubon

$4,495,000

MLS Number
225084896
Bedrooms
4+Den
Bathrooms
4 Baths + 2 Half
Living Area
6,026 sq ft
Total Area
8,271 sq ft
Garage Spaces
3
Year Built
2002
Days on Market
12

home Property 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.

hangout_video Virtual Tour

fact_check The Basics

Property Type Single Family
Gulf Access No
Private Pool Yes
Private Spa Yes
Acres 0.41
Furnished Negotiable
Last Modified 1 week ago
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savings Financials & HOA Fees

Foreclosure No
Auction No
Short Sale No
Mandatory HOA Yes
Master HOA Fee $8,575 annually
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roofing Building Features

Building Style 2 Story
Construction Materials Concrete Block, Wood Frame, Stucco
Cooling Ceiling Fan(s), Central Electric
Covered Spaces 3
Elevator None
Floor Plan 2 Story
Floors 2
Garage Spaces 3
Patio and Porch Patio
Other Structures Cabana, Tennis Court(s), Gazebo, Outdoor Kitchen
Rear Exposure South
Roof Tile
Security Features Security System, Smoke Detector(s), Gated Community
Storm Protection Impact Resistant Windows, Other, Shutters Electric
View Golf Course
Water Source Central
Window Features Window Coverings
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chair Interior Features

Appliances & 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
Interior Features Fireplace, Foyer, Laundry Tub, Volume Ceiling, Walk-In Closet(s), Window Coverings, Zero/Corner Door Sliders
Additional Rooms Balcony, Den - Study, Family Room, Guest Bath, Guest Room, Home Office, Laundry in Residence, Loft, Screened Lanai/Porch
Flooring Marble, Wood
Gas Yes
Laundry Laundry in Residence, Laundry Tub
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holiday_village Neighborhood and Community

Pets Allowed Yes
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
Neighborhood Audubon Country Club at Audubon
Neighborhood Type Gated, Golf Course, Tennis
Community Features Clubhouse, Park, Pool, Fitness Center, Fishing, Golf, Putting Green, Restaurant, Sidewalks, Street Lights, Tennis Court(s), Gated
Included in Fees Cable, Internet/WiFi Access, Legal/Accounting, Manager, Master Assn. Fee Included, Reserve, Security, Street Lights, Street Maintenance
HOA Restrictions Deeded
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travel_luggage_and_bags Leasing Rules

Lease Limits Yes
Leases Per Year 2
Minimum Days of Lease 60
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school School Zones

Elementary School Naples Park
Middle School North Naples
High School Aubrey Rogers
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photo_library Additional Images

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Chris Farrugia, REALTOR Portrait

Chris Farrugia, M.B.A.

Realtor® at The Listing Naples Group

📞 (239) 248-8171
📧 chris@listingnaples.com

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The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS organizations. Copyright 2026 Southwest Florida MLS organizations. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.

Listing provided by Downing Frye Realty Inc..

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