House in Naples, FL 34110
Audubon Country Club, 253 Cheshire Way

4
Beds
42/2
Baths
6,026
SqFt
$597
$/SqFt
Mid-Tier HouseProperty Type
2002Year Built
$597/SqFtPrice per sq ft
3 carsParking Spaces
Golf CourseView
Two Story, Single FamilyStyle
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. 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. Owners exclusive retreat area designed for indoor/outdoor meditation & yoga. 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.
Listing Courtesy Of: Downing Frye Realty Inc.
Local Realty Services Provided By: Best of Luxury Realty
Updated: 219 Days agoPage Views: 0

Features

MLS Number: 225084896
Bedrooms
  • Bedrooms: 4
Bathrooms
  • Bathrooms: 4
  • Half Bathrooms: 2
Exterior and Lot Features
  • Exterior Features: Balcony, Screened Lanai/Porch, Built In Grill, Outdoor Kitchen
  • View: Golf Course
Interior, Heating and Cooling
  • Interior Features: Fireplace, Foyer, Laundry Tub, Volume Ceiling, Walk-In Closet(s), Window Coverings, Zero/Corner Door Sliders
  • Equipment / Appliances: Gas Cooktop, Dishwasher, Disposal, Double Oven, Dryer, Freezer, Grill - Gas, Microwave, Range, Refrigerator/Icemaker, Reverse Osmosis, Washer, Wine Cooler
  • Heating Description: Central Electric
  • Cooling Description: Ceiling Fan(s), Central Electric
Building and Construction
  • Floor Description: Marble, Wood
  • Windows/Treatment: Window Coverings
  • Construction Type: House
  • Year Built: 2002
  • Style: Two Story, Single Family
Waterfront and Water Access
  • Waterfront Frontage: No info
School Information
  • Elementary School: NAPLES PARK
  • Middle School: NORTH NAPLES
  • Senior High School: AUBREY ROGERS
Other Property Info
  • Garage: 3
  • Pets Allowed: Yes
Taxes, Fees & More
  • Maintenance Includes: Cable, Internet/WiFi Access, Legal/Accounting, Manager, Master Assn. Fee Included, Reserve, Security, Street Lights, Street Maintenance
  • Taxes: 22833.04
  • Security Information: Security System, Smoke Detector(s), Gated Community
  • Parking Description: Circular Driveway, Attached
  • Total Floors in Building: 2
  • Total Units in Building: 1

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Price History

Current
$3.6M
High
$4.5M
Low
$3.6M
Total Change
-19.9%
$4.6M$4M$3.5MJan 26Feb 26Feb 26Mar 26
Date
Event
Price
Change
Price Per
03/31/2026
Sold
$3.6M
0%
$597 ft2
$6,431 m2
02/26/2026
Price Reduced
$3.6M
-9.98%
$597 ft2
$6,431 m2
02/26/2026
Price Reduced
$4M
-11.03%
$664 ft2
$7,143 m2
01/02/2026
Listed
$4.5M
 
$746 ft2
$8,029 m2
03/31/2026
$3.6M
Event
Sold
Change
0%
Price Per
$597 ft2
$6,431 m2
02/26/2026
$3.6M
Event
Price Reduced
Change
-9.98%
Price Per
$597 ft2
$6,431 m2
02/26/2026
$4M
Event
Price Reduced
Change
-11.03%
Price Per
$664 ft2
$7,143 m2
01/02/2026
$4.5M
Event
Listed
Price Per
$746 ft2
$8,029 m2
Price per square foot and days on website are not provided values and are calculated by Subdivisions.
Listed by Patti Fortune, PA • Downing Frye Realty Inc. • Buyer Agency Compensation .

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Listing Courtesy Of: Stock Realty, LLC
Community Snapshot
3 – 4 BR
Bedrooms
$1.6M – $5M
Price Tier
2,399 - 6,650
SqFt Range
1997
Year Build
1
Total Floors

Subdivision Amenities

Bocce Court
Clubhouse
Community Room
Fishing Pier
Fitness Center
Golf Course
Hobby Room
Internet Access
Library
Park
Pickleball
Pool
Private Membership
Putting Green
Restaurant
Sidewalk
Spa/Hot Tub
Streetlight
Tennis Court(s)
Underground Utility
Bike And Jog Path
Bocce Court
Clubhouse

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