253 Cheshire Way, Naples, FL 34110
Local realty services provided by:CENTURY 21 AllPoints Realty
253 Cheshire Way,Naples, FL 34110
$4,495,000
- 4 Beds
- 6 Baths
- 6,026 sq. ft.
- Single family
- Active
Listed by: patti fortune, pa
Office: downing frye realty inc.
MLS#:225010140
Source:FL_GFMB
Price summary
- Price:$4,495,000
- Price per sq. ft.:$543.47
- Monthly HOA dues:$479.17
About this home
Exceptional Estate in Audubon Golf & Country Club
This meticulously updated estate combines timeless elegance with today’s most sought-after design features. With 4 bedrooms, 6 bathrooms, and sweeping southern golf course views, this residence embodies refined luxury inside and out.
As you arrive, a newly paved driveway leads to a stately entrance framed by fresh exterior and interior paint. Inside, soaring ceilings, gleaming marble floors, and custom finishes create an atmosphere of sophistication. Expansive pocketed sliding doors seamlessly blend indoor and outdoor living, opening to spectacular golf and pool views.
Gourmet Kitchen & Living Spaces
At the heart of the home lies the chef’s kitchen, featuring custom high-end cabinetry, professional-grade appliances, and dual oversized islands—perfect for cooking, entertaining, and gathering. The adjoining living and dining areas are bathed in natural light from floor-to-ceiling windows, enhancing the home’s open flow and panoramic views.
Owner’s Retreat
The luxurious main suite offers a private seating area that could double as an office. The newly remodeled spa-inspired bathroom showcases modern finishes, while his-and-hers bathrooms provide ultimate comfort and convenience.
Resort-Style Outdoor Living
Step outside to the newly renovated pool area with a sun shelf, spa, and spectacular golf course backdrop—an ideal setting for Florida sunsets. The separate gazebo with a fully equipped outdoor kitchen and bar creates the perfect entertaining space, while lush landscaping ensures privacy and tranquility year-round.
Guest Accommodations
A dedicated upstairs wing includes two elegant guest suites with private baths. A comfortable living room with kitchenette opens to a balcony offering panoramic Gulf Coast views—ideal for enjoying sunset skies.
Community & Amenities
Located within the private, gated Audubon Golf & Country Club, residents enjoy world-class amenities including an 18-hole championship golf course, tennis and pickleball courts, fitness center, heated lap pool, courtside café, and vibrant dining and social events. Nature lovers will appreciate the scenic trails and kayak launch that make Audubon truly unique.
Additional Highlights
Designer furnishings are available, allowing you to make this exceptional residence move-in ready.
Contact an agent
Home facts
- Year built:2002
- Listing ID #:225010140
- Added:314 day(s) ago
- Updated:December 12, 2025 at 04:45 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:6
- Full bathrooms:4
- Half bathrooms:2
- Living area:6,026 sq. ft.
Heating and cooling
- Cooling:Ceiling Fans, Electric
- Heating:Central, Electric
Structure and exterior
- Roof:Tile
- Year built:2002
- Building area:6,026 sq. ft.
Schools
- High school:AUBREY ROGERS
- Middle school:NORTH NAPLES
- Elementary school:NAPLES PARK
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$4,495,000
- Price per sq. ft.:$543.47
- Tax amount:$22,833 (2024)
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