Listing Provided Courtesy of Downing Frye Realty Inc.
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.
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.
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.
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.
Property Details
Price:
$4,495,000
MLS #:
225084896
Status:
Active
Beds:
4
Baths:
5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
AUDUBON COUNTRY CLUB
Neighborhood:
audubon
Listed Date:
Jan 2, 2026
Finished Sq Ft:
6,026
Total Sq Ft:
8,271
Lot Size:
17,860 sqft / 0.41 acres (approx)
Year Built:
2002
See this Listing
Schools
Elementary School:
NAPLES PARK
Middle School:
NORTH NAPLES
High School:
AUBREY ROGERS
Interior
Appliances
Gas Cooktop, Dishwasher, Disposal, Double Oven, Dryer, Freezer, Grill – Gas, Microwave, Range, Refrigerator/Icemaker, Reverse Osmosis, Washer, Wine Cooler
Bathrooms
4 Full Bathrooms, 2 Half Bathrooms
Cooling
Ceiling Fan(s), Central Electric
Flooring
Marble, Wood
Heating
Central Electric
Laundry Features
Laundry in Residence, Laundry Tub
Exterior
Architectural Style
Two Story, Single Family
Association 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
Community Features
Clubhouse, Park, Pool, Fitness Center, Fishing, Golf, Putting Green, Restaurant, Sidewalks, Street Lights, Tennis Court(s), Gated
Construction Materials
Concrete Block, Wood Frame, Stucco
Exterior Features
Balcony, Screened Lanai/Porch, Built In Grill, Outdoor Kitchen
Other Structures
Cabana, Tennis Court(s), Gazebo, Outdoor Kitchen
Parking Features
Circular Driveway, Attached
Parking Spots
3
Roof
Tile
Security Features
Security System, Smoke Detector(s), Gated Community
Financial
HOA Fee
$19,430
Tax Year
2024
Taxes
$22,833
Map
Community
- Address253 Cheshire WAY NAPLES FL
- SubdivisionAUDUBON COUNTRY CLUB
- CityNAPLES
- CountyCollier
- Zip Code34110
Market Summary
Current real estate data for Single Family in NAPLES as of Feb 10, 2026
3,274
Single Family Listed
129
Avg DOM
698
Avg $ / SqFt
$2,458,876
Avg List Price
Property Summary
- Located in the AUDUBON COUNTRY CLUB subdivision, 253 Cheshire WAY NAPLES FL is a Single Family for sale in NAPLES, FL, 34110. It is listed for $4,495,000 and features 4 beds, 5 baths, and has approximately 6,026 square feet of living space, and was originally constructed in 2002. The current price per square foot is $746. The average price per square foot for Single Family listings in NAPLES is $698. The average listing price for Single Family in NAPLES is $2,458,876. To schedule a showing of MLS#225084896 at 253 Cheshire WAY in NAPLES, FL, contact your Carney Realty & Associates, Inc. agent at 239-574-1965.
Similar Listings Nearby
253 Cheshire WAY
NAPLES, FL