253 Cheshire Way, Naples, FL 34110
For Sale $4,495,000
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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.
Fireplace
Foyer
Laundry Tub
Volume Ceiling
Walk- In Closet(s)
Window Coverings
Zero/ Corner Door Sliders
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
Taxes: $22,833.04
Tax Year: 2024
Master Association Fees: $8,575.00
Association Fee: $19,430.00
Association Description: Mandatory
Balcony
Screened Lanai/ Porch
Built In Grill
Outdoor Kitchen
Gas Cooktop
Dishwasher
Disposal
Double Oven
Dryer
Freezer
Grill - Gas
Microwave
Range
Refrigerator/ Icemaker
Reverse Osmosis
Washer
Wine Cooler
Y
Elementary School: Naples Park
Middle School: North Naples
Junior High: North Naples
High School: Aubrey Rogers
Building Description: Two Story, Single Family
Community Type: Gated, Golf Course, Tennis
MLS Area: Audubon
Total Square Footage: 8,271
Total Floors: 2
Water: Central
Construction: Concrete Block, Wood Frame, Stucco
Date Listed: 2026-01-02 00:00:00
Pool: Y
Pool Description: Community, Pool/ Spa Combo, Below Ground, Custom Upgrades, Gas Heat
Private Spa: Y
Furnished: Negotiable
Windows: Window Coverings
Parking: Circular Driveway, Attached
Garage Description: Y
Garage Spaces: 3
Attached Garage: Y
Flooring: Marble, Wood
Roof: Tile
Heating: Central Electric
Cooling: Ceiling Fan(S), Central Electric
Fireplace: Y
Storm Protection: Impact Resistant Windows, Other, Shutters Electric
Security: Security System, Smoke Detector(S), Gated Community
Laundry: Laundry In Residence, Laundry Tub
Irrigation: Other
Pets: Yes
Restrictions: Deeded
Maintenance: Cable, Internet/ Wi Fi Access, Legal/ Accounting, Manager, Master Assn. Fee Included, Reserve, Security, Street Lights, Street Maintenance
Rear Exposure: S
Lot Desc.: Golf Course, Oversize
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
Listing Courtesy Of: Downing Frye Realty Inc.
pattifortune@gmail.com
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.
Property Details
Price: $4,495,000
Sq Ft: 6,026
($746 per sqft)
Bedrooms: 4
Bathrooms: 4
Partial Baths: 2
City: Naples
County: Collier
Type: Single Family
Development: Audubon
Subdivision: Audubon Country Club
Acres: 0.4100
Virtual Tour/Floorplan: View
Year Built: 2002
Listing Number: 225084896
Status Code: A-Active
Taxes: $22,833.04
Tax Year: 2024
Garage:
3
/
Y
Furnishings: Negotiable
Pets Allowed: Yes
Interior Features:
Fireplace
Foyer
Laundry Tub
Volume Ceiling
Walk- In Closet(s)
Window Coverings
Zero/ Corner Door Sliders
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
Financial Information:
Taxes: $22,833.04
Tax Year: 2024
Master Association Fees: $8,575.00
Association Fee: $19,430.00
Association Description: Mandatory
Exterior Features:
Balcony
Screened Lanai/ Porch
Built In Grill
Outdoor Kitchen
Equipment:
Gas Cooktop
Dishwasher
Disposal
Double Oven
Dryer
Freezer
Grill - Gas
Microwave
Range
Refrigerator/ Icemaker
Reverse Osmosis
Washer
Wine Cooler
View:
Y
School Information:
Elementary School: Naples Park
Middle School: North Naples
Junior High: North Naples
High School: Aubrey Rogers
Additional Information:
Building Description: Two Story, Single Family
Community Type: Gated, Golf Course, Tennis
MLS Area: Audubon
Total Square Footage: 8,271
Total Floors: 2
Water: Central
Construction: Concrete Block, Wood Frame, Stucco
Date Listed: 2026-01-02 00:00:00
Pool: Y
Pool Description: Community, Pool/ Spa Combo, Below Ground, Custom Upgrades, Gas Heat
Private Spa: Y
Furnished: Negotiable
Windows: Window Coverings
Parking: Circular Driveway, Attached
Garage Description: Y
Garage Spaces: 3
Attached Garage: Y
Flooring: Marble, Wood
Roof: Tile
Heating: Central Electric
Cooling: Ceiling Fan(S), Central Electric
Fireplace: Y
Storm Protection: Impact Resistant Windows, Other, Shutters Electric
Security: Security System, Smoke Detector(S), Gated Community
Laundry: Laundry In Residence, Laundry Tub
Irrigation: Other
Pets: Yes
Restrictions: Deeded
Maintenance: Cable, Internet/ Wi Fi Access, Legal/ Accounting, Manager, Master Assn. Fee Included, Reserve, Security, Street Lights, Street Maintenance
Rear Exposure: S
Lot Desc.: Golf Course, Oversize
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
Map of 253 Cheshire Way, Naples, FL 34110
Listing Courtesy Of: Downing Frye Realty Inc.
pattifortune@gmail.com