Price Reduced 11.03%
Price History
$4,495,000
1/2/2026
$3,999,000
2/26/2026
253 Cheshire WAY, Naples, FL, 34110
4 beds
4 Full / 2 Half baths
2002
2 Story
6,026 sqft
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.
Status:
Pending
Type:
Single-family residential
Buildling Design:
Single Family
Furnished Remarks:
Unfurnished
Subdivision:
AUDUBON COUNTRY CLUB
Development:
AUDUBON
Garage:
3-car Attached
Heating:
Central Electric
Cooling:
Ceiling Fans, Central Electric
Levels:
2
Parking:
Circle Drive
Acreage:
0.41
Est. Taxes:
$22,833
Condo Fee
0.0000
Master HOA Fee
$6,175
Lot Description:
Golf Course,Oversize
View Description:
Golf Course
Community Type:
Gated,Golf Course,Tennis
Amenities:
Bocce Court, Cabana, Clubhouse, Community Park, Community Pool, Community Room, Exercise Room, Fishing Pier, Golf Course, Internet Access, Lap Pool, Library, Pickleball, Putting Green, Restaurant, Sidewalk, Streetlight, Tennis Court, Underground Utility
Boat Access:
None
Elementary School:
NAPLES PARK
Middle School:
NORTH NAPLES
High School:
AUBREY ROGERS
Days on Market:
58
Pet Policy:
No Approval Needed
Pool:
Yes
MLS #:
225084896
Community Info
School Info
Walk Score
Yelp
Copyright ©2026 The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS organizations Copyright Southwest Florida MLS organizations. All rights reserved.
Listing courtesy of Downing Frye Realty Inc. 239-261-2244