fiber_manual_record
For Sale - Active
253 Cheshire Way, Naples, FL 34110 - 4 Bedroom Pool Home in Audubon Country Club at Audubon
$4,750,000
MLS Number
225010140
Bedrooms
4+Den
Bathrooms
4 Baths + 2 Half
Living Area
6,026 sq ft
Total Area
8,271 sq ft
Garage Spaces
3
Year Built
2002
Days on Market
244
home Property Description
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.
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.
hangout_video Virtual Tour
fact_check The Basics
Property Type
Single Family
Gulf Access
No
Private Pool
Yes
Private Spa
Yes
Acres
0.41
Furnished
Negotiable
Last Modified
3 weeks ago
savings Financials & HOA Fees
Foreclosure
No
Auction
No
Short Sale
No
Mandatory HOA
Yes
Master HOA Fee
$5,750 annually
roofing Building Features
Building Style
2 Story
Construction Materials
Concrete Block, Wood Frame, Stucco
Cooling
Ceiling Fan(s), Central Electric
Covered Spaces
3
Elevator
None
Floor Plan
2 Story
Floors
2
Garage Spaces
3
Patio and Porch
Patio
Other Structures
Cabana, Tennis Court(s), Gazebo, Outdoor Kitchen
Rear Exposure
South
Roof
Tile
Security Features
Security System, Smoke Detector(s), Gated Community
Storm Protection
Impact Resistant Windows, Other, Shutters Electric
View
Golf Course
Water Source
Central
Window Features
Window Coverings
Would you like to schedule a private showing of this property?
Let's talk about what the buying process would look like for this property.
chair Interior Features
Appliances & Equipment
Auto Garage Door, Cooktop - Gas, Dishwasher, Disposal, Double Oven, Dryer, Freezer, Generator, Grill - Gas, Home Automation, Microwave, Range, Refrigerator/Icemaker, Reverse Osmosis, Security System, Smoke Detector, Washer, Wine Cooler
Interior Features
Fireplace, Foyer, Laundry Tub, Volume Ceiling, Walk-In Closet(s), Window Coverings, Zero/Corner Door Sliders
Additional Rooms
Balcony, Den - Study, Family Room, Guest Bath, Guest Room, Home Office, Laundry in Residence, Loft, Screened Lanai/Porch
Flooring
Marble, Wood
Gas
Yes
Laundry
Laundry in Residence, Laundry Tub
holiday_village Neighborhood and Community
Pets Allowed
Yes
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
Neighborhood
Audubon Country Club at Audubon
Neighborhood Type
Gated, Golf Course, Tennis
Community Features
Clubhouse, Park, Pool, Fitness Center, Fishing, Golf, Putting Green, Restaurant, Sidewalks, Street Lights, Tennis Court(s), Gated
Included in Fees
Cable, Internet/WiFi Access, Legal/Accounting, Manager, Master Assn. Fee Included, Reserve, Security, Street Lights, Street Maintenance
HOA Restrictions
Deeded
travel_luggage_and_bags Leasing Rules
Lease Limits
Yes
Leases Per Year
2
Minimum Days of Lease
60
school School Zones
Elementary School
Naples Park
Middle School
North Naples
High School
Aubrey Rogers
Chris Farrugia, M.B.A.
Realtor® at The Listing Naples Group
Mortgage Calculator
Estimate your monthly mortgage payment.
Estimated Monthly Payment:
$
Similar Nearby Listings
-
Pool -
PoolBayfront Gardens at Barefoot Beach
$4,795,000- 4+Den
- 4 Baths + 1 Half
- Pool
- 6,271 SqFt
- 4 Car Garage
John R Wood Properties
-
Pool -
PoolBayfront Gardens at Barefoot Beach
$4,495,000- 5+Den
- 5 Baths + 1 Half
- Pool
- 6,024 SqFt
- 2 Car Garage
John R Wood Properties
-
partner_exchange Broker Reciprocity
The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS organizations. Copyright 2025 Southwest Florida MLS organizations. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.
Listing provided by Downing Frye Realty Inc..
