253 Cheshire Way, Naples, FL 34110
$4,495,000 - For Sale
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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:0.41
Virtual Tour/Floorplan:View
Year Built:2002
Listing Number:225084896
Status Code:A-Active
Taxes:$22,833.04
Tax Year: 2024
Garage: 3.00
/ Y
Furnishings: Negotiable
Pets Allowed: Yes
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Equipment:
Double Oven
Dryer
Dishwasher
Freezer
Gas Cooktop
Disposal
Ice Maker
Microwave
Range
Refrigerator
Refrigerator With Ice Maker
Wine Cooler
Water Purifier
Washer
Interior Features:
Bathtub
Separate Formal Dining Room
Entrance Foyer
Eat In Kitchen
Fireplace
High Ceilings
Multiple Shower Heads
Main Level Primary
Multiple Primary Suites
Sitting Area In Primary
Separate Shower
Walk In Closets
Window Treatments
High Speed Internet
Home Office
Loft
Smart Home
Exterior Features:
Sprinkler Irrigation
Outdoor Grill
Outdoor Kitchen
Other
Patio
Shutters Electric
Gas Grill
View:
Y
Waterfront Description:
None
Amenities:
Bocce Court
Cabana
Clubhouse
Fitness Center
Golf Course
Library
Pier
Pickleball
Park
Pool
Putting Greens
Restaurant
Sidewalks
Tennis Courts
Management
Financial Information:
Taxes: $22,833.04
Tax Year: 2024
Association Fee: $8,575.00
Association Fee Frequency: Annually
Room Dimensions:
Laundry: Inside,Laundry Tub
School Information:
Elementary School: Naples Park
Middle School: North Naples
Junior High: North Naples
High School: Aubrey Rogers
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View Virtual Tour
Your Naples Sanctuary Awaits – Completely Reimagined for 2026Imagine 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 SparedEvery surface, every finish thoughtfully updated to todays 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.Chefs Kitchen & Living SpacesThe 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.Master Suite SanctuaryYour 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 LivingNewly 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 ExcellenceDedicated upstairs wing with two elegant suites, private baths, living room with kitchenette, and balcony offering panoramic Gulf Coast views.Audubon Country ClubPrivate, 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 Opportunity4 bedrooms | 6 bathrooms | Southern golf course views | Completely updated | Fresh to market January 2026After extensive renovations, this estate represents exceptional value in Naples most desirable private golf community. Your winter escape awaits.
Building Description: Two Story
MLS Area: Na01 - N/O 111Th Ave Bonita Beach
Total Square Footage: 8,271
Total Floors: 2
Water: Public
Construction: Block, Concrete, Stucco, Wood Frame
Date Listed: 2026-01-02 22:49:14
Pool: Y
Pool Description: Gas Heat, Heated, In Ground, Community, Pool Spa Combo
Private Spa: Y
Furnished: Negotiable
Den: Y
Windows: Single Hung, Impact Glass, Window Coverings
Parking: Attached, Circular Driveway, Garage, Garage Door Opener
Garage Description: Y
Garage Spaces: 3
Attached Garage: Y
Flooring: Marble, Wood
Roof: Tile
Heating: Central, Electric
Cooling: Central Air, Ceiling Fans, Electric
Fireplace: Y
Security: Security System, Smoke Detectors
Laundry: Inside, Laundry Tub
Irrigation: Other
Pets: Yes
Sewer: Public Sewer
Lot Desc.: On Golf Course, Oversized Lot, Sprinklers Automatic
Amenities: Bocce Court, Cabana, Clubhouse, Fitness Center, Golf Course, Library, Pier, Pickleball, Park, Pool, Putting Greens, Restaurant, Sidewalks, Tennis Courts, Management
Listing Courtesy Of: Downing Frye Realty Inc.
pattifortune@gmail.com
Your Naples Sanctuary Awaits – Completely Reimagined for 2026Imagine 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 SparedEvery surface, every finish thoughtfully updated to todays 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.Chefs Kitchen & Living SpacesThe 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.Master Suite SanctuaryYour 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 LivingNewly 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 ExcellenceDedicated upstairs wing with two elegant suites, private baths, living room with kitchenette, and balcony offering panoramic Gulf Coast views.Audubon Country ClubPrivate, 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 Opportunity4 bedrooms | 6 bathrooms | Southern golf course views | Completely updated | Fresh to market January 2026After extensive renovations, this estate represents exceptional value in Naples most desirable private golf community. Your winter escape awaits.
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Additional Information:
Building Description: Two Story
MLS Area: Na01 - N/O 111Th Ave Bonita Beach
Total Square Footage: 8,271
Total Floors: 2
Water: Public
Construction: Block, Concrete, Stucco, Wood Frame
Date Listed: 2026-01-02 22:49:14
Pool: Y
Pool Description: Gas Heat, Heated, In Ground, Community, Pool Spa Combo
Private Spa: Y
Furnished: Negotiable
Den: Y
Windows: Single Hung, Impact Glass, Window Coverings
Parking: Attached, Circular Driveway, Garage, Garage Door Opener
Garage Description: Y
Garage Spaces: 3
Attached Garage: Y
Flooring: Marble, Wood
Roof: Tile
Heating: Central, Electric
Cooling: Central Air, Ceiling Fans, Electric
Fireplace: Y
Security: Security System, Smoke Detectors
Laundry: Inside, Laundry Tub
Irrigation: Other
Pets: Yes
Sewer: Public Sewer
Lot Desc.: On Golf Course, Oversized Lot, Sprinklers Automatic
Amenities: Bocce Court, Cabana, Clubhouse, Fitness Center, Golf Course, Library, Pier, Pickleball, Park, Pool, Putting Greens, Restaurant, Sidewalks, Tennis Courts, Management
Map of 253 Cheshire Way, Naples, FL 34110
Listing Courtesy Of: Downing Frye Realty Inc.
pattifortune@gmail.com
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John R. Wood Properties
3255 Tamiami Trail North
Naples, FL 34103
Contact Tracy Lebaron
(239) 821-5162
The data relating to real estate for sale on this Website comes in part from the Broker Reciprocity Program (BR Program) of these sources: M.L.S. of Naples, Inc., Bonita Springs-Estero Association of REALTORS®, Southwest Florida MLS (Gulf Coast), My Florida Regional MLS DBA Stellar MLS, Sanibel and Captiva Island Association of Realtors®. Properties listed with brokerage firms other than Featured Home Listings are marked with the BR House Icon and detailed information about them includes the name of the Listing Brokers. The properties displayed may not be all the properties available through the BR Program. The data is updated every 4 hours, but can be influenced by delays from various real estate companies entering data in MLS. Some properties that appear for sale on this website may subsequently have sold or may otherwise no longer be available. All properties are subject to price or other changes without notice. For the most current information, please contact us using this form, or click on the "Request Info or Appointment" button on the search results and detailed property pages.
The source of this real property information is the copyrighted and proprietary database compilation of the © 2026 M.L.S. of Naples, Inc., © 2026 Bonita Springs-Estero Association of REALTORS®, © 2026 Southwest Florida MLS (Gulf Coast), © 2026 My Florida Regional MLS DBA Stellar MLS and © 2026 Featured Home Listings, a Florida Real Estate Brokerage. 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. Information last refreshed: 2026-01-16 01:29:14
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