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253 Cheshire Way Naples FL 34110

$4,495,000
$5,995,000
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253 Cheshire Way, Naples, FL 34110 - MLS#225010140 253 Cheshire Way, Naples, FL 34110 - MLS#225010140 253 Cheshire Way, Naples, FL 34110 - MLS#225010140 253 Cheshire Way, Naples, FL 34110 - MLS#225010140

Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
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Overview of 253 Cheshire Way

4 Bedrooms
4/2 Bathrooms
3 Car Garage
8,271 Square Feet
6,026SF Living Area
Pool:
Yes
Water: None
Year Built 2002
Listed For 278 Days

Don't miss this home for sale in Audubon! 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 luxury single family home was built in 2002 and features 4 bedrooms, and 4 full bathrooms plus 2 half baths. This home for sale is 8,271 square feet, with 6,026 sq ft being air conditioned living space. The home has a 3 car garage and has a private swimming pool.

Directions to this property are as follows: Use The Vanderbilt West Entrance. Show The Gatehouse Your Business Card And Have Clients In Your Car Or Directly Behind You.

Please contact your ZFC agent for more information about MLS# 225010140 or any other homes for sale in Naples or elsewhere in the Collier County area.

Features & Amenities

Appliances

Double Oven, Dryer, Dishwasher, Freezer, Gas Cooktop, Disposal, Ice Maker, Microwave, Range, Refrigerator, Refrigerator With Ice Maker, Wine Cooler, Water Purifier, Washer

Other Equipment

Generator

Architecture

Two Story

Cooling

Central Air, Ceiling Fans, Electric

Heating

Central, Electric

Flooring

Marble, Wood

Parking

Attached, Circular Driveway, Garage, Garage Door Opener

Lot Dimensions

150 x 120 x 150 x 120

Lot Size

Acres

View

Golf Course view

Construction Materials

Block, Concrete, Stucco, Wood Frame

Security Features

Security System, Smoke Detectors

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

Furnished

Negotiable

Exterior Features

Sprinkler Irrigation, Outdoor Grill, Outdoor Kitchen, Other, Patio, Shutters Electric, Gas Grill

Lot Features

On Golf Course, Oversized Lot, Sprinklers Automatic

Property Condition

Resale

Patio And Porch Features

Balcony, Lanai, Patio, Porch, Screened

Pool Features

Gas Heat, Heated, In Ground, Community, Pool Spa Combo

Door Features

Sliding Doors

Roof

Tile

Window Features

Single Hung, Impact Glass, Window Coverings

Utilities

Cable Available, Underground Utilities

Waterfront Features

None

Irrigation Source

Other

Laundry

Inside, Laundry Tub

Spa Features

Gas Heat, In Ground, Screened

Number Of Stories

2

Year Built

2002

Pets Allowed

Yes

Annual Real Estate Taxes

$22,833 (2024)

Legal Description

Audubon Country Club Unit Two Blk D Lot 6

Property Type

Single Family Home

HOA Fees

$5,750 /Annually

Association Fee Includes

Association Management, Cable Tv, Internet, Legal Accounting, Reserve Fund, Road Maintenance, Street Lights, Security

Association Amenities

Bocce Court, Cabana, Clubhouse, Fitness Center, Golf Course, Library, Pier, Pickleball, Park, Pool, Putting Greens, Restaurant, Sidewalks, Tennis Courts, Management

Other Structures

Gazebo

Community Features

Golf, Gated, Tennis Courts, Street Lights

Direction Faces

North

MLS Number

225010140

Universal Property Id

U S-12021-N-22510006750-R-N

Days On Market

278

Community Name

Audubon Country Club

Property Manager

(727) 573-9300

253 Cheshire Way Price Calculator

Get Mortgage Quote For This Home

The payment calculator figures for 253 Cheshire Way should be used as an estimate only. Loan terms including interest rate, and required downpayment will vary with each lender and/or individual. RE taxes for this home for sale are estimated based on the actual property taxes for this property for the tax year 2024 which are $22,833 but will likely change when this home sells. These estimations are calculated from a list price of $4,495,000 and a 25% down payment and do not include homeowners insurance which will vary greatly depending on the home characteristics and location.

Recent Home Sales near 253 Cheshire Way

Address Sale Price Bed Bth Size Location Sale Date
254 Audubon BLVD $Log in to view 4 4/2 8,055SF Audubon Country Club 08/12/2025
140 Cheshire WAY $Log in to view 4 4/0 5,297SF Audubon Country Club 08/11/2025
113 Audubon BLVD $Log in to view 4 3/0 5,095SF Audubon Country Club 11/22/2024
257 Charleston CT $Log in to view 3 3/1 5,414SF Audubon Country Club 02/03/2025
835 Ashburton DR $Log in to view 3 3/1 5,038SF Audubon Country Club 08/01/2025
804 Ashburton DR $Log in to view 3 3/0 3,860SF Audubon Country Club 06/03/2025
803 Ashburton DR $Log in to view 3 3/0 3,156SF Audubon Country Club 06/09/2025
29130 Marcello WAY $Log in to view 4 4/1 9,936SF Mediterra 06/25/2025
29100 Teramo WAY $Log in to view 4 4/1 9,788SF Mediterra 02/21/2025
15820 Savona WAY $Log in to view 4 4/2 8,976SF Mediterra 02/14/2025
14919 Celle WAY $Log in to view 4 4/1 8,442SF Mediterra 01/15/2025
14904 Celle WAY $Log in to view 4 4/2 8,118SF Mediterra 01/31/2025

MLS# 225010140 Listing History

02/01/2025 Listed for sale by Downing Frye Realty Inc. with MLS# 225010140 with a list price of $5,995,000.

Collier County Schools

Elementary School

This listing of 253 Cheshire Way Naples FL 34110 was last updated on 2025-11-06 11:01:11. Listing courtesy of Downing Frye Realty Inc..
MLS

Map of 253 Cheshire Way Naples FL 34110

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Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
Call Me
Text Me
Email Me
When clicking Submit Request, you are registering to this website and agreeing that ZFC Real Estate, its affiliates or associated third parties may contact you, including with calls or texts by automated means. You also agree to our Terms of Use and Privacy Policy

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

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