Back 253 Cheshire Way
Off Market

253 Cheshire Way

Naples FL 34110

4
6
3
8271 sq. ft.
0.41 ac.
Single-Family
Last sold for $3,600,000
Patti FortunePatti Fortune, last sold this property on 31 March 2026 after 422 days on market.

Overview

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.

Features

4 bedrooms
6 bathrooms
3 carspaces
3 garage spaces
8271 sq. ft. floor area
0.41 ac. lot size
Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Naples over the last 12 months, the estimated median property value of 253 Cheshire Way is $1.5m.

Median value
$1.5m
Estimated value range
$620k - $6.58m
Median days on market
70
Estimated value trend
-10%
decrease over the last 12 months
Average days on market is based on recent, comparable sales in Naples. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 253 Cheshire Way

2026
Sold
$3,600,000
31 Mar 2026 by Patti Fortune, of Downing Frye Realty Inc.
2022
Sold
$3,300,000
01 Apr 2022 by Doug Grant, of Coldwell Banker Realty
2018
Sold
$1,610,000
20 Apr 2018 by Laura Brucer, of Keller Williams Elite Realty 2

Happy sellers in Naples

<50%
Less than 50% of sellers in Naples reported that their sale price either exceeded or met their price expectations.

Naples stands out as a desirable community for sellers, consistently delivering great customer service and strong market results for homeowners.

This is based on voluntary sentiment collected from 11 reviews in Naples over the last 12 months.

Local market activity for 4 bedroom single-family properties in Naples

In the last 12 months, 82 four-bedroom single-family properties similar to 253 Cheshire Way, have been sold.

This represents a 12% decrease in four-bedroom single-family properties sales when compared to the previous 12 months.

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