Amanda Van Slyke
Compass Florida LLC
(239) 345-9026
60 Total Sales
1 in Audobon Country Club
$6,300,000 Price
253 Cheshire Way Naples, FL 34110
Audobon Country Club NeighborhoodEstimated Value: $3,684,350
4
Beds
6
Baths
6,026
Sq Ft
$611/Sq Ft
Est. Value
Highlights
- On Golf Course
- Community Cabanas
- Tennis Courts
- Fishing Pier
- Fitness Center
- Fishing
About This Home
As of March 2026Your 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.
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Home Details
Home Type
- Single Family
Est. Annual Taxes
- $22,833
Year Built
- Built in 2002
Lot Details
- 17,860 Sq Ft Lot
- 150 Ft Wide Lot
- On Golf Course
- Oversized Lot
HOA Fees
Parking
- 3 Car Attached Garage
- Circular Driveway
Home Design
- Concrete Block With Brick
- Concrete Foundation
- Wood Frame Construction
- Stucco
- Tile
Interior Spaces
- Property has 2 Levels
- Vaulted Ceiling
- Ceiling Fan
- Fireplace
- Window Treatments
- La Cantina or Zero Corner Doors
- Entrance Foyer
- Family Room
- Formal Dining Room
- Home Office
- Library
- Loft
- Screened Porch
- Golf Course Views
Kitchen
- Eat-In Kitchen
- Double Oven
- Grill
- Gas Cooktop
- Microwave
- Freezer
- Ice Maker
- Dishwasher
- Wine Cooler
- Disposal
- Reverse Osmosis System
Flooring
- Wood
- Marble
Bedrooms and Bathrooms
- 4 Bedrooms
- Sitting Area In Primary Bedroom
- Primary Bedroom on Main
- Walk-In Closet
- In-Law or Guest Suite
Laundry
- Laundry in unit
- Dryer
- Washer
- Laundry Tub
Home Security
- Home Security System
- Fire and Smoke Detector
Pool
- Cabana
- Pool and Spa
- In Ground Pool
- Heated Spa
- In Ground Spa
- Gas Heated Pool
- Screened Spa
Outdoor Features
- Fishing Pier
- Tennis Courts
- Balcony
- Patio
- Outdoor Kitchen
- Gazebo
- Attached Grill
Schools
- Naples Park Elementary School
- North Naples Middle School
- Aubrey Rogers High School
Utilities
- Central Heating and Cooling System
- Underground Utilities
- Power Generator
- Propane
- Gas Available
- Internet Available
- Cable TV Available
Listing and Financial Details
- Assessor Parcel Number 22510006750
- Tax Block D
Community Details
Overview
- Audubon Country Club Subdivision
- Mandatory home owners association
Amenities
- Restaurant
- Clubhouse
- Meeting Room
Recreation
- Golf Course Community
- Non-Equity Golf Club Membership
- Tennis Courts
- Pickleball Courts
- Bocce Ball Court
- Fitness Center
- Community Cabanas
- Community Pool
- Fishing
- Putting Green
- Park
Security
- Gated Community
Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Jan 2, 2026
Closed on
Mar 31, 2026
Sold by
Bought by
Seller's Agent
Patti Fortune
Downing Frye Realty Inc.
Buyer's Agent
Patti Fortune
Downing Frye Realty Inc.
List Price
$4,495,000
Sold Price
$3,600,000
Premium/Discount to List
-$895,000
-19.91%
Views
55
Current Estimated Value
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$84,350
Avg. Annual Appreciation
7.05%
Purchase Details
Closed on
Sep 22, 2025
Sold by
Bought by
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$700,000
Interest Rate
5.99%
Mortgage Type
New Conventional
Purchase Details
Closed on
Sep 19, 2025
Sold by
Bought by
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$700,000
Interest Rate
5.99%
Mortgage Type
New Conventional
Purchase Details
Listed on
Nov 15, 2021
Closed on
Apr 1, 2022
Sold by
Bought by
Seller's Agent
Douglas Grant
John R Wood Properties
Buyer's Agent
Patti Fortune
Downing Frye Realty Inc.
List Price
$3,295,000
Sold Price
$3,300,000
Premium/Discount to List
$5,000
0.15%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
2.57%
Purchase Details
Listed on
Jan 28, 2018
Closed on
Apr 20, 2018
Sold by
Bought by
Seller's Agent
Laura Brucer
Keller Williams Elite Realty
Buyer's Agent
Barbara Leiti
INACTIVE AGENT ACCT
List Price
$1,825,000
Sold Price
$1,610,000
Premium/Discount to List
-$215,000
-11.78%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
19.92%
Purchase Details
Closed on
Jun 26, 2000
Sold by
Bought by
Home Values in the Area
Average Home Value in this Area
Agents Specializing in Audobon Country Club, FL
-
Amanda Van Slyke
-
Rhonda Jacobson
Rhonda Jacobson
Waterfront Realty Group Inc
(239) 977-1845
40 Total Sales
1 in Audobon Country Club
$1,999,000 Price
-
Paul Fonseca
Paul Fonseca
Berkshire Hathaway FL Realty
(239) 323-7884
154 Total Sales
1 in Audobon Country Club
$1,500,000 Price
-
Matthew Bresee
Matthew Bresee
Exp Realty, LLC
(239) 256-2074
178 Total Sales
1 in Audobon Country Club
$2,100,000 Price
-
Lynette Grout
Lynette Grout
John R Wood Properties
(239) 256-2086
48 Total Sales
1 in Audobon Country Club
$1,450,000 Price
-
Jeri Neuhaus
Jeri Neuhaus
Responds QuicklyPremiere Plus Realty Co.
(239) 420-8034
26 Total Sales
2 in Audobon Country Club
$3,000,000 Price Range
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| $3,600,000 | Tiago Title | ||
| -- | First Integrity Title | ||
| -- | First Integrity Title | ||
| -- | First Integrity Title | ||
| $3,300,000 | None Listed On Document | ||
| $1,610,000 | Attorney | ||
| $245,000 | -- |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Previous Owner | $700,000 |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 03/31/2026 03/31/26 | Sold | $3,600,000 | -10.0% | $597 / Sq Ft | |
| 03/01/2026 03/01/26 | Pending | -- | -- | -- | |
| 02/26/2026 02/26/26 | Price Changed | $3,999,000 | -11.0% | $664 / Sq Ft | |
| 01/02/2026 01/02/26 | For Sale | $4,495,000 | +36.2% | $746 / Sq Ft | |
| 04/01/2022 04/01/22 | Sold | $3,300,000 | +0.2% | $548 / Sq Ft | View Prior Sale |
| 12/07/2021 12/07/21 | Pending | -- | -- | -- | |
| 11/15/2021 11/15/21 | For Sale | $3,295,000 | +104.7% | $547 / Sq Ft | |
| 04/20/2018 04/20/18 | Sold | $1,610,000 | -11.8% | $287 / Sq Ft | View Prior Sale |
| 03/22/2018 03/22/18 | Pending | -- | -- | -- | |
| 01/29/2018 01/29/18 | For Sale | $1,825,000 | -- | $326 / Sq Ft |
Source: Naples Area Board of REALTORS®
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $23,785 | $2,572,153 | ||
| 2024 | $23,688 | $2,497,369 | ||
| 2023 | $23,688 | $2,427,921 | $0 | $0 |
| 2022 | $12,724 | $1,233,386 | $0 | $0 |
| 2021 | $12,877 | $1,197,462 | $168,000 | $1,029,462 |
| 2020 | $14,982 | $1,404,034 | $0 | $0 |
| 2019 | $14,746 | $1,372,467 | $180,000 | $1,192,467 |
| 2018 | $12,335 | $1,153,434 | $0 | $0 |
| 2017 | $12,169 | $1,129,710 | $174,000 | $955,710 |
| 2016 | $13,290 | $1,234,006 | $0 | $0 |
| 2015 | $13,309 | $1,217,325 | $0 | $0 |
| 2014 | $13,345 | $1,157,664 | $0 | $0 |
Source: Public Records
Agents Affiliated with this Home
-
Patti Fortune
Seller's Agent in 2026
Patti Fortune
Downing Frye Realty Inc.
(239) 272-8494
4 in this area
27 Total Sales
-
Douglas Grant
Seller's Agent in 2022
Douglas Grant
John R Wood Properties
(239) 948-4450
49 in this area
233 Total Sales
-
B
Seller Co-Listing Agent in 2022
Barbara Leiti
INACTIVE AGENT ACCT
-
Laura Brucer
Seller's Agent in 2018
Laura Brucer
Keller Williams Elite Realty
(773) 456-1123
16 in this area
48 Total Sales
-
H
Seller Co-Listing Agent in 2018
Heather Wightman
Map
Source: Naples Area Board of REALTORS®
MLS Number: 225084896
APN: 22510006750
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
The source of this real property information is the copyrighted and proprietary database compilation of the M.L.S. of Naples, Inc. Copyright 2026 M.L.S. of Naples, Inc. 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.
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