Tim Diers
Downing Frye Realty Inc.
(239) 451-5350
15 Total Sales
1 in Arrowhead-Island Walk
$425,000 Price
Estimated Value: $1,312,794 - $1,982,000
**STUNNING FURNISHED 5 BED\3 BATH PRIVATE POOL HOME WITH GUEST HOUSE**PRIVATE FULL TENNIS /PICKLEBALL COURT**FULLY FURNISHED**NORTH NAPLES** NO HOA SO MOVE IN FAST ** PET FRIENDLY **Resort-Style Private Estate Home in Oakes Estates – Available for Annual Lease
One of Naples' Best-Kept Secrets – Completely Renovated and Move-In Ready!
Experience luxury living at its finest in this fully upgraded private resort-style estate located in the highly sought-after Oakes Estates community. Nestled on a spacious and serene lot, this exceptional property offers unparalleled privacy, world-class amenities, and thoughtful upgrades throughout — making it one of Naples’ true hidden gems.
Key Features Include:
Main Residence + Private Guest House – Ideal for extended family, visiting guests, or a dedicated home office
Full Renovation Completed in 2022 – Every system and feature has been modernized
Chef’s Kitchen – New custom cabinets (2020), high-end appliances (2018–2022), new countertops, custom wood breakfast bar
Flooring & Design – Newer luxury vinyl plank flooring (2020), custom wood accent walls
Outdoor Living Paradise – Custom extended patio with pavers, resurfaced pool (2021), built-in fire pit
Brand-New Full-Size Tennis & Pickleball Court – A rare and exciting feature for active lifestyles
State-of-the-Art Systems – 2022 Trane A/C with UV lamp, whole-home reverse osmosis, 500-gallon in-ground propane tank, updated well system, generator
Storm-Ready – Complete PGT hurricane-rated windows and doors in both main and guest houses
New Metal Roof & Gutters – Seamless and built to last (2022)
Prime Location:
Located in prestigious Oakes Estates
Minutes to top-rated schools, shopping, dining, and entertainment
A short drive to Vanderbilt Beach and Wiggins Pass State Park
Whether you're seeking a serene retreat or a home built for entertaining, this one-of-a-kind property delivers. This large private estate home is available for annual lease and offers a lifestyle that’s hard to match — all in the heart of Naples.
***FIRST, LAST, AND SECURITY DUE PRIOR TO MOVE-IN ***
***LAWN, TRASH, POOL, AND WATER (WELL) INCLUDED IN RENTAL RATE***
***PETS UPON APPROVAL AND PET DEPOSIT***
Last Agent to Rent the Property
Cheri Anne DeMonico
Premier Property Management License #249527621 Listed on: 09/05/2025
Last Renter's Agent
Cheri Anne DeMonico
Premier Property Management License #249527621 Listed on: 09/05/2025
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Tim Diers
Downing Frye Realty Inc.
(239) 451-5350
15 Total Sales
1 in Arrowhead-Island Walk
$425,000 Price
Dave Cuffe PA
RE/MAX Trend
(239) 977-9159
110 Total Sales
2 in Arrowhead-Island Walk
$640,000 Price Range
Lesley Williams
EXP REALTY LLC
(239) 323-6366
116 Total Sales
4 in Arrowhead-Island Walk
$627K - $1.1M Price Range
Michael Downer
Downing Frye Realty Inc.
(848) 305-1716
35 Total Sales
5 in Arrowhead-Island Walk
$375K - $535K Price Range
Angela Graziano
Alfred Robbins Realty Group
(239) 376-3165
35 Total Sales
2 in Arrowhead-Island Walk
$915,000 Price Range
Theresa Bocka
William Raveis Real Estate
(239) 363-6919
53 Total Sales
4 in Arrowhead-Island Walk
$378K - $520K Price Range
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 |
|---|---|---|---|
| $1,805,000 | -- | ||
| $510,000 | Attorney | ||
| $320,000 | Attorney | ||
| $325,000 | None Available | ||
| $250,000 | -- | ||
| $175,000 | -- |
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 |
|---|---|---|---|
| Open | $1,263,500 | ||
| Previous Owner | $770,000 | ||
| Previous Owner | $100,000 | ||
| Previous Owner | $453,900 | ||
| Previous Owner | $225,600 | ||
| Previous Owner | $230,000 |
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 |
|---|---|---|---|---|
| 09/27/2025 09/27/25 | Rented | -- | -- | -- |
| 09/15/2025 09/15/25 | Price Changed | $6,500 | -23.5% | $3 / Sq Ft |
| 09/05/2025 09/05/25 | For Rent | $8,495 | -- | -- |
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 |
|---|---|---|---|---|
| 2026 | $9,704 | $1,030,367 | $771,800 | $258,567 |
| 2025 | $9,704 | $965,730 | $811,525 | $154,205 |
| 2024 | $12,914 | $1,147,755 | $830,820 | $316,935 |
| 2023 | $12,914 | $1,265,412 | $913,675 | $351,737 |
| 2022 | $5,514 | $522,177 | $0 | $0 |
| 2021 | $5,564 | $506,968 | $0 | $0 |
| 2020 | $5,433 | $499,968 | $0 | $0 |
| 2019 | $5,340 | $488,727 | $286,020 | $202,707 |
| 2018 | $5,521 | $507,027 | $0 | $0 |
| 2017 | $5,438 | $496,598 | $222,460 | $274,138 |
| 2016 | $5,735 | $488,848 | $0 | $0 |
| 2015 | $4,642 | $343,839 | $0 | $0 |
| 2014 | $3,881 | $312,581 | $0 | $0 |
CD
Landlord's Agent in 2025
Cheri Anne DeMonico
Premier Property Management
JH
Seller's Agent in 2015
Jennifer Hardy
Development Realty LC
(239) 777-7006
Source: Florida Gulf Coast Multiple Listing Service
MLS Number: 225069684
APN: 41885760003
Ask me questions while you tour the home.