B
Seller's Agent in 2026
Barry Eisenberg
Premiere Plus Realty Company
4008 Upolo Ln Naples, FL 34119
Arrowhead-Island Walk Neighborhood
4
Beds
3
Baths
2,487
Sq Ft
8,276
Sq Ft
Highlights
- Lake Front
- Fitness Center
- Clubhouse
- Vineyards Elementary School Rated A
- Gated Community
- Maid or Guest Quarters
About This Home
As of January 2026Welcome to your dream home in the heart of Island Walk, one of Naples’ most desirable gated communities! This beautifully maintained Carlyle model sits on a peaceful cul-de-sac on scenic Upolo Lane, offering a perfect blend of comfort, space, and Florida lifestyle. With 4 spacious bedrooms and 3 full bathrooms, this home is ideal for both full-time living and seasonal escapes. Inside, you’ll find a thoughtfully designed floor plan with generous living areas, large windows that bring in tons of natural light, and timeless finishes throughout. The open concept layout is perfect for entertaining guests or simply relaxing at home. Had a 4 point inspection and passed with flying colors. The roof has at least 8 more years hence you can get insurance and a mortgage. Step out to your private lanai and enjoy the serenity of your backyard while soaking in the beauty of Southwest Florida’s iconic sunsets. Whether you're sipping morning coffee or winding down in the evening, this outdoor space is made for peaceful enjoyment. This home also features hurricane shutters and a brand-new A/C unit, offering both comfort and peace of mind. The Island Walk community offers a true resort lifestyle—just a short walk from your front door you’ll find a resort-style pool, lap pool, a state-of-the-art fitness center, tennis courts, pickleball courts, bocce courts, and miles of scenic walking and biking trails. The Town Center is currently undergoing a complete renovation and includes its own restaurant, beauty salon, nail salon, gas station, car wash, and post office—all within the gates of your own neighborhood. With an unbeatable location, top-tier amenities, and a warm, welcoming community, 4008 Upolo Lane is more than just a home—it’s a lifestyle.
Last Agent to Sell the Property
Barry Eisenberg
Premiere Plus Realty Company License #249512950 Listed on: 05/20/2025
Last Buyer's Agent
Ally Miller
Realty One Group MVP License #3278633
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $6,281
Year Built
- Built in 2001
Lot Details
- 8,276 Sq Ft Lot
- Lot Dimensions are 61 x 135 x 61 x 135
- Lake Front
- Home has East and West Exposure
- Privacy Fence
- Rectangular Lot
- Sprinkler System
HOA Fees
- $568 Monthly HOA Fees
Parking
- 2 Car Attached Garage
- Garage Door Opener
Home Design
- Entry on the 1st floor
- Tile Roof
- Stucco
Interior Spaces
- 2,487 Sq Ft Home
- 1-Story Property
- Custom Mirrors
- Built-In Features
- Ceiling Fan
- Fireplace
- Shutters
- Entrance Foyer
- Great Room
- Combination Dining and Living Room
- Screened Porch
- Lake Views
- Fire and Smoke Detector
Kitchen
- Eat-In Kitchen
- Breakfast Bar
- Range
- Microwave
- Freezer
- Dishwasher
Flooring
- Carpet
- Tile
Bedrooms and Bathrooms
- 4 Bedrooms
- Closet Cabinetry
- Walk-In Closet
- Maid or Guest Quarters
- 3 Full Bathrooms
- Dual Sinks
- Bathtub
- Separate Shower
Laundry
- Dryer
- Washer
- Laundry Tub
Outdoor Features
- Screened Patio
- Lanai
Utilities
- Central Heating and Cooling System
- High Speed Internet
- Cable TV Available
Listing and Financial Details
- Tax Lot 1070
- Assessor Parcel Number 52250090627
Community Details
Overview
- Association fees include management, cable TV, ground maintenance, reserve fund, road maintenance, sewer, street lights, security
- Association Phone (239) 513-0045
- Island Walk Subdivision
Amenities
- Restaurant
- Clubhouse
- Community Library
Recreation
- Tennis Courts
- Pickleball Courts
- Bocce Ball Court
- Fitness Center
- Community Pool
Security
- Gated Community
Matterport 3D Tour
Floorplan
Ownership History
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
May 20, 2025
Closed on
Jan 22, 2026
Sold by
Vicinanzo David A and Mary W Vicinanzo Revocable Trust
Bought by
Miller Oyar and Miller Lynn Anne
Seller's Agent
Barry Eisenberg
Premiere Plus Realty Company
Buyer's Agent
Ally Miller
Realty One Group MVP
List Price
$734,900
Sold Price
$695,000
Premium/Discount to List
-$39,900
-5.43%
Views
1141
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
89.09%
Purchase Details
Listed on
Jan 26, 2018
Closed on
May 11, 2018
Sold by
Sardelli Geraldine A
Bought by
Vicinanzo David A
Seller's Agent
Debra Gladchun
John R Wood Properties
Buyer's Agent
Debra Gladchun
John R Wood Properties
List Price
$514,900
Sold Price
$460,000
Premium/Discount to List
-$54,900
-10.66%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
5.50%
Purchase Details
Closed on
Sep 7, 2001
Sold by
Island Walk Dev Co
Bought by
Sardelli Geraldien A
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$220,500
Interest Rate
6.98%
Mortgage Type
New Conventional
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Home Values in the Area
Average Home Value in this Area
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $695,000 | First American Title Insurance | |
| Warranty Deed | $460,000 | Ross Title & Escrwo Inc | |
| Deed | $322,800 | -- |
Source: Public Records
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $220,500 | New Conventional |
Source: Public Records
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 01/22/2026 01/22/26 | Sold | $695,000 | -5.4% | $279 / Sq Ft | |
| 01/22/2026 01/22/26 | Pending | -- | -- | -- | |
| 10/04/2025 10/04/25 | Off Market | $734,900 | -- | -- | |
| 10/03/2025 10/03/25 | For Sale | $734,900 | 0.0% | $295 / Sq Ft | |
| 09/23/2025 09/23/25 | Price Changed | $734,900 | -0.7% | $295 / Sq Ft | |
| 08/19/2025 08/19/25 | Price Changed | $739,900 | -0.7% | $298 / Sq Ft | |
| 07/15/2025 07/15/25 | Price Changed | $745,000 | -5.3% | $300 / Sq Ft | |
| 06/20/2025 06/20/25 | Price Changed | $786,800 | -0.1% | $316 / Sq Ft | |
| 06/05/2025 06/05/25 | Price Changed | $787,900 | -0.1% | $317 / Sq Ft | |
| 05/20/2025 05/20/25 | For Sale | $789,000 | +71.5% | $317 / Sq Ft | |
| 05/11/2018 05/11/18 | Sold | $460,000 | -5.2% | $185 / Sq Ft | View Prior Sale |
| 03/29/2018 03/29/18 | Pending | -- | -- | -- | |
| 03/21/2018 03/21/18 | Price Changed | $485,000 | -5.8% | $195 / Sq Ft | |
| 01/26/2018 01/26/18 | For Sale | $514,900 | -- | $207 / Sq Ft |
Source: Florida Gulf Coast Multiple Listing Service
Tax History
| 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 | $6,281 | $615,695 | -- | -- |
| 2024 | $6,334 | $559,723 | -- | -- |
| 2023 | $6,334 | $508,839 | -- | -- |
| 2022 | $5,872 | $462,581 | $0 | $0 |
| 2021 | $5,028 | $420,528 | $99,389 | $321,139 |
| 2020 | $4,881 | $412,017 | $102,312 | $309,705 |
| 2019 | $4,824 | $404,425 | $105,820 | $298,605 |
| 2018 | $4,844 | $407,244 | $121,313 | $285,931 |
| 2017 | $5,097 | $426,637 | $137,390 | $289,247 |
| 2016 | $5,057 | $423,058 | $0 | $0 |
| 2015 | $4,792 | $394,379 | $0 | $0 |
| 2014 | $4,506 | $366,385 | $0 | $0 |
Source: Public Records
Agents Affiliated with this Home
-
-
A
Buyer's Agent in 2026
Ally Miller
Realty One Group MVP
-
Debra Gladchun
Seller's Agent in 2018
Debra Gladchun
John R. Wood Properties
(239) 821-0097
4 Total Sales
-
Jorge Velasquez
Seller Co-Listing Agent in 2018
Jorge Velasquez
John R. Wood Properties
(239) 434-0101
1 in this area
18 Total Sales
Map
Source: Florida Gulf Coast Multiple Listing Service
MLS Number: 225048558
APN: 52250090627
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 information is being provided by Southwest Florida Multiple Listing Service. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2026 Southwest Florida Multiple Listing Service. All Rights Reserved
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