4008 Upolo LN, Naples, FL 34119
Property image
Property image
SOLD
JAN 22, 2026

$694,500

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,487 sqft

4008 Upolo LN, Naples, FL 34119

Island Walk
Est. Refi. Payment $4,310/mo*
Refinance Your Home
Currently Off Market - Sold Jan 22, 2026 for $695,000 (5% below list price)

Home Value

Trulia Estimate
$695K
Since last month
Decreased$1K (-0.2%)
Since last year
Decreased$13K (-1.8%)
Since last sale
Decreased$2K (-0.3%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +45% in the last 10 years
MonthEstimated value
2026
September 2026$693K
August 2026$694K
July 2026$687K
June 2026$692K
May 2026$684K
March 2026$690K
February 2026$694K
January 2026$694K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4048 Trinidad WAY, Naples, FL
0.19
Single-Family Home
$688,000
08/10/26
3
3
1,983
3928 Upolo LN, Naples, FL
0.20
Single-Family Home
$955,000
04/20/26
4
3
2,687
4471 Prescott LN, Naples, FL
0.19
Single-Family Home
$665,000
09/03/26
3
2.5
1,983
4024 Trinidad WAY, Naples, FL
0.25
Single-Family Home
$655,000
07/09/26
3
2.5
1,983
4383 Bismark WAY, Naples, FL
0.36
Single-Family Home
$667,000
07/27/26
4
3
2,032
3794 Whidbey WAY, Naples, FL
0.28
Single-Family Home
$700,000
02/25/26
3
2.5
1,983
3790 Whidbey WAY, Naples, FL
0.29
Single-Family Home
$635,000
03/05/26
3
2.5
1,983
3812 Valentia WAY, Naples, FL
0.29
Single-Family Home
$645,000
03/02/26
3
3
1,983
4366 Bismark WAY, Naples, FL
0.41
Single-Family Home
$670,000
07/12/26
4
3
2,006

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
3984 Upolo LN, Naples, FL 34119
0.06
$1,094,600
4
3
2,548
Off Market
3987 Upolo LN, Naples, FL 34119
0.06
$925,900
5
3
2,667
Off Market
3915 Valentia WAY, Naples, FL 34119
0.10
$651,300
3
2
1,983
Off Market
3899 Valentia Way, Naples, FL 34119
0.12
$481,200
3
2
2,181
Off Market
3888 Valentia WAY, Naples, FL 34119
0.16
$715,200
3
3
2,181
Off Market
3867 Valentia WAY, Naples, FL 34119
0.17
$600,400
3
2
1,983
Off Market
4370 Queen Elizabeth Way, Naples, FL 34119
0.10
$866,500
4
3.5
2,507
Off Market
4085 Trinidad WAY, Naples, FL 34119
0.13
$707,900
3
3
1,983
Off Market
4061 Trinidad WAY, Naples, FL 34119
0.15
$812,600
3
2
1,983
Off Market
4365 Queen Elizabeth WAY, Naples, FL 34119
0.13
$934,000
4
3
2,487
Off Market
3829 Whidbey Way, Naples, FL 34119
0.21
$712,000
3
2.5
1,983
For Sale

Local Information

  • Map ViewExplore the area around 4008 Upolo LN.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2001
2,487 sqft
$279/sqft
2 Car Garage
HOA $568/mo

About this House

Welcome 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.
4008 Upolo LN, Naples, FL 34119 is a 4 bedroom, 3 bathroom, 2,487 sqft single-family home in Island Walk, built in 2001. It last sold for $695,000 on Jan 22, 2026 (5% below the $734,900 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $694,500, with a rent estimate of $3,614/month.
Last check for updates: about 18 hours ago
Listed by Barry Eisenberg, (239) 233-3361
Premiere Plus Realty Company
Bought with: Ally Miller, (561) 385-3766, Realty One Group MVP
Originating MLS: Naples
Source: SWFLMLS, MLS#225048558

Home Details for 4008 Upolo LN

Interior Features

Interior Details
Number of Rooms: 2Types of Rooms: Dining Room, Kitchen
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2487 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator/Freezer, WasherDishwasherDryerLaundry: Inside,Laundry TubMicrowaveWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Ceiling Fan(s),Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Has a FireplaceNo Spa
Windows, Doors, Floors & Walls
Window: Shutters - ManualFlooring: Carpet, Tile
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Floors: Carpet, Tile
View
Has a ViewView: Lake, Landscaped Area
Security
Security: Smoke Detector(s), Gated Community

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: Screened Lanai/PorchOther Structures: Tennis Court(s)Foundation: Concrete BlockNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached
Pool
Pool: Community
Frontage
WaterfrontWaterfront: LakeFrontage Type: LakefrontOn Waterfront
Farm & Range
Not Allowed to Raise Horses

Property Information

Year Built
Year Built: 2001
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: HouseArchitecture: Ranch
Building
Building: DSL/Cable AvailableConstruction Materials: Block, StuccoNot a New Construction
Property Information
Parcel Number: 52250090627

Price & Status

Price
List Price: $734,900Price Per Sqft: $279/sqft
Status Change & Dates
Off Market Date: Thu Jan 22 2026

Active Status

MLS Status: Closed

Location

Direction & Address
City: NAPLESCommunity: ISLAND WALK

Building

Building Area
Building Area: 3387 Square Feet
Community rooms
Fitness Center

Community

Community Features: Clubhouse, Pool, Fitness Center, Restaurant, Tennis Court(s), GatedNot Senior Community

HOA

Association for this Listing: NaplesHas an HOAHOA Fee: $6,820/Annually

Lot Information

Lot Area: 8276.4 sqft

Offer

Contingencies: Sale of Home

Miscellaneous

Mls Number: 225048558Water ViewWater View: Lake

Additional Information

HOA Amenities: Beauty Salon,Bocce Court,Clubhouse,Pool,Fitness Center,Internet Access,Library,Pickleball,Restaurant,Tennis Court(s)

Price and Tax history

DateEventPrice
Jan 22, 2026
Source: SWFLMLS #225048558
Sold
$695,000
Nov 18, 2025
Source: SWFLMLS #225048558
Pending
$734,900
Sep 23, 2025
Source: SWFLMLS #225048558
PriceChange
$734,900
Price decreased by 1%
Aug 19, 2025
Source: SWFLMLS #225048558
PriceChange
$739,900
Price decreased by 1%
Jul 15, 2025
Source: SWFLMLS #225048558
PriceChange
$745,000
Price decreased by 5%

Market trends in Naples

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$550K
$18.33KMoM
Sale-to-List Price
95.0%
0.1%MoM
Price per sq ft
$323
$9MoM
Available listings
4452
376MoM

Around this home

Neighborhood Overview

Island Walk
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Island Walk

At least 2 Trulia users voted on each feature.

  • 100 % Say car is needed

  • 100 % Say it's dog friendly

  • 100 % Say streets are well-lit

  • 100 % Say people would walk alone at night

  • 80 % Say there's wildlife

  • 80 % Say there's holiday spirit

  • 75 % Say there are community events

  • 75 % Say there are sidewalks

  • 67 % Say yards are well-kept

  • 67 % Say it's quiet

  • 58 % Say neighbors are friendly

  • 50 % Say parking is easy

  • 50 % Say it's walkable to restaurants

  • 50 % Say kids play outside

  • 50 % Say they plan to stay for at least 5 years

Sourced by Trulia users. Learn more about our methodology.
  • Mfontaine21
    "Many community events at our town center including food trucks, swim and dance parties and weekly bingo"
    0
    Flag

LGBTQ Local Legal Protections

The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS. Copyright 2026 Southwest Florida MLS. 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.

Frequently asked questions about 4008 Upolo LN

  • What is 4008 Upolo LN estimated to be worth?
    Trulia's estimated value for 4008 Upolo LN in Naples, FL is $694,500.
  • What is the price history for 4008 Upolo LN?
    4008 Upolo LN in Naples, FL last sold for $695,000 in January 2026.
  • Is Naples a buyer's or seller's market?
    Naples is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Naples?
    The median sale price in Naples is $550K. That is down $18.33K from the prior month.
  • Does 4008 Upolo LN have air conditioning?
    Yes, 4008 Upolo LN in Naples, FL has air conditioning.
  • Does 4008 Upolo LN have a pool?
    Yes, 4008 Upolo LN in Naples, FL has a pool.

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