4444 Gordon Dr, Naples, FL 34102
OFF MARKET

$34,465,400

Trulia Estimate
  • 5 Beds
  • 6 Baths
  • 7,000 sqft (on 1.42 acres)

4444 Gordon Dr, Naples, FL 34102

Port Royal
Est. Refi. Payment $211,189/mo*
Refinance Your Home
Currently Off Market - Sold Apr 10, 2022 for $36,000,000

Home Value

Trulia Estimate
$34.5M
Since last month
Decreased$512K (-1.5%)
Since last year
Increased$2M (+5.3%)
Since last sale
Decreased$2M (-4.3%)
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 +61% in the last 10 years
MonthEstimated value
2026
September 2026$34.47M
August 2026$34.98M
July 2026$34.18M
June 2026$35.07M
May 2026$33.48M
April 2026$33.58M
March 2026$33.75M
February 2026$34.89M
January 2026$31.92M
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
4115 Cutlass LN, Naples, FL
0.30
Single-Family Home
$25,000,000
02/25/26
6
7
6,291
3430 Gordon Dr, Naples, FL
0.74
Single-Family Home
$50,950,000
04/14/26
6
7
7,002
3777 Gordon DR, Naples, FL
0.46
Single-Family Home
$36,500,000
07/22/26
6
7
9,074
860 Admiralty Parade E, Naples, FL
0.65
Single-Family Home
$40,000,000
04/13/26
5
6
11,559
3580 Gin LN, Naples, FL
0.74
Single-Family Home
$15,900,000
05/11/26
5
5.5
6,816
3440 RUM ROW, Naples, FL
0.91
Single-Family Home
$28,250,000
04/21/26
5
7
7,835
4296 Cutlass LN, Naples, FL
0.19
Single-Family Home
$55,000,000
01/14/26
6
10.5
15,309
3300 Gin LN, Naples, FL
0.90
Single-Family Home
$23,200,000
10/27/25
5
7.5
8,187
14 Sabre LN, Naples, FL
0.35
Single-Family Home
$10,950,000
07/29/26
4
4.5
5,416
3373 Rum Row, Naples, FL
0.99
Single-Family Home
$35,000,000
11/25/25
6
8.5
8,377

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
4550 GORDON DR, Naples, FL 34102
0.08
$49,950,000
-
-
-
For Sale
63 Cove LN, Naples, FL 34102
0.09
$3,651,800
-
-
-
Off Market
61 COVE LN, Naples, FL 34102
0.09
$800,000
-
-
-
Recently Sold
225 Cove LN, Naples, FL 34102
0.10
$12,881,800
4
6.5
7,454
Off Market
4296 Cutlass LN, Naples, FL 34102
0.19
$55,000,000
6
10.5
15,309
Recently Sold
230 & 240 Bay RD, Naples, FL 34102
0.21
$31,000,000
Studio
-
1,000
For Sale
210 & 220 Bay RD, Naples, FL 34102
0.21
$35,000,000
-
-
-
For Sale
4253 Cutlass LN, Naples, FL 34102
0.24
$32,850,000
5
6
6,883
For Sale
4120 Cutlass LN, Naples, FL 34102
0.26
$13,927,000
6
6.5
7,964
Off Market
4115 Cutlass LN, Naples, FL 34102
0.30
$25,000,000
6
7
6,291
Recently Sold
3950 Gordon DR, Naples, FL 34102
0.33
$25,000,000
-
-
-
For Sale
12 Sabre LN, Naples, FL 34102
0.33
$17,900,000
6
8.5
7,211
For Sale

Local Information

  • Map ViewExplore the area around 4444 Gordon Dr.
  • Schools2 Preschool Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1995
1.42 acre lot
7,000 sqft
$4,924/sqft
Garage

About this House

Posada Del Sol is situated on the Gulf of Mexico, in the ultra-luxe enclave of Port Royal. Silky-white sand beaches, and stunning sunsets are yours on this nearly 1.5 acre beach estate with 150 ft on the Gulf of Mexico. A private sandy beach, heated pool, koi ponds and an abundance of outdoor settings set the tone for comfortable and carefree living. The beach property offers four bedrooms plus den, a separate guest house and two indoor parking bays. Property being offered as is. Port Royal Club Membership eligibility.
4444 Gordon Dr, Naples, FL 34102 is a 5 bedroom, 7 bathroom, 7,000 sqft single-family home in Port Royal, built in 1995. It last sold for $36,000,000 on Apr 10, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $34,465,400.

Home Details for 4444 Gordon Dr

Interior Features

Heating & Cooling
Heating: Electric, GasHeating Fuel: Electric
Levels, Entrance, & Accessibility
Stories: 1Floors: Carpet, Hardwood
Interior Details
Types of Rooms: Walk In Closet, Dining Room
Appliances & Utilities
Dishwasher
Fireplace & Spa
Hot Tub or Spa

Exterior Features

Exterior Home Features
Roof: TileDeckExterior: Stucco
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1995Year Updated: 1994
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 1.42 acres

Price and Tax history

DateEventPrice
Apr 10, 2022
Source: N/A
Sold
$36,000,000
Mar 25, 2022
Source: SWFLMLS #222018018
Pending
$40,000,000
Mar 25, 2022
Source: SWFLMLS #222018018
Listed For Sale
$40,000,000
Dec 1, 2021
Source: N/A
Sold
$27,050,000
Oct 27, 2021
Source: SWFLMLS #221047062
Pending
$26,990,000

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

Port Royal
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Port Royal

At least 4 Trulia users voted on each feature.

  • 100 % Say parking is easy

  • 100 % Say it's dog friendly

  • 100 % Say people would walk alone at night

  • 100 % Say car is needed

  • 78 % Say it's quiet

  • 75 % Say there's holiday spirit

  • 67 % Say they plan to stay for at least 5 years

  • 50 % Say yards are well-kept

  • 43 % Say there's wildlife

  • 39 % Say neighbors are friendly

  • 25 % Say streets are well-lit

  • 17 % Say it's walkable to restaurants

  • 17 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • Eurobaby
    "I've done a fair amount of travel throughout the US-but never have I found a more perfectly planned and aesthetically pleasing place. Whether you're young, middle-aged, senior, living w/ children or empty nester, it just doesn't get much better than this on planet earth. "
    25
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 4444 Gordon Dr

  • What is 4444 Gordon Dr estimated to be worth?
    Trulia's estimated value for 4444 Gordon Dr in Naples, FL is $34,465,400.
  • What is the price history for 4444 Gordon Dr?
    4444 Gordon Dr in Naples, FL last sold for $36,000,000 in April 2022.
  • 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 4444 Gordon Dr have a pool?
    Yes, 4444 Gordon Dr in Naples, FL has a pool.
  • How big is the lot at 4444 Gordon Dr?
    The lot at 4444 Gordon Dr in Naples, FL is about 1.4 acres.

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Apartments for Rent

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