366 Pirates Bight, Naples, FL 34103
OFF MARKET

$2,698,500

Trulia Estimate
  • 3 Beds
  • 4 Baths
  • 3,257 sqft (on 0.32 acres)

366 Pirates Bight, Naples, FL 34103

Park Shore
Est. Refi. Payment $16,604/mo*
Refinance Your Home
Currently Off Market - Sold Dec 31, 2020 for $1,628,500

Home Value

Trulia Estimate
$2.7M
Since last month
Decreased$34K (-1.2%)
Since last year
Increased$239K (+9.7%)
Since last sale
Increased$1M (+66.6%)
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 +107% in the last 10 years
MonthEstimated value
2026
September 2026$2.71M
August 2026$2.75M
July 2026$2.73M
June 2026$2.73M
May 2026$2.61M
April 2026$2.62M
March 2026$2.59M
February 2026$2.58M
January 2026$2.46M
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
517 Parkwood Ln, Naples, FL
0.15
Single-Family Home
$2,000,000
04/17/26
3
3
2,831
557 Parkwood LN, Naples, FL
0.18
Single-Family Home
$2,425,000
05/29/26
4
3
2,900
503 Neapolitan Way, Naples, FL
0.21
Single-Family Home
$2,320,000
07/24/26
4
3
3,382
4850 Whispering Pine WAY, Naples, FL
0.26
Single-Family Home
$2,285,000
04/09/26
4
2.5
2,795
512 Neapolitan LN, Naples, FL
0.31
Single-Family Home
$4,200,000
04/02/26
3
3.5
3,265
4875 Whispering Pine WAY, Naples, FL
0.24
Single-Family Home
$3,550,000
07/31/26
3
2.5
3,088
517 Devils LN, Naples, FL
0.20
Single-Family Home
$2,425,000
09/10/26
4
3
3,616
4916 Crayton Rd, Naples, FL
0.13
Single-Family Home
$2,450,000
01/22/26
3
2
1,932
497 Devils LN, Naples, FL
0.16
Single-Family Home
$3,500,000
03/03/26
4
3
2,438
5160 CRAYTON PL S, Naples, FL
0.25
Single-Family Home
$3,200,000
08/10/26
4
3
3,973

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
4651 Crayton RD, Naples, FL 34103
0.03
$5,214,800
4
5
4,129
Off Market
4711 Crayton RD, Naples, FL 34103
0.04
$2,779,600
3
2
1,836
Off Market
4511 Crayton RD, Naples, FL 34103
0.05
$7,744,600
5
6.5
4,817
Off Market
345 Devils Bight, Naples, FL 34103
0.08
$8,995,000
4
5
5,379
For Sale
360 Devils Bight, Naples, FL 34103
0.09
$5,673,600
4
4.5
3,715
Off Market
4851 Crayton RD, Naples, FL 34103
0.09
$6,200,000
4
5
3,998
Recently Sold
340 Pirates Bight, Naples, FL 34103
0.09
-
-
-
-
Off Market
341 Devils Bight, Naples, FL 34103
0.10
$5,069,200
-
-
-
Off Market
4836 Crayton RD, Naples, FL 34103
0.10
$8,322,200
5
6.5
5,595
Off Market
339 Devils Bight, Naples, FL 34103
0.12
$7,995,000
5
6
5,447
For Sale
4856 CRAYTON RD, Naples, FL 34103
0.12
$4,300,000
3
2
2,329
For Sale
4776 Crayton CT, Naples, FL 34103
0.12
$9,200,000
5
6
6,250
Recently Sold

Local Information

  • Map ViewExplore the area around 366 Pirates Bight.
  • Schools2 Preschool Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1983
0.32 acre lot
3,257 sqft
$829/sqft

About this House

You will fall in love with this beautiful home. This luxurious residence has a well-designed, flowing floor plan offering three large bedrooms and three and a half bathrooms. Highlights are handcrafted teak floors, a spacious family room with unique stone framed fireplace and inviting teak wet bar, a gorgeous kitchen with beautiful cherry-wood cabinets, a master suite with tray ceilings, French doors, huge walk-in closet, and a beautifully designed master bath, a spacious den / office area including a half bath and a closet that could easily work as a fourth bedroom. Other features are an extensive pool area with inviting waterfall setting off the lush landscaping surrounding this very special home. Do not miss this world-class beauty.
366 Pirates Bight, Naples, FL 34103 is a 3 bedroom, 4 bathroom, 3,257 sqft single-family home in Park Shore, built in 1983. It last sold for $1,628,500 on Dec 31, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,698,500, with a rent estimate of $7,565/month.

Home Details for 366 Pirates Bight

Interior Features

Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Types of Rooms: Office

Property Information

Year Built
Year Built: 1983Year Updated: 1983
Property Type / Style
Property Type: Single Family Home

Exterior Features

Exterior Home Features
Deck
Pool
Pool

Community

Units in Building: 1

Lot Information

Lot Area: 0.32 acres

Price and Tax history

DateEventPrice
Dec 31, 2020
Source: N/A
Sold
$1,628,500
Feb 22, 2011
Source: N/A
Sold
$887,500
Jan 7, 2011
Source: Agent Provided
Listed For Sale
$925,000
Jul 7, 2010
Source: Agent Provided
ListingRemoved
$975,000
Jul 2, 2010
Source: Agent Provided
Listed For Sale
$975,000

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

Park Shore
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Park Shore

At least 35 Trulia users voted on each feature.

  • 90 % Say it's walkable to restaurants

  • 89 % Say it's quiet

  • 86 % Say it's dog friendly

  • 84 % Say there's holiday spirit

  • 84 % Say people would walk alone at night

  • 74 % Say parking is easy

  • 74 % Say car is needed

  • 69 % Say streets are well-lit

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

  • 66 % Say it's walkable to grocery stores

  • 65 % Say there are sidewalks

  • 62 % Say yards are well-kept

  • 56 % Say there are community events

  • 46 % Say neighbors are friendly

  • 37 % Say there's wildlife

  • 26 % Say kids play outside

Sourced by Trulia users. Learn more about our methodology.
  • Michael.mccann
    "Lovely and quiet. Great location with beach and shopping/dining nearby. Homes are well maintained "
    0
    Flag
  • Sheilamframe
    "Cane toads are dangerous for dogs and there are several of those out at night so be very careful and don’t walk off leash in the dark! "
    4
    Flag
  • Briahmila118
    "I am visiting but this area is amazing. I love how quiet it is here. We are visiting for a week but would love to move to this area"
    3
    Flag
  • Polksalad0
    "I am retired and I have no commute. This location is very close to everything . It is only 10 minutes to downtown or 10 minutes out to Airport Road. In the summer, the commute time coukd be less. we are a seasonal community."
    0
    Flag
  • florajackson
    "Owners are allowed two dogs up to 40 pounds each. It is a gated community. It is a very close knit community since it is small and one knows their neighbors and I love my neighbors. There are activities like bridge, book club, fitness center, outdoor grilling, a pool and a hot tub. This is a fabulous community close to everything."
    6
    Flag
  • Planner K.
    "easy with car or bike. lots of easy shopping, business and services around. About 20 minute commute to work each way."
    0
    Flag
  • Charles
    "The elegant boulevard, beautiful homes,cleanliness,warmth of neighborhood...one of the loveliest streets in the country with elegantly designed multi story buildings kept in exquisite condition."
    1
    Flag
  • Gulfview42
    "Paradise, truly rare find with beautiful beaches, private lit sidewalk along beach including spacious five circle parks. Venetian Bay with The Village fine restaurants, entertainment, shopping and community feel. But the BEST location in Naples and views to appreciate daily for many years. This is unique area for those who truly appreciate. "
    3
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 366 Pirates Bight

  • What is 366 Pirates Bight estimated to be worth?
    Trulia's estimated value for 366 Pirates Bight in Naples, FL is $2,698,500.
  • What is the price history for 366 Pirates Bight?
    366 Pirates Bight in Naples, FL last sold for $1,628,500 in December 2020.
  • 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 366 Pirates Bight have a pool?
    Yes, 366 Pirates Bight in Naples, FL has a pool.
  • How big is the lot at 366 Pirates Bight?
    The lot at 366 Pirates Bight in Naples, FL is about 0.32 acres (13,939 sq ft).

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