344 Pirates Bight, Naples, FL 34103
Property image
Property image
OFF MARKET

$9,445,200

Trulia Estimate
  • 4 Beds
  • 5.5 Baths
  • 5,173 sqft (on 0.30 acres)

344 Pirates Bight, Naples, FL 34103

Park Shore
Est. Refi. Payment $57,475/mo*
Refinance Your Home
Currently Off Market - Sold Mar 15, 2018 for $6,150,000

Home Value

Trulia Estimate
$9.45M
Since last month
Decreased$230K (-2.4%)
Since last year
Increased$558K (+6.3%)
Since last sale
Increased$3M (+53.5%)
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 +52% in the last 10 years
MonthEstimated value
2026
September 2026$9.44M
August 2026$9.67M
July 2026$9.52M
June 2026$9.52M
May 2026$9.15M
April 2026$9.09M
March 2026$9.07M
February 2026$9.15M
January 2026$8.69M
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
4851 Crayton RD, Naples, FL
0.08
Single-Family Home
$6,200,000
08/27/26
4
5
3,998
541 Whispering Pine CT, Naples, FL
0.22
Single-Family Home
$5,625,000
07/08/26
4
5
4,530
448 Devils LN, Naples, FL
0.21
Single-Family Home
$6,700,000
05/01/26
5
5.5
5,138
565 Whispering Pine LN, Naples, FL
0.25
Single-Family Home
$4,900,000
05/20/26
4
5
4,554
555 Whispering Pine LN, Naples, FL
0.21
Single-Family Home
$7,450,000
05/15/26
5
6
5,068
4419 Crayton RD, Naples, FL
0.20
Single-Family Home
$6,500,000
06/09/26
6
6
5,114
4836 Crayton RD, Naples, FL
0.12
Single-Family Home
$8,450,000
09/24/25
5
6.5
5,595
4776 Crayton CT, Naples, FL
0.16
Single-Family Home
$9,200,000
12/12/25
5
6
6,250
508 Neapolitan LN, Naples, FL
0.35
Single-Family Home
$7,000,000
10/23/25
5
6
5,181
319 Devils Bight, Naples, FL
0.19
Single-Family Home
$8,600,000
12/23/25
6
5.5
6,269

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
340 Pirates Bight, Naples, FL 34103
0.02
-
-
-
-
Off Market
5037 Starfish AVE, Naples, FL 34103
0.05
$11,850,000
6
7.5
5,922
For Sale
345 Devils Bight, Naples, FL 34103
0.10
$8,995,000
4
5
5,379
For Sale
341 Devils Bight, Naples, FL 34103
0.10
$5,069,200
-
-
-
Off Market
4851 Crayton RD, Naples, FL 34103
0.08
$6,200,000
4
5
3,998
Recently Sold
310 Pirates Bight, Naples, FL 34103
0.12
$14,450,000
5
6
5,092
For Sale
4711 Crayton RD, Naples, FL 34103
0.09
$2,779,600
3
2
1,836
Off Market
339 Devils Bight, Naples, FL 34103
0.12
$7,995,000
5
6
5,447
For Sale
319 Pirates Bight, Naples, FL 34103
0.13
$7,500,000
4
4
2,758
For Sale
4651 Crayton RD, Naples, FL 34103
0.09
$5,214,800
4
5
4,129
Off Market
5042 Seahorse AVE, Naples, FL 34103
0.13
$3,500,000
3
2.5
2,300
For Sale
5063 Sand Dollar LN, Naples, FL 34103
0.11
$6,851,400
5
6.5
4,651
Off Market

Local Information

  • Map ViewExplore the area around 344 Pirates Bight.
  • Schools2 Preschool Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2016
0.3 acre lot
5,173 sqft
$1,826/sqft
Garage

About this House

This home is a MUST SEE! Located on one of the most beautiful streets in Park Shore this captivating residence situated on Venetian Bay and in close proximity to the beach is a rare opportunity. The spectacular light-filled four-bedroom-plus-study, six-bath home with high ceilings flows gracefully from one engaging space to another. The kitchen with oversized island offers Ruffino cabinetry and top of the line appliances. With island seating and plenty of counter space, the kitchen will please even the best chef! The first-floor master suite offers a spa-like bath with double sinks and soaking tub. Two walk-in closets and a dramatic view of the bay complete this secluded retreat. On the second level, a loft and three additional guest suites offer comfortable and private space for family and friends. The great room floor plan has numerous glass doors that lead out to a spacious lanai and pool area allowing the interior living spaces to blend harmoniously with exterior spaces and the surrounding vegetation. A tropical setting with long water views and one of the most private settings in the area this home lives like a sublime waterfront resort.
344 Pirates Bight, Naples, FL 34103 is a 4 bedroom, 6 bathroom, 5,173 sqft single-family home in Park Shore, built in 2016. It last sold for $6,150,000 on Mar 15, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $9,445,200.

Home Details for 344 Pirates Bight

Interior Features

Heating & Cooling
Heating: GasHeating Fuel: Gas
Interior Details
Types of Rooms: Walk In Closet
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Hot Tub or Spa
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

Exterior Home Features
Roof: Built UpDeckExterior: Stone, Stucco
Pool
Pool
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Property Information

Year Built
Year Built: 2016Year Updated: 1985
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 1

Lot Information

Lot Area: 0.30 acres

Price and Tax history

DateEventPrice
Mar 15, 2018
Source: N/A
Sold
$6,150,000
Nov 3, 2017
Source: Agent Provided
Listed For Sale
$6,295,000
Jul 1, 2017
Source: Agent Provided
ListingRemoved
$6,295,000
Jan 18, 2017
Source: Agent Provided
PriceChange
$6,295,000
Price decreased by 5%
Mar 14, 2016
Source: Agent Provided
PriceChange
$6,595,000
Price increased by 2%

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 344 Pirates Bight

  • What is 344 Pirates Bight estimated to be worth?
    Trulia's estimated value for 344 Pirates Bight in Naples, FL is $9,445,200.
  • What is the price history for 344 Pirates Bight?
    344 Pirates Bight in Naples, FL last sold for $6,150,000 in March 2018.
  • 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 344 Pirates Bight have a pool?
    Yes, 344 Pirates Bight in Naples, FL has a pool.
  • Does 344 Pirates Bight have laundry facilities?
    Yes, 344 Pirates Bight in Naples, FL has in-unit laundry.

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