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

344 Pirates Bight
Naples, FL 34103

Park Shore
  • 4 Beds
  • 5.5 Baths
  • 5,173 sqft (on 0.30 acres)

$9,520,800

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $55,563/mo*

$9,520,800

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $55,563/mo*
4 Beds
5.5 Baths
5,173 sqft
(on 0.30 acres)

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

Description

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. It is currently off market. The Trulia Estimate is $9,520,800, with a rent estimate of $7,140/month.

Home Highlights

Parking
Garage
Outdoor
Deck, Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 344 Pirates Bight

Interior Features

Heating & Cooling
Heating: Other, GasCooling System: OtherHeating Fuel: Other
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 History for 344 Pirates Bight

DatePriceEventSource
03/15/2018$6,150,000Sold
N/A
11/03/2017$6,295,000Listed For SaleAgent Provided
07/01/2017$6,295,000ListingRemovedAgent Provided
01/18/2017$6,295,000PriceChange
Agent Provided
03/14/2016$6,595,000PriceChange
Agent Provided
12/02/2015$6,450,000PriceChange
Agent Provided
05/26/2015$6,195,000Listed For SaleAgent Provided
07/07/2014$2,300,000Sold
N/A

Market trends in Park Shore

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.76M
$133K
MoM
Sale-to-List Price
94.3%
0.4%
MoM
Price per sq ft
$803
$27
MoM
Available listings
215
33
MoM
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Property Tax and Assessment

Year2025
Tax$73,437
Assessment$8,425,559
Home facts updated by county records

Comparable Sales for 344 Pirates Bight

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.22
Single-Family Home
$5,625,000
07/08/26
4
5
4,530
0.21
Single-Family Home
$6,700,000
05/01/26
5
5.5
5,138
0.25
Single-Family Home
$4,900,000
05/20/26
4
5
4,554
0.21
Single-Family Home
$7,450,000
05/15/26
5
6
5,068
0.20
Single-Family Home
$6,500,000
06/09/26
6
6
5,114
0.12
Single-Family Home
$8,450,000
09/24/25
5
6.5
5,595
0.16
Single-Family Home
$9,200,000
12/12/25
5
6
6,250
0.35
Single-Family Home
$7,000,000
10/23/25
5
6
5,181
0.19
Single-Family Home
$8,600,000
12/23/25
6
5.5
6,269
0.42
Single-Family Home
$5,229,375
01/05/26
4
4.5
4,059

Nearby homes

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Assigned Schools

These are the assigned schools for 344 Pirates Bight.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

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 "
  • 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! "
  • 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"
  • 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."
  • 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."
  • Planner K.
    "easy with car or bike. lots of easy shopping, business and services around. About 20 minute commute to work each way."
  • 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."
  • 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. "

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Off Market Homes Near 344 Pirates Bight

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