366 Pirates Bight, Naples, FL 34103
OFF MARKET

366 Pirates Bight
Naples, FL 34103

Park Shore
  • 3 Beds
  • 4 Baths
  • 3,257 sqft (on 0.32 acres)

$2,740,700

Trulia Estimate
as of Jun 20, 2026
Est. Refi. Payment $15,804/mo*
Refinance Your Home

$2,740,700

Trulia Estimate
as of Jun 20, 2026
Est. Refi. Payment $15,804/mo*
Refinance Your Home
3 Beds
4 Baths
3,257 sqft
(on 0.32 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

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

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 History for 366 Pirates Bight

DatePriceEventSource
12/31/2020$1,628,500Sold
N/A
02/22/2011$887,500Sold
N/A
01/07/2011$925,000Listed For SaleAgent Provided
07/07/2010$975,000ListingRemovedAgent Provided
07/02/2010$975,000Listed For SaleAgent Provided
06/11/2009$1,380,000ListingRemovedAgent Provided
03/13/2009$1,380,000Listed For SaleAgent Provided
02/07/2009$1,380,000ListingRemovedAgent Provided
10/26/2008$1,380,000Listed For SaleAgent Provided
04/24/1998$525,000Sold
N/A

Market trends in Park Shore

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

Year2025
Tax$18,663
Assessment$2,378,697
Home facts updated by county records

Homeowner tools

Estimated monthly rent$6,034/mo
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Homes for rent near 366 Pirates Bight

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Comparable Sales for 366 Pirates Bight

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5120 Crayton PL S, Naples, FL
0.22
Single-Family Home
$1,800,000
07/21/25
3
2.5
2,480
517 Parkwood LN, Naples, FL
0.15
Single-Family Home
$2,000,000
04/17/26
4
3
2,831
4711 Crayton RD, Naples, FL
0.04
Single-Family Home
$1,775,000
09/05/25
3
2
1,836
559 Neapolitan WAY, Naples, FL
0.24
Single-Family Home
$1,850,000
09/02/25
4
2.5
3,091
557 Parkwood LN, Naples, FL
0.18
Single-Family Home
$2,425,000
05/29/26
4
3
2,900
5050 Crayton RD, Naples, FL
0.19
Single-Family Home
$2,800,000
07/14/25
4
3.5
2,400
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
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

Nearby homes

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Assigned Schools

These are the assigned schools for 366 Pirates Bight.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

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Homes for sale near 366 Pirates Bight

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Off Market Homes Near 366 Pirates Bight

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366 Pirates Bight, Naples, FL 34103 is a 3 bedroom, 4 bathroom, 3,257 sqft single-family home built in 1983. 366 Pirates Bight is located in Park Shore, Naples. This property is not currently available for sale. 366 Pirates Bight was last sold on Dec 31, 2020 for $1,628,500. The current Trulia Estimate for 366 Pirates Bight is $2,740,700.