2188 S  Winds Dr, Naples, FL 34102
OFF MARKET

2188 S Winds Dr
Naples, FL 34102

Aqualane Shore
  • 5 Beds
  • 6 Baths
  • 5,530 sqft

$10,825,100

Trulia Estimate
as of Jun 2, 2026
Est. Refi. Payment $62,824/mo*

$10,825,100

Trulia Estimate
as of Jun 2, 2026
Est. Refi. Payment $62,824/mo*
5 Beds
6 Baths
5,530 sqft

Local Information

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

Description

H.9985 - An architecturally significant Aqualane Shores, Bermuda style home fashioned in the spirit of a transitionally sleek coastal contemporary living style with big, bold waterfront vistas down Jamaica Bay. This 5 bedroom + den home sprawls across 5,530 Sq.Ft. of upscale living space with timeless elements and world class finish to please the most discerning of buyer. Exquisite finishes include French Oak hardwood flooring, natural marble, Faux Finish Venetian Plaster, air-conditioned garages, V-Groove ceilings, glass tiles, upscale lighting, custom designed cabinetry, hand-made ceramics and much more. The kitchen will please the inner gourmet chef with Wolf, Sub-Zero and Miele appliances, engineered quartz countertops, beautiful backsplash, alkaline water system, island with separate sink and gorgeous custom cabinetry. Features two master suites, both with views overlooking Jamaica Bay. Luxuriate in the large, open patio with southwest exposure, infinity edge pool and lush landscaping. Added lift for boat on one side and an "up/down dock" for kayaks and other small boats. Only a short walk to the beach and minutes to famed 5th Ave and 3rd Street dining and shopping.
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
Garage
Outdoor
Deck, Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 2188 S Winds Dr

Interior Features

Heating & Cooling
Heating: GasAir ConditioningCooling System: CentralHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood
Interior Details
Number of Rooms: 15Types of Rooms: Dining Room, Family Room, Office, Recreation Room, Sun Room
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: TileDeckExterior: Stucco
Pool
Pool
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Property Information

Year Built
Year Built: 2014Year Updated: 2014
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 10454 sqft

Price History for 2188 S Winds Dr

DatePriceEventSource
06/30/2016$5,700,000Sold
N/A
02/22/2016$5,995,000PriceChange
Agent Provided
11/23/2015$6,450,000Listed For SaleAgent Provided
05/20/2014$520,000Sold
N/A
03/29/2014$5,475,000Listed For SaleAgent Provided
09/10/2012$1,575,000Sold
N/A
01/19/2012$1,695,000PriceChange
Agent Provided
11/23/2011$1,995,000Listed For SaleAgent Provided
03/08/2004$1,400,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$74,818
Assessment$8,906,835
Home facts updated by county records

Comparable Sales for 2188 S Winds Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.09
Single-Family Home
$13,000,000
06/05/25
5
5.5
5,483
0.14
Single-Family Home
$7,500,000
06/11/25
5
5.5
5,100
0.18
Single-Family Home
$5,950,000
04/24/26
5
5
5,362
0.15
Single-Family Home
$10,350,000
03/20/26
4
5
5,778
0.27
Single-Family Home
$12,000,000
01/05/26
5
5.5
5,288
0.35
Single-Family Home
$5,500,000
07/07/25
6
7.5
5,817
0.28
Single-Family Home
$5,970,000
04/24/26
4
5
3,987
0.18
Single-Family Home
$15,250,000
09/22/25
5
6
6,603
0.15
Single-Family Home
$9,750,000
05/05/26
4
5.5
7,783
0.29
Single-Family Home
$6,250,000
06/27/25
4
3.5
4,487

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Assigned Schools

These are the assigned schools for 2188 S Winds Dr.
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 Aqualane Shore

At least 1 Trulia users voted on each feature.
  • 100 % Say there's wildlife

  • 100 % Say car is needed

  • 75 % Say neighbors are friendly

  • 67 % Say people would walk alone at night

  • 67 % Say yards are well-kept

  • 50 % Say there's holiday spirit

  • 33 % Say it's dog friendly

  • 33 % Say parking is easy

  • 33 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

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Off Market Homes Near 2188 S Winds Dr

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2188 S Winds Dr, Naples, FL 34102 is a 5 bedroom, 7 bathroom, 5,530 sqft single-family home built in 2014. 2188 S Winds Dr is located in Aqualane Shore, Naples. This property is not currently available for sale. 2188 S Winds Dr was last sold on Jun 30, 2016 for $5,700,000. The current Trulia Estimate for 2188 S Winds Dr is $10,825,100.