2188 S Winds Dr, Naples, FL 34102
Property image
Property image
OFF MARKET

$10,667,200

Trulia Estimate
  • 5 Beds
  • 6 Baths
  • 5,530 sqft

2188 S Winds Dr, Naples, FL 34102

Aqualane Shore
Est. Refi. Payment $62,862/mo*
Refinance Your Home
Currently Off Market - Sold Jun 30, 2016 for $5,700,000

Home Value

Trulia Estimate
$10.7M
Since last month
Decreased$247K (-2.3%)
Since last year
Increased$180K (+1.7%)
Since last sale
Increased$5M (+88.2%)
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 +89% in the last 10 years
MonthEstimated value
2026
August 2026$10.73M
July 2026$10.98M
June 2026$11.16M
May 2026$10.83M
April 2026$10.54M
March 2026$10.59M
February 2026$11.08M
January 2026$10.58M
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
2170 Marina DR, Naples, FL
0.18
Single-Family Home
$5,950,000
04/24/26
5
5
5,362
2231 Forrest LN, Naples, FL
0.15
Single-Family Home
$10,350,000
03/20/26
4
5
5,778
651 21st AVE S, Naples, FL
0.11
Single-Family Home
$7,400,000
08/04/26
6
7.5
7,185
1959 4th ST S, Naples, FL
0.22
Single-Family Home
$10,500,000
07/02/26
5
6.5
5,336
255 21st AVE S, Naples, FL
0.27
Single-Family Home
$12,000,000
01/05/26
5
5.5
5,288
309 Little Harbour LN, Naples, FL
0.28
Single-Family Home
$5,970,000
04/24/26
4
5
3,987
625 21st AVE S, Naples, FL
0.10
Single-Family Home
$18,250,000
08/21/26
5
6
6,585
2020 7th ST S, Naples, FL
0.18
Single-Family Home
$15,250,000
09/22/25
5
6
6,603
605 Galleon DR, Naples, FL
0.17
Single-Family Home
$12,500,000
08/26/26
4
5
6,277
730 21st AVE S, Naples, FL
0.15
Single-Family Home
$9,750,000
05/05/26
4
5.5
7,783

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
550 21ST AVE S, Naples, FL 34102
0.04
$5,495,000
4
4.5
3,982
For Sale
628 21st AVE S, Naples, FL 34102
0.08
$8,800,000
5
5
5,325
For Sale
605 21st AVE S, Naples, FL 34102
0.09
$5,500,000
3
2
1,847
For Sale
625 21st AVE S, Naples, FL 34102
0.10
$18,250,000
5
6
6,585
Recently Sold
660 21st AVE S, Naples, FL 34102
0.09
$12,633,100
5
5.5
5,483
Off Market
651 21st AVE S, Naples, FL 34102
0.11
$7,400,000
6
7.5
7,185
Recently Sold
688 21st AVE S, Naples, FL 34102
0.11
$4,950,000
-
-
-
For Sale
481 21st AVE S, Naples, FL 34102
0.10
$13,495,000
5
6
6,130
For Sale
730 21st AVE S, Naples, FL 34102
0.15
$9,750,000
4
5.5
7,783
Recently Sold
2020 5th ST S, Naples, FL 34102
0.14
$10,400,000
-
-
-
For Sale
2231 Forrest LN, Naples, FL 34102
0.15
$10,350,000
4
5
5,778
Recently Sold
421 21st AVE S, Naples, FL 34102
0.13
$5,200,000
-
-
-
Recently Sold

Local Information

  • Map ViewExplore the area around 2188 S Winds Dr.
  • Schools2 Preschool Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2014
Living Area
5,530 sqft
Price/Sqft
$1,929
Parking
Garage

About this House

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.
2188 S Winds Dr, Naples, FL 34102 is a 5 bedroom, 7 bathroom, 5,530 sqft single-family home in Aqualane Shore, built in 2014. It last sold for $5,700,000 on Jun 30, 2016. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $10,667,200, with a rent estimate of $90,714/month.

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 and Tax history

DateEventPrice
Jun 30, 2016
Source: N/A
Sold
$5,700,000
Feb 22, 2016
Source: Agent Provided
PriceChange
$5,995,000
Price decreased by 7%
Nov 23, 2015
Source: Agent Provided
Listed For Sale
$6,450,000
May 20, 2014
Source: N/A
Sold
$520,000
Mar 29, 2014
Source: Agent Provided
Listed For Sale
$5,475,000

Market trends in Naples

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$568K
Sale-to-List Price
95.2%
Price per sq ft
$331
$1MoM
Available listings
4813
415MoM

Around this home

Neighborhood Overview

Aqualane Shore
See Local Highlights
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

Frequently asked questions about 2188 S Winds Dr

  • What is 2188 S Winds Dr estimated to be worth?
    Trulia's estimated value for 2188 S Winds Dr in Naples, FL is $10,667,200.
  • What is the price history for 2188 S Winds Dr?
    2188 S Winds Dr in Naples, FL last sold for $5,700,000 in June 2016.
  • 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 $568K. That is roughly unchanged from the prior month.
  • Does 2188 S Winds Dr have air conditioning?
    Yes, 2188 S Winds Dr in Naples, FL has air conditioning.
  • Does 2188 S Winds Dr have a pool?
    Yes, 2188 S Winds Dr in Naples, FL has a pool.

Explore by feature - Pet Friendly

388 pet-friendly rentals in Naples, FL

Explore by feature - Garage

2032 rentals with a garage in Naples, FL

Explore by feature - Air Conditioning

3058 rentals with air conditioning in Naples, FL

Explore by feature - Pool

3277 rentals with a pool in Naples, FL

Explore by feature - Washer/dryer

3228 rentals with a washer/dryer in Naples, FL

Explore by feature - Outdoor Space

200 rentals with an outdoor space in Naples, FL

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 2188 S Winds Dr

Skip to last item
Skip to first item

Homes for sale near 2188 S Winds Dr

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item