2590 Windward Way, Naples, FL 34103
Property image
Property image
OFF MARKET

$2,511,800

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 3,352 sqft (on 0.32 acres)

2590 Windward Way, Naples, FL 34103

Moorings
Est. Refi. Payment $15,460/mo*
Refinance Your Home
Currently Off Market - Sold Apr 30, 1998 for $123,500

Home Value

Trulia Estimate
$2.51M
Since last month
Decreased$56K (-2.2%)
Since last year
Decreased$160K (-6%)
Since last sale
Increased$2M (+1,933.8%)
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 decreased by 0% in the last 10 years
MonthEstimated value
2026
September 2026$2.51M
August 2026$2.57M
July 2026$2.53M
June 2026$2.57M
May 2026$2.52M
April 2026$2.61M
March 2026$2.59M
February 2026$2.68M
January 2026$2.5M
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
350 Windward Way, Naples, FL
0.05
Single-Family Home
$2,600,000
03/26/26
3
2.5
2,670
330 Putter Point DR, Naples, FL
0.04
Single-Family Home
$2,250,000
08/28/26
4
2
1,600
320 Bow Line DR, Naples, FL
0.17
Single-Family Home
$5,800,000
04/13/26
3
3
2,590
2363 Crayton RD, Naples, FL
0.29
Single-Family Home
$2,750,000
10/29/25
4
3
3,000
375 Bow Line DR, Naples, FL
0.13
Single-Family Home
$6,100,000
06/05/26
4
4.5
4,028
2550 Windward WAY, Naples, FL
0.04
Single-Family Home
$4,838,565
03/02/26
4
6.5
4,535
2570 Crayton RD, Naples, FL
0.21
Single-Family Home
$2,900,000
03/12/26
3
2
2,285
455 Bow Line DR, Naples, FL
0.18
Single-Family Home
$4,275,000
03/26/26
3
3.5
3,512
491 Wedge DR, Naples, FL
0.18
Single-Family Home
$3,500,000
01/05/26
4
5
3,928
2825 Leeward LN, Naples, FL
0.21
Single-Family Home
$6,600,000
03/25/26
4
4.5
3,694

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
405 Putter Point DR, Naples, FL 34103
0.06
$8,400,000
5
6
5,045
Recently Sold
330 Putter Point DR, Naples, FL 34103
0.04
$2,250,000
4
2
1,600
Recently Sold
320 Putter Point DR, Naples, FL 34103
0.03
$2,306,000
3
2
2,267
Off Market
2550 Windward WAY, Naples, FL 34103
0.04
$4,838,565
4
6.5
4,535
Recently Sold
401 Wedge DR, Naples, FL 34103
0.08
$4,622,400
4
5
3,686
Off Market
445 Putter Point DR, Naples, FL 34103
0.09
$4,740,900
5
5.5
4,728
Off Market
380 Wedge DR, Naples, FL 34103
0.11
$2,244,000
3
2
1,537
Off Market
452 Putter Point DR, Naples, FL 34103
0.13
$5,500,000
5
5.5
3,882
Recently Sold
375 Bow Line DR, Naples, FL 34103
0.13
$6,100,000
4
4.5
4,028
Recently Sold
462 Putter Point DR, Naples, FL 34103
0.15
$2,416,900
4
2.5
2,097
Off Market
387 Bow Line DR, Naples, FL 34103
0.14
$5,611,500
5
5
4,836
Off Market
436 Putter Point CT, Naples, FL 34103
0.16
$10,100,000
5
6
5,156
Recently Sold

Local Information

  • Map ViewExplore the area around 2590 Windward Way.
  • Schools2 Preschool Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1971
0.32 acre lot
3,352 sqft
$749/sqft

About this House

Perfectly located in a corner lot on one of The Moorings' serene streets, this exquisite home boats beautiful interiors and spacious and exclusive privacy. Unique coastal living near desirable shopping and dining. Private beach access and parking is available to Moorings property owners. 3 bedrooms plus den/loft, 2 1/2 bathrooms, brand new kitchen, 2nd level master suite with bay view.
2590 Windward Way, Naples, FL 34103 is a 4 bedroom, 3 bathroom, 3,352 sqft single-family home in Moorings, built in 1971. It last sold for $123,500 on Apr 30, 1998. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,511,800, with a rent estimate of $8,632/month.

Home Details for 2590 Windward Way

Interior Features

Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Hot Tub or Spa

Property Information

Year Built
Year Built: 1971Year Updated: 1995
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 and Tax history

DateEventPrice
Mar 24, 2021
Source: N/A
ListingRemoved
Mar 20, 2020
Source: N/A
ListingRemoved
$1,690,000
Feb 3, 2020
Source: N/A
PriceChange
$1,690,000
Price decreased by 3%
Nov 12, 2019
Source: N/A
Listed For Sale
$1,749,000
Apr 30, 1998
Source: N/A
Sold
$123,500

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

Moorings
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Moorings

At least 45 Trulia users voted on each feature.

  • 88 % Say it's dog friendly

  • 84 % Say it's quiet

  • 80 % Say car is needed

  • 80 % Say parking is easy

  • 78 % Say people would walk alone at night

  • 77 % Say it's walkable to restaurants

  • 76 % Say they plan to stay for at least 5 years

  • 73 % Say streets are well-lit

  • 71 % Say there's holiday spirit

  • 68 % Say it's walkable to grocery stores

  • 67 % Say there are sidewalks

  • 57 % Say neighbors are friendly

  • 51 % Say there are community events

  • 45 % Say yards are well-kept

  • 36 % Say kids play outside

  • 21 % Say there's wildlife

Sourced by Trulia users. Learn more about our methodology.
  • Marc d'Acunzo
    "Baker park has a great dog park area. One for small dogs and the other for medium and larger dogs. Plenty of areas to walk dogs."
    0
    Flag
  • Trulia User
    "Safe and a great place to live . Dog friendly and easy walk to the beach and shopping. Sunsets you never get tired of !"
    0
    Flag
  • Trulia User
    "This neighborhood is beautiful and safe. Great beach town with upscale dining and classy people. The farmers market downtown is excellent and the beaches are clean. "
    0
    Flag
  • Sally W.
    "Have visited neighborhood several times & it make a significant impression. Love the layout & amenities. Not far to Moorings Beach."
    1
    Flag
  • Marc D.
    "There is no dog beach. Condos/coops usually do not allow for dogs. Private homeowners are likely the only way to keep a dog in the moorings."
    6
    Flag
  • Marc D.
    "Great beach community. There is a neighborhood beach park and a large public beach park. Community has two large hotels too..."
    2
    Flag
  • Axlroze2001
    "Its in Napple which is very very nice no one here in the summer. Very very busy in the winter. Garbage pick up is great. Legal marijuana delivery is easy from Bonita Springs No crime even with me living here"
    5
    Flag
  • Kersh8899
    "It’s great we spent our first winter in the Mooring s loved everything about it Looking forward to our return to our many new friends and easy lifestyle"
    0
    Flag
  • Xactimate
    "I've lived in the neighborhood for quite a few years and it is a good neighborhood. I especially enjoy the golf course and all of the wildlife that surrounds the area."
    3
    Flag
  • Di K. T.
    "I lived in Naples for many years & this is one of the reasons I am looking at retiring back to this area. It is most refreshing, delightful & so refined & relaxing! The lifestyle is elegant, laid back & reminiscent of Old Florida Ways, in that it is very friendly & most hospitable."
    4
    Flag
  • shalet
    "love the moorings area of Naples. short walk to the gulf of mexico and powder sand beaches. your price point is way off. too low"
    0
    Flag
  • zadehkhali
    "Visit Naples 2-3 times per year and each visit is more spectacular that the previous one.. Highly Recommended."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 2590 Windward Way

  • What is 2590 Windward Way estimated to be worth?
    Trulia's estimated value for 2590 Windward Way in Naples, FL is $2,511,800.
  • What is the price history for 2590 Windward Way?
    2590 Windward Way in Naples, FL last sold for $123,500 in April 1998.
  • 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 2590 Windward Way have a pool?
    Yes, 2590 Windward Way in Naples, FL has a pool.
  • How big is the lot at 2590 Windward Way?
    The lot at 2590 Windward Way in Naples, FL is about 0.32 acres (13,939 sq ft).

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