$1,450,000
Last sold price
399 Windward Way, Naples, FL 34103
Currently Off Market - Sold Aug 23, 2004 for $1,450,000
Home Value
Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.
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 |
|---|---|---|---|---|---|---|---|
0.07 | Single-Family Home | $2,600,000 | 03/26/26 | 3 | 2.5 | 2,670 | |
0.14 | Single-Family Home | $2,250,000 | 08/28/26 | 4 | 2 | 1,600 | |
0.14 | Single-Family Home | $2,900,000 | 03/12/26 | 3 | 2 | 2,285 | |
0.39 | Single-Family Home | $1,870,000 | 04/28/26 | 3 | 2 | 2,400 | |
0.18 | Single-Family Home | $3,500,000 | 01/05/26 | 4 | 5 | 3,928 | |
0.11 | Single-Family Home | $6,600,000 | 03/25/26 | 4 | 4.5 | 3,694 | |
0.42 | Single-Family Home | $1,950,000 | 05/04/26 | - | 2,132 | ||
0.09 | Single-Family Home | $5,500,000 | 04/17/26 | 5 | 5.5 | 3,882 | |
0.31 | Single-Family Home | $2,750,000 | 10/29/25 | 4 | 3 | 3,000 | |
0.35 | Single-Family Home | $2,150,000 | 01/12/26 | 3 | 2 | 2,039 |
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 |
|---|---|---|---|---|---|---|
0.06 | $4,773,300 | 5 | 5.5 | 4,728 | Off Market | |
0.09 | $5,500,000 | 5 | 5.5 | 3,882 | Recently Sold | |
0.05 | - | - | - | - | Off Market | |
0.10 | $2,449,400 | 4 | 2.5 | 2,097 | Off Market | |
0.09 | $8,400,000 | 5 | 6 | 5,045 | Recently Sold | |
0.08 | $4,899,700 | 4 | 4.5 | 3,604 | Off Market | |
0.14 | $2,900,000 | 3 | 2 | 2,285 | Recently Sold | |
0.14 | $2,250,000 | 4 | 2 | 1,600 | Recently Sold | |
0.15 | $10,100,000 | 5 | 6 | 5,156 | Recently Sold | |
0.10 | $15,500,000 | 5 | 5.5 | 5,406 | Recently Sold | |
0.15 | $4,690,700 | 4 | 5 | 3,686 | Off Market | |
0.14 | $2,254,000 | 3 | 2 | 2,267 | Off Market |
Local Information
-- mins to
Home Highlights
Built in 1969
0.37 acre lot
About this House
399 Windward Way is in the Moorings neighborhood in Naples, FL and in ZIP code 34103. This property has a lot size of 0.37 acres and was built in 1969.
Home Details for 399 Windward Way
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|---|
Year Built Year Built: 1969Year Updated: 1969 |
Property Type / Style Property Type: Unknown |
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Lot Area: 0.37 acres |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Aug 23, 2004 Source: N/A | Sold | $1,450,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $28,923 | $3,885,804 |
Home facts updated by county records
Market trends in Naples
Last updated August 2026
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
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.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Frequently asked questions about 399 Windward Way
- What is the price history for 399 Windward Way?399 Windward Way in Naples, FL last sold for $1,450,000 in August 2004.
- 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.
- What do residents say about the Moorings neighborhood?Residents describe the Moorings neighborhood in Naples, FL as dog-friendly, quiet, and easy to park in. Most residents say you need a car. See recently sold homes in Moorings, Naples.