2550 Windward WAY, Naples, FL 34103
Property image
Property image
SOLD
MAR 2, 2026

2550 Windward WAY
Naples, FL 34103

Moorings
  • 4 Beds
  • 6.5 Baths
  • 4,535 sqft (on 0.29 acres)

$4,838,565

Last Sold: Mar 2, 2026
9% below list $5.29M
$1,067/sqft
Est. Refi. Payment $28,452/mo*
Refinance Your Home

$4,838,565

Last Sold: Mar 2, 2026
9% below list $5.29M
$1,067/sqft
Est. Refi. Payment $28,452/mo*
Refinance Your Home
4 Beds
6.5 Baths
4,535 sqft
(on 0.29 acres)

Local Information

  • Map ViewExplore the area around 2550 Windward WAY.
  • Schools2 Preschool Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2015
Lot Size
0.29 acres
Living Area
4,535 sqft
Price/Sqft
$1,067/sqft
Parking
3 Car Garage
HOA
None

About this House

Experience the finest of Coastal Contemporary living in this exquisite residence, nestled on one of the most tranquil and sought-after streets in the Moorings. Impeccably designed, this like-new masterpiece exudes sophistication and elegance, having been meticulously maintained and rarely lived in, including Clive Daniel furniture. Every luxurious detail of this home has been thoughtfully designed. The bright and airy great room, complete with a fireplace and elegant smoked oak flooring, seamlessly connects to a spacious lanai that features a second fireplace, full bath, dining area, and outdoor kitchen with automated screens. Enjoy breathtaking sunsets from the sunny pool deck with Southwest exposure, a pergola-covered private spa, and soothing modern bowl fountains. The award-winning kitchen is a chef’s dream, boasting custom cabinetry, polished Quartzite counters, a Viking 6-burner gas range with a second wall oven, a Subzero paneled refrigerator, Bosch dishwasher, and a wine cooler. The primary suite, along with a den/study or potential 5th bedroom, is conveniently located on the ground floor, while the upper level features three spacious ensuite bedrooms and a cozy TV gathering area. The floor plan allows for installation of an elevator for added convenience. The optional Moorings membership private beach club is just minutes away, embodying the luxurious lifestyle that Naples has to offer.
2550 Windward WAY, Naples, FL 34103 is a 4 bedroom, 7 bathroom, 4,535 sqft single-family home in Moorings, built in 2015. It last sold for $4,838,565 on Mar 2, 2026 (9% below the $5,295,000 asking price). It is currently off market. The Trulia Estimate is $4,808,900, with a rent estimate of $6,575/month.

Home Details for 2550 Windward WAY

Interior Features

Interior Details
Number of Rooms: 3Types of Rooms: Bedroom, Dining Room, Kitchen
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 7Number of Bathrooms (full): 6Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4535 Square Feet
Appliances & Utilities
Appliances: Gas Cooktop, Dishwasher, Disposal, Double Oven, Dryer, Grill - Gas, Microwave, Range, Refrigerator/Freezer, Self Cleaning Oven, Oven, Washer, Wine CoolerDishwasherDisposalDryerLaundry: Inside,Laundry TubMicrowaveWasher
Heating & Cooling
Heating: Central,ZonedHas CoolingAir Conditioning: Ceiling Fan(s),Central Air,Exhaust Fan,ZonedHas HeatingHeating Fuel: Central
Fireplace & Spa
Spa: In Ground, Concrete, Equipment Stays, Heated, Pool BathHas a FireplaceHas a Spa
Gas & Electric
Gas: Propane
Windows, Doors, Floors & Walls
Window: Impact Resistant Windows, Shutters - Screens/FabricDoor: Impact Resistant DoorsFlooring: Tile, Wood
Levels, Entrance, & Accessibility
Stories: 2Number of Stories: 2Levels: TwoFloors: Tile, Wood
View
Has a ViewView: Landscaped Area
Security
Security: Security System, Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: MetalPatio / Porch: Deck, Patio, Open Porch/LanaiOther Structures: Outdoor Kitchen, StorageExterior: Balcony, Fire Pit, Outdoor Kitchen, StorageFoundation: Concrete BlockHas a Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 3Parking: Circular Driveway,Driveway,Guest,Load Space,Paved,Attached
Pool
Pool: In Ground, Concrete, Equipment Stays, Gas Heat, Pool BathPool
Frontage
Waterfront: NoneResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedNot on Waterfront
Farm & Range
Not Allowed to Raise Horses

Property Information

Year Built
Year Built: 2015
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: HouseArchitecture: Contemporary
Building
Building: DSL/Cable AvailableConstruction Materials: Block, StuccoNot a New Construction
Property Information
Parcel Number: 12932680007

Price & Status

Price
List Price: $5,295,000Price Per Sqft: $1,067/sqft
Status Change & Dates
Off Market Date: Mon Mar 02 2026

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: NAPLESCommunity: MOORINGS
School Information
Elementary School: LAKE PARK ELEMENTARYJr High / Middle School: GULFVIEW MIDDLEHigh School: NAPLES HIGH SCHOOL

Building

Building Area
Building Area: 6695 Square Feet

Community

Community Features: Non-GatedNot Senior Community

HOA

Association for this Listing: NaplesNo HOA

Lot Information

Lot Area: 0.29 acres

Offer

Contingencies: Inspection

Miscellaneous

Mls Number: 224103897

Additional Information

HOA Amenities: None
Last check for updates: about 6 hours ago
Listed by Gabriele Vretta, PA, (239) 784-0249
John R Wood Properties
Bruce Farrell, PA, (239) 370-8533
John R Wood Properties
Bought with: Linda Perry, PA, (239) 450-9113, Premier Sotheby's Int'l Realty
Originating MLS: Naples
Source: SWFLMLS, MLS#224103897

Price History for 2550 Windward WAY

DatePriceEventSource
03/02/2026$4,838,565Sold
SWFLMLS #224103897
11/20/2025$5,295,000PendingSWFLMLS #224103897
04/09/2025$5,295,000PriceChange
SWFLMLS #224103897
01/16/2025$5,555,000Listed For SaleSWFLMLS #224103897
06/15/2024ListingRemovedSWFLMLS #223081518
03/03/2024$6,150,000ListingRemovedSWFLMLS #223081518
02/03/2024$6,150,000PriceChange
Coconut Coast Realtors #223081518
11/17/2023$6,450,000Listed For SaleSWFLMLS #223081518
05/05/2023ListingRemovedSWFLMLS #223010437
05/01/2018$3,750,000Sold
N/A
04/02/2018$3,895,000PendingAgent Provided
01/05/2018$3,895,000Listed For SaleAgent Provided
05/01/2017$3,995,000ListingRemovedAgent Provided
04/10/2017$3,995,000PriceChange
Agent Provided
12/15/2016$4,295,000PriceChange
Agent Provided
02/27/2016$3,995,000PriceChange
Agent Provided
10/24/2015$4,295,000PriceChange
Agent Provided
12/16/2014$4,095,000Listed For SaleAgent Provided
04/02/2014$1,050,000Sold
N/A
02/12/2014$1,095,000PriceChange
Agent Provided
11/02/2013$1,200,000PriceChange
Agent Provided
08/26/2013$1,399,000Listed For SaleAgent Provided

Market trends in Moorings

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.44M
$186KMoM
Sale-to-List Price
—
Price per sq ft
$843
$33MoM
Available listings
160
34MoM
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Property Tax and Assessment

Year2025
Tax$36,188
Assessment$4,105,021
Home facts updated by county records

Comparable Sales for 2550 Windward WAY

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
452 Putter Point DR, Naples, FL
0.16
Single-Family Home
$5,500,000
04/17/26
5
5.5
3,882
491 Wedge DR, Naples, FL
0.19
Single-Family Home
$3,500,000
01/05/26
4
5
3,928
375 Bow Line DR, Naples, FL
0.10
Single-Family Home
$6,100,000
06/05/26
4
4.5
4,028
384 Mooring Line DR, Naples, FL
0.31
Single-Family Home
$5,200,000
01/05/26
5
5.5
5,512
2825 Leeward LN, Naples, FL
0.25
Single-Family Home
$6,600,000
03/25/26
4
4.5
3,694
670 Mooring Line DR, Naples, FL
0.48
Single-Family Home
$5,000,000
02/09/26
4
5
4,245
455 Bow Line DR, Naples, FL
0.17
Single-Family Home
$4,275,000
03/26/26
3
3.5
3,512
660 Wedge DR, Naples, FL
0.38
Single-Family Home
$6,750,000
05/08/26
4
4.5
3,598

Nearby homes

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Assigned Schools

These are the assigned schools for 2550 Windward WAY.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

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Apartments for Rent

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Homes for sale near 2550 Windward WAY

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Off Market Homes Near 2550 Windward WAY

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Frequently asked questions about 2550 Windward WAY

  • What is 2550 Windward WAY estimated to be worth?
    Trulia's estimated value for 2550 Windward WAY in Naples, FL is $4,808,900.
  • What is the price history for 2550 Windward WAY?
    2550 Windward WAY in Naples, FL last sold for $4,838,565 in March 2026.
  • 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 $1.44M. That is up $186K from the prior month.
  • Does 2550 Windward WAY have air conditioning?
    Yes, 2550 Windward WAY in Naples, FL has air conditioning.
  • Does 2550 Windward WAY have a pool?
    Yes, 2550 Windward WAY in Naples, FL has a pool.
The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS. Copyright 2026 Southwest Florida MLS. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.