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Single Family ResidenceResidential
$9,999,999$1,977 / ft²
TopHap EstimateOur estimate of what this home would sell for today, based on nearby sales, the home's size and features, and local price trends. It is a starting point, not an appraisal.· confidence 88How well the pricing models agreed with each other on this home. Higher means the estimate rests on stronger, more consistent data.· as of Sep 24, 2026
Last sold for $5,750,000 on Feb 16, 2015

2244 WINDWARD WAY

NAPLES, FL 34103
0
Baths
5,057 ft²
Living AreaTotal finished area of the structures, from county records. Some counties include shared space like hallways or a building gym, so it may not match a listing.
0.47 ac
Lot SizeThe size of the land the home sits on, from county records.
2015
Year BuiltThe year the home was originally built, according to county records.
1
StoriesHow many floors the home has above ground.

Valuation

$10M
$10M low$10M high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$5,750,000 · Feb 16, 2015

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$88,564 (2025)
Assessed ValueThe value the county assigns to this home to calculate property tax. It is often lower than what the home would sell for.$9,047,738 (2026)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$4,532,304
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$4,515,434
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$9,499,057
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$9,047,738

Climate Risk

Projected Flood DepthHow deep a serious flood is expected to get here at some point in the next 30 years. Shown in inches.126 in
30-Year Flood ChanceThe chance of at least one serious flood here in the next 30 years, not in any single year.100%
FEMA Flood ZoneFEMA's flood zone for this address. Zones starting with A or V are high risk, and lenders usually require flood insurance there.1 percent flood zone

Scores 0–100; higher = greater projected risk.

Property Facts

Property TypeThe broad category the county puts this property in, such as residential or commercial.Single Family Residence
CountyCOLLIER
Lot (acres)The size of the land the home sits on, from county records.0.47
ConstructionThe main material the home's frame and walls are built from.Masonry/Concrete Masonry Units (Cmus)
PoolWhether the property has a pool, and what kind, such as in-ground.Yes
ViewThe type of view from the property, or another feature of the site that affects value.Waterfront
FeaturesExtra features found in county records. Records are not complete everywhere, so a missing feature does not always mean the home lacks it.Deck · 2,796 ft²Boat access

Transaction History(5)

Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.

Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.

H
Naples High SchoolB-
High · Grades 9–12 · 1.0 mi
E
Lake Park Elementary SchoolA+
Elementary · Grades KG–5 · 1.2 mi
M
Gulfview Middle SchoolA
Middle · Grades 6–8 · 2.2 mi

District: Collier County School District

Neighborhood · ZIP 34103These are comparison scores, not percentages. 100 equals the national average, so 150 means about 50% above average.

CrimeLocal crime compared with the rest of the country, where 100 is average. It reflects things like population density, income, and how crime gets reported.124
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.86
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.18

Index scale: 100 = US average (tick). Lower is better.

Homes occupiedThe share of homes here that someone lives in. The rest sit empty, including vacation and for-sale homes.59%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.34%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.6.0%
UnemploymentThe share of men 16 and older who are out of work and actively looking. Only men are counted in this figure.0.7%
PopulationHow many people live in this area.12,793
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.2,730 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$121,822
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$176,790
Average tempThe average temperature here across a full year.74°F
Annual precipHow much rain and melted snow falls here in a typical year.53 in
SunshineThe share of daylight hours that get direct sun in a typical year, counting cloud cover.68%

Owner Tools

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Data by ATTOM. Valuations are automated estimates, not appraisals. Photos from Google Street View and may not depict the current property state.

How this home compares

2244 Windward Way measured against every home in its neighborhood, its ZIP code and its county, using county assessor records refreshed nightly. A home can stand out in one of those areas and look ordinary in another, because each one holds a different mix of homes.

  • Among the most valuable homes in Moorings
  • Among the highest price per square foot in Collier County
  • Among the largest homes in Moorings
  • Has a bigger lot than 97% of homes in Naples 34103
  • Newer than 96% of homes in Naples 34103

What homes are worth in Naples 34103

Each bar is how many homes fall in that price range. The marker is this home.

This home
$162K$8.5M

This home is worth more than almost all homes in Naples 34103.

How it measures up in Naples 34103

The dot is this home. The mark in the middle is the typical home in Naples 34103.

Estimated value$9,999,999
CheaperTypical $976,255Pricier

Pricier than almost all homes nearby

Price per ft²$1977
CheaperTypical $694Pricier

Pricier than 98% of homes nearby

Living area5,057 ft²
SmallerTypical 1,575 ft²Bigger

Bigger than 98% of homes nearby

Lot size0.47 ac
SmallerTypical 0.25 acBigger

Bigger than 97% of homes nearby

Year built2015
OlderTypical 1980Newer

Newer than 96% of homes nearby

How 2244 Windward Way ranks against every home in each area.
MeasureThis homeMooringsNaples 34103Collier County
Estimated valuepricier than$9,999,999almost all homesalmost all homesalmost all homes
Price per ft²pricier than$197795% of homes98% of homesalmost all homes
Living areabigger than5,057 ft²almost all homes98% of homesalmost all homes
Lot sizebigger than0.47 ac93% of homes97% of homes79% of homes
Year builtnewer than201593% of homes96% of homes84% of homes

About 2244 Windward Way

How much is 2244 Windward Way, Naples, FL worth?

The TopHap Estimate for 2244 Windward Way, Naples, FL is $9,999,999 as of Sep 24, 2026. The likely range is $9,999,999 to $9,999,999. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 2244 Windward Way, Naples, FL last sell?

2244 Windward Way, Naples, FL last sold on Feb 16, 2015 for $5,750,000, according to the county's recorded deed. TopHap holds 4 recorded sales for this parcel.

How big is 2244 Windward Way, Naples, FL?

2244 Windward Way, Naples, FL has 5,057 square feet of living space and a 0.47-acre lot.

When was 2244 Windward Way, Naples, FL built?

2244 Windward Way, Naples, FL was built in 2015, making it 11 years old. The building has 1 story.

What schools serve 2244 Windward Way, Naples, FL?

2244 Windward Way, Naples, FL is assigned to Naples High School (high), rated B-; Lake Park Elementary School (elementary), rated A+; Gulfview Middle School (middle), rated A. All sit in Collier County School District. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 2244 Windward Way, Naples, FL compare to other homes in Naples 34103?

Among the 10,985 homes in Naples 34103, it is worth more than almost all of them ($9,999,999 against a typical $976,255), its price per square foot is higher than 98% of them ($1977 against a typical $694), it is bigger than 98% of them (5,057 ft² against a typical 1,575 ft²), its lot is bigger than 97% of them (0.47 ac against a typical 0.25 ac) and it is newer than 96% of them (2015 against a typical 1980). Measured against all of Collier County, it is worth more than almost all homes there. These shares are recounted nightly from the full county assessor record for each area, not from active listings.

What are the property taxes on 2244 Windward Way, Naples, FL?

The 2025 property tax bill for 2244 Windward Way, Naples, FL was $88,564. The county assessed it at $9,047,738.

More homes on Windward Way

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