Aerial view of Windsor Court

Windsor Court
Homes for Sale in Naples, FL

All 1,839 homes for sale in Naples, FL · median $425,000 · 259 homes for sale in 34103 · Collier County homes for sale

Community in Naples · Collier County · ZIP 34103
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Built fromLive Florida Gulf Coast MLS data12 years of closingsUpdated twice daily

As of September 2026, the MLS records 23 closed sales in Windsor Court in Naples, FL since 2014, the most recent in March 2026. Across Naples as a whole, 14 homes closed in the last 12 months at a median of $600,000, 74 median days on market, with 2,769 homes for sale today. At that median and Collier County's FY2025-26 rate of 11.05 mills, annual property tax runs about $6,630 ($6,200 with the full homestead exemption).

Live · Windsor Court Housing Pulse Florida Gulf Coast MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
0 · 0
For sale · pending
live counts, refreshed twice daily
1
Sold · last 12 mo
10-yr average: about 2 a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

The honest starting point for Windsor Court is data volume, not price. Only one closing showed up in the most recent tracking window, which is too thin a sample to draw a reliable read on where pricing is trending or how quickly homes are moving.

For a buyer or seller, that means leaning on a direct comparison to individual listings and recent sales rather than a community-wide average. Anyone active here right now should expect to do more one-off homework and less trend-chasing, since the pool of recent transactions is not large enough to establish a pattern.

Nearby homes for sale

No active listings inside Windsor Court right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.

2850 Gulf Shore BLVD N 102
$950K · 0.1 mi away
2 bd · 2 ba · 1,431 sqft
2850 Gulf Shore BLVD N 102
Listed by Premier Sotheby's Int'l Realty
222 HARBOUR DRIVE #114
$699K · 0.1 mi away
2 bd · 2 ba · 1,433 sqft
222 HARBOUR DRIVE #114
Listed by REAL ESTATE SPECIALTY SVCS II
222 Harbour DR 301
$1.29M · 0.1 mi away
3 bd · 3 ba · 2,048 sqft
222 Harbour DR 301
Listed by John R Wood Properties
222 Harbour DR 218
$1.18M · 0.1 mi away
2 bd · 2 ba · 1,450 sqft
222 Harbour DR 218
Listed by Realty World Top Producers Rlt
222 Harbour DR 114
$688K · 0.1 mi away
2 bd · 2 ba · 1,450 sqft
222 Harbour DR 114
Listed by Real Estate Specialty Svcs II
2900 Gulf Shore BLVD N 110
$800K · 0.1 mi away
3 bd · 2 ba · 1,627 sqft
2900 Gulf Shore BLVD N 110
Listed by Premier Sotheby's Int'l Realty

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

Windsor Court is a Naples community in Collier County with very limited recent MLS activity, and current listings do not identify a distinct amenity package.

Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.

Best for

  • A buyer focused on one specific Windsor Court property who is comfortable evaluating it independently of community-wide trend data
  • A seller who understands that with so few recent comparables, pricing will lean heavily on direct, property-specific comparisons
  • A buyer willing to verify amenities and HOA details directly rather than relying on a marketed amenity list

Probably not for

  • A buyer who wants a confirmed, marketed amenity package before writing an offer
  • Anyone relying on community-wide pricing trends or days-on-market patterns to guide a strategy
  • A buyer or seller who prefers a well-documented sales history before committing

The market around Windsor Court

Windsor Court is too small for its own price trend, so here is the market around it.

In ZIP 34103, 294 homes are on the market and 14% are under contract — a slower corner of Naples.

Across Collier County, 4,449 homes are active and 1,017 pending (19% under contract).

In ZIP 34103 (Naples), 489 homes closed in the last 12 months at a median of $1.34M ($804/sq ft), down 0.6% year over year, with a median 94 days on market. Right now 213 active and 37 pending listings — a soft market. See the live ZIP 34103 housing market and the Collier County market.

ZIP and county figures describe the wider market, not Windsor Court specifically. Momentum Research analysis of MLS records.

If we were buying in Windsor Court today, this is the order of operations we would run for our clients.

1

Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Windsor Court.

Best Buy
Buyers or sellers who want a specific Windsor Court property evaluated on its own terms, not against a community trend.
Biggest Risk
The single recorded closing in the current window means there is not enough data to gauge pace or pricing pattern with confidence.
Sweet Spot
A buyer or seller prepared to lean on individual comparables and direct verification rather than aggregate market stats.
Avoid If
You are looking for a data-backed read on community-wide pricing trends or a confirmed amenity package before you commit.

A thin-data market

With just one closing recorded in the current window, Windsor Court is not a community where broad statistics tell much of a story. A single transaction can reflect one property's condition, timing, or negotiation as much as it reflects the community as a whole, so treating it as a market signal would be a mistake.

The listing data also does not point to a defined amenity set. That does not mean none exists, only that current MLS records for the community do not surface one. Buyers and sellers should confirm amenity details directly against the specific property and any governing HOA documents rather than assuming based on typical Naples community patterns.

“

The location and the amenities are priced into every listing in Windsor Court. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In a community with this little recent transaction history, the value we add is in pulling the right comparables from outside the immediate closing window and verifying property-specific details, like amenities and condition, that the aggregate data cannot confirm on its own.

Windsor Court in 15 seconds.

Best forBuyers or sellers who want a specific Windsor Court property evaluated on its own terms, not against a community trend.
Biggest advantageNaples and Collier County location, with property-level detail mattering more than community-wide statistics here.
Biggest riskThe single recorded closing in the current window means there is not enough data to gauge pace or pricing pattern with confidence.
Sweet spotA buyer or seller prepared to lean on individual comparables and direct verification rather than aggregate market stats.
Avoid ifYou are looking for a data-backed read on community-wide pricing trends or a confirmed amenity package before you commit.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Windsor Court homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in Windsor Court.
In short
  • HOA status not on record. Verify any dues before you offer
  • Any club/amenity membership is billed separately

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Windsor Court sales matched to your home.

What is your Windsor Court home worth?

Get a no-obligation home value based on real comparable sales in Windsor Court, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.

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Real comps, not an automated estimate.
A buyer focused on one specific Windsor Court property who is comfortable evaluating it independently of community-wide trend dataExcellent fit
A seller who understands that with so few recent comparables, pricing will lean heavily on direct, property-specific comparisonsExcellent fit
A buyer willing to verify amenities and HOA details directly rather than relying on a marketed amenity listExcellent fit
A buyer who wants a confirmed, marketed amenity package before writing an offerProbably not
Anyone relying on community-wide pricing trends or days-on-market patterns to guide a strategyProbably not
A buyer or seller who prefers a well-documented sales history before committingProbably not

Data sources & freshness

Live listingsFlorida Gulf Coast MLS, refreshed twice daily (last: September 17, 2026)
Under-contract sharesFlorida Gulf Coast MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2014 (23 transactions analyzed)

Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.

Momentum Research figures are our own analysis of Florida Gulf Coast MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.

Own a home here?

You just read the data. Now see what your home is worth.

The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Florida Gulf Coast MLS member average and 8 days faster, and we’ll price yours against live local comps.

Looking to buy here? Search homes for sale →

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Common questions about Windsor Court

Where is Windsor Court?

Windsor Court is a community in Naples, Collier County, Florida, ZIP 34103.

Are there homes for sale in Windsor Court right now?

No active listings inside Windsor Court at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.

Does Windsor Court have an HOA or CDD?

No HOA is on record for Windsor Court in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.

Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.

Nearby Communities

Explore more neighborhoods near Windsor Court with Momentum Realty’s local guides.

Jennifer Shores0.1 mi away · median $1.28M, 3 sales/12 moCommodore Club0.1 mi away · 4 for saleBordeaux Club0.1 mi away · 1 for saleGulf Bay Apartments0.1 mi away · 1 for saleJamaica Towers0.1 mi awayWestgate (Collier)0.1 mi away · median $2.41M, 4 sales/12 moBreakers0.1 mi away · 1 for saleHarbour Cove0.1 mi away · median $499K, 3 sales/12 mo

Browse all neighborhood guides →

Thinking of selling in Windsor Court? 1 recorded closings (window ending 2026-09-20). See the Collier County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.
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