Windwood
Homes for Sale in Naples, FL
All 2,052 homes for sale in Naples, FL · median $429,000 · 172 homes for sale in 34105 · Collier County homes for sale
True comps, carrying-cost math, and listings before the portals.
Photo via Florida Gulf Coast MLS
As of October 2026, Windwood in Naples, FL has 2 homes for sale. As of October 2026, the MLS records 11 closed sales in Windwood in Naples, FL since 2014, the most recent in November 2025. 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 32 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).
Windwood is a Naples community where current MLS activity does not surface a defined amenity package, and that absence is itself useful information: it tells a buyer this is likely a smaller or lower-turnover pocket rather than an amenity-anchored development with a clubhouse and fee schedule driving price. Pricing here is going to be set primarily by the individual home, its lot, and its condition, not by a shared feature set.
With no amenity data and no pricing trend visible in the current snapshot, the honest posture for a buyer or seller is to treat each listing on its own terms and verify community details directly rather than assuming a standard package. That is not a red flag, it is just a signal to do the extra step of confirming what, if anything, comes with the home before writing an offer.
Figures in this note are as of July 29, 2026. The live market numbers elsewhere on this page update nightly and are newer.
The 60-Second Overview
Windwood sits within Naples in Collier County, an area where buyers should expect to evaluate homes individually rather than lean on a documented amenity roster, since current MLS listings for the community do not identify one.
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.
Who Windwood is best for.
Best for
- A buyer prioritizing the home and lot over community-provided recreational features
- A buyer comfortable doing independent HOA and amenity verification before contract
- A buyer looking in Naples who is not dependent on a specific amenity package to justify the purchase
Probably not for
- A buyer set on a documented clubhouse, pool, or gated-amenity community
- A buyer who wants amenity fees and inclusions fully spelled out before touring
- A buyer unwilling to do extra diligence given the limited current listing data
The market around Windwood
Windwood is too small for its own price trend, so here is the market around it.
In ZIP 34105, 193 homes are on the market and 17% 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 34105 (Naples), 1,300 homes closed in the last 12 months at a median of $570K ($327/sq ft), up 1.0% year over year, with a median 58 days on market. Right now 573 active and 148 pending listings — a buyer's market. See the live ZIP 34105 housing market and the Collier County market.
ZIP and county figures describe the wider market, not Windwood specifically. Momentum Research analysis of MLS records.
Homes For Sale Right Now in Windwood
Live MLS inventory for Windwood. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.
Active and pending Windwood listings as of 2026-10-19, priced high to low. Listing information provided by the Florida Gulf Coast Multiple Listing Service, Inc. Information is deemed reliable but not guaranteed by the MLS to be accurate. Tap any home to ask about it.
The Windwood buying strategy.
If we were buying in Windwood today, this is the order of operations we would run for our clients.
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.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
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 Windwood.
What the current listings actually tell us
When a community search returns no identified amenities, it usually means one of two things: either the neighborhood was built without shared recreational infrastructure, or the active listings simply have not documented it in the MLS fields we can verify. Either way, the practical guidance is the same, confirm directly with the listing agent or HOA documents rather than assuming a pool, gate, or clubhouse comes with the address.
For Windwood specifically, that means due diligence should focus on the home itself, its lot, its age and condition, and any HOA obligations, since there is no community-level feature set to factor into the value conversation right now. Buyers who want a documented amenity package should look elsewhere or wait for more listing detail to populate.
The location and the amenities are priced into every listing in Windwood. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a community where the MLS snapshot is this thin, the value we add is verification, not marketing. We pull HOA documents, confirm what is and is not included with a given home, and make sure you are not paying for an assumption. That groundwork matters more in a community like Windwood than in one with a well-documented amenity roster.
Windwood in 15 seconds.
What it really costs to own in Windwood
The parts of the monthly number a mortgage calculator leaves out, from the tax roll, the MLS, Citizens and FEMA. Property facts only.
| Property tax | Current owners' bills run a median of $2,351/yr across 4 listings here (MLS tax records, 2026-10-20). |
|---|---|
| Home and flood insurance | The average Citizens Property Insurance premium in Collier County is $2,147/yr (2,002 policies, Citizens detail by county, April 2026); private-market quotes depend on roof age, wind mitigation and construction. |
| Roof and age | Median build year 1988 across 4 listings. An original roof here would be about 38 years old; under Florida's 2022 reform (SB 2-D) carriers may require an inspection past 15 years, so budget for a roof report, and for replacement where it fails. |
Email me new listings in Windwood
One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.
Ask an agent about Windwood
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Windwood will answer, and the answer is published on this page for the next buyer.
HOA, CDD & Fees
- 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.
Tools for a Windwood buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Windwood sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Windwood, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Windwood home worth?
Get a no-obligation home value based on real comparable sales in Windwood, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
See all homes for sale in Naples →
Should you buy in Windwood?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Florida Gulf Coast MLS, refreshed twice daily (last: October 19, 2026) |
| Under-contract shares | Florida Gulf Coast MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2014 (11 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 →
What’s your home worth in your area?
A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how Windwood fits the bigger picture — live prices, inventory, and Momentum Scores:
Common questions about Windwood
Where is Windwood?
Windwood is a community in Naples, Collier County, Florida, ZIP 34105.
Are there homes for sale in Windwood right now?
Yes — 2 active and 0 pending listings as of the last feed refresh (twice daily). They are listed on this page.
Does Windwood have an HOA or CDD?
No HOA is on record for Windwood 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.
Housing distress & ownership in Windwood, Naples
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Listing information provided by the Florida Gulf Coast Multiple Listing Service, Inc. Information is deemed reliable but not guaranteed by the MLS to be accurate. Deemed reliable but not guaranteed.
Every Home for Sale in Windwood Collier Right Now (2)
All 2 active and pending Windwood Collier listings with a detail page, newest first, refreshed twice a day from the MLS.
- 500 Misty Pines Cir 2-203 · $329,000 · 2 bd / 2 ba · listed Jul 22, 2026 · listed by Downing Frye Realty Inc.
- 400 Misty Pines Cir 205 · $280,000 · 3 bd / 2 ba · pending · listed Jul 22, 2026 · listed by John R Wood Properties
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