Windward Way
Condos for Sale in Fort Myers, FL
All 1,304 homes for sale in Fort Myers, FL · median $237,500 · 977 condos for sale in Fort Myers · 614 homes for sale in 33908 · Lee County homes for sale
True comps, carrying-cost math, and listings before the portals.
Photo via Florida Gulf Coast MLS
As of September 2026, Windward Way Condo in Fort Myers, FL has 2 homes for sale. As of September 2026, the MLS records 8 closed sales in Windward Way Condo in Fort Myers, FL since 2015, the most recent in May 2026. Across Fort Myers as a whole, 12 homes closed in the last 12 months at a median of $345,000, 64 median days on market, with 1,907 homes for sale today. At that median and Lee County's FY2025-26 rate of 15.97 mills, annual property tax runs about $5,510 ($4,840 with the full homestead exemption).
Last 30 days in Windward Way: 1 new listing (median asking $229,000), 1 under contract right now. As of September 29, 2026, 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.

Windward Way Condo does not currently show a clear amenity package or pricing pattern in the MLS feed we track, which means pricing here is being set listing-by-listing on unit condition, floor plan, and view rather than by a shared community identity.
For buyers and sellers, that translates into a market where comparables have to be pulled unit by unit rather than assumed from the complex name alone. Anyone transacting here should expect the diligence to lean heavily on the individual listing sheet and condo documents rather than on broad community data.
The 60-Second Overview
Windward Way Condo sits within Fort Myers in Lee County; current MLS data does not identify a distinct amenity set for the community, so each unit needs to be evaluated on its own condition and terms.
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 Windward Way Condo is best for.
Best for
- A buyer focused on a specific unit's price and condition rather than a shared amenity package
- Someone willing to review condo association documents directly rather than rely on marketed community features
- A buyer comfortable having an agent build custom comparables unit-by-unit rather than pulling a community average
Probably not for
- A buyer who wants a clearly advertised amenity set before touring
- Someone expecting a documented median price or sales pattern to guide an offer
- A buyer unwilling to do additional diligence beyond the standard listing sheet
The market around Windward Way Condo
Windward Way Condo is too small for its own price trend, so here is the market around it.
In ZIP 33908, 701 homes are on the market and 14% are under contract — a slower corner of Fort Myers.
Across Lee County, 7,579 homes are active and 1,646 pending (18% under contract).
In ZIP 33908 (Fort Myers), 1,459 homes closed in the last 12 months at a median of $345K ($201/sq ft), down 5.5% year over year, with a median 70 days on market. Right now 618 active and 124 pending listings — a soft market. See the live ZIP 33908 housing market and the Lee County market.
ZIP and county figures describe the wider market, not Windward Way Condo specifically. Momentum Research analysis of MLS records.
Housing distress & ownership in Windward Way Condo, Fort Myers
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.
Homes For Sale Right Now in Windward Way Condo
Live MLS inventory for Windward Way Condo. 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 Windward Way Condo listings as of 2026-09-30, 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.
Every Home for Sale in Windward Way Condo Right Now (2)
All 2 active and pending Windward Way Condo listings with a detail page, newest first, refreshed twice a day from the MLS.
- 15751 Windward Way Cir 1102 · $229,000 · 2 bd / 2 ba · listed Sep 19, 2026 · listed by Exp Realty, LLC
- 15761 Windward Way Cir 3102 · $209,900 · 2 bd / 2 ba · pending · listed Jul 1, 2026 · listed by KW Florida Living
The Windward Way Condo buying strategy.
If we were buying in Windward Way Condo 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 Windward Way Condo.
A Community Read Straight From the Listings
When a community's amenity fields come back unidentified in the MLS, it usually means one of two things: the complex is small enough that shared features are not separately marketed, or the current pool of active and recent listings simply has not required an agent to detail them. Either way, buyers should not assume a clubhouse, pool, or gate exists here without confirming it directly through the condo association documents.
That same gap applies to pricing. Without a documented median or listing count to point to, the honest read is that value here is being negotiated unit by unit. Condition, floor level, and any recent updates will matter more than a headline community statistic, so a serious offer should be built from the specific unit's disclosures and recent comparable closings pulled by an agent, not from a community-wide average.
The location and the amenities are priced into every listing in Windward Way Condo. 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 feed does not spell out shared amenities or a clear price pattern, the work shifts to direct diligence: pulling the condo docs, checking association fees and rules, and building a comparable set from individual closed units rather than a marketed profile. That is the level of legwork we do before a client writes an offer or lists a unit here.
Windward Way Condo in 15 seconds.
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 Windward Way Condo 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 Windward Way Condo sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Windward Way Condo, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Windward Way Condo home worth?
Get a no-obligation home value based on real comparable sales in Windward Way Condo, 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 Fort Myers →
Should you buy in Windward Way Condo?
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: September 30, 2026) |
| Under-contract shares | Florida Gulf Coast MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2015 (8 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 Windward Way Condo fits the bigger picture — live prices, inventory, and Momentum Scores:
Common questions about Windward Way
Where is Windward Way?
Windward Way is a community in Fort Myers, Lee County, Florida, ZIP 33908.
Are there homes for sale in Windward Way right now?
Yes — 2 active and 0 pending listings as of the last feed refresh (twice daily). They are listed on this page.
Does Windward Way have an HOA or CDD?
No HOA is on record for Windward Way 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.
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