Windward Way Condos for Sale: 2 Listings

Windward Way
Condos for Sale in Fort Myers, FL

All 1,348 homes for sale in Fort Myers, FL · median $239,900 · 1,014 condos for sale in Fort Myers · 644 homes for sale in 33908 · Lee County homes for sale

Community in Fort Myers · Lee County · ZIP 33908
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Photo via Florida Gulf Coast MLS

Built fromLive Florida Gulf Coast MLS data11 years of closingsUpdated twice daily

As of October 2026, Windward Way Condo in Fort Myers, FL has 2 homes for sale. As of October 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 124 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).

Live · Windward Way Condo 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%
Under contract
Lee: 18% (1,646 of 9,225)
2 · 0
For sale · pending
live counts, refreshed twice daily
Jon Brooks, Co-Founder of Momentum Realty
Jon's Read · written July 29, 2026

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.

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

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.

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.

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 2026-10-19, 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.

If we were buying in Windward Way Condo 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 Windward Way Condo.

Best Buy
Buyers comfortable evaluating a condo unit on its own merits rather than a packaged community profile.
Biggest Risk
With no confirmed amenities or pricing pattern on file, buyers must verify condo details directly rather than relying on MLS summaries.
Sweet Spot
Works best for a buyer who has an agent pulling unit-specific comps and reviewing association documents before making a decision.
Avoid If
Skip it if you want a community with clearly marketed amenities you can compare at a glance.

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.

Jon Brooks · Founder, Momentum Realty

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.

Best forBuyers comfortable evaluating a condo unit on its own merits rather than a packaged community profile.
Biggest advantageThe lack of a standardized amenity listing means less competition based on brand appeal and more focus on the actual unit.
Biggest riskWith no confirmed amenities or pricing pattern on file, buyers must verify condo details directly rather than relying on MLS summaries.
Sweet spotWorks best for a buyer who has an agent pulling unit-specific comps and reviewing association documents before making a decision.
Avoid ifSkip it if you want a community with clearly marketed amenities you can compare at a glance.

What it really costs to own in Windward WayCondos for Sale

The parts of the monthly number a mortgage calculator leaves out, from the tax roll, the MLS, Citizens and FEMA. Property facts only.

Property taxCurrent owners' bills run a median of $1,804/yr across 4 listings here (MLS tax records, 2026-10-20).
Home and flood insuranceThe average Citizens Property Insurance premium in Lee County is $2,197/yr (6,508 policies, Citizens detail by county, April 2026); private-market quotes depend on roof age, wind mitigation and construction.
Roof and ageMedian build year 1981 across 4 listings. An original roof here would be about 45 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 Windward WayCondos for Sale

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.

Equal Housing Opportunity. Every community is open to everyone; alerts are about homes, never about who lives here.

Ask an agent about Windward WayCondos for Sale

Have a question about the homes, fees, rules or commute here? A Momentum agent who works Windward WayCondos for Sale will answer, and the answer is published on this page for the next buyer.

Property facts only: homes, fees, rules, commute. Every community is open to everyone; agents do not answer questions about who lives here.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Windward Way Condos for Sale in Fort Myers, FL 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 Windward Way Condos for Sale in Fort Myers, FL.
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 Windward Way Condo sales matched to your home.

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 →

Real comps, not an automated estimate.
A buyer focused on a specific unit's price and condition rather than a shared amenity packageExcellent fit
Someone willing to review condo association documents directly rather than rely on marketed community featuresExcellent fit
A buyer comfortable having an agent build custom comparables unit-by-unit rather than pulling a community averageExcellent fit
A buyer who wants a clearly advertised amenity set before touringProbably not
Someone expecting a documented median price or sales pattern to guide an offerProbably not
A buyer unwilling to do additional diligence beyond the standard listing sheetProbably not

Data sources & freshness

Live listingsFlorida Gulf Coast MLS, refreshed twice daily (last: October 19, 2026)
Under-contract sharesFlorida Gulf Coast MLS records, as of 2026-09-20
Historical depthClosed-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 →

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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.

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.

Active inventory in distress
0.0%
0 of 21 listings
Distress share trend — 0.0% now (2026-09-04 → 2026-09-24)

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 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.

Nearby Communities

Explore more neighborhoods near Windward Way with Momentum Realty’s local guides.

Kelly Mcgregor0.1 mi away · 20 homes, built 2006–24, 2 for saleMandolin Bay0.1 mi away · median $206K, 4 sales/12 moIona Gardens0.2 mi away · median $160K, 3 sales/12 moRoyal Pointe0.3 mi away · median $244K, 13 sales/12 moMcgregor Woods0.3 mi away · median $574K, 10 sales/12 moSanibel Way Condo0.4 mi away · 6 for saleSabal Pointe0.4 mi away · median $287K, 14 sales/12 moGarden Cove (Lee)0.4 mi away · 1 for sale

Browse all neighborhood guides →

Talk to a Local Windward Way Condo Expert
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The real cost & risk here

Before the list price, the Florida math the portals skip. These are Lee County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.

$2,184/mo
Lee County typical true cost to own
$183/mo
Lee County typical home insurance
Check CDD
Confirm before you offer

County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.