Windjammer Village At The Land
Condos for Sale in Fort Myers, FL

All 1,305 homes for sale in Fort Myers, FL · median $235,900 · 362 homes for sale in 33919 · Lee County homes for sale

Community in Fort Myers · Lee County · ZIP 33919
22 homesBuilt 1975–1975Median sale $235K
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Live Market Pulse
9/100
Market Heat
Cooler than normal
2015 → 2026 · 91 at the 2022 peak
0 is Windjammer Village At The Land's coldest market since 2015, 100 its hottest. Today: 9. How it's scored

Photo via Florida Gulf Coast MLS

Built fromLive Florida Gulf Coast MLS data12 years of closingsFL DOR public recordsUpdated twice daily

As of October 2026, Windjammer Village At The Land in Fort Myers, FL has 10 homes for sale and 2 pending, asking from $150,000 to $479,000 (median $259,000). Over the 12 months ending 2026-09-20, 8 recorded sales closed at a median of $235,000, $168 per square foot, a median 131 days on market, sellers accepting 83% of original asking (-20% versus the prior year). Homes listed or recently sold were built 1974–1976; 9 of the 12 geocoded homes sit in a FEMA special flood hazard zone (median elevation 6 ft). At the median price and Lee County's FY2025-26 rate of 15.97 mills, annual property tax runs about $3,750 ($3,090 with the full homestead exemption).

Windjammer Village At The Land key facts
LocationFort Myers, Lee County, FL · ZIP 33919
Homes in the community22 (FL DOR 2025 assessment roll)
Years built1975–1975 (median 1975.0)
Typical living area1,710 sq ft (median)
Home types (current listings and sales)condos 75%, townhouses 17%, singlefamilyresidence 8%
Sale prices, last 12 months$235,000 median across 8 closed sales · $168 per sq ft · -19.7% vs the prior 12 months
Days on market (closed sales)131 median
For sale right now10 active, 2 pending · median asking $259,000
Owner-occupied (homestead) share50%

Data as of September 20, 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; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Windjammer Village At The Land key facts,” movewithmomentum.com/neighborhoods/windjammer-village-at-the-land, data as of September 20, 2026.

Last 30 days in Windjammer Village At The Land: 4 new listings (median asking $399,000), 2 under contract right now. As of October 2, 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.

Live · Windjammer Village At The Land Housing Pulse Florida Gulf Coast MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Price
$235K ▼
Median sold · 12 mo
down 19.7% vs the prior 12 months
-19.7% ▼
1-yr price change
n = 8 and 4 sales in the two windows
$168/sf
Sold $/sqft · 12 mo
peak $247 in 2023
82.6%
Sale vs ask
Tempo
132days
Median DOM · closed
6 days at the 2022 low
17%
Under contract
Lee: 18% (1,646 of 9,225)
10 · 2
For sale · pending
live counts, refreshed twice daily
8
Sold · last 12 mo
10-yr average: about 12 a year
Ownership and context
50%
Owner-occupied · Windjammer Village At The Land
11 of 22 parcels homesteaded (FL DOR 2025)
50%
Non-owner-occupied · Windjammer Village At The Land
incl. 4% trust or LLC-held · 23% out-of-state
22
Homes in the community
22 residential parcels (FL DOR 2025)
Track record · 12 years of records
3
Recorded sales · 2024-2025
median $449K · qualified sales on the county roll (FL DOR 2025)
Est. 1975
Community established
homes built 1975-1975, median 1975 (FL DOR 2025)
1,481sqft
Median sold home size
12-mo windows, closed sales
36.4%/yr
Turnover rate
about 8 of 22 homes trade a year

Homes For Sale Right Now in Windjammer Village At The Land

Live MLS inventory for Windjammer Village At The Land. 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 Windjammer Village At The Land listings as of 2026-10-01, 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 Windjammer Village At The Land Right Now (12)

All 12 active and pending Windjammer Village At The Land listings with a detail page, newest first, refreshed twice a day from the MLS.

  • 4447 W Mainmast Ct · $439,000 · 3 bd / 3 ba · listed Sep 19, 2026 · listed by Starlink Realty, Inc
  • 4466 W Mainmast Ct · $479,000 · 3 bd / 3 ba · listed Sep 11, 2026 · listed by Rossman Realty Group Inc
  • 4390 Foremast Ct 2D · $359,000 · 3 bd / 2 ba · listed Sep 10, 2026 · listed by Rossman Realty Group Inc
  • 4436 Crossjack Ct B10 · $159,000 · 2 bd / 2 ba · listed Sep 10, 2026 · listed by KW Florida Living
  • 4478 Windjammer Ln · $699,000 · 4 bd / 4 ba · pending · listed Aug 10, 2026 · listed by Starlink Realty, Inc
  • 4396 Bowsprit Ct 2A · $249,000 · 2 bd / 2 ba · listed Aug 4, 2026 · listed by The Landings Realty
  • 4417 Spanker Ct 1A · $239,900 · 2 bd / 2 ba · pending · listed Jul 7, 2026 · listed by Rossman Realty Group Inc
  • 4396 Bowsprit Ct 2E · $270,000 · 2 bd / 2 ba · listed Jul 2, 2026 · listed by The Landings Realty, Inc.
  • 4396 Bowsprit Ct 1B · $269,000 · 2 bd / 2 ba · listed Jul 2, 2026 · listed by Starlink Realty, Inc
  • 4417 Spanker Ct 3C · $245,000 · 2 bd / 2 ba · listed Jul 2, 2026 · listed by Rossman Realty Group Inc
  • 4417 Spanker Ct 3E · $235,900 · 2 bd / 2 ba · listed Jul 2, 2026 · listed by The Landings Realty, Inc.
  • 4396 Bowsprit Ct 4E · $150,000 · 2 bd / 2 ba · listed Jul 2, 2026 · listed by Coldwell Banker Residential RE
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Windjammer Village At The Land is a small, established resale pocket built in the mid-1970s, and pricing here tracks condition and square footage more than anything else. With a median price of $235,000 and a median of $168.41 per square foot on homes averaging around 1,710 square feet, this is a market where the physical home does the talking, not the label on the listing.

The year-over-year change of -21.7% and a median 131 days on market signal a buyer-favorable posture right now. Homes are sitting longer and closing softer than they were a year ago, which gives buyers room to negotiate on price and terms. Sellers here need to price to current comps on day one rather than testing the market, because with only 8 closings in the recent window, there is little cushion for an overpriced listing to correct itself quickly.

Windjammer Village At The Land Housing Pulse · Momentum Research · as of September 20, 2026

Windjammer Village At The Land right now

🔴 Off the recent peak. The trailing-12-month median ($235K) is down 19.7% from the prior 12 months ($292K). With about a dozen sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Florida Gulf Coast MLS closed sales, 12-month windows ending September 20. Confidence: Low (8 and 4 sales in the two windows).

Jump to: Price history & scorecard · Homes for sale · Schools · FAQ

· Updated October 2, 2026 · Live data: Florida Gulf Coast MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness

The 60-Second Overview

Windjammer Village At The Land market snapshot (as of September 20, 2026): the median sale price is about $235K ($168 per sq ft over the trailing 12 months of closed sales), and a median 132 days on market for closed sales. The trailing-12-month median is down 20% from the prior 12 months, computed from record-level Florida Gulf Coast MLS closed sales (8 closings in the current window).

In ZIP 33919 (Fort Myers), 951 homes closed in the last 12 months at a median of $270K ($194/sq ft), down 5.9% year over year, with a median 64 days on market. Right now 392 active and 106 pending listings — a buyer's market. See the live ZIP 33919 housing market and the Lee County market.

County records show 3 qualified sales in Windjammer Village At The Land across 2024–2025 (2 in 2024, 1 in 2025), median $449,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.

Windjammer Village At The Land is a community of 22 homes in Fort Myers, Lee County, built between 1975 and 1975 (median 1975.0), with a median living area of about 1,710 square feet. 50% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).

This is a compact community of 112 homes built between 1973 and 1979, with a majority (56.2%) currently homesteaded, pointing to a base of longer-term ownership rather than heavy turnover or investor churn.

Best for

  • Buyers who want a lower median price point and are comfortable evaluating an older home on its individual condition.
  • Buyers with flexible timelines who can take advantage of longer days on market to negotiate terms.
  • Buyers prioritizing living square footage and price per square foot over community amenities.

Probably not for

  • Buyers expecting on-site amenities such as a clubhouse, pool, or recreation facilities.
  • Buyers seeking a newly built home or a narrow, modern construction window.
  • Buyers who need a fast-moving, high-competition resale market for quick turnaround.

Windows contain 4 to 22 sales each (8 in the current window); every figure carries its sample size, and thin markets swing on single closings. 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.

Median sale price · trailing 12 mo
$200K$300K2014201620182020202220242026
Down 19.7% year over year.
Every sale since 2014 · price vs size
$0$200K$400K$600K1k2k3k
162 closed sales; green = recent. Size sets the floor, condition and lot set the rest.
Sold $ per sq ft · trailing 12 mo
$100$150$200$2502014201620182020202220242026
Up from $92 in 2014 to a $247 peak in 2023; $168 now.
Median days on market · closed sales
0501002014201620182020202220242026
6 days at the 2022 low; 132 now.
Sale price vs original ask · median
85%90%95%100%2014201620182020202220242026
82.6% now.
Homes sold per 12-mo window
010202014201620182020202220242026
4 to 22 a year; 8 in the current window.
Market Heat · 0 coldest, 100 hottest in the record
20406080seller-leaningbuyer-leaning201620182020202220242026
91 at the 2022 peak, 9 in the troughs, 9 now. Same score as the hero card, full history.

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.

How much local inventory is already under contract

17% of homes for sale in Windjammer Village At The Land are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-09-25).

Windjammer Village At The Land Market Scorecard

Balanced

Windjammer Village At The Land is currently a balanced market., a median asking price of $259,000, and homes go under contract in about 109 days.

$259,000
Median list
$235,000
Median sold
$212
List $/sqft
109
Days on mkt
10/2/0
Active/Pend/Sold

Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.

Live data: Florida Gulf Coast MLS, refreshed twice daily. Market metrics only; these describe homes for sale and recent sales, not residents.

Listing locations from Florida Gulf Coast MLS. Map data © OpenStreetMap, tiles © CARTO.

If we were buying in Windjammer Village At The Land 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 Windjammer Village At The Land.

Best Buy
Buyers looking for an established, mid-1970s home at a lower entry price point without a built-in amenity package.
Biggest Risk
Homes are older by build date, so condition variance between listings can be significant and should be inspected closely.
Sweet Spot
Best suited to buyers prioritizing space and price per square foot over community amenities.
Avoid If
Avoid if you are counting on on-site amenities or a fast, high-competition resale timeline.

A Market Reading on Condition

With a market heat score of 11, Windjammer Village At The Land is running cool. Combined with a median 131 days on market, that tells buyers they can take their time on due diligence and sellers that competitive pricing matters more than usual. There is no current MLS record of shared amenities in this community, so value here is tied to the individual home and lot, not a clubhouse or recreation package.

The homes themselves span a narrow build window, 1973 to 1979, with a median year built of 1975. That consistency in age means inspections should focus on the systems typical of that era, roofing, plumbing, and electrical, since these are the variables most likely to separate a well-priced home from an overpriced one at a similar square footage.

“

The location and the amenities are priced into every listing in Windjammer Village At The Land. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty
2.0D · Buy Score
Recent Direction1.1/10
Owner Commitment5.0/10
Pricing Power0.0/10

Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 3 factors (2.0). Basis: Recent Direction -19.7% year-over-year; Owner Commitment 50% owner-occupied; Pricing Power 82.6% sale-to-list. Refreshed with each data update.

Why work with Momentum here

In a small, slow-moving market like this one, the details in a handful of recent closings matter more than broad city trends. We track this community's actual closings, not averages pulled from a wider area, so pricing conversations here start from what has genuinely sold, not what's asked.

Windjammer Village At The Land in 15 seconds.

Best forBuyers looking for an established, mid-1970s home at a lower entry price point without a built-in amenity package.
Biggest advantageCurrent conditions favor buyer negotiation, with longer market times and a year-over-year price pullback.
Biggest riskHomes are older by build date, so condition variance between listings can be significant and should be inspected closely.
Sweet spotBest suited to buyers prioritizing space and price per square foot over community amenities.
Avoid ifAvoid if you are counting on on-site amenities or a fast, high-competition resale timeline.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Windjammer Village At The Land Condos for Sale in Fort Myers 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 Windjammer Village At The Land Condos for Sale in Fort Myers.
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 Windjammer Village At The Land sales matched to your home.

What is your Windjammer Village At The Land home worth?

Get a no-obligation home value based on real comparable sales in Windjammer Village At The Land, 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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Frequently Asked Questions

What is the median home price in Windjammer Village At The Land?
The median sale price in Windjammer Village At The Land was $235K over the 12 months ending September 20, 2026 (8 closed sales, Florida Gulf Coast MLS).
How long do homes in Windjammer Village At The Land take to sell?
Homes that closed in the 12 months ending September 20, 2026 took a median 132 days on market (8 sales, Florida Gulf Coast MLS).
How many homes are in Windjammer Village At The Land?
The Florida DOR 2025 assessment roll shows 22 homes in Windjammer Village At The Land (public records).
What share of Windjammer Village At The Land is owner-occupied?
50% of Windjammer Village At The Land parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Windjammer Village At The Land built?
Homes in Windjammer Village At The Land were built between 1975 and 1975, with a median year built of 1975.0 (FL DOR 2025 roll).
Who is the best real estate agent for Windjammer Village At The Land?
The best agent for Windjammer Village At The Land is one who actively works Fort Myers and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Windjammer Village At The Land.
How do I find a top Fort Myers real estate agent who knows Windjammer Village At The Land?
Share a few details in the form on this page. Momentum Realty has 320+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Windjammer Village At The Land and the wider Fort Myers area.
Can Momentum Realty connect me with an agent for Windjammer Village At The Land?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Windjammer Village At The Land purchase or sale - no call center and no pressure.
Where is Windjammer Village At The Land, and what county is it in?
Windjammer Village At The Land is in Fort Myers, Lee County, FL, ZIP 33919. The community's center is about 9 miles southwest of the center of Fort Myers (straight-line).
Is Windjammer Village At The Land a good place to live?
That depends on your budget, commute and what you want in a home, so here is what the data says about Windjammer Village At The Land: the median sale price over the last 12 months was $235K (8 sales), 32% below the Fort Myers median of $345K; homes took a median 132 days to go under contract; the assessment roll counts 22 homes, 50% of them homesteaded (owner-occupied). The full numbers, price history and the flood and school sections are above.
Buyers who want a lower median price point and are comfortable evaluating an older home on its individual condition.Excellent fit
Buyers with flexible timelines who can take advantage of longer days on market to negotiate terms.Excellent fit
Buyers prioritizing living square footage and price per square foot over community amenities.Excellent fit
Buyers expecting on-site amenities such as a clubhouse, pool, or recreation facilities.Probably not
Buyers seeking a newly built home or a narrow, modern construction window.Probably not
Buyers who need a fast-moving, high-competition resale market for quick turnaround.Probably not

Data sources & freshness

Live listingsFlorida Gulf Coast MLS, refreshed twice daily (last: October 1, 2026)
Community market statsFlorida Gulf Coast MLS closed sales, 12-month windows ending September 20, 2026
Housing stock & ownershipFlorida DOR assessment roll (street-list match (1 streets, ZIP 33919))
Under-contract sharesFlorida Gulf Coast MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2014 (162 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.

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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.

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More on Windjammer Village At The LandCondos for Sale in Fort Myers

Thinking of selling in Windjammer Village At The Land? 8 recorded closings; median 131 days on market (window ending 2026-09-20). See the Lee 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.

Nearby Communities

Explore more neighborhoods near Windjammer Village At The Land with Momentum Realty’s local guides.

Schooner Village0.2 mi away · 1 for saleLongboat Village0.2 mi away · median $478K, 3 sales/12 moSouth Pointe West Condo0.2 mi away · median $90K, 8 sales/12 moFlagship Village0.2 mi away · median $300K, 3 sales/12 moTrawler Village0.3 mi away · median $292K, 3 sales/12 moSouthwood Condominium (Lee)0.3 mi away · 1 for saleKings Point (Lee)0.3 mi away · 1 for saleMariners Cove Village0.3 mi away · median $725K, 3 sales/12 mo

Browse all neighborhood guides →

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