Windjammer Village At The Land
Condos for Sale in Fort Myers, FL
All 1,446 homes for sale in Fort Myers, FL · median $240,000 · 418 homes for sale in 33919 · Lee County homes for sale
True comps, carrying-cost math, and listings before the portals.
Photo via Florida Gulf Coast MLS
As of November 2026, Windjammer Village At The Land in Fort Myers, FL has 8 homes for sale and 2 pending, asking from $159,000 to $479,000 (median $254,000). Over the 12 months ending 2026-11-11, 3 recorded sales closed at a median of $195,000, $160 per square foot, a median 201 days on market, sellers accepting 82% of original asking. Homes listed or recently sold were built 1974–1976; 7 of the 10 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 $3,110 ($2,450 with the full homestead exemption).
Last 30 days in Windjammer Village At The Land: 1 new listing (median asking $479,000), 2 under contract right now. As of November 11, 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.
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 · 0 daysTop listing
Active · 51 days
Active · 69 days
Active · 162 days
Active · 211 days
Active · 341 days
Active · 477 days
Active · 36 daysActive and pending Windjammer Village At The Land listings as of 2026-11-12, 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.
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.
Figures in this note are as of July 29, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Windjammer Village At The Land right now
🟢 Buyer-leaning market. 32.0 months of supply and 20% of the inventory already under contract give buyers above-average negotiating leverage.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of Florida Gulf Coast MLS records, as of November 11, 2026. Confidence: Medium (10 active and pending listings, 3 closed sales in 12 months).
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· Updated November 12, 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 November 11, 2026): the median sale price is about $195K ($160 per sq ft over the trailing 12 months of closed sales), a median 201 days on market for closed sales, and 32.0 months of supply, a buyer-leaning market.
In ZIP 33919 (Fort Myers), 114 homes closed in the last 12 months at a median of $248K ($165/sq ft), with a median 79 days on market. Right now 119 active and 22 pending listings put supply at about 12.5 months — a soft 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.
The setting & the homes.
Aerial and on-site photos of Windjammer Village At The Land. Swipe to explore the community.
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Windjammer Village At The LandWindjammer Village At The LandWindjammer Village At The LandWindjammer Village At The LandWindjammer Village At The LandWindjammer Village At The LandWindjammer Village At The LandWindjammer Village At The LandPhotos from Florida Gulf Coast MLS listings in Windjammer Village At The Land; content deemed reliable but not guaranteed.
Who Windjammer Village At The Land is best for.
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.
Windjammer Village At The Land on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Florida Gulf Coast MLS. Map data © OpenStreetMap contributors.
The Windjammer Village At The Land buying strategy.
If we were buying in Windjammer Village At The Land 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.
Use your leverage. With inventory sitting, there is room to negotiate on anything dated or overpriced and to ask for repairs or a rate buydown.
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 Windjammer Village At The Land.
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.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in Windjammer Village At The Land buys, holds, and resells. Momentum Research; not an appraisal.
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 (1.7). Basis: Liquidity & Demand 32.0 months of supply; Owner Commitment 50% owner-occupied; Pricing Power 81.5% 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.
Tools for a Windjammer Village At The Land 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 Windjammer Village At The Land sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Windjammer Village At The Land, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
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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Recently off market in Windjammer Village At The Land
Homes in Windjammer Village At The Land that recently left the market. Each address opens its public-record profile: county-recorded value, property taxes, the last recorded sale, community sales history, and what is for sale nearby now. 3 on record.
- 4396 Bowsprit Ct 2E · off market
- 4396 Bowsprit Ct 4E · off market
- 4417 Spanker Ct 1A · off market
| Location | Fort Myers, Lee County, FL · ZIP 33919 |
|---|---|
| Homes in the community | 22 (FL DOR 2025 assessment roll) |
| Years built | 1975–1975 (median 1975.0) |
| Typical living area | 1,710 sq ft (median) |
| Home types (current listings and sales) | condos 70%, townhouses 20%, singlefamilyresidence 10% |
| Sale prices, last 12 months | $195,000 median across 3 closed sales · $160 per sq ft |
| Days on market (closed sales) | 201 median |
| For sale right now | 8 active, 2 pending · median asking $254,000 · 32.0 months of supply |
| Owner-occupied (homestead) share | 50% |
Data as of November 11, 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 November 11, 2026.
Housing distress & ownership in Windjammer Village At The Land, 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.
Just listed in Windjammer Village At The Land
The newest homes for sale in Windjammer Village At The Land right now, newest first. Each link opens the full listing with every photo, the price history and a tour request.
- 4466 W Mainmast Ct $479,000 · 3 bd · 3 ba · 2,258 sq ft · new today Courtesy of Rossman Realty Group Inc
- 4436 Crossjack Ct B10 $159,000 · 2 bd · 2 ba · 1,392 sq ft · listed Oct 7, 2026 Courtesy of KW Florida Living
- 4447 W Mainmast Ct $439,000 · 3 bd · 3 ba · 2,060 sq ft · listed Sep 22, 2026 Courtesy of Starlink Realty, Inc
- 4390 Foremast Ct 2D $359,000 · 3 bd · 2 ba · 1,570 sq ft · listed Sep 4, 2026 Courtesy of Rossman Realty Group Inc
- 4396 Bowsprit Ct 1B $259,000 · 2 bd · 2 ba · 1,216 sq ft · listed Jun 3, 2026 Courtesy of Starlink Realty, Inc
- 4396 Bowsprit Ct 2A $249,000 · 2 bd · 2 ba · 1,257 sq ft · listed Apr 15, 2026 Courtesy of The Landings Realty
Checked against the MLS nightly. All new listings in this market.
Every Home for Sale in Windjammer Village At The Land Right Now (10)
All 10 active and pending Windjammer Village At The Land listings with a detail page, newest first, refreshed twice a day from the MLS.
- 4387 Bowsprit Ct 1B · $339,000 · 2 bd / 2 ba · pending · listed Oct 14, 2026 · listed by Starlink Realty, Inc
- 4478 Windjammer Ln · $699,000 · 4 bd / 4 ba · pending · listed Oct 8, 2026 · listed by Starlink Realty, Inc
- 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
- 4396 Bowsprit Ct 1B · $259,000 · 2 bd / 2 ba · listed Aug 13, 2026 · listed by Starlink Realty, Inc
- 4396 Bowsprit Ct 2A · $249,000 · 2 bd / 2 ba · listed Aug 13, 2026 · listed by The Landings Realty
- 4417 Spanker Ct 3C · $245,000 · 2 bd / 2 ba · listed Aug 13, 2026 · listed by Rossman Realty Group Inc
- 4417 Spanker Ct 3E · $235,900 · 2 bd / 2 ba · listed Aug 13, 2026 · listed by The Landings Realty, Inc.
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20% 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 (2026-11-12).
What it really costs to own in Windjammer Village At The Land
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 $3,430/yr across 20 listings here (MLS tax records, 2026-11-12). |
|---|---|
| Home and flood insurance | The 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 age | Median build year 1975 across 20 listings. An original roof here would be about 51 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 Windjammer Village At The Land
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Ask an agent about Windjammer Village At The Land Condos for Sale
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Windjammer Village At The Land Condos for Sale will answer, and the answer is published on this page for the next buyer.
Recent Developments in Windjammer Village At The Land
Development, infrastructure, retail, and school activity affecting Windjammer Village At The Land, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated November 2026.
- October 2026Parks & Amenities
Sale of 11.4-mile rail corridor for Bonita Estero Rail Trail nears closing
Estero, Bonita Springs and Collier County are set to buy the Seminole Gulf Railway corridor for $60 million, with closing expected by Jan. 14, 2027. Soil testing found elevated arsenic and hydrocarbons that consultants say can be managed with engineering controls. The corridor is planned as the multiuse Bonita Estero Rail Trail.
What it may mean for the marketA continuous trail through Estero and Bonita Springs would add a walking and biking route connecting residential areas to shopping and regional trails. The project is about 12 miles southeast of Windjammer Village At The Land, elsewhere in Lee County.
Source: Gulfshore Business - October 2026Retail & Dining
Cape Coral weighs incentives for first Costco at 600 Chiquita Boulevard South
The proposed warehouse would be about 165,000 square feet with a fueling facility. The city would provide up to $10 million for site work and impact fees, and the council is scheduled to consider the package at its Nov. 2 meeting. No opening date has been announced.
What it may mean for the marketIf approved, a warehouse club and fuel station would add a major retail draw and jobs along the Chiquita corridor. The site is about 3 miles west of Windjammer Village At The Land.
Source: WINK News - October 2026Development
Cypress Cove owner buys former Ruby Tuesday site off Summerlin Road for $2.2M
Cypress Living bought the closed restaurant at 9001 Park Royal Drive, a 5,398-square-foot building on about 1.5 acres, for $2.2 million. No new use is chosen, though the CEO said it will not return to restaurant use. Its Harbour Vue eight-story independent living building is expected to break ground in early 2027.
What it may mean for the marketA vacant restaurant parcel on a road carrying about 37,000 vehicles a day is set to be redeveloped for a non-restaurant use, changing the commercial mix along Park Royal Drive. The project is about 3 miles southeast of Windjammer Village At The Land, elsewhere in Lee County.
Source: Gulfshore Business - September 2026Civic
Cape Coral council sets construction price for North Cape fleet maintenance facility
On Sept. 16, 2026 the council approved Resolution 259-26 setting the construction price for a Fleet Maintenance Facility at the North Cape Government Complex, 1200 Kismet Parkway West. Charles Perry Partners is the contractor, and work includes site development and infrastructure.
What it may mean for the marketAdds city service capacity in north Cape Coral, where municipal facilities support a growing population. The project is about 10 miles northwest of Windjammer Village At The Land, elsewhere in Lee County.
Source: City of Cape Coral - June 2026Retail & Dining
High 5 Entertainment underway at Village Hub SportsPark in Estero
Vertical construction is underway on a High 5 Entertainment venue at the Village Hub SportsPark on the north side of Williams Road in Estero. The facility will include the 21-court Estero Pickleball Club, a 16-lane bowling alley, two miniature golf courses, an arcade, a full-service kitchen and bar, and retail space. The CEO said construction should finish within six to eight months, targeting soft openings in February 2027.
What it may mean for the marketA new entertainment and dining venue adds recreational and commercial space to the Estero activity hub. The project is about 11 miles southeast of Windjammer Village At The Land, elsewhere in Lee County.
Source: Gulfshore Business - June 2026Retail & Dining
Fort Myers Beach approves Development Order for Times Square entertainment center with hotel and restaurant
Fort Myers Beach town staff issued a Development Order for a three-story mixed-use entertainment center at 1028 and 1046 Estero Boulevard at Times Square, on the former sites of Sunset Beach Tropical Grill and The Playmore Tiki Bar. The 41,285-square-foot project by Persaud Properties would include six hotel units, a restaurant, shopping, a bar, an entertainment venue with a stage and a public pool. No construction permits had been issued as of the approval, with additional environmental and stormwater approvals still required.
What it may mean for the marketA new mixed-use entertainment building would add hotel, dining and retail space to the Times Square commercial district and support its post-storm rebuild. The project is about 9 miles south of Windjammer Village At The Land, elsewhere in Lee County.
Source: Fort Myers Beach Observer
Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in Northeast Florida.
Frequently Asked Questions
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When were the homes in Windjammer Village At The Land built?
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Should you buy in Windjammer Village At The Land?
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: November 12, 2026) |
| Community market stats | Florida Gulf Coast MLS closed sales, 12-month windows ending November 11, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (1 streets, ZIP 33919)) |
| Under-contract shares | Florida Gulf Coast MLS records, as of 2026-11-11 |
| Historical depth | Closed-sale records back to 2026 (3 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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