Cypress Landing
Homes for Sale in Fort Myers, FL
All 1,455 homes for sale in Fort Myers, FL · median $239,900 · 188 townhomes for sale in Fort Myers · 133 homes for sale in 33966 · 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, Cypress Landing in Fort Myers, FL has 8 homes for sale, asking from $144,900 to $239,900 (median $186,950). Over the 12 months ending 2026-11-11, 10 recorded sales closed at a median of $174,500, $155 per square foot, a median 49 days on market, sellers accepting 93% of original asking. Homes listed or recently sold were built 2004–2005; 3 of 8 report an HOA (median $440/mo); none of the 8 geocoded homes sit in a FEMA special flood hazard zone (median elevation 20 ft). At the median price and Lee County's FY2025-26 rate of 15.97 mills, annual property tax runs about $2,790 ($2,120 with the full homestead exemption).
Last 30 days in Cypress Landing: 2 new listings (median asking $219,900). As of November 13, 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 Cypress Landing
Live MLS inventory for Cypress Landing. 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 · 1 daysTop listing
Active · 76 days
Active · 19 days
Active · 215 days
Active · 50 days
Active · 45 days
Active · 84 days
Active · 66 daysActive and pending Cypress Landing listings as of 2026-11-13, 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.
Cypress Landing prices off condition and unit size more than anything else. At a $187,500 median and roughly $158 a square foot on a typical 1,265 square foot floor plan, this is an entry-level price point inside Fort Myers, and the spread between a dated unit and a freshly updated one will move the number more than the calendar will.
The current posture favors buyers willing to be patient. A median 81 days on market and a year-over-year price move of -21.9% point to a market that has been correcting, not holding flat. With only 17 closings in the recent window, pricing here is sensitive to each individual sale — sellers need to price to the comps that actually closed, not to what the building did two years ago.
Figures in this note are as of July 29, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Cypress Landing right now
🟢 Buyer-leaning market. 9.6 months of supply and 0% 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: High (8 active and pending listings, 10 closed sales in 12 months).
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· Updated November 14, 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
Cypress Landing market snapshot (as of November 11, 2026): the median sale price is about $174K ($155 per sq ft over the trailing 12 months of closed sales), a median 49 days on market for closed sales, and 9.6 months of supply, a buyer-leaning market.
In ZIP 33966 (Fort Myers), 113 homes closed in the last 12 months at a median of $340K ($191/sq ft), with a median 72 days on market. Right now 126 active and 22 pending listings put supply at about 13.4 months — a soft market. See the live ZIP 33966 housing market and the Lee County market.
County records show 14 qualified sales in Cypress Landing across 2024–2025 (13 in 2024, 1 in 2025), median $265,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Cypress Landing is a community of 343 homes in Fort Myers, Lee County, built between 2004 and 2005 (median 2004), with a median living area of about 1,265 square feet. 49% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
Built out in 2004-2005, Cypress Landing is a compact, established community of 379 homes in Fort Myers, Lee County, with just under half of owners claiming homestead status — a sign that a meaningful share of the inventory turns over as investment or non-primary-residence property.
The setting & the homes.
Aerial and on-site photos of Cypress Landing. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Cypress LandingCypress LandingCypress LandingCypress LandingCypress LandingCypress LandingCypress LandingCypress LandingPhotos from Florida Gulf Coast MLS listings in Cypress Landing; content deemed reliable but not guaranteed.
Who Cypress Landing is best for.
Best for
- A buyer targeting a lower entry price point in Fort Myers and comfortable evaluating a home on unit condition rather than community features.
- An investor comfortable with a market that has seen a real price pullback and is underwriting off current, not historical, comps.
- A buyer who wants a compact, single-level or low-maintenance footprint around 1,265 square feet and does not need amenities included.
Probably not for
- A buyer who wants a clubhouse, pool, or other on-site amenities as part of the purchase.
- A seller who needs a fast sale — the current median days-on-market runs well past a month.
- A buyer assuming steady year-over-year appreciation; recent data shows the opposite trend.
Cypress Landing 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 Cypress Landing buying strategy.
If we were buying in Cypress Landing 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 Cypress Landing.
A market still finding its floor
The numbers here describe a community that has cooled from wherever it was trading before this window. A -21.9% year-over-year move alongside an 81-day median days on market is not a market that is simply slow — it's one where sellers who list at yesterday's price are sitting, and buyers have room to negotiate on terms and repairs rather than just walking away from asking price.
With no community amenities identified from current MLS listings, whatever value exists here is coming from the unit itself and the land under it, not from a clubhouse or gated feature set. That keeps the buyer pool focused on people evaluating the home on its own merits — square footage, layout, updates — and it means comps within Cypress Landing matter more than comparisons to amenity-heavy communities nearby.
The location and the amenities are priced into every listing in Cypress Landing. 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 Cypress Landing 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 (3.6). Basis: Liquidity & Demand 9.6 months of supply; Owner Commitment 49% owner-occupied; Pricing Power 93.3% sale-to-list. Refreshed with each data update.
Why work with Momentum here
In a thin-volume market like this — 17 closings in the window and a wide range of possible outcomes on price per square foot — the difference between a good deal and an overpay comes down to knowing which recent sale is the real comp and which one is an outlier. We track Cypress Landing at the unit level, not just the community average, so pricing conversations start from what actually closed, not from a stale listing history.
Cypress Landing in 15 seconds.
Tools for a Cypress Landing 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 Cypress Landing sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Cypress Landing, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Cypress Landing home worth?
Get a no-obligation home value based on real comparable sales in Cypress Landing, 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 →
Recently off market in Cypress Landing
Homes in Cypress Landing 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. 7 on record.
- 10045 Lone Cypress St · off market
- 10053 Poppy Hill Dr · off market
- 10059 Lone Cypress St · off market
- 10059 Poppy Hill Dr · off market
- 8155 Pacific Beach Dr · off market
- 8169 Pacific Beach Dr · off market
- 8289 Pacific Beach Dr · off market
| Location | Fort Myers, Lee County, FL · ZIP 33966 |
|---|---|
| Homes in the community | 343 (FL DOR 2025 assessment roll) |
| Years built | 2004–2005 (median 2004) |
| Typical living area | 1,265 sq ft (median) |
| Home types (current listings and sales) | townhouses 100% |
| Sale prices, last 12 months | $174,500 median across 10 closed sales · $155 per sq ft |
| Days on market (closed sales) | 49 median |
| For sale right now | 8 active, 0 pending · median asking $186,950 · 9.6 months of supply |
| Owner-occupied (homestead) share | 49% |
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, “Cypress Landing key facts,” movewithmomentum.com/neighborhoods/cypress-landing, data as of November 11, 2026.
Just listed in Cypress Landing
The newest homes for sale in Cypress Landing right now, newest first. Each link opens the full listing with every photo, the price history and a tour request.
- 10095 Pacific Pines Ave $239,900 · 2 bd · 3 ba · 1,448 sq ft · listed Oct 27, 2026 Courtesy of Hero Real Estate & Co
- 10035 Poppy Hill Dr $199,900 · 2 bd · 3 ba · 1,132 sq ft · listed Oct 26, 2026 Courtesy of Premier Florida Realty of SWFL
- 10032 Poppy Hill Dr $178,900 · 2 bd · 3 ba · 1,132 sq ft · listed Sep 30, 2026 Courtesy of Caretta Blue LLC
- 10035 Spyglass Hill Ln $179,900 · 2 bd · 3 ba · 1,028 sq ft · listed Sep 25, 2026 Courtesy of Worthington Realty, Inc.
- 8073 Pacific Beach Dr $144,900 · 2 bd · 3 ba · 1,028 sq ft · listed Sep 9, 2026 Courtesy of EXP Realty LLC
- 10088 Pacific Pines Ave $235,000 · 2 bd · 3 ba · 1,446 sq ft · listed Aug 30, 2026 Courtesy of Armada Real Estate, Inc.
Checked against the MLS nightly. All new listings in this market.
Every Home for Sale in Cypress Landing Right Now (8)
All 8 active and pending Cypress Landing listings with a detail page, newest first, refreshed twice a day from the MLS.
- 10095 Pacific Pines Ave · $239,900 · 2 bd / 3 ba · listed Oct 26, 2026 · listed by Hero Real Estate & Co
- 10035 Poppy Hill Dr · $199,900 · 2 bd / 3 ba · listed Oct 18, 2026 · listed by Premier Florida Realty of SWFL
- 10088 Pacific Pines Ave · $235,000 · 2 bd / 3 ba · listed Sep 11, 2026 · listed by Armada Real Estate, Inc.
- 10032 Poppy Hill Dr · $178,900 · 2 bd / 3 ba · listed Sep 11, 2026 · listed by Caretta Blue LLC
- 10035 Spyglass Hill Ln · $179,900 · 2 bd / 3 ba · listed Sep 2, 2026 · listed by Worthington Realty, Inc.
- 8237 Pacific Beach Dr · $164,000 · 2 bd / 3 ba · listed Aug 19, 2026 · listed by VIP Realty Group Inc
- 10062 Spyglass Hill Ln · $194,000 · 2 bd / 3 ba · listed Aug 15, 2026 · listed by Downing Frye Realty Inc.
- 8073 Pacific Beach Dr · $144,900 · 2 bd / 3 ba · listed Aug 15, 2026 · listed by EXP Realty LLC
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Fort Myers guides & data
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What it really costs to own in Cypress Landing
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 $2,198/yr across 16 listings here (MLS tax records, 2026-11-14). |
|---|---|
| HOA dues | Median $440/month across 3 MLS listings (most billed monthly; 2026-11-14). Dues cover what the documents say they cover; ask for the budget and reserve study. |
| 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 2004 across 16 listings. An original roof here would be about 22 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. |
Estimated carrying cost at the median asking price, before the mortgage: about $806/month (tax $183, HOA $440, insurance $183). An estimate from the sources above, not a quote.
Email me new listings in Cypress Landing
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 Cypress Landing
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Cypress Landing will answer, and the answer is published on this page for the next buyer.
17% of homes for sale in ZIP 33966 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 (2026-11-14).
Frequently Asked Questions
What is the median home price in Cypress Landing?
How long do homes in Cypress Landing take to sell?
Is Cypress Landing a buyer's or seller's market right now?
How many homes are in Cypress Landing?
What share of Cypress Landing is owner-occupied?
When were the homes in Cypress Landing built?
Who is the best real estate agent for Cypress Landing?
How do I find a top Fort Myers real estate agent who knows Cypress Landing?
Can Momentum Realty connect me with an agent for Cypress Landing?
Where is Cypress Landing, and what county is it in?
Is Cypress Landing a good place to live?
Should you buy in Cypress Landing?
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 13, 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 (4 streets, ZIP 33966)) |
| Under-contract shares | Florida Gulf Coast MLS records, as of 2026-11-11 |
| Historical depth | Closed-sale records back to 2026 (10 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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See how Cypress Landing fits the bigger picture — live prices, inventory, and Momentum Scores: