Cypress Landing
Homes for Sale in Fort Myers, FL
All 1,305 homes for sale in Fort Myers, FL · median $235,900 · 169 townhomes for sale in Fort Myers · 104 homes for sale in 33966 · Lee County homes for sale
True comps, carrying-cost math, and listings before the portals.
Market Heat
Photo via Florida Gulf Coast MLS
As of October 2026, Cypress Landing in Fort Myers, FL has 6 homes for sale and 1 pending, asking from $155,000 to $235,000 (median $181,950). Over the 12 months ending 2026-09-20, 20 recorded sales closed at a median of $177,450, $155 per square foot, a median 55 days on market, sellers accepting 92% of original asking (-9% versus the prior year). Homes listed or recently sold were built 2004–2005; none of the 6 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 $2,830 ($2,170 with the full homestead exemption).
| Location | Fort Myers, Lee County, FL · ZIP 33966 |
|---|---|
| Homes in the community | 284 (FL DOR 2025 assessment roll) |
| Years built | 2004–2005 (median 2005) |
| Typical living area | 1,265 sq ft (median) |
| Home types (current listings and sales) | townhouses 100% |
| Sale prices, last 12 months | $177,450 median across 20 closed sales · $155 per sq ft · -9.0% vs the prior 12 months |
| Days on market (closed sales) | 55 median |
| For sale right now | 6 active, 2 pending · median asking $181,950 |
| Owner-occupied (homestead) share | 48% |
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, “Cypress Landing key facts,” movewithmomentum.com/neighborhoods/cypress-landing, data as of September 20, 2026.
Last 30 days in Cypress Landing: 3 new listings (median asking $185,000), 1 under contract right now. As of September 30, 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 and pending Cypress Landing 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 Cypress Landing Right Now (6)
All 6 active and pending Cypress Landing listings with a detail page, newest first, refreshed twice a day from the MLS.
- 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 · $185,000 · 2 bd / 3 ba · listed Sep 2, 2026 · listed by Worthington Realty, Inc.
- 10059 Poppy Hill Dr · $199,000 · 2 bd / 3 ba · pending · listed Aug 25, 2026 · listed by Cornerstone Coastal Properties
- 8073 Pacific Beach Dr · $155,000 · 2 bd / 3 ba · listed Aug 15, 2026 · listed by EXP Realty LLC
- 10062 Spyglass Hill Ln · $194,000 · 2 bd / 3 ba · listed Jul 2, 2026 · listed by Downing Frye Realty Inc.
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.
Cypress Landing right now
🔴 Off the recent peak. The trailing-12-month median ($177K) is down 9.0% from the prior 12 months ($195K). With about 28 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: Medium (20 and 8 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated October 1, 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 September 20, 2026): the median sale price is about $177K ($155 per sq ft over the trailing 12 months of closed sales), and a median 56 days on market for closed sales. The trailing-12-month median is down 9% from the prior 12 months, computed from record-level Florida Gulf Coast MLS closed sales (20 closings in the current window).
In ZIP 33966 (Fort Myers), 349 homes closed in the last 12 months at a median of $366K ($224/sq ft), down 6.2% year over year, with a median 61 days on market. Right now 105 active and 28 pending listings — a buyer's market. See the live ZIP 33966 housing market and the Lee County market.
County records show 11 qualified sales in Cypress Landing across 2024–2025 (10 in 2024, 1 in 2025), median $254,500 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Cypress Landing is a community of 284 homes in Fort Myers, Lee County, built between 2004 and 2005 (median 2005), with a median living area of about 1,265 square feet. 48% 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
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Cypress 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.
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending September 20 of each year, from record-level Florida Gulf Coast MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($177K) IS the median in the snapshot above, and the move from 2025 ($195K) IS the -9.0% one-year change.
Windows contain 8 to 46 sales each (20 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.
21% 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 (2026-10-01).
Cypress Landing Market Scorecard
Cypress Landing is currently a balanced market., a median asking price of $181,950, and homes go under contract in about 45 days.
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.
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, tiles © CARTO.
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.
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 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 (4.4). Basis: Recent Direction -9.0% year-over-year; Owner Commitment 48% owner-occupied; Pricing Power 92.2% 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.
HOA, CDD & Fees
- HOA dues reported around $440/month (about $5,280/yr) · median of 44 MLS listings, most billed monthly
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $440 per month ($5,280 a year) — the median AssociationFee across 44 MLS records, normalised to a monthly figure; most are billed monthly. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-10.
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 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. 6 on record.
- 10045 Lone Cypress St · off market
- 10053 Poppy Hill Dr · off market
- 10059 Lone Cypress St · off market
- 8155 Pacific Beach Dr · off market
- 8169 Pacific Beach Dr · off market
- 8289 Pacific Beach Dr · off market
Frequently Asked Questions
What is the median home price in Cypress Landing?
How long do homes in Cypress Landing take to sell?
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: September 30, 2026) |
| Community market stats | Florida Gulf Coast MLS closed sales, 12-month windows ending September 20, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (3 streets, ZIP 33966)) |
| Under-contract shares | Florida Gulf Coast MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2014 (383 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.
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See how Cypress Landing fits the bigger picture — live prices, inventory, and Momentum Scores:
Nearby Communities
Explore more neighborhoods near Cypress Landing with Momentum Realty’s local guides.
More on Cypress Landing
- Home values · What homes in Cypress Landing actually sell for