Cypress Landing
Homes for Sale in Fort Myers, FL

Community in Fort Myers · Lee County · ZIP 33966
379 homesBuilt 2004–2005Median sale $188K
Free · No obligation
Talk to a Cypress Landing Expert

True comps, carrying-cost math, and listings before the portals.

Live Market Pulse
9/100
Market Heat
Cooler than normal
2015 → 2026 · 91 at the 2022 peak
0 is Cypress Landing's coldest market since 2015, 100 its hottest. Today: 9. How it's scored
Built fromLive fgc data12 years of closingsFL DOR public recordsUpdated twice daily
Live · Cypress Landing Housing Pulse fgc + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Price
$188K
Median sold · 12 mo
down 21.9% vs the prior 12 months
-21.9%
1-yr price change
n = 17 and 7 sales in the two windows
$158/sf
Sold $/sqft · 12 mo
peak $228 in 2023
86.9%
Sale vs ask
Lee median: 93.1%
Tempo
81days
Median DOM · closed
4 days at the 2022 low
17
Sold · last 12 mo
10-yr average: about 28 a year
Ownership and context
49%
Owner-occupied · Cypress Landing
186 of 379 parcels homesteaded (FL DOR 2025)
51%
Non-owner-occupied · Cypress Landing
incl. 7% trust or LLC-held · 19% out-of-state
35%
Cash buyers · Cypress Landing
6 of 17 sales, 12 mo ending July 2026
379
Homes in the community
379 residential parcels (FL DOR 2025)
Track record · 12 years of records
Est. 2004
Community established
homes built 2004-2005, median 2004 (FL DOR 2025)
1,132sqft
Median sold home size
12-mo windows, closed sales
4.5%/yr
Turnover rate
about 17 of 379 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

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 Housing Pulse · Momentum Research · as of July 29, 2026

Cypress Landing right now

🔴 Off the recent peak. The trailing-12-month median ($188K) is down 21.9% from the prior 12 months ($240K). 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 fgc closed sales, 12-month windows ending July 29. Confidence: Medium (17 and 7 sales in the two windows).

What's unique here: the median sale price is about 47% below the typical Lee County sale ($188K vs $355K, trailing 12 months, fgc records).

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

Updated July 29, 2026 · Live data: fgc, 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 July 29, 2026): the median sale price is about $188K ($158 per sq ft over the trailing 12 months of closed sales), and a median 81 days on market for closed sales. The trailing-12-month median is down 22% from the prior 12 months, computed from record-level fgc closed sales (17 closings in the current window).

Cypress Landing is a community of 379 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.

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 July 29 of each year, from record-level fgc closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($188K) IS the median in the snapshot above, and the move from 2025 ($240K) IS the -21.9% one-year change.

Windows contain 7 to 45 sales each (17 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
$100K$200K2014201620182020202220242026
Down 21.9% year over year.
Every sale since 2014 · price vs size
$0$100K$200K$300K1k1k1k2k
376 closed sales; green = recent. Size sets the floor, condition and lot set the rest.
Sold $ per sq ft · trailing 12 mo
$100$150$2002014201620182020202220242026
Up from $85 in 2014 to a $228 peak in 2023; $158 now.
Median days on market · closed sales
02550752014201620182020202220242026
4 days at the 2022 low; 81 now.
Sale price vs original ask · median
90%95%100%2014201620182020202220242026
86.9% now vs Lee 93.1%.
Homes sold per 12-mo window
020402014201620182020202220242026
7 to 45 a year; 17 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.
How much local inventory is already under contract

13% 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 (2026-07-18).

If we were buying in Cypress Landing 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 Cypress Landing.

Best Buy
Buyers looking for an entry-level price point in Fort Myers without amenity overhead built into the price.
Biggest Risk
A long median days-on-market and a steep year-over-year decline mean sellers may need to reset expectations on value.
Sweet Spot
A well-maintained, updated unit near median size priced close to the current comps, not last year's.
Avoid If
You are expecting a resort-style amenity package — none is currently reflected in the listings.

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.

Jon Brooks · Founder, Momentum Realty
2.2D · Buy Score
Recent Direction0.5/10
Owner Commitment4.9/10
Pricing Power1.3/10

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 (2.2). Basis: Recent Direction -21.9% year-over-year; Owner Commitment 49% owner-occupied; Pricing Power 86.9% 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.

Best forBuyers looking for an entry-level price point in Fort Myers without amenity overhead built into the price.
Biggest advantageThe current market gives buyers negotiating room on price and terms that has not existed here in prior cycles.
Biggest riskA long median days-on-market and a steep year-over-year decline mean sellers may need to reset expectations on value.
Sweet spotA well-maintained, updated unit near median size priced close to the current comps, not last year's.
Avoid ifYou are expecting a resort-style amenity package — none is currently reflected in the listings.

HOA, CDD & Fees

In short
  • Mandatory HOA — confirm current dues
  • 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 Cypress Landing sales matched to your home.

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 homes for sale in Cypress Landing on the map →

Real comps, not an automated estimate.

Frequently Asked Questions

What is the median home price in Cypress Landing?
The median sale price in Cypress Landing was $188K over the 12 months ending July 29, 2026 (17 closed sales, fgc).
How long do homes in Cypress Landing take to sell?
Homes that closed in the 12 months ending July 29, 2026 took a median 81 days on market (17 sales, fgc).
How many homes are in Cypress Landing?
The Florida DOR 2025 assessment roll shows 379 homes in Cypress Landing (public records).
What share of Cypress Landing is owner-occupied?
49% of Cypress Landing parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Cypress Landing built?
Homes in Cypress Landing were built between 2004 and 2005, with a median year built of 2004 (FL DOR 2025 roll).
Do cash buyers compete in Cypress Landing?
Cash buyers took 35% of Cypress Landing sales in the 12 months ending July 2026 (6 of 17 closings, fgc).
Who is the best real estate agent for Cypress Landing?
The best agent for Cypress Landing 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 Cypress Landing.
How do I find a top Fort Myers real estate agent who knows Cypress Landing?
Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Cypress Landing and the wider Fort Myers area.
Can Momentum Realty connect me with an agent for Cypress Landing?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Cypress Landing purchase or sale - no call center and no pressure.
A buyer targeting a lower entry price point in Fort Myers and comfortable evaluating a home on unit condition rather than community features.Excellent fit
An investor comfortable with a market that has seen a real price pullback and is underwriting off current, not historical, comps.Excellent fit
A buyer who wants a compact, single-level or low-maintenance footprint around 1,265 square feet and does not need amenities included.Excellent fit
A buyer who wants a clubhouse, pool, or other on-site amenities as part of the purchase.Probably not
A seller who needs a fast sale — the current median days-on-market runs well past a month.Probably not
A buyer assuming steady year-over-year appreciation; recent data shows the opposite trend.Probably not

Data sources & freshness

Community market statsfgc closed sales, 12-month windows ending July 29, 2026
Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (6 streets, ZIP 33966))
Under-contract sharesfgc records, as of 2026-07-18
Historical depthClosed-sale records back to 2014 (376 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 fgc 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 fgc member average and 8 days faster, and we’ll price yours against live your area comps.

Looking to buy here? Search homes for sale →

What’s your home worth in your area?

A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.

By submitting, you agree that EAB RE INVESTMENTS LLC (Momentum Realty) and its agents may call, email, and text you about your inquiry, which may involve automated means and prerecorded or artificial voices. You do not need to consent as a condition of buying any property, goods, or services. To opt out, reply STOP at any time or reply HELP for assistance. You can also click the unsubscribe link in emails. Message and data rates may apply. Message frequency may vary. See our Privacy Policy and SMS Terms.or call (904) 351-6461
CallFree valuation →
Talk to a Local Cypress Landing Expert
Call Get Listings