Olde Cypress
Homes for Sale in Naples, FL
True comps, carrying-cost math, and listings before the portals.
Market Heat
Olde Cypress right now
🔴 Off the recent peak. The trailing-12-month median ($1.11M) is down 35.3% from the prior 12 months ($1.72M). 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 fgc closed sales, 12-month windows ending July 29. Confidence: Low (9 and 5 sales in the two windows).
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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
Olde Cypress market snapshot (as of July 29, 2026): the median sale price is about $1.11M ($439 per sq ft over the trailing 12 months of closed sales), and a median 42 days on market for closed sales. The trailing-12-month median is down 35% from the prior 12 months, computed from record-level fgc closed sales (9 closings in the current window).
Olde Cypress is a community of 360 homes in Naples, Collier County, built between 2000 and 2023 (median 2004.0), with a median living area of about 3,570 square feet. 67% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
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 ($1.11M) IS the median in the snapshot above, and the move from 2025 ($1.72M) IS the -35.3% one-year change.
Windows contain 0 to 23 sales each (9 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.
0% of homes for sale in ZIP 34119 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).
The Olde Cypress buying strategy.
If we were buying in Olde Cypress 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 Olde Cypress.
A closer look at the Olde Cypress market
At a median of $439 per square foot, Olde Cypress prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.
The trailing-12-month median down 35% year over year. Homes that do trade take a median 42 days on market, useful leverage on any listing that has lingered.
The housing stock is 360 homes built between 2000 and 2023, and 67% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.
The location and the amenities are priced into every listing in Olde Cypress. 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 Olde Cypress 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 (3.3). Basis: Recent Direction -35.3% year-over-year; Owner Commitment 67% owner-occupied; Pricing Power 89.5% sale-to-list. Refreshed with each data update.
HOA, CDD & Fees
- 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.
Tools for a Olde Cypress 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 Olde Cypress sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Olde Cypress, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Olde Cypress home worth?
Get a no-obligation home value based on real comparable sales in Olde Cypress, 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 Olde Cypress on the map →
Frequently Asked Questions
What is the median home price in Olde Cypress?
How long do homes in Olde Cypress take to sell?
How many homes are in Olde Cypress?
What share of Olde Cypress is owner-occupied?
When were the homes in Olde Cypress built?
Do cash buyers compete in Olde Cypress?
Who is the best real estate agent for Olde Cypress?
How do I find a top Naples real estate agent who knows Olde Cypress?
Can Momentum Realty connect me with an agent for Olde Cypress?
Data sources & freshness
| Community market stats | fgc closed sales, 12-month windows ending July 29, 2026 |
| Housing stock & ownership | Florida DOR 2025 assessment roll (street-list match (7 streets, ZIP 34119)) |
| Under-contract shares | fgc records, as of 2026-07-18 |
| Historical depth | Closed-sale records back to 2013 (142 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.
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