Olde Cypress
Homes for Sale in Naples, FL
All 1,844 homes for sale in Naples, FL · median $430,000 · 276 homes for sale in 34119 · Collier County homes for sale
True comps, carrying-cost math, and listings before the portals.
Market Heat
Photo via Florida Gulf Coast MLS
As of September 2026, Olde Cypress in Naples, FL has 1 home for sale. Over the 12 months ending 2026-09-12, 8 recorded sales closed at a median of $1,105,000, $438 per square foot, a median 45 days on market, sellers accepting 92% of original asking (-37% versus the prior year). At the median price and Collier County's FY2025-26 rate of 11.05 mills, annual property tax runs about $12,210 ($11,780 with the full homestead exemption).
Olde Cypress right now
🔴 Off the recent peak. The trailing-12-month median ($1.11M) is down 36.7% from the prior 12 months ($1.75M). 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 Florida Gulf Coast MLS closed sales, 12-month windows ending September 12. Confidence: Medium (8 and 6 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated September 16, 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
Olde Cypress market snapshot (as of September 12, 2026): the median sale price is about $1.11M ($438 per sq ft over the trailing 12 months of closed sales), and a median 46 days on market for closed sales. The trailing-12-month median is down 37% from the prior 12 months, computed from record-level Florida Gulf Coast MLS closed sales (8 closings in the current window).
In ZIP 34119 (Naples), 1,291 homes closed in the last 12 months at a median of $808K ($325/sq ft), up 2.5% year over year, with a median 63 days on market. Right now 381 active and 154 pending listings — a buyer's market. See the live ZIP 34119 housing market and the Collier County market.
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending September 12 of each year, from record-level Florida Gulf Coast MLS 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 ($1.75M) IS the -36.7% one-year change.
Windows contain 2 to 21 sales each (8 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.
Olde Cypress Market Scorecard
Olde Cypress is currently a thin data market. Limited supply, a median asking price of n/a.
Typical home value in the 34119 ZIP is $649,849, about 19.2% above the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · true cost calculator · affordability calculator.
Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Homes For Sale Right Now in Olde Cypress
Live MLS inventory for Olde Cypress. 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 Olde Cypress listings as of 2026-09-15, 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.
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 $438 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 37% year over year. Homes that do trade take a median 46 days on market, useful leverage on any listing that has lingered.
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.
HOA, CDD & Fees
- HOA dues reported around $202/month (about $2,424/yr) · median of 4 MLS listings, most billed quarterly
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $202 per month ($2,424 a year) — the median AssociationFee across 4 MLS records, normalised to a monthly figure; most are billed quarterly. 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, 2026-09.
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 all homes for sale in Naples →
Frequently Asked Questions
What is the median home price in Olde Cypress?
How long do homes in Olde Cypress take to sell?
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
| Live listings | Florida Gulf Coast MLS, refreshed twice daily (last: September 15, 2026) |
| Community market stats | Florida Gulf Coast MLS closed sales, 12-month windows ending September 12, 2026 |
| Under-contract shares | Florida Gulf Coast MLS records, as of 2026-09-08 |
| 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 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.
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.
See how Olde Cypress fits the bigger picture — live prices, inventory, and Momentum Scores:
More Naples & Naples & Collier County guides
Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of Naples & Collier County or the full Neighborhood Finder.
Nearby Communities
Explore more neighborhoods near Olde Cypress with Momentum Realty’s local guides.