Cherry Oaks
Condos for Sale in Naples, FL
All 2,052 homes for sale in Naples, FL · median $429,000 · 442 homes for sale in 34114 · 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 October 2026, Cherry Oaks in Naples, FL has 3 homes for sale. Over the 12 months ending 2026-09-20, 11 recorded sales closed at a median of $685,000, $239 per square foot, a median 69 days on market, sellers accepting 89% of original asking (-20% versus the prior year). Homes listed or recently sold were built 2004–2005; none of the 3 geocoded homes sit in a FEMA special flood hazard zone (median elevation 7 ft). At the median price and Collier County's FY2025-26 rate of 11.05 mills, annual property tax runs about $7,570 ($7,130 with the full homestead exemption).
Last 30 days in Cherry Oaks: 1 new listing (median asking $718,999). As of October 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.
Homes For Sale Right Now in Cherry Oaks
Live MLS inventory for Cherry Oaks. 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 Cherry Oaks listings as of 2026-10-19, 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.
Cherry Oaks is currently pricing on a per-square-foot basis near $239, with a median sale price of $685,000. That combination points to a mix of home sizes and condition levels rather than a single tight product line, so buyers should expect real variance walking into different listings even within the same community.
Days on market are running just past two months, and the year-over-year read is down close to 20%. Paired with a low market heat score, this is a buyer-leaning window: sellers who price to current comps and present well are still closing, but anyone testing the top of the range is more likely to sit.
Figures in this note are as of July 29, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Cherry Oaks right now
🔴 Off the recent peak. The trailing-12-month median ($685K) is down 19.9% from the prior 12 months ($855K). 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 20. Confidence: Low (11 and 3 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated October 20, 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
Cherry Oaks market snapshot (as of September 20, 2026): the median sale price is about $685K ($239 per sq ft over the trailing 12 months of closed sales), and a median 69 days on market for closed sales. The trailing-12-month median is down 20% from the prior 12 months, computed from record-level Florida Gulf Coast MLS closed sales (11 closings in the current window).
In ZIP 34114 (Naples), 1,440 homes closed in the last 12 months at a median of $660K ($314/sq ft), up 4.8% year over year, with a median 67 days on market. Right now 561 active and 136 pending listings put supply at about 12.0 months — a buyer's market. See the live ZIP 34114 housing market and the Collier County market.
Florida Gulf Coast MLS sales records identify 8 homes in Cherry Oaks that have changed hands, built between 2004 and 2005 (median 2005), with a median living area of about 2,408 sq ft and a typical 3-bedroom, 2-bath layout; 100% are condominiums. Source: Florida Gulf Coast MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
Cherry Oaks sits in Naples within Collier County, an area where pricing has room to move on condition and lot rather than following one tight script. With only a handful of closings in the recent window, each transaction carries outsized weight in setting the next comp.
The setting & the homes.
Aerial and on-site photos of Cherry Oaks. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Cherry Oaks
Cherry Oaks
Cherry OaksPhotos from Florida Gulf Coast MLS listings in Cherry Oaks; content deemed reliable but not guaranteed.
Who Cherry Oaks is best for.
Best for
- A buyer comfortable evaluating homes on a price-per-square-foot basis rather than a fixed price point.
- A buyer with flexibility on timeline who can wait through a longer-than-usual days-on-market window to find the right condition and value match.
- A seller prepared to price against current, not prior-year, comparable data.
Probably not for
- A buyer expecting a tight, predictable price band across every listing in the community.
- A seller who needs a quick sale at a premium and cannot adjust to current market posture.
- An investor relying on short-term appreciation rather than long-term hold and condition-driven value.
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 ($685K) IS the median in the snapshot above, and the move from 2025 ($855K) IS the -19.9% one-year change.
Windows contain 1 to 13 sales each (11 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.
16% of homes for sale in ZIP 34114 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 (2026-10-19).
Cherry Oaks Market Scorecard
Cherry Oaks is currently a balanced market., a median asking price of $899,000, and homes go under contract in about 166 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.
Cherry Oaks 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 Cherry Oaks buying strategy.
If we were buying in Cherry Oaks 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 Cherry Oaks.
A market resetting, not collapsing
The headline number here is the year-over-year shift, down close to 20%. That is a meaningful cooling, but it needs context: with only 11 closings in the current window, a small shift in the mix of homes that sold, more modest properties trading versus higher-end ones, can move the median significantly without reflecting a uniform price decline across every home.
The market heat score of 26 and median days on market past two months both confirm this is not a market rewarding aggressive pricing right now. Homes that are priced to current data and shown in good condition are still moving; homes priced on last year's comps are the ones sitting.
The location and the amenities are priced into every listing in Cherry Oaks. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
With closing volume this thin, the difference between a listing that sells near the median ppsf and one that lingers past 69 days often comes down to how the initial pricing conversation is handled. We track the current comp set closely enough to tell you where a specific home falls before it goes live, not after it has sat.
Cherry Oaks in 15 seconds.
Tools for a Cherry Oaks 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 Cherry Oaks sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Cherry Oaks, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Cherry Oaks home worth?
Get a no-obligation home value based on real comparable sales in Cherry Oaks, 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 →
Recently off market in Cherry Oaks
Homes in Cherry Oaks 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. 3 on record.
- 9031 Cherry Oaks Trl 101 · off market
- 9031 Cherry Oaks Trl 201 · off market
- 9134 Cherry Oaks Ln 102 · off market
| Location | Naples, Collier County, FL · ZIP 34114 |
|---|---|
| Sale prices, last 12 months | $685,000 median across 11 closed sales · $239 per sq ft · -19.9% vs the prior 12 months |
| Days on market (closed sales) | 69 median |
| For sale right now | 3 active, 1 pending · median asking $899,000 |
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. Market figures describe homes, not residents. Cite as: Momentum Realty, “Cherry Oaks key facts,” movewithmomentum.com/neighborhoods/cherry-oaks, data as of September 20, 2026.
Just listed in Cherry Oaks
The newest homes for sale in Cherry Oaks right now, newest first. Each link opens the full listing with every photo, the price history and a tour request.
- 9097 Cherry Oaks Trl 202 $718,999 · 3 bd · 3 ba · 3,010 sq ft · 5 days on market Courtesy of Serhant-Naples
- 9041 Cherry Oaks Trl 201 $875,000 · 3 bd · 3 ba · 3,010 sq ft · 166 days on market Courtesy of Downing Frye Realty Inc.
- 9154 Cherry Oaks Ln 101 $569,000 · 3 bd · 2 ba · 2,408 sq ft · 176 days on market Courtesy of Premier Sotheby's Int'l Realty
Checked against the MLS Oct 20, 2026. All new listings in this market.
Every Home for Sale in Cherry Oaks Right Now (3)
All 3 active and pending Cherry Oaks listings with a detail page, newest first, refreshed twice a day from the MLS.
- 9097 Cherry Oaks Trl 202 · $718,999 · 3 bd / 3 ba · listed Oct 14, 2026 · listed by Serhant-Naples
- 9041 Cherry Oaks Trl 201 · $875,000 · 3 bd / 3 ba · listed Jul 22, 2026 · listed by Downing Frye Realty Inc.
- 9154 Cherry Oaks Ln 101 · $569,000 · 3 bd / 2 ba · listed Jul 22, 2026 · listed by Premier Sotheby's Int'l Realty
More Naples home searches
- All homes for sale in Naples, FL
- Homes for sale in Collier County, FL
- Gated communities in Naples
- Homes under $300K in Naples
- Homes from $300K to $500K in Naples
- 4-bedroom homes for sale in Naples
- Naples home values: what is my house worth?
- ZIP 34114 housing scorecard
- 10 coming-soon communities in Collier County
Naples guides & data
- Market data
- Best neighborhoods (ranked by data)
- Flood zones
- Home insurance cost
- New construction
- ZIP codes
Florida buyer guides
- Florida home insurance rates by county
- Florida property tax by county
- Florida property tax calculator
- What flood zone X means
- The 4-point inspection, explained
- Florida flood insurance calculator
Real estate agent in Naples? Join Momentum in Naples: 100% commission, one $12K cap.
What it really costs to own in Cherry Oaks Condos for Sale
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 $6,936/yr across 6 listings here (MLS tax records, 2026-10-20). |
|---|---|
| Home and flood insurance | The average Citizens Property Insurance premium in Collier County is $2,147/yr (2,002 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 6 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. |
Email me new listings in Cherry Oaks Condos for Sale
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 Cherry Oaks Condos for Sale
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Cherry Oaks Condos for Sale will answer, and the answer is published on this page for the next buyer.
Frequently Asked Questions
What is the median home price in Cherry Oaks?
How long do homes in Cherry Oaks take to sell?
Who is the best real estate agent for Cherry Oaks?
How do I find a top Naples real estate agent who knows Cherry Oaks?
Can Momentum Realty connect me with an agent for Cherry Oaks?
Where is Cherry Oaks, and what county is it in?
Should you buy in Cherry Oaks?
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: October 19, 2026) |
| Community market stats | Florida Gulf Coast MLS closed sales, 12-month windows ending September 20, 2026 |
| Under-contract shares | Florida Gulf Coast MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2013 (102 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 Cherry Oaks fits the bigger picture — live prices, inventory, and Momentum Scores:
More on Cherry Oaks Condos for Sale in Naples
- Home values · What homes in Cherry Oaks Condos for Sale in Naples actually sell for
Nearby Communities
Explore more neighborhoods near Cherry Oaks with Momentum Realty’s local guides.