Chiasso
Homes for Sale in Naples, FL

Community in Naples · Collier County · ZIP 34114
159 homesBuilt 2006–2019Median sale $1.30M
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Built fromLive fgc data13 years of closingsFL DOR public recordsUpdated twice daily
Live · Chiasso Housing Pulse fgc + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Price
$1.30M
Median sold · 12 mo
$406/sf
Sold $/sqft · 12 mo
peak $628 in 2024
81.5%
Sale vs ask
Collier median: 91.3%
Tempo
160days
Median DOM · closed
25 days at the 2021 low
5
Sold · last 12 mo
10-yr average: about 5 a year
Ownership and context
52%
Owner-occupied · Chiasso
84 of 161 parcels homesteaded (FL DOR 2025)
48%
Non-owner-occupied · Chiasso
incl. 34% trust or LLC-held · 37% out-of-state
80%
Cash buyers · Chiasso
4 of 5 sales, 12 mo ending July 2026
159
Homes in the community
plus 2 vacant residential lots · 161 residential parcels (FL DOR 2025)
Track record · 13 years of records
Est. 2006
Community established
homes built 2006-2019, median 2014 (FL DOR 2025)
3,265sqft
Median sold home size
12-mo windows, closed sales
3.1%/yr
Turnover rate
about 5 of 159 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Chiasso prices off size and finish more than anything else. At a median of $1,300,000 against roughly 3,001 square feet of living area, the per-square-foot math (about $405.82) reads as a mid-size luxury build rather than an entry point, and with homes dating 2006 to 2019 (median year built 2014), condition and updates inside that window will move a listing more than the calendar year alone.

A median 160 days on market is the number to sit with. That is not a fast-turn community, and with only 5 closings in the most recent window, pricing signals are thin — sellers should expect real negotiation room and buyers should expect to wait out the right listing rather than compete for it.

The 60-Second Overview

Chiasso market snapshot (as of July 29, 2026): the median sale price is about $1.30M ($406 per sq ft over the trailing 12 months of closed sales), and a median 160 days on market for closed sales.

Chiasso is a community of 159 homes in Naples, Collier County, built between 2006 and 2019 (median 2014), with a median living area of about 3,001 square feet. 52% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).

Chiasso is a Naples community of 159 homes built between 2006 and 2019, with a median home landing near 3,001 square feet and a $1,300,000 median price — a profile that points to larger-format single-family living rather than a starter or downsizing product.

Best for

  • Buyers seeking a larger-footprint home (near 3,001 square feet) in Naples and comfortable with a build dating 2006 to 2019
  • Buyers with a budget aligned to the $1,300,000 median who are willing to negotiate given the extended days-on-market pattern
  • Buyers or sellers comfortable operating with limited recent closing data and willing to lean on per-square-foot pricing analysis

Probably not for

  • Buyers who need confirmed community amenities such as a clubhouse or pool as part of the purchase
  • Sellers expecting a quick sale; the median 160-day timeline argues against that
  • Buyers working with a budget well below the $1,300,000 median who need a lower entry price point

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 ($1.30M) IS the median in the snapshot above.

Windows contain 1 to 11 sales each (5 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
$1M$1.5M2014201620182020202220242026
Every sale since 2013 · price vs size
$0$1M$2M3k4k
68 closed sales; green = recent. Size sets the floor, condition and lot set the rest.
Sold $ per sq ft · trailing 12 mo
$200$400$6002014201620182020202220242026
Up from $250 in 2013 to a $628 peak in 2024; $406 now.
Median days on market · closed sales
01002002014201620182020202220242026
25 days at the 2021 low; 160 now.
Sale price vs original ask · median
80%90%100%110%2014201620182020202220242026
81.5% now vs Collier 91.3%.
Homes sold per 12-mo window
05102014201620182020202220242026
1 to 11 a year; 5 in the current window.
How much local inventory is already under contract

0% 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 (2026-07-18).

If we were buying in Chiasso 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 Chiasso.

Best Buy
Buyers targeting a larger single-family home in Naples with a multi-year-old build rather than new construction.
Biggest Risk
A median 160 days on market means this is a slow-moving book, and thin closing volume makes pricing less predictable.
Sweet Spot
A well-maintained home built in the 2014 range, priced to reflect current per-square-foot data near $405.82.
Avoid If
You need a fast sale or are relying on community amenities that are not confirmed to exist here.

What the numbers actually say

The homestead share sits at 52.2%, meaning roughly half of Chiasso's owners have filed for a homestead exemption — a reasonable proxy for primary-residence use, with the balance likely representing second homes or non-homesteaded ownership. That split matters for anyone reading the market's rhythm: it is not a community that trades purely on rental-season demand, but it is not exclusively primary-residence turnover either.

No community amenities are identified from current MLS listings for Chiasso, so buyers should not assume clubhouse, pool, or recreational infrastructure is part of the package — verify directly with any listing or the association before treating amenities as a given. With 160 median days on market, this also is not a community where a home needs to be priced aggressively to move; it is one where accurate pricing and patience both matter.

The location and the amenities are priced into every listing in Chiasso. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

With only 5 closings in the current window, Chiasso does not generate the kind of high-frequency comp data that makes pricing straightforward — we pull every available data point, including per-square-foot trends and days-on-market history, to keep both buyers and sellers grounded in what is actually happening here rather than guessing from a thin sample.

Chiasso in 15 seconds.

Best forBuyers targeting a larger single-family home in Naples with a multi-year-old build rather than new construction.
Biggest advantageHomes here run larger than typical resale stock, at roughly 3,001 square feet median living area.
Biggest riskA median 160 days on market means this is a slow-moving book, and thin closing volume makes pricing less predictable.
Sweet spotA well-maintained home built in the 2014 range, priced to reflect current per-square-foot data near $405.82.
Avoid ifYou need a fast sale or are relying on community amenities that are not confirmed to exist here.

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 Chiasso sales matched to your home.

What is your Chiasso home worth?

Get a no-obligation home value based on real comparable sales in Chiasso, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.

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Real comps, not an automated estimate.

Frequently Asked Questions

What is the median home price in Chiasso?
The median sale price in Chiasso was $1.30M over the 12 months ending July 29, 2026 (5 closed sales, fgc).
How long do homes in Chiasso take to sell?
Homes that closed in the 12 months ending July 29, 2026 took a median 160 days on market (5 sales, fgc).
How many homes are in Chiasso?
The Florida DOR 2025 assessment roll shows 159 homes plus 2 vacant residential lots in Chiasso (public records).
What share of Chiasso is owner-occupied?
52% of Chiasso parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Chiasso built?
Homes in Chiasso were built between 2006 and 2019, with a median year built of 2014 (FL DOR 2025 roll).
Do cash buyers compete in Chiasso?
Cash buyers took 80% of Chiasso sales in the 12 months ending July 2026 (4 of 5 closings, fgc).
Who is the best real estate agent for Chiasso?
The best agent for Chiasso is one who actively works Naples 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 Chiasso.
How do I find a top Naples real estate agent who knows Chiasso?
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 Chiasso and the wider Naples area.
Can Momentum Realty connect me with an agent for Chiasso?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Chiasso purchase or sale - no call center and no pressure.
Buyers seeking a larger-footprint home (near 3,001 square feet) in Naples and comfortable with a build dating 2006 to 2019Excellent fit
Buyers with a budget aligned to the $1,300,000 median who are willing to negotiate given the extended days-on-market patternExcellent fit
Buyers or sellers comfortable operating with limited recent closing data and willing to lean on per-square-foot pricing analysisExcellent fit
Buyers who need confirmed community amenities such as a clubhouse or pool as part of the purchaseProbably not
Sellers expecting a quick sale; the median 160-day timeline argues against thatProbably not
Buyers working with a budget well below the $1,300,000 median who need a lower entry price pointProbably 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 (3 streets, ZIP 34114))
Under-contract sharesfgc records, as of 2026-07-18
Historical depthClosed-sale records back to 2013 (68 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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