Charleston Square
Homes for Sale in Naples, FL
All 1,847 homes for sale in Naples, FL · median $425,000 · 343 homes for sale in 34102 · Collier County homes for sale
True comps, carrying-cost math, and listings before the portals.
Photo via Florida Gulf Coast MLS
As of October 2026, Charleston Square in Naples, FL has 1 home for sale. As of October 2026, the MLS records 59 closed sales in Charleston Square in Naples, FL since 2013, the most recent in August 2026. Recorded prices since 2024 ran from $345,000 to $3,400,000 (median $2,600,000), on homes of 1,636 to 3,966 sq ft. Across Naples as a whole, 14 homes closed in the last 12 months at a median of $600,000, 74 median days on market, with 2,769 homes for sale today. At that median and Collier County's FY2025-26 rate of 11.05 mills, annual property tax runs about $28,740 ($28,300 with the full homestead exemption).
Charleston Square is a small enough market that a single sale can move the read on it. With only one closing in the most recent window and two active listings on the board right now, there isn't enough transaction volume to point to a reliable price trend one way or another. What you're really pricing here is the individual home and its condition, not a community-wide curve.
For a seller, that thin volume cuts both ways: less competition to stand out against, but also less recent comparable data to lean on when setting a number. For a buyer, it means going in with an appraisal-grade comp pull rather than trusting a headline median, and being ready to move if the right unit surfaces since there are only two to choose from at the moment.
The 60-Second Overview
Charleston Square sits in Naples within Collier County, and current MLS activity here is limited to two active listings with one closing in the most recent tracking window.
Florida Gulf Coast MLS sales records identify 6 homes in Charleston Square that have changed hands, built between 1998 and 2004 (median 2004), with a median living area of about 1,974 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.
Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.
Who Charleston Square is best for.
Best for
- A buyer who has already identified one of the two current listings and wants a focused, comp-verified offer
- A seller comfortable pricing off individual condition and documentation rather than a community trend line
- Someone open to Naples/Collier locations and willing to act quickly given the limited active inventory
Probably not for
- A buyer who wants a large pool of homes to compare before narrowing down
- Anyone relying on a published amenities package, since none is currently identified in MLS listings
- A buyer or seller who needs strong recent-sales data to validate a pricing strategy
The market around Charleston Square
Charleston Square is too small for its own price trend, so here is the market around it.
In ZIP 34102, 399 homes are on the market and 14% are under contract — a slower corner of Naples.
Across Collier County, 4,449 homes are active and 1,017 pending (19% under contract).
In ZIP 34102 (Naples), 1,157 homes closed in the last 12 months at a median of $570K ($327/sq ft), up 3.3% year over year, with a median 69 days on market. Right now 606 active and 131 pending listings — a buyer's market. See the live ZIP 34102 housing market and the Collier County market.
ZIP and county figures describe the wider market, not Charleston Square specifically. Momentum Research analysis of MLS records.
Housing distress & ownership in Charleston Square, Naples
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. 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.
Homes For Sale Right Now in Charleston Square
Live MLS inventory for Charleston Square. 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 Charleston Square listings as of 2026-10-01, 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.
Every Home for Sale in Charleston Square Right Now (1)
All 1 active and pending Charleston Square listings with a detail page, newest first, refreshed twice a day from the MLS.
- 1340 Charleston Square Dr 101 · $379,000 · 2 bd / 2 ba · listed Jul 11, 2026 · listed by Compass Florida LLC
The Charleston Square buying strategy.
If we were buying in Charleston Square 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 Charleston Square.
A Thin-Data Market
This is a community where the numbers available are the numbers you get: two homes currently listed, one recorded closing in the period tracked, and no amenities package showing up across current MLS listings. That last point doesn't necessarily mean there's nothing on site — it means the listings feeding this snapshot didn't call anything out, so we're not going to invent a clubhouse or a pool that isn't documented.
With volume this low, buyers and sellers should treat every figure as a snapshot of individual inventory rather than a market average. Two active listings is not a sample size that supports broad pricing conclusions — it supports a close look at those two homes specifically, plus whatever additional off-list or pending activity a local search turns up.
The location and the amenities are priced into every listing in Charleston Square. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a community with this little current MLS data, the value we add is knowing how to pull the right comps from outside the immediate snapshot, verify what's actually included with each of the two active listings, and negotiate off real condition and documentation rather than a thin average.
Charleston Square in 15 seconds.
HOA, CDD & Fees
- HOA status not on record. Verify any dues before you offer
- 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 Charleston Square 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 Charleston Square sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Charleston Square, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Charleston Square home worth?
Get a no-obligation home value based on real comparable sales in Charleston Square, 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 →
Should you buy in Charleston Square?
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 1, 2026) |
| Under-contract shares | Florida Gulf Coast MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2013 (59 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 Charleston Square fits the bigger picture — live prices, inventory, and Momentum Scores:
Common questions about Charleston Square
Where is Charleston Square?
Charleston Square is a community in Naples, Collier County, Florida, ZIP 34102 / 34103 / 34110.
Are there homes for sale in Charleston Square right now?
Yes — 1 active and 0 pending listings as of the last feed refresh (twice daily). They are listed on this page.
Does Charleston Square have an HOA or CDD?
No HOA is on record for Charleston Square in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.
Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.
Nearby Communities
Explore more neighborhoods near Charleston Square with Momentum Realty’s local guides.
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Leon County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Leon County scorecard.
County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.