Momentum Housing Data · Home Values · Collier County

Chatham Square Home Values: What Homes Actually Sell For

Buying here? See Chatham Square homes for sale and the Chatham Square community guide (Naples).

Chatham Square (Naples, FL): 10 recorded closings in the 12 months ending 2026-07-29, a 13-year price record, and sales split by price band and home size — every number from recorded MLS closings, none from an estimate model.

Median sold price
$274,000
-21.6% vs prior year · window ending 2026-07-29
Median $/sqft
$236
10 recorded closings
Median days to sell
87
from list to contract-to-close record

In the current window, sellers accepted a median 87.5% of original asking; the median sale took 87 days (window ending 2026-07-29).

The 13-year recorded price history

20142026
YearMedian soldMedian $/sqftMedian DOMSold ÷ original askSales
2026$274,000$2368787.5%10
2025$349,500$27512293.2%5
2024$365,000$2772795.2%8
2023$360,000$27517100.0%5
2022$365,000$2794102.0%7
2021$182,000$1533595.5%19
2020$160,000$14611091.2%7
2019$190,700$1549494.2%10
2018$175,500$1373790.1%14
2017$179,000$1412993.0%13
2016$157,500$1375095.8%10
2015$158,750$1324893.5%10
2014$158,000$1267195.9%11

Over the recorded series, Chatham Square’s median sold price moved from $158,000 (2014) to $274,000 (12 months ending 2026-07-29) — +73% over that span, with every year’s figure from recorded closings, not a model.

The last decade in Chatham Square, briefly

The recorded series starts in 2014 at $158,000. The 2020–22 run-up did what it did everywhere — Chatham Square’s median moved +91% from 2019 to 2022. Against the 2022 peak of $365,000, the current median stands at -25%. Annual sales volume here has ranged from 0 to 19 closings a year (10-yr average 9.8). With roughly 9.8 closings a year, Chatham Square’s medians move in steps, not curves — a handful of unusual sales can swing a year, which is why the sales count sits next to every figure above.

What actually trades here: 100% condominium, with a median of 1,308 sq ft and a median price per square foot of $236 in the current window.

Where Chatham Square sales actually landed, 2024–2026

Of the 21 recorded Chatham Square closings since 2024, half landed between $280,000 and $350,000 (the middle two quartiles); the lowest recorded sale was $200,000 and the highest $400,000. If your home sits outside the middle band, the reason usually shows up in the size table below before it shows up in condition.

Sold price bandShare of closingsSales
Under $250,000
2 (10%)
$250,000 – $291,667
4 (19%)
$291,667 – $333,333
4 (19%)
$333,333 – $375,000
8 (38%)
None and up
3 (14%)

What homes of your size have sold for in Chatham Square

The same recorded closings, split into thirds by living area. Find the row your home falls in: the $/sqft figure times your square footage is the recorded-sales bracket for homes like yours here — a starting range from real closings, not a valuation of your specific property. Larger homes here have been selling at a higher price per square foot than smaller ones ($268 vs $241) — less common, and usually a sign of newer or upgraded product at the top of the range.

Size groupMedian $/sqftMedian soldSold rangeSales
Smaller homes
1,097–1,275 sq ft
$241$280,000$257,500 – $319,0007
Mid-size homes
1,275–1,308 sq ft
$267$349,500$200,000 – $360,0007
Larger homes
1,308–1,450 sq ft
$268$355,000$210,000 – $400,0007

The Chatham Square housing stock, from the live feed

From the live MLS feed as of 2026-09-02: The homes listed or recently sold were built between 1991 and 1992 (median 1991); 3 of 3 listed or recently sold homes report an HOA, median $669/mo; none of the 3 geocoded listed or recently sold homes sits in a FEMA special flood hazard zone (median elevation 11 ft). See the current Chatham Square listings →

At Chatham Square’s $274,000 median and Collier County’s adopted 11.05 mills (FY2025-26), a home assessed at that price carries roughly $3,030 a year in property tax before exemptions, or about $2,590 with the full Florida homestead exemption — a buyer’s first-year figure; a long-time owner’s Save Our Homes cap can be far lower, which is one reason resale taxes jump at closing. Municipal and special-district millage varies inside the county; see the Collier County tax page.

Selling in Chatham Square right now: what the record says

Momentum’s market-heat index for Chatham Square reads 15/100 (computed from DOM, sale-to-list, and absorption; 2020–21 peaked in the 70s here).

Cash bought 70% of recorded Chatham Square sales in the window ending 2026-07 (7 of 10) — a fact worth knowing before assuming every buyer needs an appraisal to close. The table above is the closed-sale record to price a Chatham Square home against; asking prices are an opening position, recorded closings are the value.

What would YOUR Chatham Square home sell for?

We don’t publish algorithm guesses for specific homes — they can’t see condition, upgrades, or your lot. A local agent will prepare a records-based valuation from the same closed-sale data on this page, adjusted for your home. Free, no obligation.

By submitting, you agree Momentum Realty may contact you by phone, text, or email about your inquiry. Consent is not a condition of any purchase. Message/data rates may apply. Reply STOP to opt out. See our disclosures.

How Chatham Square compares with its neighbors

Communities buyers shopping Chatham Square are also weighing (nearest by map distance), each on its own recorded 12-month closings. A median well above the neighbors is a ceiling to price against; well below is where the value argument lives.

CommunityMedian soldMedian $/sqftMedian DOMSales
Glenmoor Greens$375,000$23510311
Sterling Greens$330,000$226996
Avalon$499,500$3612712
Countryside$699,500$38010812

More Chatham Square: full community guide & homes for sale · choosing an agent here · should you sell now (statewide data) · what selling costs · cash offer vs. listing

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. Compiled from recorded MLS closings; deemed reliable but not guaranteed. Figures are medians for the stated windows and change as new sales record; individual homes vary widely. No automated valuation for any specific property appears on this page. Equal Housing Opportunity. © 2026 Move With Momentum LLC — brokerage licensed in FL and GA. Disclosures