Chatham Woods
Homes for Sale in Naples, FL
All 2,163 homes for sale in Naples, FL · median $429,000 · 349 homes for sale in 34110 · Collier County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of November 2026, Chatham Woods in Naples, FL has 1 home for sale. As of November 2026, the MLS records 16 closed sales in Chatham Woods in Naples, FL since 2018, the most recent in August 2026. Across Naples as a whole, 7,156 homes closed in the last 12 months at a median of $600,000, 74 median days on market. At that median and Collier County's FY2025-26 rate of 11.05 mills, annual property tax runs about $6,630 ($6,200 with the full homestead exemption).
Chatham Woods is showing no recorded closings in the current MLS window, which means there is no fresh transaction data to anchor a price discussion. That is not unusual for smaller Naples communities in a given stretch, but it does mean any pricing conversation here has to be built from comparable inventory nearby rather than from recent sales inside the community itself.
For a buyer or seller, that posture calls for patience and direct comparison work rather than reliance on a headline number. We would rather tell you the data is thin right now than manufacture a figure that is not there.
Figures in this note are as of July 29, 2026. The live market numbers elsewhere on this page update nightly and are newer.
The 60-Second Overview
Chatham Woods sits in Naples, Collier County, and the current MLS feed shows no closings in this snapshot window and no community amenities listed on active records, so this is a case where the on-the-ground picture matters more than any published statistic.
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 Chatham Woods is best for.
Best for
- Buyers willing to have pricing built from nearby comparables rather than in-community sales history
- Buyers who plan to verify condition and any amenities directly rather than relying on a listing summary
- Sellers comfortable pricing a home carefully in the absence of recent same-community closings
Probably not for
- Buyers who want a well-documented recent sales trend before making an offer
- Buyers relying on a published list of community amenities as part of the decision
- Anyone expecting a fast, data-heavy comparison against multiple recent closings
The market around Chatham Woods
Chatham Woods is too small for its own price trend, so here is the market around it.
In ZIP 34110, 361 homes are on the market and 17% 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 34110 (Naples), 611 homes closed in the last 12 months at a median of $680K ($372/sq ft), down 7.6% year over year, with a median 87 days on market. Right now 271 active and 65 pending listings put supply at about 5.3 months — a soft market. See the live ZIP 34110 housing market and the Collier County market.
ZIP and county figures describe the wider market, not Chatham Woods specifically. Momentum Research analysis of MLS records.
The Chatham Woods buying strategy.
If we were buying in Chatham Woods 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 Chatham Woods.
Reading a market with no recent closings
When a community shows zero closings in a given window, it usually means one of a few things: very low turnover, a small total home count, or simply a quiet stretch between transactions. Without recorded sales, we cannot point to a median price, a typical days-on-market figure, or a per-square-foot number for Chatham Woods right now, and we are not going to invent one.
The MLS also does not list any community amenities tied to current listings here. That does not mean none exist; it means the active records in front of us do not surface them, so any amenity claim would need to be verified property by property rather than assumed at the community level.
The location and the amenities are priced into every listing in Chatham Woods. 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 activity, the value we add is in pulling accurate comparables from the surrounding Naples market, verifying amenity and condition details directly rather than trusting a listing sheet, and being straightforward about what the data does and does not tell us before you commit to a number.
Chatham Woods in 15 seconds.
Tools for a Chatham Woods 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 Chatham Woods sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Chatham Woods, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Chatham Woods home worth?
Get a no-obligation home value based on real comparable sales in Chatham Woods, 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 Chatham Woods?
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 24, 2026) |
| Under-contract shares | Florida Gulf Coast MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2018 (16 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.
Recent Developments in Chatham Woods
Development, infrastructure, retail, and school activity affecting Chatham Woods, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated November 2026.
- October 2026Infrastructure
American Airlines to resume Naples flights with twice-daily Charlotte service
The Naples Airport Authority approved an operating agreement on Oct. 15 for nonstop CRJ-700 flights to Charlotte starting Dec. 2. Flights will use the North Road Terminal now being renovated, and the airport expects about $650,000 in annual revenue. The airport's last commercial flight was in 2017.
What it may mean for the marketScheduled commercial service returns to Naples, shortening travel for residents and visitors connecting through Charlotte. The site is about 8 miles south of Chatham Woods.
Source: Gulfshore Business - October 2026Infrastructure
Naples begins $8M beach renourishment with 208,000 tons of sand
Sand placement started the week of Oct. 26 along about 3.5 miles of shoreline from Doctors Pass to south of 21st Avenue. Roughly 9,450 truck trips will deliver the sand, with work expected to finish by Christmas. The beach stays open, with sections temporarily closed as crews work.
What it may mean for the marketExpect truck traffic at beach access points and short-term section closures through December, followed by a wider beach and added storm buffering for nearby streets. The project is about 9 miles south of Chatham Woods, elsewhere in Collier County.
Source: WINK News - October 2026Retail & Dining
Paragon Theaters to open 11-screen cinema at Mercato in North Naples
Mercato's leasing agent announced on Oct. 21 that Paragon Theaters signed a lease for about 33,700 square feet on the second floor, formerly home to Alamo Drafthouse and Silverspot. The cinema is expected to open in early 2027 with premium large-format screens and in-seat dining. Paragon will keep its Pavilion location on U.S. 41 North.
What it may mean for the marketRefills a vacant entertainment space at Mercato and restores a movie option within the North Naples retail district. The site is about 1 mile west of Chatham Woods.
Source: Gulfshore Business - September 2026Development
Ritz-Carlton Residences, Estero Bay tops off second tower
The second of two 22-story towers at 5000 Coconut Road reached full height on Sept. 18, 2026, completing the 224-residence project by London Bay and Coastal Construction. Tower One is more than 90% purchased and Tower Two about 45%. Move-ins and completion are scheduled for August 2027.
What it may mean for the marketAdds high-end waterfront condominium inventory in the Estero and Bonita Springs area, with completion expected in August 2027. The site is about 8 miles north of Chatham Woods.
Source: Gulfshore Business - September 2026Retail & Dining
Whole Foods confirmed as anchor of 82-acre Vitano mixed-use project in East Naples
Vitano, an 82-acre master planned development at Davis and Santa Barbara boulevards, plans 86,904 sq ft of retail including a 31,995 sq ft Whole Foods, plus 200 townhomes and 422 apartments. The PUD amendment is under county review. The developer hopes to break ground in 2027.
What it may mean for the marketWould add grocery and dining options and several hundred rental and townhome units in East Naples, with retail opening roughly 20 months after construction starts. The project is about 11 miles south of Chatham Woods, elsewhere in Collier County.
Source: Gulfshore Business - August 2026Schools
Diocese of Venice shows plans for church and K-12 school in Golden Gate Estates
The Diocese of Venice presented plans on 41 acres at Immokalee Road and Wilson Boulevard for a 1,250-seat church and a 200,000 sq ft K-12 school for up to 1,000 students. A land use amendment is required and construction follows a three-year capital campaign, with the school built first.
What it may mean for the marketWould add private school capacity and a community facility in the Immokalee Road growth area, several years out. The project is about 12 miles northeast of Chatham Woods, elsewhere in Collier County.
Source: Gulfshore Business
Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in Northeast Florida.
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The real cost & risk here
Before the list price, the Florida math the portals skip. These are Collier 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 · Collier 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.