Chesapeake Point
Homes for Sale in Naples, FL
All 2,295 homes for sale in Naples, FL · median $439,000 · 441 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 November 2026, the MLS records 1 closed sale in Chesapeake Point in Naples, FL, the most recent in October 2026. Across Naples as a whole, 1,831 homes closed in the last 12 months at a median of $577,000, 76 median days on market. At that median and Collier County's FY2025-26 rate of 11.05 mills, annual property tax runs about $6,380 ($5,940 with the full homestead exemption).
Chesapeake Point sits in Naples within Collier County, and right now the current MLS inventory does not carry a documented amenity package — no clubhouse, pool, or gate noted in the listings we can see. That absence is itself useful information: it tells a buyer this is likely a smaller or lower-HOA community where the appeal is the home and the location, not a resort-style package.
Without a recorded median price or listing count to point to at this snapshot, the honest read is that Chesapeake Point is trading quietly, off the radar of the amenity-driven search filters most buyers use. That can work in a buyer's favor — less competition, less markup for shared facilities — but it also means pricing has to be built home-by-home rather than benchmarked against a community average.
Figures in this note are as of July 29, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Nearby homes for sale
No active listings inside Chesapeake Point right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
Chesapeake Point is a Naples community in Collier County where current MLS activity does not show a distinct amenity set, suggesting the draw here is the home itself and its position within the broader Naples market rather than shared community features.
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 Chesapeake Point is best for.
Best for
- Buyers prioritizing a Naples/Collier County location over community amenities
- Buyers who want to evaluate a home on its individual merits rather than a community amenity tier
- Buyers comfortable doing extra diligence in a community with limited public listing data
Probably not for
- Buyers who want clubhouse, pool, or organized amenity access as part of the purchase
- Buyers who rely on community-level price comparisons to gauge fair value
- Buyers who want a fully documented HOA and amenity package before writing an offer
The market around Chesapeake Point
Chesapeake Point is too small for its own price trend, so here is the market around it.
In ZIP 34102, 475 homes are on the market and 13% are under contract — a slower corner of Naples.
Across Collier County, 5,183 homes are active and 932 pending (15% under contract).
In ZIP 34102 (Naples), 84 homes closed in the last 12 months at a median of $5.70M ($1406/sq ft), with a median 144 days on market. Right now 209 active and 23 pending listings. See the live ZIP 34102 housing market and the Collier County market.
ZIP and county figures describe the wider market, not Chesapeake Point specifically. Momentum Research analysis of MLS records.
The Chesapeake Point buying strategy.
If we were buying in Chesapeake Point 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 Chesapeake Point.
A community defined by what it isn't
When a community's current listings show no identified clubhouse, pool, or gated feature, it usually means one of two things: the community is small enough that it never built shared amenities, or the HOA (if one exists) is limited in scope. Either way, a buyer should treat Chesapeake Point as an individual-home decision rather than a lifestyle-package decision. The comparison set is other homes, not other amenity tiers.
That also changes the diligence checklist. Instead of asking about clubhouse dues or pool schedules, the real questions are about the home's condition, lot, and any HOA obligations that may not show up in the amenity summary. In a market like Naples, where community names carry weight, it is worth confirming what a Chesapeake Point HOA does and does not cover before assuming it mirrors a neighboring, amenity-rich community.
The location and the amenities are priced into every listing in Chesapeake Point. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a community with no clean amenity or pricing baseline in current listings, the value of local representation goes up, not down. We pull the actual HOA documents, verify what — if anything — governs Chesapeake Point, and price the home on its own merits instead of leaning on a community average that does not exist in the current data.
Chesapeake Point in 15 seconds.
Tools for a Chesapeake Point 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 Chesapeake Point sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Chesapeake Point, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Chesapeake Point home worth?
Get a no-obligation home value based on real comparable sales in Chesapeake Point, 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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Should you buy in Chesapeake Point?
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 28, 2026) |
| Under-contract shares | Florida Gulf Coast MLS records, as of 2026-11-11 |
| Historical depth | Closed-sale records back to 2026 (1 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.
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