Aerial view of The Cayden Olde

The Cayden Olde
Homes for Sale in Naples, FL

All 2,301 homes for sale in Naples, FL · median $439,000 · Collier County homes for sale

Community in Naples · Collier County
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Built fromLive Florida Gulf Coast MLS dataUpdated twice daily

The Cayden Olde is a community in Naples, Collier County, FL. 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).

Jon Brooks, Co-Founder of Momentum Realty
Jon's Read · written July 29, 2026

The current MLS snapshot for The Cayden Olde Naples doesn't carry the usual price and volume markers we'd normally lean on, and we're not going to manufacture numbers to fill that gap. What we can say is that the address itself, Olde Naples, does most of the talking here. Location inside that footprint is the primary value driver, more than any single unit finish or amenity package.

With no amenities listed from current inventory, buyers should treat this as a building defined by its position rather than a resort-style feature set. That's a different conversation than most condo shopping in this market, and it means due diligence should focus on the unit itself, the building's condition, and proximity to what Olde Naples offers on foot, since the listing data isn't giving us a shortcut on the rest.

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 The Cayden Olde 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.

201 8th ST S 208
$2M · 0.0 mi away
2 bd · 3 ba · 1,704 sqft
201 8th ST S 208
Listed by Epique Realty, INC
210 9th ST S 201A
$3.65M · 0.0 mi away
2 bd · 3 ba · 2,166 sqft
210 9th ST S 201A
Listed by Coldwell Banker Realty
210 9th ST S 303
$6.49M · 0.0 mi away
4 bd · 4 ba · 3,742 sqft
210 9th ST S 303
Listed by Coldwell Banker Realty
221 9th ST S 301
$1.50M · 0.1 mi away
4 bd · 4 ba · 2,351 sqft
221 9th ST S 301
Listed by Sunstream Realty, LLC
221 9th ST S 217
$825K · 0.1 mi away
2 bd · 2 ba · 1,086 sqft
221 9th ST S 217
Listed by Gordon Pass Realty LLC
221 9th ST S 207
$795K · 0.1 mi away
2 bd · 2 ba · 1,086 sqft
221 9th ST S 207
Listed by Gordon Pass Realty LLC

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

The Cayden Olde Naples sits in Naples, Collier County, in the Olde Naples area. Current MLS data does not identify specific community amenities, so buyers should confirm building-level features directly rather than assume a standard package.

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.

Best for

  • Buyers whose priority is the Olde Naples location itself, walkable to downtown Naples
  • Buyers comfortable doing direct diligence on building condition and included features rather than relying on listing summaries
  • Buyers who want a Naples base and are flexible on amenity offerings

Probably not for

  • Buyers who need a confirmed amenity package, like a pool or fitness center, before making an offer
  • Buyers expecting a price range or entry point to be spelled out from current data alone
  • Buyers unwilling to verify building specifics beyond what's in the MLS listing

The market around The Cayden Olde

The Cayden Olde is too small for its own price trend, so here is the market around it.

Across Collier County, 44 homes are active and 13 pending (23% under contract).

ZIP and county figures describe the wider market, not The Cayden Olde specifically. Momentum Research analysis of MLS records.

If we were buying in The Cayden Olde 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 The Cayden Olde.

Best Buy
Buyers prioritizing an Olde Naples address over a documented amenity package.
Biggest Risk
Amenity and building details aren't confirmed in current MLS data, so assumptions here are risky.
Sweet Spot
Buyers who want to verify building specifics directly rather than shop by amenity checklist.
Avoid If
You're relying on a specific amenity, like a pool or fitness room, being included.

What the listing data actually tells you

When a snapshot like this comes back without amenity detail, it usually means one of two things: the building is small enough that MLS fields weren't populated with a full feature list, or the value proposition here rests on something other than a shared amenity deck. Either way, it's a signal to ask directly rather than assume.

For a property in Olde Naples, the surrounding location, walkable proximity to downtown Naples, is often doing more work than any in-building perk. Buyers evaluating The Cayden should weigh unit condition and building specifics against that location premium rather than expect a rundown of pools, fitness rooms, or concierge services that the current data simply doesn't confirm.

“

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

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

When public data is this thin, the value of local, on-the-ground verification goes up, not down. We pull building documents, confirm what's actually offered unit by unit, and walk the property before a buyer commits, rather than relying on an MLS field that may simply be incomplete.

The Cayden Olde in 15 seconds.

Best forBuyers prioritizing an Olde Naples address over a documented amenity package.
Biggest advantageLocation inside Olde Naples carries the value case more than any listed feature set.
Biggest riskAmenity and building details aren't confirmed in current MLS data, so assumptions here are risky.
Sweet spotBuyers who want to verify building specifics directly rather than shop by amenity checklist.
Avoid ifYou're relying on a specific amenity, like a pool or fitness room, being included.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the The Cayden Olde homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in The Cayden Olde.
In short
  • 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.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed The Cayden Olde sales matched to your home.

What is your The Cayden Olde home worth?

Get a no-obligation home value based on real comparable sales in The Cayden Olde, 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 →

Real comps, not an automated estimate.
Buyers whose priority is the Olde Naples location itself, walkable to downtown NaplesExcellent fit
Buyers comfortable doing direct diligence on building condition and included features rather than relying on listing summariesExcellent fit
Buyers who want a Naples base and are flexible on amenity offeringsExcellent fit
Buyers who need a confirmed amenity package, like a pool or fitness center, before making an offerProbably not
Buyers expecting a price range or entry point to be spelled out from current data aloneProbably not
Buyers unwilling to verify building specifics beyond what's in the MLS listingProbably not

Data sources & freshness

Live listingsFlorida Gulf Coast MLS, refreshed twice daily (last: October 1, 2026)
Under-contract sharesFlorida Gulf Coast MLS records, as of 2026-07-18

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 The Cayden Olde

Development, infrastructure, retail, and school activity affecting The Cayden Olde, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated November 2026.

  1. October 2026
    Infrastructure

    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 3 miles northeast of The Cayden Olde.

    Source: Gulfshore Business
  2. October 2026
    Infrastructure

    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 site is about 1 mile north of The Cayden Olde.

    Source: WINK News
  3. October 2026
    Retail & 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 project is about 10 miles north of The Cayden Olde, elsewhere in Collier County.

    Source: Gulfshore Business
  4. September 2026
    Retail & 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 site is about 3 miles east of The Cayden Olde.

    Source: Gulfshore Business
  5. August 2026
    Schools

    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 19 miles northeast of The Cayden Olde, elsewhere in Collier County.

    Source: Gulfshore Business
  6. May 2026
    Civic

    Collier County weighs buying East Naples grove site planned for 423 homes

    Collier County commissioners voted on May 13, 2026 to pursue appraisals and negotiations to potentially buy the 166.63-acre former South Naples Citrus Grove at 341 Sabal Palm Road using Conservation Collier funds, rather than advance a proposed 423-home development. The board authorized preliminary assessments estimated at a few thousand dollars for appraisal and environmental review. The grove had become unproductive due to citrus greening disease.

    What it may mean for the marketA potential public conservation purchase would remove a large parcel from the housing pipeline and steer its future toward preserved open land. The project is about 8 miles east of The Cayden Olde, elsewhere in Collier County.

    Source: Gulfshore Business

Development alerts for The Cayden OldeGet a short monthly email when something new is approved, funded, or opens near The Cayden Olde.

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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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Ask an agent about The Cayden Olde

Have a question about the homes, fees, rules or commute here? A Momentum agent who works The Cayden Olde will answer, and the answer is published on this page for the next buyer.

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Common questions about The Cayden Olde

Where is The Cayden Olde?

The Cayden Olde is a community in Naples, Collier County, Florida.

Are there homes for sale in The Cayden Olde right now?

No active listings inside The Cayden Olde at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.

Does The Cayden Olde have an HOA or CDD?

No HOA is on record for The Cayden Olde 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.

Housing distress & ownership in The Cayden Olde, Naples

Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.

Active inventory in distress
0.0%
0 of 34 listings
Distress share trend — 0.0% now (2026-08-12 → 2026-10-01)

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.

Nearby Communities

Explore more neighborhoods near The Cayden Olde with Momentum Realty’s local guides.

Two Ten West Olde0.0 mi awayBellasera Resort0.0 mi away · 8 for saleSoce Flats0.1 mi away · 2 for saleStella0.1 mi away · 1 for saleEight Fifty Central0.1 mi away · 6 for saleCentral Garden0.1 mi away · 4 for saleNaples Square0.2 mi away · median $1.78M, 5 sales/12 moPark Terrace0.2 mi away · 3 for sale

Browse all neighborhood guides →

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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.

$3,453/mo
Collier County typical true cost to own
$179/mo
Collier County typical home insurance
Check CDD
Confirm before you offer

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.