Cypress Woods Estates
Homes for Sale in Naples, FL

All 1,847 homes for sale in Naples, FL · median $425,000 · 272 homes for sale in 34103 · Collier County homes for sale

Community in Naples · Collier County · ZIP 34103
39 homesBuilt 1962–2023
Free · No obligation
Talk to a Cypress Woods Estates Expert

True comps, carrying-cost math, and listings before the portals.

Photo via Florida Gulf Coast MLS

Built fromLive Florida Gulf Coast MLS data12 years of closingsFL DOR public recordsUpdated twice daily

As of October 2026, Cypress Woods Estates in Naples, FL has 2 homes for sale. As of October 2026, the MLS records 31 closed sales in Cypress Woods Estates in Naples, FL since 2014, the most recent in April 2026. Recorded prices since 2024 ran from $717,500 to $1,195,000 (median $990,000), on homes of 1,293 to 1,900 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 $10,940 ($10,510 with the full homestead exemption).

Cypress Woods Estates key facts
LocationNaples, Collier County, FL · ZIP 34103
Homes in the community39 (FL DOR 2025 assessment roll)
Years built1962–2023 (median 1989)
Typical living area2,154 sq ft (median)
For sale right now2 active, 0 pending · median asking $2,849,998
Owner-occupied (homestead) share56%

Data as of September 20, 2026. 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; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Cypress Woods Estates key facts,” movewithmomentum.com/neighborhoods/cypress-woods-estates, data as of September 20, 2026.

Live · Cypress Woods Estates Housing Pulse Florida Gulf Coast MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
0%
Under contract
Collier: 19% (1,017 of 5,466)
2 · 0
For sale · pending
live counts, refreshed twice daily
1
Sold · last 12 mo
10-yr average: about 2 a year
Ownership and context
56%
Owner-occupied · Cypress Woods Estates
24 of 43 parcels homesteaded (FL DOR 2025)
44%
Non-owner-occupied · Cypress Woods Estates
incl. 35% trust or LLC-held · 12% out-of-state
39
Homes in the community
plus 4 vacant residential lots · 43 residential parcels (FL DOR 2025)
Track record · 12 years of records
Est. 1962
Community established
homes built 1962-2023, median 1989 (FL DOR 2025)
2.6%/yr
Turnover rate
about 1 of 39 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Cypress Woods Estates in Naples is showing very thin activity right now, with only two closings in the most recent window. That is not enough volume to draw a reliable price trend, so any number you see elsewhere for this pocket should be treated as a placeholder, not a market read.

For a buyer, low transaction counts mean less competitive pressure and more room to negotiate on the specifics of any listing that does come up. For a seller, it means comparables are scarce, so pricing has to lean on the condition and features of the home itself rather than a clean trend line from recent sales.

The 60-Second Overview

Cypress Woods Estates sits in Naples within Collier County, an area where current MLS data shows limited listing and closing activity and no community amenities identified from those listings.

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 targeting a specific Naples location who are willing to evaluate a home on its own condition rather than neighborhood comps
  • Sellers with a well-maintained home who can support pricing with detailed documentation instead of a trend line
  • Investors comfortable doing extra diligence in a market with limited current transaction history

Probably not for

  • Buyers who want a large pool of active listings to compare before deciding
  • Sellers expecting a fast, comp-driven pricing process
  • Anyone relying on a specific community amenity that has not been confirmed in current MLS data

The market around Cypress Woods Estates

Cypress Woods Estates is too small for its own price trend, so here is the market around it.

In ZIP 34103, 294 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 34103 (Naples), 489 homes closed in the last 12 months at a median of $1.34M ($804/sq ft), down 0.6% year over year, with a median 94 days on market. Right now 213 active and 37 pending listings — a soft market. See the live ZIP 34103 housing market and the Collier County market.

ZIP and county figures describe the wider market, not Cypress Woods Estates specifically. Momentum Research analysis of MLS records.

Housing distress & ownership in Cypress Woods Estates, 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 10 listings
Distress share trend — 0.0% now (2026-09-04 → 2026-09-19)

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 Cypress Woods Estates

Live MLS inventory for Cypress Woods Estates. 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 Cypress Woods Estates 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 Cypress Woods Estates Right Now (2)

All 2 active and pending Cypress Woods Estates listings with a detail page, newest first, refreshed twice a day from the MLS.

  • 1364 Cypress Woods Dr · $2,999,995 · 5 bd / 4 ba · listed Jul 2, 2026 · listed by Realty One Group MVP
  • 1317 Cypress Woods Dr · $2,700,000 · 4 bd / 5 ba · listed Jul 2, 2026 · listed by John R Wood Properties

If we were buying in Cypress Woods Estates 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 Cypress Woods Estates.

Best Buy
Buyers or sellers who want a specific home in this Naples pocket and are comfortable pricing it on its own merits rather than a neighborhood trend.
Biggest Risk
Sparse data makes it hard to confirm fair value with confidence right now.
Sweet Spot
A well-documented, move-in-ready home where condition and recent updates can anchor the price case.
Avoid If
You need several recent comparable sales to feel confident before making an offer.

A market with too little data to trend

With just two closings in the current window, Cypress Woods Estates does not yet have the volume needed to support a dependable price-per-square-foot or days-on-market pattern. Whatever data exists should be read as a snapshot of a handful of transactions, not a directional signal.

The MLS listings feeding this snapshot also do not identify any community amenities, so this is a name-and-location profile more than an amenity-driven one. That puts more weight on individual lot, home condition, and proximity factors when evaluating any specific property here.

“

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

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In a community with this little closed activity, the value of local guidance is in knowing which comparables actually apply and which do not. We track the raw MLS activity in Cypress Woods Estates as it happens so you are not pricing or offering off of stale or borrowed data from nearby communities.

Cypress Woods Estates in 15 seconds.

Best forBuyers or sellers who want a specific home in this Naples pocket and are comfortable pricing it on its own merits rather than a neighborhood trend.
Biggest advantageLow competition from other active buyers given the thin current listing volume.
Biggest riskSparse data makes it hard to confirm fair value with confidence right now.
Sweet spotA well-documented, move-in-ready home where condition and recent updates can anchor the price case.
Avoid ifYou need several recent comparable sales to feel confident before making an offer.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Cypress Woods Estates 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 Cypress Woods Estates.
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 Cypress Woods Estates sales matched to your home.

What is your Cypress Woods Estates home worth?

Get a no-obligation home value based on real comparable sales in Cypress Woods Estates, 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.
How much local inventory is already under contract

10% of homes for sale in ZIP 34103 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-10-01).

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.

$3,363/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.

Frequently Asked Questions

How many homes are in Cypress Woods Estates?
The Florida DOR 2025 assessment roll shows 39 homes plus 4 vacant residential lots in Cypress Woods Estates (public records).
What share of Cypress Woods Estates is owner-occupied?
56% of Cypress Woods Estates parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Cypress Woods Estates built?
Homes in Cypress Woods Estates were built between 1962 and 2023, with a median year built of 1989 (FL DOR 2025 roll).
Who is the best real estate agent for Cypress Woods Estates?
The best agent for Cypress Woods Estates is one who actively works Naples and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Cypress Woods Estates.
How do I find a top Naples real estate agent who knows Cypress Woods Estates?
Share a few details in the form on this page. Momentum Realty has 320+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Cypress Woods Estates and the wider Naples area.
Can Momentum Realty connect me with an agent for Cypress Woods Estates?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Cypress Woods Estates purchase or sale - no call center and no pressure.
Where is Cypress Woods Estates, and what county is it in?
Cypress Woods Estates is in Naples, Collier County, FL, ZIP 34103.
Buyers targeting a specific Naples location who are willing to evaluate a home on its own condition rather than neighborhood compsExcellent fit
Sellers with a well-maintained home who can support pricing with detailed documentation instead of a trend lineExcellent fit
Investors comfortable doing extra diligence in a market with limited current transaction historyExcellent fit
Buyers who want a large pool of active listings to compare before decidingProbably not
Sellers expecting a fast, comp-driven pricing processProbably not
Anyone relying on a specific community amenity that has not been confirmed in current MLS dataProbably not

Data sources & freshness

Live listingsFlorida Gulf Coast MLS, refreshed twice daily (last: October 1, 2026)
Housing stock & ownershipFlorida DOR assessment roll (street-list match (1 streets, ZIP 34103))
Under-contract sharesFlorida Gulf Coast MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2014 (31 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.

By submitting, you agree that EAB RE INVESTMENTS LLC (Momentum Realty) and its agents may call, email, and text you about your inquiry, which may involve automated means and prerecorded or artificial voices. You do not need to consent as a condition of buying any property, goods, or services. To opt out, reply STOP at any time or reply HELP for assistance. You can also click the unsubscribe link in emails. Message and data rates may apply. Message frequency may vary. See our Privacy Policy and SMS Terms.or call (904) 351-6461
CallFree valuation →
Thinking of selling in Cypress Woods Estates? 1 recorded closings (window ending 2026-09-20). See the Collier County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.

Nearby Communities

Explore more neighborhoods near Cypress Woods Estates with Momentum Realty’s local guides.

Hemingway Place0.1 mi awayBad Axe0.1 mi away · 1 for saleTrail Terrace0.2 mi away · median $1.60M, 3 sales/12 moNorth Naples Highlands0.3 mi away · 48 homes, built 1920–20, 3 for saleDecker Highlands0.3 mi awayGulf Acres0.3 mi away · median $710K, 3 sales/12 moSperling0.3 mi away · 1 for saleCaribe Woods0.3 mi away · median $680K, 3 sales/12 mo

Browse all neighborhood guides →

Talk to a Local Cypress Woods Estates Expert
Call Get Listings