Countryside
Homes for Sale in Naples, FL
All 1,833 homes for sale in Naples, FL · median $425,000 · 192 homes for sale in 34104 · Collier County homes for sale
True comps, carrying-cost math, and listings before the portals.
Market Heat
Photo via Florida Gulf Coast MLS
As of September 2026, Countryside in Naples, FL has 2 homes for sale. Over the 12 months ending 2026-09-20, 14 recorded sales closed at a median of $675,500, $373 per square foot, a median 108 days on market, sellers accepting 94% of original asking (-0% versus the prior year). Homes listed or recently sold were built 1988–1990; 3 of 3 report an HOA (median $618/mo). At the median price and Collier County's FY2025-26 rate of 11.05 mills, annual property tax runs about $7,470 ($7,030 with the full homestead exemption).
| Location | Naples, Collier County, FL · ZIP 34104 |
|---|---|
| Homes in the community | 116 (FL DOR 2025 assessment roll) |
| Years built | 1987–1992 (median 1988.0) |
| Typical living area | 2,240 sq ft (median) |
| Sale prices, last 12 months | $675,500 median across 14 closed sales · $373 per sq ft · -0.2% vs the prior 12 months |
| Days on market (closed sales) | 108 median |
| For sale right now | 2 active, 1 pending · median asking $732,000 |
| Owner-occupied (homestead) share | 53% |
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, “Countryside key facts,” movewithmomentum.com/neighborhoods/countryside--collier, data as of September 20, 2026.
Last 30 days in Countryside: 1 new listing (median asking $749,000), 1 under contract right now. As of September 27, 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.
Countryside right now
🟡 Off the recent peak. The trailing-12-month median ($676K) is down 0.2% from the prior 12 months ($677K). With about a dozen sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Florida Gulf Coast MLS closed sales, 12-month windows ending September 20. Confidence: Medium (14 and 10 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated September 28, 2026 · Live data: Florida Gulf Coast MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
Countryside market snapshot (as of September 20, 2026): the median sale price is about $676K ($373 per sq ft over the trailing 12 months of closed sales), and a median 109 days on market for closed sales. The trailing-12-month median is down 0% from the prior 12 months, computed from record-level Florida Gulf Coast MLS closed sales (14 closings in the current window).
In ZIP 34104 (Naples), 1,347 homes closed in the last 12 months at a median of $570K ($327/sq ft), down 2.4% year over year, with a median 59 days on market. Right now 580 active and 154 pending listings — a buyer's market. See the live ZIP 34104 housing market and the Collier County market.
County records show 9 qualified sales in Countryside across 2024–2025 (6 in 2024, 3 in 2025), median $550,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Countryside is a community of 116 homes in Naples, Collier County, built between 1987 and 1992 (median 1988.0), with a median living area of about 2,240 square feet. 53% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
The setting & the homes.
Aerial and on-site photos of Countryside. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Countryside
Countryside
CountrysidePhotos from Florida Gulf Coast MLS listings in Countryside; content deemed reliable but not guaranteed.
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending September 20 of each year, from record-level Florida Gulf Coast MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($676K) IS the median in the snapshot above, and the move from 2025 ($677K) IS the -0.2% one-year change.
Windows contain 1 to 18 sales each (14 in the current window); every figure carries its sample size, and thin markets swing on single closings. 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.
23% of homes for sale in ZIP 34104 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 (2026-09-28).
Countryside Market Scorecard
Countryside is currently a balanced market., a median asking price of $732,000, and homes go under contract in about 221 days.
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Florida Gulf Coast MLS, refreshed twice daily. Market metrics only; these describe homes for sale and recent sales, not residents.
Housing distress & ownership in Countryside, Naples
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
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 Countryside
Live MLS inventory for Countryside. 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 Countryside listings as of 2026-09-26, 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 Countryside Collier Right Now (3)
All 3 active and pending Countryside Collier listings with a detail page, newest first, refreshed twice a day from the MLS.
- 268 Countryside Dr · $749,000 · 3 bd / 2 ba · listed Sep 18, 2026 · listed by Coldwell Banker Realty
- 401 Countryside Dr · $650,000 · 3 bd / 3 ba · pending · listed Jul 8, 2026 · listed by Naples Flat Fee Realty LLC
- 209 Countryside Dr · $715,000 · 2 bd / 2 ba · listed Jun 27, 2026 · listed by Blue Heron Realty of Naples
Countryside on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Florida Gulf Coast MLS. Map data © OpenStreetMap, tiles © CARTO.
The Countryside buying strategy.
If we were buying in Countryside 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 Countryside.
A closer look at the Countryside market
At a median of $373 per square foot, Countryside prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.
The housing stock is 116 homes built between 1987 and 1992, and 53% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.
The location and the amenities are priced into every listing in Countryside. The deal is won or lost on condition, the comps, and the renovation math.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in Countryside buys, holds, and resells. Momentum Research; not an appraisal.
Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 3 factors (5.7). Basis: Recent Direction -0.2% year-over-year; Owner Commitment 53% owner-occupied; Pricing Power 93.5% sale-to-list. Refreshed with each data update.
HOA, CDD & Fees
- HOA dues reported around $618/month (about $7,416/yr) · median of 47 MLS listings, most billed annually
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $618 per month ($7,416 a year) — the median AssociationFee across 47 MLS records, normalised to a monthly figure; most are billed annually. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-09.
Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.
Tools for a Countryside 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 Countryside sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Countryside, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Countryside home worth?
Get a no-obligation home value based on real comparable sales in Countryside, 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 →
Recently off market in Countryside
Homes in Countryside that recently left the market. Each address opens its public-record profile: county-recorded value, property taxes, the last recorded sale, community sales history, and what is for sale nearby now. 3 on record.
- 268 Countryside Dr W · off market
- 441 Countryside Dr · off market
- 453 Countryside Dr · off market
Frequently Asked Questions
What is the median home price in Countryside?
How long do homes in Countryside take to sell?
How many homes are in Countryside?
What share of Countryside is owner-occupied?
When were the homes in Countryside built?
Who is the best real estate agent for Countryside?
How do I find a top Naples real estate agent who knows Countryside?
Can Momentum Realty connect me with an agent for Countryside?
Where is Countryside, and what county is it in?
Is Countryside a good place to live?
Data sources & freshness
| Live listings | Florida Gulf Coast MLS, refreshed twice daily (last: September 26, 2026) |
| Community market stats | Florida Gulf Coast MLS closed sales, 12-month windows ending September 20, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (1 streets, ZIP 34104)) |
| Under-contract shares | Florida Gulf Coast MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2012 (141 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 →
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A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how Countryside fits the bigger picture — live prices, inventory, and Momentum Scores:
Nearby Communities
Explore more neighborhoods near Countryside with Momentum Realty’s local guides.