Oyster Bay
Homes for Sale in Naples, FL
All 1,848 homes for sale in Naples, FL · median $434,450 · 337 homes for sale in 34102 · 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, Oyster Bay in Naples, FL has 4 homes for sale. Over the 12 months ending 2026-09-12, 3 recorded sales closed at a median of $3,580,000, $1,289 per square foot, a median 111 days on market, sellers accepting 88% of original asking (-20% versus the prior year). Homes listed or recently sold were built 1977–2002. At the median price and Collier County's FY2025-26 rate of 11.05 mills, annual property tax runs about $39,570 ($39,130 with the full homestead exemption).
Homes For Sale Right Now in Oyster Bay
Live MLS inventory for Oyster Bay. 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 Oyster Bay listings as of 2026-09-17, 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.
Oyster Bay right now
🔴 Off the recent peak. The trailing-12-month median ($3.58M) is down 20.4% from the prior 12 months ($4.50M). With about 4 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 12. Confidence: Low (3 and 3 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated September 19, 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
Oyster Bay market snapshot (as of September 12, 2026): the median sale price is about $3.58M ($1289 per sq ft over the trailing 12 months of closed sales), and a median 111 days on market for closed sales. The trailing-12-month median is down 20% from the prior 12 months, computed from record-level Florida Gulf Coast MLS closed sales (3 closings in the current window).
In ZIP 34102 (Naples), 1,163 homes closed in the last 12 months at a median of $570K ($327/sq ft), up 3.0% year over year, with a median 68 days on market. Right now 602 active and 132 pending listings — a buyer's market. See the live ZIP 34102 housing market and the Collier County market.
Florida Gulf Coast MLS sales records identify 9 homes in Oyster Bay that have changed hands, built between 1967 and 2026 (median 1988), with a median living area of about 2,085 sq ft and a typical 3-bedroom, 2-bath layout. Source: Florida Gulf Coast MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
The setting & the homes.
Aerial and on-site photos of Oyster Bay. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Oyster Bay
Oyster Bay
Oyster BayPhotos from Florida Gulf Coast MLS listings in Oyster Bay; 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 12 of each year, from record-level Florida Gulf Coast MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($3.58M) IS the median in the snapshot above, and the move from 2025 ($4.50M) IS the -20.4% one-year change.
Windows contain 0 to 8 sales each (3 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.
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Wakulla 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 · Wakulla 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.
14% of homes for sale in ZIP 34102 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 (2026-09-19).
Oyster Bay Market Scorecard
Oyster Bay is currently a thin data market. Limited supply, a median asking price of $3,295,000, and homes go under contract in about 84 days.
Typical home value in the 34102 ZIP is $1,298,081, about 124.5% above the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Housing distress & ownership in Oyster Bay, 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.
Oyster Bay 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 Oyster Bay buying strategy.
If we were buying in Oyster Bay 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 Oyster Bay.
A closer look at the Oyster Bay market
At a median of $1289 per square foot, Oyster Bay 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 trailing-12-month median down 20% year over year. Homes that do trade take a median 111 days on market, useful leverage on any listing that has lingered.
The location and the amenities are priced into every listing in Oyster Bay. The deal is won or lost on condition, the comps, and the renovation math.
HOA, CDD & Fees
- 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.
Tools for a Oyster Bay 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 Oyster Bay sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Oyster Bay, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Oyster Bay home worth?
Get a no-obligation home value based on real comparable sales in Oyster Bay, 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 Oyster Bay
Homes in Oyster Bay 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.
- 1100 Sandpiper St · off market
- 1390 Chesapeake Ave 1390 · off market
- 1420 Jewel Box Ave · off market
Frequently Asked Questions
What is the median home price in Oyster Bay?
How long do homes in Oyster Bay take to sell?
Who is the best real estate agent for Oyster Bay?
How do I find a top Naples real estate agent who knows Oyster Bay?
Can Momentum Realty connect me with an agent for Oyster Bay?
Where is Oyster Bay, and what county is it in?
Data sources & freshness
| Live listings | Florida Gulf Coast MLS, refreshed twice daily (last: September 17, 2026) |
| Community market stats | Florida Gulf Coast MLS closed sales, 12-month windows ending September 12, 2026 |
| Under-contract shares | Florida Gulf Coast MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2013 (57 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.
See how Oyster Bay fits the bigger picture — live prices, inventory, and Momentum Scores:
More Naples & Naples & Collier County guides
Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of Naples & Collier County or the full Neighborhood Finder.
Nearby Communities
Explore more neighborhoods near Oyster BayHomes for Sale in Naples, FL with Momentum Realty’s local guides.
