Oyster Bay
Homes for Sale in Naples, FL
All 1,839 homes for sale in Naples, FL · median $425,000 · 338 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 September 2026, Oyster Bay in Naples, FL has 4 homes for sale and 1 pending, asking from $3,095,000 to $7,995,000 (median $3,597,000). Homes listed or recently sold were built 1977–2026 with 1 new construction.
| Location | Naples, Collier County, FL · ZIP 34102 |
|---|---|
| Homes in the community | 44 (FL DOR 2025 assessment roll) |
| Years built | 1957–2024 (median 1977.5) |
| Typical living area | 2,508 sq ft (median) |
| Home types (current listings and sales) | singlefamilyresidence 100% |
| For sale right now | 4 active, 0 pending · median asking $3,597,000 |
| Owner-occupied (homestead) share | 43% |
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, “Oyster Bay key facts,” movewithmomentum.com/neighborhoods/oyster-bay, data as of September 20, 2026.
Last 30 days in Oyster Bay: 3 new listings (median asking $3,295,000), 1 under contract right now. As of September 29, 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.
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 2026-09-30, 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 Oyster Bay Right Now (5)
All 5 active and pending Oyster Bay listings with a detail page, newest first, refreshed twice a day from the MLS.
- 1420 Jewel Box Ave · $3,095,000 · 3 bd / 3 ba · listed Sep 24, 2026 · listed by Premiere Plus Realty Company
- 1085 Sandpiper St · $7,995,000 · 5 bd / 6 ba · listed Sep 19, 2026 · listed by John R Wood Properties
- 1095 Sandpiper St · $3,295,000 · 3 bd / 2 ba · listed Sep 8, 2026 · listed by Premiere Plus Realty Company
- 1510 Chesapeake Ave · $3,899,000 · 3 bd / 4 ba · listed Jul 1, 2026 · listed by Compass Florida LLC
- 1225 Sandpiper St · $989,000 · 2 bd / 2 ba · pending · listed Jul 1, 2026 · listed by John R Wood Properties
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
Photos from Florida Gulf Coast MLS listings in Oyster Bay; content deemed reliable but not guaranteed.
The market around Oyster Bay
Oyster Bay is too small for its own price trend, so here is the market around it.
In ZIP 34102, 399 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).
ZIP and county figures describe the wider market, not Oyster Bay specifically. Momentum Research analysis of MLS records.
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
The housing stock is 44 homes built between 1957 and 2024, and 43% 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 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. 2 on record.
- 1100 Sandpiper St · off market
- 1390 Chesapeake Ave 1390 · off market
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 (2026-09-29).
Frequently Asked Questions
How many homes are in Oyster Bay?
What share of Oyster Bay is owner-occupied?
When were the homes in Oyster Bay built?
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 30, 2026) |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (1 streets, ZIP 34102)) |
| Under-contract shares | Florida Gulf Coast MLS records, as of 2026-09-20 |
| 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 on Oyster Bay
- Home values · What homes in Oyster Bay actually sell for
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