Oyster Bay
Homes for Sale in Naples, FL
All 2,052 homes for sale in Naples, FL · median $429,000 · 382 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 October 2026, Oyster Bay in Naples, FL has 5 homes for sale and 1 pending, asking from $1,499,000 to $7,995,000 (median $3,295,000). Homes listed or recently sold were built 1977–2026 with 1 new construction; 2 of the 6 geocoded homes sit in a FEMA special flood hazard zone (median elevation 5 ft).
Last 30 days in Oyster Bay: 1 new listing (median asking $3,095,000), 1 under contract right now. As of October 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.
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 2026-10-19, 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.
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
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Oyster BayPhotos 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.
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 contributors.
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.
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. 1 on record.
- 1100 Sandpiper St · off market
| 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 83%, condos 17% |
| 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.
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.
Just listed in Oyster Bay
The newest homes for sale in Oyster Bay right now, newest first. Each link opens the full listing with every photo, the price history and a tour request.
- 1420 Jewel Box Ave $3,095,000 · 3 bd · 3 ba · 2,585 sq ft · 15 days on market Courtesy of Premiere Plus Realty Company
- 1085 Sandpiper St $7,995,000 · 5 bd · 6 ba · 4,400 sq ft · 33 days on market Courtesy of John R Wood Properties
- 1095 Sandpiper St $3,295,000 · 3 bd · 2 ba · 2,085 sq ft · 42 days on market Courtesy of Premiere Plus Realty Company
- 1390 Chesapeake Ave 1390 $1,499,000 · 3 bd · 2 ba · 1,795 sq ft · 142 days on market Courtesy of Coldwell Banker Realty
- 1510 Chesapeake Ave $3,899,000 · 3 bd · 4 ba · 3,062 sq ft · 190 days on market Courtesy of Compass Florida LLC
Checked against the MLS Oct 20, 2026. All new listings in this market.
Every Home for Sale in Oyster Bay Right Now (6)
All 6 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 22, 2026 · listed by Compass Florida LLC
- 1390 Chesapeake Ave 1390 · $1,499,000 · 3 bd / 2 ba · listed Jul 22, 2026 · listed by Coldwell Banker Realty
- 1225 Sandpiper St · $989,000 · 2 bd / 2 ba · pending · listed Jul 22, 2026 · listed by John R Wood Properties
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- ZIP 34102 housing scorecard
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Naples guides & data
- Market data
- Best neighborhoods (ranked by data)
- Flood zones
- Home insurance cost
- New construction
- ZIP codes
Florida buyer guides
- Florida home insurance rates by county
- Florida property tax by county
- Florida property tax calculator
- What flood zone X means
- The 4-point inspection, explained
- Florida flood insurance calculator
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Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- Sandpiper Street (5 homes on record)
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 (2026-10-19).
What it really costs to own in Oyster Bay
The parts of the monthly number a mortgage calculator leaves out, from the tax roll, the MLS, Citizens and FEMA. Property facts only.
| Property tax | Current owners' bills run a median of $9,332/yr across 12 listings here (MLS tax records, 2026-10-20). |
|---|---|
| Home and flood insurance | The average Citizens Property Insurance premium in Collier County is $2,147/yr (2,002 policies, Citizens detail by county, April 2026); private-market quotes depend on roof age, wind mitigation and construction. |
| Roof and age | Median build year 1982 across 12 listings. An original roof here would be about 44 years old; under Florida's 2022 reform (SB 2-D) carriers may require an inspection past 15 years, so budget for a roof report, and for replacement where it fails. |
Email me new listings in Oyster Bay
One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.
Ask an agent about Oyster Bay
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Oyster Bay will answer, and the answer is published on this page for the next buyer.
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: October 19, 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 →
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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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