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

Community in Naples · Collier County · ZIP 34102
44 homesBuilt 1957–2024
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Photo via Florida Gulf Coast MLS

Built fromLive Florida Gulf Coast MLS data13 years of closingsFL DOR public recordsUpdated twice daily

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.

Oyster Bay key facts
LocationNaples, Collier County, FL · ZIP 34102
Homes in the community44 (FL DOR 2025 assessment roll)
Years built1957–2024 (median 1977.5)
Typical living area2,508 sq ft (median)
Home types (current listings and sales)singlefamilyresidence 100%
For sale right now4 active, 0 pending · median asking $3,597,000
Owner-occupied (homestead) share43%

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.

Live · Oyster Bay 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)
4 · 0
For sale · pending
live counts, refreshed twice daily
2
Sold · last 12 mo
10-yr average: about 4 a year
Ownership and context
43%
Owner-occupied · Oyster Bay
20 of 47 parcels homesteaded (FL DOR 2025)
57%
Non-owner-occupied · Oyster Bay
incl. 40% trust or LLC-held · 26% out-of-state
44
Homes in the community
plus 3 vacant residential lots · 47 residential parcels (FL DOR 2025)
Track record · 13 years of records
Est. 1957
Community established
homes built 1957-2024, median 1978 (FL DOR 2025)
4.5%/yr
Turnover rate
about 2 of 44 homes trade a year

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 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.

Active inventory in distress
0.0%
0 of 28 listings
Distress share trend — 0.0% now (2026-08-12 → 2026-09-28)

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.

Listing locations from Florida Gulf Coast MLS. Map data © OpenStreetMap, tiles © CARTO.

If we were buying in Oyster Bay 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 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.

Jon Brooks · Founder, Momentum Realty

HOA, CDD & Fees

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

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 →

Real comps, not an automated estimate.

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.

How much local inventory is already under contract

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?
The Florida DOR 2025 assessment roll shows 44 homes plus 3 vacant residential lots in Oyster Bay (public records).
What share of Oyster Bay is owner-occupied?
43% of Oyster Bay parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Oyster Bay built?
Homes in Oyster Bay were built between 1957 and 2024, with a median year built of 1977.5 (FL DOR 2025 roll).
Who is the best real estate agent for Oyster Bay?
The best agent for Oyster Bay 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 Oyster Bay.
How do I find a top Naples real estate agent who knows Oyster Bay?
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 Oyster Bay and the wider Naples area.
Can Momentum Realty connect me with an agent for Oyster Bay?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Oyster Bay purchase or sale - no call center and no pressure.
Where is Oyster Bay, and what county is it in?
Oyster Bay is in Naples, Collier County, FL, ZIP 34102. The community's center is about 4 miles south of the center of Naples (straight-line).

Data sources & freshness

Live listingsFlorida Gulf Coast MLS, refreshed twice daily (last: September 30, 2026)
Housing stock & ownershipFlorida DOR assessment roll (street-list match (1 streets, ZIP 34102))
Under-contract sharesFlorida Gulf Coast MLS records, as of 2026-09-20
Historical depthClosed-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.

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More on Oyster Bay

Nearby Communities

Explore more neighborhoods near Oyster Bay with Momentum Realty’s local guides.

Harbor Lakes Of0.1 mi away · median $250K, 5 sales/12 moCherrystone Court0.1 mi away · 1 for saleChesapeake Landings0.1 mi away · 4 for saleClam Court0.1 mi awayInomah0.2 mi away · 15 homes, built 1925–24, 1 for saleEscondido Marina0.2 mi away · 1 for saleChesapeake Manor0.2 mi away · 1 for saleNaples Bay Resort0.2 mi away · median $1M, 11 sales/12 mo

Browse all neighborhood guides →

Thinking of selling in Oyster Bay? 2 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.
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