Oyster Bay Estates
Homes for Sale in Sarasota, FL
All 2,397 homes for sale in SARASOTA, FL · median $549,000 · 235 homes for sale in 34231 · Sarasota County homes for sale
True comps, carrying-cost math, and listings before the portals.
Market Heat
Photo via Stellar MLS
As of September 2026, Oyster Bay Estates in Sarasota, FL has 4 homes for sale and 1 pending, asking from $4,995,000 to $26,400,000 (median $8,677,500). Over the 12 months ending 2026-08-02, 7 recorded sales closed at a median of $2,015,000, $741 per square foot, a median 55 days on market, sellers accepting 89% of original asking. Homes listed or recently sold were built 1950–2026 with 3 new construction; 5 of 15 report an HOA (median $25/mo); 2 of the 8 geocoded homes sit in a FEMA special flood hazard zone (median elevation 13 ft). At the median price and Sarasota County's FY2025-26 rate of 13.48 mills, annual property tax runs about $27,160 ($26,630 with the full homestead exemption).
| Location | SARASOTA, Sarasota County, FL · ZIP 34231 |
|---|---|
| Homes in the community | 240 (FL DOR 2025 assessment roll) |
| Years built | 1923–2024 (median 1977.5) |
| Typical living area | 3,724 sq ft (median) |
| Home types (current listings and sales) | single-family 100% |
| Amenities listed by sellers | Closed Circuit Camera(s), Security System, Security Lights, Fire Alarm, None, Secured Garage/Parking |
| Sale prices, last 12 months | $2,015,000 median across 7 closed sales · $741 per sq ft |
| Days on market (closed sales) | 55 median |
| For sale right now | 2 active, 0 pending · median asking $442,000 |
| Owner-occupied (homestead) share | 83% |
Data as of August 2, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2004 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “OYSTER BAY ESTATES key facts,” movewithmomentum.com/neighborhoods/oyster-bay-estates, data as of August 2, 2026.
Last 30 days in Oyster Bay Estates: 1 new listing (median asking $11,375,000), 1 under contract right now, 1 closed sale (median $4,225,000). As of September 27, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.
Homes For Sale Right Now in Oyster Bay Estates
Live MLS inventory for Oyster Bay Estates. 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 Estates listings as of 2026-09-26, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2004 through 2026. Tap any home to ask about it.
Every Home for Sale in Oyster Bay Estates Right Now (5)
All 5 active and pending Oyster Bay Estates listings with a detail page, newest first, refreshed twice a day from the MLS.
- 1136 N Lake Shore Drive · $11,375,000 · 4 bd / 7 ba · listed Sep 10, 2026 · listed by Compass Florida Llc
- 1511 N Lake Shore Drive · $2,095,000 · 4 bd / 3.5 ba · pending · listed Aug 31, 2026 · listed by Michael Saunders & Company
- 1804 N Lake Shore Drive · $4,995,000 · 4 bd / 4.5 ba · listed Jun 27, 2026 · listed by Preferred Shore Llc
- 1310 S Lake Shore Drive · $26,400,000 · 4 bd / 5 ba · listed Jun 27, 2026 · listed by Compass Florida Llc
- 1521 S Lake Shore Drive · $5,980,000 · 4 bd / 6 ba · listed Jun 27, 2026 · listed by Hb Realty Group Inc.
The 60-Second Overview
Oyster Bay Estates market snapshot (as of August 2, 2026): the median sale price is about $2.02M ($741 per sq ft over the trailing 12 months of closed sales), and a median 55 days on market for closed sales.
In ZIP 34231 (SARASOTA), 256 homes closed in the last 12 months at a median of $390K ($269/sq ft), down 2.5% year over year, with a median 44 days on market. Right now 4 active and 1 pending listings put supply at about 3.0 months — a balanced market. See the live ZIP 34231 housing market and the Sarasota County market.
Oyster Bay Estates is a community of 240 homes in Sarasota, Sarasota County, built between 1923 and 2024 (median 1977.5), with a median living area of about 3,724 square feet. 83% 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 Oyster Bay Estates. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Photos from Stellar MLS listings in Oyster Bay Estates; content deemed reliable but not guaranteed.
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending August 2 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($2.02M) IS the median in the snapshot above.
Windows contain 0 to 9 sales each (7 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period 2004 through 2026. 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.
41% of homes for sale in ZIP 34231 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 (2026-09-27).
Oyster Bay Estates Market Scorecard
Oyster Bay Estates is currently a balanced market. About 4.8 months of supply, a median asking price of $8,677,500, and homes go under contract in about 248 days.
Typical home value in the 34231 ZIP is $364,022, about 5.2% 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 ESTATES, SARASOTA
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. Based on Stellar MLS data distributed by MLS GRID for the period September 2026 through September 2026. Deemed reliable but not guaranteed.
Oyster Bay Estates on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.
Schools
- Sarasota County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Phillippi Shores Elementary · Elementary
- Brookside Middle · Middle
- Riverview High · High
Zoned schools reflect the assignments reported on recent Oyster Bay Estates listings and can change; always confirm with Sarasota County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Oyster Bay Estates address.
Shop the zone: Homes zoned for Riverview High High School
The Oyster Bay Estates buying strategy.
If we were buying in Oyster Bay Estates 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 Estates.
A closer look at the Oyster Bay Estates market
At a median of $741 per square foot, Oyster Bay Estates 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 240 homes built between 1923 and 2024, and 83% 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 Estates. The deal is won or lost on condition, the comps, and the renovation math.
HOA, CDD & Fees
- HOA dues reported around $25/month (about $300/yr) · median of 75 MLS listings, most billed annually
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $25 per month ($300 a year) — the median AssociationFee across 75 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 Oyster Bay Estates 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 Estates 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 Estates, 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 Estates home worth?
Get a no-obligation home value based on real comparable sales in Oyster Bay Estates, 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 Sarasota →
Recently off market in OYSTER BAY ESTATES
Homes in OYSTER BAY ESTATES 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.
- 1421 N Lake Shore Drive · off market
- 1429 N Lake Shore Drive · off market
- 26 Blue Dolphin Drive · off market
Frequently Asked Questions
What is the median home price in Oyster Bay Estates?
How long do homes in Oyster Bay Estates take to sell?
How many homes are in Oyster Bay Estates?
What share of Oyster Bay Estates is owner-occupied?
When were the homes in Oyster Bay Estates built?
Do cash buyers compete in Oyster Bay Estates?
Who is the best real estate agent for Oyster Bay Estates?
How do I find a top Sarasota real estate agent who knows Oyster Bay Estates?
Can Momentum Realty connect me with an agent for Oyster Bay Estates?
Where is Oyster Bay Estates, and what county is it in?
Is Oyster Bay Estates a good place to live?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 26, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending August 2, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (6 streets, ZIP 34231/34239)) |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Historical depth | Closed-sale records back to 2004 (76 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 Stellar 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 Stellar MLS member average and 8 days faster, and we’ll price yours against live local comps.
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See how OYSTER BAY ESTATES fits the bigger picture — live prices, inventory, and Momentum Scores:
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