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$695,000

Active

216 Osprey Point Dr, Osprey, FL 34229

0.59 acre lot

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY · MLS# A4696023

146 days on market

Refreshed from the Stellar MLS feed . This listing’s MLS record last changed .

About this home

What’s special

  • 24-hour staffed gates
  • Little Sarasota Bay view
  • Two championship golf courses
  • Har-Tru tennis courts
  • Junior Olympic heated pool
  • Official croquet green
  • Stately oaks setting

AI-selected highlights from the listing description below.

One of the last remaining opportunities to build a custom luxury estate in The Oaks Bayside, one of Sarasota’s distinguished private country club communities. Behind 24-hour staffed gates, this generous 25,735-square-foot homesite offers a rare chance to create a custom residence with the builder of your choice in a serene, established setting known for its stately oaks, winding streets, natural beauty and impressive estate homes. The Oaks Bayside is treasured for its peaceful, Old Florida character, with a neighborhood setting along Little Sarasota Bay and beautifully landscaped streets that reflect the elegance and privacy of this exclusive community. Design your dream home in a tranquil environment while enjoying access to the exceptional lifestyle The Oaks is known for. Club amenities include three restaurants, a ballroom, two 18-hole championship golf courses, award-winning racquet programs with 12 Har-Tru hydro-grid tennis courts, four pickleball courts, official croquet green, state-of-the-art fitness center, Junior Olympic heated community pool, bocce, basketball court and playground. The Oaks has earned recognition as a Platinum Club of America, Emerald Club of the World, Distinguished Club of the World and one of America’s Healthiest Clubs. Ideally near nationally ranked Pine View School, the Legacy Trail, world-famous Siesta Key, shopping, dining, cultural venues, entertainment and Gulf Coast beaches, this exceptional homesite offers a rare opportunity to enjoy privacy, prestige and the full country club lifestyle in one of Sarasota’s premier gated communities.

Facts

Property type
Land
Lot size
0.59 acres
Water access
Creek
Exposure
South
Flood zone
AE
Monthly fees
$475/mo
Listed
Jun 2, 2026
MLS #
A4696023

Estimate the monthly payment

Estimate by Lasbury Tracy Realty — not a loan offer

Starting figures for 216 OSPREY POINT DR. Everything below is editable.

AssumptionNot a quoted rate. Ask a lender what you actually qualify for today.

EstimateAssumes 1.2% of price. Charlotte and Sarasota county bills vary with millage, CDD assessments, and whether the home is homesteaded.

Editable estimateA placeholder, not a quote. On the Gulf Coast this is the line item most likely to be wrong: premiums swing on roof age, wind mitigation, elevation, and carrier appetite. Get a real quote before you rely on this number.

Starts at $0Deliberately zero until you enter a figure — we will not inflate a payment with a guess. Many homes here need it; ask us for the property's flood zone and the current policy's premium.

From this listingMonthly association fee as reported to the MLS. Confirm what it includes, and ask about special assessments.

AssumptionNot applied — your down payment is 20% or more.

Estimated total monthly payment

$5,263

$3,514 of that is principal & interest. 33% is taxes, insurance and fees — which is why those inputs matter more here than the rate does.

Principal & interest
$3,514
Property taxes
$695
Homeowners insurance
$579
Flood insurance
$0
HOA / condo fees
$475
Mortgage insurance (PMI)
$0
Total per month
$5,263

Over the life of the loan

Loan amount
$556,000
Down payment
$139,000
Total interest
$709,147
Principal + interest paid
$1,265,147
Paid off in
2056

Interest is the exact schedule total for a fixed-rate loan held to term and assumes no extra payments. Taxes, insurance and fees are not included in these lifetime figures because they change every year.

Calculated on this page from the figures above — nothing is sent anywhere and no lender is quoting you. Figures are estimates for planning only, not a pre-approval, commitment to lend, or a statement of the taxes and insurance you will actually be charged. Lasbury Tracy Realty Inc. is a real estate brokerage, not a lender or an insurance agent.

Take a tour

Pick a day that suits you — a licensed Lasbury Tracy agent confirms personally, usually within minutes. No account needed.

216 Osprey Point Dr, Osprey, FL 34229

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY · MLS# A4696023 · Active

How would you like to see it?
Which day?
What time of day?

In person · Thu, Oct 29 · Morning (9-12)

No account, no obligation. Prefer to talk? (941) 474-5585

Where this home is

Opens on aerial — on this coast the canal, the lot and the neighbours answer more questions than a street grid does.

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Listing information is provided in part by Stellar MLS, as distributed by MLS GRID. Based on information submitted to the MLS as of Oct 28, 2026, 11:13 PM (ET). All data is obtained from various sources and may not have been verified by broker or MLS. All information provided is deemed reliable but is not guaranteed and should be independently verified. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some IDX listings have been excluded from this website.

Lasbury Tracy Realty Inc. · [email protected]