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$2,399,000

Active

49 Osprey Point Dr, Osprey, FL 34229

4 beds Β· 3.5 baths Β· 3,953 sq ft

Listing courtesy of MICHAEL SAUNDERS & COMPANY Β· MLS# A4671762

349 days on market

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

About this home

What’s special

  • Sedona-inspired retreat
  • Retractable window walls
  • Lake views
  • Pool and spa
  • Water features
  • Zen garden
  • Boat launch access
  • Championship golf

AI-selected highlights from the listing description below.

Nestled in the prestigious gated enclave of The Oaks Bayside in Sarasota, this Sedona-inspired retreat was recently updated from wall to wall creating a like brand new home. The estate seamlessly blends modern luxury, comfort, and serenity. With almost 4,000 SQF and boasting 4 generously sized bedrooms and 3 1/2 baths, this residence has been thoughtfully renovated with the finest finishes, including newer impact windows, retractable window walls, a sleek tile roof, custom concrete flooring, and exquisite baths and fixtures to go along with the state-of-the-art kitchen, equipped with top-tier Wolf and Sub-Zero appliances. Soaring vaulted ceilings create an expansive, airy ambiance, while large windows frame stunning lake views, offering the perfect backdrop for the sparkling pool and expansive spa, complete with tranquil water features. With disappearing sliders throughout, the home can let the air and light flow easily from outside to in. Enjoy breathtaking sunsets from your private oasis or stroll a kayak or paddleboard to the nearby boat launch for effortless access to Sarasota Bay and the Gulf, thanks to the newly reopened Midnight Pass. Situated on a secluded .40-acre lot, this property offers a serene retreat, featuring a Zen garden surrounded by lush landscaping. Residents of The Oaks enjoy world-class amenities, including championship golf, fine dining, tennis, fitness, and swimming. At 49 Osprey Point Drive, every detail has been meticulously crafted for those who seek refined living and unparalleled elegance.

Facts

Property type
Single Family Residence
Year built
1989
Bathrooms
3 full, 1 half
Living area
3,953 sqft
Lot size
0.4 acres
Waterfront
Yes
Water access
Lake
Water view
Yes
Private pool
Yes
Exposure
North
Flood zone
X
CDD
No
55+ community
No
Annual taxes
$14,206/yr
Monthly fees
$475/mo
Listed
Nov 11, 2025
MLS #
A4671762

Price & status history

  1. Listed for $2,595,000
  2. Price reduced to $2,399,000from $2,500,000

Estimate the monthly payment

Estimate by Lasbury Tracy Realty β€” not a loan offer

Starting figures for 49 OSPREY POINT DR. Everything below is editable.

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

From this listingThe seller's most recent annual tax bill as reported to the MLS. Your bill will differ β€” Florida reassesses on sale and homestead caps reset.

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 β€” 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 β€” your down payment is 20% or more.

Estimated total monthly payment

$15,789

$12,131 of that is principal & interest. 23% is taxes, insurance and fees β€” which is why those inputs matter more here than the rate does.

Principal & interest
$12,131
Property taxes
$1,184
Homeowners insurance
$1,999
Flood insurance
$0
HOA / condo fees
$475
Mortgage insurance (PMI)
$0
Total per month
$15,789

Over the life of the loan

Loan amount
$1,919,200
Down payment
$479,800
Total interest
$2,447,834
Principal + interest paid
$4,367,034
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 β€” 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 β€” a licensed Lasbury Tracy agent confirms personally, usually within minutes. No account needed.

49 Osprey Point Dr, Osprey, FL 34229

Listing courtesy of MICHAEL SAUNDERS & COMPANY Β· MLS# A4671762 Β· Active

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

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

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

Where this home is

Opens on aerial β€” 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, 8:57 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. Β· [email protected]