$2,399,000
Active49 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 listingβs MLS record last changed .
About this home
Whatβs 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
- Listed for $2,595,000
- Price reduced to $2,399,000from $2,500,000
Estimate the monthly payment
Estimate by Lasbury Tracy Realty β not a loan offerStarting 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
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.
More homes in Osprey
Want an email when homes like this list?
New Osprey listings with at least 4 bedrooms up to $3,000,000. Free, and you can stop any time.



