$575,000
Active143 Osprey Point Dr, Osprey, FL 34229
0.4 acre lot
Listing courtesy of COLDWELL BANKER REALTY · MLS# A4694133
139 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
- majestic oak trees
- Little Sarasota Bay location
- championship golf courses
- Har-Tru tennis courts
- Junior Olympic heated pool
- WellFit Center
- no membership waiting list
AI-selected highlights from the listing description below.
One of the last available homesites in The Oaks Bayside. Almost 1/2 acre, at 17,647-square-feet, this exceptional lot presents a rare opportunity to build a custom luxury residence in one of Sarasota's most established and prestigious gated communities. Located behind the 24-hour staffed gates of The Oaks Bayside, this desirable homesite is ready to be transformed into the home you've always envisioned. Bring your own builder and architect and create a residence tailored to your lifestyle, surrounded by majestic oak trees, winding streets, and distinctive estate homes. The Oaks Bayside is renowned for its peaceful Old Florida charm, mature landscaping, and prime location along Little Sarasota Bay. This sought-after neighborhood offers a unique blend of privacy, natural beauty, and convenience, just minutes from the beaches of Casey Key, downtown Sarasota, and the area's finest shopping, dining, and cultural attractions. Ownership includes membership in The Oaks Club, one of Florida's most respected private club communities, featuring two championship 18-hole golf courses, 12 Har-Tru tennis courts, four pickleball courts, croquet, a state-of-the-art WellFit Center, Junior Olympic heated swimming pool, bocce, basketball, playground facilities, multiple dining venues, and a vibrant year-round social calendar. Club membership is required, and there is currently NO WAITING LIST for either Golf or Sports/Social membership.
Facts
- Property type
- Land
- Lot size
- 0.4 acres
- Flood zone
- X/AE
- Monthly fees
- $492/mo
- Listed
- Jun 11, 2026
- MLS #
- A4694133
Estimate the monthly payment
Estimate by Lasbury Tracy Realty — not a loan offerStarting figures for 143 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
$4,454
$2,908 of that is principal & interest. 35% is taxes, insurance and fees — which is why those inputs matter more here than the rate does.
- Principal & interest
- $2,908
- Property taxes
- $575
- Homeowners insurance
- $479
- Flood insurance
- $0
- HOA / condo fees
- $492
- Mortgage insurance (PMI)
- $0
- Total per month
- $4,454
Over the life of the loan
- Loan amount
- $460,000
- Down payment
- $115,000
- Total interest
- $586,705
- Principal + interest paid
- $1,046,705
- 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.
143 Osprey Point Dr, Osprey, FL 34229
Listing courtesy of COLDWELL BANKER REALTY · MLS# A4694133 · Active
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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