$995,000
Active242 Lookout Point Dr, Osprey, FL 34229
4 beds Β· 2 baths Β· 2,413 sq ft
Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY Β· MLS# A4711269
Listed today
Refreshed from the Stellar MLS feed . This listingβs MLS record last changed .
About this home
Meticulously maintained, furnished 4-bedroom residence in Southbay Yacht & Racquet Club, a sought-after waterfront community in Osprey. The community-owned marina features 172 boat slips accommodating vessels up to 55 feet within a protected, deep-water basin. HOA fees are just $218 per month. Enjoy the remodeled clubhouse overlooking the marina, offering an impressive array of amenities, including two kitchens, an elegant ballroom, fitness center, card room, and inviting living room complete with a grand piano. Outdoor enthusiasts will appreciate the pickleball and tennis courts, bocce ball, swimming pool, playground, and convenient kayak launch and storage. The spacious great room and dining area are highlighted by a charming wood-burning fireplace, creating a warm and inviting atmosphere for entertaining family and friends. The thoughtfully designed split-bedroom floor plan provides added privacy for family and guests. Recent improvements include a new metal roof, hurricane-rated windows, newer A/C units, and beautiful brick-paver enhancing both the driveway and pool area. Conveniently located between Sarasota and Venice, approximately 20 minutes from Siesta Key Beach and just a quarter mile from the Legacy Trail, offering miles of scenic biking and walking paths and easy access to Oscar Scherer State Park. Enjoy nearby waterfront dining, shopping, and local amenities just a short walk or golf cart ride away. Osprey is also home to Pine View School for the Gifted, a highly regarded public school.
Facts
- Property type
- Single Family Residence
- Year built
- 1978
- Bathrooms
- 2 full
- Living area
- 2,413 sqft
- Lot size
- 0.28 acres
- Waterfront
- Yes Β· 250 ft
- Water access
- Bay/Harbor, Marina
- Private pool
- Yes
- Exposure
- South
- Furnished
- Furnished
- Flood zone
- X500
- CDD
- No
- 55+ community
- No
- Annual taxes
- $8,220/yr
- Monthly fees
- $219/mo
- Listed
- Oct 23, 2026
- MLS #
- A4711269
Estimate the monthly payment
Estimate by Lasbury Tracy Realty β not a loan offerStarting figures for 242 LOOKOUT 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
$6,764
$5,031 of that is principal & interest. 26% is taxes, insurance and fees β which is why those inputs matter more here than the rate does.
- Principal & interest
- $5,031
- Property taxes
- $685
- Homeowners insurance
- $829
- Flood insurance
- $0
- HOA / condo fees
- $219
- Mortgage insurance (PMI)
- $0
- Total per month
- $6,764
Over the life of the loan
- Loan amount
- $796,000
- Down payment
- $199,000
- Total interest
- $1,015,254
- Principal + interest paid
- $1,811,254
- 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.
242 Lookout Point Dr, Osprey, FL 34229
Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY Β· MLS# A4711269 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.
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