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242 LOOKOUT POINT DRIVE

Osprey, FL, 34229

Active

$995,000

4

Bedrooms

2

Bathrooms

2,413 sqft

Living Area

1978

Year Built

12,041

Lot Size (sqft)

$657

HOA / Quarterly

1

Days on Market

Dock & Water AccessMLS

Bay/Harbor FrontCanal FrontWaterfrontBay/Harbor📝 deep water

Canal WidthDockOnly

At the dock

County parcel data
148ft
dock148 ft

Single measurement at the dock · width variation along the canal not yet available

Measured perpendicular from this parcel's waterfront edge to the parcel directly across the canal, using surveyed county GIS boundaries.

Will it turn around?

Up to 60 ft

Easy
handling

60–81 ft

Fits
with care

81–93 ft

Tight
(back-in)

Boats over 93 ft typically back in/out rather than turning here. Clear channel ≈ 122 ft with boats moored both sides (~13 ft per side for dock + beam). Wide-beam yachts need the upper end of each range.

Data sources: SFWMD AHED waterway polygons · FHWA National Bridge Inventory 2024 · Not provided by the MLS or listing broker.

Description

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.

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Location

Osprey, FL, 34229

No price history available for this property.

Displayed by Blue Mar Real Estate Group Inc., Licensed Florida Real Estate Broker (DBPR CQ1018554) · [email protected]

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY via Stellar MLS

Last checked: 6 hours ago

Listing updated: October 31, 2026

© 2026 Stellar MLS. All rights reserved. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange (IDX) program of Stellar MLS. Information is deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change, or withdrawal.

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FEMA Flood Zone X

Minimal Flood Hazard

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20%

$199,000 down

%
Principal & Interest$5,163/mo
Property Tax (est. ~1.2%, varies by county)$995/mo
Home Insurance (est.)$250/mo
HOA Fees$219/mo
Total Monthly Payment$6,627
Loan Amount: $796,000Rate: 6.75%
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$995,000Tour the dockSchedule a Showing