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- 242 LOOKOUT POINT DRIVE
$995,000
242 LOOKOUT POINT DRIVE, OSPREY, FL 34229
Beds
4
Baths
2
Sq Ft
2,413 sq ft
Year Built
1978
Lot Size
0.28 acres
Garage
2
About This Property
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.
Property Overview
Interior Features
Exterior & Lot
Pool & Spa
Waterfront
Utilities
Parking
HOA & Community
Financial Details
Schools
Directions
From US 41 (Tamiami Trail) in Osprey, turn west onto Southbay Drive into Southbay Yacht & Racquet Club. Turn left onto Danforth Lane, then right onto Lookout Point Drive. Property will be on the right.
Location
242 LOOKOUT POINT DRIVE, OSPREY, FL 34229
Listing Information
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Home Price
$995,000
Loan Term
Nearby Schools
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Listing information is deemed reliable but not guaranteed. All measurements and data should be independently verified. This information is provided by the Stellar MLS. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed. 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. Data last updated: October 30, 2026.