This stunning waterfront residence in Southbay Yacht and Racquet

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Home For Sale

275 LOOKOUT POINT DRIVE

Osprey, Florida 34229

Sarasota County

Waterfront: Yes

Community: SOUTHBAY YACHT & RACQUET CLUB

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$4,750,000 5 br, 5.0 bath 5279 sq. ft. 0.380 acres

This stunning waterfront residence in Southbay Yacht and Racquet Club is a gem on Florida's Gulf Coast where boats are accommodated in a deep-water marina for low fees. Boasting over 135 feet of water frontage and surrounded by lush tropical landscaping and majestic Royal Palms. Its refined curb appeal sets it apart as a one-of-a-kind property. The custom John Cannon home features a grand double door entry that opens to breathtaking wide open bay views. Inside, the home showcases high-end finishes and upgrades, including impressive, vaulted ceilings reaching up to 21 feet. You'll find abundant crown molding, elaborate tray ceilings, and exquisite wall finishes adorned with artfully painted faux designs and plantation shutters throughout. The home is designed for entertaining, with a full bar and wine room for guests, as well as an upper-level wet bar. The chef's kitchen is a culinary dream, featuring a spacious granite island, a gas cooktop with a pot filler, and views overlooking the pool, patio and bay. An upper-level bonus room offers versatile space for play, music, movies or exercise, all while enjoying some of the best views in the house. The main level primary suite is a serene retreat with a sitting area, two large closets and a luxurious bath that includes a garden shower, large tub, dual sinks, and a separate toilet and bidet. The expansive outdoor living spaces, including main level and upper terraces, are ideal for enjoying sunsets and observing local wildlife such as ospreys, dolphins, manatees and a parade of boats. Private dock for sunset viewing and fishing. Ideally between Sarasota and Venice, this residence is just minutes from the pristine sands of Siesta Key and Nokomis Beach. Convenience abounds with nearby shopping, dining the Legacy Trail, private and commercial airports, and top-rated schools, including the renowned Pine View School. This exquisite home embodies the essence of Florida living. Southbay Yacht Racquet Club lives up to its name with a newly renovated community clubhouse, geothermal pool, gym overlooking the marina, banquet rooms, three tennis courts, four pickleball courts, a bocce ball court, two shuffleboards, basketball, kayak storage area, a waterfront park, 20 acres of common grounds and miles of trails. Ideally in between culturally rich Sarasota and charming Venice, minutes to beaches, Legacy Trail, No. 1 rated Pine View School, shopping, waterfront restaurants and Oscar Scherer State Park. Walk to your boat or take your golf cart around the neighborhood. For those who seek an exceptional waterfront life, nothing compares.

Interior:
  • Bedrooms: 5
  • Baths: 5.0
  • Sq Ft: 5279
  • Year Built: 2007
  • Utilities: 
  • Fireplaces: Has Fireplace
  • Stories: 
  • Heat/AC: Central Furnace, Fireplace
  • Garage: Driveway, Garage, Garage - Attached, Golf Cart, Oversized, Workshop
Exterior:
  • Lot Size: 0.380 acre
  • Lot Dimensions: 
  • Waterfront: Yes
  • View Types: 
  • Yard: 
  • Siding: Block, Concrete, Stucco
  • Roof: Concrete, Tile
  • Property Taxes: $16,732
  • Yearly HOA Fee: $2,449
  • Swimming Pool: Yes
  • MLS #: A4632453
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Contact Information:
phone Call now 1-855-943-4259
Beach Home For Sale in Osprey, Florida
Listing Agent: Tamara Currey, Premier Sotheby's International Realty, 941-587-1776, 941-364-4000 Listing Site, Listing Status: Active
Copyright © 2025 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Ad Number: 5656498
Viewed 17 times.
Updated: Dec 30, 2024

This property is a Home located at 275 LOOKOUT POINT DRIVE, Osprey, Florida 34229, and is currently For Sale at $4,750,000. This Home has 5 bedrooms, 5.0 baths, 5279 sq ft.