$4,250,000 for Sale

275 lookout point drive , osprey, FL 34229

Beds 5 Baths 5 5,279 Sqft 0.38 Acres 1 of 1
Property Description
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.
General Information
Sale Price: $4,250,000
Price/SqFt: $805
Status: Active
MLS#: A4632453
City: osprey
Post Office: osprey
Schools: venice senior high
County: Sarasota
Subdivision: southbay yacht & racquet club
Acres: 0.38
Bedrooms:5
Bathrooms:5   (5 full, 0 half)
House Size: 5,279 sq.ft.
Acreage: 0.38 est.
Year Built: 2007
Property Type: Single Family Residence
Style: Mediterranean
Features & Room Sizes
Paved Road:  Paved
Construction:  Block, Concrete, Stucco
Exterior Misc:  Balcony, Hurricane Shutters, Irrigation System, Lighting, Outdoor Kitchen, Outdoor Shower, Private Mailbox, Rain Gutters, Sidewalk, Sliding Doors
Pool:  Yes
Pool Description:  Gunite, Heated, In Ground, Lighting, Outside Bath Access, Screen Enclosure
Fireplaces:  Yes
Fireplace Description:  Gas, Living Room, Outside
Basement:  No
Foundation :  Stem Wall
Appliances:  Bar Fridge, Built-In Oven, Convection Oven, Dishwasher, Disposal, Dryer, Gas Water Heater, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer
Cooling:  Central Air, Zoned
Heating:  Central, Electric, Propane
Waste:  Public Sewer
Watersource:  Public
Tax, Fees & Legal
Est. Summer Taxes:  $0
Est. Winter Taxes:  $16,732
HOA fees:  612.26
HOA fees Period:  Quarterly
Legal Description:  LOT 301 SOUTHBAY YACHT & RACQUET CLUB


Information provided by My Florida Regional MLS DBA Stellar MLS, Copyright 2025
All information provided is deemed reliable but is not guaranteed and should be independently verified. Participants are required to indicate on their websites that the information being provided is 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. Listing By: Tamara Currey of PREMIER SOTHEBYS INTL REALTY, Phone: 941-364-4000
(218) 428-5652 Call Mike Johnson for more information about this property.

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This Home located at
275 lookout point drive, osprey FL 34229
is currently for sale priced at $4,250,000 and was listed on September, 20, 2024 and has been on the market for 220 days and was last updated on March, 30, 2025.

275 lookout point drive has 5 bedrooms, 5 bathrooms, and approximately 5,279 square feet. This home is in the venice senior high school district with 0.38 acres and was built in 2007. 275 lookout point drive is in the 34229 ZIP Code area of osprey.

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