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313 Lookout Point Drive

OSPREY, FL 34229
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Bed 4

Bed

Bath 5

Bath

SqFt5,337

Sqft

Acres0.41

Acre(Lot)

Bring your yacht. This is Sarasota waterfront living at its most refined. First time on the market, this custom-built John Cannon estate is perfectly positioned within Southbay Yacht & Racquet Club—one of Sarasota’s most exclusive waterfront communities offering a true private yacht club lifestyle within the neighborhood. With a deep-water marina reserved for residents, accommodating vessels up to 55 feet, and direct access to the Intracoastal Waterway and Gulf of Mexico, this is a setting designed for those who expect seamless access to life on the water. Privately situated on a homesite surrounded by water on two sides, the property offers a rare level of exposure and presence. From your outdoor living spaces, the backdrop is ever-changing—boats moving through the marina, dolphins just b eyond your dock, and unobstructed sunsets that define the end of each day. Inside, the residence is a study in craftsmanship and comfort, where rich wood detailing carries throughout—from the staircase to the ceilings in the main living areas and extending into the outdoor spaces—creating a warm, architectural continuity rarely seen. Walls of impact-rated windows and doors bring in natural light while offering peace of mind, while expansive sliders pocket away completely—creating a perfect expression of Florida living with seamless indoor-outdoor flow and unobstructed sunset views across the bay. The kitchen is both striking and highly functional, appointed with Wolf and Miele appliances, dual Sub-Zero refrigerators, a warming drawer, two sinks, and a concealed pantry, all complemented by generous storage and oversized closets throughout the home. A fireplace anchors the main living space, adding warmth and ambiance. Designed for real life as beautifully as it is for entertaining, the home also features a thoughtfully designed mudroom off the garage entry, creating an organized and functional transition into the home. Outdoor living is equally elevated and designed for year-round enjoyment. Electronic roll-down screens allow you to fully enjoy the outdoor kitchen, complete with a propane grill and hood, sink, and composite cabinetry. Just beyond, a propane-fed fire pit creates the perfect setting for evenings by the pool. The separate air-conditioned poolside cabana offers stunning bayfront views and is equipped with its own refrigerator and ice maker—ideal for entertaining or creating a private retreat for guests. The floor plan is thoughtfully designed, offering 4 bedrooms, 4.5 baths, a private office, upstairs lounge, and expansive laundry room—balancing everyday livability with elevated design. For collectors and enthusiasts, the 5-car garage with 9,000 lb lift provides exceptional capacity, while the 110-foot private dock with jet ski lift delivers a level of waterfront utility that is increasingly rare. Southbay Yacht & Racquet Club offers a curated lifestyle with a private marina, clubhouse, fitness center, heated pool, tennis and pickleball courts, and walking trails—all within minutes of Casey Key, where pristine beaches, waterfront dining, and relaxed coastal elegance define the surrounding area. This is a property that stands apart. Compare it to anything else on the market and the value is clear. Priced to sell, with a motivated seller.

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Detail Ic Property Details

Property Type : Residential

Price : $5,999,999

AD Id : 76830594

MLS Id : MFRA4688995

Beds : 4

Lot Size : 0.41 Acre

Living Area Size : 5,337

Year Built : 2016

Garage : 5

County : Sarasota

Subdivision: Southbay Yacht & Racquet Club

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Feature Features

  • Bedroom Information

    Total Bedroom: 4

    Bathroom Information

    Total Baths: 5 Full Baths: 4 Half Baths: 1

    Interior Features

    Ceiling Fans(s), Central Vaccum, Crown Molding, Eat-in Kitchen, High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Thermostat, Walk-In Closet(s), Wet Bar Roof: Concrete, Tile Appliances: Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Gas Water Heater, Ice Maker, Microwave, Refrigerator, Washer, Wine Refrigerator Laundry Features: Laundry Chute, Laundry Room

    Roofing Information

    Concrete, Tile
  • Flooring Information

    Flooring: Carpet, Ceramic Tile, Wood Construction Materials: Stucco
  • Heating & Cooling

    Heating: Central Cooling: Central Air Water front: 1 WaterSource: Public

  • Building Information

    Year Built: 2016
  • Exterior Features

    Balcony, Fire Pit, French Doors, Lighting, Outdoor Grill, Rain Gutters, Sliding Doors, Storage Construction Materials: Stucco Foundation Details: Slab, Stem Wall
  • Pool Features

    Private Pool: 1 Chlorine Free, Heated, In Ground, Lighting, Salt Water

  • Lot Information

    Lot Description: Near Marina, Street Dead-End, Paved Lot Square Feet: 17967 Lot Acres: 0.41 Lot Size (SqMt): 1669

    Property Information

    Property Type: Residential Sub Type: Single Family Residence

  • Listing Price Information

    Original List Price:$5999999

  • Tax Information

    Tax Book Number: 22-27 Tax Lot: 293 Tax Legal Description: LOT 293 SOUTHBAY YACHT & RACQUET CLUB Annual Tax: $20559.3 Tax Year: 2025 Parcel Number: 0158020017

  • Parking Information

    Covered, Driveway, Garage Door Opener, Ground Level, Guest

    Garage Information

    Has Garage: Yes Garage Space: 5 Garage Dimensions: 32x27

    Homeowners Association Information

    HOA: $656.00 Quarterly

  • School Information

    Elementary School: Laurel Nokomis Elementary Junior High School: Laurel Nokomis Middle Senior High School: Venice Senior High
  • Utility Information

    Sewer: Public Sewer Water Source: Public
  • Location Information

    Subdivision: SOUTHBAY YACHT & RACQUET CLUB City: OSPREY Direction: Take 41 to Blackburn Point Road. Southbay Yacht & Raquet Club will be on your left, go straight thru first stop sign, take a right on Harbor House Drive, take a right onto Lookout Point Drive and it is the second to last house on your left.
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
Undisclosed Address, Osprey, FL, 34229 $799,000 4 3 2,607 2,607 SqFt
408 Park Trace Boulevard, Osprey, FL, 34229 $595,000 3 3 1,840 1,840 SqFt
472 Park Trace Boulevard, Osprey, FL, 34229 $599,000 4 2 2,217 2,217 SqFt
619 Oak River Court, Osprey, FL, 34229 $609,900 3 2 2,047 2,047 SqFt
448 E Macewen Drive, Osprey, FL, 34229 $2,100,000 4 4 3,768 3,768 SqFt
1361 New Forest Lane, Osprey, FL, 34229 $535,000 3 2 2,074 2,074 SqFt
759 Fordingbridge Way, Osprey, FL, 34229 $715,000 4 4 2,950 2,950 SqFt
403 Longbow Trail, Osprey, FL, 34229 $1,095,000 4 3 2,770 2,770 SqFt
816 Shadow Bay Way, Osprey, FL, 34229 $655,000 3 3 2,251 2,251 SqFt
538 Dove Pointe Drive, Osprey, FL, 34229 $1,950,000 4 6 4,346 4,346 SqFt
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ByOwner last updated this listing 07/19/2026 @ 06:20

MLS: MFRMLS #A4688995 LISTED BY: Natalie Gutwein, MICHAEL SAUNDERS & COMPANY 941-951-6660 SOURCE: MFRMLS (My Florida Regional MLS DBA Stellar MLS) (Listings courtesy of MFRMLS (My Florida Regional MLS DBA Stellar MLS) as distributed by MLS GRID)

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