313 LOOKOUT POINT DRIVE, OSPREY, FL 34229

$5,299,999 · Active

MLS #A4688995

Price

$5,299,999

Status

Active

Bedrooms

4

Bathrooms

4.5

Living area

5,337 sq ft

Home type

Single Family Residence

Year built

2016

Lot size

0.41 acres

Full bathrooms

4

Half bathrooms

1

Private pool

Yes

Waterfront

Yes

New construction

No

HOA

Yes

55+ community

No

Levels

Two

County

Sarasota

Garage spaces

5

HOA fee

$656 · Quarterly

Annual property taxes

$20,559.3

Subdivision

SOUTHBAY YACHT & RACQUET CLUB

Appliances & Equipment

Bar Fridge · Built-In Oven · Cooktop · Dishwasher · Disposal · Dryer · Exhaust Fan · Freezer · Gas Water Heater · Ice Maker · Microwave · Refrigerator · Washer · Wine Refrigerator · Other equipment: Fire Pit, Irrigation Equipment

Bathrooms

5 total bathrooms · 4 full bathrooms · 1 half bathroom

Bedrooms

4 total bedrooms

Building

Built in 2016 · Living area: 5337 · Living area units: Square Feet · Building faces Northeast · 2 stories · Levels: Two · Construction Materials: Stucco

Community

Street Lights

Cooling

Central Air

Exterior Features

Patio/Porch Features: Front Porch, Patio · Balcony · Fire Pit · Lighting · Outdoor Grill · Rain Gutters · Storage

Fireplaces

Living Room

Floors

Carpet · Ceramic Tile · Wood

Foundation

Slab · Stem Wall

Garage

5 spaces

Heating

Central

Home Owner's Association

Association Fee: $656 · Fee Frequency: Quarterly

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

Laundry

Laundry Chute · Laundry Room

Lot

0.41 acres · Near Marina · Street Dead-End · Paved

Parking

1 carport space · Covered · Driveway · Garage Door Opener · Ground Level · Guest

Pets Policy

Allowed: Yes

Pool

Chlorine Free · Heated · In Ground · Lighting · Salt Water

Property

Completed · Other structures: Cabana, Outdoor Kitchen · Water

Roof

Concrete · Tile

Sewer

Public Sewer

Utilities

Water Source: Public

Water Features

Intracoastal Waterway · Marina in Community

Elementary school

Laurel Nokomis Elementary

Middle school

Laurel Nokomis Middle

High school

Venice Senior High

About this home

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 beyond 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.

Courtesy of MICHAEL SAUNDERS & COMPANY 941-951-6660

Contact LPT Realty at (877) 366-2213 to ask about this home.