313 LOOKOUT POINT DR, Osprey, FL 34229
313 LOOKOUT POINT DR, Osprey, FL 34229
313 LOOKOUT POINT DR, Osprey, FL 34229
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$5,999,999
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4 Beds
5 Baths
5,337 SqFt
New

313 LOOKOUT POINT DR Osprey, FL 34229

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Lisa Bertin-Queena

Lisa Bertin-Queena

+1(407) 952-4468

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Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 5,337 sqft

Price per Sqft $1,124

Subdivision Southbay Yacht & Racquet Club

MLS Listing ID A4688995

Bedrooms 4

Full Baths 4

Half Baths 1

Construction Status Completed

HOA Y/N No

Year Built 2016

Annual Tax Amount $20,559

Lot Size 0.410 Acres

Acres 0.41

Property Sub-Type Single Family Residence

Source Stellar MLS

Property Description

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.

Location

State FL

County Sarasota

Community Southbay Yacht & Racquet Club

Area 34229 - Osprey

Zoning RSF2

Rooms

Other Rooms Attic, Bonus Room, Den/Library/Office, Great Room, Storage Rooms

Interior

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

Heating Central

Cooling Central Air

Flooring Carpet, Ceramic Tile, Wood

Fireplaces Type Living Room

Furnishings Partially

Fireplace true

Appliance Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Gas Water Heater, Ice Maker, Microwave, Refrigerator, Washer, Wine Refrigerator

Laundry Laundry Chute, Laundry Room

Exterior

Exterior Feature Balcony, Fire Pit, French Doors, Lighting, Outdoor Grill, Rain Gutters, Sliding Doors, Storage

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

Garage Spaces 5.0

Pool Chlorine Free, Heated, In Ground, Lighting, Salt Water

Community Features Street Lights

Waterfront Description Intracoastal Waterway,Marina in Community

View Y/N Yes

Water Access Yes

Water Access Desc Intracoastal Waterway

View Water

Roof Type Concrete,Tile

Porch Front Porch, Patio

Attached Garage true

Garage true

Private Pool Yes

Building

Lot Description Near Marina, Street Dead-End, Paved

Story 2

Entry Level Two

Foundation Slab, Stem Wall

Lot Size Range 1/4 to less than 1/2

Builder Name John Cannon

Sewer Public Sewer

Water Public

Structure Type Stucco

New Construction false

Construction Status Completed

Schools

Elementary Schools Laurel Nokomis Elementary

Middle Schools Laurel Nokomis Middle

High Schools Venice Senior High

Others

Pets Allowed Yes

Senior Community No

Ownership Fee Simple

Special Listing Condition None

Stellar MLS
© 2026 My Florida Regional MLS DBA Stellar MLS. All Rights Reserved.
Listed by Natalie Gutwein MICHAEL SAUNDERS & COMPANY

NEARBY SCHOOL & BUSINESS

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Lisa Bertin-Queena
Lisa Bertin-Queena

Agent | BK SL3402965

+1(407) 952-4468 | lisabq3@gmail.com

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313 LOOKOUT POINT DR