Waterfront - Primary on Main
Address
313 Lookout Point Drive, OSPREY, FL
Price
$ 5,999,999
Property Attributes
- MLS#A4688995
- TypeSingle Family
- Listing Status Active
- CountySarasota
- CityOSPREY
- AreaOsprey
- NeighborhoodSOUTHBAY YACHT & RACQUET CLUB
- Zip34229
- StyleSingle Family Residence
- Year Built2016
- Taxes$ 20559
- Price$ 5,999,999
- Bedrooms4
- Full Bathrooms4
- Half Bathrooms1
- Sqr Footage5337
- Lot Size0.41 Acres
Data 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.
| Elementary School | Middle School | High School |
|---|---|---|
| Laurel Nokomis Elementary Elementary School | Laurel Nokomis Middle Middle School | Venice Senior High High School |
| Price History | |
|---|---|
| 4/7/2026 | Listed $5,999,999 |
General Features
| Sewer | Public Sewer |
|---|---|
| Heating | Central |
| Cooling | Central Air |
| Utilities | Street Lights |
| 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 |
| Zoning | RSF2 |
| HOA Fee | 656 |
| Garage Spaces | 5 |
| Patio/Porch Features | Front Porch,Patio |
| Pool Features | Chlorine Free,Heated,In Ground,Lighting,Salt Water |
| Construction Materials | Stucco |
| Pets Allowed | Yes |
| Year Built | 2016 |
| View | Water |
| Levels | Two |
| Property Subtype | Single Family Residence |
| Tax Year | 2025 |
| Ownership | Fee Simple |
| Waterfront Features | Waterfront,Intracoastal Waterway,Marina |
| Community Features | Boat Slip,Dock,Fishing,Intracoastal Waterway,Marina,Water Access,Waterfront |
| Assoc Fee Paid Per | Quarterly |
| County | Sarasota |
| New Construction | false |
| Property Type | Residential |
| Attached Garage | true |
| Subdivision Name | SOUTHBAY YACHT & RACQUET CLUB |
| Facing Direction | Northeast |
| Garage Y/N | true |
| Other Structures | Cabana,Outdoor Kitchen |
| Total Rooms | 15 |
| Full Baths | 4 |
| Status | Active |
| Directions | 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. |
| High School | Venice Senior High |
| City | OSPREY |
| Association Name | Southbay Yacht & Racquet Club |
| Senior Community Y/N | false |
| MLS Area | 34229 - Osprey |
| Lot Size Units | Square Feet |
| Lot Size Square Feet | 17967 |
| Carport Spaces | 1 |
| Carport Y/N | true |
| Spa Features | Heated,In Ground |
| Elementary School | Laurel Nokomis Elementary |
| Land Lease Y/N | false |
| Tax Annual Amount | 20559.3 |
| Middle/Junior High School | Laurel Nokomis Middle |
| Property Condition | Completed |
| Additional Parcels Y/N | false |
| Lease Considered Y/N | true |
| Building Area Units | Square Feet |
| Living Area Units | Square Feet |
| Builder Name | John Cannon |
| Standard Status | Active |
| Occupancy Type | Vacant |
| Tax Lot | 293 |
| Legal Description | LOT 293 SOUTHBAY YACHT & RACQUET CLUB |
| Water View | Intracoastal Waterway,Marina |
| Water Access Type | Intracoastal Waterway |
| Minimum Lease | 1 Month |
| Water Access Y/N | true |
| Monthly HOA Amount | 218.67 |
| Additional Rooms | Attic,Bonus Room,Den/Library/Office,Great Room,Storage Rooms |
| Water View Y/N | true |
| Flood Zone Code | AE, X |
| In Law Suite YN | false |
| Flood Zone Code X | Yes |
Interior Features
| Interior Amenities | Ceiling Fan(s),Central Vacuum,Crown Molding,Eating Space In Kitchen,High Ceilings,Living Room/Dining Room Combo,Open Floorplan,Primary Bedroom Main Floor,Thermostat,Walk-In Closet(s),Wet Bar |
|---|---|
| Flooring | Carpet,Ceramic Tile,Hardwood |
| Furnished Y/N | Partially |
| Fireplace Features | Living Room |
| Total Stories | 2 |
| Air Conditioning Y/N | true |
| Heating Y/N | true |
| Fireplace Y/N | true |
| Half Baths | 1 |
| Laundry Features | Laundry Chute,Laundry Room |
| Total Bedrooms | 4 |
| LivingAreaSource | Public Records |
| Total Baths | 5 |
Exterior Features
| Exterior Amenities | Balcony,Fire Pit,French Doors,Irrigation System,Lighting,Outdoor Grill,Rain Gutters,Sliding Doors,Storage |
|---|---|
| Parking Features | Covered,Driveway,Garage Door Opener,Ground Level,Guest |
| Lot Features | Near Marina,Street Dead-End |
| Water Source | Public |
| Lot Size Area | 17967 |
| Foundation Details | Slab,Stem Wall |
| Spa | true |
| Building Area Total | 6896 |
| Lot Size Acres | 0.41 |
| Road Surface Type | Paved |
| Private Pool | true |
| Waterfront Y/N | true |
| Covered Spaces | 6 |
| Road Frontage Type | Street Dead-End,Street Paved |
Amenities
- Foreclosure
- Views
- Short Sale
- New Construction
- Adult 55+
- Lease To Own
- No HOA Fees
- Furnished
- Primary On Main
- Air Conditioning
- Seller Finance
- Green
- Fixer Upper
- Horse
- Golf
- Fireplace
- Deck
- Garage
- Basement
- Pool
Property vs Single Family Average in 34229
Price
Taxes
Year Built
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Updated on September 26, 2026 9:56 AM UTC
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© 2026 Greater Alabama MLS. IDX information is provided exclusively 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. IDX content is not guaranteed accurate by the MLS or Numen Realty Advisors. Data last updated: September 26, 2026 9:40 AM UTC
All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data relating
