For sale · Active
154 Lookout Point Drive
Osprey, FL 34229 · Southbay Yacht & Racquet Club
4 beds3.5 baths4,578 sqftbuilt 1979
About this home
Welcome to exceptional Florida living in the highly sought-after Southbay Yacht & Racquet Club. Offering approximately 4,578 square feet under roof, this spacious 4-bedroom, 3.5-bath residence combines beautifully updated interiors, exceptionally generous rooms and an extraordinary indoor-outdoor lifestyle. The heart of the home is a completely renovated kitchen featuring quartz countertops, soft-close cabinetry and drawers, built-in organizers, pull-out spice storage, a specialty appliance lift for a mixer or blender, a new refrigerator and dishwasher, and abundant functional storage. The main living area is anchored by a fully functioning wood-burning fireplace with an elegant travertine stone surround, adding warmth and character to the home. All four bedrooms are exceptionally spacious and feature large walk-in closets with custom organization systems. The primary suite and a guest bedroom are conveniently located on the first floor, providing an ideal layout for family and guests. Additional conveniences include a whole-home central vacuum system and a spacious two-car garage with an already-installed Tesla EV charging station. Major recent improvements provide additional peace of mind, including two brand-new air-conditioning systems and brand-new hurricane-rated windows installed in August 2026. The outdoor living space is truly a standout. More than 1,500 square feet of screened lanai and outdoor living area surrounds an exceptionally large residential pool ranging from approximately 3 to 8 feet deep. Two covered outdoor areas provide comfortable spaces for entertaining and relaxing, including an outdoor kitchen with a brand-new THOR grill and a separate covered TV lounge area. A pool bath is conveniently accessible directly from the lanai. Across the back of the pool enclosure, an impressive approximately 50-foot panoramic screen creates a virtually unobstructed view with no intermediate posts interrupting the sightline. Beyond the pool is an expansive green space, creating a wonderful sense of openness and privacy. The newly landscaped yard and more than 25 palm trees lining the backyard complete the lush, tropical setting. Living in Southbay Yacht & Racquet Club is about much more than the home itself. Residents enjoy an impressive collection of community amenities, including a clubhouse, heated community pool, fitness center, tennis courts, pickleball courts, basketball courts, bocce ball, library, card and game room, ballroom and banquet facilities, and the community’s highly desirable marina, where residents have opportunities to rent or lease boat slips, subject to availability. The location is equally exceptional. Pine View School is approximately one mile away, while the bay, Gulf beaches, Publix, restaurants, coffee shops, fitness and yoga studios, CVS and everyday conveniences are all close at hand. The golf-cart-friendly community makes enjoying the neighborhood and surrounding area even easier. From its oversized bedrooms and beautifully renovated kitchen to its remarkable pool, panoramic screened view and expansive outdoor entertaining areas, this home offers an uncommon combination of space, thoughtful upgrades and Florida lifestyle. Add the boating and recreational amenities of Southbay Yacht & Racquet Club, and this is a home designed to enjoy everything the Sarasota area has to provide.
The essentials
- Status
- Active
- Property type
- Single Family Residence
- Year built
- 1979
- Days on market
- 1
- Subdivision
- Southbay Yacht & Racquet Club
- County
- Sarasota
- MLS #
- TB8543439
Interior
- Living area
- 4,578 sqft
- Bedrooms
- 4
- Bathrooms
- 3.5
- Flooring
- Marble, Porcelain Tile, Tile, Hardwood
- Interior features
- Attic Fan, Attic Ventilator, Ceiling Fan(s), Central Vacuum, Coffered Ceiling(s), Crown Molding, Eating Space In Kitchen, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Skylight(s), Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Thermostat, Tray Ceiling(s), Walk-In Closet(s), Wet Bar, Window Treatments
- Cooling
- Central Air
- Heating
- Central
Exterior & lot
- Lot size
- 14,000 Square Feet
- Pool
- In Ground, Lighting, Salt Water, Screen Enclosure, Tile
- View
- Park/Greenbelt
- Garage spaces
- 2
- Construction
- Brick
- Roof
- Metal
- Exterior features
- French Doors, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Rain Gutters, Sliding Doors, Sprinkler Metered
Community & costs
- HOA fee
- $219 Monthly
- Association
- Rachelle Freed
- Annual taxes
- $11,995
- Ownership
- Fee Simple
Listing courtesy of FLAT FEE MLS REALTY · Stellar MLS. This information is believed to be accurate, but without warranty.
Nearby on the market
Similar homes in Osprey

$1,595,000
4 bd4 ba4,001 sqft
75 Osprey Point Drive
Oaks · Osprey, FL 34229

$1,595,000
3 bd3.5 ba4,241 sqft
909 Macewen Drive
Oaks 2 Phase 2 · Osprey, FL 34229

$1,995,000
3 bd3 ba3,029 sqft
401 N Point Road #1001
Meridian At The Oaks Preserve · Osprey, FL 34229

$1,950,000
4 bd5.5 ba4,346 sqft
538 Dove Pointe Drive
Oaks 2 Ph 4-C Pt 3 · Osprey, FL 34229

$2,395,000
3 bd3.5 ba4,519 sqft
852 Macewen Drive
Oaks 2 Ph 2 · Osprey, FL 34229

$1,770,000
3 bd2 ba2,411 sqft
206 Four Knot Lane
Southbay Yacht & Racquet Club · Osprey, FL 34229