154 LOOKOUT POINT DRIVE
OSPREY, FL, 34229
$2,199,999
4 Beds
3.5 Baths
4,578 SqFt
0.32 Acres
Add
MLS #TB8543439 image #0
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.

Property Details

Price:
$2,199,999
MLS #:
TB8543439
Status:
Active
Beds:
4
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
SOUTHBAY YACHT & RACQUET CLUB
Neighborhood:
34229osprey
Listed Date:
Aug 28, 2026
Finished Sq Ft:
4,578
Total Sq Ft:
6,200
Lot Size:
14,000 sqft / 0.32 acres (approx)
Year Built:
1979
PoolPrimary Bedroom Main Floor34229 – Osprey34229ospreySouthbay Yacht & Racquet ClubPark/greenbeltContact Office Manager6 MonthsPets Allowed

Ask a Question

See this Listing

Send
  

Schools

Interior

Appliances
Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Exhaust Fan, Microwave, Refrigerator, Tankless Water Heater, Wine Refrigerator
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Marble, Porcelain Tile, Tile, Hardwood
Heating
Central
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
Laundry Features
Inside, Laundry Room
Levels
Two

Exterior

Attached Garage YN
1
Construction Materials
Brick
Covered Spaces
2
Direction Faces
South
Exterior Features
French Doors, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Rain Gutters, Sliding Doors, Sprinkler Metered
Garage Spaces
2
Lot Features
In County, Level, Near Marina
Open Parking YN
1
Other Structures
Outdoor Kitchen
Parking Features
Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Workshop in Garage
Patio And Porch Features
Covered, Enclosed, Front Porch, Patio, Screened
Roof
Metal
Security Features
Fire Alarm, Security Lights, Smoke Detector(s)
Spa Features
Other
View
Park/Greenbelt
Window Features
Blinds, Drapes, ENERGY STAR Qualified Windows, Insulated Windows, Low-Emissivity Windows, Rods, Shades, Shutters, Thermal Windows, Window Treatments

Financial

HOA Fee
$219
HOA Fee Frequency
Monthly
HOA Name
Rachelle Freed
HOA Phone
9419664237
Tax Year
2025
Taxes
$11,995

Map

Community

Market Summary

Current real estate data for Single Family in OSPREY as of Aug 29, 2026
68
Single Family Listed
181
Avg DOM
456
Avg $ / SqFt
$1,304,273
Avg List Price

Property Summary

    Located in the SOUTHBAY YACHT & RACQUET CLUB subdivision, 154 LOOKOUT POINT DRIVE OSPREY FL is a Single Family for sale in OSPREY, FL, 34229. It is listed for $2,199,999 and features 4 beds, 4 baths, and has approximately 4,578 square feet of living space, and was originally constructed in 1979. The current price per square foot is $481. The average price per square foot for Single Family listings in OSPREY is $456. The average listing price for Single Family in OSPREY is $1,304,273. To schedule a showing of MLS#tb8543439 at 154 LOOKOUT POINT DRIVE in OSPREY, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.

Similar Listings Nearby

broker reciprocity
MLS# A4684834broker reciprocity
14401 MASTHEAD DRIVE
OSPREY, FL

$2,850,000

0.9 miles away

broker reciprocity
MLS# A4681098broker reciprocity
8504 HERON LAGOON CIRCLE
SARASOTA, FL

$2,800,000

4.4 miles away

broker reciprocity
MLS# A4646820broker reciprocity
8555 HERON LAGOON CIRCLE
SARASOTA, FL

$2,724,500

4.3 miles away

broker reciprocity
MLS# A4644125broker reciprocity
236 SAINT JAMES PARK
OSPREY, FL

$2,700,000

2.1 miles away

broker reciprocity
MLS# N6144988broker reciprocity
919 KEY WAY
NOKOMIS, FL

$2,699,000

2.5 miles away

broker reciprocity
MLS# A4676619broker reciprocity
2414 BAYSHORE ROAD
NOKOMIS, FL

$2,650,000

1.1 miles away

broker reciprocity
MLS# TB8460649broker reciprocity
504 BAY POINT AVENUE
NOKOMIS, FL

$2,599,000

3.9 miles away

broker reciprocity
MLS# N6143501broker reciprocity
212 SUNRISE DRIVE
NOKOMIS, FL

$2,450,000

4.5 miles away

broker reciprocity
MLS# A4671762broker reciprocity
49 POINT DRIVE
OSPREY, FL

$2,399,000

2.6 miles away

broker reciprocity
MLS# A4659276broker reciprocity
852 MACEWEN DRIVE
OSPREY, FL

$2,395,000

2.5 miles away

154 LOOKOUT POINT DRIVE
OSPREY, FL