154 LOOKOUT POINT DRIVE Osprey, FL $ 2,199,999
154 LOOKOUT POINT DRIVE
$ 2,199,999
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154 LOOKOUT POINT DRIVE

Osprey, FL, 34229
$ 2,199,999
Bedrooms4 Baths3.1 Sq 4,578

Monthly Estimate*

$ 13,891

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Single Family Home for sale in Osprey, FL

for $2,199,999 with 4 bedrooms and 3 full baths, 1 half bath. This 4,578 square foot home was built in 1979 on a lot size of 0.32.

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.

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Single Family Active

Price

$ 2,199,999

Bedrooms

4

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 11,995

Style

Single Family Residence

Lot Size

0.32

Year Built

1979

Town/City

Osprey

County/Region

Sarasota

MLS | Web ID

TB8543439

Features
General
Sewer Public Sewer
Heating Central
Cooling Central Air
Utilities BB/HS Internet Available Cable Available Cable Connected Electricity Available Electricity Connected Fiber Optics Public Sewer Available Sewer Connected Sprinkler Meter Sprinkler Recycled Street Lights Underground Utilities Water Available
Possession Close Of Escrow
Roof Metal
Appliances Built-In Oven Convection Oven Cooktop Dishwasher Disposal Electric Water Heater Exhaust Fan Microwave Refrigerator Tankless Water Heater Wine Refrigerator
Zoning RSF2
HOA Fee 219
Garage Spaces 2
Patio/Porch Features Covered Enclosed Front Porch Patio Screened
Pool Features In Ground Lighting Salt Water Screen Enclosure Tile
Security Features Fire Alarm Security Lights Smoke Detector(s)
Construction Materials Brick
Pets Allowed Yes
Year Built 1979
View Park/Greenbelt
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Assoc Fee Paid Per Monthly
County Sarasota
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name SOUTHBAY YACHT & RACQUET CLUB
Facing Direction South
Garage Y/N true
Other Structures Outdoor Kitchen
Total Rooms 6
Full Baths 3
Status Active
Directions Located on South Tamiami Southbay Yacht and Racquet Club. Turn onto Buoy Lane and veer right onto Lookout Point Drive. House is on right side.
City OSPREY
Association Name Rachelle Freed
Senior Community Y/N false
MLS Area 34229 - Osprey
Lot Size Units Square Feet
Lot Size Square Feet 14000
Carport Y/N false
Listing Terms Cash Conventional FHA VA Loan
Spa Features Other
Property Attached Y/N false
Land Lease Y/N false
Tax Annual Amount 11995
Home Warranty Y/N false
Additional Parcels Y/N false
Lease Considered Y/N true
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 328
Legal Description LOT 328 SOUTHBAY YACHT & RACQUET CLUB
Pet Size Limit Large (61-100 Lbs.)
Minimum Lease 6 Months
Water Access Y/N false
Monthly HOA Amount 219
Additional Rooms Attic Bonus Room Den/Library/Office Family Room Formal Dining Room Separate Formal Living Room Separate Great Room Inside Utility Storage Rooms
Water View Y/N false
Flood Zone Code X500
In Law Suite YN false
DockY/N false
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Interior
Interior Amenities 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
Flooring Marble Porcelain Tile Tile Hardwood
Furnished Y/N Negotiable
Fireplace Features Wood Burning
Air Conditioning Y/N true
Heating Y/N true
Window Features Blinds Drapes ENERGY STAR Qualified Windows Insulated Windows Low-Emissivity Windows Rods Shades Shutters Thermal Windows Window Treatments
Fireplace Y/N true
Half Baths 1
Laundry Features Inside Laundry Room
Total Bedrooms 4
Total Baths 4
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Exterior
Exterior Amenities French Doors Irrigation System Lighting Outdoor Grill Outdoor Kitchen Rain Gutters Sliding Doors Sprinkler Metered
Vegetation Mature Landscaping
Parking Features Circular Driveway Driveway Electric Vehicle Charging Station(s) Garage Door Opener Workshop in Garage
Lot Features In County Level Near Marina
Water Source Public
Lot Size Area 14000
Foundation Details Slab
Spa true
Building Area Total 6200
Lot Size Acres 0.32
Road Surface Type Other
Private Pool true
Waterfront Y/N false
Covered Spaces 2
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* Excluded Features
List By
Flat Fee Mls Realty

Broker

Team@flatfeemlsrealty.com

Email

Affordability Calculator

$14,891
Per Month
93%
7%
0%
Monthly Principal & Interest
$13,891
Monthly Property Taxes
$1,000
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4827338 Elementary School
4827337 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
8/28/2026$2,199,999 Listed Price

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154 LOOKOUT POINT DRIVE, Osprey, FL, 34229 is a Single Family Home for sale at $2,199,999 with 4,578 sqft and a lot size of 0.32. 154 LOOKOUT POINT DRIVE has 4 bedrooms, 3.1 baths, and was built in 1979. The property's zip code is 34229 which is in Osprey, FL