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238 Lookout Point Drive

Osprey, FL 34229

3 beds
3 baths
2,676 sqft
12,000 sqft lot
$373 per sqft
1981 build
– on site

Nestled in the heart of Southbay Yacht & Racquet Club, this exquisitely renovated and impeccably maintained residence offers an enviable lifestyle for those who cherish the water. The journey begins at the inviting brick paver entry, guiding you into a gracious foyer that sets the tone for the home's elegant charm. Upon entering, you are welcomed by a spacious great room featuring new tile flooring and a wall of sliding glass doors that seamlessly connect to the expansive covered lanai. The open floor plan is perfect for entertaining, with a dining area adjacent to the sophisticated kitchen equipped with 42” cabinets, stone countertops, stainless steel appliances, a breakfast bar, and easy access to the grilling area. Relax in the enormous owner’s retreat, thoughtfully secluded for privacy. This luxurious space boasts an ensuite bathroom with dual sinks and a free-standing shower, offering a serene sanctuary for unwinding after a day on the water. The home's layout includes two additional guest suites, providing comfort and privacy for visitors. A separate den with a wood-burning fireplace adds a cozy touch, creating a perfect spot for relaxation or reading. The outdoors are effortlessly integrated with the interior, featuring a lavish 12x60 screened lanai that is ideal for alfresco dining or simply enjoying the serene surroundings. Recent improvements, including newer plumbing throughout, a 2021 roof, and new screened lanai cage, make this home truly maintenance-free. Southbay Yacht & Racquet Club offers a variety of amenities designed to enhance your active lifestyle. The community-owned deep-water marina provides boat slips that accommodate large vessels, ensuring easy access for your nautical adventures. The club features lighted tennis courts, a heated community pool, an exercise room, a playground, and numerous clubs and social activities, catering to diverse interests. While the community is beautifully balanced with nature and the Bayfront, you'll still be minutes away from a plethora of fantastic restaurants, shopping destinations, and the pristine Casey Key beach. This sought-after location ensures that you can enjoy the best of both worlds—tranquility and convenience. Southbay Yacht & Racquet Club embodies the perfect blend of luxury and natural beauty, offering a unique opportunity to live an active lifestyle centered around the water. Whether you're an avid boater, a tennis enthusiast, or someone who simply loves the charm of coastal living, this community has something extraordinary to offer.

Listing courtesy of STELLAR_MLS / COLDWELL BANKER REALTY

Last checked: Checking… • Last updated May 7, 2025 •

MLS# A4650720 —

The Building

Year Built:

1981
New Construction:

false
Architectural Style:

Custom
Construction Materials:

Wood Siding
Levels:

One
Stories Total:

1
Roof:

Shingle
Foundation Details:

Slab
Patio And Porch Features:

Covered
Security Features:

Security System
Building Area Total:

3660
Building Area Units:

Square Feet
Building Area Source:

Public Records

Interior

Interior Features:

Ceiling Fan(s)
Furnished:

Unfurnished
Flooring:

Carpet
Additional Rooms:

Den/Library/Office
Fireplace:

true
Fireplace Features:

Family Room

Room Dimensions

Living Area:

2676
Living Area Units:

Square Feet
Living Area Source:

Public Records

Location

Directions:

From S Tamiami Trail, west on Southbay Drive, right on Buoy Lane, right on Lookout Point, home on right.
Latitude:

27.1721
Longitude:

-82.485709
Coordinates:

-82.485709, 27.1721

The Property

Parcel Number:

0158080026
Property Type:

Residential
Property Subtype:

Single Family Residence
Property Condition:

Completed
Lot Features:

In County
Lot Size Acres:

0.28
Lot Size Area:

12000
Lot Size SqFt:

12000
Lot Size Units:

Square Feet
Total Acres:

1/4 to less than 1/2
Zoning:

RSF2
Direction Faces:

South
View:

Garden
View:

true
Exterior Features:

Rain Gutters
Vegetation:

Trees/Landscaped
Water Source:

Public
Road Responsibility:

Public Maintained Road
Road Surface Type:

Paved
Road Frontage Type:

Street Paved
Flood Zone Code:

X
Additional Parcels:

false
Homestead:

true
Lease Restrictions:

true
Land Lease:

false

Listing Agent

Contact info:

Taxes

Tax Year:

2024
Tax Lot:

268
Tax Legal Description:

LOT 268 SOUTHBAY YACHT & RACQUET CLUB
Tax Book Number:

22-27
Tax Annual Amount:

$5,264.25

Beds

Bedrooms Total:

3

Baths

Total Baths:

2.5
Total Baths:

3
Full Baths:

2
Half Baths:

1

The Listing

Special Listing Conditions:

None

Heating & Cooling

Heating:

Central
Heating:

true
Cooling:

Central Air
Cooling:

true

Utilities

Utilities:

Cable Available
Sewer:

Public Sewer

Appliances

Appliances:

Built-In Oven
Laundry Features:

Inside

Schools

Elementary School:

Laurel Nokomis Elementary
Middle Or Junior School:

Sarasota Middle
High School:

Venice Senior High

The Community

Subdivision Name:

SOUTHBAY YACHT & RACQUET CLUB
Senior Community:

false
Community Features:

Bay/Harbor Front
Waterview:

false
Water Access:

Intracoastal Waterway
Water Access:

true
Waterfront:

false
Waterfront Features:

Bay/Harbor Front
Pool Private:

false
Pets Allowed:

Yes
Association Amenities:

Clubhouse
Association:

true
Association Fee:

612.26
Association Fee Frequency:

Quarterly
Association Fee Includes:

Common Area Taxes
Association Fee Requirement:

Required
Monthly HOA Amount:

204.09
Ownership:

Fee Simple
Association Approval Required:

false

Parking

Garage:

true
Attached Garage:

true
Garage Spaces:

2
Garage Dimensions:

23x21
Carport:

false
Covered Spaces:

2

Monthly cost estimate

Asking price

$999,000

Expense	Monthly cost
Mortgage	$5,349
Taxes	$438
Insurance	$274
HOA fees	$204
Utilities	$182 See report
Total	$6,447/mo.^*
	^*This is an estimate

Explore the Area

My Commute

From

Walk Score®

Provided by WalkScore® Inc.

Bike Score®

Provided by WalkScore® Inc.

Soundscore™

Provided by HowLoud

Air Pollution Index

Provided by ClearlyEnergy

Sale history

Date	Event	Source	Price	% Change
5/5/25 May 5, 2025	Listed / Active	STELLAR_MLS	$999,000	166.4% (23.6% / YR)
4/16/18 Apr 16, 2018		STELLAR_MLS	$375,000

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This house located in Southbay Yacht And Racquet Club, Osprey, FL 34229 is currently for sale for $999,000. 238 Lookout Point Drive is a 2,676 square foot house with 3 beds and 3 baths that has been on Estately for 7 days. 238 Lookout Point Drive is in the Southbay Yacht And Racquet Club neighborhood of Osprey and has a WalkScore® of 28, making it car-dependent. This house is in the attendance area of Venice High School and Laurel Nokomis School.

Listing Courtesy of: STELLAR_MLS and COLDWELL BANKER REALTY.

Based on information from the My Florida Regional MLS DBA Stellar MLS 2025.

All information provided is deemed reliable but is not guaranteed and should be independently verified. Stellar MLS, Estately and their affiliates provide the MLS and all content therein “AS IS” and without any warranty, express or implied. The information included in this listing 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. The information on each listing is furnished by the owner and deemed reliable to the best of his/her knowledge, but should be verified by the purchaser. Stellar MLS and Estately assume no responsibility for typographical errors, misprints or misinformation. This property is offered without respect to any protected classes in accordance with the law. For any questions please call (407) 499-8911.